21 Appleton St #2, Boston, MA 02116
Property image
Property image
OFF MARKET

21 Appleton St #2
Boston, MA 02116

South End
  • 2 Beds
  • 2 Baths
  • 1,050 sqft

$1,383,000

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $7,883/mo*
Refinance Your Home

$1,383,000

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $7,883/mo*
Refinance Your Home
2 Beds
2 Baths
1,050 sqft

Home Value

Trulia Estimate
$1.38M
Since last month
Decreased$12K (-0.9%)
Since last year
Increased$60K (+4.5%)
Since last sale
Increased$680K (+97.8%)
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 +15% in the last 10 years
MonthEstimated value
2026
August 2026$1.37M
July 2026$1.38M
June 2026$1.39M
May 2026$1.41M
April 2026$1.37M
March 2026$1.41M
February 2026$1.36M
January 2026$1.33M
2025
2024
2023
2022
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
10 Melrose St #3, Boston, MA
0.30
Apartment
$1,310,000
10/21/25
2
2
975
24 Montgomery St #4, Boston, MA
0.18
Apartment
$950,000
06/05/26
2
1
733
79 Waltham St #3, Boston, MA
0.20
Apartment
$1,050,000
06/29/26
2
1
735
431 Columbus Ave #4, Boston, MA
0.36
Apartment
$875,000
09/05/25
3
1
765
57 Marlborough St #6, Boston, MA
0.56
Apartment
$1,250,000
01/06/26
2
1
970
312 Shawmut Ave #4, Boston, MA
0.29
Apartment
$870,000
11/19/25
1
1
666
34 Milford St, Boston, MA
0.14
Apartment
$3,025,000
03/05/26
3
3
2,737
99 Waltham St #2, Boston, MA
0.17
Apartment
$1,860,000
02/27/26
1
1
575
530 Massachusetts Ave #2, Boston, MA
0.64
Apartment
$1,025,000
01/08/26
1
1
1,000
460 Massachusetts Ave #1, Boston, MA
0.65
Apartment
$906,000
12/03/25
3
2
1,525
Home facts updated by county records

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
20 Appleton St, Boston, MA 02116
0.02
$3,173,400
4
2.5
2,680
Off Market
22 Appleton St #2, Boston, MA 02116
0.02
$3,080,000
3
2.5
1,909
Recently Sold
11-11C Appleton St #1, Boston, MA 02116
0.03
-
2
1.5
1,007
Off Market
19 Gray St #1, Boston, MA 02116
0.03
$1,451,100
3
2.5
1,205
Off Market
19 Gray St #2, Boston, MA 02116
0.03
$1,230,600
2
1.5
900
Off Market
16 Gray St #5, Boston, MA 02116
0.04
$1,974,800
3
2.5
1,664
Off Market
54-56A Berkeley St, Boston, MA 02116
0.03
$3,436,100
4
-
6,854
Off Market
7 Warren Ave #6, Boston, MA 02116
0.05
$2,350,000
2
2
2,147
For Sale
27 Appleton St, Boston, MA 02116
0.01
$2,925,000
4
3.5
1,965
Recently Sold
20 Gray St #1, Boston, MA 02116
0.05
$1,849,000
1
1
520
Off Market
7 Warren Ave #19, Boston, MA 02116
0.06
$2,625,000
3
3
1,920
Recently Sold
7 Warren Ave #Penthouse 24, Boston, MA 02116
0.06
-
1
1
861
Off Market

Local Information

  • Map ViewExplore the area around 21 Appleton St #2.
  • Schools30 Preschool Schools31 Elementary Schools20 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Year Built
1885
Living Area
1,050 sqft
Price/Sqft
$1,317

About this House

A meticulously renovated sun drenched 2 bed 1.5 bath penthouse condo on one of most desirable streets in Boston's South End. Charm and details abound with 2 large BR's both featuring custom closets, a spa like master bath with double vanities and glass shower on the lower level. The spacious upper level features a chefs kitchen with commercial grade Thermador appliances, a open dining & living area with a gas fireplace, custom built-ins, french doors, balcony and half bath. Exposed brick, crown moldings, hardwood floors, and beautiful wood work are featured throughout the unit topped off with an expansive private roof deck with unmatched city views accessed by a full staircase. Central A/C, Heat, and in unit washer/dryer. Only minutes from Back Bay station, Mass Pike, & some of the best restaurants & shops the city has to offer. Unit is available for July 1st, sorry no pets (no exceptions). Call today to schedule a showing!
21 Appleton St #2, Boston, MA 02116 is a 2 bedroom, 2 bathroom, 1,050 sqft apartment in South End, built in 1885. It last sold for $695,000 on Aug 1, 2013. More recently, it was listed as a rental in May 2025 with an asking price of $6,500 per month. That rental listing was removed on May 21, 2025. It is currently off market. The Trulia Estimate is $1,383,000, with a rent estimate of $5,574/month.

Home Details for 21 Appleton St #2

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 5
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1885Year Updated: 2014
Property Type / Style
Property Type: ApartmentArchitecture: Row House

Community

Units in Building: 1

Lot Information

Lot Area: 871 sqft

Price and Tax history

DateEventPrice
May 21, 2025
Source: MLS PIN #73373678
ListingRemoved
$6,500
May 13, 2025
Source: MLS PIN #73373678
Listed For Rent
$6,500
Jun 27, 2024
Source: MLS PIN #73255189
ListingRemoved
Jun 20, 2024
Source: MLS PIN #73255189
Listed For Rent
$5,400
Mar 25, 2019
Source: Agent Provided
ListingRemoved
$4,600

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
Skip to last item
  • Results are loading
Skip to first item

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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

2630 pet-friendly rentals in Boston, MA

Explore by feature - Garage

482 rentals with a garage in Boston, MA

Explore by feature - Air Conditioning

4548 rentals with air conditioning in Boston, MA

Explore by feature - Pool

370 rentals with a pool in Boston, MA

Explore by feature - Washer/dryer

6317 rentals with a washer/dryer in Boston, MA

Explore by feature - Outdoor Space

311 rentals with an outdoor space in Boston, MA

Homes for sale near 21 Appleton St #2

Skip to last item
Skip to first item

Off Market Homes Near 21 Appleton St #2

Skip to last item
Skip to first item

Frequently asked questions about 21 Appleton St #2

  • What is 21 Appleton St #2 estimated to be worth?
    Trulia's estimated value for 21 Appleton St #2 in Boston, MA is $1,383,000.
  • What is the price history for 21 Appleton St #2?
    21 Appleton St #2 in Boston, MA last sold for $695,000 in August 2013.
  • 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 21 Appleton St #2 have air conditioning?
    Yes, 21 Appleton St #2 in Boston, MA has air conditioning.
  • Does 21 Appleton St #2 have laundry facilities?
    Yes, 21 Appleton St #2 in Boston, MA has in-unit laundry.