Vintage homes for sale & real estate in Fenway / Kenmore Square, MA

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ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Possibility for a discerning buyer or developer to unlock the property’s redevelopment potential. Spacious, open plan 2,100 s. f. garden level condo w/ private entrance in a grand, brick five-unit rowhouse, designed by Alden & Harlow. 1 car garage parking. Building permit to split into 2 units. Existing conditions include 2 electric services & 2 electric heat pump HVAC systems. Opportunity to refresh & add value through repairs & modernization. Currently rented to chiropractic practice. TAW. Grand common areas & elevator. Ideal location adjacent to the Back Bay Fens, minutes to Newbury Street, The Symphony, Prudential Center, MFA, Longwood Medical Area, &

$649,000

1 bed1.5 baths2,100 sq ft

30 Fenway #1, Boston, MA 02215

Grand common areas • Elevator • Electric services

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Motivated seller is looking for a fast sale, priced significantly under market value! Renovated condo in flawless location! Oversized two floor one bedroom + office. 2 Minute walk to Symphony train station, 7 minute walk to Northeastern train station. Minutes to Northeastern University, could not be a better location! Perfect for owner occupant or investor. Updated/renovated kitchen and bathroom. Kitchen & Bathroom have pristine finishes and recessed lighting throughout. Stainless steel appliances & granite countertops. Washer & Dryer IN UNIT! Two floors! You can't find another 700 sq ft condo for this price in the area. Incredible deal for any investor. Property is renova

$575,000

1 bed1 bath700 sq ft

23 Saint Stephen St Unit 23-3, Boston, MA 02115

Renovated condo • Updated kitchen • Granite countertops

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Possibility for a discerning buyer or developer to unlock the property’s redevelopment potential. Potential to transform to a luxury penthouse residence w/ garage parking. 4th floor condo w/ large windows & private deck overlooking the Back Bay Fens in a grand, brick five-unit rowhouse, designed by Alden & Harlow. Expansion of living area possible, incorporating portion of common stairwell. Buyer must do independent due diligence. Grand common areas & elevator. Ideal location adjacent to the Back Bay Fens, minutes to Newbury Street, The Symphony, Prudential Center, MFA, Longwood Medical Area, & Charles River Esplanade. Currently used as commercial office space.

$849,000

0 beds0.5 baths1,476 sq ft

30 Fenway #5, Boston, MA 02215

Large windows • Private deck • Grand common areas

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Welcome to the beautiful Braemore Condos, a historic and elegant building in one of Boston’s most desirable neighborhoods. This bright studio condo features a separate kitchen equipped with a refrigerator, stove, sink, and dishwasher—perfect for convenient city living. Enjoy the comfort of central air conditioning and the stunning common rooftop deck offering breathtaking skyline views of Boston. Located steps from public transportation, universities, and the Boston Medical Area, this home is ideal for commuters, medical professionals, or anyone seeking the perfect urban lifestyle in a vibrant and convenient location.

$489,000

0 beds1 bath346 sq ft

466 Commonwealth Ave #305, Boston, MA 02215

Separate kitchen • Historic building • Common rooftop deck

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
* * * Perfect for Investor or First-Time Condo-Buyer * * * This well-appointed 1 bedroom 1 bathroom is located right on the border of The Fenway/Longwood/Audubon Circle Area, and has an excellent rental history. Hardwood floors throughout living room and bedroom, tile bath and kitchen. Open layout to furnish in a number of ways, with unique exposed stone, good height ceilings, bay windows, and ample closet/storage space in the bedroom. In a professionally managed, 10-unit building, with secured entry, and cozy sitting area in entryway of building. Step out your door, and be just around the corner from Tatte, H-Mart, T-Station, laundromat, restaurants and more!

$419,999

1 bed1 bath436 sq ft

15 Keswick St Unit B1, Boston, MA 02215

Good height ceilings • Exposed stone • Ample closet storage

Property at 107 Jersey Unit 21B, Boston, MA 02215, 2 beds, 1 bath

$599,000

2 beds1 bath750 sq ft

107 Jersey Unit 21B, Boston, MA 02215

Property at 116 Riverway St #14, Boston, MA 02215, 1 bed, 1 bath

$545,000

1 bed1 bath613 sq ft

116 Riverway St #14, Boston, MA 02215

Property at 60 Queensberry St #8, Boston, MA 02215, 1 bed, 1 bath

$559,000

1 bed1 bath552 sq ft

60 Queensberry St #8, Boston, MA 02215

Property at 75 Burbank St #501, Boston, MA 02115, 1 bed, 1 bath

$496,000

1 bed1 bath425 sq ft

75 Burbank St #501, Boston, MA 02115

Property at 62 Queensberry St #204, Boston, MA 02215, 1 bed, 1 bath

$619,000

1 bed1 bath615 sq ft

62 Queensberry St #204, Boston, MA 02215

Property at 462 Park Dr, Boston, MA 02215, 6 beds, 4 baths

$2,900,000

6 beds4 baths4,106 sq ft

462 Park Dr, Boston, MA 02215

Property at 51 Park Dr #25, Boston, MA 02215, 1 bed, 1 bath

$574,000

1 bed1 bath534 sq ft

51 Park Dr #25, Boston, MA 02215

Property at 28 Fenway, Boston, MA 02215, 42 baths

$22,248,000

0 beds42 baths16,684 sq ft

28 Fenway, Boston, MA 02215

Property at 270 Huntington Ave #304, Boston, MA 02115, 1 bath

$369,000

0 beds1 bath325 sq ft

270 Huntington Ave #304, Boston, MA 02115

Property at 75 Burbank St #203, Boston, MA 02115, 1 bed, 1 bath

$469,000

1 bed1 bath373 sq ft

75 Burbank St #203, Boston, MA 02115

Property at 179 Massachusetts Ave,2&3, Boston, MA 02115, 9 beds, 4 baths

$3,100,000

9 beds4 baths3,421 sq ft

179 Massachusetts Ave,2&3, Boston, MA 02115

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ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
A spectacular one bedroom condo in great location where you can enjoy an urban setting while still being surrounded by green space. This top floor unit features an open style kitchen and living area, hardwood floors, 2 skylights, lots of closet space and high ceilings. The kitchen and baths have been tastefully updated. This wonderful building includes common laundry and bike storage. Conveniently nearby to the Longwood Medical area, Brookline Village, Fenway, E and D Green lines, parks, jogging trails and all that the city has to offer!

$489,000

1 bed1 bath555 sq ft

390 Riverway #24, Boston, MA 02115

Common laundry • Lots of closet space • 2 skylights

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Centrally located in the desirable Chester Square area of the South End, 577 Massachusetts Avenue offers a thoughtful blend of timeless character and modern upgrades. This full-floor residence features two well-sized bedrooms, a spa-inspired bathroom, and a contemporary kitchen equipped with high-end appliances. Soaring ceilings, wide-plank European Oak floors, and custom built-in shelving add warmth and sophistication throughout. Tall front-facing windows frame impressive city views, with historic architecture set against Boston’s skyline. Designed for both comfortable living and stylish entertaining, this updated home places you just steps from the best of South End’s vibrant

$999,000

2 beds1 bath973 sq ft

577 Massachusetts Unit C, Roxbury, MA 02118

$400 HOA • Parking • Built 1920

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Refined and fully renovated, this elegant floor-through residence pairs the timeless character of a classic South End brownstone with sophisticated modern living. Overlooking the fountain at Chester Park, the home features tall ceilings, rich refinished hardwood floors and an original marble fireplace that anchors the sun-filled living room. The designer kitchen offers stone counters, stainless appliances, custom cabinetry and in-unit laundry. A spacious den creates an ideal setting for a private office or relaxing lounge. The serene bedroom and living areas provide generous storage, and the beautifully updated bathroom showcases marble style tile and a glass shower. A newly rebuilt private

$775,000

1 bed1 bath750 sq ft

548 Massachusetts Ave #3, Boston, MA 02118

Fully renovated • Designer kitchen • In-unit laundry

OPEN TODAY, 12PM TO 1:30PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Back Bay Chic Meets City Convenience! Step into this sun-soaked, street-facing, pet-friendly 1BR condo perched on the 6th floor of The Charlesview! Enjoy beautiful southern exposure that fills the home with all-day natural light and offers classic Back Bay views. The updated open-concept kitchen is perfect for entertaining, featuring granite countertops, stainless steel appliances & a spacious peninsula island. You’ll love the hardwood floors, full bath & generous closet space throughout. Stay cool with CENTRAL AIR, and the bonus of HEAT, HOT WATER & AC INCLUDED in the condo fee. This professionally managed, ELEVATOR building was recently renovated and offers on-sit

$675,000

1 bed1 bath521 sq ft

534 Beacon St #602, Boston, MA 02215

Open-concept kitchen • Granite countertops • Central air

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Welcome to the chic South End hideaway you’ve been waiting for! Located on postcard-perfect Concord Square, this beautifully updated floor-through studio stuns with fresh paint, new lighting, soaring ceilings, exposed brick and period charm. Afternoon sunlight fills the front-facing living space, giving the entire home a warm and inviting glow. Separate oversized kitchen is complete with full-size appliances, abundant storage, dishwasher, and in-unit laundry. A private rear deck with a glimpse of the Prudential Center offers the perfect outdoor escape. With low condo fee, a well-run association, and unmatched access to cafés, parks, dining, and transportation, this home is the

$525,000

0 beds1 bath435 sq ft

15 Concord Sq Unit A, Boston, MA 02118

In-unit laundry • Abundant storage • Private rear deck

ABOUT THIS HOME
Vintage Home for sale in Fenway / Kenmore Square, MA:
Opportunity knocks. If you're familiar with the Vendome, you'll appreciate how rare a beautifully laid out and maintained studio on the 5th floor overlooking the Commonwealth Ave Mall comes available. Arguably the best location in all of Boston -- only a hop, skip and a jump to Newbury Street and all of the City's finest offerings. Wine & dine at nearby restaurants, take a stroll in the Boston Common, or exercise on the Charles River Esplanade. The unit was freshly painted and features high ceilings, an oversized arched window, Brazilian cherry hardwood floors, central air conditioning, a built-in desk, and generous closet space. Based on the uniqueness of the building and its Back Ba

$749,899

0 beds1 bath463 sq ft

160 Commonwealth #516, Boston, MA 02116

5th floor • Built-in desk • Back bay location

Property at 257 W Newton St, Boston, MA 02116, 4 beds, 4 baths

$4,250,000

4 beds4 baths4,068 sq ft

257 W Newton St, Boston, MA 02116

Property at 190 Marlborough Unit C, Boston, MA 02116, 4 beds, 3 baths

$6,900,000

4 beds3 baths4,093 sq ft

190 Marlborough Unit C, Boston, MA 02116

Property at 357-359 Beacon St #2, Boston, MA 02116, 3 beds, 3 baths

$4,650,000

3 beds3 baths2,781 sq ft

357-359 Beacon St #2, Boston, MA 02116

Property at 131 Saint Botolph St #1, Boston, MA 02115, 3 beds, 2.5 baths

$2,799,000

3 beds2.5 baths1,991 sq ft

131 Saint Botolph St #1, Boston, MA 02115

Property at 1 Fairfield St, Boston, MA 02116, 6 beds, 5.5 baths

$10,950,000

6 beds5.5 baths5,700 sq ft

1 Fairfield St, Boston, MA 02116

Property at 362 Commonwealth Ave Unit 2E, 2F, Boston, MA 02115, 1 bed, 1.5 baths

$745,000

1 bed1.5 baths603 sq ft

362 Commonwealth Ave Unit 2E, 2F, Boston, MA 02115

Property at 330 Dartmouth Unit B1, Boston, MA 02116, 1 bed, 1 bath

$559,000

1 bed1 bath480 sq ft

330 Dartmouth Unit B1, Boston, MA 02116

Property at 128 Pembroke St Unit 2-3, Boston, MA 02118, 4 beds, 3.5 baths

$3,690,000

4 beds3.5 baths2,469 sq ft

128 Pembroke St Unit 2-3, Boston, MA 02118

Property at 10 Cumberland St Unit 10-4, Boston, MA 02115, 2 beds, 2 baths

$1,375,000

2 beds2 baths1,160 sq ft

10 Cumberland St Unit 10-4, Boston, MA 02115

Property at 321 Beacon St, Boston, MA 02116, 4 beds, 4 baths

$6,900,000

4 beds4 baths4,866 sq ft

321 Beacon St, Boston, MA 02116

Property at 56 Rutland Sq, Roxbury, MA 02118, 5 beds, 3 baths

$4,950,000

5 beds3 baths5,970 sq ft

56 Rutland Sq, Roxbury, MA 02118

Property at 11 Hereford St, Boston, MA 02115, 9 beds, 9 baths

$5,900,000

9 beds9 baths5,520 sq ft

11 Hereford St, Boston, MA 02115

Property at 592 Columbus Ave Ph 1, Roxbury, MA 02118, 2 beds, 1 bath

$699,900

2 beds1 bath762 sq ft

592 Columbus Ave Ph 1, Roxbury, MA 02118

Property at 250 Commonwealth Ave #6, Boston, MA 02116, 1 bed, 1 bath

$1,199,000

1 bed1 bath834 sq ft

250 Commonwealth Ave #6, Boston, MA 02116

Vintage Homes for Sale in Fenway / Kenmore Square

There are currently 16 vintage homes for sale in Fenway / Kenmore Square at a median listing price of $969K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fenway / Kenmore Square stay on the market for 92 days and receive 1 offers. Popular neighborhoods include Dorchester, Jamaica Plain, Back Bay, Charlestown, and Beacon Hill. This map is refreshed with the newest listings in Fenway / Kenmore Square every 15 minutes.

In the past month, 10 homes have been sold in Fenway / Kenmore Square. In addition to houses in Fenway / Kenmore Square, there were also 70 condos, 1 townhouse, and 2 multi-family units for sale in Fenway / Kenmore Square last month. Find your dream home in Fenway / Kenmore 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 Fenway / Kenmore Square are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fenway / Kenmore Square. If you're looking to sell your home in the Fenway / Kenmore Square area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fenway / Kenmore 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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