29 Windsor Ln, Cos Cob, CT 06807
Property image
Property image
OFF MARKET

$2,555,500

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,036 sqft (on 0.28 acres)

29 Windsor Ln, Cos Cob, CT 06807

Cos Cob
Est. Refi. Payment $16,934/mo*
Refinance Your Home
Currently Off Market - Sold Feb 11, 2016 for $1,245,000

Home Value

Trulia Estimate
$2.56M
Since last month
Increased$88K (+3.6%)
Since last year
Increased$372K (+17%)
Since last sale
Increased$1M (+105.3%)
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 +110% in the last 10 years
MonthEstimated value
2026
August 2026$2.56M
August 2026$2.56M
July 2026$2.47M
June 2026$2.5M
May 2026$2.39M
April 2026$2.34M
March 2026$2.36M
February 2026$2.26M
January 2026$2.19M
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
21 Windsor Ln, Cos Cob, CT
0.05
Single-Family Home
$1,450,000
09/10/26
4
3
2,412
420 Valley Rd, Cos Cob, CT
0.16
Single-Family Home
$1,300,000
04/14/26
4
2.5
1,601
350 Valley Rd, Cos Cob, CT
0.16
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
70 Gregory Rd, Cos Cob, CT
0.22
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
56 Cognewaugh Rd, Cos Cob, CT
0.34
Single-Family Home
$1,100,000
04/10/26
4
3
1,800
9 Deluca Dr, Cos Cob, CT
0.24
Single-Family Home
$2,350,000
08/24/26
4
3.5
2,902
98 Hillcrest Park Rd, Cos Cob, CT
0.25
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
552 River Rd, Cos Cob, CT
0.26
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078
551 River Rd, Cos Cob, CT
0.27
Single-Family Home
$2,285,000
10/27/25
5
3.5
3,634
120 Florence Rd, Riverside, CT
0.64
Single-Family Home
$1,280,000
06/01/26
4
3
2,068

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
28 Gregory Rd, Cos Cob, CT 06807
0.03
$1,850,000
4
3
3,597
For Sale
21 Windsor Ln, Cos Cob, CT 06807
0.05
$1,450,000
4
3
2,412
Recently Sold
37 Windsor Lane, Cos Cob, CT 06807
0.04
$1,464,200
3
3
2,332
Off Market
15 Windsor Ln, Cos Cob, CT 06807
0.08
$1,899,100
4
3
2,444
Off Market
9 Ronald Lane, Greenwich, CT 06830
0.09
$2,134,200
4
3.5
3,000
Off Market
9 Windsor Ln, Cos Cob, CT 06807
0.10
$1,791,500
4
3
2,388
Off Market
15 Ronald Lane, Cos Cob, CT 06807
0.12
$2,870,800
5
6
3,670
Off Market
6 Windsor Ln, Cos Cob, CT 06807
0.10
$1,951,600
4
2.5
3,003
Off Market
16 Wyndover Ln, Cos Cob, CT 06807
0.14
$2,830,700
5
3.5
3,464
Off Market
53 Gregory Rd, Cos Cob, CT 06807
0.14
$1,966,800
4
2
2,175
Off Market
37 Sundance Drive, Cos Cob, CT 06807
0.12
$1,844,600
3
2.5
2,304
Off Market
9 Maple St, Cos Cob, CT 06807
0.17
$2,695,000
4
4.5
2,745
For Sale

Local Information

  • Map ViewExplore the area around 29 Windsor Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1971
0.28 acre lot
3,036 sqft
$842/sqft
Garage

About this House

FULLY RENOVATED CLASSIC COLONIAL IN IMPECCABLE SHAPE WITH OVER 3,000 SQ FT OF LIVING SPACE INCLUDING FINISHED LOWER LEVEL. MOVE RIGHT INTO THIS 4 BEDROOM, 2.1 BATH HOME WITH A GRACIOUS FORMAL LIVING AND DINING ROOM, RENOVATED GOURMET WHITE KITCHEN THAT OPENS UP TO A LOVELY FAMILY ROOM WITH A WOOD BURNING FIREPLACE. THE UPSTAIRS HAS AN EXCEPTIONALLY LARGE MASTER BEDROOM SUITE WITH WALK IN CLOSET AND RENOVATED MASTER BATHROOOM. THREE MORE BEDROOMS AND A UPDATED HALL BATH COMPLETE THE PICTURE. THE BACKYARD FEATURES A PLAYSET, STONE PATIO AND A LARGE DECK. MINUTES TO SCHOOLS, TRAIN AND TOWN. NORTH MIANUS AND EASTERN MIDDLE SCHOOL DISTRICT.
29 Windsor Ln, Cos Cob, CT 06807 is a 4 bedroom, 3 bathroom, 3,036 sqft single-family home in Cos Cob, built in 1971. It last sold for $1,245,000 on Feb 11, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,555,500, with a rent estimate of $7,517/month.

Home Details for 29 Windsor Ln

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Dishwasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1971Year Updated: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Feb 11, 2016
Source: Smart MLS #99117643
Sold
$1,245,000
Sep 25, 2015
Source: Agent Provided
PriceChange
$1,295,000
Price decreased by 6%
Aug 27, 2015
Source: Agent Provided
Listed For Sale
$1,385,000
Apr 1, 1998
Source: N/A
Sold
$525,000

Market trends in Greenwich

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.58M
$150KMoM
Sale-to-List Price
104.8%
1.0%MoM
Price per sq ft
$825
$1MoM
Available listings
152
30MoM

Around this home

Neighborhood Overview

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

What Locals Say about Cos Cob

At least 1 Trulia users voted on each feature.

  • 100 % Say neighbors are friendly

  • 100 % Say there are community events

  • 100 % Say there's holiday spirit

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say streets are well-lit

  • 100 % Say it's dog friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 29 Windsor Ln

  • What is 29 Windsor Ln estimated to be worth?
    Trulia's estimated value for 29 Windsor Ln in Cos Cob, CT is $2,555,500.
  • What is the price history for 29 Windsor Ln?
    29 Windsor Ln in Cos Cob, CT last sold for $1,245,000 in February 2016.
  • Is Cos Cob a buyer's or seller's market?
    Cos Cob is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Cos Cob?
    The median sale price in Cos Cob is $2.58M. That is up $150K from the prior month.
  • Does 29 Windsor Ln have air conditioning?
    Yes, 29 Windsor Ln in Cos Cob, CT has air conditioning.
  • How big is the lot at 29 Windsor Ln?
    The lot at 29 Windsor Ln in Cos Cob, CT is about 0.28 acres (12,197 sq ft).

Explore by feature - Pet Friendly

31 pet-friendly rentals in Cos Cob, CT

Explore by feature - Garage

49 rentals with a garage in Cos Cob, CT

Explore by feature - Air Conditioning

115 rentals with air conditioning in Cos Cob, CT

Explore by feature - Pool

19 rentals with a pool in Cos Cob, CT

Explore by feature - Washer/dryer

93 rentals with a washer/dryer in Cos Cob, CT

Explore by feature - Outdoor Space

19 rentals with an outdoor space in Cos Cob, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 29 Windsor Ln

Skip to last item
Skip to first item

Homes for sale near 29 Windsor Ln

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item