27 Appleton St, Boston, MA 02116
Property image
Property image
SOLD
DEC 23, 2025

27 Appleton St
Boston, MA 02116

South End
  • 4 Beds
  • 3.5 Baths
  • 1,965 sqft

$2,925,000

Last Sold: Dec 23, 2025
8% below list $3.17M
$1,489/sqft
Est. Refi. Payment $16,465/mo*
Refinance Your Home

$2,925,000

Last Sold: Dec 23, 2025
8% below list $3.17M
$1,489/sqft
Est. Refi. Payment $16,465/mo*
Refinance Your Home
4 Beds
3.5 Baths
1,965 sqft

Home Value

Trulia Estimate
$2.93M
Since last month
Increased$9K (+0.3%)
Since last year
Decreased$356K (-10.8%)
Since last sale
Increased$15K (+0.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +169% in the last 10 years
MonthEstimated value
2026
August 2026$2.94M
July 2026$2.93M
June 2026$2.94M
May 2026$2.94M
April 2026$2.93M
March 2026$2.91M
February 2026$2.94M
January 2026$2.93M
2025
2023
2020

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
44 Appleton St, Boston, MA
0.03
Single-Family Home
$3,912,500
03/16/26
4
4
3,427
6 Dartmouth Pl, Boston, MA
0.15
Single-Family Home
$3,650,000
10/17/25
3
2.5
2,160
9 Bond St, Boston, MA
0.22
Single-Family Home
$2,950,000
12/30/25
3
3
2,453
42 Bradford St, Boston, MA
0.27
Single-Family Home
$2,970,000
08/29/25
3
3.5
2,183
134 Arlington St, Boston, MA
0.22
Single-Family Home
$2,475,000
12/12/25
3
2.5
1,920
28 Bradford St, Boston, MA
0.27
Single-Family Home
$3,750,000
04/30/26
3
2.5
2,480
2 Haven St, Boston, MA
0.51
Single-Family Home
$2,925,000
07/17/26
4
2.5
2,391

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
37 Appleton St #1, Boston, MA 02116
0.02
$1,260,000
2
1.5
1,322
Recently Sold
49 Appleton St, Boston, MA 02116
0.04
$4,334,100
4
3.5
2,885
Off Market
44 Appleton St, Boston, MA 02116
0.03
$3,912,500
4
4
3,427
Recently Sold
36 Appleton St #1, Boston, MA 02116
0.02
$1,647,500
2
2
1,148
Off Market
36 Appleton St #4, Boston, MA 02116
0.02
$736,300
1
1
574
Off Market
36 Appleton St, Boston, MA 02116
0.02
$2,800,700
2
4.5
3,634
Off Market
15 Lawrence St #2, Boston, MA 02116
0.03
$1,349,800
2
1.5
974
Off Market
32 Appleton St #2, Boston, MA 02116
0.02
$3,268,300
4
3.5
2,031
Off Market
39 Gray St #2, Boston, MA 02116
0.04
$550,000
1
1
415
Recently Sold
22 Appleton St #2, Boston, MA 02116
0.02
$3,080,000
3
2.5
1,909
Recently Sold
70 Chandler St, Boston, MA 02116
0.04
$3,775,000
5
4
3,613
Off Market

Local Information

  • Map ViewExplore the area around 27 Appleton St.
  • Schools30 Preschool Schools31 Elementary Schools20 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1875
Living Area
1,965 sqft
Price/Sqft
$1,489/sqft
Parking
0 Open Spaces

About this House

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.
27 Appleton St, Boston, MA 02116 is a 4 bedroom, 4 bathroom, 1,965 sqft single-family home in South End, built in 1875. It last sold for $2,925,000 on Dec 23, 2025 (8% below the $3,175,000 asking price). More recently, it was listed as a rental in August 2017 with an asking price of $3,100 per month. That rental listing was removed on September 5, 2017. It is currently off market. The Trulia Estimate is $2,932,400, with a rent estimate of $7,780/month.
Last check for updates: about 6 hours ago
Listed by Steven Cohen Team, (617) 861-3636
Keller Williams Realty Boston-Metro | Back Bay, (617) 542-0012
Nicole Spencer, (978) 771-4764
Bought with: The Moving Greater Boston Team, (617) 744-4677, Berkshire Hathaway HomeServices Warren Residential, (617) 848-9616
Source: MLS PIN, MLS#73436028

Home Details for 27 Appleton St

Interior Features

Interior Details
Basement: UnfinishedNumber of Rooms: 8Types of Rooms: Master Bathroom
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1965 Square Feet
Appliances & Utilities
Appliances: Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, DryerDishwasherDisposalDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood
View
Has a ViewView: City View(s)

Exterior Features

Exterior Home Features
Patio / Porch: Deck - Roof, PatioExterior: Deck - Roof, Patio, BalconyFoundation: Stone
Parking & Garage
No GarageHas Open ParkingParking: On Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1471Finished Area (below surface): 494

Property Information

Year Built
Year Built: 1875
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian
Building
Construction Materials: BrickAttached To Another StructureDoes Not Include Home Warranty
Property Information
Parcel Number: W:05 P:00924 S:000, 4890719

Price & Status

Price
List Price: $3,175,000Price Per Sqft: $1,489/sqft
Status Change & Dates
Off Market Date: Wed Nov 26 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: BostonCommunity: South End

Building

Building Area
Building Area: 1965 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Highway Access, Private School, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1040 sqft

Offer

Contingencies: Attorney Review

Miscellaneous

BasementMls Number: 73436028Above Grade Unfinished Area: 1471

Additional Information

Public TransportationShoppingParkHighway AccessPrivate SchoolPublic SchoolT-Station

Price and Tax history

DateEventPrice
Dec 23, 2025
Source: MLS PIN #73436028
Sold
$2,925,000
Nov 13, 2025
Source: MLS PIN #73436028
Contingent
$3,175,000
Oct 17, 2025
Source: MLS PIN #73436028
PriceChange
$3,175,000
Price decreased by 4%
Sep 25, 2025
Source: MLS PIN #73436028
Listed For Sale
$3,295,000
Sep 5, 2017
Source: Agent Provided
ListingRemoved
$3,100

Market trends in South End

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.64M
$308KMoM
Sale-to-List Price
98.4%
Price per sq ft
$1.31K
$20MoM
Available listings
213
24MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

South End
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about South End

At least 270 Trulia users voted on each feature.

  • 95 % Say there are sidewalks

  • 95 % Say it's dog friendly

  • 94 % Say it's walkable to restaurants

  • 92 % Say it's walkable to grocery stores

  • 86 % Say streets are well-lit

  • 77 % Say people would walk alone at night

  • 65 % Say kids play outside

  • 61 % Say there's holiday spirit

  • 58 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 46 % Say there are community events

  • 39 % Say it's quiet

  • 38 % Say parking is easy

  • 37 % Say yards are well-kept

  • 28 % Say there's wildlife

  • 23 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "There’s mostly traffic in the mornings and rush hour but most of the time it’s a smooth drive/ commute anywhere"
    0
    Flag
  • Trulia User
    "It’s great to raise a family. Parks working close proximity as well as grocery stores, schools, and just about any means of transportation."
    1
    Flag
  • Trulia User
    "People usually host events elsewhere but it’s nice that we see each other outside of our community. "
    0
    Flag
  • Trulia User
    "Two dog parks near by to choose from and everyone seems to have a dog. Even the coffee shop sells dog treats. "
    1
    Flag
  • Trulia User
    "Taking the subway is easy. I drive to work and the access to the highway is easy. Different parts of the neighborhood have quite a different level of value, safety, crime, access etc."
    0
    Flag
  • Shandirazation
    "Dog owners are common around here and and there’s plenty of dog parks and pet stores near by. There is always places to walk your dog and most apartments are pet friendly."
    6
    Flag
  • Emanuel N. K.
    "South End doesnt usually have community events; we are mostly middle age with kids. Most event that take place in the South End is the Puerto Rican Prade that take place around the villa victory neighborhood in the South End."
    3
    Flag
  • Annie B.
    "It’s pretty and Halloween is a big deal in the south end. The pride parade comes through here. Restaurant row is also great. Support local business. "
    3
    Flag
  • Emilie M.
    "Not a ton of green spaces for late night walks. Have to walk fairly far at least a few blocks to find a spot for my dog."
    0
    Flag
  • Catstks
    "Often there is human feces and needles to navigate around. The neighborhood has gotten worse over the last couple of years. "
    5
    Flag
  • Mhodge07
    "Music in parks routinely through summer. Food festivals. Salsa dancing Monday nights. Churches. Parades "
    0
    Flag
  • Jordan S.
    "There are some parts close to Mass Ave that I would not recommend bringing a child around. Overall very warm neighborhood and pet friendly. Overpriced but location is key."
    0
    Flag
  • Katie P.
    "Boston in general isn’t very pet friendly and the South End is no exception. Many parks and outdoor spaces say, “No dogs.”"
    1
    Flag
  • Rebecca S.
    "There is limited private outdoor space; most outdoor space is in public areas, such as parks and playgrounds "
    0
    Flag
  • Mcgerg3
    "Very easy!!!! Silver line connects to most other subways, airport, and waterfront! Couldn’t be easier. Great place to live!!! What are you waiting for"
    0
    Flag
  • Sumit S.
    "Unique combination of history, architecture, urban feel and quiet neighborhood that is probably not replicated anywhere else."
    5
    Flag
  • Elstonanthony
    "This is a growing neighborhood that has changed for the better over the years with new public parks an diners an can be a great place to call home "
    0
    Flag
  • Thomasveng
    "Lots of dogs in this neighborhood. Very dog friendly and lots of great dog parks. Several pet shops as well."
    0
    Flag
  • Jjohnson2653
    "I use both Uber and my car and because my work is in the city it is typically not bad. The south end is accessible to 93 + airport from the Dorchester line as and there mass pike west towards the back bay "
    0
    Flag
  • Christopher M.
    "I work outside of the city and I find that this neighborhood is well connected to a lot of the major thoroughfares that take travelers out of Boston and into the suburbs. "
    2
    Flag
  • Atferris2
    "Walk from home. The commute is easy. Lots of non automotive actions for commuting. And everything is within walking distance."
    0
    Flag
  • Celsa M.
    "I walk everywhere or take public transportation which is a few mi utes walking distance. Orange line train and several buses nearby as well as the redline and purple line. If you bike there are also a lot of different blue bikes stations."
    0
    Flag
  • Kyle N.
    "Everyone has one. The dog park at the corridor is a blast. Most places allow small dogs. There are several pet shops from boutique to commercial. You and your dog will feel at home and safe unlike a lot of places in the city. If you need puppy training classes, Mark over at unleashed is fantastic. Most places let your bring your dog in and if you’re Dining out, patios are the perfect spot . "
    1
    Flag
  • Nicol M.
    "Its the central of boston alot of movement and noise and people walking their dogs very friendly people "
    0
    Flag
  • Jose O.
    "the neighbors never bothered. neither had any problems. also we look out for each other. we were working families or single ones"
    0
    Flag
  • Caroline C.
    "We are located near lots of stops. Although all of MBTA is terrible ... it really depends on what line you take in regards to your commute quality. "
    0
    Flag
  • Trulia User
    "Needles are often found on the ground and the area is not kid friendly on certain streets. "
    0
    Flag
  • Tdelacruz
    "Lived in this neighborhood for years and is a friendly and fun area stay. Many attractions and much more "
    2
    Flag
  • Batsonjay
    "The south end is truly one of Boston’s treasures. It is many micro neighborhoods, which can often be a block or two in size, but which are united in pride of common identity. A truly diverse place where people of many races, social identities, and economic classes live together with an amazing sense of togetherness. Almost any product or service you want is within a few blocks walk, and people & families of all types use all of them. I’m a happy resident."
    1
    Flag
  • Megobrien27
    "I’ve lived here for 7 years. It keeps getting better an d ether with more shops and restaurants popping up each year. It’s a dog friendly neighborhood with plenty of parks and community activities "
    5
    Flag
  • Megobrien27
    "Jazz in the park. Cafes. Restaurants. Bars. Locally owned shops. Dog friendly. Historic. Picturesque. Green space. Trendy. "
    1
    Flag
  • Steve F.
    "Eclectic array of people and a great vibe to the area along with great restaurants, bars, art studios and small businesses"
    0
    Flag
  • Karl D.
    "It's a community that has undergone incredible changes in the past 50 years. People have been buying up buildings and restoring them at a feverish pace. The city has also done its part in maintaining the brick sidewalks and gas lamps, and keeping the streets free of crime."
    0
    Flag
  • Karl D.
    "It's a safe, well-patrolled, and well-lit place. There are a number of fenced-in parks around the neigborhood for children."
    1
    Flag
  • Dionna D.
    "There's a lot of diversity. The people are lovely, respect each other, and are welcoming."
    1
    Flag
  • Leann D.
    "The South End is unique because of its suburban/small neighborhood feel and idyllic houses. It also has great restaurants and cafes (probably the best selection in the city). The SoWa open market is outstanding and my favorite thing to do on Sundays!"
    1
    Flag
  • Leann D.
    "It is a safe neighborhood with lots of parks and playgrounds and easy access to schools."
    1
    Flag
  • Arthur M.
    "It is a very safe area."
    0
    Flag
  • Bryantbp
    "the diversity of the people, access to public transit and the beautiful architecture of the buildings"
    1
    Flag
  • Helena
    "Great historical features on both buildings and roads. Great restaurants. Dog friendly. Diverse demographic "
    0
    Flag

LGBTQ Local Legal Protections

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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 27 Appleton St

  • What is 27 Appleton St estimated to be worth?
    Trulia's estimated value for 27 Appleton St in Boston, MA is $2,932,400.
  • What is the price history for 27 Appleton St?
    27 Appleton St in Boston, MA last sold for $2,925,000 in December 2025.
  • Is Boston a buyer's or seller's market?
    Boston is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Boston?
    The median sale price in Boston is $1.64M. That is down $308K from the prior month.
  • Does 27 Appleton St have air conditioning?
    Yes, 27 Appleton St in Boston, MA has air conditioning.
  • Does 27 Appleton St have laundry facilities?
    Yes, 27 Appleton St in Boston, MA has in-unit laundry.

Explore by feature - Pet Friendly

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