88 Winding Brook Ln, Stamford, CT 06902
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Property image
OFF MARKET

88 Winding Brook Ln
Stamford, CT 06902

Westover
  • 4 Beds
  • 3 Baths
  • 4,464 sqft (on 1 acre)

$1,420,900

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $9,194/mo*
Refinance Your Home

$1,420,900

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $9,194/mo*
Refinance Your Home
4 Beds
3 Baths
4,464 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 88 Winding Brook Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

True Perfection! Located at the end of a cul-de-sac in desirable Westover (right on the Greenwich border) this 4 bedroom Center hall Colonial is move in ready. Featuring open floor plan, hardwood flooring throughout and flooded with natural light, this home is perfect for both living and entertaining. Large living room with fireplace opens to Generous sized dining room (perfect for dinner parties or family gatherings). Oversized eat in kitchen with SS appliances, granite counters, Island, additional dining area and sliders which open to large outdoor deck (34 x 17) - perfect for grilling. Located off kitchen is spacious family room, also with sliders to deck. All 4 bedrooms located upstairs. En-suite oversized master bedroom with walk-in-closet, french doors to Juliet balcony and updated master bath. 3 Additional large bedrooms and updated hall bathroom as well. Finished walk out lower level - perfect as a playroom or second family room. Laundry room & office (possible 5th bedroom) with walk-in-closet as well. Newer mechanicals incl. Cast Iron Oil Burner, Tankless Hot Water Heater & Brand New Well Tank. Two Car Attached Garage, Central A/C, Security System also. Professionally landscaped 1 level acre of property with mature plantings.
88 Winding Brook Ln, Stamford, CT 06902 is a 4 bedroom, 3 bathroom, 4,464 sqft single-family home in Westover, built in 1971. It last sold for $950,000 on Jun 30, 2022. More recently, it was listed as a rental in July 2020 with an asking price of $5,000 per month. That rental listing was removed on July 13, 2020. It is currently off market. The Trulia Estimate is $1,420,900, with a rent estimate of $6,580/month.

Home Highlights

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

Home Details for 88 Winding Brook Ln

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Laundry Room
Heating & Cooling
Heating: Baseboard, Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Building

Fitness & Sports
Basketball Court
Community rooms
Fitness Center

Additional Information

On Site Laundry Available

Price History for 88 Winding Brook Ln

DatePriceEventSource
06/30/2022$950,000Sold
Smart MLS #170476976
05/16/2022$949,000ContingentSmart MLS #170476976
04/08/2022$949,000Listed For SaleSmart MLS #170476976
07/13/2020$5,000ListingRemovedAgent Provided
07/12/2020$888,888ListingRemovedAgent Provided
07/11/2020$888,888PendingAgent Provided
07/06/2020$5,000Listed For RentAgent Provided
06/24/2020$888,888PriceChange
Agent Provided
06/01/2020$898,000Listed For SaleAgent Provided
06/29/2018$4,700ListingRemovedAgent Provided
05/16/2018$4,700Listed For RentAgent Provided
10/01/2017$3,700Sold
N/A
11/15/2005$1,246,000Sold
Smart MLS #98252326
03/22/1996$389,900Sold
Smart MLS #96004128

Market trends in Stamford

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$609K
$3.33KMoM
Sale-to-List Price
101.6%
0.1%MoM
Price per sq ft
$394
$4MoM
Available listings
300
62MoM
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Property Tax and Assessment

Year2025
Tax$15,018
Assessment$642,880
Home facts updated by county records

Comparable Sales for 88 Winding Brook Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20 Winding Brook Lane, Stamford, CT
0.18
Single-Family Home
$1,425,000
08/20/25
4
2.5
4,831
1038 Westover Road, Stamford, CT
0.27
Single-Family Home
$1,752,000
06/04/26
4
3.5
4,637
133 Macgregor Drive, Stamford, CT
0.44
Single-Family Home
$980,000
09/02/25
3
2.5
2,970
281 Roxbury Road, Stamford, CT
0.26
Single-Family Home
$990,000
05/05/26
3
2
2,444
171 Highline Trail, Stamford, CT
0.54
Single-Family Home
$1,300,000
05/29/26
4
2.5
3,412
36 Macarthur Lane, Stamford, CT
0.51
Single-Family Home
$1,524,200
02/27/26
3
2.5
4,327
1238 Westover Road, Stamford, CT
0.41
Single-Family Home
$1,125,000
05/08/26
4
3
3,368
231 Roxbury Rd, Stamford, CT
0.36
Single-Family Home
$1,829,500
07/01/26
4
4
5,079
33 Mill Brook Road West, Stamford, CT
0.50
Single-Family Home
$1,250,000
12/15/25
4
4
3,807
12 Old Mill Lane, Stamford, CT
0.28
Single-Family Home
$1,657,369
05/18/26
5
4.5
7,388

Nearby homes

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Assigned Schools

These are the assigned schools for 88 Winding Brook Ln.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Westover
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Westover

At least 22 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 92 % Say it's dog friendly

  • 90 % Say there's wildlife

  • 89 % Say yards are well-kept

  • 83 % Say it's quiet

  • 81 % Say parking is easy

  • 77 % Say there's holiday spirit

  • 59 % Say people would walk alone at night

  • 56 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 42 % Say kids play outside

  • 32 % Say streets are well-lit

  • 25 % Say there are community events

  • 19 % Say there are sidewalks

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Julia
    "It’s pretty, close to everything and very livable. He proximity to the Merritt is fabulous and we also love walking to Mianus State Park. "
    1
    Flag
  • Steve B.
    "Quit neighborhood with traffic only from locals and service people."
    0
    Flag

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Apartments for Rent

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Explore by feature - Outdoor Space

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Homes for sale near 88 Winding Brook Ln

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Off Market Homes Near 88 Winding Brook Ln

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