Luxury homes for sale & real estate in Oak Square, MA

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ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
Welcome to this charming four-bedroom Colonial tucked away on a quiet dead-end street, just a short walk to Oak Square and local shops. This beautifully updated home features brand-newhardwood flooring throughout, a newly added half bath, and new windows on the way, offering comfort, style, and energy efficiency. The spacious first floor includes a sun-filled, front-to-back12x23 living room—perfect for entertaining—as well as a formal dining room and a generous kitchen ready for your personal touch. Upstairs, you'll find four well-ventilated bedrooms, ideal forcool summer nights. A bright and airy three-season sunroom off the 4th bedroom (9x17) provides flexible space—perf

$899,900

4 beds1.5 baths1,906 sq ft

21 Upcrest Rd, Brighton, MA 02135

Hardwood flooring • Updated home • New windows

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
Nestled at 69 Presentation Rd, Boston, MA, this beautifully updated single-family residence offers the perfect blend of modern comfort and classic charm in one of Brighton’s most coveted neighborhoods. Built in 1955 and thoughtfully reimagined in 2025, this home presents a rare opportunity to enjoy turnkey living while establishing roots in a peaceful, residential setting. Set on a 4,314 sq ft corner lot at the end of a quiet dead-end street, this 4-bedroom, 2-bathroom bungalow has been renovated with an updated kitchen and bathrooms, featuring brand-new electrical and plumbing, central air, recessed lighting, a new roof, and new exterior front stairs. The bright, open-concept layout

$899,900

4 beds2 baths1,550 sq ft

69 Presentation Rd, Brighton, MA 02135

Newly paved driveway • Private backyard • Updated kitchen

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
Luxury 2023 construction townhome in the heart of Oak Square, offering the perfect blend of sophistication, function, and convenience. Enjoy a premier location just blocks from shops, restaurants, and parks, with easy access to downtown Boston, Cambridge, Newton, and Watertown. Step inside through your private entrance to a bright main level featuring a spacious living room with a gas fireplace, a dining area ideal for entertaining, and a designer kitchen with custom cabinetry, quartz counters, under-cabinet lighting, high-end stainless appliances, and both an island and breakfast bar. A powder room and access to the private patio and yard complete this level. Upstairs, the primary suite of

$1,350,000

4 beds2.5 baths2,003 sq ft

18 Breck Ave #18, Boston, MA 02135

Custom cabinetry • Designer kitchen • Quartz counters

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
Beautiful Brighton Center Four family. 218K Annual Income. This magnificent beauty boasts high ceilings with large windows that allow a ton of natural sunlight. Fully renovated units with Stainless Steel appliances and Eat-in-Kitchens with Granite Countertops and Gleaming hardwood floors throughout. Outdoor deck overlooks large, private, fenced-in backyard. All units have In-Unit Laundry and are leased through August 30th, 2026. Unit's #1 and #2 have Four Bedrooms, Two Bathrooms. Units #3 and #4 have Four Bedrooms w/ Study’s and Two Bathrooms. This property is situated seconds from the MBTA express 501 & 503. Moments to Boston Landing and Minutes from Brighton Center and Oak Squ

$3,199,000

16 beds8 baths6,700 sq ft

83-85 Surrey St, Brighton, MA 02135

Large windows • Eat-in kitchens • High ceilings

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
Experience luxury living located within one of Boston’s most vibrant and desirable neighborhoods! This stunning 2 bed / 2 bath condo boasts a complete 2024 gut renovation, offering the ultimate in modern living with old charm. Everything is brand new – roof, windows, cement board siding, hardwood flooring, high-efficiency HVAC, electrical, plumbing, and bathrooms. The sleek & modern kitchen features white quartz counters and island, along with state-of-the-art Bosch stainless steel appliances. Open floorplan living room contains a gas fireplace. Two bedrooms and 2 bath on the same level. High ceiling basement offers space for media room, playroom or exercise room. This pri

$949,000

2 beds2 baths1,789 sq ft

58 Dustin St #1, Boston, MA 02135

Gut renovation • Gas fireplace • Modern kitchen

Property at 32 Larch #32, Brighton, MA 02135, 3 beds, 2 baths

$1,170,000

3 beds2 baths2,001 sq ft

32 Larch #32, Brighton, MA 02135

Property at 32-34 Larch, Brighton, MA 02135, 7 beds, 5 baths

$2,465,000

7 beds5 baths3,876 sq ft

32-34 Larch, Brighton, MA 02135

Property at 533 Cambridge St #105, Allston, MA 02134, 2 beds, 2 baths

$889,000

2 beds2 baths1,083 sq ft

533 Cambridge St #105, Allston, MA 02134

Property at 200-202 Market St, Boston, MA 02135, 8 beds, 4 baths

$4,500,000

8 beds4 baths5,467 sq ft

200-202 Market St, Boston, MA 02135

Property at 34 Larch #34, Brighton, MA 02135, 4 beds, 3 baths

$1,295,000

4 beds3 baths1,875 sq ft

34 Larch #34, Brighton, MA 02135

Property at 11 Faneuil St, Brighton, MA 02135

$4,750,000

— beds— baths— sq ft

11 Faneuil St, Brighton, MA 02135

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ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
Welcome to The Jordan, Brighton’s newest boutique condominium ideally located on the Brookline town line. This well-designed complex features 34 modern units, just steps from Whole Foods and public transportation, offering unparalleled convenience for urban living. Residents enjoy premium amenities, including a landscaped private courtyard with grill, a spacious rooftop terrace with 360° views, a fitness center, resident lounge and secure underground assigned parking. Each unit showcases open-concept layouts and high-end finishes, with a gourmet kitchen featuring Fisher & Paykel appliances and sleek quartz countertops. With over a dozen unique floor plans, The Jordan offers

$1,299,000

2 beds2 baths1,134 sq ft

249 Corey Rd #203, Boston, MA 02135

Rooftop terrace • Fitness center • Gourmet kitchen

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ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
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

$4,799,000

7 beds5.5 baths5,500 sq ft

89 University Rd, Brookline, MA 02445

In-law apartment • Quartz countertops • Private entrances

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
Experience refined living at The Jordan, ideally located near the Brookline town line in vibrant Brighton. This two-bedroom plus den corner residence boasts expansive triple-pane windows, open-concept living, dining, and kitchen areas with natural light and sweeping views. The modern kitchen features sleek quartz countertops and premium Fisher & Paykel stainless steel appliances, perfect for both everyday living and entertaining. The primary suite includes a private en-suite bath, offering comfort and privacy. One garage parking space is included. With over a dozen distinctive floor plans available, The Jordan offers exceptional options to match your lifestyle.

$1,149,000

2 beds2 baths1,166 sq ft

249 Corey Rd #207, Boston, MA 02135

Quartz countertops • Triple-pane windows • Corner residence

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
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.

$4,600,000

3 beds5 baths99,999 sq ft

1620 Beacon St, Brookline, MA 02446

Steady foot traffic • Consistent demand • Mixed-use property

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
THE ULTIMATE LOFT SPACE! Located in the newly converted Allston Hall, this dramatic loft boasts 2 levels of living space with 18' ceilings, distinctive Palladian windows and city views! The main floor features a large L shaped kitchen with Bosch appliances, gray + white cabinets and a seating island. The kitchen opens to a bright and airy living + dining area with adjacent guest bath. This level also has a primary bedroom suite w/ 18' ceiling heights + distinctive triple windows. Upstairs is a mezzanine area which overlooks the floor below. It is perfectly suited for a home office, lounge and/or 2nd bedroom. Laundry and a large closet round this floor out. Unit finishes are crisp and moder

$958,000

2 beds2 baths1,466 sq ft

8 Franklin St #403, Boston, MA 02134

Palladian windows • L shaped kitchen • Bright living area

ABOUT THIS HOME
Luxury Home for sale in Oak Square, MA:
This rare renovated Newton two family leaves little to be desired. Lead compliant. Beautifully maintained and updated, this home is set on a quiet Newton Corner cul-de-sac. Both units feature abundant natural light, high ceilings, hardwood floors, and generous room sizes. The first floor offers a classic 4-bed, 2 bath with a California open renovated kitchen layout. The upper duplex lives like a single-family, with 5 bedrooms, 3 baths, and two renovated kitchens on both levels. Ample parking includes a 2-car garage, and an additional 4 spaces. Exceptional location near the Green Line, Crystal Lake, Newton Corner shops/dining, and some of MA's top-rated schools—an ideal investment for

$2,400,000

10 beds6 baths5,395 sq ft

65-67 Saint James Cir, Newton, MA 02458

Quiet cul-de-sac • High ceilings • Two updated kitchens

Property at 110-112 Litchfield St, Brighton, MA 02135, 6 beds, 4 baths

$1,275,000

6 beds4 baths2,720 sq ft

110-112 Litchfield St, Brighton, MA 02135

Property at 408-410 Western Ave, Brighton, MA 02135, 4 beds, 2 baths

$1,500,000

4 beds2 baths3,176 sq ft

408-410 Western Ave, Brighton, MA 02135

Property at 1650 Commonwealth Ave Unit 304A, Brighton, MA 02135, 2 beds, 2 baths

$879,000

2 beds2 baths954 sq ft

1650 Commonwealth Ave Unit 304A, Brighton, MA 02135

Property at 757 Washington St Unit 2 - PH, Brookline, MA 02446, 5 beds, 4.5 baths

$3,150,000

5 beds4.5 baths3,838 sq ft

757 Washington St Unit 2 - PH, Brookline, MA 02446

Property at 100 Lincoln St #507, Brighton, MA 02135, 2 beds, 2 baths

$879,000

2 beds2 baths903 sq ft

100 Lincoln St #507, Brighton, MA 02135

Property at 1778 Beacon St #302, Brookline, MA 02445, 2 beds, 1 bath

$1,157,000

2 beds1 bath1,157 sq ft

1778 Beacon St #302, Brookline, MA 02445

Property at 180 Hunnewell #180, Newton, MA 02458, 4 beds, 3.5 baths

$1,899,000

4 beds3.5 baths3,384 sq ft

180 Hunnewell #180, Newton, MA 02458

Property at 159-161 Allston, Allston, MA 02134, 25 beds, 8 baths

$5,695,000

25 beds8 baths6,690 sq ft

159-161 Allston, Allston, MA 02134

Property at 4 Remick Ter #4, Newton, MA 02458, 4 beds, 1.5 baths

$899,800

4 beds1.5 baths1,546 sq ft

4 Remick Ter #4, Newton, MA 02458

Property at 1515 Commonwealth Ave #706, Boston, MA 02135, 2 beds, 2 baths

$1,299,000

2 beds2 baths1,057 sq ft

1515 Commonwealth Ave #706, Boston, MA 02135

Property at 24 Selkirk Unit 24-4, Boston, MA 02135, 3 beds, 3.5 baths

$1,799,000

3 beds3.5 baths2,760 sq ft

24 Selkirk Unit 24-4, Boston, MA 02135

Property at 39 Union St, Brighton, MA 02135, 9 beds, 3 baths

$2,099,000

9 beds3 baths3,615 sq ft

39 Union St, Brighton, MA 02135

Property at 42 Waverly Unit M, Boston, MA 02135, 4 beds, 3 baths

$1,140,000

4 beds3 baths1,842 sq ft

42 Waverly Unit M, Boston, MA 02135

Property at 36 Colborne Rd, Brighton, MA 02135, 27 beds, 19 baths

$8,500,000

27 beds19 baths10,455 sq ft

36 Colborne Rd, Brighton, MA 02135

Luxury Homes for Sale in Oak Square

There are currently 11 luxury homes for sale in Oak Square at a median listing price of $900K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oak Square stay on the market for 54 days and receive 9 offers. Popular neighborhoods include Jamaica Plain, Fenway-Kenmore, Brighton, Allston, and Chestnut Hill. This map is refreshed with the newest listings in Oak Square every 15 minutes.

In the past month, 10 homes have been sold in Oak Square. In addition to houses in Oak Square, there were also 16 condos, 2 townhouses, and 11 multi-family units for sale in Oak Square last month. Oak Square is a fairly walkable neighborhood in Boston with a Walk Score of 79. Oak Square is home to approximately 16,729 people. Find your dream home in Oak Square 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 Oak Square are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oak Square. If you're looking to sell your home in the Oak Square area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oak Square with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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