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

$1,448,400

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,581 sqft (on 0.33 acres)

23 Gregory Rd, Cos Cob, CT 06807

Cos Cob
Est. Refi. Payment $9,577/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.45M
Since last month
Increased$56K (+4%)
Since last year
Increased$236K (+19.4%)
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 +42% in the last 10 years
MonthEstimated value
2026
August 2026$1.45M
August 2026$1.45M
July 2026$1.4M
June 2026$1.41M
May 2026$1.38M
April 2026$1.33M
March 2026$1.34M
February 2026$1.28M
January 2026$1.24M
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
0.11
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
0.16
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
0.58
Single-Family Home
$1,100,000
11/24/25
4
2
1,276
98 Hillcrest Park Rd, Cos Cob, CT
0.30
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
9 Deluca Dr, Cos Cob, CT
0.30
Single-Family Home
$2,350,000
08/24/26
4
3.5
2,902
28 Long Meadow Rd, Riverside, CT
0.84
Single-Family Home
$1,650,000
07/31/26
3
2
1,308
552 River Rd, Cos Cob, CT
0.32
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078
39 Indian Field Rd, Greenwich, CT
0.88
Single-Family Home
$2,105,000
02/02/26
3
2
1,791

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
9 Ronald Lane, Greenwich, CT 06830
0.02
$2,134,200
4
3.5
3,000
Off Market
15 Ronald Lane, Cos Cob, CT 06807
0.05
$2,870,800
5
6
3,670
Off Market
28 Gregory Rd, Cos Cob, CT 06807
0.04
$1,895,000
4
3
3,597
For Sale
53 Gregory Rd, Cos Cob, CT 06807
0.09
$1,966,800
4
2
2,175
Off Market
9 Maple St, Cos Cob, CT 06807
0.11
$2,695,000
4
4.5
2,745
For Sale
37 Windsor Lane, Cos Cob, CT 06807
0.07
$1,464,200
3
3
2,332
Off Market
16 Wyndover Ln, Cos Cob, CT 06807
0.11
$2,830,700
5
3.5
3,464
Off Market
420 Valley Rd, Cos Cob, CT 06807
0.11
$1,300,000
4
2.5
1,601
Recently Sold
15 Windsor Ln, Cos Cob, CT 06807
0.10
$1,899,100
4
3
2,444
Off Market
70 Gregory Rd, Cos Cob, CT 06807
0.16
$2,175,000
4
3
3,142
Recently Sold
9 Windsor Ln, Cos Cob, CT 06807
0.13
$1,791,500
4
3
2,388
Off Market
446 Valley Rd, Cos Cob, CT 06807
0.16
-
2
1.5
2,127
Off Market

Local Information

  • Map ViewExplore the area around 23 Gregory Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
0.33 acre lot
1,581 sqft
$916/sqft
Garage

About this House

Conveniently located Cos Cob Split w/open main level flr plan for easy living/entertaining. LR/brick fpl flows into DR/bay window; both have hdwd & crown molding. Kitchen has newer stainless profâEUR(tm)l-style gas range, French door refrig &Bosch dishwasher. Granite food prep/brkfast bar open to DR. Step-down sunrm just off DR w/walls of sliders to fenced yard & back patio. Upstairs are 3-comfortable BRs+nicely redone marble/tile hall bathrm w/twin sinks. The master has furniture quality custom dbl closet & other BRs have good closet space-one also outfitted. LL family room is very lg & offers loads of options. Laundry/powder rm finishes this level, while storage basement completes the house. Gas heat, city water, sewers & central air!
23 Gregory Rd, Cos Cob, CT 06807 is a 3 bedroom, 2 bathroom, 1,581 sqft single-family home in Cos Cob, built in 1958. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,448,400, with a rent estimate of $6,154/month.

Home Details for 23 Gregory Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1958Year Updated: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
Mar 15, 2016
Source: Agent Provided
ListingRemoved
$899,000
Jul 28, 2015
Source: Agent Provided
Pending
$899,000
Jul 22, 2015
Source: Agent Provided
PriceChange
$899,000
Price decreased by 5%
Jul 13, 2015
Source: Agent Provided
PriceChange
$945,000
Price decreased by 5%
May 19, 2015
Source: Agent Provided
PriceChange
$998,000
Price decreased by 13%

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 23 Gregory Rd

  • What is 23 Gregory Rd estimated to be worth?
    Trulia's estimated value for 23 Gregory Rd in Cos Cob, CT is $1,448,400.
  • 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.
  • What are the closest schools to 23 Gregory Rd?
    The closest schools to 23 Gregory Rd in Cos Cob, CT are Eastern Middle School (rated 10/10), Greenwich High School (rated 10/10), North Mianus School (Elementary, rated 9/10).
  • Does 23 Gregory Rd have air conditioning?
    Yes, 23 Gregory Rd in Cos Cob, CT has air conditioning.
  • How big is the lot at 23 Gregory Rd?
    The lot at 23 Gregory Rd in Cos Cob, CT is about 0.33 acres (14,374 sq ft).

Explore by feature - Pet Friendly

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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

18 rentals with an outdoor space in Cos Cob, CT

Apartments for Rent

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Off Market Homes Near 23 Gregory Rd

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