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

$4,194,400

Trulia Estimate
  • 4 Beds
  • 5.5 Baths
  • 5,786 sqft (on 0.37 acres)

57 Gregory Rd, Cos Cob, CT 06807

Cos Cob
Est. Refi. Payment $27,590/mo*
Refinance Your Home
Currently Off Market - Sold Dec 17, 2015 for $2,300,000

Home Value

Trulia Estimate
$4.19M
Since last month
Increased$66K (+1.6%)
Since last year
Increased$542K (+14.8%)
Since last sale
Increased$2M (+82.4%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$4.19M
August 2026$4.19M
July 2026$4.13M
June 2026$4.16M
May 2026$4.07M
April 2026$4.02M
March 2026$4.05M
February 2026$3.87M
January 2026$3.79M
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
0.06
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
552 River Rd, Cos Cob, CT
0.42
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078
98 Hillcrest Park Rd, Cos Cob, CT
0.39
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
9 Deluca Dr, Cos Cob, CT
0.37
Single-Family Home
$2,350,000
08/24/26
4
3.5
2,902
551 River Rd, Cos Cob, CT
0.43
Single-Family Home
$2,285,000
10/27/25
5
3.5
3,634
29 Old Stone Bridge Rd, Cos Cob, CT
0.36
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
27 Cognewaugh Rd, Cos Cob, CT
0.57
Single-Family Home
$4,000,000
07/16/26
5
4.5
4,916
350 Valley Rd, Cos Cob, CT
0.32
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
420 Valley Rd, Cos Cob, CT
0.14
Single-Family Home
$1,300,000
04/14/26
4
2.5
1,601

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
70 Gregory Rd, Cos Cob, CT 06807
0.06
$2,175,000
4
3
3,142
Recently Sold
15 Ronald Lane, Cos Cob, CT 06807
0.06
$2,851,000
5
6
3,670
Off Market
16 Wyndover Ln, Cos Cob, CT 06807
0.08
$2,830,700
5
3.5
3,464
Off Market
9 Ronald Lane, Greenwich, CT 06830
0.08
$2,119,000
4
3.5
3,000
Off Market
446 Valley Rd, Cos Cob, CT 06807
0.13
-
2
1.5
2,127
Off Market
7 Chestnut St, Cos Cob, CT 06807
0.13
$2,622,000
5
4.5
4,000
Off Market
28 Gregory Rd, Cos Cob, CT 06807
0.13
$1,895,000
4
3
3,597
For Sale
420 Valley Rd, Cos Cob, CT 06807
0.14
$1,300,000
4
2.5
1,601
Recently Sold
37 Barton Ln, Cos Cob, CT 06807
0.17
$1,827,400
3
2.5
2,007
Off Market
41 Hillcrest Park Road, Cos Cob, CT 06807
0.16
$2,287,100
4
3
3,152
Off Market
43 Hillcrest Park Road, Cos Cob, CT 06807
0.16
$2,252,100
3
3
2,765
Off Market

Local Information

  • Map ViewExplore the area around 57 Gregory Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2015
Lot Size
0.37 acres
Living Area
5,786 sqft
Price/Sqft
$725
Parking
Garage

About this House

Stunning 2015 Colonial blends traditional warmth with modern elegance on a quiet cul-de-sac in wonderful neighborhood. Exceptional quality and detail, state-of-the-art smart house technology, exquisite Brazilian hardwood floors throughout 4,000+SF custom crafted interior. Elegant formal rooms. Magnificent family room with marble fireplace flows into gorgeous, superbly equipped, granite appointed kitchen with 9½ foot center-isle, double-height breakfast room with stone fireplace, clerestory windows and wet bar. 4 bedrooms, 4½ marble/porcelain baths. Luxurious master with two fireplaces, his/her walk-in closets, radiant heated marble bath with steam shower. Additional unfinished living space on 2,300+SF lower level. Generator; high efficiency systems; two-car garage. Possible pool site.
57 Gregory Rd, Cos Cob, CT 06807 is a 4 bedroom, 6 bathroom, 5,786 sqft single-family home in Cos Cob, built in 2015. It last sold for $2,300,000 on Dec 17, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,194,400, with a rent estimate of $18,864/month.

Home Details for 57 Gregory Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 14
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Dryer
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2015Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.37 acres

Price and Tax history

DateEventPrice
Dec 17, 2015
Source: Greenwich MLS, Inc. #93634
Sold
$2,300,000
Jun 3, 2015
Source: Agent Provided
Listed For Sale
$2,395,000
Aug 6, 2013
Source: Greenwich MLS, Inc. #85305
Sold
$905,000
May 23, 2013
Source: Agent Provided
Listed For Sale
$890,000

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 57 Gregory Rd

  • What is 57 Gregory Rd estimated to be worth?
    Trulia's estimated value for 57 Gregory Rd in Cos Cob, CT is $4,194,400.
  • What is the price history for 57 Gregory Rd?
    57 Gregory Rd in Cos Cob, CT last sold for $2,300,000 in December 2015.
  • 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.
  • Does 57 Gregory Rd have air conditioning?
    Yes, 57 Gregory Rd in Cos Cob, CT has air conditioning.
  • Does 57 Gregory Rd have a pool?
    Yes, 57 Gregory Rd in Cos Cob, CT has a pool.

Explore by feature - Pet Friendly

37 pet-friendly rentals in Cos Cob, CT

Explore by feature - Garage

54 rentals with a garage in Cos Cob, CT

Explore by feature - Air Conditioning

121 rentals with air conditioning in Cos Cob, CT

Explore by feature - Pool

15 rentals with a pool in Cos Cob, CT

Explore by feature - Washer/dryer

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

Explore by feature - Outdoor Space

19 rentals with an outdoor space in Cos Cob, CT

Apartments for Rent

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Off Market Homes Near 57 Gregory Rd

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