57 Gregory Rd, Cos Cob, CT 06807
OFF MARKET

57 Gregory Rd
Cos Cob, CT 06807

Cos Cob
  • 4 Beds
  • 5.5 Baths
  • 5,786 sqft (on 0.37 acres)

$4,079,800

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $25,853/mo*
Refinance Your Home

$4,079,800

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $25,853/mo*
Refinance Your Home
4 Beds
5.5 Baths
5,786 sqft
(on 0.37 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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.
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.

Home Highlights

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

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 History for 57 Gregory Rd

DatePriceEventSource
12/17/2015$2,300,000Sold
Greenwich MLS, Inc. #93634
06/03/2015$2,395,000Listed For SaleAgent Provided
08/06/2013$905,000Sold
Greenwich MLS, Inc. #85305
05/23/2013$890,000Listed For SaleAgent Provided

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
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Property Tax and Assessment

Year2025
Tax$23,413
Assessment$1,894,410
Home facts updated by county records

Homeowner tools

Estimated monthly rent$18,864/mo
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Comparable Sales for 57 Gregory Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
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
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
37 Windsor Lane, Cos Cob, CT
0.17
Single-Family Home
$1,359,000
08/06/25
3
3
2,332
6 Fox Hollow Ln, Cos Cob, CT
0.64
Single-Family Home
$2,670,000
01/12/26
5
4
3,623
42 Mimosa Dr, Cos Cob, CT
0.25
Single-Family Home
$2,200,000
06/16/25
4
2.5
2,751

Nearby homes

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Assigned Schools

These are the assigned schools for 57 Gregory Rd.
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Neighborhood Overview

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

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 57 Gregory Rd

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Off Market Homes Near 57 Gregory Rd

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57 Gregory Rd, Cos Cob, CT 06807 is a 4 bedroom, 6 bathroom, 5,786 sqft single-family home built in 2015. 57 Gregory Rd is located in Cos Cob, Cos Cob. This property is not currently available for sale. 57 Gregory Rd was last sold on Dec 17, 2015 for $2,300,000. The current Trulia Estimate for 57 Gregory Rd is $4,079,800.