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33 Pond Ave Unit 609, Brookline
$510,000
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.

381 Warren Street, 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.

1742 Beacon St Unit 2, Brookline
$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.

3 Strathmore Rd, Brookline
$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.

97 Fuller St Unit 4, Brookline
$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. 11/1 -10-11am.

97 Fuller St Unit 4, Brookline

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

143 Coolidge St Unit 1, Brookline
$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.

159 St Paul Street Unit 1, Brookline
$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.

428 Boylston St, Brookline
$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.

32 Auburn Street Unit 2, Brookline
$2,900,000
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.

55 Harvard Ave Unit 6, Brookline
$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.

35 White Pl Unit 3, Brookline
$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.

17 Glenoe Rd, Brookline
$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.

284 Woodland Road, Brookline
$2,595,000
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.

563 Boylston Street Unit 563, Brookline
$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.

120 Seaver Street Unit C102, Brookline
$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.

154 Bellingham Rd, Brookline
$1,599,000
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.

70 Park Street Unit 41, Brookline
$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.

60 E Glen Road Unit 303, Brookline
$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.

51 Sewall Ave Unit 2, Brookline
$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.

50 Sumner Road, Brookline
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 73572602 MLS
An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings

50 Sumner Road, Brookline

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

401 Heath Street, Brookline
$2,765,000
5 Beds ⋅ 4 Baths ⋅ 73572599 MLS
Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.

401 Heath Street, Brookline

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

133 Wolcott Road, Brookline
$1,649,000
4 Beds ⋅ 3 Baths ⋅ 73572511 MLS
Captivating colonial tastefully designed for elegant entertaining and comfort in mind. Privacy + nature abound in this 4 bedrooms, 3 bathrooms + 2450 square feet of refined living space in a premier Chestnut Hill location. Near Baker Elementary school (grades K-8) + close proximity to Putterham Shops, tennis, golf, wildlife sanctuary, Longwood Medical Area, Arnold Arboretum + Jamaica Pond. First floor has living room with wood burning fireplace, family room, bedroom with full bath + access to expansive outdoor deck. In the heart of the residence is a beautifully renovated kitchen with custom white shaker cabinets, sleek black granite countertops, stainless steel appliances + generous center island. Upper level has a sprawling primary bedroom suite complimented by majestic sunset views + an abundance of attributes such as walk-in closet, separate sitting area + spa-like bath with dual sink vanity, glass enclosed shower + soaking tub/jacuzzi. Additional finished lower level provides versatile space for a fitness gym, home theatre or home office to meet today's evolving lifestyle needs. One car garage, one carport + plenty of additional driveway parking make this an ideal residence to call home.

133 Wolcott Road, Brookline

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

58 Pleasant Street Unit 2, Brookline
$865,000
2 Beds ⋅ 2 Baths ⋅ 73571471 MLS
A Rare Coolidge Corner Opportunity — One Home, So Many Possibilities...Discover a truly distinctive brownstone condo in the heart of Brookline’s highly sought-after Coolidge Corner. Offering the flexibility to live as a 1-bedroom with an exceptionally large private office/flex space—or as a 2-bedroom, this spacious home adapts beautifully to your lifestyle.Set within a charming brownstone, the residence combines classic character with thoughtful updates, including soaring 9-foot ceilings, a spacious kitchen with a vented hood, and two full bathrooms.,The private primary suite is located on its own level, accessed by a distinctive spiral staircase. The open staircase creates a loft-like connection to the main living area, while offering a separate and private-feeling retreat.But the real surprise is outside. Step into your own private outdoor oasis, featuring an expansive deck and covered patio—an uncommon luxury in Coolidge Corner and the perfect setting for morning coffee, entertaining friends, gardening, or simply enjoying your own space. Whether you need a true second bedroom, a dedicated home office, creative studio, guest space, or simply room to spread out, this home gives you options that are hard to find in Brookline .Flexible. Spacious. Private. Full of possibilities. Come see why this unique Coolidge Corner residence deserves a closer look.

58 Pleasant Street Unit 2, Brookline

Listing courtesy of Listing Agent: Sandra Morgan from Listing Office: Amo Realty - Boston City Properties.

71 Sears Road, Brookline
$11,750,000
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.

21 Crowninshield Rd Unit 2-1, Brookline
$2,299,000
4 Beds ⋅ 4 Baths ⋅ 73570781 MLS
Newly staged!!!! This mint condition 3+ bedroom, 3.5 bath corner townhouse is offered for the first time since it was built in 2022. The space has been thoughtfully updated with custom built-in shelving and a striking Italian Aqua Blue matte tile surround framing the gas fireplace—complementing the sun-drenched living room's white oak floors. The chef's kitchen boasts Caesarstone counters, a 5-burner Bertazzoni range, 48" Thermador refrigerator, and Bosch dishwasher, flowing seamlessly into a dining area perfect for gatherings. The generous primary suite features abundant closet space and an en-suite bath with glass shower and premium fixtures. A well-appointed guest bedroom, third-floor bedroom with private bath, and flexible bonus room round out the living space. Step outside to your private patio retreat. Two parking spaces—one garage with storage, one deeded driveway—add everyday convenience. Constructed by a respected family-owned builder with roots dating to 1936.

21 Crowninshield Rd Unit 2-1, Brookline

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.

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