Vintage homes for sale & real estate in Oak Hill, MA

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ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Attention Builders, Developers, Contractors, and Buyers! Don’t miss this exceptional opportunity to build your dream home or renovate on a beautiful, level lot in the highly desirable Oak Hill Park neighborhood. This prime location offers convenient access to Newton’s top-rated public schools, transportation, major commuter routes, parks, shopping, restaurants, and the Longwood Medical Area. It’s also close to Bus #52 to Newton Centre, providing easy access to everything you need. The existing ranch-style home features 3 bedrooms and 1 bathroom. One of the bedrooms includes a fireplace and could easily serve as a family room. Additional highlights include a spacious attach

$899,900

3 beds1 bath1,140 sq ft

141 Spiers Rd, Newton Center, MA 02459

Convenient access • Level lot • 7,029 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Price Improvement! Excellent opportunity to take advantage of this tastefully renovated one floor unit in scenic Oak Hill. 36 Ober boasts an abundance of sunlight through its 17 windows, brand new flooring, and a separate flex space for office use or a guest bedroom. Step outside to your spacious private deck, perfect for relaxing, entertaining, or enjoying your morning coffee in peace. The home includes two dedicated parking spaces for added convenience and peace of mind. Residents enjoy access to an outdoor pool, landscaped grounds, and a vibrant community setting just minutes from shops, dining, and public transit. Every detail has been thoughtfully updated—simply move in and start

$849,000

2 beds1 bath881 sq ft

36 Ober Rd #36, Newton, MA 02459

Abundant sunlight • Private deck • Renovated condo

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Beautifully updated & expanded 5 bedroom, 3.5 bathroom colonial set on a generous 12K+ sqft. lot in a desirable South Side neighborhood. This spacious home at the end of a cul-de-sac, features a lovely living room with fireplace & formal dining room. The updated sleek & modern kitchen offers high-end finishes, an oversized island with seating for 6 & a separate eat-in area. Completing this level is a beautiful family room, full bathroom & 2 bedrooms. The 2nd level features a primary suite with a separate sitting area/office, large walk-in closet & a spa-like bathroom. Two additional family bedrooms & a full bathroom complete this level. The partiall

$1,998,000

5 beds3.5 baths4,515 sq ft

41 Juniper Ln, Newton Center, MA 02459

Walk-in closet • Primary suite • Spa-like bathroom

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OPEN DEC 6, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Welcome to this updated ranch-style home featuring easy, single-level living in a prime location. Enjoy a bright and comfortable layout with updates throughout. Ideally situated near local amenities, pubic transportation, and major highways, this home provides seamless access to the city while still offering a neighborhood setting.

$975,000

2 beds1 bath1,008 sq ft

701 Greendale Ave, Needham, MA 02492

Ranch-style home • Single-level living • Local amenities

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Beautifully updated 5-bed, 3.5-bath home just blocks from the soon-to-open Countryside School. This thoughtfully designed home offers modern amenities & exceptional finishes. The 1st floor features a stunning chef’s kitchen w/ quartz counters, large island & high-end Wolf/Sub-Zero appliances; a bright living room w/ bay window, built-ins, surround sound & fireplace; and a dining room that opens to a sitting area w/ fireplace & sliders to the deck. A half bath & mudroom w/ direct garage entry complete this level. The 2nd floor offers 4 bedrooms, an updated family bath & a luxurious primary suite w/ spa-like bath including marble shower, soaking tub

$1,970,000

5 beds3.5 baths2,883 sq ft

1292 Walnut St, Newton Highlands, MA 02461

Quartz counters • High-end appliances • Bright living room

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Welcome to this stunning contemporary condo in West Roxbury’s desirable Brook Farm neighborhood. This modern home features 3 spacious bedrooms, 2 full baths, and 2+ driveway parking spots. The chef’s kitchen offers top-of-the-line appliances, custom cabinetry, quartz countertops, and elegant backsplash finishes. A bright open layout with 9” engineered hardwood flooring adds warmth and sophistication. The lighted staircase leads to a private lower-level primary suite with an adjacent living area and laundry room. Enjoy a large yard and stone patio perfect for entertaining. Additional highlights include a stucco exterior, 9-ft ceilings, high-performance windows, metal roof,

$839,000

3 beds2 baths2,480 sq ft

340 Baker St #1, Boston, MA 02132

Custom cabinetry • Quartz countertops • Large yard space

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Welcome to Chestnut Village Condominiums—one of Chestnut Hill's most desirable and well-maintained communities! This updated two-bedroom unit offers a bright, open layout with hardwood floors, modern finishes, and ample natural light. The association features beautifully landscaped grounds, a swimming pool, tennis courts, and convenient on-site laundry. Enjoy easy access to Centre Street shops, restaurants, public transit, and commuter routes. Perfect opportunity for both homeowners seeking low-maintenance living and investors looking for a strong rental property in a consistently high-demand area. Live with ease by a professionally managed association.

$449,900

2 beds1 bath780 sq ft

42 Bryon Rd #6, Chestnut Hill, MA 02132

Landscaped grounds • Swimming pool • Tennis courts

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Renovate or build new, on one of Brookline’s most desirable and picturesque streets and sought after neighborhoods. Existing GLA of nearly 5k sqft (988 finished basement), or build 4396 sqft by right on upper floors. Survey and existing conditions plans are available. Demo hold expires October 2025

$2,295,000

4 beds4 baths4,855 sq ft

3 Glenoe Rd, Chestnut Hill, MA 02467

0.4 acre lot • 2 garage spots • Built 1939

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Oak Hill, MA:
Discover this beautifully renovated 4-bedroom, 3 full bath multi-level home tucked away on a peaceful cul-de-sac. Designed for comfort and flexibility, two bedrooms are ensuite—one offering private exterior access for guests or extended family. The sunlit main living area features a fireplace, gleaming hardwood floors, recessed lighting and an open layout perfect for entertaining. Recent updates include a renovated kitchen and two renovated baths, a new energy-efficient heat pump system with central air, 200 amp service, new roof and new insulation, Recent renovations bring a modern feel throughout. Step outside to enjoy the expansive, level yard—ideal for gatherings, play, or q

$1,650,000

4 beds3 baths1,774 sq ft

19 Selwyn, Newton Highlands, MA 02461

Renovated baths • Renovated kitchen • Central air

Property at 136 Dudley Rd, Newton Center, MA 02459, 3 beds, 4.5 baths

$5,500,000

3 beds4.5 baths4,200 sq ft

136 Dudley Rd, Newton Center, MA 02459

Property at 183 Temple St, West Roxbury, MA 02132, 5 beds, 3.5 baths

$1,599,900

5 beds3.5 baths2,550 sq ft

183 Temple St, West Roxbury, MA 02132

Property at 23 Westgate Rd #6, Chestnut Hill, MA 02467, 1 bed, 1 bath

$399,999

1 bed1 bath575 sq ft

23 Westgate Rd #6, Chestnut Hill, MA 02467

Property at 21 Westgate Rd #6, Chestnut Hill, MA 02132, 2 beds, 1 bath

$424,000

2 beds1 bath800 sq ft

21 Westgate Rd #6, Chestnut Hill, MA 02132

Property at 125 Oakdale Rd, Newton Highlands, MA 02461, 5 beds, 3 baths

$1,499,000

5 beds3 baths2,440 sq ft

125 Oakdale Rd, Newton Highlands, MA 02461

Property at 250 Woodcliff Rd, Newton Highlands, MA 02461, 3 beds, 2 baths

$999,000

3 beds2 baths1,463 sq ft

250 Woodcliff Rd, Newton Highlands, MA 02461

Property at 23 Cheney St, Needham, MA 02494, 4 beds, 2 baths

$950,000

4 beds2 baths2,100 sq ft

23 Cheney St, Needham, MA 02494

Property at 331-333 Vermont St, West Roxbury, MA 02132, 5 beds, 2 baths

$1,399,000

5 beds2 baths2,136 sq ft

331-333 Vermont St, West Roxbury, MA 02132

Property at 34 Lagrange St, Chestnut Hill, MA 02467, 5 beds, 3.5 baths

$2,895,000

5 beds3.5 baths5,076 sq ft

34 Lagrange 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

Vintage Homes for Sale in Oak Hill

There are currently 3 vintage homes for sale in Oak Hill at a median listing price of $3.1M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oak Hill stay on the market for 36 days and receive 2 offers. Popular neighborhoods include Hyde Park, Jamaica Plain, Roslindale, Brighton, and West Roxbury. This map is refreshed with the newest listings in Oak Hill every 15 minutes.

In the past month, 9 homes have been sold in Oak Hill. In addition to houses in Oak Hill, there were also 2 condos, 2 townhouses, and 1 multi-family unit for sale in Oak Hill last month. Oak Hill is a not walkable neighborhood in Middlesex County with a Walk Score of 17. Oak Hill is home to approximately 7,845 people. Find your dream home in Oak Hill 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 Hill are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oak Hill. If you're looking to sell your home in the Oak Hill area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oak Hill with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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