3 Winslow Rd, Wellesley, MA 02481
Property image
Property image
OFF MARKET

$1,906,200

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,778 sqft (on 0.36 acres)

3 Winslow Rd, Wellesley, MA 02481

Est. Refi. Payment $11,364/mo*
Refinance Your Home
Currently Off Market - Sold Aug 21, 2015 for $1,075,000

Home Value

Trulia Estimate
$1.91M
Since last month
Decreased$21K (-1.1%)
Since last year
Increased$66K (+3.6%)
Since last sale
Increased$831K (+77.3%)
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 +70% in the last 10 years
MonthEstimated value
2026
August 2026$1.91M
August 2026$1.9M
July 2026$1.93M
June 2026$1.98M
May 2026$1.99M
April 2026$1.92M
March 2026$1.91M
February 2026$1.81M
January 2026$1.79M
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
14 Standish Rd, Wellesley, MA
0.09
Single-Family Home
$1,830,000
07/06/26
4
2.5
2,670
22 Standish Rd, Wellesley, MA
0.08
Single-Family Home
$1,525,000
08/03/26
3
2.5
2,290
39 Standish Rd, Wellesley, MA
0.12
Single-Family Home
$1,500,000
11/12/25
3
2
2,154
10 Brewster Rd, Wellesley, MA
0.05
Single-Family Home
$925,000
11/26/25
3
2
1,558
23 Thackeray Rd, Wellesley, MA
0.42
Single-Family Home
$1,880,000
06/05/26
4
3
2,332
43 Bancroft Rd, Wellesley, MA
0.31
Single-Family Home
$1,330,000
04/24/26
3
2
2,231
15 Standish Cir, Wellesley, MA
0.19
Single-Family Home
$2,833,000
05/19/26
4
3.5
4,151
4 Fiske Rd, Wellesley, MA
0.36
Single-Family Home
$2,090,000
06/10/26
4
3.5
3,283
17 Longfellow Rd, Wellesley, MA
0.46
Single-Family Home
$1,690,762
10/23/25
4
2.5
3,040
2 Longfellow Rd, Wellesley, MA
0.53
Single-Family Home
$1,740,000
03/23/26
4
3.5
2,664

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
3 Dudley Rd, Wellesley, MA 02481
0.06
$2,204,600
4
4
3,135
Off Market
40 Carver Rd, Wellesley, MA 02481
0.09
$2,436,900
4
4.5
4,300
Off Market
4 Carver Rd, Wellesley, MA 02481
0.07
$2,158,100
4
2.5
2,858
Off Market
22 Standish Rd, Wellesley, MA 02481
0.08
$1,525,000
3
2.5
2,290
Recently Sold
24 Standish Rd, Wellesley, MA 02481
0.08
$2,240,300
4
3.5
3,103
Off Market
14 Standish Rd, Wellesley, MA 02481
0.09
$1,830,000
4
2.5
2,670
Recently Sold
39 Standish Rd, Wellesley, MA 02481
0.12
$1,500,000
3
2
2,154
Recently Sold
32 Standish Cir, Wellesley, MA 02481
0.17
$2,494,600
2
2
2,522
Off Market
15 Standish Cir, Wellesley, MA 02481
0.19
$2,833,000
4
3.5
4,151
Recently Sold
86 Whittier Rd, Wellesley, MA 02481
0.21
$2,334,100
4
3.5
3,350
Off Market
59 Standish Rd, Wellesley, MA 02481
0.19
$2,518,700
7
6.5
5,914
Off Market
22 Priscilla Cir, Wellesley, MA 02481
0.20
$3,754,600
6
5.5
5,900
Off Market

Local Information

  • Map ViewExplore the area around 3 Winslow Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
0.36 acre lot
2,778 sqft
$686/sqft

About this House

Don't miss this expansive Standish Estates 4 bedroom 3 bath Cape! Large gourmet kitchen with Thermador, Wolf, Bosch and Subzero appliances opens to family room with cathedral ceiling and gas fireplace. The oversized dining room accommodates large gatherings. Perfect office area with built-in desk off the kitchen leads to living room with fireplace. First floor master with walk-in closet and master bath overlook landscaped back yard with brick patio and hot tub. Additional bedroom, full bath and first floor laundry complete the first floor. The second floor features 2 bedrooms with a hall bath. Central AC, hardwood throughout and a 2 car garage. The lower level offers huge expansion opportunities. Short distance to quiet Longfellow pond yet wonderful commuter access to Boston. All this in a desirable family neighborhood.
3 Winslow Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 2,778 sqft single-family home built in 1940. It last sold for $1,075,000 on Aug 21, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,906,200, with a rent estimate of $7,222/month.

Home Details for 3 Winslow Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.36 acres

Price and Tax history

DateEventPrice
Aug 21, 2015
Source: N/A
Sold
$1,075,000
Jun 19, 2015
Source: Agent Provided
PriceChange
$1,085,000
Price decreased by 4%
Jun 3, 2015
Source: Agent Provided
Listed For Sale
$1,125,000
Feb 4, 1997
Source: N/A
Sold
$361,000
Nov 13, 1992
Source: N/A
Sold
$295,000

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 3 Winslow Rd

  • What is 3 Winslow Rd estimated to be worth?
    Trulia's estimated value for 3 Winslow Rd in Wellesley, MA is $1,906,200.
  • What is the price history for 3 Winslow Rd?
    3 Winslow Rd in Wellesley, MA last sold for $1,075,000 in August 2015.
  • 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 3 Winslow Rd?
    The lot at 3 Winslow Rd in Wellesley, MA is about 0.36 acres (15,681 sq ft).

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