Homes with Pools for Sale in Brookline, MA

113 homes

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3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Brookline, MA:
Gorgeous corner townhouse offers abundant natural light, privacy, and gracious living with a stunning architecturally significant curved glass wall and tremendous high ceilings. Floor-to-ceiling builtins and recessed lighting lend sophistication and charm. The bespoke kitchen with beautiful glass-front cabinetry, porcelain white farmer's sink, induction stove, and glass tile backsplash is complemented by stunning crystal blue quartzite counters. Dine al fresco outside the kitchen on the private deck with . The second floor features a skylit staircase, spacious master bedroom with custom en suite bath, two additional bedrooms and a family bath. Extra exclusive storage, in-unit laundry, and 2

$999,000

3 beds2 baths1,340 sq ft

81 Glen Rd Unit S2, Brookline, MA 02445

Curved glass wall • Corner townhouse • High ceilings

ABOUT THIS HOME
Home with a Pool for sale in Brookline, MA:
This elegant 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, with rich woodworking & black walnut hardwood floors. The kitchen & dining area features oversized windows that flood the space with natural sunlight. The chefs kitchen boasts custom cabinetry, intentionally designed for functionality & style. Sparkling white marble countertops and top-of-the-line stainless steel appliances finish the space. Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace and mantle. Spanning 3 floors, 4 spacious bedro

$2,695,000

4 beds3.5 baths2,045 sq ft

324 Tappan #2, Brookline, MA 02445

Custom cabinetry • Gas fireplace • Gorgeous foyer

ABOUT THIS HOME
Home with a Pool for sale in Brookline, MA:
Welcome to a meticulously rebuilt modern gem in Brookline! Completely reimagined from the studs, this open-concept home features 4 bedrooms, 4 full baths, and a convenient first-floor powder room. The main level flows effortlessly, with a spacious family/living room, dining area, and a chef's kitchen equipped with Thermador appliances, sleek handle-less cabinetry, quartz countertops, and an entertainer’s island. Upstairs, a serene bedroom with an ensuite offers privacy and comfort. The lower level reveals a luxurious primary suite with a spa-like bath and walk-in closet, two additional bedrooms, and a family/playroom. Outside, you'll find a beautifully landscaped front yard and a pea

$2,349,000

4 beds4.5 baths2,715 sq ft

72 Wallis Rd, Chestnut Hill, MA 02467

Open-concept home • Quartz countertops • Thermador appliances

ABOUT THIS HOME
Home with a Pool for sale in Brookline, MA:
This striking modern brick home offers the perfect blend of space, light, and elegance. Spread across three levels, the home welcomes you with a dramatic atrium-style foyer. The open-concept living and family rooms flow beautifully for modern living and entertaining. The spacious layout includes 5+ bedrooms and 3 and half bathrooms, offering comfort and flexibility for family and guests. French doors throughout the main level lead to a private backyard oasis—featuring a sloped garden, tranquil waterfall, and a beautiful bluestone patio ideal for outdoor dining and relaxation. There is also a front facing 2nd level patio with western exposure. This home also includes a 2 car garage. Wi

$2,895,000

5 beds3.5 baths5,076 sq ft

34 Lagrange St, Chestnut Hill, MA 02467

Bluestone patio • Open concept living • Tranquil waterfall

ABOUT THIS HOME
Home with a Pool for sale in Brookline, MA:
Welcome to this delightful first-floor condominium located in the highly sought-after Winchester House Complex. Ideally positioned just off Beacon Street, this home offers unbeatable access to top universities, acclaimed restaurants, shopping, and public transportation via nearby T-stops. This cozy 1-bedroom unit features beautiful parquet flooring and a kitchen equipped with some stainless steel appliances. The spacious bedroom boasts brand-new carpeting, while the rest of the unit is ready for your personal touches. Step outside to your expansive private deck—an impressive 1,200 square feet—perfect for relaxing or entertaining guests in this spacious outdoor space. Additional

$499,900

1 bed1 bath612 sq ft

19 Winchester St #110, Brookline, MA 02446

Private deck • Covered parking • Association pool

Property at 14 Linden St #8, Brookline, MA 02445, 3 beds, 1 bath

$750,000

3 beds1 bath987 sq ft

14 Linden St #8, Brookline, MA 02445

Property at 116 Thorndike St #2, Brookline, MA 02446, 4 beds, 3.5 baths

$3,100,000

4 beds3.5 baths3,000 sq ft

116 Thorndike St #2, Brookline, MA 02446

Property at 116 Thorndike St, Brookline, MA 02446, 8 beds, 7 baths

$5,800,000

8 beds7 baths6,000 sq ft

116 Thorndike St, Brookline, MA 02446

Property at 382 Lee St, Brookline, MA 02445, 5 beds, 5.5 baths

$5,995,000

5 beds5.5 baths6,841 sq ft

382 Lee St, Brookline, MA 02445

Property at 321 Hammond Pond Pkwy #103, Chestnut Hill, MA 02467, 2 beds, 2 baths

$1,099,000

2 beds2 baths1,350 sq ft

321 Hammond Pond Pkwy #103, Chestnut Hill, MA 02467

Property at 216 Aspinwall Ave,, Brookline, MA 02446, 4 beds, 4.5 baths

$3,699,000

4 beds4.5 baths3,700 sq ft

216 Aspinwall Ave,, Brookline, MA 02446

Property at 321 Hammond Pond Pkwy Unit U301, Chestnut Hill, MA 02467, 2 beds, 2.5 baths

$1,225,000

2 beds2.5 baths1,527 sq ft

321 Hammond Pond Pkwy Unit U301, Chestnut Hill, MA 02467

Property at 21 Sargent Crossway, Brookline, MA 02445, 5 beds, 6.5 baths

$8,000,000

5 beds6.5 baths5,772 sq ft

21 Sargent Crossway, Brookline, MA 02445

Property at 178 Ivy St, Brookline, MA 02446, 4 beds, 4.5 baths

$5,985,000

4 beds4.5 baths3,560 sq ft

178 Ivy St, Brookline, MA 02446

Property at 4 Fairbanks #2, Brookline, MA 02446, 3 beds, 2 baths

$1,399,000

3 beds2 baths2,120 sq ft

4 Fairbanks #2, Brookline, MA 02446

Property at 120 Seaver St Unit A103, Brookline, MA 02445, 3 beds, 3.5 baths

$3,995,000

3 beds3.5 baths4,960 sq ft

120 Seaver St Unit A103, Brookline, MA 02445

Property at 180 Ivy St, Brookline, MA 02446, 6 beds, 6.5 baths

$5,850,000

6 beds6.5 baths8,326 sq ft

180 Ivy St, Brookline, MA 02446

Property at 58 Kent St #305, Brookline, MA 02445, 1 bed, 1 bath

$785,000

1 bed1 bath503 sq ft

58 Kent St #305, Brookline, MA 02445

Property at 130 Cabot St, Chestnut Hill, MA 02467, 6 beds, 8 baths

$6,995,000

6 beds8 baths9,755 sq ft

130 Cabot St, Chestnut Hill, MA 02467

Property at 646 Newton St #2, Chestnut Hill, MA 02467, 4 beds, 3.5 baths

$1,475,000

4 beds3.5 baths2,660 sq ft

646 Newton St #2, Chestnut Hill, MA 02467

Property at 120 Seaver St Unit C102, Brookline, MA 02445, 3 beds, 3.5 baths

$3,500,000

3 beds3.5 baths3,396 sq ft

120 Seaver St Unit C102, Brookline, MA 02445

Property at 809-811 Heath St #811, Chestnut Hill, MA 02467, 4 beds, 4.5 baths

$2,299,000

4 beds4.5 baths3,193 sq ft

809-811 Heath St #811, Chestnut Hill, MA 02467

Property at 100 Cottage St, Brookline, MA 02445, 6 beds, 7.5 baths

$6,995,000

6 beds7.5 baths9,380 sq ft

100 Cottage St, Brookline, MA 02445

Property at 80 Dudley St, Brookline, MA 02445, 7 beds, 9 baths

$9,995,000

7 beds9 baths7,240 sq ft

80 Dudley St, Brookline, MA 02445

Property at 9 Willard Rd, Brookline, MA 02445, 4 beds, 3.5 baths

$5,950,000

4 beds3.5 baths4,825 sq ft

9 Willard Rd, Brookline, MA 02445

Property at 811 Heath St, Chestnut Hill, MA 02467, 4 beds, 4.5 baths

$2,299,000

4 beds4.5 baths3,193 sq ft

811 Heath St, Chestnut Hill, MA 02467

Property at 75 Goddard Ave, Brookline, MA 02445, 7 beds, 8 baths

$6,499,000

7 beds8 baths6,000 sq ft

75 Goddard Ave, Brookline, MA 02445

Property at 150+152 Jordan Rd, Brookline, MA 02446

$2,999,000

— beds— baths— sq ft

150+152 Jordan Rd, Brookline, MA 02446

Property at 79 Goddard Ave, Brookline, MA 02445

$3,150,000

— beds— baths— sq ft

79 Goddard Ave, Brookline, MA 02445

Property at 0 Glenoe Rd, Chestnut Hill, MA 02467

$2,295,000

— beds— baths— sq ft

0 Glenoe Rd, Chestnut Hill, MA 02467

Property at 39 Clyde St, Chestnut Hill, MA 02467

$8,000,000

— beds— baths— sq ft

39 Clyde St, Chestnut Hill, MA 02467

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The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Tue Dec 02 2025. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes with Pools for Sale in Brookline

There are currently 113 homes with pools for sale in Brookline at a median listing price of $1.62M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Brookline stay on the market for 49 days and receive 1 offers. Popular neighborhoods include Jamaica Plain, Roslindale, Brighton, Allston, and West Roxbury. This map is refreshed with the newest listings in Brookline every 15 minutes.

In the past month, 44 homes have been sold in Brookline. In addition to houses in Brookline, there were also 153 condos, 18 townhouses, and 10 multi-family units for sale in Brookline last month. Brookline is a fairly walkable city in Norfolk County with a Walk Score of 81. Brookline is home to approximately 59,627 people. Find your dream home in Brookline using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Brookline are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Brookline. Our Brookline real estate stats and trends will give you more information about home buying and selling trends in Brookline. If you're looking to sell your home in the Brookline area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Brookline with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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