Brookline

Neighborhood Description

Brookline is a town in Norfolk County, Massachusetts and part of the Boston metropolitan area. Brookline borders six of Boston’s neighborhoods: Fenway, Allston, Brighton, Mission Hill, Jamaica Plain and West Roxbury. The city of Newton is to the West of Brookline. Brookline was incorporated in 1705, and now consists of over 20 distinct neighborhoods.

Coolidge Corner, Brookline Village and Washington Square are retail centers bustling with restaurants and stores. Brookline is easily accessible by car, located off the highway Route 9, and by public transportation with the MBTA green line and bus system. According to 2020 United States Census, the population of the town was 63,191.

Browse listings for sale in Brookline below. Contact Us with any questions or to schedule a tour for any listing below

Active Listings

Ideally located in Brookline’s coveted Coolidge Corner, this exquisite to-the-studs renovation marks the confluence of modern luxury, architectural elegance, and historic charm. Stunning millwork, turrets and copper gutters evoke timeless style, while a private elevator provides effortless access across three of the home’s four floors. The property offers a phenomenal open floor plan with expansive living and dining areas, a show-stopping kitchen with Thermador appliances, marble countertops, a butler’s pantry / mudroom and brilliantly curated fixtures and finishes. Six beautiful bedrooms including a sumptuous primary with double walk-in closets. Four and a half elegant baths. Incredible hi-ceiling walkout lower level w/ living area, gym/office, guest room or au pair and full bath. Seamless indoor-outdoor flow to exclusive-use deck & fenced yard. State of the art systems. Attached heated garage w/ EV charger. Elegant block near shops, dining, parks, schools, Longwood, Fenway & T lines.

$4,299,000 Active

85 Naples 1 Brookline, Massachusetts

6 Beds 5 Baths 5,397 SqFt 0.23 Acres

Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhouse condos (this is an attached condo that feels sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and beautiful roof decks providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared yard. Modern conveniences abound. This unit includes 1 garage parking space + 1 exterior parking space. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are renderings

$2,095,000 Active

12 Goodwin Place 12-2 Brookline, Massachusetts

4 Beds 4 Baths 2,210 SqFt

$4,299,000 Active

85 Naples Rd Brookline, Massachusetts

6 Beds 5 Baths 5,397 SqFt 0.23 Acres

ATTENTION DEVELOPERS AND END-USERS: 33 Meadowbrook presents a compelling opportunity to construct a single-family home in a prime Brookline location. The plans call for roughly 4,900 sq ft home (including garage) to incorporate 6 bed/6.5 bath, a home gym, a two-car garage sited on a flat/accessible lot. The project will bdelivered along with a demo permit, cut and caps for utilities as well as an architectural set. Located in desirable South Brookline in between Larz Anderson and the Country Club. Plans and entitlement details are available upon request. Buyer to perform due diligence.

$1,600,000 Active

33 Meadowbrook Rd Brookline, Massachusetts

6 Beds 7 Baths 4,564 SqFt 0.13 Acres

Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining or multi-generational living. Newly updated interiors blend classic charm with contemporary finishes, while balconies overlook beautifully landscaped grounds that provide exceptional privacy. A rare opportunity to own a historic Brookline residence perfectly renewed for today’s lifestyle.

$3,695,000 Active

476a Heath Street Brookline, Massachusetts

9 Beds 7 Baths 6,292 SqFt 0.42 Acres

Studio in Washington Square with a private entrance, hardwood floors, recessed lighting, & stainless steel appliances. It’s a fabulous investment opportunity in an unbeatable location. A rare opportunity to own a chic little studio in Brookline.This well-maintained home has beautifully maintained hardwood floors & recessed lighting. The well laid out kitchen offers ample room to cook & features stainless steel appliances, a full-size fridge & dishwasher. The sun filled main room can accommodate a sleeper sofa with a queen size bed. Ample closet space for a home of this size. An updated full bath complete with shower/tub combo is neatly tucked away at the back of the unit. Residents of this elevator building enjoy the convenience of an on-site laundry room & unbeatable proximity to the Longwood Medical Area, Washington Sq, Coolidge Corner, Boston, & Newton. Commuters will appreciate easy access to the C & D Green Lines, parks, and vibrant restaurants like Bar Vlaha & Cafe Nero.

$330,000 Active

15 University Rd C Brookline, Massachusetts

1 Beds 1 Baths 271 SqFt

Beautifully renovated one bedroom residence at the coveted Webster Place Condominiums. This sun filled unit features a newly renovated kitchen with stunning cabinetry and stainless steel appliances, along with a fully updated bathroom. Gorgeous hardwood floors, central air conditioning and a deeded garage parking space for added comfort and convenience.Additional highlights include a private storage area, in unit laundry and a reasonable condo fee. Webster Place is a professionally managed sought after building offering concierge services, excellent security, an in ground swimming pool, excercise room, guest parking, a modern lobby and a beautifully landscaped courtyard. Ideally located in the heart of Coolidge Corner. A quick walk to the Green Line T stop and minutes from restaurants, shops and major medical centers. This is city living at it's best.

$649,000 Active

20 Webster St 201 Brookline, Massachusetts

1 Beds 1 Baths 540 SqFt

This elegant Chateauesque townhome was originally built circa 1890 & has been gut-renovated to its full grandeur! Open up to a gorgeous foyer, with rich woodworking and black walnut hardwood floors. The kitchen and dining area features oversized windows that flood the space with natural sunlight. The chefs kitchen boasts custom cabinetry, intentionally designed for functionality and style. Sparkling white marble countertops and top-of-the-line stainless steel appliances finish the space. Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace and mantle. Spanning 3 floors, 4 spacious bedrooms each come with ample closet space. There are 2 bedrooms with en-suite bathrooms, all fitted with marble tiles & mosaic designs. The private elevator runs thru the entire building, that will bring you to every level of your new home.The location is highly sought after, just steps to the supermarket, restaurants, cafes, the T, & Coolidge Corner, Longwood, etc.

$2,279,000 Active

324 Tappan 1 Brookline, Massachusetts

4 Beds 4 Baths 1,920 SqFt 0.16 Acres

This elegant Chateauesque 1890's "Brookline Castle" has been gut-renovated to its full grandeur! The one-of-a-kind exterior stonework is a rarity in Brookline. Open up to a gorgeous foyer, with rich woodworking & black walnut hardwood floors. The kitchen & dining area features oversized windows that flood the space with natural sunlight. The chefs kitchen boasts custom cabinetry, intentionally designed for functionality & style. Sparkling white marble countertops and top-of-the-line stainless steel appliances finish the space. Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace and mantle. Spanning 3 floors, 4 spacious bedrooms, there are 2 bedrooms with en-suite bathrooms, all fitted with marble tiles & mosaic designs. The private elevator runs thru the entire building, that will bring you to every level of your new home. The location is highly sought after, just steps to the supermarket, restaurants, cafes, T-stop & Coolidge Corner & Longwood.

$2,690,000 Active

324 Tappan 2 Brookline, Massachusetts

4 Beds 4 Baths 2,045 SqFt 0.16 Acres

This two bedroom, one bathroom home offers a refined sense of space and quality throughout. Ten foot ceilings create an open, airy feel, complemented by hardwood floors that run seamlessly from room to room. The kitchen is thoughtfully designed with Italian marble counters and a premium Thermador and Sub Zero appliance suite that balances everyday function with elevated style.The bathroom features custom tile work and clean, timeless finishes. A Juliet balcony brings in natural light and fresh air, adding a subtle indoor outdoor connection. Residents also enjoy a professionally landscaped common backyard and the rare convenience of an automated valet parking space.Located in the heart of Brookline Village, this home is surrounded by top dining, shopping, green space, and transit. Brookline is consistently ranked among the best places to live in the United States.

$1,450,000 Active

58 Kent 402 Brookline, Massachusetts

2 Beds 1 Baths 1,012 SqFt

$1,775,000 Active

58 Kent 404 Brookline, Massachusetts

2 Beds 2 Baths 1,189 SqFt

50% Reserved. Dream single fam alternative. Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly created townhome condos sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet chef’s kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared landscaped yard. Modern conveniences abound. This unit includes 2 tandem garage parking spaces. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, acclaimed restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are rendering

$2,749,000 Active

11 Goodwin Place Unit 11-1 Brookline, Massachusetts

4 Beds 4 Baths 3,483 SqFt

This two bedroom, two bathroom residence offers a thoughtful balance of comfort, quality, and understated luxury. Hardwood floors run throughout the home, creating a clean and cohesive feel, while the kitchen is designed for everyday living and entertaining with Italian marble counters and a full Sub Zero and Wolf appliance suite.Both bathrooms showcase custom tile work with refined, timeless finishes that feel carefully selected rather than trendy. A professionally landscaped common backyard provides a quiet outdoor escape, and the automated valet parking space adds a rare level of ease to daily life.Located in the heart of Brookline Village, this home is surrounded by dining, shopping, green space, and transit that define the neighborhood’s appeal. Brookline is consistently recognized as one of the best places to live in the United States, and this home places you right at the center of it.

$1,925,000 Active

58 Kent 301 Brookline, Massachusetts

2 Beds 2 Baths 1,275 SqFt

Welcome to 63-65 Green Street Unit 1. This rarely available first-floor unit truly has it all. Enjoy exceptional amenities designed for today’s modern lifestyle which include private outdoor space, direct elevator access to two garage parking spaces, and abundant natural light. Crafted with top-tier materials and meticulous attention to detail, this 3,300 square foot condo delivers luxurious living and superior craftsmanship. The heart of the home is its expansive kitchen and living area. The kitchen features a generous island complemented by a wine cooler, double oven, kitchen bar, and built-in refrigerator—creating a stylish and highly functional space. The living room exudes warmth and comfort, centered around a cozy fireplace. Each bedroom has its own en suite bathroom for privacy and convenience. The primary bedroom suite is an urban oasis, complete with a spa-like bathroom and direct access to your private yard and patio. This property embodies the essence of high-end living.

$3,850,000 Active

63-65 Green Street 1 Brookline, Massachusetts

4 Beds 6 Baths 3,278 SqFt

Welcome to 63 -65 Green Street Unit PH 3. Experience luxury living in this newly constructed floor-through penthouse, ideally located in the heart of Coolidge Corner. Sunlight streams through expansive windows, illuminating a stunning residence with a thoughtfully designed floor plan, premium finishes, designer details, soaring ceilings, and a state-of-the-art kitchen. This property features three spacious bedrooms and three and one-half elegant bathrooms, offering both comfort and sophistication. Enjoy the convenience of direct elevator access, a private oversized 570-square-foot deck, and two side-by-side garage parking spaces.

$3,650,000 Active

63-65 Green Street PH-3 Brookline, Massachusetts

3 Beds 4 Baths 2,750 SqFt

Elegant living meets modern style in this stunning light-filled 5+ bedroom Chestnut Hill residence. This property is in a class of its own, with graciously proportioned rooms, open layout and luxurious fixtures/finishes. Minutes to all Boston and Brookline offer, this entire property has been built to the highest standards by an esteemed local builder. The 1st floor features a gracious living/dining room, chef's kitchen with double island, family room, breakfast room, office, mudroom and 2 powder rooms. The 2nd floor has a spectacular primary suite (with spa-like bath and custom dressing room) and 4 additional ensuite bedrooms. The lower level has a recreation room and opportunity for a golf simulator/flex room, gym and wine room. There is a 3-car attached heated garage, full landscape/garden design, permit for a pool and ability to build a pool house/ADU, if desired. State-of-the-art systems like Lutron lighting and Sonos sound complete this masterpiece. Not to be missed!

$11,450,000 Active

222 Warren Street Brookline, Massachusetts

5 Beds 8 Baths 7,855 SqFt 1.05 Acres

An elegant estate offering an opportunity to restore, renovate and reimagine a classic residence in a premier location. Introducing The Loring-Atherton House, an estate showcasing iconic Georgian Revival architecture located in the heart of Brookline’s Cottage Farm Historic District, a neighborhood celebrated for its architectural beauty, timeless character, and historical significance. Held by the same family for over half a century, this residence presents a once-in-a-generation opportunity to make this your perfect home and to become the next proud owner of one of Brookline’s most cherished addresses. This home currently features 6 beds & 6.5 baths across approx. 8326sf of finished living space sitting on a corner lot. Surrounded by elegant homes, tree-lined streets, across Mason Square Park and moments from the Longwood Medical Area, Fenway, Boston University, and some of the finest schools and green spaces in the region, the location is simply unmatched.

$5,850,000 Active

180 Ivy St Brookline, Massachusetts

6 Beds 7 Baths 8,326 SqFt 0.46 Acres

BEAUTIFUL RENOVATED 1 BED 1.5 BATHROOM AT 50/60 LONGWOOD. Open KITCHEN w/ STAINLESS STEEL APPLIANCES, W/ BREAKFAST BAR. CABINETS ARE OAK WOOD. LARGE WALK IN CLOSETS, HARDWOOD FLOORS THRU-OUT, CENTRAL AC. BUILDING FEATURES 24 CONCIERGE, SWIMMING POOL, CLUB ROOM, GYM, ONSITE MANAGEMENT. BUILDING IS LOCATED IN COOLIDGE CORNER, EASY WALK TO LONGWOOD MEDICAL AREA, BOTH C AND D GREENLINE, TRADER JOES, & LOTS OF PARKS.

$650,000 Active

50 Longwood Ave 518 Brookline, Massachusetts

1 Beds 2 Baths 973 SqFt

Exquisite sun-filled corner unit overlooking a serene courtyard close to Washington Square! This beautiful, recently-updated 2-bedroom, 2-bath condominium features soaring ceilings, newly refinished hardwood floors, and charming period details. A gracious foyer opens to a stunning living room with fireplace and oversized bow windows. The dining room’s custom display shelving flows seamlessly into a charming eat-in butler’s pantry and a renovated kitchen with quartz countertops and stainless-steel appliances. The spacious primary suite offers an updated en-suite bath, while the second bedroom provides flexibility for guests or a home office. Additional highlights include in-unit laundry, a remodeled second bathroom, ample basement storage, and one tandem parking space for two cars. Professionally managed and well-maintained association. Ideally located minutes from both the C and D Green Lines, with easy access to schools, parks, restaurants and shops, Longwood and downtown Boston.

$1,299,000 Active

143 Beaconsfield Rd 2 Brookline, Massachusetts

2 Beds 2 Baths 1,575 SqFt

Stunning 3,006 SF, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features 10' ceilings and a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor space with a yard and patio. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

$4,650,000 Active

38 Stedman Street Brookline, Massachusetts

4 Beds 4 Baths 3,006 SqFt 0.07 Acres

Spectacular 3,396 square foot residence at Longyear at Fisher Hill, a beautifully landscaped 8-acre estate designed by Frederick Law Olmsted. Beautifully customized three bedroom, three and one-half bathroom home designed by noted architect Doreve Nicholaeff. Offers seldom seen blend of modern elegance and luxury living. Open, airy, light-filled floor plan with 10-foot ceilings ideal for casual entertaining and easy living, custom chef's kitchen by Kochman, Wright & Haigh with top-end appliances. Custom cabinetry and millwork throughout. Spacious (22x18) bedroom with marble tiled bathroom has custom crafted cabinetry and well fitted expansive walk-in closet. All three bedrooms have bathrooms en-suite. Private terrace and patio off living room and family rooms. Two zones of HVAC, laundry in unit, 2-car garage parking, extra storage. First-class amenities, including 24-hour gated security services, swimming pool renovated in 2025, and well-equipped fitness center. A rare find.

$3,500,000 Active

120 Seaver St C102 Brookline, Massachusetts

3 Beds 4 Baths 3,396 SqFt

$1,195,000 Active

1618 Beacon 1 Brookline, Massachusetts

2 Beds 1 Baths 1,052 SqFt

$2,095,000 Active

12 Goodwin Place 12-2 Brookline, Massachusetts

4 Beds 4 Baths 2,210 SqFt

Complete renovation to the studs of a distinctive Carriage House in a prime Brookline location offering the perfect blend of urban and suburban living with views overlooking Parson's Field.. This 4-bedroom, 4.5-bath home spans three floors and features a first-floor guest suite, an open layout ideal for entertaining, Designer kitchen with a stunning quartz island & Thermador appliances. The elegant, fireplaced family room opens to a beautiful stoned barbecue area , Impeccable craftsmanship is evident throughout, with hardwood floors, designer tilework, and lighted staircase leading to a serene primary suite with large private deck, walk-in closet, and spa-like bath with soaking tub. The fully finished lower level offers a separate entrance, wet bar, theatre/exercise room, oversized office, and playroom. Just steps to Brookline Village, the Green Line, Lawrence School, close to Longwood Medical, and Boston. Walk to the Park Deeded parking ! Last one available !

$3,499,000 Active

216 Aspinwall Ave, 3 Brookline, Massachusetts

4 Beds 5 Baths 3,700 SqFt 0.28 Acres

Located at 20 Chapel Street U:A 303 in the vibrant town of Brookline, Massachusetts, this condominium offers a unique opportunity to experience comfortable living within a well-established community. Situated within a building constructed in 1925, this home presents an opportunity to own a piece of Brookline's history. The condominium features one bedroom and one full bathroom across a well-distributed living area of 795 square feet. The layout provides a functional space for relaxation and everyday living, allowing residents to create a personalized environment that suits their individual needs. Positioned on the third floor of a ten-story structure, this residence offers a sense of privacy and elevated perspective. With a lot size of 174,240 square feet, the property provides an expansive setting for the building and its residents. This condominium is an excellent opportunity to embrace a simplified lifestyle in a desirable Brookline location.

$699,000 Active

20 Chapel Street A 303 Brookline, Massachusetts

1 Beds 1 Baths 795 SqFt 4 Acres

PRICE REDUCTION! This gorgeous corner unit home is generously laid out over 2,463 sq ft of living all on one level. Conveniently located in the prestigious Longwood Towers, a full service building with 24 hour concierge, close to Longwood Medical Area, public transportation, restaurants and shops. This well laid out condo is flooded with sunlight and views from all windows. The kitchen features chefs kitchen with Sub Zero fridge, Viking stove, a separate pantry with Miele washer/dryer and a sizeable breakfast bar which opens up to an oversized family room & cozy eating nook. The elegant family room & formal dining area are warm and welcoming, perfect for entertaining. There are 4 bedrooms, 4 bathrooms which include the spacious primary bedroom suite with a generous walk in closet and luxurious oversized spa soaking tub with separate room for shower & toilet. 2 valet garage parking spaces included.

$2,500,000 Active

20 Chapel Street B811 Brookline, Massachusetts

4 Beds 4 Baths 2,463 SqFt

$429,000 Active

20 Claflin Rd A Brookline, Massachusetts

1 Beds 1 Baths 557 SqFt

NEW YEAR NEW HOUSE! Beautiful brick Brookline SF was fully-renovated by well-known local builder. Timeless curb appeal w/all-new systems & high-end designer-selected finishes throughout. The interior features a thoughtful modern layout w/4 bedrooms, 3.5 bathrooms, a large bonus space & full walkout lower level, providing exceptional flexibility for living, entertaining & working from home. Set on a corner, fenced-in lot w/plenty of parking, the property enjoys unmatched access to outdoor amenities. Directly beside the newly renovated Margaret E. Robinson Playground, w/plenty of green space, dog-friendly Green Dog Program & multi-use courts. You’re 0.2 miles from Harry Downes Field w/one of the finest running tracks in the area, 1/2 mi to Jamaica Pond & 1/2 mi to Brookline Village w/charming restaurants, shops & Green Line train stop. Also, the #60 bus stop is directly across the street. The highly coveted Brookline school systems make this home the total package!

$2,250,000 Active

209 High St Brookline, Massachusetts

4 Beds 4 Baths 2,332 SqFt 0.11 Acres

Located within a beautifully maintained courtyard setting, this top floor penthouse welcomes you with a gracious entry foyer, ideal for a library, home office, or comfortable sitting area. Beyond the foyer, an expansive living and dining room offers an open and versatile layout. The residence includes an eat-in kitchen, two well-proportioned bedrooms, and a full bathroom. Additional features include deeded storage, convenient in-building laundry, and one assigned parking space. Enjoy easy access to the Longwood Medical Area, public transportation, including direct bus service to Harvard Square, plus nearby T-stations, shopping, cafés, and local restaurants. A sunfilled inviting setting ready to become your next home.

$899,000 Active

100 Sewall Ave 5 Brookline, Massachusetts

2 Beds 1 Baths 1,136 SqFt

Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with quartz countertops & massive 10 foot center island. Wolf/Subzero/Thermador appliances, 2 dishwashers, 2 sinks, professional hood, micro lift, dual wine fridge & breakfast sitting area. Dramatic primary bedroom suite with marble fireplace, walk-in closet, balcony & spa-like bath with glass enclosed shower & soaking tub. Top floor offers yoga/studio/office. Sprawling roof deck with breathtaking views of downtown Boston & Prudential. Exterior bluestone patio, gas fireplace perfect for entertaining. 6 parking (2 garage), smart home technology & surround sound complete this exceptional residence!

$4,499,000 Active

89 University Road Brookline, Massachusetts

7 Beds 6 Baths 5,500 SqFt 0.11 Acres

1BR with balcony at Brook House, a prime location right across from Brookline Village T Station, offers easy access toLongwood Medical Area, downtown Boston, and nearby universities. This well-maintained building features amenities,including 24-hour security, onsite management, package service with notifications, an outdoor swimming pool, a fitnesscenter, a clubroom, tennis and basketball courts, and a courtyard with grills and seating areas. Excellent opportunity forboth homeowners and investors!

$530,000 Active

33 Pond Ave 422 Brookline, Massachusetts

1 Beds 1 Baths 850 SqFt

Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features two garage parking spaces, two balconies, a den, and a direct access elevator. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm. Expected Delivery summer 2026.

$3,695,000 Active

80 Vernon 2B Brookline, Massachusetts

3 Beds 3 Baths 2,125 SqFt

This stunning ten-room residence offers 3,838 square feet of elegant living space in the heart of Washington Square. Gut renovated down to the studs by Rincon Development, the home seamlessly blends modern amenities with exquisite period details. The open floor plan is enhanced by soaring ten-foot ceilings and top-of-the-line finishes throughout. Featuring five bedrooms and four bathrooms, the property includes a luxurious primary bedroom suite with a vaulted ceiling, multiple closets, and a spa-inspired bathroom. Within the primary suite is a lofted room that can be an office, gym, private den area. Additional highlights include beautiful outdoor space, three-car parking and radiant heat on the floor of all full bathrooms. Ideally located near shops, restaurants, schools, and the Longwood Medical Area, this home combines sophistication with exceptional convenience.

$3,150,000 Active

757 Washington Street Unit 2 – PH Brookline, Massachusetts

5 Beds 5 Baths 3,838 SqFt

A one of one in Brookline – immerse yourself in this sun-filled penthouse that seamlessly blends timeless character with modern luxury. Upon entering, one is instantly impressed by the ultra-high ceilings, grand staircase, exposed brick wall, and modern lighting fixture. The open-concept layout provides a spacious living, dining, and kitchen area. The fully renovated kitchen features an oversized island, stainless steel appliances, quartz countertops, and a wine fridge. The recently renovated bathroom features an oversized steam shower, timeless vanity, and in-unit laundry. The two bedrooms offer custom closets, high ceilings, and storage space. A private roof deck—complete with water, electricity, and built-in furniture—provides an exceptional outdoor retreat with panoramic views of the city. Additional highlights include one direct off-street parking space and hardwood floors throughout. This pet-friendly, professionally managed building will appeal to the most discern.

$1,129,000 Active

1778 Beacon St 302 Brookline, Massachusetts

2 Beds 1 Baths 1,157 SqFt

Chestnut Hill, Brookline. Designed in 1905 by Chapman & Frazer, this Spanish Colonial estate unites house and garden across approx 1.3 acres. About 9,400 sq ft on four finished levels with 8 beds and 6.5 baths. Chef’s kitchen with oversized island, walk-in pantry, and pro appliances opens to dining and a stone terrace. Formal living and dining pair with a quiet library and a large family room. The serene primary suite offers a spa bath and custom dressing closets. Upper levels add flexible rooms for guests, work, and play. The finished lower level provides media, fitness, recreation, and storage. Courtyards, terraces, and defined garden rooms create a private setting. Historic 1906 Chapman & Frazer auto house. Within the Chestnut Hill North Local Historic District and contributing to the Chestnut Hill National Register District. Near Boston College, The Street, Chestnut Hill Mall, Wegmans, the Green Line, and Longwood Medical. First time available in more than 30 years.

$8,750,000 Active

142 Crafts Road Brookline, Massachusetts

8 Beds 7 Baths 9,400 SqFt 1.33 Acres

$529,000 Active

3 Englewood Ave 9 Brookline, Massachusetts

1 Beds 1 Baths 680 SqFt

One of the best locations and buildings in Brookline. Easy walk to Longwood Medical Area and across the street from Longwood Green Line Station. This 7th floor unit has two bedroom suites that are located on either side of the the living area. There is in unit washer/dryer and large windows that offer an abundance of natural sunlight. Valet parking and additional storage is a bonus. Longwood Towers is one of the few buildings that has preserved the grandeur of an earlier time. The building is well maintained and has onsite management, 24 hour concierge, a doorman, exercise room, meeting areas, and beautiful grounds for walking. If you're looking for luxury living, convenience to excellent dining and shopping and a beautiful living area, this is the home for you!

$1,349,000 Active

20 Chapel St B712 Brookline, Massachusetts

2 Beds 2 Baths 1,177 SqFt

Spacious and renovated 1 bed/1.5 baths at 50/60 LONGWOOD AVE. The building features 24 hour concierge, elevators, onsite management, pool and patio space, fitness center, and community room. . Fantastic layout with extremely large and open living room, separate designated dining area off the kitchen, and private balcony. Abundant walk in closet. Garage parking. Location is the phenomenal as easy walk to Longwood Medical Area, Lots of parks, restaurants, C AND D GREENLINE, TRADER JOES. Heart of Coolidge Corner.

$650,000 Active

60 Longwood Ave 307 Brookline, Massachusetts

1 Beds 2 Baths 955 SqFt

New Construction by a highly respected local developer. Welcome to modern luxury living in a historic neighborhood of Brookline. The Bartlett features 24 two- and three-bedroom residences that are the ultimate synergy of clean design, location, and amenities. This two-bedroom unit is appointed with Bosch appliances, 9-foot high ceilings and garage parking with EV charger available. This unit has a bright, open floor plan with easy access to a balcony with lovely views. Unit 305 has two bedrooms and two full baths, with in unit laundry. Located in the heart of Washington Square and approximately 1.1 miles to Coolidge Corner, The Bartlett is close to many restaurants, shopping options, multiple “T” locations, and other public transportation. Truly a unique offering in a sought-after location.

$1,233,850 Active

45 Bartlett Crescent 305 Brookline, Massachusetts

2 Beds 2 Baths 946 SqFt

$3,649,000 Active

80 Vernon 3B Brookline, Massachusetts

3 Beds 3 Baths 2,125 SqFt

2025 NEW CONSTRUCTION in Coolidge Corner. PH-1, 3 Beds, 3.5 Baths, 2056 SF, Single Level Living. Elevator + 2 Covered Garage Parking. Experienced Architect, Designer & Build Team. 4 PRIVATE Outdoor Areas! EXCLUSIVE ROOF DECK, "600SF" has Gas, Water, Electric. VIEWS to Back Bay are SERENE&PEACEFUL. Your Own Concierge "24/7" "Simplified Concierge" named BEST of BOSTON, Handling ALL Services. 10 Ft Ceilings, Floor to Ceiling “Statement" Windows, Sundrenched Corner Home facing EAST/WEST. Bird’s Eye Sunsets alongside Views of Iconic Coolidge Corner Movie Theatre. Finishes are Sophisticated. Opulence is Necessary. Appliances are Sub-Zero/Wolf, Quartz Stone Waterfalls down a 10ft Island. Spa Quality Baths, Double Vanity, Oversized Showers & Soaking Tub. Pet Friendly, Professionally Managed & Deeded Private Storage Included. CENTER of it ALL Means Dining, Shopping, Hospitals & Schools. Featured in “AD” Architectural Digest: Alaïa [ah-LAY-ah]. Newest Premier Boutique Luxury Condo Building.

$3,325,000 Active

14 Green Street PH1 Brookline, Massachusetts

3 Beds 4 Baths 2,056 SqFt

This spectacular new-construction floor-through is flooded with light from all sides, and offers the perfect blend of luxury, modern elegance, and functional space! It features high ceilings, beautiful white oak floors, a fireplace, heated bathroom floors, two balconies, and a gorgeous chef’s kitchen with Thermador appliances, ample counter space, and a walk-in pantry. It also boasts direct private elevator access, two-car EV-ready garage parking, and extra storage in the basement. The primary suite has two walk-in closets, corner windows, and a spa-like bath. And the fourth bedroom is adjacent to a full bathroom in a separate space behind a pocket door, so it can also function flexibly as an office, den, or private guest suite. With a state-of-the-art access system that grants entry via code, phone, fob, or facial recognition, and set on a lovely quiet street steps from everything Coolidge Corner & Brookline Village have to offer, this is premier living at its finest!

$2,550,000 Active

24 Auburn U2 Brookline, Massachusetts

4 Beds 3 Baths 1,855 SqFt

A once-in-a-lifetime opportunity to own a revived Tudor masterpiece, where historic grandeur meets modern sanctuary. Nestled gracefully on a hill amongst trees & over looking the Robert T. Lynch Golf Course, this residence exudes light, warmth, and timeless sophistication. The heart of the home is a sun-filled kitchen with dual marble islands, Sub-Zero and Thermador appliances, and a dining area that opens seamlessly to the two-story deck, backyard, and heated pool—perfect for both comfortable living and extraordinary entertaining. The grand living room showcases a hand-carved and restored fireplace, oversized windows, and French doors, blending classic craftsmanship with refined modernity. Upstairs, a full-floor primary suite offers a spa bath, sitting area, fireplace and three generous closets . With dual street access, 8+ car parking, and proximity to The Street Chestnut Hill, top schools, world-class hospitals, and Harvard’s Arboretum, this home defines coveted Chestnut Hill living

$2,700,000 Active

1125 W Roxbury Pkwy Brookline, Massachusetts

4 Beds 4 Baths 3,859 SqFt 0.56 Acres

Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!

$19,000,000 Active

1014 Boylston Street Brookline, Massachusetts

7 Beds 11 Baths 13,343 SqFt 2.11 Acres

Single-family alternative. Private entrance, 2-car side-by-side garage parking! Lives like a single. Rarely available. Two-level townhouse on a tree-lined one-way street with a 2-car side-by-side garage parking included. A gracious and spacious home that has soaring high ceilings, with an abundance of large, insulated windows. This sun-filled home has light streaming in throughout. There is a large open living dining with tree-top views. The sunny, large eat-in kitchen has lots of additional wall cabinets for great storage, granite counters, and stainless steel appliances. The 2nd level has a large primary suite with an en suite bath, 2 additional bedrooms, and a large main bath. Excellent closet space throughout. Minutes to T, school, park, public library, shopping, restaurants, and Longwood Medical. Easy access to downtown Boston.

$1,995,000 Active

125 Crowninshield Road 125 Brookline, Massachusetts

3 Beds 3 Baths 2,163 SqFt

This stunning new construction condo has it all - 3 beds, 3.5 baths, elevator, 2-car garage, private fenced yard w/deck and patio! Inspired design and exceptional attention to detail combine to create a sophisticated, comfortable and versatile living environment. Elegant living room features gas fireplace, built-ins, and French doors that open to deck/yard, allowing for easy indoor-outdoor lifestyle. Well-appointed kitchen offers Thermador appliances, custom cabinetry, large island w/breakfast bar, dining area, wet bar, pantry. Family room offers flexible use as media room, playroom, home office. First-floor bedroom suite features spa-like bathroom. Upstairs primary bedroom suite is a sanctuary, complete w/luxurious bathroom, walk-in closet, balcony. Second floor has add’l bedroom with en suite bath, plus laundry area. Private elevator access from garage to all floors. Front entrance w/mudroom area. Convenient to shops, restaurants, schools, public transp’n, Longwood Medical, downtown.

$2,999,999 Active

71 Greenough St 71-1 Brookline, Massachusetts

3 Beds 4 Baths 2,552 SqFt

Experience luxury in this newly completed custom home by a renowned local builder. Ideally situated in the highly desirable Brookline/Chestnut Hill neighborhood, this residence offers the perfect blend of upscale living and everyday comfort. The sun splashed main level features an open & airy layout with soaring ceilings & oversized windows that fill the space with natural light. An elegant fireplaced great room flows into a chef’s kitchen featuring a large island & fully equipped butler’s pantry, ideal for entertaining. A versatile flex space serves as a private office or en-suite guest bedroom. The 2nd floor showcases a lavish primary suite with dual walk-in closets & a spa-inspired bath, plus 3 additional spacious bedrooms & 2 full baths. The expansive finished lower level includes 2 additional bedrooms, full bath & a media room, ideal for movie nights or multigenerational living. Moments from shopping & dining at The Shops at Chestnut Hill & The Street, with easy access to Rte 9.

$3,749,000 Active

15 Glenland Brookline, Massachusetts

5 Beds 5 Baths 4,711 SqFt 0.15 Acres

Welcome to The Brook House! This bright and spacious one-bedroom, one-bath residence offers incredible potential for customization. Perched on the 11th floor, the unit features a balcony with sweeping city and treetop views! The open living and dining area is filled with natural light through large sliding glass doors, while the bedroom provides generous closet space. Though the unit would benefit from updates, it presents an excellent opportunity..**This unit also includes an assigned garage parking space**The Brook House amenities include 24-hour security, an outdoor heated pool, fitness center, tennis courts, and on-site management. Bring your vision and make this home your own!**Some photos in this listing have been digitally altered for illustrative purposes.****Buyer is responsible for verifying all information attached herein.**

$543,400 Active

77 Pond Ave 1103 Brookline, Massachusetts

1 Beds 1 Baths 860 SqFt

$2,759,000 Active

80 Vernon Street Unit 1-A Brookline, Massachusetts

3 Beds 3 Baths 1,662 SqFt

Renovate or build new, on one of Brookline’s most desirable and picturesque streets and sought after neighborhoods. Existing GLA of nearly 5k sqft (988 finished basement), or build 4396 sqft by right on upper floors. Survey and existing conditions plans are available. Demo hold expires October 2025

$2,295,000 Active

3 Glenoe Rd Brookline, Massachusetts

4 Beds 5 Baths 4,855 SqFt 0.4 Acres

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