53 Gregory Rd, Cos Cob, CT 06807
OFF MARKET

53 Gregory Rd
Cos Cob, CT 06807

Cos Cob
  • 4 Beds
  • 2 Baths
  • 2,175 sqft (on 0.31 acres)

$1,951,800

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $12,408/mo*
Refinance Your Home

$1,951,800

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $12,408/mo*
Refinance Your Home
4 Beds
2 Baths
2,175 sqft
(on 0.31 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to 53 Gregory Road, nestled in the peaceful neighborhood of Cos Cob on a cul-de-sac. This recently updated residence seamlessly blends modern amenities with classic charm, creating a welcoming atmosphere for relaxation and entertainment. Featuring 3 bedrooms along with a primary bedroom and 2 full baths, this home offers ample space for comfortable living.
With warm hardwood floors and an abundance of natural light, this home's open floor plan effortlessly flows from the living room, complete with a wood-burning fireplace, to the kitchen with stainless steel appliances. French doors from the dining area open onto a new deck, ideal for enjoying morning coffee or hosting summer barbecues.
The family room provides a comfortable space to unwind, with sliders leading out to a large stone patio.
Don't miss your chance to own this charming home in the peaceful neighborhood of Cos Cob, one of its most desirable locales. Schedule a showing today and experience the beauty and comfort this property has to offer!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from February 12, 2025

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 53 Gregory Rd

Interior Features

Interior Details
Basement: Partial
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2175 Square Feet
Appliances & Utilities
Laundry: Laundry Room
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Levels: Multi/Split

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Garage Door Opener

Property Information

Year Built
Year Built: 1959Year Renovated: 2023
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Split Level
Building
Construction Materials: Wood Siding
Property Information
Parcel Number: 083865/S

Price & Status

Price
List Price: $1,800,000
Status Change & Dates
Off Market Date: Fri Apr 26 2024

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Cos Cob
School Information
Elementary School: North MianusJr High / Middle School: Eastern

Building

Building Area
Building Area: 2175 Square Feet

Lot Information

Lot Area: 0.31 acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 119860
Last check for updates: about 19 hours ago
Listed by Angela Alfano, (203) 273-0496
Coldwell Banker Realty
Bought with: Hilary Phillips, (518) 376-1619, BHHS New England Properties
Source: Greenwich MLS, Inc., MLS#119860

Price History for 53 Gregory Rd

DatePriceEventSource
04/26/2024$1,700,000Sold
Greenwich MLS, Inc. #119860
03/12/2024$1,800,000ContingentGreenwich MLS, Inc. #119860
03/12/2024$1,800,000PendingSmart MLS #170624238
02/19/2024$1,800,000Listed For SaleGreenwich MLS, Inc. #119860
03/31/2005$950,000Sold
N/A
01/28/1998$410,000Sold
N/A

Market trends in Greenwich

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.76M
$257KMoM
Sale-to-List Price
101.2%
1.0%MoM
Price per sq ft
$779
$4MoM
Available listings
183
8MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$8,752
Assessment$708,120
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,076/mo
List your home for rent

Comparable Sales for 53 Gregory Rd

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
37 Windsor Lane, Cos Cob, CT
0.16
Single-Family Home
$1,359,000
08/06/25
3
3
2,332
350 Valley Rd, Cos Cob, CT
0.30
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
45 Sundance Drive, Cos Cob, CT
0.26
Single-Family Home
$960,000
06/17/25
3
3
3,424
98 Hillcrest Park Rd, Cos Cob, CT
0.38
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
42 Mimosa Dr, Cos Cob, CT
0.27
Single-Family Home
$2,200,000
06/16/25
4
2.5
2,751
207 Sheephill Rd, Riverside, CT
0.64
Single-Family Home
$1,100,000
11/24/25
4
2
1,276
120 Florence Rd, Riverside, CT
0.78
Single-Family Home
$1,280,000
06/01/26
4
3
2,068
552 River Rd, Cos Cob, CT
0.40
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 53 Gregory Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Pool

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Homes for sale near 53 Gregory Rd

Skip to last item
Skip to first item

Off Market Homes Near 53 Gregory Rd

Skip to last item
Skip to first item
Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
53 Gregory Rd, Cos Cob, CT 06807 is a 4 bedroom, 2 bathroom, 2,175 sqft single-family home built in 1959. 53 Gregory Rd is located in Cos Cob, Cos Cob. This property is not currently available for sale. 53 Gregory Rd was last sold on Apr 26, 2024 for $1,700,000 (6% lower than the asking price of $1,800,000). The current Trulia Estimate for 53 Gregory Rd is $1,951,800.