53 Madison Rd, Wellesley, MA 02481
OFF MARKET

$1,724,400

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,514 sqft (on 0.44 acres)

53 Madison Rd, Wellesley, MA 02481

Est. Refi. Payment $10,756/mo*
Refinance Your Home
Currently Off Market - Sold Jun 25, 2025 for $1,660,000

Home Value

Trulia Estimate
$1.72M
Since last month
Increased$6K (+0.3%)
Since last year
Increased$54K (+3.3%)
Since last sale
Increased$64K (+3.9%)
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 +48% in the last 10 years
MonthEstimated value
2026
September 2026$1.72M
August 2026$1.72M
July 2026$1.71M
June 2026$1.71M
May 2026$1.7M
March 2026$1.67M
February 2026$1.68M
January 2026$1.66M
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
21 Madison Rd, Wellesley, MA
0.15
Single-Family Home
$2,130,000
08/03/26
4
3.5
2,609
42 Jackson Rd, Wellesley, MA
0.23
Single-Family Home
$1,625,000
06/04/26
3
2.5
1,996
319 Oakland St, Wellesley, MA
0.12
Single-Family Home
$2,270,000
08/26/26
5
4
4,507
206-206 Cedar St #R, Wellesley Hills, MA
0.27
Single-Family Home
$1,180,000
02/18/26
3
2
2,421
78 Hunnewell St, Wellesley, MA
0.14
Single-Family Home
$1,930,000
01/02/26
5
4.5
4,043
34 Sheridan Rd, Wellesley, MA
0.11
Single-Family Home
$1,250,000
08/03/26
3
1.5
1,478
279 Oakland St, Wellesley, MA
0.17
Single-Family Home
$2,230,000
08/19/26
5
3.5
4,512
48 Taylor St, Needham, MA
0.37
Single-Family Home
$1,550,000
10/22/25
3
3.5
2,987
23 Thackeray Rd, Wellesley, MA
0.70
Single-Family Home
$1,880,000
06/05/26
4
3
2,332
259 Central Ave, Needham, MA
0.57
Single-Family Home
$1,650,000
05/01/26
4
2.5
3,019

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
29 Sheridan Rd, Wellesley, MA 02481
0.08
$2,765,700
4
3.5
3,815
Off Market
19 Sheridan Rd, Wellesley, MA 02481
0.06
$3,896,800
5
5.5
6,240
Off Market
59 Madison Rd, Wellesley, MA 02481
0.04
$2,635,200
4
3.5
4,258
Off Market
42 Sheridan Rd, Wellesley, MA 02481
0.12
$1,980,000
4
2.5
3,330
For Sale
34 Sheridan Rd, Wellesley, MA 02481
0.11
$1,250,000
3
1.5
1,478
Recently Sold
36 Sheridan Rd, Wellesley, MA 02481
0.12
$3,102,900
5
4.5
5,496
Off Market
41-A Hunnewell St, Wellesley Hills, MA 02481
0.09
$1,299,000
3
1.5
2,384
For Sale
310 Oakland St, Wellesley, MA 02481
0.08
$3,125,000
6
5.5
5,993
Recently Sold
21 Madison Rd, Wellesley, MA 02481
0.15
$2,130,000
4
3.5
2,609
Recently Sold
282 Oakland St, Wellesley, MA 02481
0.13
$1,247,900
3
2
1,859
Off Market
319 Oakland St, Wellesley, MA 02481
0.12
$2,270,000
5
4
4,507
Recently Sold

Local Information

  • Map ViewExplore the area around 53 Madison Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1952
0.44 acre lot
2,514 sqft
$686/sqft
1 Car Garage

About this House

Classic charm blends with an open concept floor plan and tasteful renovations to create a wonderful place to call home. Situated on a desirable 0.44 acre cul de sac lot with close proximity to Fiske Elementary. Step into a generously sized great room which houses the living area with fireplace, dining area and the remodeled kitchen featuring white cabinetry, massive island, farmers sink and wall of windows overlooking the expansive backyard. There is also a large office and a sun-filled 3-season porch. Upstairs encounter a luxurious primary suite with a spa like bath. Technically a 4-bedroom home, the 4th bedroom has been converted to an oversized primary closet & dressing room, however this can be switched back if desired. Lower level houses a finished walk out basement with flex space and storage. Outside, enjoy the stone patio and the huge parklike, fenced in backyard. With recent updates to systems and finishes throughout, this is a move in ready opportunity you should not miss.
53 Madison Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 2,514 sqft single-family home built in 1952. It last sold for $1,660,000 on Jun 25, 2025 (1% above the $1,650,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,724,400, with a rent estimate of $6,780/month.
Last check for updates: about 13 hours ago
Listed by The Shulkin Wilk Group, (617) 463-9816
Compass, (781) 365-9954
Bought with: Bell Petrini Group, Coldwell Banker Realty - Boston, (617) 266-4430
Source: MLS PIN, MLS#73374835

Home Details for 53 Madison Rd

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Interior Entry,Radon Remediation SystemNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2514 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range HoodDishwasherDryerLaundry: Second FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Natural Gas,Hydro AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Tile, Vinyl, Hardwood, Flooring - Vinyl, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Vinyl, Hardwood, Flooring Vinyl, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened, PatioFencing: Fenced/Enclosed, FencedExterior: Porch - Screened, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Fenced Yard, GardenFoundation: Concrete PerimeterGardenSprinkler System
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Garage Faces Side,Paved Drive,Paved
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 2106Finished Area (below surface): 408

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Garrison
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/RemodeledParcel Number: M:017 R:035 S:, 257230

Price & Status

Price
List Price: $1,650,000
Status Change & Dates
Off Market Date: Wed May 28 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Wellesley
School Information
Elementary School: FiskeJr High / Middle School: WellesleyHigh School: Wellesley High

Building

Building Area
Building Area: 2514 Square Feet

Community

Community Features: Park, Golf, Conservation Area, Highway Access, Private School, Public School, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.44 acres

Offer

Contingencies: Inspection

Miscellaneous

BasementMls Number: 73374835Above Grade Unfinished Area: 2106

Additional Information

ParkGolfConservation AreaHighway AccessPrivate SchoolPublic SchoolUniversity

Price and Tax history

DateEventPrice
Jun 25, 2025
Source: MLS PIN #73374835
Sold
$1,660,000
May 20, 2025
Source: MLS PIN #73374835
Contingent
$1,650,000
May 14, 2025
Source: MLS PIN #73374835
Listed For Sale
$1,650,000
May 15, 2020
Source: N/A
Sold
$1,357,500
Apr 5, 2020
Source: Agent Provided
Pending
$1,375,000

Market trends in Wellesley

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.18M
$33.75KMoM
Sale-to-List Price
100.7%
0.1%MoM
Price per sq ft
$685
$19MoM
Available listings
71
16MoM

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

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 53 Madison Rd

  • What is 53 Madison Rd estimated to be worth?
    Trulia's estimated value for 53 Madison Rd in Wellesley, MA is $1,724,400.
  • What is the price history for 53 Madison Rd?
    53 Madison Rd in Wellesley, MA last sold for $1,660,000 in June 2025.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.18M. That is up $33.75K from the prior month.
  • Does 53 Madison Rd have air conditioning?
    Yes, 53 Madison Rd in Wellesley, MA has air conditioning.
  • Does 53 Madison Rd have laundry facilities?
    Yes, 53 Madison Rd in Wellesley, MA has in-unit laundry.

Explore by feature - Pet Friendly

15 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

7 rentals with a garage in Wellesley, MA

Explore by feature - Air Conditioning

21 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Wellesley, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 53 Madison Rd

Skip to last item
Skip to first item

Homes for sale near 53 Madison Rd

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