Brookline MA 4 Bedroom Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73576053 MLS ⋅ 2,571 SqFt.

Welcome to this beautiful and sun-filled four-bedroom home in an exceptional Coolidge Corner location. New in 2016 this thoughtfully designed residence offers generous living space, wonderful natural light, and an inviting flow that makes everyday living and entertaining effortless. The main level features an open kitchen, spacious dining and living area, a charming reading nook, and a half bath. A private den/office provides the perfect space for working from home, reading, or quiet time. The spacious ensuite primary bedroom is also conveniently located on this level. Upstairs, 3 generously sized bedrooms and a full bath offer plenty of room for family and guests. A laundry room completes this level. Large windows throughout the home bring in beautiful natural light, creating a bright and welcoming atmosphere. Garage parking and a spacious private patio provide indoor/ outdoor living in the heart of Brookline. Just moments from the restaurants, shops, cafes, parks, and vibrant energy of Coolidge Corner, this home is in an ideal location in one of Brookline's most desirable neighborhoods.

131 Winchester St Unit 131, Brookline

$2,750,000

4 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73575754 MLS ⋅ 1,817 SqFt.

** LAST UNIT — TOP-FLOOR PENTHOUSE ** If you have been searching for true luxury living in a fabulous Brookline location, THE PENTHOUSE AT 24 AUBURN IS THE REAL DEAL! Boasting the entire top floor of a ground-up new construction building, this exceptional residence brings you 2 garage parking spots, direct elevator access, and a huge private deck. Flooded with natural light from all sides, it offers the perfect blend of luxury, modern elegance, designer finishes and functional space. With 4 bedrooms and 3 full baths, the open layout is as purposeful as it is beautiful, showcasing soaring ceilings, white oak floors, and a chef's kitchen with Thermador appliances and expansive stone counters. And you will absolutely fall in love with the living room, with its focal fireplace and wall of glass doors that open directly onto the deck, seamlessly extending your living area outdoors. Want more? The 4th bedroom is thoughtfully designed for privacy and versatility, perfectly situated behind its own pocket door with an adjacent full bath, so it can double as an ideal guest suite, family room or home office. Truly, no detail has been overlooked. Additional storage and energy-efficient construction round out this gorgeous home, and security and convenience come standard with a state-of-the-art access system that grants entry via code, fob or facial recognition. All of this, just steps from Coolidge Corner and Brookline Village, with easy access to Washington Square, the Longwood Medical Area and Boston. The unit is move-in ready right now, so there is no need to rely on renderings or artist's impressions! Come see it for yourself and experience elevated living in Brookline today!

24 Auburn Unit PH, Brookline

$3,995,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73573585 MLS ⋅ 4,884 SqFt.

Welcome to this stunning center-entrance Colonial in Brookline's Chestnut Hill estate area, set on a level half-acre lot. This expansive home features 4+ bedrooms, 4 full and 1 half baths & offers over 4,895 square feet across three finished levels. The foyer opens to a fireplaced living room and a formal dining room that seats 12. The Chef’s kitchen features a Wolf range, Sub-Zero refrigerator, double wall ovens including steam, Cove dishwashers, two sinks, custom cabinetry & granite counters. A library with built-ins cabinetry sits off the dining room & kithcen. The family room, with gas fireplace opens through French doors to a bluestone patio and a broad, fenced, level yard. Upstairs, the primary suite includes a private balcony, Carrara marble bath, dressing area, and two walk-in closets. Three additional bedrooms and two full baths & laundry complete the floor. The lower level consists of a media/playroom, gym, wet bar, beautiful full bath with glass enclosed shower + another set of laundry. Central air & Sonos throughout, EV charging & 2-car garage. Close proximity to the D Line at Chestnut Hill, shops and restaurants at The Street at Chestnut Hill, Soule Playground, and Dane Park.

17 Glenoe Rd, Brookline

$5,150,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73573266 MLS ⋅ 5,744 SqFt.

An elegant English-inspired Gothic Revival residence in Brookline’s coveted Fisher Hill neighborhood, distinguished by steep slate roofs, dramatic gables and arched architectural and copper details. Designed for Mrs. Harold Hammond by noted architects Kilham, Hopkins & Greeley, whose work also includes the Devotion School (Florida Ruffin Ridley School) and Brookline High School (source: Brookline Preservation Commission), this stately home offers 5,744 sq. ft. of living space across four finished levels, with 4 bedrooms, 3 full and 2 half baths, 5 fireplaces and an attached 2-car garage.The main level features a welcoming kitchen with convenient side entry, dining room with fireplace, gracious living room with fireplace, a light-filled sunroom overlooking the serene garden, two offices and powder room. The exceptional walk-out garden level is designed for both everyday living and entertaining, anchored by a dramatic two-story family room with fireplace, custom built-in bookcases, wet bar, floor-to-ceiling windows and French doors opening to a stone patio and private backyard. A wine cellar and lounge, exercise room, powder room and direct garage access complete this level.Upstairs, the generously scaled primary suite features a fireplace, walk-in closet and private outdoor balcony. Two additional bedrooms, a full bath and laundry complete the second floor. The finished top floor offers two spacious and versatile rooms—ideal for bedrooms, offices, hobbies or recreation—along with a full bath and abundant storage.Set on .35 acres, the beautifully landscaped private grounds offer mature specimen trees, stone walls, lawns and peaceful spaces for outdoor dining, entertaining and play. Meticulously maintained and thoughtfully updated over the years, the home combines period character with comfortable, move-in-ready living and exceptional storage throughout.A quiet and secluded setting on a tree-lined street, yet remarkably convenient to Washington Square, Cleveland Circle, schools, parks, public transportation (C & D lines), shopping and Boston.

67 Hyslop Rd, Brookline

$2,799,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73572859 MLS ⋅ 2,894 SqFt.

Welcome home to this exceptional 4-bedroom, 3.5-bath duplex 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, and a flexible bonus room. 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!

51 Sewall Ave Unit 2, Brookline

$1,790,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73572511 MLS ⋅ 2,500 SqFt.

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

133 Wolcott Road, Brookline

$2,349,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73570781 MLS ⋅ 1,897 SqFt.

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

$2,395,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73569446 MLS ⋅ 4,067 SqFt.

Set along one of Chestnut Hill’s picturesque tree-lined streets, this handsome brick Tudor offers a thoughtful blend of classic architecture, generous proportions & comfortable everyday living. A welcoming foyer introduces elegant living & dining rooms with hardwood floors & distinctive period details, while the spacious eat-in kitchen, with abundant cabinetry, updated appliances & wet bar, opens naturally to a relaxed family room with direct access to the backyard. Upstairs, four well-proportioned bedrooms include a generous primary suite overlooking the backyard, complete with a sizable walk-in closet & ensuite bath. A second ensuite bedroom, along with two additional bedrooms, provides flexibility for family, guests or a home office. The lower level offers versatile space for recreation, hobbies, storage or future expansion, with convenient access to the garage. Outdoors, a tiered backyard creates a private setting with a pool, deck & lawn, offering multiple spaces for entertaining, relaxing & enjoying the warmer months. Fresh paint, new and refreshed flooring & an updated back deck enhance the home’s appeal while preserving its distinctive character. Ideally situated in the Baker School District, with easy access to Route 9, shopping, dining & the amenities of Chestnut Hill, this is a home with both an inviting sense of place & room to make it your own.

72 Beverly Rd, Brookline

$2,999,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73565107 MLS ⋅ 3,265 SqFt.

Located on coveted Fisher Hill, this charming residence set on 14,550 square feet of beautifully landscaped grounds, offers thoughtfully designed modern updates, newer systems, and the convenience of an attached garage. The gracious main level features a welcoming living room with fireplace, formal dining room, powder room, and a chef’s eat-in kitchen featuring custom cabinetry outfitted with a Thermador gas cooktop and warming drawer, GE Monogram double ovens, two Bosch dishwashers, two sinks, and a Sub-Zero refrigerator. The kitchen opens to a spacious, sun-filled family room with skylights and direct access to the lush, private backyard. A flag stone patio and gas hookup for grilling create an ideal setting for relaxed indoor-outdoor living. The second level features a generous primary suite with a newly renovated en-suite bath, complete with luxurious heated radiant floors and a skylight, along with three generous closets. Three additional well-proportioned bedrooms with substantial closet space and a full bath complete this level. The finished lower level provides versatile flex space for a gym, office/guest accommodations, playroom/den, along with a full bath, laundry area with refrigerator/freezer, and extra storage, all with 1- car garage access and additional 2 outdoor spaces. Ideally situated near Runkle School, Brookline High School, the Longwood Medical Area, Chestnut Hill Reservoir, and the MBTA Green Line C and D branches, with easy access to nearby shops, restaurants, and Route 9.

52 Clinton Road, Brookline

$1,695,000

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73564009 MLS ⋅ 1,873 SqFt.

Coolidge Corner living at its finest! Spectacularly renovated in 2023, this stunning south-facing, floor-through penthouse offers 9 rooms, 4 bedrooms and 2 beautifully appointed baths, blending classic architectural detail with sophisticated modern updates. An expansive living room showcases tall ceilings, exquisite moldings, custom built-ins flanking the fireplace, three oversized windows, recessed lighting, tall ceilings and gleaming hardwood floors. The showstopping kitchen is truly a masterpiece—beautifully designed with exceptional finishes and an ideal layout for both everyday living and entertaining. The spacious primary bedroom is a private retreat featuring a separate dressing room and luxurious spa-like bath. Three additional bedrooms offer wonderful flexibility for family, guests, home office or den. Additional highlights include in-unit side-by-side washer and dryer, one-car parking, and replaced plumbing and electrical. An exceptional location just blocks from the Longwood Medical Area, Green Line C and D trains, Trader Joe’s, and the incredible shops, restaurants, cafés and neighborhood favorites along Harvard Street, including the iconic Coolidge Corner. Theatre. A beautifully renovated penthouse in the heart of one of Brookline’s most sought-after neighborhoods—this is a property not to be missed! Deadline for offers is Tuesday August 18th at 12:00pm. Please allow 48 hours for a response.

132 Sewall Avenue Unit C, Brookline

$2,150,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73561839 MLS ⋅ 2,489 SqFt.

Welcome to your dream home in the heart of Coolidge Corner. This spacious 4-bedroom, 3-bath residence blends timeless character with everyday comfort. An inviting, sun-filled foyer with southern exposure welcomes you inside. Entertain with ease in the expansive living and dining rooms, highlighted by a decorative fireplace and original moldings. The large eat-in kitchen offers abundant storage and plenty of space for preparing and sharing meals. A versatile sunroom is perfect as a home office, nursery, or relaxing retreat. Generous closet space throughout provides exceptional storage. Take in breathtaking city views from the shared roof deck, the perfect setting to watch Boston's iconic fireworks or unwind with a glass of wine. Ideally located on the Green Line and just minutes from downtown Boston, Longwood Medical Area, and all that Brookline has to offer, this exceptional condo delivers convenience at every turn.

1272 Beacon Street Unit 2, Brookline

$2,199,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73560438 MLS ⋅ 3,193 SqFt.

This exceptional contemporary townhome offers 3,193 square feet of sophisticated living space in the heart of Chestnut Hill. Located in the highly desirable Brookline school district, this four-bedroom, four-and-a-half-bath residence combines refined contemporary design, premium finishes, and the comfort of single-family living with the convenience of condominium ownership.Bathed in natural light from oversized black-framed windows, the open-concept main level features 8-inch white oak hardwood flooring, soaring ceilings, and a beautifully appointed chef's kitchen with custom cabinetry, quartz countertops, premium stainless steel appliances, a six-burner Bosch gas range, and an oversized center island overlooking the dining and living areas. Sliding glass doors open to a private patio and fenced yard, creating seamless indoor-outdoor living, while a stylish tiled powder room completes the main level.The second level features two spacious en-suite bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired bath featuring elegant tilework and a frameless glass shower. The top level offers two additional en-suite bedrooms, a striking glass-enclosed office, and a dedicated laundry room.Additional highlights include designer lighting, a tiled mudroom with custom built-ins, abundant storage, and two assigned heated garage parking spaces.Moments from The Street Chestnut Hill, Chestnut Hill Square, Hammond Pond Reservation, Skyline Park, Route 9, Longwood Medical Area, and downtown Boston. Never occupied, this extraordinary residence offers a rare opportunity to own a turnkey luxury home in one of Brookline's most sought-after neighborhoods.

811 Heath St Unit Rear, Brookline

$4,500,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73559710 MLS ⋅ 3,150 SqFt.

This one-of-a-kind new construction residence offers 3,150 square feet of thoughtfully designed living space with 4 bedrooms and 4 full baths. Inside, high ceilings, abundant natural light, and custom millwork crafted by local artisans create a sophisticated and timeless living environment. Elegant arched doorways throughout the home complement the building’s rounded architectural details, creating a seamless connection between the interior design and the distinctive character of the façade.The open-concept floor plan is designed for both comfortable living and elegant entertaining, featuring a chef’s kitchen with Sub-Zero appliances, custom cabinetry, and refined finishes. The first level also includes a thoughtfully designed butler’s pantry with additional refrigerator storage, providing added functionality for everyday living and entertaining. The dramatic living and entertainment area features impressive 20-foot ceilings, a gas fireplace, and a custom wet bar complete with a microwave, ice maker, and refrigerator, creating a grand yet inviting space unlike anything else in the area. Thoughtfully designed architectural details throughout enhance the sense of scale, openness, and sophistication.Thoughtfully designed across two levels, this residence features two bedrooms on each floor, including a primary suite on each level. Each primary suite offers a private retreat with an ensuite bath and abundant closet space, providing exceptional flexibility for multi-generational living, guests, or a dedicated home office setup.Additional features include two deeded parking spaces with EV charging, two private laundry areas conveniently located on each level, abundant closet space, a building-wide water filtration system, smart home technology including the ButterflyMX keyless entry system, and a private outdoor space. Ideally located in Coolidge Corner and just moments from acclaimed restaurants, cafés, parks, shopping, and Green Line access, this boutique luxury residence offers an unmatched combination of space, design, and convenience.

79 Park St Unit 1, Brookline

$2,695,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73558493 MLS ⋅ 2,900 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.

65 Francis Unit A, Brookline

$3,948,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73556250 MLS ⋅ 2,924 SqFt.

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

$1,949,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73552409 MLS ⋅ 1,949 SqFt.

Sun-drenched 2025 new construction home offering an exceptional blend of modern design and functionality. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, huge roof-deck, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished stainless steal appliances, designer cabinetry, and elegant tile work that carries throughout the home. Unwind in your private exclusive Roof-deck, or entertain at your kitchen island that fits 6 chairs. The property also offers the convenience of 4 total parking (2 of which garage). Ideally located across from a park and just moments from Jamaica Pond, restaurants, bus lines, and local amenities, this residence delivers the best of modern living in a vibrant neighborhood.

57-59 Highland Rd Unit 59, Brookline

$1,999,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73552349 MLS ⋅ 3,123 SqFt.

Chestnut Hill - Baker School neighborhood. This 9-room brick Tudor pairs classic architectural charm with 3,123 square feet of updated living space, offering 4 bedrooms, 2.5 bathrooms on three levels. A beautifully updated eat-in kitchen, gracious living room with ornate fireplace and dining room set the stage for elegant entertaining. A first floor great room with vaulted ceiling opens to a 31'x19' patio and private backyard. Handsome masonry work throughout the beautifully landscaped outdoor spaces. The finished lower level features a family room with fireplace and stone surround. Direct access garage parking. A prime location near Chestnut Hill shopping and dining. Easy access to Cambridge, Boston, area hospitals and universities.

142 Beverly Rd., Brookline

$2,420,800

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73550522 MLS ⋅ 2,746 SqFt.

Motivated Seller! Last unit left!Welcome to the epitome of elegance.Historic 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 from the private elevator that also runs thru the entire building & brings you to every level of your new home.The kitchen & dining area features oversized windows that flood the space with natural sunlight.The chefs kitchen boasts custom cabinetry, sparkling white Bianco Carrara marble countertops, intentionally designed for functionality & style.Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace & marble mantle.The rich woodworking & walnut hardwood floors span over 3 floors, 4 spacious bedrooms & 3 baths all fitted with marble tile & marble mosaics.The roof has calming views of nature & foliage.The location is highly sought after, just steps to restaurants, cafes, public transit,hospitals & major highways!

324 Tappan Unit PH, Brookline

$1,995,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73549795 MLS ⋅ 2,274 SqFt.

Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, LEAD FREE, perfect for INVESTOR or END USER, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwoods, a fireplaced living room, lovely dining room, eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. A 2 car garage and large driveway complete this offering

75 Hammond Pond Parkway, Brookline

$1,999,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73549642 MLS ⋅ 2,117 SqFt.

Highly desirable 2023 construction 4 bed/3.5 bath duplex w/ 2 car parking & private yard in coveted Aspinwall Hill. Enter to an open concept floor plan with windows on 3 sides that stream natural light. Chef's kitchen boasts Bertazzoni appliances, quartz countertops, abundant cabinetry & breakfast bar w/ seating for 3. Living room is centered around ample fenestration & opens to dining area that easily accommodates a table for 8. Top floor king-size primary suite offers a large bedroom w/ built-out California closets & expansive bath w/ double vanity & sizable glass shower. Downstairs features an inviting guest suite with room for king sized bed w/ plenty of closet space serviced by a full bath w/ double vanity. This floor is complete with a separate stackable laundry. This home offers a wonderful single family alternative w/ expansive private & fenced granite patio/yard garage,1 garage pkg & 1 outdoor pkg. Live in the heart of Brookline, 2/10 mile to Brookline Hills T stop.

101 Sumner Road Unit 1, Brookline

$2,399,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73547641 MLS ⋅ 3,243 SqFt.

Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and a wall of windows overlooking the screened porch, deck, and tranquil Japanese rock garden. The renovated kitchen features sleek cabinetry, updated countertops, appliances, a peninsula, pantry, and eat-in area. The main level offers three spacious bedrooms, including a large primary suite, while the finished walkout lower level includes a great room with kitchenette, fourth bedroom, full bath, studio, bonus room, patio access, and abundant storage. Perfect location with quick access to 9 & I-93 and a quick hop to local restaurants, shopping, Wegman's, and much more!

365 Newton St, Brookline

$2,860,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73542360 MLS ⋅ 3,768 SqFt.

From the white picket fence and private yard to the oversized covered front porch, this exceptionally renovated townhome welcomes with charm before you even step inside. Enter into the open kitchen featuring custom cabinetry and quartz countertops, anchored by a soaring 4-story floating staircase with custom lighting that sets the tone for everything that follows. Each room has its own distinct features, including a spacious bow-front living room with gas fireplace, generous bedrooms, and a luxurious primary suite with vaulted ceilings and soaking tub. The 2nd floor offers 2 en suite bedrooms, 1 has an oversized private deck. The lower level includes a 2nd living room, 4th bedroom and bonus room ideal for an office/gym. Each bedroom includes a walk-in closet (some with 2), Hunter Douglas blinds and engineered wide-plank hardwood floors. Located by Clear Flour Bakery, the Green Line, and all that Coolidge Corner has to offer, this move-in ready home is as convenient as it is impressive.

177 Thorndike St Unit 1, Brookline

$2,349,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73537709 MLS ⋅ 1,897 SqFt.

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

$2,199,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73529380 MLS ⋅ 3,615 SqFt.

Welcome home to this impeccably maintained 4BR English Tudor offering the perfect blend of historic charm and modern updates. Set back on a lush 0.43-acre lot, enjoy panoramic views of the Brookline Golf Course directly across the street. This property is entirely turn-key for today’s active family, featuring an expansive 12-room layout with soaring ceilings, a sunlit family room, and central A/C. Outdoor living shines with a classic screened porch and a private brick patio nestled in an oversized, professionally landscaped yard. Situated in a premier neighborhood steps from the acclaimed Baker School (K-8), local shopping at Putterham Circle, and an effortless commute to Longwood Medical Center and downtown Boston. Move right in and enjoy the quintessential Brookline lifestyle!

518 Newton St, Brookline

$1,949,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73529303 MLS ⋅ 2,210 SqFt.

Exceptional condo in the heart of Coolidge Corner with classic Brookline architecture. Spanning 2,210 sqft on one level, this sunlit corner unit offers the scale of a single-family home with the ease of condo living. A gracious entry foyer sets the tone with a moody powder room and ample space to welcome guests. The oversized living spaces unfold seamlessly including a sprawling living room with custom built-ins, elegant dining room, and an expansive eat-in kitchen thoughtfully designed with marble counters, gas cooking, Sub-Zero refrigeration, double ovens, wine fridge, cork flooring, and a custom banquette. The functional floor plan offers four spacious bedrooms, including a serene primary suite with dual vanities and a spa-inspired shower. Three additional bedrooms share a beautifully renovated full bath, providing flexibility for guests, home offices, or additional living space. Perfectly positioned just blocks to restaurants, playgrounds, public transit and Longwood Medical.

123 Saint Paul St Unit 1, Brookline

$3,295,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73526507 MLS ⋅ 3,292 SqFt.

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St, Brookline

$2,295,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73524730 MLS ⋅ 2,663 SqFt.

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.

116 Thorndike St Unit 1A, Brookline

$4,998,500

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73520842 MLS ⋅ 6,790 SqFt.

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

$3,948,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73518363 MLS ⋅ 2,924 SqFt.

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

$2,950,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73514639 MLS ⋅ 2,000 SqFt.

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

$2,799,999

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73510090 MLS ⋅ 2,763 SqFt.

Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout the residence, high end finishes, beautiful hardwood floors, and abundant natural light create a warm yet polished atmosphere. 10" Foot ceilings. Spanning the second and third floors, the two level layout features gracious living and dining rooms, along with a well-appointed kitchen featuring a breakfast area and direct access to a private deck. A guest bedroom completes the main level. The upper floor is dedicated to private living, offering a primary bedroom with walk-in closet and bathroom, two additional bedrooms each with their own bathrooms, and laundry. An exceptional property and location

21 Kent Square Unit 2, Brookline

$5,950,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73508634 MLS ⋅ 4,825 SqFt.

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

$3,790,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73505387 MLS ⋅ 6,498 SqFt.

Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

$3,495,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73504649 MLS ⋅ 4,082 SqFt.

Ideally situated near The Country Club, this exceptional 10-room, 4-bedroom, 3.5-bath residence offers the warmth and character of a private Vermont retreat in one of Brookline’s most coveted neighborhoods. Set back from the road behind a circular driveway, the home is surrounded by mature landscaping, creating exceptional privacy and a true sense of escape. A welcoming slate foyer leads to gracious living spaces highlighted by two impressive wood-burning fireplaces. The renovated kitchen opens to a spacious family room, while the elegant front-to-back living room features a fireplace and built-in bar, ideal for entertaining. The thoughtfully converted two-car garage serves as a dedicated wellness retreat, perfect for a gym, studio, or private sanctuary, with a versatile great room above. Outdoor amenities include a pool, sport court, patio, and fire pit, offering year-round enjoyment. Conveniently located near Allandale Farm, Dexter Southfield, The Park School, and The British School

191 Newton St, Brookline

$6,400,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73500458 MLS ⋅ 6,521 SqFt.

A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline

$3,100,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73493723 MLS ⋅ 3,261 SqFt.

Price to SELL: Newly renovated 3,250+ SF residence delivers sweeping skyline views from Cambridge to Back Bay, four private outdoor spaces, and the scale of a single-family home. The expansive second floor main living level includes 3 bedrooms, 2.5 baths, a central kitchen perfect for entertaining, formal dining room, large living room, office, laundry, and two balconies. The private upper-level primary suite features a sitting room with wet bar and a spectacular roof deck with gas BBQ connections. Direct entry from two attached garage parking spaces (wired for EV) and accessed from a private mudroom. Outdoor space includes exclusive-use 470+/- SF yard. . Exceptional design, premium finishes, and modern convenience in one of Brookline’s most sought-after location. Plans and engineering to add elevator shaft and elevator addition available.

197 Winchester Street Unit 1, Brookline

$1,999,000

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73491100 MLS ⋅ 2,116 SqFt.

Located on a beautiful tree-lined street in Coolidge Corner, this elegant 4-bed, 2-bath, 2,116 sq ft condo in a stately limestone brownstone combines modern refinement with period grandeur. Elevated above the street for privacy, the gracious foyer with fireplace opens to a sun-drenched living room with leaded glass transoms, crown molding, and spectacular inlaid hardwood floors. The wainscoted dining room with custom built-ins seats a crowd. The renovated kitchen offers quartzite counters, custom cabinetry, marble tile, and a sun-filled eat-in area. Both marble bathrooms feature radiant heat floors and towel warmers; one adds a soaking tub. The primary suite enjoys two exposures and a spa-like en-suite bath. Three additional bedrooms, private home office with French door, in-unit laundry, and a vast private basement storage room complete the picture. Convenient to acclaimed dining, boutique shopping, top schools, the Green Line, and Longwood Medical.

7 Parkman St Unit 1, Brookline

$1,750,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73482825 MLS ⋅ 3,000 SqFt.

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

$2,094,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73468054 MLS ⋅ 2,210 SqFt.

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

12 Goodwin Place Unit 12-2, Brookline

$2,192,500

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73433493 MLS ⋅ 2,379 SqFt.

The space and feel of a single fam in this stunning townhouse condo. Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhomes 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. 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 renderi

11 Goodwin Place Unit Unit 11-2, Brookline

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