Brookline, MA Homes for Sale with Pool

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  $200,000

  • Land
  • 0.00 Acre

  77 Pond Ave Spot 478, Brookline, MA 02445

  1 Tandem Parking Spot Underground Garage # 478 fits 2 cars at the Brook House - Brookline Village Inside the Big Garage Central Garage Indoor Air Conditioner in the Summer and Heated in the Winter

  Renee Bennet Legacy Realty Advisors LLC

  77 Pond Ave Spot 478, Brookline, MA 02445
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  $599,000

  • 1 Bed
  • 1 Bath
  • 613 Sq Ft

  19 Winchester St Unit 102, Brookline, MA 02446

  Welcome to 19 Winchester Street, Unit 102. This 1 bedroom home in the heart of Coolidge Corner features a coveted assigned / deeded garage parking space, an expansive private patio spanning over 400 square feet, new air conditioning units, refinished parquet wood floors, and updated lighting. It also includes a new electric range, updated bathroom, king-sized bedroom, and upgraded closeting

  Andrew Veneziano RE/MAX Andrew Realty Services

  19 Winchester St Unit 102, Brookline, MA 02446
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  $399,999 Open Sat 11AM - 12PM

  • 1 Bath
  • 500 Sq Ft

  44 Washington St Unit 1208, Brookline, MA 02445

  SUPER SUNNY PENTHOUSE STUDIO AVAILABLE FOR PURCHASE. The studio features hardwood floors, walk in closet, gas cooking, dishwasher, & central AC. The Brook House is a full service building has 24 hour security/ concierge, extensive gym, pool, community room, tennis courts and basketball courts. Unit is currently rented tenant at will at $2200. The building is across the street from the MBTA

  Sheryl Lezberg Captivating Realty

  44 Washington St Unit 1208, Brookline, MA 02445
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  $2,750,000

  • 4 Beds
  • 4 Baths
  • 2,463 Sq Ft

  20 Chapel St Unit B811, Brookline, MA 02446

  Rare offering! This first of its kind, corner unit home with 4 bedrooms and 4 bathrooms is just shy of 2,500 sq ft of living on one level. Conveniently located at desirable Longwood Towers, a full service building with 24 hour concierge, near public transportation, Longwood Medical Area, universities, restaurants and shops. This expansive & beautifully appointed home is truly a masterpiece. See

  Diana Kuang eXp Realty

  20 Chapel St Unit B811, Brookline, MA 02446
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  $839,000

  • 2 Beds
  • 1 Bath
  • 895 Sq Ft

  1874 Beacon St Unit 3, Brookline, MA 02445

  Stunningly refinished Brookline second-floor 2-bedroom (or 3-bed split) right on the C-line and minutes to the B and D line. New heating system (2024), all new windows (2022) Gorgeous views and steps to restaurants, groceries. Rooms are HUGE with high ceilings and plenty of large windows that fill the space with plenty of natural light. Renovated bathroom with in-unit washer and dryer. NO need

  Angela Guo Red Tree Real Estate

  1874 Beacon St Unit 3, Brookline, MA 02445
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  /22

  $690,000

  • 1 Bed
  • 1.5 Baths
  • 939 Sq Ft

  50 Longwood Ave Unit 212, Brookline, MA 02446

  Welcome home to the BEST one bedroom in the building! This unit was gut renovated in 2012 which included a new kitchen, renovated bathrooms, floors, ceilings and a lovely custom wall cabinet. ASK AGENT ABOUT BUYER INCENTIVES!! One of the few high end buildings in Brookline with 24/7 concierge and security, includes a fitness room, outdoor pool, private storage, common outside deck and private

  Cheryl Cotney Compass

  50 Longwood Ave Unit 212, Brookline, MA 02446
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  $5,149,000 Open Sat 11:30AM - 12:30PM

  • 9 Beds
  • 9 Baths
  • 5,980 Sq Ft

  140 Columbia St, Brookline, MA 02446

  Exceptional two-family investment opportunity in Brookline! This spacious 5,980 sq. ft. home offers 16 bedrooms, 7 full baths, and 2 half baths across two sun-drenched units, each with an open-concept layout, chef’s kitchen, spacious living/dining areas, and modern finishes throughout. The primary suites offer spa-like baths, while loft spaces are ideal for home offices. Additional features

  John Saleh Centre Realty Group

  140 Columbia St, Brookline, MA 02446
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  $2,495,000 Open Sat 11:30AM - 12:30PM

  • 4 Beds
  • 3.5 Baths
  • 2,690 Sq Ft

  140 Columbia St Unit 2, Brookline, MA 02446

  Step into refined living at 140 Columbia Street, where modern luxury meets timeless elegance. This stunning 4-bed, 3.5-bath home spans 2,690 sq. ft. with an airy, open-concept layout bathed in natural light. The chef’s kitchen features sleek cabinetry, top-tier appliances, and a large island—perfect for casual dining and entertaining. Living and dining areas flow seamlessly for comfort and

  John Saleh Centre Realty Group

  140 Columbia St Unit 2, Brookline, MA 02446
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  $4,350,000

  • 5 Beds
  • 4.5 Baths
  • 5,122 Sq Ft

  36 Allerton St, Brookline, MA 02445

  Elegant 2005 home in historic Pill Hill. Open floorplan, 9+ft ceilings, spacious throughout with oversized windows and garden views. Spectacular kitchen with marble island & eat-in nook surrounded by windows and open to a sunny family room. Glass doors to private patio-garden with intricate plantings and heated lap pool enclosed by architecturally patterned brick walls, detailed with gas lamps

  Chris Wilmott High Street Hill Realty

  36 Allerton St, Brookline, MA 02445
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  /10

  $695,000

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft

  99 Pond Ave Unit 706, Brookline, MA 02445

  Investor opportunity! Occupied 2BR/2BA at the desirable Brook House in Brookline Village. This sunny unit offers an open living/dining layout with large windows, an updated kitchen, and two baths. Enjoy parquet floors, ample closet space, and treetop views. Condo amenities include an outdoor pool, fitness center, tennis courts, and 24-hour security. Just minutes to the T and Longwood Medical

  Yukiko Oyama Oyama Investments, Ltd.

  99 Pond Ave Unit 706, Brookline, MA 02445
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  /28

  $825,000

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  33 Pond Ave Unit 419, Brookline, MA 02445

  This spacious and open two bed, two bath condo is situated in vibrant Brookline Village, nestled next to Boston's "Emerald Necklace," which offers plenty of green space and walking/bike paths to enjoy. Upon entering the home, there is a large living/dining area separating the two bedrooms, which leads out onto a private balcony. The primary features and ensuite and another full bath is

  Matthew Magrath Coldwell Banker Realty - Boston

  33 Pond Ave Unit 419, Brookline, MA 02445
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  $3,275,000 Open Sun 2PM - 3:30PM

  • 5 Beds
  • 4.5 Baths
  • 3,838 Sq Ft

  757 Washington St Unit 2, Brookline, MA 02446

  Exceptional. Refined. Yours. This luxury 5 bed, 4.5 bath tri-level residence with nearly 4,000sf, private outdoor space and 3-car parking (EV) offers the feel of a SF home - right in the heart of Washington Square. More than a renovation, a complete reimagining of a Brookline classic blending Victorian era detail with high-end construction & luxury finishes. Soaring 9-10' ceilings, a wide-open

  The Gillach Group William Raveis R. E. & Home Services

  757 Washington St Unit 2, Brookline, MA 02446
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  $2,875,000 Open Sun 2PM - 3:30PM

  • 5 Beds
  • 4.5 Baths
  • 3,259 Sq Ft

  757 Washington St Unit 1, Brookline, MA 02446

  Exceptional. Refined. Yours. Beautifully gut-renovated 5 bed, 4.5 bath residence with nearly 3,000sf, EV-ready parking and expansive outdoor space rivals the feel of a SF home. Rincon Dev’p artfully blended original architectural splendor with today's finest luxury finishes and construction standards. Soaring 9-10' ceilings, expansive open floor plan and magnificent chef’s kitchen set the stage

  The Gillach Group William Raveis R. E. & Home Services

  757 Washington St Unit 1, Brookline, MA 02446
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  $5,450,000

  • 3 Beds
  • 3.5 Baths
  • 4,960 Sq Ft

  120 Seaver St Unit A103, Brookline, MA 02445

  An incredible opportunity to own an end-unit townhouse in Longyear at Fisher Hill, Brookline's most coveted gated community set on 8 acres of beautiful landscaped grounds. The private residence offers elegant living space across three levels, complete with a private elevator and a 2 car garage. The main floor features vaulted ceilings, oversized windows, a bright sunroom, and a large deck. The

  Maggie Gold Seelig MGS Group Real Estate LTD

  120 Seaver St Unit A103, Brookline, MA 02445
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  $1,339,999

  • 2 Beds
  • 2 Baths
  • 983 Sq Ft

  69 Walnut St Unit 6, Brookline, MA 02445

  Escape to quiet luxury in this corner residence at Walnut Crossing, Brookline's premier new elevator building. Facing tree-lined Walnut Street with southwest exposure, this 2-bed, 2-bath unit glows with natural light through expansive Italian windows, showcasing an open-concept living space. Savor modern finishes, custom cabinetry, and top-tier appliances. Rare in Brookline, enjoy two

  Wenjun Cao Engel & Volkers Boston

  69 Walnut St Unit 6, Brookline, MA 02445
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  $2,999,999

  • 3 Beds
  • 3.5 Baths
  • 2,552 Sq Ft

  71 Greenough St Unit 1, Brookline, MA 02445

  This stunning new construction condo has it all - 3 beds, 3.5 baths, elevator, 2-car garage, private fenced yard w/deck and patio! Inspired design and exceptional attention to detail combine to create a sophisticated, comfortable and versatile living environment. Elegant living room features gas fireplace, built-ins, and French doors that open to deck/yard, allowing for easy indoor-outdoor

  Kathy Halley Hammond Residential Real Estate

  71 Greenough St Unit 1, Brookline, MA 02445
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  $2,770,000

  • 3 Beds
  • 3.5 Baths
  • 3,209 Sq Ft

  291 Goddard Ave, Brookline, MA 02445

  Beautifully renovated 3BD plus office, 3.5BA townhouse offers over 3,600 sqft of thoughtfully designed space. Expansive windows on 3 sides fill the home with natural light, enhancing its soaring ceilings, bespoke cabinetry, and elegant finishes. Bright entry leads to a spacious LR with 9.5-ft ceilings and sliding doors to deck and garden. Elegant DR features custom built-ins and sliding doors.

  Hilary Maddox Team Compass

  291 Goddard Ave, Brookline, MA 02445
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  $3,700,000

  • 3 Beds
  • 3.5 Baths
  • 3,396 Sq Ft

  120 Seaver St Unit C-102, Brookline, MA 02445

  Spectacular 3,396 square foot residence at Longyear at Fisher Hill, a beautifully landscaped 8-acre estate designed by Frederick Law Olmsted. Beautifully customized three bedroom, three and one-half bathroom home designed by noted architect Doreve Nicholaeff. Offers seldom seen blend of modern elegance and luxury living. Open, airy, light-filled floor plan with 10-foot ceilings ideal for casual

  Ezra Stillman Hammond Residential Real Estate

  120 Seaver St Unit C-102, Brookline, MA 02445
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  $650,000

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft

  60 Longwood Ave Unit 301, Brookline, MA 02446

  Highly desirable one bedroom condo in prime Coolidge Corner location. Open floor plan with spacious rooms offering versatility, lots of closets throughout, and crown molding. Sunny living room with sliders to an expansive balcony. Perfect for enjoying dining or relaxing outside! The kitchen is equpped with a breakfast bar, granite countertops and stainless steel appliances. The generously

  Janice Boornazian Coldwell Banker Realty - Brookline

  60 Longwood Ave Unit 301, Brookline, MA 02446
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  $24,500,000

  • 11 Beds
  • 11 Baths
  • 20,074 Sq Ft

  333 Lee St, Brookline, MA 02445

  This stately Georgian Revival residence, designed by the esteemed American architect and artist William Truman Aldrich, presents a once-in-a-lifetime opportunity to own one of the most prestigious and treasured estates in all of greater Boston. 333 Lee Street is perfectly situated on three acres of meticulously landscaped grounds. The interior boasts eleven bedrooms, eleven bathrooms, and ten

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  333 Lee St, Brookline, MA 02445
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  $9,995,000

  • 7 Beds
  • 10 Baths
  • 7,240 Sq Ft

  80 Dudley St, Brookline, MA 02445

  Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces

  Maggie Gold Seelig MGS Group Real Estate LTD

  80 Dudley St, Brookline, MA 02445
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  /5

  $2,950,000

  • Land
  • 0.26 Acre
  • $11,346,154 per Acre

  9 Willard Rd, Brookline, MA 02445

  Unique opportunity! Bring your builder and create your dream home in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco

  Celine Sellam Coldwell Banker Realty - Brookline

  9 Willard Rd, Brookline, MA 02445
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  $7,500,000

  • 6 Beds
  • 8 Baths
  • 4,472 Sq Ft

  14 Green St Unit The PH, Brookline, MA 02446

  "THE PENTHOUSE" Once in a Lifetime New Construction opportunity in ultra-desirable Coolidge Corner. Rare combination opportunity of PHA & PHB. Bring your own Designer and customize this home to your wildest imagination. Direct Elevator Access. 4472 SF Duplex, 6 Bedrooms, 6 Full Bathrooms & 2 Half Baths. 4 Garage parking spaces & 7 outdoor terraces. The ENTIRE Private Roof Deck! 1200+ SF of

  Collin Bray Century 21 Cityside

  14 Green St Unit The PH, Brookline, MA 02446
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  $5,950,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,825 Sq Ft

  9 Willard Rd, Brookline, MA 02445

  Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining.

  Celine Sellam Coldwell Banker Realty - Brookline

  9 Willard Rd, Brookline, MA 02445
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  $2,850,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,689 Sq Ft

  99 Florence St Unit 405A, Chestnut Hill, MA 02467

  Life at the top! This spectacular, rarely available penthouse at “The Farm” in Chestnut Hill is the epitome of luxury & easy living. Graced with soaring ceilings, stunning skylights, and direct elevator access to a private foyer, this exquisite property offers 2,689 sq ft of glorious, light-filled living space on one level with multiple private terraces, garage parking for two vehicles, and views

  Elisabeth Preis Compass

  99 Florence St Unit 405A, Chestnut Hill, MA 02467
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  $2,250,000

  • 3 Beds
  • 3 Baths
  • 3,622 Sq Ft

  206 Allandale Rd Unit 3C, Chestnut Hill, MA 02467

  Set amidst 43 acres of pristine woodlands, Allandale is an elite gated enclave offering an exceptional blend of privacy, sophistication, and maintenance-free living. This 3 bed 3 bath penthouse boasts over 3,600 square feet of impeccably designed interiors. A gracious entryway sets the tone for the refined ambiance that unfolds within. The expansive living room, bathed in natural light, opens to

  Kathryn Tarlin Berkshire Hathaway HomeServices Commonwealth Real Estate

  206 Allandale Rd Unit 3C, Chestnut Hill, MA 02467
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  $925,000

  • 4 Beds
  • 3 Baths
  • 2,623 Sq Ft

  241 Perkins St Unit D405, Jamaica Plain, MA 02130

  Tremendous opportunity! Needs updating- priced to sell. One of the largest units, 2623 sf spread on the 3rd and 4th floors, each with private entrance/access to the elevator, connected by an interior staircase. Sun-splashed, flexible floor plan, dramatic walls of windows, French doors, lovely flow, flex. floor plan. Offers 4-5 beds, 3 full baths, expansive LR, DR, large bedrms & huge closets.

  Aby Zemack Zemack Real Estate

  241 Perkins St Unit D405, Jamaica Plain, MA 02130
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  $329,000

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  111 Perkins St Unit 108, Jamaica Plain, MA 02130

  NEW TO MARKET!!! Beautiful 10th floor one bedroom with great views and private balcony. Freshly painted. Plenty of closet space. Jamaicaway Tower and Townhouses is a full-service building in the heart of Jamaica Plain on the Emerald Necklace and Jamaica Pond. A carefree lifestyle with professional doormen, on-site management and maintenance and great recreational facilities including a heated

  Nick Bakis Nick Bakis

  111 Perkins St Unit 108, Jamaica Plain, MA 02130
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  $799,000

  • 2 Beds
  • 2.5 Baths
  • 1,839 Sq Ft

  241 Perkins St Unit J602, Jamaica Plain, MA 02130

  Cabot Estates Condo with Stunning Pond Views | 1839 SF | 2 Beds | 2.5 Baths | Two-Level | Private GarageElegant condo in prestigious Cabot Estates, a gated 23-acre enclave on the Boston-Brookline line. This two-level residence offers a sleek kitchen and an open concept living/dining area with expansive windows and a private patio overlooking Jamaica Pond. The upper-level family room can serve as

  Michal Zeitouni William Raveis R.E. & Home Services

  241 Perkins St Unit J602, Jamaica Plain, MA 02130
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  $579,000

  • 1 Bed
  • 1 Bath
  • 1,021 Sq Ft

  2 Hammond Pond Pkwy Unit 203, Chestnut Hill, MA 02467

  Spacious One Bedroom Condo with 2-Bedroom Potential in Chestnut Hill! Welcome to this move-in-ready 1-bedroom, 1-bathroom condo, offering 1,021 sq. ft. of open-concept living in a professionally managed building. With the potential to be easily converted into a 2-bedroom unit, this home is perfect for buyers looking for flexibility and long-term value! Spacious and airy layout. Granite

  Michal Zeitouni William Raveis R.E. & Home Services

  2 Hammond Pond Pkwy Unit 203, Chestnut Hill, MA 02467
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  $1,375,000

  • 3 Beds
  • 2.5 Baths
  • 3,017 Sq Ft

  241 Perkins St Unit C402, Jamaica Plain, MA 02130

  Nestled within prestigious Cabot Estate, this stunning contemporary penthouse offers a resort-like lifestyle in the heart of Boston. Gated community sprawled over 23 acres of manicured grounds, featuring pool, gym, tennis courts, and trails. Prime location accessible to Longwood Medical Area, Museum of Fine Arts, Downtown, Arboretum, Whole Foods, and top-rated restaurants. Exquisite corner unit

  Ruth Lerner Compass

  241 Perkins St Unit C402, Jamaica Plain, MA 02130

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