207 Winding River Rd, Wellesley, MA 02482
OFF MARKET

$4,637,900

Trulia Estimate
  • 6 Beds
  • 6 Baths
  • 7,695 sqft (on 1.18 acres)

207 Winding River Rd, Wellesley, MA 02482

Est. Refi. Payment $28,677/mo*
Refinance Your Home
Currently Off Market - Sold Oct 15, 1999 for $1,322,250

Home Value

Trulia Estimate
$4.64M
Since last month
Increased$36K (+0.8%)
Since last year
Increased$18K (+0.4%)
Since last sale
Increased$3M (+248.4%)
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 +19% in the last 10 years
MonthEstimated value
2026
September 2026$4.61M
August 2026$4.59M
July 2026$4.57M
June 2026$4.6M
May 2026$4.73M
April 2026$4.55M
March 2026$4.67M
February 2026$4.48M
January 2026$4.4M
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
193 Winding River Rd, Wellesley, MA
0.06
Single-Family Home
$4,375,000
11/17/25
5
5.5
7,000
68 Locust Ln, Needham, MA
0.41
Single-Family Home
$3,960,000
09/10/26
6
7
9,825
121 Livingston Rd, Wellesley, MA
0.14
Single-Family Home
$6,660,000
05/28/26
6
8.5
10,090
389 Grove St, Needham, MA
0.42
Single-Family Home
$3,400,000
08/05/26
5
5.5
5,519
25 Longmeadow Rd, Wellesley, MA
0.38
Single-Family Home
$2,795,000
06/30/26
5
4.5
4,582
1 Buckingham Ter, Wellesley, MA
0.64
Single-Family Home
$5,100,000
07/27/26
6
6.5
7,322
78 Pheasant Landing Rd, Needham, MA
0.75
Single-Family Home
$5,489,000
01/09/26
7
7
8,257
10 Colgate Rd, Wellesley, MA
0.71
Single-Family Home
$3,100,000
08/25/26
6
4.5
4,475
25 Kenilworth Rd, Wellesley, MA
0.76
Single-Family Home
$5,696,375
08/13/26
6
6
7,040
2 Kenilworth Rd, Wellesley, MA
0.71
Single-Family Home
$3,100,000
10/15/25
5
3.5
4,375

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
193 Winding River Rd, Wellesley, MA 02482
0.06
$4,527,800
5
5.5
7,000
Off Market
198 Winding River Rd, Wellesley, MA 02482
0.07
$3,868,400
5
3.5
4,669
Off Market
121 Livingston Rd, Wellesley, MA 02482
0.14
$6,660,000
6
8.5
10,090
Recently Sold
11 Winding River Cir, Wellesley, MA 02482
0.10
$3,396,900
5
4
4,125
Off Market
12 Winding River Cir, Wellesley, MA 02482
0.09
$4,999,000
6
7
8,729
For Sale
55 Ridge Hill Farm Rd, Wellesley, MA 02482
0.17
$5,350,000
5
6.5
8,700
For Sale
19 Ridge Hill Farm Rd, Wellesley, MA 02482
0.25
$2,773,900
2
3
2,930
Off Market
15 Ridge Hill Farm Rd, Wellesley, MA 02482
0.34
$2,540,300
3
2.5
2,802
Off Market
5 Sabrina Rd, Wellesley, MA 02482
0.37
$4,362,900
7
7.5
7,000
Off Market
25 Longmeadow Rd, Wellesley, MA 02482
0.38
$2,795,000
5
4.5
4,582
Recently Sold
80 Locust Ln, Needham, MA 02492
0.38
$3,299,000
7
5
5,969
For Sale
19 Longmeadow Rd, Wellesley, MA 02482
0.43
$4,592,000
6
8
8,748
Off Market

Local Information

  • Map ViewExplore the area around 207 Winding River Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
1.18 acre lot
7,695 sqft
$603/sqft

About this House

This single-family home is located at 207 Winding River Rd, Wellesley, MA. 207 Winding River Rd is in Wellesley, MA and in ZIP code 02482. This property has 6 bedrooms, 6 bathrooms and approximately 7,695 sqft of floor space. This property has a lot size of 1.18 acres and was built in 2003.
207 Winding River Rd, Wellesley, MA 02482 is a 6 bedroom, 6 bathroom, 7,695 sqft single-family home built in 2003. It last sold for $1,322,250 on Oct 15, 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,637,900.

Home Details for 207 Winding River Rd

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 12
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 1.18 acres

Price and Tax history

DateEventPrice
Oct 15, 1999
Source: N/A
Sold
$1,322,250

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

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 207 Winding River Rd

  • What is 207 Winding River Rd estimated to be worth?
    Trulia's estimated value for 207 Winding River Rd in Wellesley, MA is $4,637,900.
  • What is the price history for 207 Winding River Rd?
    207 Winding River Rd in Wellesley, MA last sold for $1,322,250 in October 1999.
  • 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.
  • How big is the lot at 207 Winding River Rd?
    The lot at 207 Winding River Rd in Wellesley, MA is about 1.2 acres.

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