57 Madison Rd, Wellesley, MA 02481
Property image
Property image
OFF MARKET

$2,069,300

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 2,800 sqft (on 0.51 acres)

57 Madison Rd, Wellesley, MA 02481

Est. Refi. Payment $12,363/mo*
Refinance Your Home
Currently Off Market - Sold Nov 28, 2017 for $1,190,000

Home Value

Trulia Estimate
$2.07M
Since last month
Decreased$43K (-2%)
Since last year
Increased$5K (+0.3%)
Since last sale
Increased$875K (+73.5%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$2.06M
July 2026$2.11M
June 2026$2.13M
May 2026$2.12M
April 2026$2.1M
March 2026$2.07M
February 2026$1.98M
January 2026$1.95M
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
78 Hunnewell St, Wellesley, MA
0.12
Single-Family Home
$1,930,000
01/02/26
5
4.5
4,043
279 Oakland St, Wellesley, MA
0.16
Single-Family Home
$2,230,000
08/19/26
5
3.5
4,512
319 Oakland St, Wellesley, MA
0.10
Single-Family Home
$2,270,000
08/26/26
5
4
4,507
206-206 Cedar St #R, Wellesley Hills, MA
0.28
Single-Family Home
$1,180,000
02/18/26
3
2
2,421
21 Madison Rd, Wellesley, MA
0.17
Single-Family Home
$2,130,000
08/03/26
4
3.5
2,609
34 Sheridan Rd, Wellesley, MA
0.12
Single-Family Home
$1,250,000
08/03/26
3
1.5
1,478
48 Taylor St, Needham, MA
0.35
Single-Family Home
$1,550,000
10/22/25
3
3.5
2,987
42 Jackson Rd, Wellesley, MA
0.23
Single-Family Home
$1,625,000
06/04/26
3
2.5
1,996
70 Briarwood Cir, Needham, MA
0.43
Single-Family Home
$2,325,000
05/08/26
5
4.5
4,281
310 Oakland St, Wellesley, MA
0.07
Single-Family Home
$3,125,000
02/20/26
6
5.5
5,993

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
59 Madison Rd, Wellesley, MA 02481
0.02
$2,619,200
4
3.5
4,258
Off Market
53 Madison Rd, Wellesley, MA 02481
0.02
$1,709,100
4
2.5
2,514
Off Market
310 Oakland St, Wellesley, MA 02481
0.07
$3,125,000
6
5.5
5,993
Recently Sold
319 Oakland St, Wellesley, MA 02481
0.10
$2,270,000
5
4
4,507
Recently Sold
1 Wellesley Ave, Needham, MA 02494
0.12
$2,491,300
3
2.5
2,140
Off Market
19 Sheridan Rd, Wellesley, MA 02481
0.07
$3,957,700
5
5.5
6,240
Off Market
78 Hunnewell St, Wellesley, MA 02481
0.12
$1,930,000
5
4.5
4,043
Recently Sold
3 Wellesley Ave #3, Needham Heights, MA 02494
0.14
-
3
2.5
2,140
Off Market
282 Oakland St, Wellesley, MA 02481
0.12
$1,235,700
3
2
1,859
Off Market
29 Sheridan Rd, Wellesley, MA 02481
0.09
$2,697,600
4
3.5
3,815
Off Market
287 Oakland St, Wellesley, MA 02481
0.14
$2,591,800
5
5
4,800
Off Market
33 Hunnewell St, Wellesley, MA 02481
0.14
$2,293,900
4
4
4,867
Off Market

Local Information

  • Map ViewExplore the area around 57 Madison Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1954
Lot Size
0.51 acres
Living Area
2,800 sqft
Price/Sqft
$739
Parking
Garage

About this House

Location, location, location! Charming 5 bedroom home in Wellesley Hills at the top of a gentle hill on a cul-de-sac in Sheridan Hills Estates neighborhood, 1/2 acre of park like setting, with cherry, pine and maple trees. Hardwood floors throughout, granite/cherry kitchen, stainless appliances, dining area off kitchen, mudroom entry, washer/dryer on bedroom level, acoustically Isolated recreation room with pool table, garden view screened in porch, cumaru hardwood deck with sunken hot tub, and a two car garage.
57 Madison Rd, Wellesley, MA 02481 is a 5 bedroom, 3 bathroom, 2,800 sqft single-family home built in 1954. It last sold for $1,190,000 on Nov 28, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,069,300, with a rent estimate of $7,705/month.

Home Details for 57 Madison Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Master Bath
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, WoodLawnPatioPorch
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Building

Community rooms
Fitness Center

Price and Tax history

DateEventPrice
Nov 28, 2017
Source: N/A
Sold
$1,190,000
Oct 24, 2017
Source: Agent Provided
Pending
$1,260,000
Sep 14, 2017
Source: N/A
Listed For Sale
$1,260,000
Sep 29, 1995
Source: N/A
Sold
$400,000

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM

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.

What Locals Say about Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 57 Madison Rd

  • What is 57 Madison Rd estimated to be worth?
    Trulia's estimated value for 57 Madison Rd in Wellesley, MA is $2,069,300.
  • What is the price history for 57 Madison Rd?
    57 Madison Rd in Wellesley, MA last sold for $1,190,000 in November 2017.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • How big is the lot at 57 Madison Rd?
    The lot at 57 Madison Rd in Wellesley, MA is about 0.51 acres (22,215 sq ft).
  • Does 57 Madison Rd have a garage?
    Yes, 57 Madison Rd in Wellesley, MA has a garage.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

8 rentals with an outdoor space in Wellesley, MA

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