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

$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..

$2,875,000

5 Beds ⋅ 3 Baths ⋅ 73590203 MLS

This thoughtfully renovated five-bedroom single family Colonial Revival on beautiful, tree-lined Fuller Street in the heart of Coolidge Corner has it all, indoors and out. A welcoming covered porch leads to a gracious foyer and spacious living room and dining room, with bay windows, original built-ins and a fireplace. A cook's kitchen features wide-plank hardwood floors, custom cabinetry, granite countertops and gas cooking. The inviting family room addition, with its cathedral ceiling, oversized windows, built-ins, and sliding glass doors topped by transom windows, overlooks a bluestone patio and generously sized private backyard and gardens, bringing the outdoors into the home. A half bath completes the first floor. The second floor offers three generous bedrooms, including an oversized primary suite with a walk-in closet and full bath, together with a spacious family bathroom. Two additional bedrooms occupy the third floor, one with a cathedral ceiling, along with ample storage and plumbing in place for another full bathroom. The lower level provides bonus space, including a recreation room, laundry, and access to the yard. The home includes two off-street parking spaces. Recent improvements include a new roof in 2020, a new gas heating system in 2021, exterior painting in 2022, and updated plumbing and electrical systems. The home also features central air conditioning. A complete list of updates is available with the listing. With beautiful parks, easy access to the Green Line's C and B branches, cafés, restaurants, markets, and the Coolidge Corner Theatre, 116 Fuller Street offers a distinctive opportunity to enjoy single-family living with the best of Brookline just beyond your doorstep.

116 Fuller St., Brookline

Listing courtesy of Listing Agent: Irene Kerzner from Listing Office: Hammond Residential Real Estate.

$2,659,000

3 Beds ⋅ 3 Baths ⋅ 73589888 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features two 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 Unit Unit 1A, Brookline

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

$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.

$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.

$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.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 73581080 MLS

RARELY AVAILABLE: A premier single-family alternative, this sun-drenched, spacious 4 BR, 3.5 BA, END-UNIT townhome with exclusive TWO-CAR GARAGE and a PRIVATE BACKYARD with patio sits on desirable tree-lined Fuller Street near Coolidge Corner in the Florida Ruffin Ridley (FRR) school district. Features 2,915 sq. ft. of versatile space, appointed with 2 en-suite bedrooms and 3 zones of climate-controlled heating/cooling. /// MAIN LEVEL: Enter via keypad entry into a graceful foyer with beautifully refinished hardwood floors and a powder room for guests. Cook's kitchen boasts polished granite countertops, dual sinks, gas cooking, pantry, and sunlit eat-in breakfast area, flowing seamlessly into an expansive, open dining and living area with large windows including direct slider access to the exclusive-use fenced backyard—a private oasis perfect for outdoor dining and play! /// SECOND & THIRD LEVELS: The second level features 3 bedrooms and 2 full baths, including a serene, large en-suite with balcony and huge closet. Atop the stairs, a skylight naturally brightens the third floor with an even larger primary bedroom suite complete with full bath and enormous closet, ideal as an owner's suite, guest sanctuary, executive home office, media room, or lavish gym. /// LOWER LEVEL: The finished lower level provides flexible bonus space perfect for play, additional fitness space, or a quiet office, with dedicated laundry and tremendous storage capacity. /// PARKING: Unparalleled Brookline parking includes an adjacent 2-car garage with ample storage for skis, bikes, and gear, a 3rd off-street driveway space, plus 2 association visitor spots! /// UPDATES & LOCATION: Key updates include refinished hardwoods, newer HVAC, newer roof, fresh interior paint, and radon remediation system. (Note: Contractor estimate in-hand for $20k to transition 2nd/3rd floor carpets to matching hardwood). Unbeatable location is only 0.5 miles to FRR K-8, blocks to Clear Flour Bakery, Coolidge Corner, and the B/C Green Lines, offering lifestyle convenience and rapid access by T or car to Longwood Medical, Boston, Cambridge, and nearby suburbs. /// HOA: Low $600/mo HOA fee in a 100% owner-occupied 4-unit association. Cross-listed as Condominium under MLS #73581067. Private showings by appointment.

231 Fuller St, Brookline

Listing courtesy of Listing Agent: Josh Ehrenfried from Listing Office: Clear Path.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 73581067 MLS ⋅ ['225-231 Fuller Street Condominiums Trust'] BLDG.

RARELY AVAILABLE: A premier single-family alternative, this sun-drenched, spacious 4 BR, 3.5 BA, END-UNIT townhome with exclusive TWO-CAR GARAGE and a PRIVATE BACKYARD with patio sits on desirable tree-lined Fuller Street near Coolidge Corner in Florida Ruffin Ridley (FRR) school district. Features 2,915 sq. ft. of versatile space, appointed with 2 en-suite bedrooms and 3 zones of climate-controlled heating/cooling. /// MAIN LEVEL: Enter via keypad entry into a graceful foyer with beautifully refinished hardwood floors and a powder room for guests. Cook's kitchen boasts polished granite countertops, dual sinks, gas cooking, pantry, and sunlit eat-in breakfast area, flowing seamlessly into an expansive, open dining and living area with large windows including direct slider access to the exclusive-use fenced backyard—a private oasis perfect for outdoor dining and play! /// SECOND & THIRD LEVELS: The second level features 3 bedrooms and 2 full baths, including a serene, large en-suite with balcony and huge closet. Atop the stairs, a skylight naturally brightens the third floor with an even larger primary bedroom suite complete with full bath and enormous closet, ideal as an owner's suite, guest sanctuary, executive home office, media room, or lavish gym. /// LOWER LEVEL: The finished lower level provides flexible bonus space perfect for play, additional fitness space, or a quiet office, with dedicated laundry and tremendous storage capacity. /// PARKING: Unparalleled Brookline parking includes an adjacent 2-car garage with ample storage for skis, bikes, and gear, a 3rd off-street driveway space, plus 2 association visitor spots! /// UPDATES & LOCATION: Key updates include refinished hardwoods, newer HVAC, newer roof, fresh interior paint, and radon remediation system. (Note: Contractor estimate in-hand for $20k to transition 2nd/3rd floor carpets to matching hardwood). Unbeatable location is only 0.5 miles to FRR K-8, blocks to Clear Flour Bakery, Coolidge Corner, and the B/C Green Lines, offering lifestyle convenience and rapid access by T or car to Longwood Medical, Boston, Cambridge, and nearby suburbs. /// HOA: Low $600/mo HOA fee in a 100% owner-occupied 4-unit association. Cross-listed as Single Family under MLS #73581080. Private showings available upon request.

231 Fuller St Unit 231, Brookline

Listing courtesy of Listing Agent: Josh Ehrenfried from Listing Office: Clear Path.

$2,599,000

9 Beds ⋅ 6 Baths ⋅ 73577697 MLS

Exceptional 3 Family Opportunity in Chestnut Hill, Brookline !! Rare Available, Well Maintained residence offering 3 separate units : each unit features nice HW floors, 3 generous size bedrooms, 1.5 baths, good size living room and well appointed kitchen with dining areas, SS appliances, granite countertops. Hardwood floors all over the units. Generous basement storage provides additional convenience close space for each unit. A major highlight is the 5 off street PARKING SPACES a valuable amenity in Brookline. Property also benefits from LETTERS OF COMPLIANCE FOR ALL 3 UNITS !!! Ideally situated near Brookline Reservoir, Chestnut Hill shopping and dining, public transportation, Rt 9 and convenient access to Boston And surrounding communities. Compelling opportunity to own a versatile 3 Family property in on of Brookline's most sought after neighborhoods. Unit 2 now available for a new owner !!

8 White Ave, Brookline

Listing courtesy of Listing Agent: The Caceda Team from Listing Office: Coldwell Banker Realty - Lynnfield.

$2,195,000

6 Beds ⋅ 3 Baths ⋅ 73577192 MLS

We are pleased to present 3 High Street Place, a three-unit multifamily property in Brookline Village, one block from Route 9 and a short walk from the Brookline Village Green Line station. Offered at $2,195,000, or $731,667per unit and $770.18 per square foot, the property brings a roster of all two-bedroom apartments to one of Greater Boston's most established rental submarkets.Built in 1910, the building holds three identical two-bedroom apartments set on a0.075-acre lot zoned M10. The building was gut-renovated in 2022 — all systems, windows, and the roof replaced — leaving a simple product to lease and manage. Heat is gas-fired hot water; tenants pay their own electricity on separate meters, while ownership carries water and sewer, and trash. The property draws on Brookline'sschools, transit, and proximity to the Longwood Medical Area.

3 High Street Pl, Brookline

Listing courtesy of Listing Agent: Francis Saenz from Listing Office: Northeast Private Client Group.

$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.

$2,595,000

5 Beds ⋅ 5 Baths ⋅ 73573502 MLS

ABSOLUTELY INCREDIBLE OPPORTUNITY AT THIS PRICE!!!!!! A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

284 Woodland Road, Brookline

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.

$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.

$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.

$2,500,000

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.

$2,999,000

9 Beds ⋅ 5 Baths ⋅ 73561142 MLS

RENOVATED Side-by-Side 2-FAMILY in BROOKLINE near Washington Square. Townhome Style Layouts, Each Unit has a Private Entry & Each home enjoys Private Outdoor Space, Deck + Terrace + Patio. Central A/C with separate HVAC. The Large DRIVEWAY, holds 3 Car Parking in Tandem. Strong Rental History! One Unit (#37) is 1600SF, 4BR/2BA, located on the right side and can be "Owner Occupied" while you collect rent ($7,225/month) next door at #39 w/Lease thru 8/31/27. That Penthouse Duplex is Spacious & Renovated with 5 Bedrooms/3 Bathrooms. The Living/Dining showcase a Wall of Windows, overlooking a Tree-lined Beaconsfield Road. Each room is Bright & Sundrenched across 3000 Square Feet. The finishes throughout are Condo-Quality! Beautiful Hardwood Floors, Central A/C, In-Unit Washer/Dryer. Entering the Kitchen, The Delighted Chef in YOU feels at home with a Gas Cooking & High-End Appliances like VIKING + SUB-ZERO. On the left side, #39 has generously-sized Bedrooms with a WOW Primary Suite --Walk in Closet--Primary Bathroom. Cherry Wood Cabinets surround a Double Vanity. The Cherry on Top? The Vanity has Custom Storage on ALL sides...Left | Right | Center...PRIME LOCATION with Access to Washington Square's Restaurants, Botique Shops and Star Market. Just minutes to the Beaconsfield Green Line (T) station, D Line + C Line. Only 10 min walk to Brookline High School or The Brookline Reservoir. Beaconsfield is a side street, making this an exceptional Investment Opportunity.

37-39 Beaconsfield Road, Brookline

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

$2,100,000

4 Beds ⋅ 5 Baths ⋅ 73560438 MLS

TWO CAR GARAGE: 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

5 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.

$2,399,000

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.

45 Bartlett Crescent Unit 202, Brookline

$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.

$2,799,000

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..

$2,299,000

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.

$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.

$2,349,000

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.

$2,950,000

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.

$2,699,999

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.

$2,449,999

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.

$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.

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