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

14 Gregory Rd
Cos Cob, CT 06807

Cos Cob
  • 3 Beds
  • 2 Baths
  • 2,031 sqft (on 0.40 acres)

$1,949,000

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $12,675/mo*
Refinance Your Home

$1,949,000

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $12,675/mo*
Refinance Your Home
3 Beds
2 Baths
2,031 sqft
(on 0.40 acres)

Local Information

  • Map ViewExplore the area around 14 Gregory Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Great location! Spacious and bright 3 bedroom home on a friendly cul-de-sac in the North Mianus School district. Enjoy summer evenings on the screened in porch overlooking the expansive backyard, hardwood floors in LR and DR with large picture window and cozy fireplace, oversized master bedroom with private office. The 0.396 acre lot is one of the larger lots on the street and offers a fabulous opportunity to renovate, expand or build new. Located close to top notch schools and train to NYC.
14 Gregory Rd, Cos Cob, CT 06807 is a 3 bedroom, 2 bathroom, 2,031 sqft single-family home in Cos Cob, built in 1958. It last sold for $935,000 on Nov 4, 2014. It is currently off market. The Trulia Estimate is $1,949,000, with a rent estimate of $6,574/month.

Home Highlights

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

Home Details for 14 Gregory Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: OtherPorch
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1958Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Split-level

Community

Units in Building: 1

Lot Information

Lot Area: 0.40 acres

Price History for 14 Gregory Rd

DatePriceEventSource
11/04/2014$935,000Sold
Smart MLS #99072385
07/11/2014$970,000Listed 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$9,647
Assessment$780,570
Home facts updated by county records

Comparable Sales for 14 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
0.10
Single-Family Home
$1,300,000
04/14/26
4
2.5
1,601
350 Valley Rd, Cos Cob, CT
0.22
Single-Family Home
$1,530,000
11/21/25
4
3
1,982
56 Cognewaugh Rd, Cos Cob, CT
0.41
Single-Family Home
$1,100,000
04/10/26
4
3
1,800
70 Gregory Rd, Cos Cob, CT
0.20
Single-Family Home
$2,175,000
06/26/26
4
3
3,142
207 Sheephill Rd, Riverside, CT
0.57
Single-Family Home
$1,100,000
11/24/25
4
2
1,276
18 Old Orchard Rd, Riverside, CT
0.77
Single-Family Home
$1,700,000
07/21/25
3
2
1,979
98 Hillcrest Park Rd, Cos Cob, CT
0.25
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
120 Florence Rd, Riverside, CT
0.65
Single-Family Home
$1,280,000
06/01/26
4
3
2,068
18 Azalea Ter, Cos Cob, CT
0.49
Single-Family Home
$1,500,000
02/10/26
3
2.5
2,600

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Assigned Schools

These are the assigned schools for 14 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

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Explore by feature - Air Conditioning

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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

26 rentals with an outdoor space in Cos Cob, CT

Homes for sale near 14 Gregory Rd

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Off Market Homes Near 14 Gregory Rd

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