271 Valley Rd, Cos Cob, CT 06807
OFF MARKET

271 Valley Rd
Cos Cob, CT 06807

Cos Cob
  • 5 Beds
  • 5.5 Baths
  • 5,932 sqft (on 0.39 acres)

$4,490,400

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $28,447/mo*
Refinance Your Home

$4,490,400

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $28,447/mo*
Refinance Your Home
5 Beds
5.5 Baths
5,932 sqft
(on 0.39 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Water views like no other home in Cos Cob! This meticulously maintained imperial home is from a fairytale with its curved turret staircases, arches and rounded features. Rustic modern luxury is the theme as you step into a grand foyer. Majestic master wing with dual walk in closets, sitting area, & an awe-inspiring spa. 5 ensuite bedrooms. Custom kitchen with oversized island, breakfast nook with bay window and French doors to multi-level slate patio. Fantastic functionality with laundry on 1st and 2nd floors and spacious mudroom. Supreme lower level with 1 of 5 fireplaces, yoga room, and 1,532 square feet of additional space with gym & basketball court. Walk out lower level to water view patio with built in grill, boat house, and tool shed. Transport yourself to this pristine castle on the river.
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
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 271 Valley Rd

Interior Features

Interior Details
BasementNumber of Rooms: 13
Heating & Cooling
Heating: RadiantAir ConditioningCooling System: CentralHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.39 acres

Price History for 271 Valley Rd

DatePriceEventSource
03/20/2020$2,750,000Sold
Greenwich MLS, Inc. #108094
01/06/2020$2,950,000PriceChange
Agent Provided
12/13/2019$22,500ListingRemovedAgent Provided
12/11/2019$22,500Listed For RentAgent Provided
11/04/2019$3,075,000PriceChange
Agent Provided
10/23/2019$3,245,000PriceChange
Agent Provided
10/16/2019$3,395,000Listed For SaleAgent Provided
10/26/2018$3,150,000Sold
Greenwich MLS, Inc. #103428
09/11/2018$3,295,000PendingAgent Provided
05/31/2018$3,295,000Listed For SaleAgent Provided
08/19/2005$860,000Sold
N/A
02/28/2002$422,000Sold
N/A

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$25,169
Assessment$2,036,510
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,837/mo
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Homes for rent near 271 Valley Rd

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Comparable Sales for 271 Valley Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Fox Hollow Ln, Cos Cob, CT
0.11
Single-Family Home
$2,670,000
01/12/26
5
4
3,623
232 Valley Rd, Cos Cob, CT
0.14
Single-Family Home
$3,050,000
08/21/25
6
7
6,066
8 Fado Ln, Cos Cob, CT
0.14
Single-Family Home
$4,550,888
08/29/25
5
6.5
7,041
18 Cat Rock Rd, Cos Cob, CT
0.17
Single-Family Home
$3,600,000
07/18/25
6
6.5
6,272
552 River Rd, Cos Cob, CT
0.36
Single-Family Home
$2,691,500
03/27/26
4
4.5
4,078
16 Split Timber Pl, Riverside, CT
0.41
Single-Family Home
$2,420,000
08/15/25
5
3.5
3,243
551 River Rd, Cos Cob, CT
0.38
Single-Family Home
$2,285,000
10/27/25
5
3.5
3,634
98 Hillcrest Park Rd, Cos Cob, CT
0.49
Single-Family Home
$2,610,000
05/29/26
4
3.5
3,298
24 Nimitz Pl, Old Greenwich, CT
0.69
Single-Family Home
$2,850,000
07/18/25
5
4.5
3,274
10 Lakeview Dr, Riverside, CT
0.60
Single-Family Home
$3,976,000
08/14/25
5
6.5
5,800

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Assigned Schools

These are the assigned schools for 271 Valley Rd.
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Neighborhood Overview

Cos Cob
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Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 271 Valley Rd

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Off Market Homes Near 271 Valley Rd

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271 Valley Rd, Cos Cob, CT 06807 is a 5 bedroom, 6 bathroom, 5,932 sqft single-family home built in 2008. 271 Valley Rd is located in Cos Cob, Cos Cob. This property is not currently available for sale. 271 Valley Rd was last sold on Mar 20, 2020 for $2,750,000. The current Trulia Estimate for 271 Valley Rd is $4,490,400.