4 Gregory Rd, Cos Cob, CT 06807
Property image
Property image
OFF MARKET

$3,742,400

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 1,823 sqft (on 0.63 acres)

4 Gregory Rd, Cos Cob, CT 06807

Cos Cob
Est. Refi. Payment $24,368/mo*
Refinance Your Home
Currently Off Market - Sold Nov 17, 2014 for $2,050,000

Home Value

Trulia Estimate
$3.74M
Since last month
Increased$81K (+2.2%)
Since last year
Increased$499K (+15.2%)
Since last sale
Increased$2M (+84.7%)
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 +126% in the last 10 years
MonthEstimated value
2026
August 2026$3.79M
July 2026$3.71M
June 2026$3.69M
May 2026$3.56M
April 2026$3.43M
March 2026$3.55M
February 2026$3.4M
January 2026$3.34M
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
0.08
Single-Family Home
$1,300,000
04/14/26
4
2.5
1,601
350 Valley Rd, Cos Cob, CT
0.23
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
70 Gregory Rd, Cos Cob, CT
0.21
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
98 Hillcrest Park Rd, Cos Cob, CT
0.25
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
551 River Rd, Cos Cob, CT
0.30
Single-Family Home
$2,285,000
10/27/25
5
3.5
3,634
552 River Rd, Cos Cob, CT
0.30
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078
56 Cognewaugh Rd, Cos Cob, CT
0.43
Single-Family Home
$1,100,000
04/10/26
4
3
1,800
92 Hillcrest Park Rd, Old Greenwich, CT
0.23
Single-Family Home
$2,950,000
12/15/25
5
3.5
3,339
120 Florence Rd, Riverside, CT
0.65
Single-Family Home
$1,280,000
06/01/26
4
3
2,068
116 Hillcrest Park Road, Cos Cob, CT
0.36
Single-Family Home
$1,900,000
02/06/26
4
3
2,480

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
420 Valley Rd, Cos Cob, CT 06807
0.08
$1,300,000
4
2.5
1,601
Recently Sold
9 Ronald Lane, Greenwich, CT 06830
0.07
$2,117,900
4
3.5
3,000
Off Market
37 Windsor Lane, Cos Cob, CT 06807
0.06
-
3
3
2,332
Off Market
15 Ronald Lane, Cos Cob, CT 06807
0.09
$2,844,300
5
6
3,670
Off Market
28 Gregory Rd, Cos Cob, CT 06807
0.07
$1,925,000
4
3
3,597
For Sale
446 Valley Rd, Cos Cob, CT 06807
0.16
-
2
1.5
2,127
Off Market
53 Gregory Rd, Cos Cob, CT 06807
0.14
$1,965,700
4
2
2,175
Off Market
7 Chestnut St, Cos Cob, CT 06807
0.18
$2,641,300
5
4.5
4,000
Off Market
41 Hillcrest Park Road, Cos Cob, CT 06807
0.20
$2,271,000
4
3
3,152
Off Market
50 Hillcrest Park Road, Greenwich, CT 06807
0.20
$4,009,500
6
6
6,062
Off Market
43 Hillcrest Park Road, Cos Cob, CT 06807
0.20
$2,208,400
3
3
2,765
Off Market
51 Hillcrest Park Road, Cos Cob, CT 06807
0.20
-
6
5
6,213
Off Market

Local Information

  • Map ViewExplore the area around 4 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
0.63 acres
Living Area
1,823 sqft
Price/Sqft
$2,053
Parking
Garage

About this House

Spacious House On 2 Approved Lots Offers Options
4 Gregory Rd, Cos Cob, CT 06807 is a 4 bedroom, 4 bathroom, 1,823 sqft single-family home in Cos Cob, built in 1959. It last sold for $2,050,000 on Nov 17, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,742,400, with a rent estimate of $7,880/month.

Home Details for 4 Gregory Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.63 acres

Price and Tax history

DateEventPrice
Nov 17, 2014
Source: Greenwich MLS, Inc. #90991
Sold
$2,050,000
Dec 7, 2010
Source: Agent Provided
ListingRemoved
$900,000
Oct 24, 2010
Source: Agent Provided
Listed For Sale
$900,000
Sep 3, 2010
Source: Agent Provided
ListingRemoved
$1,999,000
Aug 14, 2010
Source: Agent Provided
PriceChange
$1,999,000
Price increased by 67%

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 4 Gregory Rd

  • What is 4 Gregory Rd estimated to be worth?
    Trulia's estimated value for 4 Gregory Rd in Cos Cob, CT is $3,742,400.
  • What is the price history for 4 Gregory Rd?
    4 Gregory Rd in Cos Cob, CT last sold for $2,050,000 in November 2014.
  • 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 4 Gregory Rd?
    The lot at 4 Gregory Rd in Cos Cob, CT is about 0.30 acres (13,068 sq ft).
  • Does 4 Gregory Rd have a garage?
    Yes, 4 Gregory Rd in Cos Cob, CT has a garage.

Explore by feature - Pet Friendly

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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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Off Market Homes Near 4 Gregory Rd

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