27 Appleton St, Boston, MA 02116

$3,295,000 - South End

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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.

— MLSPIN #: 73436028

Map of 27 Appleton St, Boston, MA 02116

Open Houses
Start Time: End Time: Comments:
09-27-2025 11:30 AM 09-27-2025 01:00 PM
09-28-2025 12:00 PM 09-28-2025 01:30 PM
27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116 27 Appleton St, South End, Boston, MA 02116
27 Appleton St, South End, Boston, MA 02116
List Price:$3,295,000
Status:New
MLS ID:73436028
Town:Boston
Neighborhood:South End
County:Suffolk
Subdivision:South End
Zip:02116
Property Type:Residential
Property Sub Type:Single Family Residence
Bedrooms:4
Full Baths:3
Half Baths:1
Living Area:1,965 sqft
Acres:0.02
Taxes:20,356
Appliances:Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Cooling:Central Air
Flooring:Wood
Heating:Forced Air, Natural Gas
Lot Features:Level
Parking Features:On Street
Status:Active
Water Source:Public
Year Built:1875
Directions:GPS
Foundation Details:Stone
Postal Code Plus4:6213
Construction Materials:Brick
Listing Contract Date:2025-09-25
Cooling?:Yes
Heating?:Yes
Lot Size Area:0.02
Lot Size Square Feet:1,040
Rooms Total:8
Architectural Style:Victorian
Bathrooms Total Integer:4
Basement:true
Basement:Unfinished
Building Area Source:Measured
Building Area Total:1,965
Community Features:Public Transportation, Shopping, Park, Highway Access, Private School, Public School, T-Station
Exterior Features:Deck - Roof, Patio, Balcony
Living Area Units:Square Feet
Lot Size Units:Acres
Open Parking?:Yes
Parcel Number:W:05 P:00924 S:000, 3357818
Patio And Porch Features:Deck - Roof, Patio
Property Attached?:Yes
Sewer:Public Sewer
Zoning:CM
View:City View(s)
Year Built Source:Public Records
Disclosures:Currently deeded as a 2 family, just underwent full renovation and conversion to a single family. Will be recorded as a single family prior to close.
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Certificate Number:000000072018
Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones:2
Disclosure:No
Dpr Flag:No
Heat Zones:2
Lead Paint:Unknown
Listing Alert:No
List Price Per Sqft:$1,676.84
Page:290
Price Per Sqft:$1,676.84
Square Feet Disclosures:Sq ft does not include bonus basement level below lower floor. 2 family conversion, plans attached.
Square Feet Incl Base:Yes
Original List Price:$3,295,000
Room Master Bathroom Features:Yes
Tax Assessed Value:$2,068,400
Tax Year:2025
View?:Yes
Year Built Details:Actual
Waterview Flag:No

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

MLS Property Information Network, Inc. data last updated on September 26, 2025 03:53 AM

Property Last Updated: September 25, 2025 05:46 PM

Listing Courtesy of: Keller Williams Realty Boston-Metro | Back Bay
Listing Agent: Steven Cohen Team