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)

$1,956,700

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $12,725/mo*
Refinance Your Home

$1,956,700

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $12,725/mo*
Refinance Your Home
4 Beds
2 Baths
2,175 sqft
(on 0.31 acres)

Local Information

  • Map ViewExplore the area around 53 Gregory Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- 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!
53 Gregory Rd, Cos Cob, CT 06807 is a 4 bedroom, 2 bathroom, 2,175 sqft single-family home in Cos Cob, built in 1959. It last sold for $1,700,000 on Apr 26, 2024 (6% below the $1,800,000 asking price). It is currently off market. The Trulia Estimate is $1,956,700, with a rent estimate of $6,861/month.

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 7 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 June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.1M
$340KMoM
Sale-to-List Price
102.7%
1.5%MoM
Price per sq ft
$801
$22MoM
Available listings
190
7MoM
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Property Tax and Assessment

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

Comparable Sales for 53 Gregory Rd

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
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
98 Hillcrest Park Rd, Cos Cob, CT
0.38
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
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
551 River Rd, Cos Cob, CT
0.41
Single-Family Home
$2,285,000
10/27/25
5
3.5
3,634

Nearby homes

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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.

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

Apartments for Rent

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Explore by feature - Pet Friendly

45 pet-friendly rentals in Cos Cob, CT

Explore by feature - Garage

63 rentals with a garage in Cos Cob, CT

Explore by feature - Air Conditioning

139 rentals with air conditioning in Cos Cob, CT

Explore by feature - Pool

23 rentals with a pool in Cos Cob, CT

Explore by feature - Washer/dryer

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

Explore by feature - Outdoor Space

26 rentals with an outdoor space in Cos Cob, CT

Homes for sale near 53 Gregory Rd

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Off Market Homes Near 53 Gregory Rd

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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.