On one of the South End’s most coveted streets, this 4+ bedroom, 3.5 bath townhome seamlessly blends historic charm with modern luxury. Recently renovated from top to bottom, it delivers on style, space, and function—with elegant living and dining areas, a contemporary chef’s kitchen, and a thoughtfully designed floor plan ideal for both entertaining and everyday living. The second level is a private primary suite with a walk-in closet, home office, and spa-like bath. Upstairs, two bedrooms share a full bath and access a roof deck with panoramic Back Bay views. The garden level features a guest suite, full bath, and family room that opens to a spacious bluestone patio framed by mature trees. With 3 decks, a roof deck, and a back garden, this home is rich in outdoor space. A bonus basement level adds valuable storage. Ideally situated on picturesque Appleton Street, at the crossroads of the best of South End and Back Bay living.
Property Details
Price:
$3,195,000
MLS #:
73436028
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
South End
Neighborhood:
southend
Listed Date:
Sep 25, 2025
Finished Sq Ft:
1,965
Total Sq Ft:
1,965
Lot Size:
1,040 sqft / 0.02 acres (approx)
Year Built:
1875
See this Listing
Schools
Interior
Appliances
Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Wood
Heating
Forced Air, Natural Gas
Exterior
Architectural Style
Victorian
Community Features
Public Transportation, Shopping, Park, Highway Access, Private School, Public School, T-Station
Construction Materials
Brick
Exterior Features
Deck – Roof, Patio, Balcony
Parking Features
On Street
Financial
Tax Year
2025
Taxes
$20,356
Map
Community
- Address27 Appleton St Boston MA
- SubdivisionSouth End
- CityBoston
- CountySuffolk
- Zip Code02116
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
Market Summary
Current real estate data for Single Family in Boston as of Oct 16, 2025
386
Single Family Listed
132
Avg DOM
694
Avg $ / SqFt
$2,052,459
Avg List Price
Property Summary
- Located in the South End subdivision, 27 Appleton St Boston MA is a Single Family for sale in Boston, MA, 02116. It is listed for $3,195,000 and features 4 beds, 4 baths, and has approximately 1,965 square feet of living space, and was originally constructed in 1875. The current price per square foot is $1,626. The average price per square foot for Single Family listings in Boston is $694. The average listing price for Single Family in Boston is $2,052,459. To schedule a showing of MLS#73436028 at 27 Appleton St in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Keller Williams Realty Boston-Metro | Back Bay. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
27 Appleton St
Boston, MA