37 Windsor Lane, Cos Cob, CT 06807
OFF MARKET

$1,464,200

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,332 sqft (on 0.28 acres)

37 Windsor Lane, Cos Cob, CT 06807

Cos Cob
Refinance Your Home
Currently Off Market - Sold Aug 6, 2025 for $1,359,000

Home Value

Trulia Estimate
$1.46M
Since last month
$600 (0%)
Since last year
Increased$88K (+6.4%)
Since last sale
Increased$104K (+7.6%)
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 +46% in the last 10 years
MonthEstimated value
2026
September 2026$1.46M
August 2026$1.46M
July 2026$1.45M
June 2026$1.44M
May 2026$1.43M
April 2026$1.4M
March 2026$1.4M
February 2026$1.4M
January 2026$1.37M
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
0.09
Single-Family Home
$1,450,000
09/10/26
4
3
2,412
420 Valley Rd, Cos Cob, CT
0.14
Single-Family Home
$1,300,000
04/14/26
4
2.5
1,601
350 Valley Rd, Cos Cob, CT
0.18
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
70 Gregory Rd, Cos Cob, CT
0.23
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
9 Deluca Dr, Cos Cob, CT
0.27
Single-Family Home
$2,350,000
08/24/26
4
3.5
2,902
98 Hillcrest Park Rd, Cos Cob, CT
0.22
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
120 Florence Rd, Riverside, CT
0.62
Single-Family Home
$1,280,000
06/01/26
4
3
2,068
46 Old Orchard Rd, Riverside, CT
0.62
Single-Family Home
$1,500,000
10/02/25
2
2.5
2,044
551 River Rd, Cos Cob, CT
0.26
Single-Family Home
$2,285,000
10/27/25
5
3.5
3,634

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
0.04
$1,850,000
4
3
3,597
For Sale
9 Ronald Lane, Greenwich, CT 06830
0.09
$2,165,700
4
3.5
3,000
Off Market
21 Windsor Ln, Cos Cob, CT 06807
0.09
$1,450,000
4
3
2,412
Recently Sold
15 Ronald Lane, Cos Cob, CT 06807
0.12
$2,907,600
5
6
3,670
Off Market
15 Windsor Ln, Cos Cob, CT 06807
0.12
$1,858,700
4
3
2,444
Off Market
420 Valley Rd, Cos Cob, CT 06807
0.14
$1,300,000
4
2.5
1,601
Recently Sold
6 Windsor Ln, Cos Cob, CT 06807
0.14
$1,951,600
4
2.5
3,003
Off Market
9 Windsor Ln, Cos Cob, CT 06807
0.14
$1,757,100
4
3
2,388
Off Market
9 Maple St, Cos Cob, CT 06807
0.15
$2,695,000
4
4.5
2,745
For Sale
53 Gregory Rd, Cos Cob, CT 06807
0.16
$1,959,500
4
2
2,175
Off Market
37 Sundance Drive, Cos Cob, CT 06807
0.16
$1,844,600
3
2.5
2,304
Off Market

Local Information

  • Map ViewExplore the area around 37 Windsor Lane.
  • 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
2,332 sqft
$628/sqft
2 Car Garage

About this House

What's unique:Bright flexible layout
Charming Opportunity in the Heart of Cos Cob Don't miss this exceptional opportunity to own a home in the great neighborhood of Cos Cob in Greenwich, CT. Nestled on a spacious .2833-acre lot, this 3-bedroom, 2,332 sq. ft. home offers the perfect blend of location, potential, and value. Whether you're looking to move in and renovate at your own pace, or start fresh with your own vision, this property offers flexibility and promise. The home is being sold "as is", allowing buyers to bring their imagination and personal touch to every detail. Located just minutes from Cos Cob's vibrant shops, restaurants, schools, parks, and Metro-North, this property combines suburban tranquility with unbeatable convenience.
37 Windsor Lane, Cos Cob, CT 06807 is a 3 bedroom, 3 bathroom, 2,332 sqft single-family home in Cos Cob, built in 1971. It last sold for $1,359,000 on Aug 6, 2025 (3% below the $1,400,000 asking price). More recently, it was listed as a rental in February 2026 with an asking price of $8,000 per month. That rental listing was removed on February 24, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,464,200, with a rent estimate of $7,649/month.
Last check for updates: about 6 hours ago
Listed by Susan Calabrese, (203) 912-8308
Berkshire Hathaway NE Prop., (203) 869-0500
Bought with: Richard Breglia, (203) 273-3916, Coldwell Banker Realty, (203) 622-1100
Source: Smart MLS, MLS#24098463

Home Details for 37 Windsor Lane

Interior Features

Interior Details
Basement: FullNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2332 Square Feet
Appliances & Utilities
Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, CoveredFoundation: Block, Concrete Perimeter, RaisedNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2332 Square Feet

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Call or text listing broker.Parcel Number: 1858853

Price & Status

Price
List Price: $1,400,000
Status Change & Dates
Off Market Date: Mon Aug 04 2025Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: GreenwichCommunity: Cos Cob
School Information
Elementary School: North MianusJr High / Middle School: EasternHigh School: Greenwich

Agent Information

Buyer Agent
Buyer Company Name: The Richard Breglia Team

Building

Building Area
Building Area: 2332 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Miscellaneous

BasementMls Number: 24098463Attic: Pull Down StairsAbove Grade Unfinished Area: 2332

Price and Tax history

DateEventPrice
Feb 24, 2026
Source: Zillow Rentals
ListingRemoved
$8,000
Feb 3, 2026
Source: Zillow Rentals
Listed For Rent
$8,000
Sep 18, 2025
Source: Smart MLS #24119436
ListingRemoved
$8,000
Sep 5, 2025
Source: Smart MLS #24119436
Listed For Rent
$8,000
Sep 4, 2025
Source: Zillow Rentals
ListingRemoved
$8,000

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

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 37 Windsor Lane

  • What is 37 Windsor Lane estimated to be worth?
    Trulia's estimated value for 37 Windsor Lane in Cos Cob, CT is $1,464,200.
  • What is the price history for 37 Windsor Lane?
    37 Windsor Lane in Cos Cob, CT last sold for $1,359,000 in August 2025.
  • 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 37 Windsor Lane have air conditioning?
    Yes, 37 Windsor Lane in Cos Cob, CT has air conditioning.
  • Does 37 Windsor Lane have laundry facilities?
    Yes, 37 Windsor Lane in Cos Cob, CT has in-unit laundry.

Explore by feature - Pet Friendly

34 pet-friendly rentals in Cos Cob, CT

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Apartments for Rent

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