21 Appleton St, Boston, MA 02116
OFF MARKET

21 Appleton St
Boston, MA 02116

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

$1,544,100

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $8,565/mo*
Refinance Your Home

$1,544,100

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $8,565/mo*
Refinance Your Home
2 Beds
2 Baths
1,050 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

A meticulously renovated 2 BR 1.5 bath penthouse condo on Appleton St. one of Boston's most desirable streets. Minutes from the best South End restaurants and shops and easy walk to Back Bay. 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 Thermador appliances, a open dining & living area with a gas fireplace, custom built-ins, french doors, balcony with back bay views and half bath. Exposed brick, crown moldings, hardwood floors, and beautiful wood work are featured throughout the unit topped off with an expansive roof deck with unmatched city views accessed by a full staircase. Central A/C and in unit washer/dryer. Call Mike at 781-526-0522
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 21 Appleton St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Family Room, Master Bath
Appliances & Utilities
DishwasherMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Year Built
Year Built: 1885
Property Type / Style
Property Type: Condo

Exterior Features

Exterior Home Features
Patio
Parking & Garage
Parking: On Street

Price History for 21 Appleton St

DatePriceEventSource
03/24/2021ListingRemovedN/A
12/07/2017$4,900ListingRemovedN/A
11/26/2017$5,400Listed For RentN/A
12/20/2015$899,000ListingRemovedAgent Provided
12/10/2015$899,000PriceChange
Agent Provided
12/01/2015$920,000PriceChange
Agent Provided
11/25/2015$899,000PriceChange
Agent Provided
11/17/2015$960,000PriceChange
Agent Provided
11/09/2015$980,000Listed For SaleAgent Provided
08/15/2003$915,000Sold
LINK #9661

Market trends in South End

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.55M
$329KMoM
Sale-to-List Price
—
Price per sq ft
$1.2K
$8MoM
Available listings
206
64MoM
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Comparable Sales for 21 Appleton St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11-11C Appleton St #1, Boston, MA
0.02
Condo
$995,000
06/27/25
2
1.5
1,007
17 Cazenove St #404, Boston, MA
0.10
Condo
$900,000
10/22/25
2
1.5
909
285 Columbus Ave #602, Boston, MA
0.15
Condo
$965,000
12/11/25
2
2
1,100
2 Clarendon St #102, Boston, MA
0.14
Condo
$820,000
08/08/25
2
2
966
1 Charles St S #1110, Boston, MA
0.07
Condo
$1,210,000
02/12/26
2
2
1,179
36 Appleton St #1, Boston, MA
0.03
Condo
$1,635,000
06/11/25
2
2
1,148
301 Shawmut Ave #30, Boston, MA
0.25
Condo
$850,000
07/14/25
2
1.5
1,002
53 Clarendon St #3, Boston, MA
0.08
Condo
$1,650,000
03/24/26
2
2
1,232
285 Columbus Ave #606, Boston, MA
0.15
Condo
$1,380,000
07/25/25
2
2
1,180
57 Warren Ave #3, Boston, MA
0.08
Condo
$1,685,000
01/12/26
2
2
1,215

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Appleton St.
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

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21 Appleton St, Boston, MA 02116 is a 2 bedroom, 2 bathroom, 1,050 sqft condo built in 1885. 21 Appleton St is located in South End, Boston. This property is not currently available for sale. 21 Appleton St was last sold on Aug 15, 2003 for $915,000. The current Trulia Estimate for 21 Appleton St is $1,544,100.