Brookline Homes For Sale

129 Walnut Street, Brookline is THE BEST of ALL WORLDS. A Classic Brick Rowhouse on the outside. Modern Contemporary Design on the inside. In 2026, the entire Building underwent a TOTAL RENOVATION, fully restored Top to Bottom. Taken all the way down to the “studs” by a Local, Experienced Design-Build Team who Reimagined REALITY. Every Finish, Each Detail, Thoughtfully Curated. U1, the “Parlor Duplex,” offers 3 Bedrooms, 2.5 Bathrooms across 2 Living Levels with 2,272 Square Feet. A Private Patio off the bedroom leads to a FENCED-IN YARD, creating your own Brookline oasis. The CHEF’S KITCHEN features SUB-ZERO Refrigeration, WOLF Cooktop & MIELE Dishwasher. High-End Finishes throughout include PORCELANOSA Double Vanity, Soaking Tub & Wall-Mounted Faucets, TOTO Toilets, VISUAL COMFORT Light Fixtures & EMTEK Doorknobs. Located in the heart of Brookline’s Pill Hill Historic District, convenient to Brookline Village shops, Restaurants & Playgrounds. School District is the Top-Rated Lincoln School (K-8). 129 Walnut Street is part of a rare post-Civil War Rowhouse trio showcasing picturesque GOTHIC REVIVAL DESIGN. Built by George Richardson, these Brick Townhomes feature decorative woodwork & distinctive design. The Award-Winning SOUSA ARCHITECTS designed both layouts to allow buyers to “Live, Work & Play” within these inviting spaces. The U1 Floor Plan offers flexibility with Options, a feature buyers value in today’s marketplace. This perfectly designed Lower Duplex utilizes every square inch of space & delivers CUSTOM STORAGE at every turn.

129 Walnut Street Unit 1, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

$1,199,000

2 Beds ⋅ 2 Baths ⋅ 73580933 MLS

Welcome to 85-87 Francis Street, Unit 3—a spacious and thoughtfully designed 2-bedroom, 2-bathroom condominium offering approximately 1,275 square feet of comfortable living space in a well-maintained six-unit building. The open-concept floor plan features beautiful hardwood floors, high ceilings, and an inviting living and dining area that flows seamlessly into a fully equipped kitchen. The kitchen offers ample cabinetry and modern appliances, making it both functional for everyday living and well suited for entertaining. The generously sized bedrooms include a private primary suite with its own full bathroom, while a dedicated office provides flexibility for working from home, studying, or additional living space. Central air conditioning, natural-gas forced-air heat, in-unit-controlled heating, and convenient laundry add to the home's everyday comfort. An assigned off-street parking space is included—an especially valuable amenity in this highly desirable Brookline location. Ideally situated near Coolidge Corner, the Longwood Medical Area, public transportation, shops, restaurants, parks, and neighborhood amenities, this home offers an excellent combination of space, convenience, and location.

85-87 Francis St. Unit 3, Brookline

Listing courtesy of Listing Agent: Eain Williams from Listing Office: Leading Edge Real Estate.

$725,000

1 Beds ⋅ 1 Baths ⋅ 73580924 MLS

LOCATION, LOOKS & PERKS GALORE! WASHINGTON SQUARE! 1BR/1BA ~ DEEDED Covered Parking ~ YOUR Backyard? A Charming Brick Patio AND Ever Popular WALDSTEIN PARK/PLAYGROUND…Stroll, Play, Watch the Sun Set without even crossing the Street! C&D MBTA Train Stops At YOUR Front Door! Wide Open Floor Plan, GORGEOUS Kitchen w/Granite Countertops & Stainless Steel Appliances (Energy Star Refrigerator/Freezer 2025) ~ NEW Roof 2024 ~ NEWLY UPGRADED Electric & 2025 Tankless HW Heating System ~ NEW Hardwood Floors & Fresh Paint in 2023 ~ Shiny Updated TILE & STONE Bath! You’ll LOVE it ALL and Did We Mention the Amenities of This A+ Location?? FABULOUS Restaurants, Recreation, Shopping & Entertainment Options Just STEPS Away! Golf/Tennis/Pool Facilites within Minutes! Enviable LOW CONDO FEE? STORAGE SPACE? LAUNDRY IN-UNIT? Of Course!! Quiet, Classic and Unique....HAPPINESS Grows In Brookline!

1795 Beacon Street Unit 1A, Brookline

Listing courtesy of Listing Agent: Donna Fessler from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

$4,250,000

6 Beds ⋅ 7 Baths ⋅ 73580905 MLS

Exquisitely renovated and restored in 2016, this architecturally significant fieldstone-faced attached single family marks the perfect confluence of historic charm, modern luxury, and a wildly desirable location in the heart of Brookline’s Washington Square area. Spanning more than 5700 sq ft of spectacular living space, this property serves as a master class in timeless craftsmanship and a showcase for beautifully curated fixtures and finishes. The main level, graced with 11’ ceilings, features an elegant entry foyer with a fireplace and built-in benches flanked by a spacious bay-front living room with diamond-paned glass detailing & an addl. fireplace. The dining room is an entertainer's paradise with bespoke built-in bar & coffee stations, a gas fireplace, and French doors to a professionally landscaped deck/oasis with irrigation. The open-plan kitchen is a true showstopper, outfitted with floor to ceiling cabinetry, marble countertops, premium appliances, a stone-capped island, and a luminous breakfast area. A sculptural central staircase with a multi-level modern glass chandelier leads to the second level, equipped with a luxe primary suite w/ a gas fireplace, marble bath w/ bidet, and multiple walk-in closets. This level also includes a spacious alternative primary suite equipped with a Murano glass chandelier, fireplace, built-in office, marble bath and laundry. Three more beautiful bedrooms or offices and a sleek modern bath comprise the third level. The sun-drenched top level aerie or art studio, currently used as a media / family room, features its own dedicated bath and triple walk-in closets. Downstairs, the well-appointed fully walkout garden level offers an expansive ensuite guest / in-law space; a play room or lounge; 1.5 renovated baths; an auxiliary laundry room or kitchenette w/ gym space; and ample storage. An enviable mud room boasts French doors and access to a professionally landscaped covered patio / dining area plus parking for 2-3 vehicles. Extensive infrastructure upgrades since 2016 include electric rewiring with 400amp service; five-zone HVAC with hydro air; gut renovations of the kitchen and five+ marble baths; repointing; basement remodeling; slate work; professional landscaping and irrigation; wiring for hi-speed Internet; mesh WiFi; Sonos sound system; & a new sewer line. Coveted location near top-tier shopping, dining, the C & D Green Lines; Longwood Medical; public & private schools. An exceptional opportunity.

362 Tappan St, Brookline

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

$750,000

2 Beds ⋅ 1 Baths ⋅ 73580740 MLS

Classic charm meets modern convenience in Washington Square! This exceptional, voluminous 2-bedroom, 1-full-bath residence is situated on the quiet, raised first floor of an intimate, professionally managed 4-unit building. The home features brand-new, oversized windows that flood the bedrooms with bright, uplifting air and light, combining classic historic character with premium updates, including soaring high ceilings, meticulously restored original woodwork, and beautifully refinished hardwood floors throughout. Flowing inward past a traditional, well-proportioned entry gallery, the interior has been expertly plastered and painted, complemented by a separate, large kitchen featuring new appliances and access to a beautiful large porch. Additional highlights include a completely gut-renovated full bathroom with contemporary finishes, central A/C and heating, and the rare bonus of two dedicated parking spaces. For added convenience, the property includes a dedicated washer and dryer in the basement for this apartment's exclusive use, along with large private basement storage. Perfectly positioned on a serene street just moments from the T, local shops, and neighborhood dining. Exceptional quality and craftsmanship throughout—a must-see!

12 Kilsyth Road Unit 2, Brookline

Listing courtesy of Listing Agent: Michael Lukatsky from Listing Office: Dream Home Realty.

$675,000

3 Beds ⋅ 1 Baths ⋅ 73580621 MLS ⋅ ['96-98 Boylston Street Condominium'] BLDG.

Sunny and spacious top-floor Brookline Village three-bedroom. Brand-new 2026 renovation with everything done right. High ceilings and abundant natural light flood the open floor plan. The unit also includes an exclusive deeded attic of approximately 1,012 sq. ft. directly above. That’s nearly the size of the home itself. The attic is unfinished, with excellent headroom, skylights and new insulation. Use it for storage today, with potential for a bedroom, family room, office or media room. New kitchen features stainless steel appliances, stone countertops, gas cooking, and a generous eat-in space with a pantry. New bathroom is tiled and fully updated. New heating system with fresh ductwork throughout. Hardwood floors refinished. New water heater. Freshly painted everywhere. Deleaded. The primary bedroom is a standout - original bow-front detail with period character, plaster ceiling medallion, and excellent morning light. Two additional bedrooms give you flexibility for a guest room, home office, or nursery. Monthly fee is well below the Brookline norm and covers water, sewer, master insurance, exterior maintenance, and landscaping. Four-unit building with newer roof on a 50-year warranty, fenced common yard, bike storage and in-building laundry. Pets allowed. Seller credit available toward garage parking. Steps to Village shops, restaurants, cafes, Green Line D station, and Longwood Medical Center. Pierce School District. Owner-occupants may qualify for Brookline's residential tax exemption - a meaningful tax savings. Vacant and easy to show. Move-in ready. The work is done.

98 Boylston St Unit 3, Brookline

Listing courtesy of Listing Agent: Declan O'Toole from Listing Office: SelectRE Boston.

$675,000

2 Beds ⋅ 2 Baths ⋅ 73580018 MLS ⋅ ['Brook House'] BLDG.

Escape the bustle in a peaceful, airy, sunlit corner unit with floor length windows. This 5th floor, 2 bed 2 bath condo with leafy views boasts a recently-renovated walk in shower with modern glass tiles, an updated primary bathroom, full walk-in closet, and bamboo flooring. Garage parking space with easy elevator access. High amenity building with large swimming pool, sauna, kid splash pad; tennis, pickleball and basketball courts, weight and fitness equipment gyms, aerobic/dance studio, table tennis, putting green and 24 hour security/concierge. Building is situated opposite Leverett Pond with direct access to Boston’s beautiful Emerald Necklace.

99 Pond Ave. Unit 506, Brookline

Listing courtesy of Listing Agent: Joshua Fairchild from Listing Office: Joshua Fairchild.

$1,175,000

2 Beds ⋅ 2 Baths ⋅ 73579780 MLS ⋅ ['Sargent Estates'] BLDG.

Tucked away at the end of a long private drive, this detached residence at Sargent Estates offers the privacy and feel of a single-family home with the ease of condominium living. The thoughtfully designed, single-level floor plan features beautifully refinished hardwood floors and an open kitchen with white cabinetry, quartz countertops, stainless steel appliances and a center island. The kitchen flows seamlessly into the dining and living areas, creating an inviting setting for everyday living and entertaining. French doors from the living area open to an oversized patio bordered by lawn and mature landscaping. Two spacious bedrooms include a primary suite with a full bath. Additional highlights include generous storage, a cedar closet and an attached two-car garage. Association amenities include an in-ground pool, landscaping and snow removal. Convenient to public transportation, the Longwood Medical Area and downtown Boston.

18 Chestnut Pl Unit 18, Brookline

Listing courtesy of Listing Agent: Eileen Strong O Boy from Listing Office: Hammond Residential Real Estate.

$1,175,000

2 Beds ⋅ 2 Baths ⋅ 73579776 MLS

Tucked away at the end of a long private drive, this detached residence at Sargent Estates offers the privacy and feel of a single-family home with the ease of condominium living. The thoughtfully designed, single-level floor plan features beautifully refinished hardwood floors and an open kitchen with white cabinetry, quartz countertops, stainless steel appliances and a center island. The kitchen flows seamlessly into the dining and living areas, creating an inviting setting for everyday living and entertaining. French doors from the living area open to an oversized patio bordered by lawn and mature landscaping. Two spacious bedrooms include a primary suite with a full bath. Additional highlights include generous storage, a cedar closet and an attached two-car garage. Association amenities include an in-ground pool, landscaping and snow removal. Convenient to public transportation, the Longwood Medical Area and downtown Boston.

18 Chestnut Pl, Brookline

Listing courtesy of Listing Agent: Eileen Strong O Boy from Listing Office: Hammond Residential Real Estate.

$649,000

1 Beds ⋅ 1 Baths ⋅ 73579339 MLS

Bright and inviting one-bedroom condo in a professionally managed elevator building in the heart of Coolidge Corner. This spacious 745 sq ft unit features hardwood floors, abundant natural light, and a recently renovated kitchen with modern finishes, ample cabinet storage, dishwasher, disposal, and updated appliances. The open living and dining area extends to a large private balcony, providing additional outdoor space and a comfortable setting for everyday living and entertaining. The generously sized bedroom offers excellent closet space, complemented by a full bath and additional storage. Recent building improvements include new elevators, renovated common areas and hallways, updated card-operated laundry, and a secure mail and package room. Ideally located just minutes from Green Line C and B trains, Trader Joe’s, restaurants, shops, parks, and all that Coolidge Corner has to offer, with convenient access to Longwood Medical Area, Boston University, and downtown Boston. A wonderful opportunity to enjoy comfortable city living in one of Brookline’s most convenient locations.

60 Babcock St Unit 32, Brookline

Listing courtesy of Listing Agent: Ning Sun from Listing Office: United Real Estate, LLC.

$749,999

3 Beds ⋅ 1 Baths ⋅ 73579084 MLS

Incredible Investment Opportunity in Brookline! At approximately $599 per square foot, this bright and sun-filled top-floor condominium offers exceptional value and endless potential! Featuring approximately 1,251 sq. ft. of living space, 3 bedrooms, 1 bathroom, a private balcony, in-unit laundry, and tandem parking. An ideal opportunity for investors or buyers looking to renovate and create their dream home. Conveniently located near Longwood Medical Area, Coolidge Corner, public transportation, shops, and restaurants. Opportunities like this don’t come around often. Don’t miss out!

83 Francis St Unit 5, Brookline

Listing courtesy of Listing Agent: Orit Aviv from Listing Office: Coldwell Banker Realty - Newton.

$3,195,000

3 Beds ⋅ 3 Baths ⋅ 73578153 MLS

Experience luxury living in this exceptional new construction residence offering 2,153 square feet with 3 bedrooms and 3 full baths. A private elevator provides exclusive access from the parking level directly to the residence and continues to the private rooftop deck, creating seamless access to every level. Inside, high ceilings, white oak flooring, abundant natural light, and custom millwork crafted by local artisans create a sophisticated and thoughtfully designed living space. Elegant arched doorways throughout the home complement the building’s rounded architectural details, creating a seamless connection between the interior design and the distinctive character of the façade.The open-concept floor plan is designed for effortless entertaining and everyday living, featuring a chef's kitchen with Sub-Zero and Wolf appliances, custom cabinetry, and elegant marble countertops and backsplash. The spacious living and dining areas are highlighted by a gas fireplace, creating a warm and inviting atmosphere.The primary suite offers a spa-inspired ensuite bath and a custom walk-in closet, while two additional bedrooms and full baths provide flexible space for guests, family, or a home office.Enjoy your own private rooftop deck with direct elevator access, dedicated storage, and gas and water connections, offering the perfect setting for outdoor dining, entertaining, or creating your own rooftop oasis.Additional features include one deeded parking space with EV charging, a private storage room in the building's common area, a building-wide water filtration system, and smart home technology including the ButterflyMX keyless entry system. Ideally located in Coolidge Corner and just moments from acclaimed restaurants, cafés, parks, shopping, and Green Line access, this boutique luxury residence offers the perfect blend of modern elegance and urban convenience. 2 Parking spaces. 1 deeded outback and one prepaid for 2 years across the street at 90 Park.

79 Park St Unit 2, Brookline

Listing courtesy of Listing Agent: Matias Carrasco from Listing Office: Concept Properties.

$515,000

1 Beds ⋅ 1 Baths ⋅ 73577851 MLS ⋅ ['The Warwick Condominium'] BLDG.

Light & airy, sun-filled 2nd floor condo beautifully perched overlooking Beacon Street. 1920s charm carries throughout with high ceilings and warm hardwood floors. Have a king sized bed? No problem - the spacious bedroom last had a king-sized bed and also a good-sized closet. Extra large living room offers an open, flexible layout — easily accommodating a formal living room and a formal living room or living room with plenty of room to partition an office space too. Open spade in the kitchen allows for a casual dining table and/or more cabinetry/counter space. The efficient kitchen offers granite counters, gas cooking, built-in microwave, and a dishwasher. Additional perks include private storage room on the 1st floor and a 1st floor laundry room. Unwind in the common courtyard or enjoy the city skyline views from the new roof deck. Exterior bike racks at the rear entrance. This professionally managed, non-smoking building welcomes up to 2 domestic pets per unit and is rental friendly. NO RENTAL RESTRICTIONS! A+ Brookline location is literally just steps from food market, liquor store, restaurants, cafés, and shopping. The Green "C" train right outside your door — plus easy access to parks and everything both Coolidge Corner and Washington Square have to offer!

1454 Beacon St Unit 241, Brookline

Listing courtesy of Listing Agent: Michaela Hellman from Listing Office: Redfin Corp..

$1,199,000

4 Beds ⋅ 2 Baths ⋅ 73577718 MLS ⋅ ['Adelaide Condominium'] BLDG.

This Pill Hill beauty is conveniently located near the heart of Brookline Village, the Longwood medical area and public transportation. Combining old world elegance with modern amenities, this floor-through sophisticated brownstone home is sure to delight the lover of Victorian romanticism and grandeur with its intriguing charm and captivating refinement. Gorgeous 11-foot high ceilings, huge closets, custom-built armoires and linen closet, upgraded windows, new appliances, quartz countertops, center kitchen island, in-unit laundry and central air complement the stunning original details that include elaborate crown molding, ornate marble fireplaces, artfully embellished cast iron radiators, transom windows, pocket doors, and huge windows throughout (replaced 2016). The oversized living room is open to the formal dining room with bow windows with a seamless passage through handsome pocket doors, and both rooms feature beautifully carved marble fireplaces. Inviting and spacious primary suite with fireplace, bay windows, double closets and en suite bath. Recent 2026 updates include newly refinished hardwood floors, new quartz countertops, many new appliances, and new light fixtures. Pet friendly. Basement storage included, and rental parking available in the area. Easy access to Brookline Village shopping and MBTA Green D line, Northeastern, the MFA, Leverett Pond, Olmsted Park, Emerald Necklace, Symphony Hall, the Cypress Street Playground and the Brookline Avenue Playground. A commuter’s dream! ***1 TRANSFERABLE RENTAL CARPORT PARKING SPOT RIGHT ACROSS THE STREET; see broker about a SECOND PARKING SPOT.

17 High Street Unit 2, Brookline

Listing courtesy of Listing Agent: Brenda van der Merwe from Listing Office: Hammond Residential Real Estate.

$2,599,000

9 Beds ⋅ 6 Baths ⋅ 73577697 MLS

Exceptional 3 Family Opportunity in Chestnut Hill, Brookline !! Rare Available, Well Maintained residence offering 3 separate units : each unit features nice HW floors, 3 generous size bedrooms, 1.5 baths, good size living room and well appointed kitchen with dining areas, SS appliances, granite countertops. Hardwood floors all over the units. Generous basement storage provides additional convenience close space for each unit. A major highlight is the 5 off street PARKING SPACES a valuable amenity in Brookline. Property also benefits from LETTERS OF COMPLIANCE FOR ALL 3 UNITS !!! Ideally situated near Brookline Reservoir, Chestnut Hill shopping and dining, public transportation, Rt 9 and convenient access to Boston And surrounding communities. Compelling opportunity to own a versatile 3 Family property in on of Brookline's most sought after neighborhoods. Unit 2 now available for a new owner !!

8 White Ave, Brookline

Listing courtesy of Listing Agent: The Caceda Team from Listing Office: Coldwell Banker Realty - Lynnfield.

$3,295,000

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.

$755,000

2 Beds ⋅ 1 Baths ⋅ 73577544 MLS ⋅ ['Ye Olde Village Condominium'] BLDG.

Perched above the treetops and just steps from the vibrant shops, restaurants, and conveniences of Brookline Village, this updated two-bedroom-plus condominium offers a distinctive urban European feel. Oversized windows fill the home with natural light, creating a warm and inviting atmosphere. The charming eat-in kitchen features cushioned window seats, perfect for morning coffee, casual dining, or simply enjoying the view. The spacious living and dining area is highlighted by soaring ceilings, custom built-in bookcases, and an airy, open layout. A flexible floor plan includes two generous bedrooms plus a bonus room that can serve as a home office, guest room, or creative studio. There is in-unit laundry plus rental parking located outside the back door. Enjoy the best of city living with Brookline Village at your doorstep. The Green Line T, cafés, boutiques, and restaurants are all just moments away, offering easy access to the Longwood Medical Area, downtown Boston, and beyond.

222 Washington Street Unit 3, Brookline

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.

$749,000

2 Beds ⋅ 1 Baths ⋅ 73577483 MLS ⋅ ['The Regency Park'] BLDG.

Welcome to Regency Park, a premier full-service residence in the heart of Washington Square. This beautifully refreshed 7th-floor two-bedroom home features hardwood floors throughout and a bright, inviting open-concept layout ideal for everyday living and entertaining. The spacious primary bedroom accommodates a king-size bed and sitting area and features a walk-in closet. The second room offers flexibility as a guest room or home office and includes a brand-new window. Freshly painted throughout, the home features a modern kitchen, central A/C, and garage parking with direct elevator access. Enjoy exceptional amenities including 24-hour concierge, fitness center, heated swimming pool, library, roof deck, courtyard, lounges, and recreation rooms. The building features a renovated lobby, elevators, hallways, and common areas. Located near Washington Square’s restaurants and cafes, Coolidge Corner, and Cleveland Circle, Longwood Medical Area and Downtown Boston with Star Market adjacent and convenient access to the C & D Green Line. A wonderful opportunity to enjoy comfort, convenience, and full-service living in one of Brookline’s most desirable locations. Come experience all that Regency Park has to offer!

1731 Beacon St Unit 713, Brookline

Listing courtesy of Listing Agent: Stella Situ from Listing Office: Harmony Hill Realty LLC.

$549,000

1 Beds ⋅ 1 Baths ⋅ 73577406 MLS

Beautifully renovated in 2010 South-facing HANDSOME BRICK BUILDING, perfectly situated between Washington Square and Coolidge Corner, high above Beacon Street. Spacious light-filled rooms, gleaming hardwood floors throughout, tall ceilings, large windows overlooking tree tops. New granite and stainless kitchen, beautiful new bathroom, in unit laundry, large closets and huge private storage room in the basement. Low condo fee, Near T and shops, easy access to Longwood Medical.

1584 Beacon St Unit A, Brookline

Listing courtesy of Listing Agent: Zhonghui Zhu from Listing Office: Keller Williams Realty.

$1,195,000

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.

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 73577381 MLS

Attention end users, renovators and developers—an exceptional opportunity to create a custom home in Brookline’s premier Aspinwall Hill neighborhood surrounded by many $4M+ properties. Set on a beautifully landscaped 11,217 sq. ft. (.26-acre) lot on a desirable tree-lined street, this property offers multiple possibilities: renovate and reimagine the existing home, expand to create additional living space, or explore redevelopment opportunities.The existing split-level residence offers approximately 4,102 sq. ft. on two levels, including an oversized 751 sq. ft. two-car garage. The 2,099 sq. ft. main level features a kitchen, open family and dining room with fireplace and sliding doors to the terrace and backyard, four bedrooms and two full and one half baths, including a primary bedroom with ensuite bath. The existing layout offers excellent potential to create a large open-concept kitchen, dining and family room with a direct connection to the terrace and gardens.The approximately 2,003 sq. ft. lower level, including the garage, provides substantial additional space with two flexible rooms suitable for offices or other uses, a playroom/home theater, half bath, laundry, utility room and direct garage access.For end users, this is an opportunity to work with your own architect, designer and builder to transform the existing home and customize it to your needs while entering an established Brookline neighborhood at a lower price point. For developers and builders, the lot, existing square footage and surrounding property values offer compelling upside through renovation, expansion or potential redevelopment. Additional possibilities may include expansion of the existing home and/or an ADU, subject to applicable zoning, permitting and Town approvals.A flexible property with multiple paths forward in a highly desirable Brookline neighborhood convenient to Washington Square, Coolidge Corner, schools, parks, shopping, public transportation (C & D lines), and Boston.

205 Gardner Rd, Brookline

Listing courtesy of Listing Agent: Ingvild Brown from Listing Office: Keller Williams Realty.

$1,950,000

4 Beds ⋅ 2 Baths ⋅ 73577225 MLS

A rare opportunity to own a beautifully maintained traditional two-family home on a desirable, tree-lined residential street. Offering exceptional flexibility for multigenerational living, an owner-occupant seeking rental income, or an investment property, this inviting home combines classic character with thoughtful updates. Both spacious apartments feature welcoming entry halls, living rooms with fireplace, sunrooms, elegant dining rooms with double china cabinets, renovated kitchens with granite countertops, tile floors and stainless-steel appliances, two bedrooms, and a full hall bathroom. The second-floor residence offers exciting expansion potential in the walk-up attic. Glowing natural woodwork, hardwood floors and custom cabinetry add warmth and timeless appeal throughout. Outdoor living includes a welcoming front porch, second-floor deck, and patio in a backyard. A spacious basement with extensive storage and laundry, along with a two-car garage and wide driveway, offers exceptional convenience for parking and storage. Ideally located near the Brookline Hills T, Brookline High School, Lincoln School, Brookline Reservoir, parks, cafés, markets, and shops, with easy access to the Longwood Medical Area and Downtown Boston. An active neighborhood association further enhances this vibrant and welcoming community.

36 Milton Road, Brookline

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

$2,195,000

6 Beds ⋅ 3 Baths ⋅ 73577192 MLS

We are pleased to present 3 High Street Place, a three-unit multifamily property in Brookline Village, one block from Route 9 and a short walk from the Brookline Village Green Line station. Offered at $2,195,000, or $731,667per unit and $770.18 per square foot, the property brings a roster of all two-bedroom apartments to one of Greater Boston's most established rental submarkets.Built in 1910, the building holds three identical two-bedroom apartments set on a0.075-acre lot zoned M10. The building was gut-renovated in 2022 — all systems, windows, and the roof replaced — leaving a simple product to lease and manage. Heat is gas-fired hot water; tenants pay their own electricity on separate meters, while ownership carries water and sewer, and trash. The property draws on Brookline'sschools, transit, and proximity to the Longwood Medical Area.

3 High Street Pl, Brookline

Listing courtesy of Listing Agent: Francis Saenz from Listing Office: Northeast Private Client Group.

$1,250,000

2 Beds ⋅ 2 Baths ⋅ 73577174 MLS ⋅ ['50-60 Longwood Avenue Condominium.'] BLDG.

Rarely available south-facing 2-bedroom, 2-bathroom with garage parking at 50-60 Longwood Ave! The open floor plan offers abundant natural light and serene views overlooking the beautifully landscaped common patio and pool. A full-length balcony extends the living space outdoors, with glass slider access from both the living area and primary suite. The generously sized primary bedroom with en-suite bath features a walk-in closet, while both bathrooms have radiant-heated flooring. A bonus room just off the living area serves as a home office, pantry or additional storage. 50/60 Longwood is a full-service elevator building with a front desk attendant, on-site management, fitness center, common lounge, laundry room, pool, and patio. Ideally situated just outside Coolidge Corner it is also very close to Longwood Medical, Trader Joe's and numerous shops and restaurants. This is a unique opportunity to enjoy a home with exceptional amenities, in a prime Brookline location.

50 Longwood Ave Unit 316, Brookline

Listing courtesy of Listing Agent: James Gulden from Listing Office: Redfin Corp..

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 73577135 MLS ⋅ ['50 Lancaster Terrace Condo Trust'] BLDG.

Welcome to a truly special Coolidge Corner home where classic character, generous space, and an unbeatable location come together. Quietly tucked just off Beacon Street, this expansive 3-bedroom, 2-bathroom condo offers over 1,400 square feet of beautifully proportioned living space and the kind of warmth and scale that make a home feel like home. Step inside through a welcoming foyer and discover wonderful ceiling height, abundant natural light, and a gracious flow from room to room. The spacious living room is perfect for relaxing, while the formal dining area is ready for lively dinner parties or cozy nights at home. The modern kitchen, in-unit laundry, AC, deeded parking, and private storage bring the convenience buyers are looking for.The generous primary bedroom offers a wonderful retreat, complete with a heated four-season sunroom and southern exposure. Whether you envision a bright home office, Peloton studio, reading nook, or peaceful place to unwind, this versatile space adds a special dimension to the home. Enjoy the convenience of an easy first-floor entrance while experiencing the privacy and elevated feel of what seems like a third floor from the rear of the building. The result is a home that feels bright, private, and wonderfully removed from the pace of the street. The location is equally compelling. Positioned between Coolidge Corner and Washington Square, you are perfectly placed to enjoy Brookline's vibrant lifestyle, with fantastic restaurants, cafés, shops, parks, and nightlife just moments away. The well-maintained building features high owner occupancy and a new heating system. The very reasonable condo fee includes heat, hot water, and snow removal. Spacious, bright, comfortable, and full of character, this is a home you'll want to experience in person. Come discover this exceptional Brookline gem with Newer Heating System and Newer Roof.

50 Lancaster Ter Unit 2, Brookline

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

$525,000

1 Beds ⋅ 1 Baths ⋅ 73577070 MLS ⋅ ['Brook House Condominium'] BLDG.

Ideally located in Brookline Village near the Longwood Medical Area, and the Emerald Necklace, this sun-filled home at the coveted Brook House offers effortless living. The spacious living and dining area features hardwood floors and leads to a large private covered balcony with serene views of Leverett Pond. The kitchen is equipped with stainless steel appliances, new quartz countertops, and white cabinetry. Generous in-unit storage, a large bedroom with ample closet space, garage parking, an elevator, and air conditioning add to the numerous features. Residents enjoy resort-style amenities in one of Brookline's premier full-service communities, which includes 24/7 concierge and security, a heated Olympic-sized pool, a fully equipped fitness center with group classes, as well as tennis, pickleball, and basketball courts. Nearby green spaces and parks along with shared community spaces complete this city home.

33 Pond Ave Unit 609, Brookline

Listing courtesy of Listing Agent: Amy Lipton from Listing Office: Coldwell Banker Realty - Brookline.

$649,000

2 Beds ⋅ 1 Baths ⋅ 73577064 MLS

Renovated penthouse condo in Brookline Village with soaring ceilings, skylight and sparkling oak floors overlooking Robinson Park. Located near Kurkman's Market (local farm produce), Lincoln school (K-8), Bus #60 to Longwood Medical area + train (greenline D train) to downtown Boston. Open floor plan with two bedrooms + bonus ladder loft space in master bedroom good for office or extra storage. Spacious kitchen with maple cabinets and living room with custom built-ins. Free laundry in basement. Newer insulated windows, 2023 new roof and 2015 new Lennox gas boiler. Building is pet friendly. One assigned outdoor parking space adjacent to building.

9 High Street Place Unit 3, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.

$23,000,000

6 Beds ⋅ 12 Baths ⋅ 73576839 MLS

An extraordinary opportunity to own one of Brookline's most prestigious estates, set on nearly 1.75 acres in the most coveted location. This majestic brick Georgian Colonial has been masterfully renovated with museum-quality craftsmanship and timeless architectural detail. Offering over 16,000 sq. ft. of elegant living space, the home features a grand two-story foyer, 6 bedrooms, 9 full and 3 half baths, a gourmet kitchen, oversized fireplaced living room, formal dining room, Parisian-inspired bar, tea room, mahogany library, and a dramatic two-story family room with a spiral staircase leading to a private office. The exceptional primary suite offers dual spa-like baths, two walk-in closets, and a private office.The lower level features a media room,50's billard and bar area, wine cellar ,en suite bedroom with sitting area ,fitness room and indoor pool. Resort-style grounds include professionally landscaped park-like gardens, a 4-car garage, 2 swimming pools, a full pool cabana with kitchen, living room and full bathroom and a lighted tennis court. A truly iconic estate offering unparalleled luxury and timeless elegance.

381 Warren Street, Brookline

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

$625,000

1 Beds ⋅ 1 Baths ⋅ 73575846 MLS

Welcome to this spacious, renovated 1-bed garden-level condo with one assigned off-street parking space in the heart of Washington Square. A semi-private entrance opens directly into a generous open-concept living and dining area. The updated kitchen features premium stainless steel appliances, ample cabinetry, and a functional layout ideal for everyday living and entertaining. The oversized bedroom offers plenty of flexibility for a home office, exercise area, or reading nook. West-facing windows provide abundant natural light, complemented by high ceilings, hardwood floors, and generous closet space. Enjoy direct access to a shared outdoor patio and grill area located just outside the unit, an area principally used by the owners of Unit 2. Washer and dryer are located adjacent to the unit in the rear entry foyer. Conveniently located near Washington Square, Coolidge Corner, and Cleveland Circle, with the MBTA Green Line just outside for easy access to Brookline and Boston. Close to restaurants, shops, cafés, and neighborhood amenities. Pet friendly and rentals allowed.Vacant and easy to show!

1742 Beacon St Unit 2, Brookline

Listing courtesy of Listing Agent: Sino-US Realty Team from Listing Office: Keller Williams Realty.

$4,100,000

5 Beds ⋅ 5 Baths ⋅ 73575809 MLS

These newly built luxury townhomes WITH ELEVATORS are a down-sizers dream but are spacious enough for a family. The rear residence offers the privacy and feel of a single-family home with its own private elevator, garage parking, and private yard. Magnificent open-concept living and entertaining areas, a chef's kitchen with sleek cabinetry and professional-grade appliances, and high-end finishes throughout. This 5 bedroom, 4.5 bathroom residence is right in the heart of COOLIDGE CORNER with all the bells and whistles. Walk to your favorite restaurants, shops, and parks. Schedule a private showing today!

125 Fuller Unit 125, Brookline

Listing courtesy of Listing Agent: The Matskevich Group from Listing Office: William Raveis R.E. & Home Services.

$639,000

2 Beds ⋅ 1 Baths ⋅ 73575501 MLS

Bright, sun-drenched two bedroom in elevator building with deeded parking. Ideally positioned for easy access to both the C and D Green Lines, this well-located Brookline two-bedroom pairs exceptional transit connectivity with the rare convenience of deeded off-street parking. Bright, comfortable living spaces, hardwood floors, generous storage, on-site laundry, and elevator access make this one check all the boxes. Moments from Beacon Street, Washington Square, neighborhood shops, dining, and the Longwood Medical Area.

133 Beaconsfield Rd Unit 23, Brookline

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

$2,850,000

5 Beds ⋅ 6 Baths ⋅ 73575300 MLS ⋅ ['261 Tappan Street Condominium'] BLDG.

OPEN HOUSES CANCELLED. OFFER ACCEPTED | PREMIER SINGLE FAMILY ALTERNATIVE with a large private yard, patio, three-car parking including an attached garage, three private decks, and 2024 construction, all in the heart of Brookline! Spanning four beautifully finished levels, this grand residence offers 5+ bedrooms, 5.5 bathrooms, white oak floors, soaring ceilings, abundant natural light, and a chef’s kitchen with high-end finishes throughout. The expansive and versatile floor plan is ideal for everyday living, entertaining, large or extended families, guests, and working from home. A second living room on the top floor offers incredible flexibility with space for a media room, playroom, guest retreat, or home office. An attached garage with a 240V outlet for EV charging plus two additional outdoor parking spaces provides rare three-car parking. Enjoy an exceptionally walkable Brookline lifestyle close to top-rated schools, with an easy walk to Washington Square, just 1 mile to Coolidge Corner, and Beacon Street’s restaurants, cafés, shopping, and MBTA Green Line all close at hand. A rare combination of space, privacy, outdoor living, newer construction, and an outstanding Brookline location.

261 Tappan St Unit 1, Brookline

Listing courtesy of Listing Agent: Matt Palmer from Listing Office: Summit Residential.

$4,100,000

5 Beds ⋅ 5 Baths ⋅ 73575238 MLS

These newly built luxury townhomes WITH ELEVATORS are a down-sizers dream but are spacious enough for a family. The rear residence offers the privacy and feel of a single-family home with its own private elevator, garage parking, and private yard. Magnificent open-concept living and entertaining areas, a chef's kitchen with sleek cabinetry and professional-grade appliances, and high-end finishes throughout. This 5 bedroom, 4.5 bathroom residence is right in the heart of COOLIDGE CORNER with all the bells and whistles. Walk to your favorite restaurants, shops, and parks. Schedule a private showing today!

125 Fuller Unit 125, Brookline

Listing courtesy of Listing Agent: The Matskevich Group from Listing Office: William Raveis R.E. & Home Services.

$3,100,000

8 Beds ⋅ 3 Baths ⋅ 73575010 MLS

Excellent opportunity to acquire a substantial three-family investment property in a desirable Brookline location with immediate access to Cleveland Circle and Coolidge Corner. Totaling 5,118 square feet, the building offers three exceptionally spacious apartments consisting of one two-bedroom and two three-bedroom units. Each residence features a generous and functional layout with large bedrooms, eat-in kitchens, hardwood floors, ample storage, and charming original details throughout. The property has been well maintained, including a new rubber roof installed in 2021, and offers off-street parking for multiple vehicles behind the building. Its location provides convenient access to public transportation, the Longwood Medical Area, Boston College, and the many shops, restaurants, and neighborhood amenities found throughout Brookline. All three apartments are occupied by long-term tenants on fixed leases extending through 2027, providing immediate and stable rental income for the next owner. A well-positioned Brookline multifamily asset offering substantial square footage, strong existing tenancy, and excellent long-term investment potential.

3 Strathmore Rd, Brookline

Listing courtesy of Listing Agent: Matthew Foley from Listing Office: Fenway Property Advisors.

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 73575003 MLS

This newly renovated 3 bedroom 2 Bath Chestnut Hill ranch offers all the amenities. This 2,370 square foot home is move in ready and has a great layout for easy living. A brand new kitchen with modern appliances, outside sunroom, and great outdoor patio makes this a wonderful home for entertaining. Additional flex space on the ground floor leaves room for a playroom, home office, or extra room to relax and unwind. Walkable to Putterham circle, close to schools, library and other community spaces. Come see this new home and all that it has to offer.

91 Grove, Brookline

Listing courtesy of Listing Agent: Eric Seitz from Listing Office: The Statesmen Group, LLC.

$639,000

2 Beds ⋅ 1 Baths ⋅ 73574827 MLS ⋅ ['Ninety-Seven Fuller Street Condominium'] BLDG.

Move right in to this pristine, beautifully renovated & freshly painted 2 bed residence tucked along one of Coolidge Corner’s most picturesque tree-lined streets. Set within a classic Brookline Brownstone, this stylish urban retreat blends timeless architectural character w/crisp, modern finishes & exceptional everyday convenience. Sun-filled interiors showcase high ceilings, wood floors, recessed lighting, big windows & an airy open-concept living space designed for both effortless entertaining & comfortable daily living. The 2014 renovation introduced a showpiece chef’s kitchen w/stainless steel appliances, gas cooking, upgraded counters, soft-close cabinetry & a sleek breakfast bar that naturally connects the kitchen & living spaces. The bright, inviting living room is framed by oversized windows that bring in abundant natural light & create a surprisingly open, spacious feel. Two generously proportioned bedrooms offer double closets, new ceiling fans & excellent flexibility for guests, work-from-home or everyday living. Central A/C, private W/D, extra storage & an additional exclusive-use area offering exciting future potential add exceptional functionality. Pet-friendly association w/an incredibly low $243 monthly condo fee. The A+ location puts the very best of Brookline at your doorstep, including Coolidge Corner’s fit-for-foodie restaurants, cafés, bakeries, neighborhood favorites, boutique shopping & everyday conveniences, plus easy access to both the Green Line B & C Lines. Brookline offers that rare, sought-after blend of urban energy & suburban ease, where you can take in a game at Fenway or the Garden, enjoy dinner at some of the city’s best restaurants (steps from your front door), then come home to a charming tree-lined neighborhood that feels worlds away from the bustle. Close to Fenway Park, Brookline Village, Washington Square, Longwood Medical Area & Downtown Boston, this is turnkey Brookline living at its best. OH Sun. 10/18 11:30-12:30pm

97 Fuller St Unit 4, Brookline

Listing courtesy of Listing Agent: Chuck Silverston Team from Listing Office: Gibson Sotheby's International Realty.

$2,450,000

3 Beds ⋅ 4 Baths ⋅ 73574715 MLS

At 143 Coolidge St, Brookline, MA, an exceptional condominium originally built in 1900 and completely rebuilt in 2026 offers 2,553 square feet of refined living space. This residence, spanning the entirety of the first two levels, presents a sophisticated interpretation of classic architecture seamlessly integrated with contemporary living. The residence features three thoughtfully appointed bedrooms, each with an en-suite bath providing a private retreat designed for comfort and tranquility. Complementing the living spaces are impeccable craftsmanship, meticulously designed to offer both convenience and elegance for residents and guests alike. This distinguished property, set on a generous 4,905 square foot lot, embodies a lifestyle of elevated comfort and convenience in a coveted Brookline location.r

143 Coolidge St Unit 1, Brookline

Listing courtesy of Listing Agent: Tom Lambert from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$799,000

2 Beds ⋅ 2 Baths ⋅ 73574468 MLS

Rare 2BR/2BA + Parking | Approximately 1,100 SF | Prime Brookline Location,Spacious and well-located This De-Leaded 2-bedroom, 2-bathroom condominium offering approximately 1,100 sq. ft. of living space and dedicated parking.Gorgeous Hardwood Flooring throughout, Updated Bathrooms, Open and Airy layout.The home features a generous layout with two bedrooms, two full bathrooms, a comfortable living area, a renovated kitchen. Ideally situated near Coolidge Corner, restaurants, shopping, parks, and public transportation, the property also offers convenient access to Boston and the Longwood Medical Area.2 bedrooms • 2 bathrooms • Approximately 1,100 SF • Parking included • Prime Brookline locationA rare opportunity to enjoy generous space and dedicated parking in one of Brookline’s most desirable neighborhoods.

159 St Paul Street Unit 1, Brookline

Listing courtesy of Listing Agent: Ron Ifrah from Listing Office: Longwood Residential, LLC.

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 73574339 MLS

A rare opportunity to own a beautifully updated home in one of Brookline’s most sought-after locations! This charming 3-bedroom, 2-bath residence offers a wonderful blend of classic character, modern updates, and versatile living space. The thoughtfully renovated kitchen features contemporary finishes and functionality, while both bathrooms have been beautifully updated for today’s lifestyle. Gleaming hardwood floors throughout add warmth and timeless appeal. A flexible bonus room provides endless possibilities as a fourth bedroom, home office, guest space, or creative studio—perfect for adapting to your needs. The inviting layout offers comfortable everyday living while providing plenty of space for entertaining. Location is truly exceptional. Situated just a few blocks from the Brookline Hills Green Line T station for quick access to downtown Boston and surrounding neighborhoods are easily accessible without sacrificing the charm and convenience of Brookline living. Enjoy close proximity to local to all the major hospital at Longwood Medical, shops, restaurants, parks, hospitals, and everyday amenities. Adding to the home's unique appeal, the property directly abuts Lincoln School, offering an uncommon level of convenience and connection to the surrounding neighborhood. With its prime location, renovated kitchen and baths, beautiful hardwood floors, flexible bonus space, and easy access to Boston, this is an opportunity you won't want to miss. Come see why 428 Boylston Street could be the perfect place to make home!

428 Boylston St, Brookline

Listing courtesy of Listing Agent: Victor Divine from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$3,000,000

3 Beds ⋅ 4 Baths ⋅ 73574211 MLS ⋅ ['The Marquee'] BLDG.

Welcome to The Marquee of Brookline! A refined Parisian-Inspired residence designed for those seeking the sophistication of city living without sacrificing the comfort and scale of the suburbs. This exceptional home blends timeless elegance with modern functionality, showcasing curated European finishes, bespoke kitchen, 3.5 baths & artisan details from custom doors & floor to ceiling windows to heirloom-quality hardware built to endure for generations. Private Elevator Entry opens directly into the residence, revealing an expansive open layout filled with natural light through dramatic floor-to-ceiling window-scapes. Generous closet space, private storage, and 3.5 luxurious baths, thoughtfully designed for elevated everyday living. Entertain effortlessly outdoors on the extraordinary private terrace, ideal for seamless indoor-outdoor gatherings or on your private patio amongst the landscape and lush plantings. Complete with 2 parking spaces (1 garage & 1 covered exterior). Moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston. IF YOU ARE LOOKING FOR LUXURY FINISHES THIS IS THE DEVELOPER FOR YOU.

32 Auburn Street Unit 2, Brookline

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

$779,000

2 Beds ⋅ 1 Baths ⋅ 73573957 MLS

Nestled between Coolidge Corner and Brookline Village, this bright top-floor two-bedroom condo at Harvard Gardens offers classic Brookline living in an exceptional location. Overlooking the beautifully maintained courtyard and nearby park, the inviting home features hardwood floors, high ceilings, and an abundance of natural light. The open living and dining area provides a flexible setting for everyday living and entertaining, while both bedrooms offer comfortable proportions and generous closet space. A rare find for the area, the property includes covered DEEDED garage parking, private storage, and common laundry in a pet-friendly, professionally managed building. Just blocks from the C & D Green Line T-stops, local restaurants and shops, Trader Joe’s, and the Longwood Medical Area. With its wonderful location, this is a special opportunity to create your dream home in the heart of Brookline.

55 Harvard Ave Unit 6, Brookline

Listing courtesy of Listing Agent: Hilary Dunlavey from Listing Office: Compass.

$899,000

2 Beds ⋅ 2 Baths ⋅ 73573604 MLS

Exceptional, light-filled 2-bedroom, 1.5-bath condominium on historic White Place in the heart of Brookline Village. Beautifully renovated with an emphasis on both style and function, the home features an elegant kitchen with soapstone countertops, stainless steel appliances, and a handcrafted island. The adjoining living/dining room flow effortlessly together, creating an inviting setting for both everyday living and entertaining. The spacious and sun-drenched primary bedroom enjoys serene treetop views and is complemented by a separate windowed home office/dressing room and extensive customized closet storage. Additional features are in-unit laundry, central air, surround sound, coveted roof rights, and one parking. The location is truly exceptional—just moments from the Brookline Village T, Longwood Medical Area, and the shops and restaurants of both Brookline Village and nearby Coolidge Corner. Enjoy an enviable connection to nature with green spaces and scenic paths stretching along the Muddy River toward Jamaica Pond, while Boston remains easily accessible by public transportation. A sophisticated home in a remarkable setting, offering the rare combination of architectural character, modern amenities, and an extraordinary urban lifestyle.

35 White Pl Unit 3, Brookline

Listing courtesy of Listing Agent: Bell | Whitman Group from Listing Office: Compass.

$3,695,000

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.

$2,975,000

5 Beds ⋅ 5 Baths ⋅ 73573502 MLS

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

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

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.

$1,699,000

3 Beds ⋅ 2 Baths ⋅ 73573430 MLS

Nestled on a tree-lined Brookline block, this beautifully updated, move-in ready residence seamlessly blends timeless mid-century elegance with crisp, contemporary charm. Impeccable design and beautifully curated fixtures and finishes distinguish every inch of this elegant home. The expansive formal living room, graced with a fireplace and picture window, flows easily into the open-plan dining area and kitchen. It also connects to an inviting first floor family room. Remodeled in 2025, the airy open kitchen is outfitted with quartz countertops, a large central island, a Wolf range, and modern appliances. A gorgeous new window and an ingenious Dutch door offer great sight lines to the stone patio and generous backyard / garden from the kitchen and dining area. The main level also offers three spacious bedrooms including a luxurious primary suite with a walk-in closet and a fully renovated ensuite bathroom that balances vintage charm with modern touches. The two other main level bedrooms share a second full bathroom. The versatile walkout lower level, recently re-finished, includes a convenient office, gym or flex guest space, a spacious rec room or play room, a picture-perfect laundry room with a built-in sink and storage, and direct access to the attached garage. Numerous infrastructure upgrades over the last few years include a new heat pump / AC system on the main level, new blown-in insulation, recessed lighting, refinished hardwood floors, updated fixtures, interior paint and wallpaper, and Pex plumbing in the kitchen and primary bath. Exterior updates include a newly mechanized garage door, extensive landscaping, and new window-boxes and house numbers. This property is located in Brookline's desirable Baker School area convenient to Putterham Circle, Chestnut Hill shopping, public and private schools, the golf course, and the Putterham Library. Enjoy a quick commute to downtown and Longwood. A wonderful opportunity to land in a thoughtfully renovated, turn-key home at an affordable price in a beloved Brookline neighborhood!

154 Bellingham Rd, Brookline

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

$1,175,000

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.

$745,000

2 Beds ⋅ 1 Baths ⋅ 73572944 MLS ⋅ ['Olmsted Park Condominium'] BLDG.

Adjacent to the winding trails, tranquil ponds, and lush landscapes of the Emerald Necklace, Olmsted Park Condominium is a distinctive historic residence designed by Shaw & Hunnewell and completed in 1895 as the Boston Free Hospital for Women. This immaculate two-bedroom condominium is defined by dramatic scale, abundant natural light, and a wonderful connection to the surrounding greenery. Soaring 16-foot vaulted ceiling and a striking wall of windows create an impressive sense of volume throughout the living and dining area. The beautifully updated kitchen features quartz countertops, stainless steel appliances, and sleek contemporary finishes, while bamboo flooring adds warmth and continuity throughout the home. The generous primary bedroom opens directly to a private deck—an inviting retreat for morning coffee or relaxing outdoors. A versatile second room, positioned just off the living area, offers flexibility as a guest bedroom, home office, or den. Additional highlights include an assigned parking space, elevator access, and private storage. Residents enjoy the convenience of a library, fitness room, and on-site laundry, all within a meticulously maintained historic building. A rare combination of architectural character, soaring proportions, modern updates, private outdoor space, and an exceptional natural setting, all just steps from the Emerald Necklace.

60 E Glen Road Unit 303, Brookline

Listing courtesy of Listing Agent: Jennifer Rothstein from Listing Office: Hammond Residential Real Estate.

$2,499,000

4 Beds ⋅ 4 Baths ⋅ 73572859 MLS

SIGNIFICANT PRICE ADJUSTMENT! This exceptional 4-bedroom, 3.5-bath duplex is nestled on a historic, tree-lined street just steps from vibrant Coolidge Corner and close proximity to the Longwood Medical area. Thoughtfully designed for comfortable family living, this residence includes the two upper floors and boasts nearly 2,900 sq ft of sunlit space with windows on every side. The private entrance welcomes you along a charming cobblestone path bordered by lush perennial gardens. Inside, an open floor plan connects a chef’s kitchen—complete with high-end cabinetry, stainless steel appliances including a 6 burner gas range—to the inviting family room with a cozy fireplace. The living room’s fireplace and direct access to a private deck make entertaining effortless. The main level also features a home office, spacious guest suite with fireplace, and stylish powder room. Upstairs, unwind in a tranquil primary suite, two additional bedrooms, a flexible bonus room and laundry closet. Enjoy central A/C, hardwood floors, ample storage, two parking spaces under a pergola, and more. Discover the perfect blend of style, livability and location! Please reach out to realtor for a list of property improvements.

51 Sewall Ave Unit 2, Brookline

Listing courtesy of Listing Agent: Robin Allen from Listing Office: Hammond Residential Real Estate.

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