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

Sophisticated penthouse living in the heart of Coolidge Corner. This fully renovated 3 bed, 2 bath residence seamlessly blends 1920s architectural character w/ modern luxury across 1,722 sq ft of beautifully curated space. Sunlight streams through expansive windows, highlighting gleaming wood floors & an elegant, open flow between the living room, formal dining room, & stunning chef’s kitchen w/ custom European cabinetry, quartz counters, top-tier appliances, & breakfast bar. The spacious primary suite features a private en-suite bath with radiant floor heat. 2 add’l bedrooms offer flexibility for guests, office, or creative space. Central A/C, in-unit laundry, exclusive storage, prof. mgmt., & a pet-friendly association complete the offering. Perfectly positioned near Babcock & Pleasant, just 0.2 miles to Green Line C, renowned restaurants, shops, parks, & schools. Exceptional opportunity in one of Brookline’s most desirable neighborhoods. OH Thu 5-6, Fri 1:30-2:30, Sat & Sun 12-1:30

$1,450,000 Active

26 John St 3 Brookline, Massachusetts

3 Beds 2 Baths 1,722 SqFt

*** CHARMING & Stylish Studio in COOLIDGE CORNER, one of Brookline’s most vibrant & desirable neighborhoods *** UPDATED Kit & Bath * second-floor * SOUTH facing windows for natural light * HIGH CEILINGS, HARDWOOD FLOORS, & EXPOSED BRICK create a warm, comfortable feel * the included MURPHY BED with bookshelves & drawers maximizes space * 2 closets * laundry in the basement of the professionally managed building * convenient access to GREEN LINE C train - the Summit Ave stop is just across the street - and the 66 bus to Harvard Square is just 0.2 miles away * approx one mile to Longwood Medical Area * enjoy all that Coolidge Corner offers: boutique shopping, popular restaurants, specialty markets, cafés * easy access to to Boston & Cambridge *** nearby path to Bautiful Griggs Park *** St Marks Park, a small park with benches, is one block behind the building @ Marion/Park St * A well designed space in one of Brookline’s most sought after locations

$412,000 Active

1407 Beacon St 8 Brookline, Massachusetts

1 Beds 1 Baths 324 SqFt

Your ideal Brookline lifestyle awaits at The Brook House! This exceptional, fully updated, sizable one-bedroom, one-bath, south-facing unit offers resort-style living with abundant natural light and a private balcony with city views. The home boasts a hardwood floor, a kitchen with upgraded appliances, and a modern full bathroom. Enjoy an extensive list of amenities, including a state-of-the-art fitness center, a heated swimming pool, tennis courts, and 24/7 security. This pet-friendly building includes a comprehensive HOA fee that covers most utilities and an assigned heated garage parking space. Located across from the scenic Emerald Necklace and Leverett Pond, you're moments from public transit and Brookline Village shops. Low property Tax! This is truly a gem! Garage parking: P365.

$568,000 Active

99 Pond Ave 409 Brookline, Massachusetts

1 Beds 1 Baths 870 SqFt

Introducing Walnut Crossing! Newer construction luxury building located in the heart of Brookline Village near shops, Starbucks, Trader Joes & bustling shops & restaurants of Brookline. Conveniently located near D train (green line) to Boston College, Longwood Medical area + downtown Boston. Three bedrooms, two bathrooms with a contemporary open floor plan + high end finishes. Gourmet kitchen with exquisite quartz countertops, custom cabinetry, top-of-the-line Bosch appliances + 5 burner gas stovetop. Spa-like baths with marble surround, Hansgrohe faucets, smart LED mirrors and floating vanities with lighting underneath. Oversized windows allowing for an abundance of natural light, in-unit LG washer and dryer + central heating/cooling. Pet friendly & garage parking. Building offers additional amenities such as a gym, beautiful roof deck & elevator to maximize comfort and convenience for today’s urban lifestyle.

$1,599,000 Active

69 Walnut Street 2 Brookline, Massachusetts

3 Beds 2 Baths 1,105 SqFt

$1,395,000 Active

69 Walnut St 1 Brookline, Massachusetts

2 Beds 2 Baths 983 SqFt

Set directly across from Harry Downes Field in one of Brookline’s sought-after neighborhoods, this charming, attached home offers a park-front setting where athletic fields, a running track, playground, and dog park feel like an extension of your front yard. Located in the highly regarded Pill Hill and Lincoln School District, the home features a six-room layout with three bedrooms and one-and-a-half baths, including a newly added first-floor powder room. The refinished hardwood floors, and abundant natural light enhance the home’s appeal. Private outdoor space includes a fenced yard and deck ideal for entertaining, play, or pets, along with the convenience of parking. An unfinished basement offers excellent potential for storage or future expansion. Minutes to the Emerald Necklace, Jamaica Pond, shops, restaurants, MBTA bus routes and Green Line access, the Longwood Medical Area, and nearby universities. An outstanding opportunity in the Pill Hill Historic District.

$989,000 Active

71 Highland Rd Brookline, Massachusetts

3 Beds 2 Baths 1,000 SqFt 0.05 Acres

55 Leicester presents a RARE offering in one of Brookline’s premier, private locations, now offered at a price point rarely matched for a home of this caliber. Behind its grand façade, this extraordinary estate awaits its next chapter. Repositioned at $6,395,000 — a significant adjustment representing compelling value for the size and location — it stands among the most attractive listings currently available in Brookline. The home showcases soaring ceilings, walls of windows overlooking landscaped grounds, and an open, light-filled floor plan. The scale and layout exists for a visionary buyer to reimagine and restore its full potential. Signature luxurious features such as the heated driveway, limestone floors, an elevator to all levels, 5-car garage, in-ground pool, roof deck, and wine cellar further elevate the appeal. For developers, investors, or end-users, 55 Leicester is an unmatched canvas to create a world-class residence in an A+ Brookline location.

$6,395,000 Active

55 Leicester St Brookline, Massachusetts

7 Beds 11 Baths 8,921 SqFt 0.95 Acres

ENCHANTING South Brookline English Tudor in impeccable condition. Meticulously cared for, this 5-bedroom, 4-bath home offers timeless character paired with modern comfort, including a 2-car garage, central A/C, and radiator heat. The inviting first floor features a formal living room with beamed ceiling, a formal dining room, and hardwood floors throughout. The renovated kitchen boasts custom cabinetry, paneled appliances (Sub-Zero refrigerator, Miele oven and dishwasher), a generous eat-in area, and an adjacent nursery ideal as a bedroom/den. An additional first-floor office/library offers flexible living space. The second floor includes two spacious primary suites and two additional bedrooms. The top floor features a large great room and fifth bedroom, perfect for guests, play, or media. The basement is partially finished with a fireplace and laundry. Ideally located with easy access to South Brookline’s shops, restaurants, and amenities—this is a truly special home not to be missed.

$2,295,000 Active

36 Goodnough Rd Brookline, Massachusetts

5 Beds 4 Baths 4,206 SqFt 0.18 Acres

Ideally located in the heart of Washington Square, this updated and spacious one bedroom condo includes deeded garage parking. This unit features over 300 square feet of private outdoor space directly off the open concept living room, updated kitchen with granite counters and breakfast bar, recessed lighting, and hardwood floors throughout. The professionally managed elevator building offers a concierge, exercise room, laundry room, common outdoor space and extra storage. Enjoy close proximity to restaurants, shops, supermarkets, the T and 65 bus route for quick commuting to Longwood, downtown Boston, and universities. Unit is rented though May 31, 2026.

$625,000 Active

1600 Beacon St 207 Brookline, Massachusetts

1 Beds 1 Baths 737 SqFt

50% Reserved. Dream single fam alternative. Welcome home to this exclusive four townhome 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

$2,748,000 Active

11 Goodwin Place 1 Brookline, Massachusetts

4 Beds 4 Baths 3,483 SqFt

Sunny and luxury 2 beds & 2 baths condo built in 2012 with open floor plan. Fabulous chef's kitchen equipped with cherry cabinets, stainless steel appliances and granite countertops. Private balcony overlooks a quiet landscaped yard. Master Bedroom has double walk-in closets and en-suite bath with marble walk-in shower and double vanity. Guest bedroom has large closets, modern guest bath. In-unit laundry, gleaming hardwood floors and high ceilings. Comes with 1 heated garage space. Extra parking available to purchase. Professionally managed elevator building with a fitness center. Short walk to grocery stores (Wegmans, Star Market), subway station (Green D-Chestnut Hill), The Shop at Chestnut Hill and The Street, and restaurants. Quick access to Rt 9 and I-95.

$1,099,000 Active

321 Hammond Pond Parkway 103 Brookline, Massachusetts

2 Beds 2 Baths 1,350 SqFt

Set on over one-third of an acre, this tastefully renovated brick Tudor blends classic charm with modern living. It features a RARE and DESIRABLE first-floor primary suite, complete with a luxurious en-suite bath, private balcony and two walk-in closets. The sun-filled main level offers a gracious living room, formal dining room, family room with gas fire place, and half bath. The chef's eat-in kitchen has two sinks, two dishwashers, range, cook top, wall oven plus more and opens to a deck overlooking the expansive landscaped backyard. The second floor features a large suite with en-suite bath and two additional bedrooms with a shared full bath.The finished lower level lends itself to a gym, au pair suite, office, and includes a full bath, wet bar, and has direct access to the two-car garage and generous outdoor parking. The home has ample storage throughout. Close to Brookline High, Runkle School, T stops and the Brookline Reservoir, shops and restaurants.

$3,450,000 Active

115 Clark Road Brookline, Massachusetts

4 Beds 5 Baths 4,182 SqFt 0.26 Acres

Rare opportunity in Brookline’s Washington Square, steps from Star Market & the T! Situated in a lovely brick terraced complex, this 1,220 SF second-floor residence offers grand proportions and classic character. The expansive layout features a large entry foyer, high ceilings, original wood trim, a living room with a fireplace, and a formal dining room that can easily be converted into a third bedroom. The floorplan includes 2 spacious bedrooms & 2 full baths, including a primary en-suite with a separate tub & shower. The kitchen provides access to a private porch. Currently in significant disrepair, this is a "diamond in the rough" perfect for a contractor, investor, or industrious end-user. Bringing this home up to today’s standards can yield immediate equity in a premier location. Whether you are looking for your next flip or a custom restoration project, the potential here is unmatched. Sold as-is. Don't miss the chance to reinvent this Washington Square classic. 1 car parking.

$749,000 Active

315 Tappan St 4 Brookline, Massachusetts

2 Beds 2 Baths 1,220 SqFt

In the heart of Washington Square, this sun-filled corner residence has been thoughtfully renovated from top to bottom, featuring a modern, architect-designed layout and elevated designer finishes throughout. The open living space flows beautifully from a breakfast bar into a dedicated dining area and a generous living room anchored by a fireplace. The kitchen is finished to a high standard, with custom cabinetry that extends seamlessly into the dining space. The home offers two full bedrooms and two full baths, plus a versatile third room with a movable wall—ideal as a den, office, or third bedroom. One deeded parking space is included along with outstanding access to the C and D Green Lines, nearby parks, and the shops and restaurants of Washington Square.

$1,550,000 Active

135 Beaconsfield 2 Brookline, Massachusetts

3 Beds 2 Baths 1,575 SqFt

Welcome to this exceptional 2+bedroom, 3.5-bathroom townhome in the heart of Brookline’s coveted Chestnut Hill neighborhood. Spanning three floors of thoughtfully designed living space, this home features a private elevator, central air, & in-unit laundry. Enjoy seamless entry with direct access from the garage for 2 parkings spaces, and relax outdoors on multiple balconies offering natural light & a connection to the serene surroundings. Each bedroom is generously sized, including a spacious primary suite with a spa-like bath. An oversized lower-level with full bath and elevator access. - ideal for a home office or family room and a third bedroom. Located moments from scenic nature trails and just steps to the upscale shops, dining, and amenities at The Street, The Square, and the Chestnut Hill Mall—this is urban-suburban living at its finest. Don’t miss this rare opportunity to own a turnkey home in one of Brookline’s most desirable location. Welcome Home!

$1,690,000 Active

771 Heath St A Brookline, Massachusetts

2 Beds 4 Baths 3,070 SqFt

Nestled in the heart of Fisher Hill, 43 Druce Street is a beautifully maintained Arts & Crafts Colonial that blends timeless character with modern comforts. A welcoming foyer leads to a flexible floor plan, anchored by gas-fireplaced living and dining rooms with built-in cabinetry. The kitchen is a chef’s dream, featuring premium appliances, an oversized island, and a large built-in banquet for casual dining. The second level offers three gracious en-suite bedrooms, including a primary suite, all featuring heated floors. Two additional third floor bedrooms and a full bath provide ample space for family or guests. Rich Brazilian cherry and maple floors flow throughout, with 2 zones of central air conditioning.The large, unfinished basement offers unlimited potential. Professionally landscaped, fenced-in yard and a two-car garage. Perfectly situated near the Runkle School, Brookline High, and the C and D train lines, this home truly offers the best of "urban suburban "living.

$3,750,000 Active

43 Druce Street Brookline, Massachusetts

5 Beds 5 Baths 3,658 SqFt 0.26 Acres

New construction in the heart of Washington Square! Welcome to this stunning 2-bedroom, 2-bath residence featuring an open floor plan, soaring 9-foot ceilings, and modern finishes throughout. Located in a boutique 24-unit elevator building, each home includes one garage parking space and in-unit laundry for ultimate convenience.The chef’s kitchen impresses with high-end appliances, sleek cabinetry, and a spacious center island, perfect for cooking and entertaining. The sun-filled living room offers a cozy fireplace and opens to a private balcony, ideal for outdoor relaxation and summer gatherings.Additional highlights include elevator access from the garage to all levels, and a prime location close to shopping, public transportation, and major highways. Ready for summer occupancy—don’t miss this exceptional opportunity!

$1,199,000 Active

45 Bartlett Crescent 203 Brookline, Massachusetts

2 Beds 2 Baths 973 SqFt

Exceptional New Construction in the Heart of Washington Square. Experience sophisticated urban living in this stunning, newly constructed elevator building, complete with garage parking and premium finishes throughout. Step into a bright, open-concept floor plan featuring 9-foot ceilings, expansive floor-to-ceiling windows, and a seamless flow between the living, dining, and kitchen areas — perfect for both relaxing and entertaining. The gourmet kitchen boasts high-end appliances, modern cabinetry, and elegant finishes that elevate every detail.Enjoy the convenience of in-unit laundry, a large private patio extending from the living room, and two spacious bedrooms with two luxurious baths designed for ultimate comfort. This pet-friendly residence offers everything a modern city dweller could desire, combining comfort, style, and functionality. A commuter’s dream, the home is ideally located just moments from two “T” lines, offering easy access to downtown and beyond.

$1,099,000 Active

45 Bartlett Crescent 105 Brookline, Massachusetts

2 Beds 2 Baths 899 SqFt

Classic brick and slate Colonial thoughtfully updated for sophisticated, modern living. Beautifully reimagined with a fabulous, functional floor plan, designer baths, a modern eat-in kitchen with stone counters and stainless appliances, updated systems and windows, prof’l landscaped grounds, garage + add’l parking. Designed for everyday living and effortless entertaining inside and out, the main level offers a fireplaced living room, formal dining, and a family room - an uncommon bonus in turn-of-the-century homes and ideal for how families live today. Back deck off kitchen and expansive backyard are perfect for outdoor dining and gatherings. Upstairs: front-to-back primary suite w/ new ensuite bath and private balcony. Finished 3rd floor with office and optional 5th BR; walk-out lower level adds flex space for playroom, media room, or gym. Ideally located near BHS, Runkle, Pierce, the D line and shops & dining in Wash Sq, Brkl Village & Coolidge Corner. Elevated. Livable. Exceptional

$2,900,000 Active

24 Blake Rd Brookline, Massachusetts

4 Beds 3 Baths 3,377 SqFt 0.15 Acres

Well-maintained circa-1900 Colonial Revival in the heart of Coolidge Corner, owned by the same family for many years. Classic architectural details include original millwork, high ceilings, hardwood floors, leaded stained-glass windows, and multiple fireplaces. Updated heating and hot water systems. Rebuilt front porch enhance the home’s historic character. Set on a tranquil, 6,385 square foot level and fenced lot with a detached garage. Finished third floor has kitchenette, full bathroom, and central A/C. Zoned T-5 (N-H), offering potential for two units and possible ADU (buyer to verify). Located in the highly rated F. Ridley School district and just moments from Coolidge Corner shops, restaurants, and public transportation. Easy access to Longwood Medical, Boston University, Downtown Boston. Excellent upside opportunity for an end user or developer in one of Brookline’s most desirable neighborhoods. Sold "as is". Buyer to do own due diligence.

$2,700,000 Active

62 Fuller St Brookline, Massachusetts

6 Beds 3 Baths 4,605 SqFt 0.15 Acres

A breathtaking, gut-renovated luxury condominium in the coveted heart of Coolidge Corner. This stunning, sun-drenched residence showcases an expansive open-concept layout, soaring ceilings, and exceptional architectural detail throughout. The sleek, state-of-the-art chef’s kitchen features top-of-the-line appliances, custom cabinetry, and premium finishes—perfect for both everyday living and elegant entertaining. Four generously sized bedrooms and three and a half beautifully designed baths complete this sophisticated urban retreat, offering the ultimate blend of modern luxury, style, and comfort. There is a large patio off the kitchen for private entertaining. Also included are laundry hook ups in the unit and two outside spaces. Very close to public transportation and shopping.

$2,500,000 Active

116 Thorndike St 1 Brookline, Massachusetts

4 Beds 4 Baths 2,663 SqFt

$1,149,000 Active

77 Pond Avenue 401 Brookline, Massachusetts

3 Beds 2 Baths 1,565 SqFt

A rare opportunity to own a sun-drenched, oversized condo just steps from the heart of Coolidge Corner. Highlights of this elegant 1,800+ sq. ft. 3-bedroom, 2-bath unit include a spacious living rm with bay windows and adjacent dining rm featuring original tall wainscotting and built-in dish cupboard. Old-school architectural details continue throughout the unit. A sunroom off the primary bedroom offers a perfect retreat, while abundant closet space includes a thoughtfully designed study nook with a built-in desk. The sunny, eat-in kitchen is equipped with newer appliances and features 2 pantries, a laundry area with a full-size washer and dryer. Additional highlights include freshly refinished hardwood floors, newly installed Pella windows throughout, and one assigned parking space (for a monthly fee). Condo fees cover heat, hot water, trash removal, landscaping, and snow removal. Conveniently located just 1 block from the Green Line C train and a 15-min walk to the Longwood Medical!

$1,400,000 Active

21 Green St 3 Brookline, Massachusetts

3 Beds 2 Baths 1,826 SqFt

Last Unit Available! Thoughtfully renovated, this 2025 Coolidge Corner condominium blends classic charm with modern comfort. A welcoming mudroom opens to a sunlit kitchen with generous counter space, perfect for cooking or hosting. The main level features a cozy family room with fireplace, cheerful breakfast nook, and powder room. Upstairs, a curved staircase leads to a reading nook, laundry, and serene primary suite with walk-in closet and double-vanity ensuite. A second ensuite bedroom completes the floor. The finished lower level offers a spacious rec room, wet bar, two additional bedrooms (one ensuite), and another full bath, with direct walk-out to the backyard and parking. Filled with natural light and designed for everyday living and entertaining, this move-in ready home is located near Brookline’s shops, cafés, schools, parks, and medical centers.

$2,780,000 Active

65 Francis A Brookline, Massachusetts

4 Beds 5 Baths 2,900 SqFt 0.14 Acres

Located on Aspinwall Hill just across from Schick park is this gut renovated 5 bed, 4 full bath 3,450 sq. ft. duplex that artfully blends luxury with comfort. The expansive foyer leads you to a state-of-the-art chef's kitchen, complete with stone countertops, high-end Thermador appliances & island leading to a breakfast area. There is a generous deck great for entertaining as well as a formal dining area & spacious living room. This level boasts a primary suite with a walk in closet & stunning bath, plus an add'l bedroom & full bath. High ceilings accentuate this level. The lower level has 3 spacious sized bedrooms, 2 full baths along with an office space and laundry room. There is a door that leads to a beautiful patio and yard. Beautiful white oak flooring flows throughout. Air conditioning and 2 parking spaces round out this stunning offering. Minutes to shops, transportation and restaurants!

$2,995,000 Active

90 Addington 1 Brookline, Massachusetts

5 Beds 4 Baths 3,450 SqFt

Located on Aspinwall Hill just across from across from Schick park is this gut renovated 5 bed, 3.5 bath 3,250 sq. ft. duplex that artfully blends luxury with comfort. The expansive foyer leads you to a state-of-the-art chef's kitchen, complete with stone countertops, high-end Thermador appliances & island leading to a breakfast area. There is a generous deck great for entertaining as well as a formal dining area & spacious living room. An office space with its own private deck, 2 bedrooms, a full bath & 1/2 bath complete this level. The upper level boasts a primary suite with a walk-in closet & stunning bath flanked by 2 add'l bedrooms, full bath & laundry room. High ceilings accentuate the bright, airy feel of the home, while beautiful white oak flooring flows throughout. Air conditioning and 2 parking spaces round out this stunning offering. Minutes to shops, transportation and restaurants.

$3,195,000 Active

90 Addington 2 Brookline, Massachusetts

5 Beds 4 Baths 3,250 SqFt

$2,995,000 Active

116 Thorndike St 2 Brookline, Massachusetts

4 Beds 4 Baths 2,730 SqFt

Rarely available spacious and gracoius 6+ Bedroom, 3.5 bath 4,000+ sf colonial in premier location in the heart of it all, minutes to Coolidge Corner, major universities and the MBTA Green Line. Features high ceilings, charm and detail, wood floors and 3 fireplaces. Spacious nearly 7,000 sf lot in desirable T-5 zoning. Ideal opportunity to bring your decorative touches to make this stunning single with 3 fireplaces your own or to expand and/or develop into a luxury single or two-unit development whether adding on or looking to build new (buyer to do due diligence). Dream location literally moments to the MBTA Green Line, Coolidge Corner and some of Boston's best universities, shops and dining.

$2,875,000 Active

28 Winslow Rd Brookline, Massachusetts

6 Beds 4 Baths 4,028 SqFt 0.16 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

$2,094,000 Active

12 Goodwin Place 12-2 Brookline, Massachusetts

4 Beds 4 Baths 2,210 SqFt

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

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.

$2,695,000 Active

324 Tappan 2 Brookline, Massachusetts

4 Beds 4 Baths 2,045 SqFt 0.16 Acres

$1,725,000 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

$2,748,000 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. Additional garage parking available.

$1,870,000 Active

58 Kent 301 Brookline, Massachusetts

2 Beds 2 Baths 1,275 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 2,971 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

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 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

$1,150,000 Active

1618 Beacon 1 Brookline, Massachusetts

2 Beds 1 Baths 1,052 SqFt

$2,094,000 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,. 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, Positioned on the third floor of a ten-story structure, the property provides a gym, laundry,social meeting room, 24 hour Concierge,across street from GREEN LINE MTA. Two months Condo Fee paid closing for reserves. Green Neckless access to Bostons nature trails. DFogs allowed under 40 lbs.

$725,000 Active

20 Chapel Street A 303 Brookline, Massachusetts

1 Beds 1 Baths 795 SqFt 4 Acres

$429,000 Active

20 Claflin Rd A Brookline, Massachusetts

1 Beds 1 Baths 557 SqFt

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

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

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

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