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)

$2,462,600

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $14,594/mo*
Refinance Your Home

$2,462,600

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $14,594/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,000 sqft
(on 0.25 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 8 Windemere Rd

DatePriceEventSource
05/30/2015$1,400,000Sold
N/A
03/26/2015$1,450,000PendingAgent Provided
03/18/2015$1,450,000Listed For SaleAgent Provided
07/29/2005$837,000Sold
N/A
12/13/2002$665,000Sold
N/A
10/31/1996$385,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$18,391
Assessment$1,789,000
Home facts updated by county records

Comparable Sales for 8 Windemere Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
33 Upwey Rd, Wellesley, MA
0.21
Single-Family Home
$1,850,000
07/31/25
4
2.5
3,346
25 Shaw Rd, Wellesley, MA
0.32
Single-Family Home
$1,825,000
03/06/26
5
4.5
4,580
35 Windemere Rd, Wellesley, MA
0.14
Single-Family Home
$1,275,000
07/30/25
3
2.5
1,774
10 Alba Rd, Wellesley, MA
0.05
Single-Family Home
$1,380,000
02/27/26
3
2
1,566
81 Audubon Rd, Wellesley, MA
0.37
Single-Family Home
$2,300,000
04/07/26
5
3.5
3,985
14 Twitchell St, Wellesley, MA
0.37
Single-Family Home
$1,525,000
02/02/26
4
2.5
1,812
79 Donizetti St, Wellesley, MA
0.37
Single-Family Home
$1,925,000
07/15/25
5
4.5
3,564

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Windemere Rd.
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 123 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

  • 76 % 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

  • 62 % 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
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  • 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
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  • 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
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  • 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
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8 Windemere Rd, Wellesley, MA 02481 is a 5 bedroom, 4 bathroom, 4,000 sqft single-family home built in 1940. This property is not currently available for sale. 8 Windemere Rd was last sold on May 30, 2015 for $1,400,000. The current Trulia Estimate for 8 Windemere Rd is $2,462,600.