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

$3,437,200

Trulia Estimate
  • 3 Beds
  • 4.5 Baths
  • 3,628 sqft

28 Flying Cloud Rd, Stamford, CT 06902

Waterside
Est. Refi. Payment $22,660/mo*
Refinance Your Home
Currently Off Market - Sold Apr 15, 2020 for $2,300,000

Home Value

Trulia Estimate
$3.44M
Since last month
Increased$105K (+3.2%)
Since last year
Increased$268K (+8.4%)
Since last sale
Increased$1M (+49.4%)
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 +36% in the last 10 years
MonthEstimated value
2026
August 2026$3.44M
August 2026$3.43M
July 2026$3.33M
June 2026$3.34M
May 2026$3.33M
April 2026$3.24M
March 2026$3.29M
February 2026$3.16M
January 2026$3.19M
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
0.19
Single-Family Home
$2,125,000
08/25/26
3
2.5
2,615
9 Davenport Dr, Stamford, CT
0.35
Single-Family Home
$2,550,000
06/23/26
6
5.5
5,450
121 Dolphin Cove Quay, Stamford, CT
0.12
Single-Family Home
$250,000
06/04/26
3
2.5
2,351
30 Dee Lane, Stamford, CT
0.44
Single-Family Home
$986,000
05/15/26
5
2.5
2,444
3 Davenport Dr, Stamford, CT
0.35
Single-Family Home
$1,125,000
12/03/25
4
3
1,973
2 Sylvan Ln, Old Greenwich, CT
0.53
Single-Family Home
$4,200,000
07/08/26
5
3.5
4,795
62 Park Ave, Old Greenwich, CT
0.78
Single-Family Home
$3,600,000
05/29/26
4
4.5
3,261
18 Grant Ave, Old Greenwich, CT
0.70
Single-Family Home
$4,150,000
10/03/25
4
4.5
3,491
18 Cook Road, Stamford, CT
0.32
Single-Family Home
$899,000
07/21/26
2
2
1,864
53 Park Ave, Old Greenwich, CT
0.82
Single-Family Home
$4,000,000
06/30/26
4
3.5
3,248

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
0.04
$3,585,900
6
5.5
4,591
Off Market
46 Signal Rd, Stamford, CT 06902
0.08
$1,750,000
-
-
-
Recently Sold
42 Signal Rd, Stamford, CT 06902
0.08
$1,750,000
-
-
-
Recently Sold
150 Dolphin Cove Quay, Stamford, CT 06902
0.09
$4,384,700
5
4.5
4,138
Off Market
54 Signal Rd, Stamford, CT 06902
0.12
$1,750,000
-
-
-
Recently Sold
199 Dolphin Cove Quay, Stamford, CT 06902
0.13
$4,166,400
3
3.5
4,539
Off Market
106 Dolphin Cove Quay, Stamford, CT 06902
0.15
$1,691,500
4
4
4,424
Off Market
106 Dolphin Cv, Quay Stamford, CT 06902
0.15
$2,143,500
4
4
3,738
Off Market
50 Signal Rd, Stamford, CT 06902
0.16
$1,750,000
-
-
-
Recently Sold
14 Joshua Slocum Dock East, Stamford, CT 06902
0.16
$1,797,400
3
3.5
2,746
Off Market
2 Joshua Slocum Dock, Stamford, CT 06902
0.19
$2,125,000
3
2.5
2,615
Recently Sold
40 Eureka Ter, Stamford, CT 06902
0.21
$1,718,600
4
2.5
2,623
Off Market

Local Information

  • Map ViewExplore the area around 28 Flying Cloud Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
3,628 sqft
$947/sqft
Garage

About this House

Serenity and luxury await in this custom-built home with dramatic open water views in the coveted Dolphin Cove Community. Built to current FEMA requirements, the quality of this home shines from the moment you step through the door into the 2-story foyer with wall to wall windows framing a sparkling sunset over LI Sound. Dazzle your guests with seamless indoor/outdoor entertaining space and a private dock for evening sails or an afternoon water skiing on the Sound. Your new community offers activities for young and old, from swimming and tennis to launching a kayak from the private beach or mingling with friends over cocktails at a monthly club social. A brand-new lifestyle awaits just over the Old Greenwich border, minutes from the Stamford or Old Greenwich trains and town. 45 minutes from NYC.
28 Flying Cloud Rd, Stamford, CT 06902 is a 3 bedroom, 5 bathroom, 3,628 sqft single-family home in Waterside, built in 2003. It last sold for $2,300,000 on Apr 15, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,437,200, with a rent estimate of $7,571/month.

Home Details for 28 Flying Cloud Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

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

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Apr 15, 2020
Source: Smart MLS #170192729
Sold
$2,300,000
Nov 12, 2019
Source: Agent Provided
ListingRemoved
$2,399,000
Oct 28, 2019
Source: Agent Provided
Pending
$2,399,000
Sep 11, 2019
Source: Agent Provided
PriceChange
$2,399,000
Price decreased by 4%
May 10, 2019
Source: Agent Provided
Listed For Sale
$2,500,000

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 28 Flying Cloud Rd

  • What is 28 Flying Cloud Rd estimated to be worth?
    Trulia's estimated value for 28 Flying Cloud Rd in Stamford, CT is $3,437,200.
  • What is the price history for 28 Flying Cloud Rd?
    28 Flying Cloud Rd in Stamford, CT last sold for $2,300,000 in April 2020.
  • 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.
  • Does 28 Flying Cloud Rd have air conditioning?
    Yes, 28 Flying Cloud Rd in Stamford, CT has air conditioning.
  • Does 28 Flying Cloud Rd have laundry facilities?
    Yes, 28 Flying Cloud Rd in Stamford, CT has in-unit laundry.

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