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$9,500
3 Beds ⋅ 3 Baths ⋅ 73483955 MLS
Short term furnished summer rental on Historic Pill Hill in Brookline. One of a kind, art filled contemporary home is an oasis of calm near the bustling city. Soaring ceilings & incredible natural light define the main living area including large living room w fireplace & piano, and a dining room that is open to chef’s kitchen. The back of the living room is a wall of glass w doors that open to an expansive deck overlooking an amazing & very private backyard w spectacular landscaping and its own Japanese tea garden. Main level also has a bedroom wing w primary suite, two additional offices or guest spaces, and another full bath. Lower level has a media room, guest suite, home office w more amazing views of the yard, third full bath, home sauna, and access to two car garage. Convenient to everything: Minutes to Brookline Village, Longwood medical area, Coolidge Corner, Route 9 and D & E subway lines into Boston. Minutes to the Emerald Necklace walking & bike paths as well.

38 Cumberland Avenue, Brookline

Listing courtesy of Listing Agent: Michelle Quinn from Listing Office: Insight Realty Group, Inc..
$7,500
6 Beds ⋅ 3 Baths ⋅ 73483080 MLS
Updated Town House available for September 1st in Brookline! Easy and Quick Access to BU and Northeastern. 6 Large Bedrooms, 3 Full Bathrooms, Laundry in Unit, Off Street Parking, Renovated Appliances. Great Spot for Students or Working Professionals looking for a Balance of Space, Quality and Proximity!

22 Winslow Road, Brookline

Listing courtesy of Listing Agent: Garrett Campion from Listing Office: Concept Properties.
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 73482825 MLS
Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.
$2,249,000
4 Beds ⋅ 5 Baths ⋅ 73482612 MLS
New construction townhouse-style condo with three levels & over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen & all bathrooms. Third floor includes dedicated laundry room with washer and dryer installed, plus bonus room ideal for home office, gym, or playroom. Open-concept main level with kitchen, living area, and half bath. Living room walks out to private deck and fenced garden perfect for upcoming spring & summer months. Common garage with automotive turntable and two assigned parking spots. Tiled mudroom entry with additional storage room. Steps from Chestnut Hill Square, The Street, and Chestnut Hill Mall.  HOA covers snow removal, water, sewer, and master insurance. CO in hand, nothing left to do but move in.

811 Heath Street, Brookline

Listing courtesy of Listing Agent: Yasmeen Moukaddem from Listing Office: McCorry Real Estate, LLC.
$2,249,000
4 Beds ⋅ 5 Baths ⋅ 73482609 MLS
Brand new construction, townhouse-style condo with over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen and all bathrooms. Third floor includes dedicated laundry room with washer and dryer installed, plus bonus room ideal for home office, gym, or playroom. Open-concept main level with kitchen, living area, and half bath. Living room walks out to private deck and fenced garden perfect for upcoming spring & summer months. Common garage with automotive turntable and two assigned parking spots. Tiled mudroom entry with additional storage room. Steps from Chestnut Hill Square, The Street, and Chestnut Hill Mall.  HOA covers snow removal, water, sewer, and master insurance. CO in hand, nothing left to do but move in.

809-811 Heath St Unit 811, Brookline

Listing courtesy of Listing Agent: Yasmeen Moukaddem from Listing Office: McCorry Real Estate, LLC.
$3,750,000
3 Beds ⋅ 4 Baths ⋅ 73481377 MLS
Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage.

331 Heath Street, Brookline

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.
$16,000,000
6 Beds ⋅ 8 Baths ⋅ 73480812 MLS
This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

63 Goddard Avenue, Brookline

Listing courtesy of Listing Agent: Debby Belt from Listing Office: Hammond Residential Real Estate.
$9,000
4 Beds ⋅ 4 Baths ⋅ 73479706 MLS
This exquisitely designed townhouse, by architect, Henry Bobek, and built by Pat Corrigan while keeping the charm and appeal of the surrounding neighborhood. As you step into the residence, you are welcomed by a stunning foyer characterized by red oak flooring and crown moldings throughout. To the left of the foyer, an open-concept space unfolds, combining the kitchen and dining area. Oversized windows grace this space, allowing an abundance of natural light to saturate the surroundings. The kitchen, a haven for culinary enthusiasts, showcases custom-crafted cabinetry that seamlessly marries functionality and style. The aesthetic is completed with luminous white quartz countertops, which complement the top-of-the-line Bertazzoni stainless steel appliances adorning the space. Adjacent to the kitchen and dining space, the living room beckons with its allure.

101 Sumner Road Unit 2, Brookline

Listing courtesy of Listing Agent: Aaron Adler from Listing Office: Appraisals Unlimited, Inc.
$2,850
2 Beds ⋅ 1 Baths ⋅ 73479671 MLS
Nice garden level two bedroom unit offered furnished in a Grand Victorian Building with a private entrance. Rent includes heating, hot-water, electric, air conditioning and new washer/dryer! Large open living area with breakfast bar, recessed lighting, built-in entertainment center and double vanity bathroom. One larger bedroom and one smaller. Close proximity to the MBTA trains and shopping, restaurants and bars in the Coolidge Corner neighborhood.

18 Atherton Road Unit G, Brookline

Listing courtesy of Listing Agent: Anthony Stanton from Listing Office: Boston Realty Company.
$9,985,000
5 Beds ⋅ 8 Baths ⋅ 73478330 MLS
Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom cabinetry, and a large island opening to sun-filled living and dining areas. A seamless indoor-outdoor flow connects to the private, flat tree-lined lot—perfect for entertaining or relaxation. Highlights include a luxurious primary suite with spa bath, generous secondary bedrooms, family room and a versatile finished lower level, attached 3-car garage with heated driveway, permitting for a pool. Built by a renowned local builder, this move-in-ready residence offers unmatched style, craftsmanship, and comfort in one of Brookline’s most desirable settings. Just bring your toothbrush!

68 Clyde Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
$1,850,000
5 Beds ⋅ 4 Baths ⋅ 73477599 MLS
Condo Alternative! No HOA fees.Unique corner townhouse-single family, offering four bedrooms across four sun-filled levels and a Private Patio. Wall-to-wall sliders open to composite decks, filling the home with natural light and showcasing panoramic treetop and sky views. Behind its classic brick exterior, discover a spacious interior with a true wow factor. The kitchen features stainless steel appliances, an induction range, French door refrigerator, and granite countertops. Custom built-ins and generous closets provide huge amount of storage, while Mitsubishi mini-split heat pumps in every room ensure year-round comfort. Lower-level bedrooms offer private walk-out access—ideal for guests or flexible living. Nestled on a picturesque, tree-lined street that blends historic charm with modern design, this home is steps away from the C & D Lines T, grocery stores and restaurants. Enjoy tranquility, style, and urban convenience in one of the area’s most sought-after neighborhood!

184 Rawson Rd, Brookline

Listing courtesy of Listing Agent: Azeddine Fadli from Listing Office: Property Navigator.
$2,795
1 Beds ⋅ 1 Baths ⋅ 73476363 MLS
One bedroom apartment on Beacon st in Coolidge Corner. Heat and Hot Water included. Common laundry in building. Convenient location to Trader Joe's & other Coolidge corner shops, C line trains, and #66 bus. No pets, no smoking and undergraduates. First month to move in. Unit under renovation.

1378 Beacon Unit 10, Brookline

Listing courtesy of Listing Agent: Jason Gell from Listing Office: RE/MAX On the Charles.
$5,990,000
3 Beds ⋅ 5 Baths ⋅ 73475133 MLS
Location, Location, Location! Exceptional two-unit mixed-use building in the heart of Brookline, featuring a NNN-leased commercial space occupied by a premier national restaurant operator with a recent $2M+ buildout. The property includes a rare Brookline 1:00 AM full liquor license, elevator access for commercial deliveries, and expansive outdoor patio seating. The second floor offers a refined 3-bedroom, 1.5-bath residence with open living, dining area, in-unit laundry, and an extraordinary private roof terrace exceeding 1,000 SF. Unmatched setting just steps to the Green Line, Coolidge Corner, BU, Longwood Medical, H-Mart next door, and Boston’s most vibrant destinations.

1002 Beacon St, Brookline

Listing courtesy of Listing Agent: Michelle Chen from Listing Office: Coldwell Banker Realty - Cambridge.
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 73472739 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 24-unit elevator building, each home includes one garage parking space and in-unit laundry for ultimate convenience.The chef’s kitchen impresses with high-end appliances, sleek cabinetry, and a spacious center island, perfect for cooking and entertaining. The sun-filled living room offers a cozy fireplace and opens to a private balcony, ideal for outdoor relaxation and summer gatherings.Additional highlights include elevator access from the garage to all levels, and a prime location close to shopping, public transportation, and major highways. Ready for summer occupancy—don’t miss this exceptional opportunity!

45 Bartlett Crescent Unit 203, Brookline

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.
$1,099,000
2 Beds ⋅ 2 Baths ⋅ 73472181 MLS ⋅ ['The Bartlett'] BLDG.
Exceptional New Construction in the Heart of Washington Square. Experience sophisticated urban living in this stunning, newly constructed elevator building, complete with garage parking and premium finishes throughout. Step into a bright, open-concept floor plan featuring 9-foot ceilings, expansive floor-to-ceiling windows, and a seamless flow between the living, dining, and kitchen areas — perfect for both relaxing and entertaining. The gourmet kitchen boasts high-end appliances, modern cabinetry, and elegant finishes that elevate every detail.Enjoy the convenience of in-unit laundry, a large private patio extending from the living room, and two spacious bedrooms with two luxurious baths designed for ultimate comfort. This pet-friendly residence offers everything a modern city dweller could desire, combining comfort, style, and functionality. A commuter’s dream, the home is ideally located just moments from two “T” lines, offering easy access to downtown and beyond.

45 Bartlett Crescent Unit 105, Brookline

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 73471910 MLS ⋅ ['The Brook House'] BLDG.
Be sure to tour this spacious corner 3 bedroom (or 2 bed with den/office ) overlooking Leverett Pond and Olmsted Park! This home offers a very desirable floor plan with great views from every window, wood flooring throughout, wonderful private deck and 1 deeded garage space.The huge master suite has ensuite bath, enormous closets and an alcove for an office. The Brook House offers endless amenities- an impressive fitness center, Olympic style heated outdoor pool, 3 brand new tennis courts, pickleball court, club room with catering kitchen, outdoor patio for BBQ, onsite management and 24 hour security. The location cannot be beat -minutes to MBTA and buses, D&E train lines, across the street from parks and ponds, nearby shopping, restaurants, close to Longwood Medical Area, universities & hospitals. If you are looking for a special home with a great lifestyle, this is it! Easy to show

77 Pond Avenue Unit 401, Brookline

Listing courtesy of Listing Agent: Susan Salter from Listing Office: Coldwell Banker Realty - Brookline.
$3,400,000
73471109 MLS
Dream Development Opportunity - APPROVALS in place! - to Create 6 Luxury Condos in AAA Brookline location Attention Developers! Rarely available prime development opportunity in the absolute heart of Brookline Village, near the MBTA Green Line, and Brookline's best schools, shops, and restaurants, plus the Longwood Medical Area. Approvals in hand to create six luxury condos with an elevator, covered parking, and ideal sizes and layouts. A dream opportunity to create luxury condos in one of the strongest condo markets in the country with numbers that work. Marketing package including approved plans available for buyer review. No representations made, buyer to do due diligence.

370 Washington St, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.
$10,985,000
5 Beds ⋅ 8 Baths ⋅ 73466750 MLS
Elegant living meets modern style in this stunning light-filled 5+ bedroom Chestnut Hill residence. This property is in a class of its own, with graciously proportioned rooms, open layout and luxurious fixtures/finishes. Minutes to all Boston and Brookline offer, this entire property has been built to the highest standards by an esteemed local builder. The 1st floor features a gracious living/dining room, chef's kitchen with double island, family room, breakfast room, office, mudroom and 2 powder rooms. The 2nd floor has a spectacular primary suite (with spa-like bath and custom dressing room) and 4 additional ensuite bedrooms. The lower level has a recreation room and opportunity for a golf simulator/flex room, gym and wine room. There is a 3-car attached heated garage, full landscape/garden design, permit for a pool and ability to build a pool house/ADU, if desired. State-of-the-art systems like Lutron lighting and Sonos sound complete this masterpiece. Not to be missed!

222 Warren Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
$5,850,000
6 Beds ⋅ 7 Baths ⋅ 73466199 MLS
An elegant estate offering an opportunity to restore, renovate and reimagine a classic residence in a premier location. Introducing The Loring-Atherton House, an estate showcasing iconic Georgian Revival architecture located in the heart of Brookline’s Cottage Farm Historic District, a neighborhood celebrated for its architectural beauty, timeless character, and historical significance. Held by the same family for over half a century, this residence presents a once-in-a-generation opportunity to make this your perfect home and to become the next proud owner of one of Brookline’s most cherished addresses. This home currently features 6 beds & 6.5 baths across approx. 8326sf of finished living space sitting on a corner lot. Surrounded by elegant homes, tree-lined streets, across Mason Square Park and moments from the Longwood Medical Area, Fenway, Boston University, and some of the finest schools and green spaces in the region, the location is simply unmatched.

180 Ivy St, Brookline

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.
$689,000
1 Beds ⋅ 1 Baths ⋅ 73463836 MLS ⋅ ['Longwood Towers'] BLDG.
GREAT INVESTMENT opportunity,Located at 20 Chapel Street Unit A 303 in the vibrant town of Brookline,. The condominium features one bedroom and one full bathroom across a well-distributed living area of 795 square feet.,plus in unit washer & dryer The layout provides a functional space for relaxation and everyday living, Positioned on the third floor of a ten-story structure, the property provides a gym, laundry,social meeting room, 24 hour Concierge, across street from GREEN LINE MBTA. . Green Neckless Park access to Bostons nature trails. Dogs allowed under 40 lbs. PARKING AVAILABLE FOR RENT $200.00 per month

20 Chapel Street Unit A 303, Brookline

Listing courtesy of Listing Agent: Henry Carpenito from Listing Office: Flagship Commercial Real Estate, Inc..
$4,499,000
7 Beds ⋅ 6 Baths ⋅ 73460626 MLS
Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with quartz countertops & massive 10 foot center island. Wolf/Subzero/Thermador appliances, 2 dishwashers, 2 sinks, professional hood, micro lift, dual wine fridge & breakfast sitting area. Dramatic primary bedroom suite with marble fireplace, walk-in closet, balcony & spa-like bath with glass enclosed shower & soaking tub. Top floor offers yoga/studio/office. Sprawling roof deck with breathtaking views of downtown Boston & Prudential. Exterior bluestone patio, gas fireplace perfect for entertaining. 6 parking (2 garage), smart home technology & surround sound complete this exceptional residence!

89 University Road, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.
$4,475,000
3 Beds ⋅ 5 Baths ⋅ 73459972 MLS
Now available for sale is a six-unit mixed-use property in the heart of Brookline, MA. This free-standing building includes four street-level retail spaces and two apartments above, offering a solid mix of income. Located directly across from the Green Line, the property benefits from great visibility, steady foot traffic, and easy access to public transportation. With strong surrounding residential density and an active commercial area, this property continues to see consistent demand from both retail tenants and residents.

1620 Beacon Street, Brookline

Listing courtesy of Listing Agent: Tayler Barbella from Listing Office: Boston Realty Advisors.
$38,000
13 Beds ⋅ 11 Baths ⋅ 73456382 MLS
Welcome to the Winslow House in Brookline. A grand co-living space offering 13 bedrooms, 11 bathrooms in total, comprising 9 luxurious suites with private bathrooms and 4 bedrooms sharing 2 common bathrooms. The main level boasts a spacious furnished living room seamlessly connected to a beautifully crafted kitchen and dining area. Featuring custom cabinetry, sleek quartz countertops, stainless steel appliances, dual refrigerators, two stoves, and ample dining space with a breakfast bar and banquet area. Convenient kitchenettes on each floor. Bedrooms are fully furnished with beds, dressers, desks, seating, and TVs. Enjoy the expansive wrap-around porch for alfresco dining and unwinding. Admire the grand staircase adorned with banquet seating. Laundry facilities in the basement. Off-street parking. All utilities and internet included. Property is fully furnished. Situated near Coolidge Corner Brookline, BU and Green Line (B) (C). Whole property leased or individual suites $1,950-2,800

44 Winslow Rd., Brookline

Listing courtesy of Listing Agent: Brandon Muroff from Listing Office: Brandon Muroff.
$16,980,000
7 Beds ⋅ 11 Baths ⋅ 73445544 MLS
Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!

1014 Boylston Street, Brookline

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.
$5,485,000
4 Beds ⋅ 5 Baths ⋅ 73373524 MLS
Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan complete with large living and dining rooms, chef’s kitchen, breakfast room and oversized deck - for seamless indoor/outdoor entertaining. The upper level features a tranquil primary suite with 2 dressing rooms and a spa-like bath, an additional bedroom suite and laundry room. The lower level includes 2 bedroom suites (or office, gym), one of which has a private entry. Set on 0.44 acres of exquisitely landscaped grounds with direct access to Amory Park, this home offers a rare combination of luxury, privacy, and convenience—just minutes to Boston, Cambridge, shops, dining and public transit.

178 Ivy Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

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