23 Flying Cloud Rd, Stamford, CT 06902
Property image
Property image
OFF MARKET

$2,116,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,433 sqft

23 Flying Cloud Rd, Stamford, CT 06902

Waterside
Est. Refi. Payment $13,981/mo*
Refinance Your Home
Currently Off Market - Sold Nov 26, 2021 for $1,600,000

Home Value

Trulia Estimate
$2.12M
Since last month
Increased$38K (+1.8%)
Since last year
Increased$169K (+8.7%)
Since last sale
Increased$518K (+32.4%)
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 +45% in the last 10 years
MonthEstimated value
2026
August 2026$2.12M
August 2026$2.12M
July 2026$2.08M
June 2026$2.1M
May 2026$2.1M
April 2026$2.06M
March 2026$2.08M
February 2026$2M
January 2026$2M
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
2 Joshua Slocum Dock, Stamford, CT
0.16
Single-Family Home
$2,125,000
08/25/26
3
2.5
2,615
18 Cook Road, Stamford, CT
0.29
Single-Family Home
$899,000
07/21/26
2
2
1,864
121 Dolphin Cove Quay, Stamford, CT
0.09
Single-Family Home
$250,000
06/04/26
3
2.5
2,351
34 Davenport Dr, Stamford, CT
0.39
Single-Family Home
$1,200,000
06/23/26
3
2
2,268
3 Davenport Dr, Stamford, CT
0.33
Single-Family Home
$1,125,000
12/03/25
4
3
1,973
30 Dee Lane, Stamford, CT
0.45
Single-Family Home
$986,000
05/15/26
5
2.5
2,444
556 Fairfield Avenue, Stamford, CT
0.50
Single-Family Home
$1,055,000
07/30/26
4
3
2,568
19 Burwood Avenue, Stamford, CT
0.40
Single-Family Home
$875,000
06/17/26
4
1.5
1,608
11 Hendrie Court, Stamford, CT
0.38
Single-Family Home
$500,000
03/30/26
3
1.5
1,690
602 Fairfield Avenue, Stamford, CT
0.42
Single-Family Home
$975,000
12/15/25
4
2
1,600

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
15 Flying Cloud Rd, Stamford, CT 06902
0.01
$3,585,900
6
5.5
4,591
Off Market
150 Dolphin Cove Quay, Stamford, CT 06902
0.06
$4,384,700
5
4.5
4,138
Off Market
106 Dolphin Cove Quay, Stamford, CT 06902
0.11
$1,691,500
4
4
4,424
Off Market
106 Dolphin Cv, Quay Stamford, CT 06902
0.11
$2,143,500
4
4
3,738
Off Market
46 Signal Rd, Stamford, CT 06902
0.10
$1,750,000
-
-
-
Recently Sold
42 Signal Rd, Stamford, CT 06902
0.10
$1,750,000
-
-
-
Recently Sold
199 Dolphin Cove Quay, Stamford, CT 06902
0.13
$4,166,400
3
3.5
4,539
Off Market
14 Joshua Slocum Dock East, Stamford, CT 06902
0.13
$1,797,400
3
3.5
2,746
Off Market
2 Joshua Slocum Dock, Stamford, CT 06902
0.16
$2,125,000
3
2.5
2,615
Recently Sold
54 Signal Rd, Stamford, CT 06902
0.15
$1,750,000
-
-
-
Recently Sold
40 Eureka Ter, Stamford, CT 06902
0.17
$1,718,600
4
2.5
2,623
Off Market
233 Davenport Drive, Stamford, CT 06902
0.20
$1,873,800
4
4
2,798
Off Market

Local Information

  • Map ViewExplore the area around 23 Flying Cloud Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1978
2,433 sqft
$870/sqft
Garage

About this House

Garrison Colonial in Dolphin Cove. Enjoy views down the DC harbor and direct access to a DC docks directly behind the house. Enjoy the lifestyle of Dolphin Cove, kayak, swim from the private beach or beautiful community pool., play tennis or pickle ball, community raft up's and functions. Home is in an estate and being sold ''as is''. Great opportunity to make it your own!
23 Flying Cloud Rd, Stamford, CT 06902 is a 3 bedroom, 3 bathroom, 2,433 sqft single-family home in Waterside, built in 1978. It last sold for $1,600,000 on Nov 26, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,116,400, with a rent estimate of $5,809/month.

Home Details for 23 Flying Cloud Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

DateEventPrice
Nov 26, 2021
Source: Greenwich MLS, Inc. #114279
Sold
$1,600,000
Nov 15, 2021
Source: Greenwich MLS, Inc. #114279
Pending
$1,600,000
Oct 4, 2021
Source: Smart MLS #170437020
Contingent
$1,600,000
Sep 14, 2021
Source: Halstead / Brown Harris Stevens #170437020
Listed For Sale
$1,600,000
Nov 29, 2001
Source: Smart MLS #98112461
Sold
$1,070,000

Market trends in Stamford

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$679K
$48.83KMoM
Sale-to-List Price
102.7%
0.2%MoM
Price per sq ft
$403
$5MoM
Available listings
287
7MoM

Around this home

Neighborhood Overview

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

What Locals Say about Waterside

At least 55 Trulia users voted on each feature.

  • 77 % Say there are sidewalks

  • 75 % Say it's dog friendly

  • 68 % Say streets are well-lit

  • 68 % Say kids play outside

  • 66 % Say yards are well-kept

  • 63 % Say it's quiet

  • 60 % Say car is needed

  • 60 % Say parking is easy

  • 58 % Say it's walkable to restaurants

  • 58 % Say they plan to stay for at least 5 years

  • 54 % Say people would walk alone at night

  • 54 % Say there's holiday spirit

  • 52 % Say it's walkable to grocery stores

  • 46 % Say neighbors are friendly

  • 44 % Say there's wildlife

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Dccjs9x2dy
    "Safe , nice , friendly , good neighbors, good places for enjoy delicious food , nice access to take public transportation , libraries , places for recreation , public schools , beautiful churches."
    0
    Flag
  • Trulia User
    "I Lived Here for 58 years. So use olot of things. I just Need a Change of Scenery, I Enjoy Just Being With My Husband and My 🐕 Just Wanna Enjoy Life."
    0
    Flag
  • Vivian C.
    "easy access to public transportation. walking distance. decent hours. safe locations. train to bus availabilities and vise versa"
    0
    Flag
  • Clive F.
    "It is a very diverse area. Clean and safe. I wouldnt mind living here. Stamford is a growing city. You"
    7
    Flag
  • TG
    "I can walk to the train station. If I drive there is good parking, and there are frequent trains into New York. Also easy to get places thanks to being so close to the I95 freeway."
    0
    Flag
  • Jordan D.
    "One of Stamford's best kept secrets is the Waterside area. This area is just over the Old Greenwich border and has dock access to Long Island Sound, waterfront dining and a great park/beach. Minutes to 2 train stations!"
    8
    Flag
  • Rfriedmanmdceo
    "Private Gated Community- Southfield Point"
    0
    Flag
  • Sally S.
    "The Waterside Community is a true neighborhood. Silver Street is one of the last tree-lined streets in Stamford. Everyone is friendly and truly cares about each other. It's a close-knit community that welcomes diversity. Where else can you own an affordable home, in a safe neighborhood with friendly neighbors so close to the Sound (and not flood during hurriicanes!)? Southfield Beach/Park is a hidden gem. "
    2
    Flag
  • Rfriedmanmdceo
    "Southfield Point is an upscale affluent "gated" private community adjacent to Dolphin Cove and Old Greenwich at the southwestern shoreside tip of Stamford. It is actually closer to Old Greenwich than to downtown Stamford ("
    1
    Flag
  • Sally S.
    "The Waterside area of Stamford has undergone a dramatic transformation over the past decade. Once known for Industry and Low Income Housing Projects, Waterside is now home to the Avalon Stamford Harbor Apartments, Renovated Southfield Park and Beach, 1 mile Waterfront Pier, Tree-Lined Neighborhoods, Multi-Million Dollar Waterfront Homes, Corporate Parks, Lively Waterfront Restaurants, and the new Harbor Point Project. Enjoy a day at the beach, a walk at the Rosa Hartman Park/Woods, a stroll on the Pier, or a delicious meal at any one of many restaurants. Located on the Stamford/Greenwich Border, NYC is only 45 minutes away via Metro-North train or car. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 23 Flying Cloud Rd

  • What is 23 Flying Cloud Rd estimated to be worth?
    Trulia's estimated value for 23 Flying Cloud Rd in Stamford, CT is $2,116,400.
  • What is the price history for 23 Flying Cloud Rd?
    23 Flying Cloud Rd in Stamford, CT last sold for $1,600,000 in November 2021.
  • Is Stamford a buyer's or seller's market?
    Stamford is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Stamford?
    The median sale price in Stamford is $679K. That is up $48.83K from the prior month.
  • How big is the lot at 23 Flying Cloud Rd?
    The lot at 23 Flying Cloud Rd in Stamford, CT is about 0.21 acres (9,148 sq ft).
  • Does 23 Flying Cloud Rd have a garage?
    Yes, 23 Flying Cloud Rd in Stamford, CT has a garage.

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