8 Windemere Rd, Wellesley, MA 02481
OFF MARKET

8 Windemere Rd
Wellesley, MA 02481

  • 5 Beds
  • 3.5 Baths
  • 4,000 sqft (on 0.25 acres)

$2,369,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $14,082/mo*
Refinance Your Home

$2,369,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $14,082/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,000 sqft
(on 0.25 acres)

Home Value

Trulia Estimate
$2.37M
Since last month
Decreased$54K (-2.2%)
Since last year
Increased$32K (+1.4%)
Since last sale
Increased$970K (+69.3%)
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 +60% in the last 10 years
MonthEstimated value
2026
August 2026$2.37M
July 2026$2.42M
June 2026$2.46M
May 2026$2.49M
April 2026$2.42M
March 2026$2.43M
February 2026$2.33M
January 2026$2.27M
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
345 Linden St, Wellesley, MA
0.10
Single-Family Home
$2,600,000
05/29/26
4
3.5
4,016
45 Kingsbury St, Wellesley, MA
0.17
Single-Family Home
$1,913,000
05/20/26
6
3
2,980
42 Calvin Rd, Wellesley, MA
0.28
Single-Family Home
$1,930,000
12/05/25
5
4
2,962
28 Wall St, Wellesley, MA
0.16
Single-Family Home
$2,895,000
11/17/25
5
4.5
3,706
10 Kirkland Cir, Wellesley, MA
0.22
Single-Family Home
$2,480,000
08/14/26
4
3.5
3,610
25 Shaw Rd, Wellesley, MA
0.32
Single-Family Home
$1,825,000
03/06/26
5
4.5
4,580
10 Alba Rd, Wellesley, MA
0.05
Single-Family Home
$1,380,000
02/27/26
3
2
1,566
642 Worcester St, Wellesley, MA
0.35
Single-Family Home
$1,177,000
08/06/26
3
2.5
3,129
79 Alba Rd, Wellesley, MA
0.28
Single-Family Home
$2,450,000
06/04/26
4
4
4,676
81 Audubon Rd, Wellesley, MA
0.37
Single-Family Home
$2,300,000
04/07/26
5
3.5
3,985

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
324 Linden St, Wellesley, MA 02481
0.03
$2,014,700
6
5
3,500
Off Market
11 Alba Rd, Wellesley, MA 02481
0.03
$3,170,700
5
5.5
4,400
Off Market
345 Linden St, Wellesley, MA 02481
0.10
$2,600,000
4
3.5
4,016
Recently Sold
346 Linden St, Wellesley, MA 02481
0.09
$1,531,900
3
2
2,044
Off Market
312 Linden St, Wellesley, MA 02481
0.08
$1,073,600
3
3
1,136
Off Market
19 Wall St, Wellesley, MA 02481
0.11
$2,101,300
3
3
2,902
Off Market
31 Alba Rd, Wellesley, MA 02481
0.11
$3,195,000
5
5
5,735
For Sale
17 Upwey Rd, Wellesley, MA 02481
0.15
$2,606,700
3
1.5
1,764
Off Market
34 Upwey Rd, Wellesley, MA 02481
0.14
$2,259,400
4
3.5
3,286
Off Market
23 Wall St, Wellesley, MA 02481
0.13
$3,382,700
4
4.5
4,620
Off Market
296 Linden St, Wellesley, MA 02481
0.15
$1,198,000
3
1.5
1,813
For Sale
61 Kirkland Cir, Wellesley, MA 02481
0.17
$1,703,400
4
2
2,808
Off Market

Local Information

  • Map ViewExplore the area around 8 Windemere Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Lot Size
0.25 acres
Living Area
4,000 sqft
Price/Sqft
$592
Parking
Garage

About this House

Amazing renovation/addition to classic, center entrance Colonial located in a highly desirable, walk-to-everything location. The gorgeous new, custom kitchen/family room has stainless appliances, a butler's pantry, breakfast nook and a gas fireplace. There is a living room with fireplace and spacious dining room; there are beautifully finished hardwoods throughout. On the second floor, the master suite has a walk-in closet and a luxury marble bath with radiant heat and a jet tub. Four additional bedrooms, one en suite, all with excellent storage. The yard is generous, private and level. Just completing the final touches so you can move right in and enjoy.
8 Windemere Rd, Wellesley, MA 02481 is a 5 bedroom, 4 bathroom, 4,000 sqft single-family home built in 1940. It last sold for $1,400,000 on May 30, 2015. It is currently off market. The Trulia Estimate is $2,369,400, with a rent estimate of $7,967/month.

Home Details for 8 Windemere Rd

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Pantry, Recreation Room, WorkshopStorageWet Bar
Heating & Cooling
Heating: Baseboard, Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Shingle, WoodLawnPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1940Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price and Tax history

DateEventPrice
May 30, 2015
Source: N/A
Sold
$1,400,000
Mar 26, 2015
Source: Agent Provided
Pending
$1,450,000
Mar 18, 2015
Source: Agent Provided
Listed For Sale
$1,450,000
Jul 29, 2005
Source: N/A
Sold
$837,000
Dec 13, 2002
Source: N/A
Sold
$665,000

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

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 8 Windemere Rd

  • What is 8 Windemere Rd estimated to be worth?
    Trulia's estimated value for 8 Windemere Rd in Wellesley, MA is $2,369,400.
  • What is the price history for 8 Windemere Rd?
    8 Windemere Rd in Wellesley, MA last sold for $1,400,000 in May 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.
  • Does 8 Windemere Rd have air conditioning?
    Yes, 8 Windemere Rd in Wellesley, MA has air conditioning.
  • Does 8 Windemere Rd have laundry facilities?
    Yes, 8 Windemere Rd in Wellesley, MA has in-unit laundry.

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Apartments for Rent

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Off Market Homes Near 8 Windemere Rd

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Homes for sale near 8 Windemere Rd

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