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

$3,674,800

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 4,157 sqft (on 0.29 acres)

65 Gregory Rd, Cos Cob, CT 06807

Cos Cob
Est. Refi. Payment $24,026/mo*
Refinance Your Home
Currently Off Market - Sold Mar 31, 2014 for $2,255,000

Home Value

Trulia Estimate
$3.67M
Since last month
Increased$97K (+2.7%)
Since last year
Increased$382K (+11.6%)
Since last sale
Increased$1M (+62.3%)
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 +64% in the last 10 years
MonthEstimated value
2026
August 2026$3.66M
July 2026$3.56M
June 2026$3.56M
May 2026$3.51M
April 2026$3.47M
March 2026$3.51M
February 2026$3.35M
January 2026$3.28M
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
70 Gregory Rd, Cos Cob, CT
0.08
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
552 River Rd, Cos Cob, CT
0.40
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078
98 Hillcrest Park Rd, Cos Cob, CT
0.38
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
551 River Rd, Cos Cob, CT
0.41
Single-Family Home
$2,285,000
10/27/25
5
3.5
3,634
6 Fox Hollow Ln, Cos Cob, CT
0.61
Single-Family Home
$2,670,000
01/12/26
5
4
3,623
27 Cognewaugh Rd, Cos Cob, CT
0.54
Single-Family Home
$4,000,000
07/16/26
5
4.5
4,916
29 Old Stone Bridge Rd, Cos Cob, CT
0.35
Single-Family Home
$3,000,000
05/21/26
4
4.5
3,734
150 N Old Stone Bridge Rd, Cos Cob, CT
0.47
Single-Family Home
$2,550,000
05/15/26
4
4.5
4,161
350 Valley Rd, Cos Cob, CT
0.29
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
2 Daffodil Ln, Cos Cob, CT
0.42
Single-Family Home
$3,314,000
06/26/26
5
4
4,777

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
$1,974,500
4
2
2,175
Off Market
16 Wyndover Ln, Cos Cob, CT 06807
0.06
$2,793,500
5
3.5
3,464
Off Market
9 Ronald Lane, Greenwich, CT 06830
0.07
$2,085,300
4
3.5
3,000
Off Market
15 Ronald Lane, Cos Cob, CT 06807
0.07
$2,804,100
5
6
3,670
Off Market
28 Gregory Rd, Cos Cob, CT 06807
0.12
$1,895,000
4
3
3,597
For Sale
15 Windsor Ln, Cos Cob, CT 06807
0.12
$1,874,100
4
3
2,444
Off Market
70 Gregory Rd, Cos Cob, CT 06807
0.08
$2,175,000
4
3
3,142
Recently Sold
9 Windsor Ln, Cos Cob, CT 06807
0.15
$1,773,000
4
3
2,388
Off Market
37 Windsor Lane, Cos Cob, CT 06807
0.16
$1,464,200
3
3
2,332
Off Market
37 Sundance Drive, Cos Cob, CT 06807
0.18
$1,844,600
3
2.5
2,304
Off Market
420 Valley Rd, Cos Cob, CT 06807
0.15
$1,300,000
4
2.5
1,601
Recently Sold
6 Windsor Ln, Cos Cob, CT 06807
0.19
$1,951,600
4
2.5
3,003
Off Market

Local Information

  • Map ViewExplore the area around 65 Gregory Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
0.29 acres
Living Area
4,157 sqft
Price/Sqft
$884
Parking
Garage

About this House

This single-family home is located at 65 Gregory Rd, Cos Cob, CT. 65 Gregory Rd is in the Cos Cob neighborhood in Cos Cob, CT and in ZIP code 06807. This property has 5 bedrooms, 6 bathrooms and approximately 4,157 sqft of floor space. This property has a lot size of 0.37 acres and was built in 2006.
65 Gregory Rd, Cos Cob, CT 06807 is a 5 bedroom, 6 bathroom, 4,157 sqft single-family home in Cos Cob, built in 2006. It last sold for $2,255,000 on Mar 31, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,674,800, with a rent estimate of $8,264/month.

Home Details for 65 Gregory Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10
Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price and Tax history

DateEventPrice
Mar 31, 2014
Source: Greenwich MLS, Inc. #89442
Sold
$2,255,000

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 65 Gregory Rd

  • What is 65 Gregory Rd estimated to be worth?
    Trulia's estimated value for 65 Gregory Rd in Cos Cob, CT is $3,674,800.
  • What is the price history for 65 Gregory Rd?
    65 Gregory Rd in Cos Cob, CT last sold for $2,255,000 in March 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 65 Gregory Rd?
    The lot at 65 Gregory Rd in Cos Cob, CT is about 0.37 acres (16,117 sq ft).
  • Does 65 Gregory Rd have a garage?
    Yes, 65 Gregory Rd in Cos Cob, CT has a garage.

Explore by feature - Pet Friendly

41 pet-friendly rentals in Cos Cob, CT

Explore by feature - Garage

58 rentals with a garage in Cos Cob, CT

Explore by feature - Air Conditioning

126 rentals with air conditioning in Cos Cob, CT

Explore by feature - Pool

14 rentals with a pool in Cos Cob, CT

Explore by feature - Washer/dryer

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

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Cos Cob, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 65 Gregory Rd

Skip to last item
Skip to first item

Homes for sale near 65 Gregory Rd

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