24 Windsor Rd, Wellesley, MA 02481
Dining Room 14x15 with pocket doors
Perennial garden border with woods beyond
OFF MARKET

24 Windsor Rd
Wellesley, MA 02481

  • 5 Beds
  • 4 Baths
  • 3,653 sqft (on 0.38 acres)

$2,719,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $16,154/mo*
Refinance Your Home

$2,719,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $16,154/mo*
Refinance Your Home
5 Beds
4 Baths
3,653 sqft
(on 0.38 acres)

Home Value

Trulia Estimate
$2.72M
Since last month
Decreased$42K (-1.5%)
Since last year
Increased$299K (+12.4%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$2.72M
July 2026$2.76M
June 2026$2.77M
May 2026$2.84M
April 2026$2.7M
March 2026$2.7M
February 2026$2.58M
January 2026$2.5M
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
133 Abbott Rd, Wellesley, MA
0.17
Single-Family Home
$4,400,000
07/22/26
5
4.5
4,628
120 Forest St, Wellesley, MA
0.26
Single-Family Home
$2,225,000
06/12/26
5
3.5
2,590
46 Lincoln Rd, Wellesley, MA
0.21
Single-Family Home
$2,600,000
01/09/26
4
3.5
3,705
117 Forest St, Wellesley, MA
0.30
Single-Family Home
$3,305,000
06/26/26
4
3.5
3,738
10 Allen Rd, Wellesley, MA
0.37
Single-Family Home
$2,625,000
11/03/25
4
3.5
4,720
15 Alden Rd, Wellesley, MA
0.41
Single-Family Home
$2,625,000
04/30/26
4
3.5
3,433
28 Clovelly Rd, Wellesley, MA
0.39
Single-Family Home
$2,354,000
12/24/25
4
4.5
4,211
108 Abbott Rd, Wellesley, MA
0.12
Single-Family Home
$6,187,500
11/12/25
6
7
7,037
34 Seaward Rd, Wellesley, MA
0.46
Single-Family Home
$1,675,000
09/08/25
5
2.5
3,347
15 Standish Cir, Wellesley, MA
0.60
Single-Family Home
$2,833,000
05/19/26
4
3.5
4,151

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
21 Windsor Rd, Wellesley, MA 02481
0.04
$2,918,100
6
4
4,954
Off Market
108 Abbott Rd, Wellesley, MA 02481
0.12
$6,187,500
6
7
7,037
Recently Sold
23 Inverness Rd, Wellesley, MA 02482
0.14
$4,525,000
6
6.5
9,523
Recently Sold
53 Windsor Rd, Wellesley, MA 02481
0.16
$2,991,100
4
4.5
3,272
Off Market
123 Abbott Rd, Wellesley, MA 02481
0.15
$5,961,300
6
6.5
7,424
Off Market
133 Abbott Rd, Wellesley, MA 02481
0.17
$4,400,000
5
4.5
4,628
Recently Sold
46 Lincoln Rd, Wellesley, MA 02481
0.21
$2,600,000
4
3.5
3,705
Recently Sold
8 Lincoln Cir, Wellesley, MA 02481
0.26
$2,774,300
4
3.5
3,548
Off Market
86 Abbott Rd, Wellesley, MA 02481
0.24
$2,277,100
4
3
2,801
Off Market
75 Maugus Ave, Wellesley, MA 02481
0.26
$4,604,600
5
5.5
5,267
Off Market
120 Forest St, Wellesley, MA 02481
0.26
$2,225,000
5
3.5
2,590
Recently Sold
10 Clark Rd, Wellesley, MA 02481
0.27
$5,100,000
6
7
6,148
Recently Sold

Local Information

  • Map ViewExplore the area around 24 Windsor Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1915
Lot Size
0.38 acres
Living Area
3,653 sqft
Price/Sqft
$745

About this House

Sun-filled brick mission-style colonial in quiet Country Club neighborhood adjacent to Centennial Park Reservation, 42-acres of town park land. High ceilings, one-of-a-kind craftsman-built mantels and cabinetry with leaded glass doors and original finishes, egg and dart moldings on all three floors, large living room with wood-burning fireplace, fabulous dining room with original wainscoting and china cabinets, light-filled granite and stainless steel kitchen, breakfast room and family room with plantation shutters, and library with built-in cabinets and desk. Master suite comprises three closets, marble master bath, two-person designer shower with five shower sprays, hot-tub, custom double-sink cabinet, vaulted ceiling, plantation shutters and radiant heat in floor. Second master bedroom includes views of surrounding forests, vaulted ceiling, two double closets and ensuite bath with radiant heat. Bedroom #3 has walk-in closet. Third floor has two bedrooms with built in dressers and sunny bathroom. Attic eaves have storage space. Ground floor family room with gas fireplace, built-ins, refrigerator and half-bath is perfect for tweens and teens. Hardwood floors throughout. Full basement with, garage stall. Detached second garage festooned with roses. Large deck overlooks perennial gardens, roses, and forest park land. Slate and copper roof, recently overhauled. Original details have been preserved throughout this house, and all renovations consist of top-quality design, workmanship and materials. Walk to the train, bank and shopping.

Neighborhood Description

Dead end street with little traffic. You can walk the neighborhood with dogs or baby strollers and feel safe from traffic. Friendly neighbors on the circle enjoy neighborhood events - annual Progressive Dinner, and annual Halloween Party on the Triangle.
24 Windsor Rd, Wellesley, MA 02481 is a 5 bedroom, 4 bathroom, 3,653 sqft single-family home built in 1915. It is currently off market. The Trulia Estimate is $2,719,800, with a rent estimate of $7,852/month.

Home Details for 24 Windsor Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Radiant, GasHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalRefrigerator
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: SlateDeckExterior: BrickGardenLawn
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 1915Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.38 acres

Price and Tax history

DateEventPrice
Mar 24, 2021
Source: N/A
ListingRemoved
Aug 22, 2011
Source: N/A
ListingRemoved
$2,225,000
Feb 23, 2011
Source: N/A
Listed For Sale
$2,225,000

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 24 Windsor Rd

  • What is 24 Windsor Rd estimated to be worth?
    Trulia's estimated value for 24 Windsor Rd in Wellesley, MA is $2,719,800.
  • 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.
  • What do residents say about Wellesley?
    Residents describe Wellesley, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Wellesley, MA.
  • Does 24 Windsor Rd have laundry facilities?
    Yes, 24 Windsor Rd in Wellesley, MA has laundry facilities.
  • How big is the lot at 24 Windsor Rd?
    The lot at 24 Windsor Rd in Wellesley, MA is about 0.38 acres (16,770 sq ft).

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