Brookline, MA Real Estate | Brookline, MA Homes between $2,000,000 and $3,000,000 for Sale

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 4,095 square foot lot, embodies a lifestyle of elevated comfort and convenience in a coveted Brookline location.

143 Coolidge St Unit 1, Brookline

Listing courtesy of Listing Agent: Tom Lambert from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$3,000,000

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.

$2,695,000

3 Beds ⋅ 3 Baths ⋅ 73573091 MLS ⋅ ['80onvernon'] BLDG.

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

80 Vernon Street Unit Unit 1-A, Brookline

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

$2,799,000

4 Beds ⋅ 4 Baths ⋅ 73572859 MLS

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

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.

$2,175,000

5 Beds ⋅ 4 Baths ⋅ 73571974 MLS

Gracious brick home in Brookline’s coveted Corey Hill neighborhood, freshly painted throughout with newly refinished hardwood floors. Abundant natural light and timeless architectural details create a warm and inviting backdrop for everyday living and entertaining. Generous living and dining rooms, a handsome fireplace, spacious bedrooms, a flexible floor plan, and an oversized attached garage offer exceptional comfort and versatility. Enjoy sweeping views of the Boston skyline and an exceptional location near Summit Park, with convenient access to the T, Coolidge Corner, and Brookline Village. Ideally located near the Longwood Medical Area and Boston’s renowned universities and hospitals. A rare opportunity to own a distinctive home in one of Brookline’s most sought-after neighborhoods.

77 Jordan Rd, Brookline

Listing courtesy of Listing Agent: Allison Blank from Listing Office: Compass.

$2,349,000

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.

$2,395,000

4 Beds ⋅ 5 Baths ⋅ 73569446 MLS

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

Listing courtesy of Listing Agent: Ovesen Group from Listing Office: Coldwell Banker Realty - Brookline.

$2,895,000

7 Beds ⋅ 4 Baths ⋅ 73568459 MLS

Beautifully situated at the summit of Aspinwall Hill, this gracious, expansive Victorian home offers unique opportunities for the discerning buyer. Originally a single family, it was reconfigured to two units, with private entrances on opposite sides. The spacious yard is a gardener's delight. The front unit features high ceilings, hardwood floors, moldings, original woodwork, and lovely fireplaces. A foyer opens to the living room with a curved bay window, which leads to the formal dining room, also highlighted by bay windows, and finally to an updated kitchen with a large peninsula, ample wood cabinetry, great pantry space and a laundry area. Two bedrooms plus an updated full bathroom complete this level. Upstairs is a large primary bedroom, graced by a curved bay window, with a bright adjoining sitting room offering excellent closet space. Also on this level are another bedroom and an updated full bathroom, with a pristine soaking tub. The second unit offers an eat-in kitchen with 2 adjoining pantries, living room, and unique reading nook, plus 1/2 bath on one level, and 3 bedrooms plus a full bathroom on the upper level. Generous storage space throughout both units. Recently renovated Schick Park is very close by, as well as walking paths. Close proximity to Runkle School and Brookline High. Also nearby are shops, restaurants, public transportation, Star Market and Whole Foods.

71 Addington Rd, Brookline

Listing courtesy of Listing Agent: Kate Vicksell from Listing Office: Hammond Residential Real Estate.

$2,200,000

9 Beds ⋅ 3 Baths ⋅ 73568321 MLS

Calling all investors, developers, and owner-occupants! Introducing 26 Parkway Road, a rare and highly desirable 3-family brick building on a prominent corner lot in Brookline, complete with pre-existing off-street parking. Each of the three spacious units features 3 bedrooms, 1 bathroom, in-unit laundry hookups, and its own private enclosed porch, offering an exceptional combination of space, privacy, and rental appeal. Located minutes from the Longwood Medical Area and some of the world’s leading hospitals and universities, including Harvard Medical School, Boston University, Boston College, Northeastern University, and Simmons University. Enjoy unparalleled access to the Green Line, major roadways, restaurants, shopping, parks, and everything Brookline and Boston have to offer. A rare opportunity to acquire a multifamily asset in a premier location with strong rental potential and significant long-term upside. Properties like this rarely come to market—don’t miss it.

26 Parkway Road, Brookline

Listing courtesy of Listing Agent: Dan Rosenthal from Listing Office: Rise Signature Homes.

$2,895,000

7 Beds ⋅ 4 Baths ⋅ 73568175 MLS

Beautifully situated at the summit of Aspinwall Hill, this gracious, expansive Victorian home offers unique opportunities for the discerning buyer. Originally a single family, it was reconfigured to two units, with private entrances on opposite sides. The spacious yard is a gardener's delight. The front unit features high ceilings, hardwood floors, moldings, original woodwork, and lovely fireplaces. A foyer opens to the living room with a curved bay window, which leads to the formal dining room, also highlighted by bay windows, and finally to an updated kitchen with a large peninsula, ample wood cabinetry, great pantry space and a laundry area. Two bedrooms plus an updated full bathroom complete this level. Upstairs is a large primary bedroom, graced by a curved bay window, with a bright adjoining sitting room offering excellent closet space. Also on this level are another bedroom and an updated full bathroom, with a pristine soaking tub. The second unit offers an eat-in kitchen with 2 adjoining pantries, living room, and unique reading nook, plus 1/2 bath on one level, and 3 bedrooms plus a full bathroom on the upper level. Generous storage space throughout both units. Recently renovated Schick Park is very close by, as well as walking paths. Close proximity to Runkle School and Brookline High. Also nearby are shops, restaurants, public transportation, Star Market and Whole Foods.

71 Addington Rd, Brookline

Listing courtesy of Listing Agent: Kate Vicksell from Listing Office: Hammond Residential Real Estate.

$2,999,000

4 Beds ⋅ 4 Baths ⋅ 73565107 MLS

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

Listing courtesy of Listing Agent: Maxine Malka Freedman from Listing Office: Hammond Residential Real Estate.

$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.

$2,199,000

4 Beds ⋅ 5 Baths ⋅ 73560438 MLS

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

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.

$2,695,000

4 Beds ⋅ 5 Baths ⋅ 73558493 MLS ⋅ ['65-67 Francis St'] BLDG.

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

Listing courtesy of Listing Agent: Rozita Tabatabaei from Listing Office: William Raveis R.E. & Home Services.

$2,795,000

3 Beds ⋅ 3 Baths ⋅ 73554556 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. These home offers 3 bedrooms, modern finishes, garage parking, and incredible private outdoor space. This unit boasts 3 spacious bedrooms plus a den with gorgeous glass door, direct access elevator, a balcony off the primary bedroom plus an ideal patio off the living area with over 100 sq. ft of gorgeous outdoor space and a garage parking space.The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm. Expected delivery late summer 2026.

80 Vernon Unit 1B, Brookline

Listing courtesy of Listing Agent: Tina Sachs from Listing Office: Coldwell Banker Realty - Newton.

$2,420,800

4 Beds ⋅ 4 Baths ⋅ 73550522 MLS

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

Listing courtesy of Listing Agent: Anna Efthimiadis from Listing Office: Coldwell Banker Realty - Boston.

$2,399,000

4 Beds ⋅ 3 Baths ⋅ 73547641 MLS

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

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$2,895,000

2 Beds ⋅ 3 Baths ⋅ 73543781 MLS ⋅ ['Longyear At Fisher Hill'] BLDG.

Residence E201 occupies a privileged position as one of only five homes in the Mansion at Longyear, where history and modern luxury coexist in perfect harmony. Bathed in natural light, with gleaming hardwood floors, the home unfolds across nearly 2,300 square feet of elegant single-level living. The thoughtfully designed floor plan features two spacious bedroom suites with walk in closets, the private deck overlooking the pool provides a quiet place to unwind when you're home. A spacious home office or comfortable space for an overnight guest, formal dining room, gourmet kitchen, and generous living areas that balance sophistication with comfort. For your guests convenience, a powder room is located off the living room. Two deeded garage parking spaces, private storage, elevator access, and a dedicated 24/7 staffed gatehouse complete a lifestyle defined by convenience and peace of mind. Only a handful of owners will ever call the Longyear Mansion home. Opportunities to acquire one of these residences are exceptionally rare. The home has been recently upgraded with new lighting, brand new carpeting, paint and new flat screen TVs. The unit includes a side by side washer and dryer. A well equipped gym is located within this building. The historic grounds are well manicured and feature a seasonal pool with oversized umbrellas and seating. Professionally maintained surroundings mean there is less to think about when you are away. E201 is not simply a luxury condominium. It is a home designed for people who want their time to belong to them. Make everyday life incredibly convenient!

120 Seaver St Unit E201, Brookline

Listing courtesy of Listing Agent: Hope Krakoff from Listing Office: Coldwell Banker Realty - Boston.

$2,048,000

2 Beds ⋅ 2 Baths ⋅ 73542797 MLS ⋅ ['The Bartlett'] BLDG.

New construction in the heart of Washington Square! Welcome to this stunning 2-bedroom, 2-bath residence featuring an open floor plan, soaring 9-foot ceilings, and modern finishes throughout. Located in a boutique 23-unit elevator building, each home includes one garage parking space and in-unit laundry for ultimate convenience.The chef’s kitchen impresses with high-end appliances, sleek cabinetry, and a spacious center island, perfect for cooking and entertaining. The sun-filled living room offers a cozy fireplace and opens to a private balcony, ideal for outdoor relaxation and summer gatherings.Additional highlights include elevator access from the garage to all levels, and a prime location close to shopping, public transportation, and major highways. Ready for summer occupancy—don’t miss this exceptional opportunity!

45 Bartlett Crescent Unit 202, Brookline

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

$2,860,000

4 Beds ⋅ 5 Baths ⋅ 73542360 MLS

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

Listing courtesy of Listing Agent: Liz Dehler from Listing Office: Donnelly + Co..

$2,349,000

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.

$2,500,000

5 Beds ⋅ 4 Baths ⋅ 73535475 MLS

Set in the coveted estate area of Brookline, this residence offers a rare opportunity to create a truly spectacular home overlooking the serene beauty of the Brookline Reservoir. Rich in architectural character, the home is defined by its striking presence, graceful proportions, and an abundance of original detail. While the home requires renovation, it presents an exceptional canvas for customization. The scale, layout, and architectural integrity provide all the right elements to transform this property into a breathtaking home. The grand living room is a standout feature—anchored by impressive ceiling height, elegant lines, and significant hardwood floors that run throughout the home. Outside, the proximity to the reservoir offers not just picturesque views, but a lifestyle. Home is being sold as is. Buyer to do their own due diligence. 140 Dudley St, the adjacent home, is also for sale.

128 Dudley St, Brookline

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

$2,199,000

4 Beds ⋅ 4 Baths ⋅ 73529380 MLS

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

Listing courtesy of Listing Agent: Shi Earls from Listing Office: Winterspring Real Estate, LLC.

$2,295,000

4 Beds ⋅ 4 Baths ⋅ 73524730 MLS ⋅ ['116 Thorndke Assoc'] BLDG.

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

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

$2,595,000

2 Beds ⋅ 3 Baths ⋅ 73521762 MLS

Experience refined single-level living in this elegant 2-bedroom, 3-bath residence at Longyear at Fisher Hill, an exclusive gated community on the former Longyear Museum estate. Spanning 2,843 SF, this sun-filled condominium offers beautifully designed living spaces with hardwood floors throughout, an expansive fireplaced living room, formal dining room, adjoining library, and a private terrace accessible from both the kitchen and dining room. A versatile family room adds flexibility for everyday living or entertaining. Additional features include in-unit laundry, central air, two garage parking spaces, and private storage. Residents enjoy premier amenities including a swimming pool, fitness center, and gated security. Ideally located near Fisher Hill Reservoir, the Longwood Medical Area, parks, shops, and dining.

120 Seaver St Unit B204, Brookline

Listing courtesy of Listing Agent: Shahan Missaghian from Listing Office: William Raveis R.E. & Home Services.

$2,700,000

5 Beds ⋅ 4 Baths ⋅ 73519268 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..

$2,349,000

2 Beds ⋅ 3 Baths ⋅ 73519027 MLS ⋅ ['Residences At St. Paul'] BLDG.

New construction residence in the heart of Coolidge Corner. 92 Sewall Ave Unit 2C is a 2 bed 2.5 bath duplex. The first level includes the living room, kitchen and dining area, the primary suite, and a half bath. The living room is open and bright with large bow windows and custom moulding. The chef's kitchen spans the entire length of the unit and features wood planked ceiling, a La Cornue stove and full Breccia Violetta backsplash. Adjacent to this is the dining area which leads out to a private deck (approximately 400 SQFT) via French doors. The primary suite, on the other side of this floor, features a walk-in closet and a large bathroom with double vanities and dual rainfall showerheads. The lower level houses a bedroom suite, the laundry room, and a mudroom.

92 Sewall Ave Unit 2C, Brookline

Listing courtesy of Listing Agent: Siu Fu Lau Team from Listing Office: Compass.

$2,399,000

6 Beds ⋅ 3 Baths ⋅ 73515119 MLS

A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

293 Cypress St, Brookline

Listing courtesy of Listing Agent: John J. Canney from Listing Office: John J. Canney.

$2,950,000

4 Beds ⋅ 3 Baths ⋅ 73514639 MLS

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

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.

$2,299,000

5 Beds ⋅ 2 Baths ⋅ 73511051 MLS

FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.

79 Winthrop Road, Brookline

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

$2,799,999

4 Beds ⋅ 4 Baths ⋅ 73510090 MLS

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

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

$2,549,999

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.

$2,698,000

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.

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