39 Appleton St, Boston, MA 02116
OFF MARKET

$4,055,900

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 2,988 sqft

39 Appleton St, Boston, MA 02116

South End
Est. Refi. Payment $22,781/mo*
Refinance Your Home
Currently Off Market - Sold Dec 2, 2022 for $3,900,000

Home Value

Trulia Estimate
$4.06M
Since last month
Decreased$103K (-2.5%)
Since last year
Increased$95K (+2.4%)
Since last sale
Increased$156K (+4%)
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 +122% in the last 10 years
MonthEstimated value
2026
August 2026$4.06M
August 2026$4.05M
July 2026$4.16M
June 2026$4.16M
May 2026$4.2M
April 2026$4.17M
March 2026$4.09M
February 2026$3.99M
January 2026$3.95M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
0.02
Single-Family Home
$3,912,500
03/16/26
4
4
3,427
27 Appleton St, Boston, MA
0.02
Single-Family Home
$2,925,000
12/23/25
4
3.5
1,965
70 Montgomery St, Boston, MA
0.23
Single-Family Home
$4,000,000
08/31/26
4
3.5
3,288
77 Warren Ave, Boston, MA
0.09
Single-Family Home
$4,920,000
02/19/26
5
5
3,350
6 Dartmouth Pl, Boston, MA
0.13
Single-Family Home
$3,650,000
10/17/25
3
2.5
2,160
28 Bradford St, Boston, MA
0.28
Single-Family Home
$3,750,000
04/30/26
3
2.5
2,480
9 Bond St, Boston, MA
0.23
Single-Family Home
$2,950,000
12/30/25
3
3
2,453
108 Pembroke St, Boston, MA
0.36
Single-Family Home
$4,075,000
08/24/26
4
2.5
3,490
134 Arlington St, Boston, MA
0.24
Single-Family Home
$2,475,000
12/12/25
3
2.5
1,920
2 Haven St, Boston, MA
0.50
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
0.00
$1,260,000
2
1.5
1,322
Recently Sold
49 Appleton St, Boston, MA 02116
0.02
$4,288,600
4
3.5
2,885
Off Market
44 Appleton St, Boston, MA 02116
0.02
$3,912,500
4
4
3,427
Recently Sold
36 Appleton St #1, Boston, MA 02116
0.02
$1,641,100
2
2
1,148
Off Market
36 Appleton St #4, Boston, MA 02116
0.02
$731,400
1
1
574
Off Market
36 Appleton St, Boston, MA 02116
0.02
$2,686,000
2
4.5
3,634
Off Market
15 Lawrence St #2, Boston, MA 02116
0.02
$1,344,700
2
1.5
974
Off Market
32 Appleton St #2, Boston, MA 02116
0.02
$3,195,700
4
3.5
2,031
Off Market
27 Appleton St, Boston, MA 02116
0.02
$2,925,000
4
3.5
1,965
Recently Sold
39 Gray St #2, Boston, MA 02116
0.03
$550,000
1
1
415
Recently Sold
22 Appleton St #2, Boston, MA 02116
0.03
$3,080,000
3
2.5
1,909
Recently Sold
70 Chandler St, Boston, MA 02116
0.03
$3,703,000
5
4
3,613
Off Market

Local Information

  • Map ViewExplore the area around 39 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
1900
Living Area
2,988 sqft
Price/Sqft
$1,357

About this House

Rare opportunity to fully customize this perfectly sized South End single family home with almost 3,000SF locaed on the highly sought-after Appleton Street in the Golden Triangle. Four (4) bedrooms PLUS office/nursery w/4.5 baths & 3 outdoor spaces including roof deck, rear deck off the kitchen and patio. Smartly designed floor plan offers an airy & open concept living perfect for today's style of comfortable living in a timeless setting. Chef's kitchen with island/counter seating is open to gas fireplaced living room, separate dining area & private deck. Family room perfect for entertaining/relaxing leads to private patio. King-sized master suite w/huge walk-in closet & en-suite bath w/double sinks & step-in shower. Too many features to list. Full set of architectural drawings have been completed & ready for you to execute or modify. These homes don't come along very often. Steps to all the shops, restaurants, cafes, dog parks, playgrounds, Copley Square & Back Bay train station.
39 Appleton St, Boston, MA 02116 is a 4 bedroom, 5 bathroom, 2,988 sqft single-family home in South End, built in 1900. It last sold for $3,900,000 on Dec 2, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,055,900, with a rent estimate of $16,288/month.

Home Details for 39 Appleton St

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1900Year Updated: 2021
Property Type / Style
Property Type: Single Family HomeArchitecture: Row House

Community

Units in Building: 1

Lot Information

Lot Area: 871 sqft

Price and Tax history

DateEventPrice
Dec 2, 2022
Source: MLS PIN #73010877
Sold
$3,900,000
Sep 2, 2022
Source: MLS PIN #73010877
Contingent
$3,975,000
Jul 12, 2022
Source: MLS PIN #73010877
Listed For Sale
$3,975,000
Aug 13, 2020
Source: Agent Provided
ListingRemoved
$2,100,000
Jun 21, 2020
Source: Agent Provided
PriceChange
$2,100,000
Price decreased by 6%

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

Frequently asked questions about 39 Appleton St

  • What is 39 Appleton St estimated to be worth?
    Trulia's estimated value for 39 Appleton St in Boston, MA is $4,055,900.
  • What is the price history for 39 Appleton St?
    39 Appleton St in Boston, MA last sold for $3,900,000 in December 2022.
  • 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 39 Appleton St have air conditioning?
    Yes, 39 Appleton St in Boston, MA has air conditioning.
  • How big is the lot at 39 Appleton St?
    The lot at 39 Appleton St in Boston, MA is about 0.02 acres (871 sq ft).

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