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Sited on grounds originally designed by Frederick Law Olmsted, this gorgeous 2-bedroom, 2-bathroom condominium offers all the modern amenities in a picturesque setting! A welcoming entry hall with two closets flows to a generous open-layout living room and dining room. The sun-splashed dining room area has beautiful views of the private terrace, which overlooks Olmsted Park and Leverett Pond. The living room features a wood-burning fireplace. The large, recently renovated kitchen features quartz countertops, stainless steel appliances and ample cabinetry. The spacious primary bedroom offers two closets, a renovated en suite bathroom with glass shower enclosure, and access out to a rear garden area. The second bedroom also overlooks the rear garden area. The second bathroom has been recently renovated and features tub/shower with glass enclosure. Additional amenities include air conditioning, in-unit washer/dryer, oversized private storage room, and two garage parking spaces. This 16-unit association is professionally managed and pet-friendly. The slate roof replacement was completed earlier this year. Wonderful location that is adjacent to the Emerald Necklace green space, with its walking/biking paths, stone bridges and pond views, and yet is also convenient to the shops/restaurants of Brookline Village, the D & E green line trains, and the Longwood Medical area.

2 Beds ⋅ 2 Baths ⋅ 73595761 MLS ⋅ ['The Park Condominium'] BLDG.

Sited on grounds originally designed by Frederick Law Olmsted, this gorgeous 2-bedroom, 2-bathroom condominium offers all the modern amenities in a picturesque setting! A welcoming entry hall with two closets flows to a generous open-layout living room and dining room. The sun-splashed dining room area has beautiful views of the private terrace, which overlooks Olmsted Park and Leverett Pond. The living room features a wood-burning fireplace. The large, recently renovated kitchen features quartz countertops, stainless steel appliances and ample cabinetry. The spacious primary bedroom offers two closets, a renovated en suite bathroom with glass shower enclosure, and access out to a rear garden area. The second bedroom also overlooks the rear garden area. The second bathroom has been recently renovated and features tub/shower with glass enclosure. Additional amenities include air conditioning, in-unit washer/dryer, oversized private storage room, and two garage parking spaces. This 16-unit association is professionally managed and pet-friendly. The slate roof replacement was completed earlier this year. Wonderful location that is adjacent to the Emerald Necklace green space, with its walking/biking paths, stone bridges and pond views, and yet is also convenient to the shops/restaurants of Brookline Village, the D & E green line trains, and the Longwood Medical area.

89 Glen Rd Unit 5, Brookline

Listing courtesy of Listing Agent: Kathy Halley from Listing Office: Hammond Residential Real Estate.

$2,195,000

With the space and scale of a single-family home and the ease of townhouse living, this three-bedroom, three-and-a-half-bath residence offers over 3,525 square feet across three finished levels. Tall ceilings, beautifully proportioned rooms, and thoughtful architectural details give the home character, while generous windows bring in sunshine throughout. A welcoming entry leads to the main level, where distinct but connected living spaces work equally well for entertaining and everyday life. The generously proportioned living room features tall ceilings and floor-to-ceiling windows that frame views of the mature trees outside. The spacious dining room opens through sliding glass doors to an expansive deck, with plenty of room for outdoor dining and entertaining. The renovated kitchen features premium appliances, an eat-in peninsula, and abundant cabinetry. It opens to a sun-filled family room with vaulted ceilings, expansive windows, and a fireplace framed by custom built-ins. Beyond, the generous primary suite sits privately on the main level and includes a beautifully appointed bath, custom cabinetry, a walk-in closet. A half bath and laundry room complete this floor. An attached two-car garage adds everyday convenience.A sunlit staircase leads upstairs to two spacious bedrooms and a full bath. The walkout lower level offers plenty of additional living space, with a second family room, a dedicated office, and a full bath, along with a large cedar closet and abundant storage. Mature trees give the property a peaceful, private feel, with Larz Anderson Park directly across the street for walks, open space, and year-round play. The shops, restaurants, and entertainment at The Street are close by. The Park School is just down the road, with the area’s top public and private schools nearby, too. The location also offers convenient access to Longwood Medical Area, downtown Boston, and Logan Airport. The space of a single-family home, the ease of townhouse living, and a great Brookline location.

3 Beds ⋅ 4 Baths ⋅ 73595663 MLS

With the space and scale of a single-family home and the ease of townhouse living, this three-bedroom, three-and-a-half-bath residence offers over 3,525 square feet across three finished levels. Tall ceilings, beautifully proportioned rooms, and thoughtful architectural details give the home character, while generous windows bring in sunshine throughout. A welcoming entry leads to the main level, where distinct but connected living spaces work equally well for entertaining and everyday life. The generously proportioned living room features tall ceilings and floor-to-ceiling windows that frame views of the mature trees outside. The spacious dining room opens through sliding glass doors to an expansive deck, with plenty of room for outdoor dining and entertaining. The renovated kitchen features premium appliances, an eat-in peninsula, and abundant cabinetry. It opens to a sun-filled family room with vaulted ceilings, expansive windows, and a fireplace framed by custom built-ins. Beyond, the generous primary suite sits privately on the main level and includes a beautifully appointed bath, custom cabinetry, a walk-in closet. A half bath and laundry room complete this floor. An attached two-car garage adds everyday convenience.A sunlit staircase leads upstairs to two spacious bedrooms and a full bath. The walkout lower level offers plenty of additional living space, with a second family room, a dedicated office, and a full bath, along with a large cedar closet and abundant storage. Mature trees give the property a peaceful, private feel, with Larz Anderson Park directly across the street for walks, open space, and year-round play. The shops, restaurants, and entertainment at The Street are close by. The Park School is just down the road, with the area’s top public and private schools nearby, too. The location also offers convenient access to Longwood Medical Area, downtown Boston, and Logan Airport. The space of a single-family home, the ease of townhouse living, and a great Brookline location.

301 Goddard Ave Unit 301, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

$899,000

Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining. The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living. A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities. Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.

2 Beds ⋅ 2 Baths ⋅ 73595056 MLS ⋅ ['Winthrop Hill Condominium'] BLDG.

Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining. The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living. A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities. Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.

127 Winthrop Road Unit 1A, Brookline

Listing courtesy of Listing Agent: Joshua Stiles from Listing Office: Compass.

$2,799,999

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

4 Beds ⋅ 4 Baths ⋅ 73592951 MLS

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

79 Randolph Road, Brookline

Listing courtesy of Listing Agent: Jeffrey Hamilton from Listing Office: Columbus and Over Group, LLC.

$5,250,000

Rarely does a Gilded Age landmark arrive so thoroughly reborn. Designed in 1905 by architect Alfred L. Darrow, 46 Powell Street commands a coveted corner lot in the Cottage Farm Historic District, guarded by carved stone griffins and a scrolled wrought-iron gate. Stone, stucco, half-timbered gables, carved-bracket eaves and a terra cotta roof frame approx. 7,028 SF of Arts & Crafts and Tudor Revival grandeur, delivered with every modern comfort. A 2022 renovation rewired the entire home (400-amp service, integrated alarm, smoke and CO detection, ADT security with outdoor cameras), added central air, a new gas boiler, radiant-heated floors, and a sensor-driven snow-melt driveway and rear walkway, all without sacrificing a single carved detail. Some original doors were repurposed as pocket doors. Step into a two-story marble and mosaic foyer beneath a barrel-vaulted, rosette-coffered ceiling. A hand-carved bridal staircase rises to a soaring atrium lit by leaded-stained glass restored by Jim Anderson of “This Old House”. Five fireplaces, a library with gilt-carved bookcases and medieval English plaster ceiling, and a Jacobean dining room with butler’s pantry set the formal stage. The chef’s kitchen, featured in New England Home magazine, pairs mahogany, burlwood, brass and marble with Visual Comfort lighting, a Sub-Zero refrigerator, Thermador six-burner range, coffee bar with refrigerated drawers, and an antique bell box. It opens to a breakfast nook, a rear deck and a sunlit solarium with domed plaster ceiling. Upstairs, the primary suite offers a fireplace with Roman-tile surround, two leaded-glass bay windows, dressing area, walk-in closet and dual-sink bath with radiant-heated floors. The second suite adds a marble fireplace, walk-in closet and Paris-Metro tiled bath beneath a Tiffany-style transom. Six bedrooms and 4.5 renovated baths. The third floor delivers a kitchenette, walk-in laundry, cedar closet with sauna potential and a cathedral-loft billiard room with king-post beams and Franklin stove, ideal for media or games. The 2,534 SF lower level offers open space and a wine cellar. Private parking for three in the heated driveway plus a detached 1919 Spanish Colonial two-car garage. Specimen plantings and old-growth trees surround the grounds, and commercial-grade internet serves modern households. Just 100 yards to Beacon Street and the C Line, under one mile to Kenmore Square and 2.5 miles to the Public Garden. A fully renewed architectural icon.

6 Beds ⋅ 5 Baths ⋅ 73592699 MLS

Rarely does a Gilded Age landmark arrive so thoroughly reborn. Designed in 1905 by architect Alfred L. Darrow, 46 Powell Street commands a coveted corner lot in the Cottage Farm Historic District, guarded by carved stone griffins and a scrolled wrought-iron gate. Stone, stucco, half-timbered gables, carved-bracket eaves and a terra cotta roof frame approx. 7,028 SF of Arts & Crafts and Tudor Revival grandeur, delivered with every modern comfort. A 2022 renovation rewired the entire home (400-amp service, integrated alarm, smoke and CO detection, ADT security with outdoor cameras), added central air, a new gas boiler, radiant-heated floors, and a sensor-driven snow-melt driveway and rear walkway, all without sacrificing a single carved detail. Some original doors were repurposed as pocket doors. Step into a two-story marble and mosaic foyer beneath a barrel-vaulted, rosette-coffered ceiling. A hand-carved bridal staircase rises to a soaring atrium lit by leaded-stained glass restored by Jim Anderson of “This Old House”. Five fireplaces, a library with gilt-carved bookcases and medieval English plaster ceiling, and a Jacobean dining room with butler’s pantry set the formal stage. The chef’s kitchen, featured in New England Home magazine, pairs mahogany, burlwood, brass and marble with Visual Comfort lighting, a Sub-Zero refrigerator, Thermador six-burner range, coffee bar with refrigerated drawers, and an antique bell box. It opens to a breakfast nook, a rear deck and a sunlit solarium with domed plaster ceiling. Upstairs, the primary suite offers a fireplace with Roman-tile surround, two leaded-glass bay windows, dressing area, walk-in closet and dual-sink bath with radiant-heated floors. The second suite adds a marble fireplace, walk-in closet and Paris-Metro tiled bath beneath a Tiffany-style transom. Six bedrooms and 4.5 renovated baths. The third floor delivers a kitchenette, walk-in laundry, cedar closet with sauna potential and a cathedral-loft billiard room with king-post beams and Franklin stove, ideal for media or games. The 2,534 SF lower level offers open space and a wine cellar. Private parking for three in the heated driveway plus a detached 1919 Spanish Colonial two-car garage. Specimen plantings and old-growth trees surround the grounds, and commercial-grade internet serves modern households. Just 100 yards to Beacon Street and the C Line, under one mile to Kenmore Square and 2.5 miles to the Public Garden. A fully renewed architectural icon.

46 Powell Street, Brookline

Listing courtesy of Listing Agent: Ama Agumeh from Listing Office: Barrett Sotheby's International Realty.

$5,398,000

Gracious and timeless historic single family attached home in Brookline's prestigious Fisher Hill Estates. This 5 bedroom/4.5 bath home offers more than 7,000 sqft of elegant living space with spectacular views of the Brookline Reservoir! This majestic home features period architectural details, a grand staircase, high ceilings, original built-ins and gleaming hardwood floors. Sundrenched by floor to ceiling windows, the main level offers a gracious living room/dining room with fireplace, a stunning mahogany library with fireplace, a beautiful family room, breakfast area and a chef's kitchen with direct access to a lovely garden area. The second floor primary suite features a spa like bath, walk-in closet, fireplace and a picturesque private deck with outstanding views. Completing this level is an additional en suite bedroom. The third floor offers two additional bedrooms and a full bath. The finished lower level features a direct entry guest suite with a living area, full bath and kitchen - perfect for an au pair. Completing this home is a two car detached garage and multiple outdoor private garden areas. Community amenities include pool and tennis court. Close to shopping, restaurants, schools, Downtown Boston and so much more! This home is definitely a must see!!

5 Beds ⋅ 5 Baths ⋅ 73592351 MLS

Gracious and timeless historic single family attached home in Brookline's prestigious Fisher Hill Estates. This 5 bedroom/4.5 bath home offers more than 7,000 sqft of elegant living space with spectacular views of the Brookline Reservoir! This majestic home features period architectural details, a grand staircase, high ceilings, original built-ins and gleaming hardwood floors. Sundrenched by floor to ceiling windows, the main level offers a gracious living room/dining room with fireplace, a stunning mahogany library with fireplace, a beautiful family room, breakfast area and a chef's kitchen with direct access to a lovely garden area. The second floor primary suite features a spa like bath, walk-in closet, fireplace and a picturesque private deck with outstanding views. Completing this level is an additional en suite bedroom. The third floor offers two additional bedrooms and a full bath. The finished lower level features a direct entry guest suite with a living area, full bath and kitchen - perfect for an au pair. Completing this home is a two car detached garage and multiple outdoor private garden areas. Community amenities include pool and tennis court. Close to shopping, restaurants, schools, Downtown Boston and so much more! This home is definitely a must see!!

15 Catlin Road, Brookline

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.

$4,250,000

Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

5 Beds ⋅ 4 Baths ⋅ 73590255 MLS

Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

120 Rawson Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

$3,549,000

Welcome to 80onVernon, a just completed boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features 2 garage parking spaces, 2 balconies, a den, and a direct access elevator. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design and everyday convenience in Brookline's most desirable location!

3 Beds ⋅ 3 Baths ⋅ 73590002 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a just completed boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features 2 garage parking spaces, 2 balconies, a den, and a direct access elevator. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design and everyday convenience in Brookline's most desirable location!

80 Vernon Unit #2-B, Brookline

Listing courtesy of Listing Agent: Tina Sachs from Listing Office: Coldwell Banker Realty - Newton.

$3,999,000

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

8 Beds ⋅ 4 Baths ⋅ 73586478 MLS

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

91 Verndale St, Brookline

Listing courtesy of Listing Agent: Daniel S. Lee from Listing Office: Boston Plex.

$3,388,000

Introducing 12 Williams Street, a thoughtfully designed new development in the heart of Brookline’s highly sought-after Coolidge Corner. This intimate community features two beautifully appointed townhomes, each with private parking, along with a separate studio residence—offering a rare combination of new construction, thoughtful design, and exceptional convenience.This spacious four-level townhome offers 3 bedrooms and 3.5 bathrooms, with a private elevator providing effortless access throughout all four levels. The home also features a private balcony and two covered parking spaces, combining the comfort and scale of a single-family home with the convenience of new construction.Just steps from everything Coolidge Corner has to offer, 12 Williams places you within easy reach of independent bookstores, the iconic Coolidge Corner Theatre, Trader Joe’s, Stop & Shop, acclaimed restaurants, cafés, and everyday conveniences. The nearby MBTA Green Line provides direct service into Boston, making commuting and exploring the city effortless.With its exceptional location, private elevator, generous four-level layout, outdoor space, and two covered parking spaces, 12 Williams Street offers a distinctive opportunity to enjoy modern living in one of Brookline’s most vibrant neighborhoods.

3 Beds ⋅ 4 Baths ⋅ 73584476 MLS

Introducing 12 Williams Street, a thoughtfully designed new development in the heart of Brookline’s highly sought-after Coolidge Corner. This intimate community features two beautifully appointed townhomes, each with private parking, along with a separate studio residence—offering a rare combination of new construction, thoughtful design, and exceptional convenience.This spacious four-level townhome offers 3 bedrooms and 3.5 bathrooms, with a private elevator providing effortless access throughout all four levels. The home also features a private balcony and two covered parking spaces, combining the comfort and scale of a single-family home with the convenience of new construction.Just steps from everything Coolidge Corner has to offer, 12 Williams places you within easy reach of independent bookstores, the iconic Coolidge Corner Theatre, Trader Joe’s, Stop & Shop, acclaimed restaurants, cafés, and everyday conveniences. The nearby MBTA Green Line provides direct service into Boston, making commuting and exploring the city effortless.With its exceptional location, private elevator, generous four-level layout, outdoor space, and two covered parking spaces, 12 Williams Street offers a distinctive opportunity to enjoy modern living in one of Brookline’s most vibrant neighborhoods.

12 Williams Street Unit 1, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$665,000

Luxury Living at The Brook House! Enjoy living in a full-service building in the heart of Brookline. Private soutwest-facing corner two-bed, two-bath on the 5th floor. Spacious living room opens to a private balcony overlooking the courtyard with a smart touch most units don't have: a custom accordion partition on a ceiling track that closes off part of the room, so you can carve out a home office, a den, or a guest space whenever you need one. Two spacious bedrooms, including the primary bedroom with its own bath. Well-maintained and move-in ready, so you can settle in from day one — with the option to add your own touches over time in a building where updated units command a premium. Two deeded garage spaces. 24-hour security, and on-site management. Plenty of options for active recreation with the heated pool, a full gym with steam and sauna, classes, boxing, yoga, and Zumba, tennis, pickleball, and basketball courts. Large resident lounge, grill and outdoor seating in the courtyard, walking and biking trails. On-site salons, medical and wellness services, plus a steady calendar of resident events. Finally, a hard to beat location - across from the Green Line at Brookline Village (D), with the E line and several bus routes close by. You're minutes from Leverett Pond and the Emerald Necklace, the Longwood Medical Area, downtown Boston, and the universities, with shops and restaurants all around. Pet-friendly and non-smoking. Brookline's residential owner exemption lowers the annual tax bill by ~$3,600/yr.

2 Beds ⋅ 2 Baths ⋅ 73583156 MLS ⋅ ['The Brook House'] BLDG.

Luxury Living at The Brook House! Enjoy living in a full-service building in the heart of Brookline. Private soutwest-facing corner two-bed, two-bath on the 5th floor. Spacious living room opens to a private balcony overlooking the courtyard with a smart touch most units don't have: a custom accordion partition on a ceiling track that closes off part of the room, so you can carve out a home office, a den, or a guest space whenever you need one. Two spacious bedrooms, including the primary bedroom with its own bath. Well-maintained and move-in ready, so you can settle in from day one — with the option to add your own touches over time in a building where updated units command a premium. Two deeded garage spaces. 24-hour security, and on-site management. Plenty of options for active recreation with the heated pool, a full gym with steam and sauna, classes, boxing, yoga, and Zumba, tennis, pickleball, and basketball courts. Large resident lounge, grill and outdoor seating in the courtyard, walking and biking trails. On-site salons, medical and wellness services, plus a steady calendar of resident events. Finally, a hard to beat location - across from the Green Line at Brookline Village (D), with the E line and several bus routes close by. You're minutes from Leverett Pond and the Emerald Necklace, the Longwood Medical Area, downtown Boston, and the universities, with shops and restaurants all around. Pet-friendly and non-smoking. Brookline's residential owner exemption lowers the annual tax bill by ~$3,600/yr.

44 Washington Unit 502, Brookline

Listing courtesy of Listing Agent: Karina Demurchyan from Listing Office: Real Broker MA, LLC.

$3,295,000

Modern penthouse living with private outdoor space and exceptional parking in Brookline’s Coolidge Park enclave. Built from the ground up in 2021, this 3,292 sq ft duplex pairs four en-suite bedrooms with generous gathering spaces and refined finishes. A high-ceiling corner living room and European-style kitchen each open to a covered deck, extending daily living outdoors, while the spacious dining area centers on a gas fireplace. Upstairs, the primary suite offers a luxurious bath and generous closet space, alongside three additional bedrooms, each with a private bath. A private, fenced level yard adds another outdoor retreat. Direct garage access, two heated garage spaces, and room for up to two additional cars on the heated driveway bring uncommon convenience. Set within a distinctive five-street neighborhood with tree-lined streets and a local park, close to Coolidge Corner’s shops and dining, with convenient access to Longwood and Boston.

4 Beds ⋅ 5 Baths ⋅ 73577586 MLS

Modern penthouse living with private outdoor space and exceptional parking in Brookline’s Coolidge Park enclave. Built from the ground up in 2021, this 3,292 sq ft duplex pairs four en-suite bedrooms with generous gathering spaces and refined finishes. A high-ceiling corner living room and European-style kitchen each open to a covered deck, extending daily living outdoors, while the spacious dining area centers on a gas fireplace. Upstairs, the primary suite offers a luxurious bath and generous closet space, alongside three additional bedrooms, each with a private bath. A private, fenced level yard adds another outdoor retreat. Direct garage access, two heated garage spaces, and room for up to two additional cars on the heated driveway bring uncommon convenience. Set within a distinctive five-street neighborhood with tree-lined streets and a local park, close to Coolidge Corner’s shops and dining, with convenient access to Longwood and Boston.

78-80 Verndale Unit 80, Brookline

Listing courtesy of Listing Agent: The Bushari Team Compass from Listing Office: Compass.

$1,195,000

Welcome to this sunny corner unit at Hammondswood! Offering two bedrooms plus a separate office and two full baths, the home features a thoughtfully renovated kitchen with generous storage and a sleek, modern aesthetic. Newly installed white oak hardwood floors throughout add warmth, elegance, and a fresh contemporary feel. Additional highlights include two parking spaces in the attached heated garage with elevator access, additional storage, in-unit laundry, and a private patio. This well-managed 2008 concierge building also offers an on-site fitness center. Ideally located directly across from Soule Park and less than half a mile from the T, grocery stores, the post office, and The Street, this home puts the restaurants, shopping, and amenities of Chestnut Hill right at your fingertips. A rare combination of space, style, convenience, and amenities in an incredibly desirable location.

3 Beds ⋅ 2 Baths ⋅ 73577386 MLS ⋅ ['Hammondswood'] BLDG.

Welcome to this sunny corner unit at Hammondswood! Offering two bedrooms plus a separate office and two full baths, the home features a thoughtfully renovated kitchen with generous storage and a sleek, modern aesthetic. Newly installed white oak hardwood floors throughout add warmth, elegance, and a fresh contemporary feel. Additional highlights include two parking spaces in the attached heated garage with elevator access, additional storage, in-unit laundry, and a private patio. This well-managed 2008 concierge building also offers an on-site fitness center. Ideally located directly across from Soule Park and less than half a mile from the T, grocery stores, the post office, and The Street, this home puts the restaurants, shopping, and amenities of Chestnut Hill right at your fingertips. A rare combination of space, style, convenience, and amenities in an incredibly desirable location.

629 Hammond Street Unit E119, Brookline

Listing courtesy of Listing Agent: Claire McClintock from Listing Office: Columbus and Over Group, LLC.

$3,695,000

Welcome to this stunning center-entrance Colonial in Brookline's Chestnut Hill estate area, set on a level half-acre lot. This expansive home features 4+ bedrooms, 4 full and 1 half baths & offers over 4,895 square feet across three finished levels. The foyer opens to a fireplaced living room and a formal dining room that seats 12. The Chef’s kitchen features a Wolf range, Sub-Zero refrigerator, double wall ovens including steam, Cove dishwashers, two sinks, custom cabinetry & granite counters. A library with built-ins cabinetry sits off the dining room & kithcen. The family room, with gas fireplace opens through French doors to a bluestone patio and a broad, fenced, level yard. Upstairs, the primary suite includes a private balcony, Carrara marble bath, dressing area, and two walk-in closets. Three additional bedrooms and two full baths & laundry complete the floor. The lower level consists of a media/playroom, gym, wet bar, beautiful full bath with glass enclosed shower + another set of laundry. Central air & Sonos throughout, EV charging & 2-car garage. Close proximity to the D Line at Chestnut Hill, shops and restaurants at The Street at Chestnut Hill, Soule Playground, and Dane Park.

4 Beds ⋅ 5 Baths ⋅ 73573585 MLS

Welcome to this stunning center-entrance Colonial in Brookline's Chestnut Hill estate area, set on a level half-acre lot. This expansive home features 4+ bedrooms, 4 full and 1 half baths & offers over 4,895 square feet across three finished levels. The foyer opens to a fireplaced living room and a formal dining room that seats 12. The Chef’s kitchen features a Wolf range, Sub-Zero refrigerator, double wall ovens including steam, Cove dishwashers, two sinks, custom cabinetry & granite counters. A library with built-ins cabinetry sits off the dining room & kithcen. The family room, with gas fireplace opens through French doors to a bluestone patio and a broad, fenced, level yard. Upstairs, the primary suite includes a private balcony, Carrara marble bath, dressing area, and two walk-in closets. Three additional bedrooms and two full baths & laundry complete the floor. The lower level consists of a media/playroom, gym, wet bar, beautiful full bath with glass enclosed shower + another set of laundry. Central air & Sonos throughout, EV charging & 2-car garage. Close proximity to the D Line at Chestnut Hill, shops and restaurants at The Street at Chestnut Hill, Soule Playground, and Dane Park.

17 Glenoe Rd, Brookline

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

$2,595,000

ABSOLUTELY INCREDIBLE OPPORTUNITY AT THIS PRICE!!!!!! A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

5 Beds ⋅ 5 Baths ⋅ 73573502 MLS

ABSOLUTELY INCREDIBLE OPPORTUNITY AT THIS PRICE!!!!!! A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

284 Woodland Road, Brookline

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.

$1,950,000

Rarely available three-level townhouse in the historic 1881 Peabody & Stearns-designed Carriage House at Fisher Hill Estates, set on approximately 13 acres of beautifully landscaped grounds with a private heated pool and tennis courts. This distinctive Brookline residence combines architectural character, dramatic scale, thoughtful updates, and exceptional privacy in a highly desirable setting. The main level opens to an impressive living and dining area with exposed beams, abundant natural light, and a soaring 25-foot atrium ceiling, creating a striking sense of volume and openness. The renovated kitchen features quartz countertops, updated appliances, generous cabinetry and storage, a center island, and a comfortable breakfast area. A guest bathroom completes this level.Upstairs, the spacious primary suite includes an en-suite bathroom with double vanity and shower, a walk-in closet, and a separate dressing room. A second bedroom and full hall bathroom complete the second floor. The third floor offers flexible additional space ideal for a home office, den, guest room, or studio. The residence also includes two-car garage parking with direct interior access. Tucked away near the Buckminster Road entrance and set well back from Boylston Street, the home is across from Brookline Reservoir Park and offers convenient access to the Longwood Medical Area, Downtown Boston, the Brookline Hills Green Line D stop, Chestnut Hill, Brookline Village, and Washington Square. A compelling combination of historic pedigree, dramatic architecture, resort-style amenities, and outstanding Brookline convenience.

2 Beds ⋅ 3 Baths ⋅ 73573463 MLS ⋅ ['Fisher Hill Estates'] BLDG.

Rarely available three-level townhouse in the historic 1881 Peabody & Stearns-designed Carriage House at Fisher Hill Estates, set on approximately 13 acres of beautifully landscaped grounds with a private heated pool and tennis courts. This distinctive Brookline residence combines architectural character, dramatic scale, thoughtful updates, and exceptional privacy in a highly desirable setting. The main level opens to an impressive living and dining area with exposed beams, abundant natural light, and a soaring 25-foot atrium ceiling, creating a striking sense of volume and openness. The renovated kitchen features quartz countertops, updated appliances, generous cabinetry and storage, a center island, and a comfortable breakfast area. A guest bathroom completes this level.Upstairs, the spacious primary suite includes an en-suite bathroom with double vanity and shower, a walk-in closet, and a separate dressing room. A second bedroom and full hall bathroom complete the second floor. The third floor offers flexible additional space ideal for a home office, den, guest room, or studio. The residence also includes two-car garage parking with direct interior access. Tucked away near the Buckminster Road entrance and set well back from Boylston Street, the home is across from Brookline Reservoir Park and offers convenient access to the Longwood Medical Area, Downtown Boston, the Brookline Hills Green Line D stop, Chestnut Hill, Brookline Village, and Washington Square. A compelling combination of historic pedigree, dramatic architecture, resort-style amenities, and outstanding Brookline convenience.

563 Boylston Street Unit 563, Brookline

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.

$2,950,000

Located at Longyear at Fisher Hill, this 3,445 SF single-level residence offers 3 bedrooms, 3.5 baths, and the ease of a gated community and its full suite of amenities. Thoughtfully designed for comfortable living and effortless entertaining, the home features formal living and dining rooms flow seamlessly into the spacious kitchen, family room, breakfast nook, and office. The primary suite offers abundant closet space and a spa-like bath with a dual-sink vanity, soaking tub, and separate shower. Two additional bedrooms each feature en-suite baths. Private outdoor space, two garage parking spaces, additional storage, and elevator access within the building complete the home. Residents enjoy the privacy of a gated community with exceptional amenities, including a fitness center, outdoor swimming pool, beautifully landscaped grounds, and professional management, all moments from the shops, restaurants, and conveniences of Chestnut Hill.

3 Beds ⋅ 4 Baths ⋅ 73573464 MLS ⋅ ['Longyear At Fisher Hill'] BLDG.

Located at Longyear at Fisher Hill, this 3,445 SF single-level residence offers 3 bedrooms, 3.5 baths, and the ease of a gated community and its full suite of amenities. Thoughtfully designed for comfortable living and effortless entertaining, the home features formal living and dining rooms flow seamlessly into the spacious kitchen, family room, breakfast nook, and office. The primary suite offers abundant closet space and a spa-like bath with a dual-sink vanity, soaking tub, and separate shower. Two additional bedrooms each feature en-suite baths. Private outdoor space, two garage parking spaces, additional storage, and elevator access within the building complete the home. Residents enjoy the privacy of a gated community with exceptional amenities, including a fitness center, outdoor swimming pool, beautifully landscaped grounds, and professional management, all moments from the shops, restaurants, and conveniences of Chestnut Hill.

120 Seaver Street Unit C102, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$1,175,000

Two heated garage parking space! Delightful and sunny, historic mid-century 70+ unit condominium with underground parking, built in 1961 and located in the heart of Coolidge Corner. Open plan living/dining/family room with balcony overlooking serene grounds and Griggs park. Large primary bedroom with two excellent walk-in closets. Large second bedroom with double closets. Bathrooms are in excellent and clean original condition as is the kitchen. Live in the unit with its original charm or renovate. Ask broker for schematic renovation plans. Very rare: 2 deeded heated garage parking spaces with direct elevator access to unit level. Common laundry in basement offers app-based alerts when machines are available and laundry is finished. On-site staff and professional management. Large deeded private storage room. Lovely common courtyard and expansive grounds. 2-blocks to the heart of Coolidge Corner, MBTA Green line and Coolidge Corner Theatre. Walking distance to Medical area, Universities, and school. Pet friendly and long-term rentals are allowed with restrictions. A very original gem.

2 Beds ⋅ 2 Baths ⋅ 73573202 MLS ⋅ ['70-80 Park Street Condominium'] BLDG.

Two heated garage parking space! Delightful and sunny, historic mid-century 70+ unit condominium with underground parking, built in 1961 and located in the heart of Coolidge Corner. Open plan living/dining/family room with balcony overlooking serene grounds and Griggs park. Large primary bedroom with two excellent walk-in closets. Large second bedroom with double closets. Bathrooms are in excellent and clean original condition as is the kitchen. Live in the unit with its original charm or renovate. Ask broker for schematic renovation plans. Very rare: 2 deeded heated garage parking spaces with direct elevator access to unit level. Common laundry in basement offers app-based alerts when machines are available and laundry is finished. On-site staff and professional management. Large deeded private storage room. Lovely common courtyard and expansive grounds. 2-blocks to the heart of Coolidge Corner, MBTA Green line and Coolidge Corner Theatre. Walking distance to Medical area, Universities, and school. Pet friendly and long-term rentals are allowed with restrictions. A very original gem.

70 Park Street Unit 41, Brookline

Listing courtesy of Listing Agent: Ezra Stillman from Listing Office: Hammond Residential Real Estate.

$11,750,000

One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

6 Beds ⋅ 6 Baths ⋅ 73570794 MLS

One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

71 Sears Road, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$3,095,000

Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.

5 Beds ⋅ 3 Baths ⋅ 73570606 MLS

Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.

185 Warren Street, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

$1,099,000

Welcome to this exceptionally maintained 2-bedroom, 2-bath condominium in a prime Chestnut Hill location. Filled with natural light and featuring high ceilings and hardwood floors throughout, this inviting home offers an ideal combination of elegance, comfort, and convenience. The spacious living room is anchored by a cozy gas fireplace and large windows that flood the space with sunlight. An eat-in kitchen with stainless steel appliances opens seamlessly to the dining area, creating a wonderful layout for both everyday living and entertaining. The thoughtfully designed floor plan includes a generous primary bedroom suite with an en suite bath and custom fitted closets, a well-proportioned second bedroom, a second full bathroom, and the convenience of in-unit laundry. Enjoy seamless indoor-outdoor living with two private patios, perfect for morning coffee, al fresco dining, or relaxing at the end of the day. Additional highlights include two garage parking spaces and dedicated garage storage, providing exceptional convenience and value. Ideally situated near The Street at Chestnut Hill, Chestnut Hill Square, restaurants, shopping, the Green D line, and major commuter routes, this exceptional residence offers the best of one of Greater Boston's most sought-after neighborhoods.

2 Beds ⋅ 2 Baths ⋅ 73570258 MLS

Welcome to this exceptionally maintained 2-bedroom, 2-bath condominium in a prime Chestnut Hill location. Filled with natural light and featuring high ceilings and hardwood floors throughout, this inviting home offers an ideal combination of elegance, comfort, and convenience. The spacious living room is anchored by a cozy gas fireplace and large windows that flood the space with sunlight. An eat-in kitchen with stainless steel appliances opens seamlessly to the dining area, creating a wonderful layout for both everyday living and entertaining. The thoughtfully designed floor plan includes a generous primary bedroom suite with an en suite bath and custom fitted closets, a well-proportioned second bedroom, a second full bathroom, and the convenience of in-unit laundry. Enjoy seamless indoor-outdoor living with two private patios, perfect for morning coffee, al fresco dining, or relaxing at the end of the day. Additional highlights include two garage parking spaces and dedicated garage storage, providing exceptional convenience and value. Ideally situated near The Street at Chestnut Hill, Chestnut Hill Square, restaurants, shopping, the Green D line, and major commuter routes, this exceptional residence offers the best of one of Greater Boston's most sought-after neighborhoods.

630 Hammond St Unit 104, Brookline

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

$2,395,000

Set along one of Chestnut Hill’s picturesque tree-lined streets, this handsome brick Tudor offers a thoughtful blend of classic architecture, generous proportions & comfortable everyday living. A welcoming foyer introduces elegant living & dining rooms with hardwood floors & distinctive period details, while the spacious eat-in kitchen, with abundant cabinetry, updated appliances & wet bar, opens naturally to a relaxed family room with direct access to the backyard. Upstairs, four well-proportioned bedrooms include a generous primary suite overlooking the backyard, complete with a sizable walk-in closet & ensuite bath. A second ensuite bedroom, along with two additional bedrooms, provides flexibility for family, guests or a home office. The lower level offers versatile space for recreation, hobbies, storage or future expansion, with convenient access to the garage. Outdoors, a tiered backyard creates a private setting with a pool, deck & lawn, offering multiple spaces for entertaining, relaxing & enjoying the warmer months. Fresh paint, new and refreshed flooring & an updated back deck enhance the home’s appeal while preserving its distinctive character. Ideally situated in the Baker School District, with easy access to Route 9, shopping, dining & the amenities of Chestnut Hill, this is a home with both an inviting sense of place & room to make it your own.

4 Beds ⋅ 5 Baths ⋅ 73569446 MLS

Set along one of Chestnut Hill’s picturesque tree-lined streets, this handsome brick Tudor offers a thoughtful blend of classic architecture, generous proportions & comfortable everyday living. A welcoming foyer introduces elegant living & dining rooms with hardwood floors & distinctive period details, while the spacious eat-in kitchen, with abundant cabinetry, updated appliances & wet bar, opens naturally to a relaxed family room with direct access to the backyard. Upstairs, four well-proportioned bedrooms include a generous primary suite overlooking the backyard, complete with a sizable walk-in closet & ensuite bath. A second ensuite bedroom, along with two additional bedrooms, provides flexibility for family, guests or a home office. The lower level offers versatile space for recreation, hobbies, storage or future expansion, with convenient access to the garage. Outdoors, a tiered backyard creates a private setting with a pool, deck & lawn, offering multiple spaces for entertaining, relaxing & enjoying the warmer months. Fresh paint, new and refreshed flooring & an updated back deck enhance the home’s appeal while preserving its distinctive character. Ideally situated in the Baker School District, with easy access to Route 9, shopping, dining & the amenities of Chestnut Hill, this is a home with both an inviting sense of place & room to make it your own.

72 Beverly Rd, Brookline

Listing courtesy of Listing Agent: Ovesen Group from Listing Office: Coldwell Banker Realty - Brookline.

$2,100,000

TWO CAR GARAGE: This exceptional contemporary townhome offers 3,193 square feet of sophisticated living space in the heart of Chestnut Hill. Located in the highly desirable Brookline school district, this four-bedroom, four-and-a-half-bath residence combines refined contemporary design, premium finishes, and the comfort of single-family living with the convenience of condominium ownership.Bathed in natural light from oversized black-framed windows, the open-concept main level features 8-inch white oak hardwood flooring, soaring ceilings, and a beautifully appointed chef's kitchen with custom cabinetry, quartz countertops, premium stainless steel appliances, a six-burner Bosch gas range, and an oversized center island overlooking the dining and living areas. Sliding glass doors open to a private patio and fenced yard, creating seamless indoor-outdoor living, while a stylish tiled powder room completes the main level.The second level features two spacious en-suite bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired bath featuring elegant tilework and a frameless glass shower. The top level offers two additional en-suite bedrooms, a striking glass-enclosed office, and a dedicated laundry room.Additional highlights include designer lighting, a tiled mudroom with custom built-ins, abundant storage, and two assigned heated garage parking spaces.Moments from The Street Chestnut Hill, Chestnut Hill Square, Hammond Pond Reservation, Skyline Park, Route 9, Longwood Medical Area, and downtown Boston. Never occupied, this extraordinary residence offers a rare opportunity to own a turnkey luxury home in one of Brookline's most sought-after neighborhoods.

4 Beds ⋅ 5 Baths ⋅ 73560438 MLS

TWO CAR GARAGE: This exceptional contemporary townhome offers 3,193 square feet of sophisticated living space in the heart of Chestnut Hill. Located in the highly desirable Brookline school district, this four-bedroom, four-and-a-half-bath residence combines refined contemporary design, premium finishes, and the comfort of single-family living with the convenience of condominium ownership.Bathed in natural light from oversized black-framed windows, the open-concept main level features 8-inch white oak hardwood flooring, soaring ceilings, and a beautifully appointed chef's kitchen with custom cabinetry, quartz countertops, premium stainless steel appliances, a six-burner Bosch gas range, and an oversized center island overlooking the dining and living areas. Sliding glass doors open to a private patio and fenced yard, creating seamless indoor-outdoor living, while a stylish tiled powder room completes the main level.The second level features two spacious en-suite bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired bath featuring elegant tilework and a frameless glass shower. The top level offers two additional en-suite bedrooms, a striking glass-enclosed office, and a dedicated laundry room.Additional highlights include designer lighting, a tiled mudroom with custom built-ins, abundant storage, and two assigned heated garage parking spaces.Moments from The Street Chestnut Hill, Chestnut Hill Square, Hammond Pond Reservation, Skyline Park, Route 9, Longwood Medical Area, and downtown Boston. Never occupied, this extraordinary residence offers a rare opportunity to own a turnkey luxury home in one of Brookline's most sought-after neighborhoods.

811 Heath St Unit Rear, Brookline

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.

$1,949,000

Sun-drenched 2025 new construction home offering an exceptional blend of modern design and functionality. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, huge roof-deck, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished stainless steal appliances, designer cabinetry, and elegant tile work that carries throughout the home. Unwind in your private exclusive Roof-deck, or entertain at your kitchen island that fits 6 chairs. The property also offers the convenience of 4 total parking (2 of which garage). Ideally located across from a park and just moments from Jamaica Pond, restaurants, bus lines, and local amenities, this residence delivers the best of modern living in a vibrant neighborhood.

4 Beds ⋅ 3 Baths ⋅ 73552409 MLS

Sun-drenched 2025 new construction home offering an exceptional blend of modern design and functionality. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, huge roof-deck, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished stainless steal appliances, designer cabinetry, and elegant tile work that carries throughout the home. Unwind in your private exclusive Roof-deck, or entertain at your kitchen island that fits 6 chairs. The property also offers the convenience of 4 total parking (2 of which garage). Ideally located across from a park and just moments from Jamaica Pond, restaurants, bus lines, and local amenities, this residence delivers the best of modern living in a vibrant neighborhood.

57-59 Highland Rd Unit 59, Brookline

Listing courtesy of Listing Agent: from Listing Office: Block Realty.

$749,900

Bright and spacious 5th-floor condo at The Brook House. Corner unit offfering 1,050 sq. ft. of living space with 2 bedrooms, 2 full bathrooms, and tandem garage parking with an electric vehicle charger. The desirable corner layout provides excellent natural light throughout, with southeast-facing bedrooms and a spaciou living/dining area that leads to a private balcony. The primary suite features an en-suite bath and generous closet space, while central air conditioning and abundant storage complete the home. Brook House is a full-service luxury community with 24-hour security, on-site management, a heated outdoor pool, fitness center with steam and sauna, tennis and basketball courts, outdoor grilling areas, resident lounge, and beautifully maintained grounds. Ideally located across from the Emerald Necklace and Leverett Pond, just moments from Brookline Village, the Longwood Medical Area, MBTA Green Line stations, shops, restaurants, and universities.

2 Beds ⋅ 2 Baths ⋅ 73537006 MLS

Bright and spacious 5th-floor condo at The Brook House. Corner unit offfering 1,050 sq. ft. of living space with 2 bedrooms, 2 full bathrooms, and tandem garage parking with an electric vehicle charger. The desirable corner layout provides excellent natural light throughout, with southeast-facing bedrooms and a spaciou living/dining area that leads to a private balcony. The primary suite features an en-suite bath and generous closet space, while central air conditioning and abundant storage complete the home. Brook House is a full-service luxury community with 24-hour security, on-site management, a heated outdoor pool, fitness center with steam and sauna, tennis and basketball courts, outdoor grilling areas, resident lounge, and beautifully maintained grounds. Ideally located across from the Emerald Necklace and Leverett Pond, just moments from Brookline Village, the Longwood Medical Area, MBTA Green Line stations, shops, restaurants, and universities.

33 Pond Ave Unit 523, Brookline

Listing courtesy of Listing Agent: Adam Aroesty from Listing Office: Hammond Residential Real Estate.

$8,200,000

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

6 Beds ⋅ 9 Baths ⋅ 73526856 MLS

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$2,595,000

Experience refined single-level living in this elegant 2-bedroom, 3-bath residence at Longyear at Fisher Hill, an exclusive gated community on the former Longyear Museum estate. Spanning 2,843 SF, this sun-filled condominium offers beautifully designed living spaces with hardwood floors throughout, an expansive fireplaced living room, formal dining room, adjoining library, and a private terrace accessible from both the kitchen and dining room. A versatile family room adds flexibility for everyday living or entertaining. Additional features include in-unit laundry, central air, two garage parking spaces, and private storage. Residents enjoy premier amenities including a swimming pool, fitness center, and gated security. Ideally located near Fisher Hill Reservoir, the Longwood Medical Area, parks, shops, and dining.

2 Beds ⋅ 3 Baths ⋅ 73521762 MLS

Experience refined single-level living in this elegant 2-bedroom, 3-bath residence at Longyear at Fisher Hill, an exclusive gated community on the former Longyear Museum estate. Spanning 2,843 SF, this sun-filled condominium offers beautifully designed living spaces with hardwood floors throughout, an expansive fireplaced living room, formal dining room, adjoining library, and a private terrace accessible from both the kitchen and dining room. A versatile family room adds flexibility for everyday living or entertaining. Additional features include in-unit laundry, central air, two garage parking spaces, and private storage. Residents enjoy premier amenities including a swimming pool, fitness center, and gated security. Ideally located near Fisher Hill Reservoir, the Longwood Medical Area, parks, shops, and dining.

120 Seaver St Unit B204, Brookline

Listing courtesy of Listing Agent: Shahan Missaghian from Listing Office: William Raveis R.E. & Home Services.

321 Hammond Pond Parkway Unit 201, Brookline

$1,299,000

Stunning condo now available at Hammond Pond Place! 2 bedrooms, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. Conveniently, located near the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel appliances, quartz counters, a spacious breakfast bar and upgraded cabinetry. The primary bedroom has an en-suite bath with marble walk-in shower and marble top double vanity. Guest bedroom and 2nd full bath with designer tile and bathtub/shower combo. In addition to the two full bathrooms, there is a private half bathroom for guests. This condo comes with two garage parking spaces next to one another and a large storage space. There is a fully equipped fitness center onsite. This home has in unit laundry, and features a private outdoor terrace. Pet friendly building with elevator.

2 Beds ⋅ 3 Baths ⋅ 73521117 MLS

Stunning condo now available at Hammond Pond Place! 2 bedrooms, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. Conveniently, located near the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel appliances, quartz counters, a spacious breakfast bar and upgraded cabinetry. The primary bedroom has an en-suite bath with marble walk-in shower and marble top double vanity. Guest bedroom and 2nd full bath with designer tile and bathtub/shower combo. In addition to the two full bathrooms, there is a private half bathroom for guests. This condo comes with two garage parking spaces next to one another and a large storage space. There is a fully equipped fitness center onsite. This home has in unit laundry, and features a private outdoor terrace. Pet friendly building with elevator.

321 Hammond Pond Parkway Unit 201, Brookline

Listing courtesy of Listing Agent: The Piracini Group from Listing Office: eXp Realty LLC - Corporate Office.

$4,795,000

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level with separate entrance offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb Chestnut Hill location with easy access to Boston, shopping, dining and Medical Centers.

4 Beds ⋅ 5 Baths ⋅ 73520842 MLS

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level with separate entrance offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb Chestnut Hill location with easy access to Boston, shopping, dining and Medical Centers.

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$3,750,000

Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

3 Beds ⋅ 4 Baths ⋅ 73514594 MLS

Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

135 Saint Paul Unit 5, Brookline

Listing courtesy of Listing Agent: Michael T. Forde from Listing Office: Helm Residential LLC.

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