21 Stuart Dr, Old Greenwich, CT 06870
OFF MARKET

21 Stuart Dr
Old Greenwich, CT 06870

Old Greenwich
  • 3 Beds
  • 2 Baths
  • 1,560 sqft

$1,483,600

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $9,791/mo*
Refinance Your Home

$1,483,600

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $9,791/mo*
Refinance Your Home
3 Beds
2 Baths
1,560 sqft

Local Information

  • Map ViewExplore the area around 21 Stuart Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1963
Living Area
1,560 sqft
Price/Sqft
$951
Parking
Garage

About this House

Rare opportunity to own an impeccably maintained home in Old Greenwich! This location cannot be beat! ONE OWNER. Never before on the market. Close to everything Greenwich & Stamford have to offer, convenient to I95/trains, yet situated on a quiet street. This 3/4 bedroom, 2 bath split level is a wonderful place to call home. The pride in ownership is apparent as soon as you drive up and walk into the large living room (fireplace), kitchen/dining area upon entry. Second level has 3 bedrooms and over-sized bath. Lower level has potential to be an in-law suite/office/4th bedroom and includes a full bath, closet + laundry. Partial basement completes this home's great configuration. And that's not all! The screened in porch, pristine patio, fully fenced yard and lush green lawn is perfect for relaxing/entertaining. Central Air, Generator, Security System, Sprinklers round out this well built home. Close proximity to Westchester/NYC. Come see!
21 Stuart Dr, Old Greenwich, CT 06870 is a 3 bedroom, 2 bathroom, 1,560 sqft single-family home in Old Greenwich, built in 1963. It last sold for $820,000 on Oct 1, 2020. It is currently off market. The Trulia Estimate is $1,483,600, with a rent estimate of $6,572/month.

Home Details for 21 Stuart Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatioPorch
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1963Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price History for 21 Stuart Dr

DatePriceEventSource
10/01/2020$820,000Sold
Smart MLS #170313840
07/26/2020$850,000PendingAgent Provided
07/09/2020$850,000Listed 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$7,245
Assessment$586,250
Home facts updated by county records

Comparable Sales for 21 Stuart Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Halsey Dr, Old Greenwich, CT
0.13
Single-Family Home
$1,410,000
07/01/26
3
2
1,655
9 Stuart Dr, Old Greenwich, CT
0.03
Single-Family Home
$1,270,000
04/20/26
4
1.5
1,481
5 Hunter St, Old Greenwich, CT
0.13
Single-Family Home
$1,575,000
08/26/25
3
1.5
1,333
10 Maple Drive, Old Greenwich, CT
0.42
Single-Family Home
$1,258,000
05/21/26
3
2
2,290
84 Havemeyer Ln, Old Greenwich, CT
0.43
Single-Family Home
$1,050,000
02/24/26
3
2
1,388
9 Nimitz Pl, Old Greenwich, CT
0.26
Single-Family Home
$1,675,000
06/18/26
4
2
2,260
47 Rockmere Ave, Old Greenwich, CT
0.30
Single-Family Home
$1,075,000
09/19/25
2
1
1,400
60 Aberdeen St, Stamford, CT
0.52
Single-Family Home
$470,000
10/09/25
3
2
1,111
100 Havemeyer Ln, Old Greenwich, CT
0.56
Single-Family Home
$1,100,000
06/17/26
3
2
1,080
21 Amherst Rd, Riverside, CT
0.23
Single-Family Home
$1,700,000
06/25/26
5
3
2,911

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Stuart Dr.
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

Old Greenwich
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Old Greenwich

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say it's quiet

  • 100 % Say kids play outside

  • 100 % Say neighbors are friendly

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 67 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "School events, country club, cohen civic center, beach, walk-to-town, nice holiday environments, nice neighbors and neighborhoods!"
    0
    Flag
  • eiji.nishimuras
    "No good dog park to speak of. And generally park regulation and beach regulation is not very dog friendly "
    0
    Flag

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Homes for sale near 21 Stuart Dr

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Off Market Homes Near 21 Stuart Dr

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