Brookline High School, MA homes for sale & real estate

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ABOUT THIS HOME
Brookline High School, MA Homes for Sale
A dramatic wall of windows captures sweeping treetop views from this remarkable Contemporary-style Deck House. Perfectly sited on a gentle hillside along one of Chestnut Hill’s most picturesque streets, this four-bedroom, two-and-a-half-bath residence masterfully blends architectural character with thoughtful modern updates. The open-concept design showcases light-filled spaces, beamed vaulted ceilings, generous room sizes, and warm, inviting details throughout. The updated kitchen is a chef’s dream, featuring gas cooking on a WOLF stove and custom cabinetry. The spacious living room opens through sliding glass doors to a large deck with spectacular views—ideal for enterta

$2,000,000

4 beds2.5 baths2,704 sq ft

134 Rangeley Rd, Chestnut Hill, MA 02467

Open-concept design • Custom cabinetry • Gas cooking

NEW 21 HRS AGO

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
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, a den, and a direct access elevator. 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 an

$3,649,000

3 beds2.5 baths2,125 sq ft

80 Vernon Unit 3B, Brookline, MA 02446

Two balconies • Open living spaces • Dell anno cabinetry

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
Nestled at 6 Elba St, Brookline, MA 02446, this stunning single-family home blends old-world charm with modern luxury in an unbeatable location. Steps from vibrant Coolidge Corner, top-rated schools, and public transit, it offers urban convenience with suburban serenity. This meticulously renovated residence boasts three fireplaces, gleaming original oak floors, and upgraded systems, including a gas furnace, 220-amp service, central vacuum, and three-zone central air. A gas-powered hot water system with a backup tankless unit ensures efficiency, while a full solar renovation eliminates electricity bills. The gourmet kitchen dazzles with high-end finishes, complementing the home’s hist

$2,999,999

5 beds4.5 baths2,997 sq ft

6 Elba St, Brookline, MA 02446

Gas furnace • Original oak floors • 220-amp service

OPEN WED, 12PM TO 1PM

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
A once-in-a-lifetime opportunity to own a revived Tudor masterpiece, where historic grandeur meets modern sanctuary. Nestled gracefully on a hill amongst trees & over looking the Robert T. Lynch Golf Course, this residence exudes light, warmth, and timeless sophistication. The heart of the home is a sun-filled kitchen with dual marble islands, Sub-Zero and Thermador appliances, and a dining area that opens seamlessly to the two-story deck, backyard, and heated pool—perfect for both comfortable living and extraordinary entertaining. The grand living room showcases a hand-carved and restored fireplace, oversized windows, and French doors, blending classic craftsmanship with refine

$2,799,000

4 beds3 baths3,859 sq ft

1125 W Roxbury Pkwy, Chestnut Hill, MA 02467

Dual marble islands • Serene primary suite • Two-story deck

FOR SALE BY OWNER

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
Spanish Tudor residence built in 1940 and completely renovated down to the studs in 2020, featuring two newly added bedrooms, a custom Waterworks kitchen with marble countertops and cabinetry, and a home theater.

$3,800,000

6 beds5 baths5,667 sq ft

16 South St, Chestnut Hill, MA 02467

Home theater • Marble countertops • 9,200 sq ft lot

Property at 487 Boylston St #3, Brookline, MA 02445, 4 beds, 2 baths

$1,440,000

4 beds2 baths2,276 sq ft

487 Boylston St #3, Brookline, MA 02445

Property at 77 Pond Ave #1506, Brookline, MA 02445, 2 beds, 2 baths

$899,000

2 beds2 baths1,260 sq ft

77 Pond Ave #1506, Brookline, MA 02445

Property at 184 Rawson Rd, Brookline, MA 02445, 5 beds, 3.5 baths

$2,000,000

5 beds3.5 baths2,460 sq ft

184 Rawson Rd, Brookline, MA 02445

Property at 12 Gibbs #2, Brookline, MA 02446, 3 beds, 1.5 baths

$999,999

3 beds1.5 baths1,696 sq ft

12 Gibbs #2, Brookline, MA 02446

Property at 1856 Beacon St Unit 2C, Brookline, MA 02445, 2 beds, 1.5 baths

$740,000

2 beds1.5 baths913 sq ft

1856 Beacon St Unit 2C, Brookline, MA 02445

Property at 14 Green St Ph 1, Brookline, MA 02446, 3 beds, 3.5 baths

$3,388,000

3 beds3.5 baths2,056 sq ft

14 Green St Ph 1, Brookline, MA 02446

Property at 17 James St #1, Brookline, MA 02446, 3 beds, 2 baths

$2,325,000

3 beds2 baths2,300 sq ft

17 James St #1, Brookline, MA 02446

Property at 82 Green St #82, Brookline, MA 02446, 3 beds, 2.5 baths

$2,900,000

3 beds2.5 baths2,120 sq ft

82 Green St #82, Brookline, MA 02446

Property at 24 Auburn Unit U2, Brookline, MA 02446, 4 beds, 3 baths

$2,595,000

4 beds3 baths1,855 sq ft

24 Auburn Unit U2, Brookline, MA 02446

Property at 45 Bartlett #206, Brookline, MA 02446, 2 beds, 2 baths

$1,315,000

2 beds2 baths1,013 sq ft

45 Bartlett #206, Brookline, MA 02446

Property at 10 Bradford Ter #5, Brookline, MA 02446, 3 beds, 2 baths

$1,225,000

3 beds2 baths1,365 sq ft

10 Bradford Ter #5, Brookline, MA 02446

Property at 91 Grove St, Chestnut Hill, MA 02467, 2 beds, 1.5 baths

$795,000

2 beds1.5 baths1,040 sq ft

91 Grove St, Chestnut Hill, MA 02467

Property at 1014 Boylston St, Chestnut Hill, MA 02467, 7 beds, 9.5 baths

$19,000,000

7 beds9.5 baths13,343 sq ft

1014 Boylston St, Chestnut Hill, MA 02467

Property at 18 Browne St #2, Brookline, MA 02446, 4 beds, 2 baths

$1,795,000

4 beds2 baths2,138 sq ft

18 Browne St #2, Brookline, MA 02446

Property at 29 Mason Ter, Brookline, MA 02446, 4 beds, 2 baths

$2,695,000

4 beds2 baths2,600 sq ft

29 Mason Ter, Brookline, MA 02446

Property at 540 Chestnut Hill Ave, Brookline, MA 02445, 5 beds, 4.5 baths

$5,000,000

5 beds4.5 baths6,419 sq ft

540 Chestnut Hill Ave, Brookline, MA 02445

Property at 151 Longwood Ave #1, Brookline, MA 02446, 4 beds, 2 baths

$1,875,000

4 beds2 baths2,911 sq ft

151 Longwood Ave #1, Brookline, MA 02446

Property at 65 Francis, Brookline, MA 02446, 4 beds, 4.5 baths

$2,845,000

4 beds4.5 baths2,900 sq ft

65 Francis, Brookline, MA 02446

Property at 26 Beals St #1, Brookline, MA 02446, 3 beds, 2 baths

$1,650,000

3 beds2 baths1,920 sq ft

26 Beals St #1, Brookline, MA 02446

Property at 39 Kent St Unit B, Brookline, MA 02445, 2 beds, 1 bath

$725,000

2 beds1 bath1,136 sq ft

39 Kent St Unit B, Brookline, MA 02445

Property at 208 South St, Chestnut Hill, MA 02467, 6 beds, 4.5 baths

$2,750,000

6 beds4.5 baths3,740 sq ft

208 South St, Chestnut Hill, MA 02467

Property at 236 Walnut St, Brookline, MA 02445, 4 beds, 3.5 baths

$2,995,000

4 beds3.5 baths3,963 sq ft

236 Walnut St, Brookline, MA 02445

Property at 3 Glenoe Rd, Chestnut Hill, MA 02467, 4 beds, 4 baths

$2,365,000

4 beds4 baths4,855 sq ft

3 Glenoe Rd, Chestnut Hill, MA 02467

Property at 125 Crowninshield Rd #125, Brookline, MA 02446, 3 beds, 2.5 baths

$2,195,000

3 beds2.5 baths2,163 sq ft

125 Crowninshield Rd #125, Brookline, MA 02446

Property at 60 Glen Rd #101, Brookline, MA 02445, 2 beds, 1 bath

$799,000

2 beds1 bath840 sq ft

60 Glen Rd #101, Brookline, MA 02445

Property at 40 Heath Hill St, Brookline, MA 02445, 7 beds, 6.5 baths

$5,195,000

7 beds6.5 baths6,560 sq ft

40 Heath Hill St, Brookline, MA 02445

Property at 83 Payson Rd, Chestnut Hill, MA 02467, 3 beds, 3.5 baths

$1,700,000

3 beds3.5 baths2,426 sq ft

83 Payson Rd, Chestnut Hill, MA 02467

Property at 94 Beaconsfield Rd #201, Brookline, MA 02445, 2 beds, 1 bath

$630,000

2 beds1 bath897 sq ft

94 Beaconsfield Rd #201, Brookline, MA 02445

Property at 15 Glenland, Chestnut Hill, MA 02467, 5 beds, 4.5 baths

$3,749,000

5 beds4.5 baths4,711 sq ft

15 Glenland, Chestnut Hill, MA 02467

Property at 108 Columbia St #1, Brookline, MA 02446, 2 beds, 1 bath

$935,000

2 beds1 bath1,186 sq ft

108 Columbia St #1, Brookline, MA 02446

Property at 255 Tappan St, Brookline, MA 02445, 7 beds, 5 baths

$3,399,000

7 beds5 baths4,171 sq ft

255 Tappan St, Brookline, MA 02445

Property at 373 Harvard #1, Brookline, MA 02446, 3 beds, 2.5 baths

$1,598,000

3 beds2.5 baths2,035 sq ft

373 Harvard #1, Brookline, MA 02446

Property at 80 Vernon St Unit 1-A, Brookline, MA 02446, 3 beds, 2.5 baths

$2,759,000

3 beds2.5 baths1,662 sq ft

80 Vernon St Unit 1-A, Brookline, MA 02446

Property at 59 Ackers Ave #1, Brookline, MA 02445, 2 beds, 1 bath

$825,000

2 beds1 bath1,128 sq ft

59 Ackers Ave #1, Brookline, MA 02445

Property at 51 John St #201, Brookline, MA 02446, 2 beds, 2 baths

$995,000

2 beds2 baths1,050 sq ft

51 John St #201, Brookline, MA 02446

Property at 123 Sewall Ave Unit LC, Brookline, MA 02446, 1 bed, 1 bath

$599,000

1 bed1 bath604 sq ft

123 Sewall Ave Unit LC, Brookline, MA 02446

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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 Mon Oct 27 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.

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