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27 Appleton StBoston, MA 02116

For Sale

$3,175,000

Smart Buyer Rebate $15,875

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.

Listed by Steven Cohen Team

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Keller Williams Realty Boston-Metro | Back Bay

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617-861-3636

Listed by Nicole Spencer

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Keller Williams Realty Boston-Metro | Back Bay

Last updated October 21, 2025

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Source: MLSPin #73436028

Listing Facts

  • TypeSingle-family
  • NeighborhoodColumbus
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu27
  • Taxes$20,356/year
  • Size1,965 sqft
  • Price per sqft$1,616

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning

Location

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Listing History

10/17/2025
Price Decreased
$3,175,000
10/17/2025
Price Decreased
$3,195,000
09/25/2025
Listed by Keller Williams Realty Boston-Metro | Back Bay
$3,295,000

Property Details for 27 Appleton St

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Highway Access, Private School, Public School, T-Station

Exterior

Construction

  • Property Attached: Yes
  • Year Built: 1875
  • Year Built Details: Actual
  • Architectural Style: Victorian
  • Construction Materials: Brick
  • Exterior Features: Deck - Roof, Patio, Balcony

Features

  • Patio And Porch Features: Deck - Roof, Patio
  • View: City View(s)

Measurements

  • Building Area Total: 1,965
  • Building Area Units: Square Feet
  • Lot Features: Level
  • Lot Size Acres: 0.02
  • Lot Size Area: 0
  • Lot Size Square Feet: 1,040
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: W:05 P:00924 S:000,4890719
  • Tax Annual Amount: $20,356.00
  • Tax Assessed Value: $2,068,400.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
  • Flooring: Wood

Measurements

  • Living Area: 1,965
  • Living Area Source: Measured

Rooms

  • Basement: Unfinished
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Other

Location

  • Subdivision Name: South End

Parking

Parking

  • Open Parking: Yes
  • Parking Features: On Street

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.