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

18 Gregory Rd
Cos Cob, CT 06807

Cos Cob
  • 3 Beds
  • 2 Baths
  • 1,257 sqft (on 0.32 acres)

$2,503,800

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $16,248/mo*
Refinance Your Home

$2,503,800

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $16,248/mo*
Refinance Your Home
3 Beds
2 Baths
1,257 sqft
(on 0.32 acres)

Local Information

  • Map ViewExplore the area around 18 Gregory Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 18 Gregory Rd, Cos Cob, CT. 18 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 1,257 sqft of floor space. This property has a lot size of 0.32 acres and was built in 1957.
18 Gregory Rd, Cos Cob, CT 06807 is a 3 bedroom, 2 bathroom, 1,257 sqft single-family home in Cos Cob, built in 1957. It last sold for $2,100,000 on May 13, 2022. It is currently off market. The Trulia Estimate is $2,503,800, with a rent estimate of $5,716/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 18 Gregory Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Concrete, Hardwood
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1957Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price History for 18 Gregory Rd

DatePriceEventSource
05/13/2022$2,100,000Sold
Greenwich MLS, Inc. #115784
08/31/2015$865,000Sold
Greenwich MLS, Inc. #91976
12/12/2014$889,000ListingRemovedAgent Provided
11/28/2014$889,000Listed For SaleAgent Provided

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$10,941
Assessment$885,290
Home facts updated by county records

Comparable Sales for 18 Gregory Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
37 Windsor Lane, Cos Cob, CT
0.04
Single-Family Home
$1,359,000
08/06/25
3
3
2,332
420 Valley Rd, Cos Cob, CT
0.11
Single-Family Home
$1,300,000
04/14/26
4
2.5
1,601
350 Valley Rd, Cos Cob, CT
0.21
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
70 Gregory Rd, Cos Cob, CT
0.20
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
56 Cognewaugh Rd, Cos Cob, CT
0.40
Single-Family Home
$1,100,000
04/10/26
4
3
1,800
207 Sheephill Rd, Riverside, CT
0.56
Single-Family Home
$1,100,000
11/24/25
4
2
1,276
98 Hillcrest Park Rd, Cos Cob, CT
0.25
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
100 Havemeyer Ln, Old Greenwich, CT
0.79
Single-Family Home
$1,100,000
06/17/26
3
2
1,080
18 Old Orchard Rd, Riverside, CT
0.76
Single-Family Home
$1,700,000
07/21/25
3
2
1,979
552 River Rd, Cos Cob, CT
0.29
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078

Nearby homes

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Assigned Schools

These are the assigned schools for 18 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

40 pet-friendly rentals in Cos Cob, CT

Explore by feature - Garage

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Explore by feature - Air Conditioning

118 rentals with air conditioning in Cos Cob, CT

Explore by feature - Pool

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Explore by feature - Washer/dryer

92 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 18 Gregory Rd

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Off Market Homes Near 18 Gregory Rd

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