49 Gregory Rd, Cos Cob, CT 06807
OFF MARKET

$1,511,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,642 sqft (on 0.28 acres)

49 Gregory Rd, Cos Cob, CT 06807

Cos Cob
Est. Refi. Payment $9,928/mo*
Refinance Your Home
Currently Off Market - Sold Mar 31, 2008 for $870,000

Home Value

Trulia Estimate
$1.51M
Since last month
Increased$32K (+2.1%)
Since last year
Increased$195K (+14.7%)
Since last sale
Increased$649K (+74.6%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$1.52M
July 2026$1.49M
June 2026$1.54M
May 2026$1.5M
April 2026$1.46M
March 2026$1.46M
February 2026$1.41M
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
420 Valley Rd, Cos Cob, CT
0.14
Single-Family Home
$1,300,000
04/14/26
4
2.5
1,601
56 Cognewaugh Rd, Cos Cob, CT
0.43
Single-Family Home
$1,100,000
04/10/26
4
3
1,800
350 Valley Rd, Cos Cob, CT
0.29
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
70 Gregory Rd, Cos Cob, CT
0.09
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
207 Sheephill Rd, Riverside, CT
0.63
Single-Family Home
$1,100,000
11/24/25
4
2
1,276
100 Havemeyer Ln, Old Greenwich, CT
0.92
Single-Family Home
$1,100,000
06/17/26
3
2
1,080
84 Havemeyer Ln, Old Greenwich, CT
1.01
Single-Family Home
$1,050,000
02/24/26
3
2
1,388
120 Florence Rd, Riverside, CT
0.77
Single-Family Home
$1,280,000
06/01/26
4
3
2,068
18 Azalea Ter, Cos Cob, CT
0.44
Single-Family Home
$1,500,000
02/10/26
3
2.5
2,600
39 Indian Field Rd, Greenwich, CT
0.82
Single-Family Home
$2,105,000
02/02/26
3
2
1,791

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
53 Gregory Rd, Cos Cob, CT 06807
0.02
$1,965,700
4
2
2,175
Off Market
16 Wyndover Ln, Cos Cob, CT 06807
0.06
$2,756,700
5
3.5
3,464
Off Market
9 Ronald Lane, Greenwich, CT 06830
0.06
$2,099,700
4
3.5
3,000
Off Market
15 Ronald Lane, Cos Cob, CT 06807
0.06
$2,800,400
5
6
3,670
Off Market
28 Gregory Rd, Cos Cob, CT 06807
0.11
$1,925,000
4
3
3,597
For Sale
15 Windsor Ln, Cos Cob, CT 06807
0.12
$1,848,300
4
3
2,444
Off Market
70 Gregory Rd, Cos Cob, CT 06807
0.09
$2,175,000
4
3
3,142
Recently Sold
9 Windsor Ln, Cos Cob, CT 06807
0.15
$1,753,800
4
3
2,388
Off Market
37 Windsor Lane, Cos Cob, CT 06807
0.15
$1,446,200
3
3
2,332
Off Market
37 Sundance Drive, Cos Cob, CT 06807
0.18
$1,818,500
3
2.5
2,304
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
0.19
$1,926,800
4
2.5
3,003
Off Market

Local Information

  • Map ViewExplore the area around 49 Gregory Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
0.28 acres
Living Area
1,642 sqft
Price/Sqft
$921
Parking
Garage

About this House

This single-family home is located at 49 Gregory Rd, Cos Cob, CT. 49 Gregory Rd is in the Cos Cob neighborhood in Cos Cob, CT and in ZIP code 06807. This property has 3 bedrooms, 2 bathrooms and approximately 1,642 sqft of floor space. This property has a lot size of 0.28 acres and was built in 1959.
49 Gregory Rd, Cos Cob, CT 06807 is a 3 bedroom, 2 bathroom, 1,642 sqft single-family home in Cos Cob, built in 1959. It last sold for $870,000 on Mar 31, 2008. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,511,800, with a rent estimate of $6,282/month.

Home Details for 49 Gregory Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1959Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Mar 31, 2008
Source: N/A
Sold
$870,000

Market trends in Greenwich

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
$338KMoM
Sale-to-List Price
103.8%
1.1%MoM
Price per sq ft
$825
$24MoM
Available listings
182
8MoM

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 49 Gregory Rd

  • What is 49 Gregory Rd estimated to be worth?
    Trulia's estimated value for 49 Gregory Rd in Cos Cob, CT is $1,511,800.
  • What is the price history for 49 Gregory Rd?
    49 Gregory Rd in Cos Cob, CT last sold for $870,000 in March 2008.
  • 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 $2.44M. That is up $338K from the prior month.
  • How big is the lot at 49 Gregory Rd?
    The lot at 49 Gregory Rd in Cos Cob, CT is about 0.28 acres (12,196 sq ft).
  • Does 49 Gregory Rd have a garage?
    Yes, 49 Gregory Rd in Cos Cob, CT has a garage.

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 49 Gregory Rd

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