Brookline High School, MA homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
Sensational 5-bedroom, 4.5-bath duplex in Coolidge Corner! This newly renovated home blends modern luxury with classic charm. The open-concept main level features a sleek chef’s kitchen with high-end finishes, seamlessly connected to spacious living and dining areas—perfect for entertaining. Two en suite bedrooms on the first floor include a luxurious primary suite with a walk-in closet and a spa-like bath. The expansive lower level offers a large family room, three additional bedrooms, and multiple en suite baths—ideal for guests, home offices, or extended family. Enjoy private outdoor space, one garage, and one outdoor parking spot—unbeatable location near shops, d

$2,698,000

5 beds4.5 baths3,290 sq ft

140 Columbia St #1, Brookline, MA 02446

Unbeatable location • Duplex • Newly renovated

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
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 l

$5,985,000

4 beds4.5 baths3,560 sq ft

178 Ivy St, Brookline, MA 02446

2 year renovation • Open plan • Oversized windows

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
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

3D WALKTHROUGH

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
Tranquil and serene views from this floor-through high first floor corner unit with 2120 sqft, offering 3 bedrooms, 2 baths, expansive rooms and high ceilings, and incredible light streaming through beautiful newer Andersen windows. The gracious entryway and open layout is accentuated by beautiful original woodwork, including wainscoting and detailed molding throughout. The dramatic formal dining room affords enough space for an oversized banquet-style dining table, or a dining room and extra seating area. The large primary suite in the rear offers privacy, and en suite bath. Pet-friendly building with laundry inside the unit, plenty of closets and central air. Exclusive storage and common

$1,399,000

3 beds2 baths2,120 sq ft

4 Fairbanks #2, Brookline, MA 02446

Floor-through unit • Wainscoting • Detailed molding

ABOUT THIS HOME
Brookline High School, MA Homes for Sale
Super Sunny 2 bed/ 2 bath corner unit South facing at the Brook House for sale. Unit features renovated kitchen w/ Stainless steel appliances, granite counter tops, oakwood cabinets, 2 renovated bathrooms, central a/c, two car garage parking spaces (tandem) Enjoy the private balcony views of the pond. The Brook House is a full-service luxury building that has 24/7 security, onsite management, an outdoor heated Olympic style swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight room with free weights aerobic/yoga/dance/boxing room, residents lounge with WIFI, outdoor barbecue areas, tennis and basketball courts, and ping pong. It is pet friendly an

$799,999

2 beds2 baths1,005 sq ft

33 Pond Ave #603, Brookline, MA 02445

Oakwood cabinets • Renovated bathrooms • Renovated kitchen

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 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 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 50 Longwood Ave #611, Brookline, MA 02446, 1 bed, 1 bath

$650,000

1 bed1 bath827 sq ft

50 Longwood Ave #611, Brookline, MA 02446

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 33 Winthrop #1, Brookline, MA 02445, 6 beds, 5.5 baths

$3,679,000

6 beds5.5 baths5,000 sq ft

33 Winthrop #1, Brookline, MA 02445

Property at 77 Thorndike St #1, Brookline, MA 02446, 4 beds, 4.5 baths

$2,395,000

4 beds4.5 baths2,760 sq ft

77 Thorndike St #1, Brookline, MA 02446

Property at 108-116 Winthrop Rd, Brookline, MA 02445, 54 beds, 21 baths

$16,000,000

54 beds21 baths34,849 sq ft

108-116 Winthrop Rd, Brookline, MA 02445

Property at 757 Washington St #2, Brookline, MA 02446, 5 beds, 4.5 baths

$3,275,000

5 beds4.5 baths3,838 sq ft

757 Washington St #2, Brookline, MA 02446

Property at 59 Mason Ter #59, Brookline, MA 02446, 4 beds, 3.5 baths

$2,865,000

4 beds3.5 baths3,089 sq ft

59 Mason Ter #59, 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 460 Heath St, Chestnut Hill, MA 02467, 5 beds, 3.5 baths

$3,699,000

5 beds3.5 baths6,196 sq ft

460 Heath St, Chestnut Hill, MA 02467

Property at 372 Warren St, Brookline, MA 02445, 9 beds, 7 baths

$5,950,000

9 beds7 baths8,619 sq ft

372 Warren St, 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 324 Tappan #2, Brookline, MA 02445, 4 beds, 3.5 baths

$2,695,000

4 beds3.5 baths2,045 sq ft

324 Tappan #2, Brookline, MA 02445

Property at 45 Bartlett Cres #101, Brookline, MA 02446, 2 beds, 2 baths

$1,384,200

2 beds2 baths1,091 sq ft

45 Bartlett Cres #101, 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 116 Thorndike St #1, Brookline, MA 02446, 4 beds, 3.5 baths

$2,700,000

4 beds3.5 baths3,000 sq ft

116 Thorndike St #1, Brookline, MA 02446

Property at 120 Seaver St Unit E201, Brookline, MA 02445, 2 beds, 2.5 baths

$2,995,000

2 beds2.5 baths2,292 sq ft

120 Seaver St Unit E201, 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 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 69 Walnut St #6, Brookline, MA 02445, 2 beds, 2 baths

$1,339,999

2 beds2 baths983 sq ft

69 Walnut St #6, Brookline, MA 02445

Property at 280A Warren St, Brookline, MA 02445, 6 beds, 7 baths

$16,000,000

6 beds7 baths9,480 sq ft

280A Warren St, Brookline, MA 02445

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 755 Boylston St #1, Chestnut Hill, MA 02467, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,100 sq ft

755 Boylston St #1, Chestnut Hill, MA 02467

Property at 682 Hammond, Chestnut Hill, MA 02467, 5 beds, 5.5 baths

$6,748,000

5 beds5.5 baths6,551 sq ft

682 Hammond, Chestnut Hill, MA 02467

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

$950,000

1 bed1 bath503 sq ft

58 Kent St #305, 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 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 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 79 Goddard Ave, Brookline, MA 02445

$3,500,000

— beds— baths— sq ft

79 Goddard Ave, Brookline, MA 02445

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

$3,050,000

— beds— baths— sq ft

150+152 Jordan Rd, Brookline, MA 02446

Property at 0 Glenoe Rd, Chestnut Hill, MA 02467

$2,365,000

— 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 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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