Brookline, MA Real Estate | Brookline, MA 4 Bathroom Homes for Sale

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

79 Randolph Road, Brookline

Listing courtesy of Listing Agent: Jeffrey Hamilton from Listing Office: Columbus and Over Group, LLC.

$8,500

4 Beds ⋅ 4 Baths ⋅ 73592806 MLS

Stunning Chestnut Hill luxury single-family home with pool, in-law suite, and exceptional outdoor living on a quiet, tree-lined street in one of Brookline’s most sought-after neighborhoods. This 4 bed, 3.5 bath home offers ~2,500 sqft of sun-filled living space with hardwood floors, central A/C, fireplace, and a well-appointed kitchen with granite countertops and stainless steel appliances. A flexible bonus room is ideal for a home office, guest suite, den or playroom. The finished lower level features a private in-law/au pair suite with its own kitchen and living area. Outdoor living includes a bluestone patio, deck, expansive ~11,000 sqft yard, and in-ground pool - perfect for entertaining. Additional features include in-unit laundry, storage, a 2-car garage, and paved driveway parking, with convenient access to The Shops at Putterham, Chestnut Hill Mall, Longwood Medical Area, public transportation, golf courses, Baker School, and Brookline High. Available 12/1.

93 Woodcliff Rd, Brookline

Listing courtesy of Listing Agent: Gene Hashkes from Listing Office: William Raveis R.E. & Home Services.

$8,000

4 Beds ⋅ 4 Baths ⋅ 73591458 MLS

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

21 Crowninshield Rd Unit 2-1, Brookline

Listing courtesy of Listing Agent: Laura Hughes from Listing Office: Campion & Company Fine Homes Real Estate.

$2,550,000

4 Beds ⋅ 4 Baths ⋅ 73591365 MLS

Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious private deck with sweeping Boston skyline views. The chef's kitchen is equipped with premium appliances, including a Wolf range, a breakfast bar, and abundant workspace. The spacious primary suite features a private balcony, marble bath with an oversized Jacuzzi tub, radiant heated floors, and custom closets. A second ensuite bedroom also offers a private balcony, while additional bedrooms provide flexibility for guests, a home office, or family living. Additional highlights include four private outdoor decks and balconies, hardwood floors, central air, laundry on the 2nd floor, custom built-ins and closets, a built-in surround sound system, Nest thermostats, abundant natural light, and two outdoor parking spaces. An elevator provides convenient access from the parking area to the main entrance. Ideally located just moments from Washington Square's restaurants, cafés, shops, the MBTA Green Line (C Branch), and the Driscoll School, this exceptional residence offers a rare combination of luxury, space, and convenience in one of Brookline's most desirable neighborhoods.

91 University Rd Unit 2, Brookline

Listing courtesy of Listing Agent: Yukiko Oyama-Morris from Listing Office: Oyama Investments, Ltd..

$4,250,000

5 Beds ⋅ 4 Baths ⋅ 73590255 MLS

Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

120 Rawson Rd, Brookline

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

$8,500

6 Beds ⋅ 4 Baths ⋅ 73589427 MLS

Victorian-Style Renovated Three-Level SINGLE-FAMILY HOME in BROOKLINE. Nestled in a serene neighborhood near Pierce Elementary School, Brookline High School & Brookline Village. Davis Ave is a scenic, tree-lined street in Brookline. Children’s playground across the field. Steps to the Green Line (T) stop with Direct Access to Longwood Medical & Downtown Boston. 6 Bedrooms + Home Office. 4 Full Bathrooms. Enter into a Grand Foyer with original natural woodwork & Hardwood Floors. Modern kitchen has GAS Cooking, Wolf Appliances & Chef quality Hood Vent. Quartz Countertops & Storage at very corner. Central A/C, Laundry in Unit & 2 Off-Street Parking Spaces. Second and third floors offer large bedrooms w/Custom Closets. Primary Bathroom is European inspired with a Walk-In Shower and Bain Ultra Soaking Tub. Natural light illuminates each room in the house and views of the Treelined Park create a Zen experience. Available for Immediate Occupancy. Water/Sewer included in the Rent. No pets, no smoking.

191 Davis Avenue, Brookline

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

$2,350,000

6 Beds ⋅ 4 Baths ⋅ 73587355 MLS

Offered for the first time in 61 years, this is a rare opportunity to restore and reimagine a distinguished Colonial Revival residence in Brookline's coveted Fisher Hill neighborhood. Built in 1897, this remarkable home is rich in character, timeless architectural detail, and period charm, presenting an exceptional opportunity to create your dream home. Gracious, generously proportioned main rooms showcase the home's historic elegance, while three full levels of living space offer unlimited potential for customization and expansion. A striking oversized stained-glass window illuminates the main staircase, serving as a stunning focal point and a reminder of the home's enduring craftsmanship. Featuring 6-7 bedrooms, high ceilings, and flexible living areas, the property offers endless possibilities for today's lifestyle needs. The lower level includes a separate entrance, making it ideal for a home office, professional space, guest suite, or future finished living area. Ideally located just minutes from Runkle School, Brookline High School, parks, the Longwood Medical Area, and two Green Line T stations, this exceptional property combines a premier location with extraordinary potential.

309 Buckminster Rd, Brookline

Listing courtesy of Listing Agent: Jayne Friedberg from Listing Office: Coldwell Banker Realty - Brookline.

$3,999,000

8 Beds ⋅ 4 Baths ⋅ 73586478 MLS

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

91 Verndale St, Brookline

Listing courtesy of Listing Agent: Daniel S. Lee from Listing Office: Boston Plex.

$3,999,000

8 Beds ⋅ 4 Baths ⋅ 73586477 MLS

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

91 Verndale St, Brookline

Listing courtesy of Listing Agent: Daniel S. Lee from Listing Office: Boston Plex.

$2,399,900

6 Beds ⋅ 4 Baths ⋅ 73586222 MLS

Rare development opportunity at 101-103 University Road in the heart of Brookline's Washington Square. The town will allow a 3-family plus an ADU, giving builders and investors a flexible path to multiple units on an expansive lot of over 5,300 square feet. The standout advantage is timing; the property is already past the demo delay and utilities have been cut and capped, so your project can move forward immediately without the typical waiting period. Whether you envision a high-end multi-unit development, a custom build for yourself, or a significant residential transformation, this site offers the space and the framework to bring your vision to life. Skip the red tape and start building on one of the area's rarely available lots. Email or text me for details.

101-103 University Rd, Brookline

Listing courtesy of Listing Agent: Eric Tam from Listing Office: Compass.

$3,100,000

3 Beds ⋅ 4 Baths ⋅ 73584794 MLS ⋅ ['The Marquee'] BLDG.

The penthouse at 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 10ft ceiling height, 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 roof deck with close to 700 sq ft. Complete with 2 garage parking. Moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston. VIEWS OF DOWNTOWN from your bedroom window and even more breathtaking views from the roof-deck looking over the rooftops and trees of Brookline, JP and Boston. IF YOU ARE LOOKING FOR LUXURY FINISHES THIS IS THE DEVELOPER FOR YOU.

32 Auburn Street Unit PH, Brookline

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

$3,388,000

3 Beds ⋅ 4 Baths ⋅ 73584476 MLS

Introducing 12 Williams Street, a thoughtfully designed new development in the heart of Brookline’s highly sought-after Coolidge Corner. This intimate community features two beautifully appointed townhomes, each with private parking, along with a separate studio residence—offering a rare combination of new construction, thoughtful design, and exceptional convenience.This spacious four-level townhome offers 3 bedrooms and 3.5 bathrooms, with a private elevator providing effortless access throughout all four levels. The home also features a private balcony and two covered parking spaces, combining the comfort and scale of a single-family home with the convenience of new construction.Just steps from everything Coolidge Corner has to offer, 12 Williams places you within easy reach of independent bookstores, the iconic Coolidge Corner Theatre, Trader Joe’s, Stop & Shop, acclaimed restaurants, cafés, and everyday conveniences. The nearby MBTA Green Line provides direct service into Boston, making commuting and exploring the city effortless.With its exceptional location, private elevator, generous four-level layout, outdoor space, and two covered parking spaces, 12 Williams Street offers a distinctive opportunity to enjoy modern living in one of Brookline’s most vibrant neighborhoods.

12 Williams Street Unit 1, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$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.

$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.

$9,900

5 Beds ⋅ 4 Baths ⋅ 73579775 MLS

Experience exceptional luxury living in the heart of Washington Square, set on a quiet one-way street with beautiful Boston skyline views. This stunning condominium was thoughtfully renovated in 2012 and features an elegant open floor plan designed for both comfortable living and entertaining.The spacious living and dining area features a beautiful marble fireplace and opens onto a large private deck overlooking the Boston skyline. The gourmet kitchen is equipped with top-of-the-line appliances, a breakfast bar, and abundant cabinetry and storage.The luxurious primary suite offers a marble-tiled bathroom with an oversized Jacuzzi tub and radiant heated floors, along with its own private balcony. The second bedroom also features an ensuite bathroom and private balcony, providing comfort and privacy for family members or guests.Additional highlights include four private outdoor decks, custom closets, built-in cabinetry, a surround sound system, and an elevator providing convenient access from the parking area to the main entrance. Large windows throughout the home fill the interior with abundant natural light, creating a bright, warm, and inviting atmosphere.A truly special residence combining elegant finishes, spacious indoor and outdoor living, and spectacular city views in one of Washington Square’s most desirable locations.Pets considered.

91 University Rd Unit 2, Brookline

Listing courtesy of Listing Agent: Yukiko Oyama-Morris from Listing Office: Oyama Investments, Ltd..

$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.

$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.

$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.

$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.

$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.

$2,299,000

4 Beds ⋅ 4 Baths ⋅ 73570781 MLS

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

21 Crowninshield Rd Unit 2-1, Brookline

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

$10,000

7 Beds ⋅ 4 Baths ⋅ 73563392 MLS

This thoughtfully renovated carriage house is perfect for those who need to be near Longwood or close to the city. This luxurious single-family home can be delivered furnished or unfurnished. Located in the Longwood area, with many options for guests to visit or an in-law suite with exterior access, this home offers endless possibilities. Stroll to the T or enjoy access to local parks and conservation areas. Nearby hospitals or local universities make this an easy choice for professionals. Easy access to downtown and local amenities makes this the right choice for a discerning occupant. Comes with two off-street parking spaces and in-home laundry. Easy to show and will be delivered 9/1.

259 Kent Unit R, Brookline

Listing courtesy of Listing Agent: Sarah Rodewald from Listing Office: SR Realty.

$2,500,000

7 Beds ⋅ 4 Baths ⋅ 73562477 MLS

Owner is Broker.

103-105 Colbourne Crescent, Brookline

Listing courtesy of Listing Agent: Aaron Adler from Listing Office: Appraisals Unlimited, Inc.

$1,699,000

9 Beds ⋅ 4 Baths ⋅ 73559809 MLS

Investors, take note! Don't miss this exceptional opportunity to own a three-family property in one of Brookline's most sought-after locations. Situated near Brookline Village, this property is just a 12-minute walk to the Green Line, providing convenient access to Fenway, Downtown Boston, and beyond. The MBTA Route 60 bus to the Longwood Medical Area is just steps from the front door. Enjoy a highly walkable neighborhood with easy access to grocery stores, restaurants, parks, walking trails, and all the amenities that make Brookline such a desirable place to live.Add your own modern day updates, and with repairs, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking.! Located in a community renowned for its exceptional schools, vibrant neighborhoods!

86 Chestnut St, Brookline

Listing courtesy of Listing Agent: Sarah McIntyre from Listing Office: Red Tree Real Estate.

$6,200

3 Beds ⋅ 4 Baths ⋅ 73559240 MLS

AVAILABLE on 8/15/26! This well maintainedTudor-style home at Chestnut Hill neighborhood offers the perfect combination of space, comfort, and convenience. Featuring 3 spacious bedrooms, 2.5 bathrooms,ideal for those seeking a premium Brookline rental.Sun-filled home featuring hardwood floors, a spacious living room with a fireplace, formal dining room, and an updated kitchen with granite countertops, stainless steel appliances, and a breakfast area with access to the deck. The finished walk-out lower level offers flexible space for a family room, home office, gym, or playroom. Enjoy a screened porch, private deck, fenced backyard, in-unit laundry, off-street parking, and ample storage. Ideally located near Chestnut Hill, Longwood Medical Area, shopping, dining, parks, public transportation, and major commuter routes. Tenants with good credits are welcome to apply! Do not miss the chance!

291 Russett Rd, Brookline

Listing courtesy of Listing Agent: Liling Lin from Listing Office: PWK Realty LLC.

$3,750,000

4 Beds ⋅ 4 Baths ⋅ 73556250 MLS

Stunning, 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 patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.

$2,299,000

4 Beds ⋅ 4 Baths ⋅ 73537709 MLS

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

21 Crowninshield Rd Unit 21, Brookline

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

$8,200

4 Beds ⋅ 4 Baths ⋅ 73533453 MLS

~PRESENTED FOR THE FIRST TIME IN 4 YRS!! HISTORIC AND AWARD-WINNING 4-BED CARRIAGE HOUSE, LOVINGLY RESTORED AND UPDATED FOR A MODERN LIFESTYLE. First Floor consists of Entry Foyer, Laundry Room w/full-size Washer/Dryer, Custom Kitchen w/ Maple Bead-Board cabinets and Granite countertop, Pantry & Dining Area, leading to expansive Living Room w/ Gas Fireplace. In addition to custom built-ins, Guest Room/Study is adjacent to Private Deck overlooking Lush, Landscaped Gardens. Second Floor boasts an Elegant Main Suite w/ Marble Bathroom, Walk-In closet/Dressing area, and Cathedral-Ceiled Reading Area, bathed in natural sunlight. Two additional Bedrooms and a Full Bath complete the 2nd Floor. Lower Level features Family Room/Playroom, Bedroom and Full Bath with a Private Side Entrance. State-of-the-art 2-zone Gas-fired Hydronic Heating & Air Conditioning throughout. Incredible private storage on this level. Truly a Gracious Residence in the heart of Coolidge Corner!!

71 Abbottsford, Brookline

Listing courtesy of Listing Agent: Sheree Skoler from Listing Office: Dakota Realty.

$6,800

3 Beds ⋅ 4 Baths ⋅ 73522516 MLS

For Rent: Spacious Washington Square condo 3 bed 3.5 bath on 3 levels, with high ceilings, large windows,central A/C in a beautiful, historic attached brownstone built in 1889 . The main level with an open layout includes a modern kitchen with stainless steel appliances,granite countertops, an elegant living/ dining area with fireplace, hardwood floors throughout, private deck off of the kitchen,1/2 bath and a laundry room. A spiral staircase connects all 3 levels. The primary suite and 2nd bedroom and bath are on the second floor and the 3rd bedroom and bath on the lower level. Rent includes 1 assigned off-street parking spot with direct entry from the lower level. Lots of storage and an extra freezer in lower level. Fabulous location, close to restaurants, shops, the C & D Greenline trains to downtown Boston and Longwood Medical Area.

1757 Beacon St Unit 1, Brookline

Listing courtesy of Listing Agent: Beatrice Cassis from Listing Office: eXp Realty LLC.

$3,750,000

4 Beds ⋅ 4 Baths ⋅ 73518363 MLS

Stunning, 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 patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.

$3,750,000

3 Beds ⋅ 4 Baths ⋅ 73514594 MLS

Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

135 Saint Paul Unit 5, Brookline

Listing courtesy of Listing Agent: Michael T. Forde from Listing Office: Helm Residential LLC.

310 Hammond Pond Pkwy Unit 401, Brookline

$1,880,000

3 Beds ⋅ 4 Baths ⋅ 73511799 MLS

Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.

310 Hammond Pond Pkwy Unit 401, Brookline

Listing courtesy of Listing Agent: Bin Yan from Listing Office: Ark Real Estate Inc..

$2,449,999

3 Beds ⋅ 4 Baths ⋅ 73510087 MLS

Ideally located between Brookline Village and Coolidge Corner, this three-bedroom residence is part of a two-unit condo association, offering an exceptional opportunity in a prime Brookline neighborhood. Built in 1885 and thoughtfully renovated in 2026 by a Premier Brookline Developer, the residence artfully blends timeless architectural character with modern luxury. High end finishes, beautiful hardwood floors, and abundant natural light enhance the living experience throughout. 10" Ceilings. The main level features an open living and dining area with seamless access to the kitchen and private deck, along with Primary bedroom and bathroom, and powder room. The lower level offers two additional bedrooms, two bathrooms, a family room, and laundry. Outdoor amenities include a deck, as well as a patio and yard. A fantastic offering in a superb Brookline location.

21 Kent Square Unit 1, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 73509999 MLS

Few homes capture both worlds - the scale and soul of a grand single-family estate paired with the ease of a low-maintenance lifestyle. Step inside this landmark stone French Chateau: three sun-filled floors, 3 beds, 3.5 baths, private elevator, and a low condo fee. Two deeded parking spaces convey a garage and an outdoor space. Walk to Star Market, Runkle PK–8, and Brookline High; C and D Green Lines are minutes away. Enter beneath a dramatic Romanesque stone arch into a home where Gilded Age soul endures: masonry walls, conical turrets, corbelled stonework, original oak door, millwork, crown moldings, oval window, grand staircase, and three gas fireplaces. Modern hydro heating/cooling, Anderson window. Chef's kitchen with Wolf range, Sub-Zero, quartz island, and marble backsplash. Primary suite with fireplace and marble bath with radiant-heated floor. Two wet bars, exposed brick, and a top-floor piano/media room with spiral stair to a pergola-covered rooftop deck.

322 Tappan St Unit 2, Brookline

Listing courtesy of Listing Agent: Jason Pan from Listing Office: Midtown Properties, Inc..

$6,450,000

4 Beds ⋅ 4 Baths ⋅ 73508634 MLS

Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

$2,480,000

5 Beds ⋅ 4 Baths ⋅ 73492578 MLS

This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 73482825 MLS

Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.

$3,750,000

3 Beds ⋅ 4 Baths ⋅ 73481377 MLS

Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage.

331 Heath Street, Brookline

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.

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