Refine Search
Map
Sort by
641 Chestnut Hill Avenue, Brookline
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 73584176 MLS
BROOKLINE’S HIGHLY RANKED A+ PUBLIC SCHOOLS.-- EXCEPTIONAL SINGLE-FAMILY LIVING. Completely rebuilt from the studs up, 641 Chestnut Hill Avenue combines classic character with luxury finishes and modern comfort. Four bedrooms, 3½ baths and approximately 2,800 square feet span four finished levels, including the finished lower level. A beautifully appointed kitchen and inviting living spaces create a welcoming setting for everyday living and entertaining. Thoughtfully designed luxury bathrooms feature upscale finishes, while the primary suite offers a private retreat alongside three additional bedrooms. Flexible finished spaces accommodate work, guests and recreation. Modern heat-pump heating and cooling, insulated windows, off-street parking spaces and private outdoor space enhance everyday convenience. Enjoy proximity to Brookline Reservoir, local amenities and Boston—a distinctive opportunity to own a completely rebuilt home in an established Brookline neighborhood .

641 Chestnut Hill Avenue, Brookline

Listing courtesy of Listing Agent: Paulette Rioux from Listing Office: Rioux Real Estate.
184 Rawson Road, Brookline
$1,700,000
5 Beds ⋅ 4 Baths ⋅ 73583014 MLS
Attached Corner Townhouse Sun-Filled Living, offers four bedrooms across four thoughtfully designed levels, complemented by a private patio and two composite decks. Wall-to-wall sliders flood the home with natural light while framing beautiful panoramic treetop and sky views.Behind its classic brick exterior, the home offers a spacious and distinctive interior with an impressive blend of character, comfort, and modern convenience. The kitchen features stainless steel appliances, an induction range, French-door refrigerator, and granite countertops. Custom built-ins and generous closet space provide exceptional storage throughout. Mitsubishi mini-split heat pumps in every room provide efficient year-round heating and cooling. The lower-level bedrooms feature private walk-out access, offering flexibility for guests, a home office, or additional living space.Located on a picturesque, tree-lined street that combines historic charm with modern urban living, the property is just steps from the C and D Line T, grocery stores, restaurants, and neighborhood amenities. A rare opportunity to enjoy privacy, natural light, outdoor space, and exceptional city convenience in one of the area’s most desirable neighborhoods.

184 Rawson Road, Brookline

Listing courtesy of Listing Agent: Azeddine Fadli from Listing Office: Property Navigator.
20 Webster St Unit 507, Brookline
$1,350,000
2 Beds ⋅ 2 Baths ⋅ 73582903 MLS ⋅ ['Webster Place Condominiums'] BLDG.
Rare opportunity to own a 5th-floor balcony unit with 2-bedroom, 2-bath residence at Webster Place Condominiums in the heart of Coolidge Corner. This spacious home features a well-designed layout, generously sized bedrooms, the largest private balcony with stunning views, one garage parking space and designated extra storage space. Ready for an update to your own new finishes. Enjoy full-service amenities including concierge, swimming pool, fitness center, landscaped courtyard, and an inviting lobby. Ideally located just steps from the T, MBTA Green Line, Trader Joe’s, and Coolidge Corner’s shops, restaurants, and cafés, with convenient access to the Longwood Medical Area and downtown Boston.Private outdoor space, beautiful views, garage parking, and an exceptional Coolidge Corner location. Schedule your private showing today and experience everything this special residence has to offer.

20 Webster St Unit 507, Brookline

Listing courtesy of Listing Agent: Cindy Laughrea from Listing Office: Engel & Volkers Wellesley.
177 Winthrop Road Unit 3, Brookline
$1,600,000
4 Beds ⋅ 2 Baths ⋅ 73581197 MLS
Classic early 1900s rowhouse unit at the base of Aspinwall Hill, steps to Washington Square, renovated and converted in 2017. Well-appointed second-floor home with a flexible layout, featuring large, open kitchen, dining, and living spaces, and four bedrooms, or three-plus-office. Spacious walk-in closet, double vanity, and tiled shower at the primary suite. Well-appointed hallway full-bathroom. Private rear deck off the fourth bed/office. Plentiful closet space; custom Elfa built-in shelving. Hardwood floors throughout, with trim and moulding details, and large windows for plentiful natural light. Storage area in the basement. Rental parking regularly available nearby. Well-run, fully owner-occupied Association. Half a block to Washington Square, dense with celebrated eateries, and the Green Line (C Branch); walkable to Schick Park, Brookline Village, and Coolidge Corner; easy to Downtown.

177 Winthrop Road Unit 3, Brookline

Listing courtesy of Listing Agent: Bernadine Tsung Megason from Listing Office: Dreamega International Realty LLC.
16 Kent Sq. Unit 2, Brookline
$1,540,000
2 Beds ⋅ 3 Baths ⋅ 73581124 MLS ⋅ ['16 Kent Square Condominium'] BLDG.
Set in a beautiful 1875 brick Second Empire Victorian between Brookline Village, Coolidge Corner, and the Longwood Medical Area, this two-bedroom-plus-den duplex is architecturally designed and seamlessly renovated. It offers three full baths and nearly 1,800 square feet of thoughtfully designed living space, creating a flexible setting for comfortable living and entertaining. Features include high ceilings, crown molding, recessed lighting, hardwood floors throughout, and abundant natural light.The main level’s 2012 open kitchen and dining area features custom cabinetry, stainless steel appliances, gas cooking, granite countertops, and a breakfast peninsula. It also opens onto a large private deck—perfect for alfresco dining—with views of Parsons Field and the lovely common yard.Also on this level are a beautiful living room with bow-front windows and a fireplace, a den/office with French doors, 2021 laundry, and a full bath with a whirlpool tub and shower.Upstairs, the luxurious primary suite features a walk-in closet, cathedral ceiling, and spa-like bath with a whirlpool tub and walk-in shower. A second spacious bedroom with a skylight and full bath completes the upper level.Additional features and updates include two-car parking and a 2018 high-efficiency heating and air-conditioning system. The property underwent a renovation down to the studs in 2006. See the attached full list of updates.Enjoy easy access to shops, restaurants, Longwood Playground, Lawrence School, the Riverway, and the C and D Green Line “T.” With beautiful parks, excellent transportation, grocery stores, cafés, restaurants, entertainment, and neighborhood services close at hand, 16 Kent Square is ideally situated for enjoying the very best of Brookline living.

16 Kent Sq. Unit 2, Brookline

Listing courtesy of Listing Agent: Irene Kerzner from Listing Office: Hammond Residential Real Estate.
129 Walnut Street Unit 1, Brookline
$1,999,900
3 Beds ⋅ 3 Baths ⋅ 73580971 MLS
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.
85-87 Francis St. Unit 3, Brookline
$1,149,000
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.
362 Tappan St, Brookline
$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.
79 Park St Unit 2, Brookline
$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.
17 High Street Unit 2, Brookline
$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.
78-80 Verndale Unit 80, Brookline
$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.
629 Hammond Street Unit E119, Brookline
$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.
50 Longwood Ave Unit 316, Brookline
$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..
50 Lancaster Ter Unit 2, Brookline
$1,029,000
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.
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.
125 Fuller Unit 125, Brookline
$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.
125 Fuller Unit 125, Brookline
$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.
91 Grove, Brookline
$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.
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.
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.
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.
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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

How much is your home worth?

Get instant property value now!