59 Appleton St, Boston, MA 02116
Property image
Property image
OFF MARKET

59 Appleton St
Boston, MA 02116

South End
  • 4 Beds
  • 3.5 Baths
  • 2,962 sqft

$4,264,300

Trulia Estimate
as of Aug 23, 2026

$4,264,300

Trulia Estimate
as of Aug 23, 2026
  • 4 Beds
  • 3.5 Baths
  • 2,962 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
2,962 sqft
Price/Sqft
$1,440
Parking
1 Parking Spaces

Local Information

  • Map ViewExplore the area around 59 Appleton St.
  • Schools30 Preschool Schools31 Elementary Schools20 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

Stunning fully renovated 4 bed + den, 3.5 bath single-family home on picturesque Appleton Street in the South End. This thoughtfully designed residence features a spacious open floor plan with high-end finishes, a gourmet kitchen, sunlit living areas, and a versatile den perfect for a home office or guest space. Enjoy seamless indoor-outdoor living with a private deck and patio, ideal for entertaining. Includes rare garage parking. Located on one of the South Ends most charming streets, close to top restaurants, shops, parks, and public transit. A perfect blend of luxury, comfort, and convenience.
59 Appleton St, Boston, MA 02116 is a 4 bedroom, 4 bathroom, 2,962 sqft single-family home in South End. It last sold for $3,995,000 on Aug 12, 2021 (30,631% above the $13,000 asking price). More recently, it was listed as a rental in June 2025 with an asking price of $13,000 per month. That rental listing was removed on June 29, 2025. It is currently off market. The Trulia Estimate is $4,264,300, with a rent estimate of $7,961/month.

Home Details for 59 Appleton St

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Parking & Garage
Parking Space: 1

Comparable Sales for 59 Appleton St

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 sqft
27 Appleton St, Boston, MA
0.05
Single-Family Home
$2,925,000
12/23/25
4
3.5
1,965 sqft
27 Lawrence St, Boston, MA
0.02
Single-Family Home
$3,200,000
11/25/25
3
3
2,178 sqft
6 Dartmouth Pl, Boston, MA
0.11
Single-Family Home
$3,650,000
10/17/25
3
2.5
2,160 sqft
77 Warren Ave, Boston, MA
0.07
Single-Family Home
$4,920,000
02/19/26
5
5
3,350 sqft
28 Bradford St, Boston, MA
0.29
Single-Family Home
$3,750,000
04/30/26
3
2.5
2,480 sqft
9 Bond St, Boston, MA
0.24
Single-Family Home
$2,950,000
12/30/25
3
3
2,453 sqft
23 Piedmont St S, Boston, MA
0.36
Single-Family Home
$2,900,000
11/24/25
3
3.5
2,957 sqft
42 Bradford St, Boston, MA
0.29
Single-Family Home
$2,970,000
08/29/25
3
3.5
2,183 sqft
24 Fayette St, Boston, MA
0.32
Single-Family Home
$2,085,000
03/03/26
4
3
2,581 sqft

Nearby homes

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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

Price and Tax history

DateEventPrice
Jun 29, 2025
Source: Zillow Rentals
ListingRemoved
$13,000
Jun 14, 2025
Source: Zillow Rentals
Listed For Rent
$13,000
Aug 12, 2021
Source: N/A
Sold
$3,995,000
Aug 7, 2020
Source: LINK #214196
Sold
$1,700,000
Jun 20, 2020
Source: Agent Provided
Pending
$1,825,000

Frequently asked questions about 59 Appleton St

  • What is 59 Appleton St estimated to be worth?
    Trulia's estimated value for 59 Appleton St in Boston, MA is $4,264,300.
  • What is the price history for 59 Appleton St?
    59 Appleton St in Boston, MA last sold for $3,995,000 in August 2021.
  • 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 59 Appleton St have parking?
    Yes, 59 Appleton St in Boston, MA has on-site parking.

Homes for rent near 59 Appleton St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
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Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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