39 Flying Cloud Rd, Stamford, CT 06902
OFF MARKET

39 Flying Cloud Rd
Stamford, CT 06902

Waterside
  • 4 Beds
  • 3.5 Baths
  • 2,384 sqft

$2,001,500

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $13,025/mo*
Refinance Your Home

$2,001,500

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $13,025/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,384 sqft

Local Information

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

Description

CHARMING NANTUCKET STYLE COLONIAL IN DOLPHIN COVE. Live the vacation lifestyle which is Dolphin Cove- a sought after waterfront community on the Stamford Old Greenwich line. Beautiful and serene water views await you from the moment you step through the doorway. Open concept Living/Dining Room, Country Kitchen open to the family room- the home and all rooms were positioned to access and enjoy the outdoor patio and water amenities. Upstairs the spacious master bedroom has a dressing room/office adjoining a great opportunity to make a Dream Suite. 3 additional bedrooms and 2 full baths complete the 2nd floor. Kayak or just enjoy watching the boats from your backyard or better yet- dock your own boat behind the house at a Dolphin Cove Dock. Enjoy all Dolphin Cove community amenities- pool, tennis, beach, and community activities.
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
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 39 Flying Cloud Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1976Year Updated: 1976
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 8276 sqft

Price History for 39 Flying Cloud Rd

DatePriceEventSource
12/31/2018$1,125,000Sold
Smart MLS #170133423
11/02/2018$1,249,000PriceChange
Agent Provided
10/16/2018$1,274,000PriceChange
Agent Provided
05/31/2018$1,295,000PriceChange
Agent Provided
04/03/2018$1,395,000Listed For SaleAgent Provided
06/25/2004$1,440,000Sold
Smart MLS #98181858
12/16/2002$1,300,000Sold
N/A
11/30/1998$635,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$24,238
Assessment$1,009,910
Home facts updated by county records

Comparable Sales for 39 Flying Cloud Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Davenport Dr, Stamford, CT
0.30
Single-Family Home
$1,125,000
12/03/25
4
3
1,973
30 Dee Lane, Stamford, CT
0.42
Single-Family Home
$986,000
05/15/26
5
2.5
2,444
556 Fairfield Avenue, Stamford, CT
0.48
Single-Family Home
$730,000
06/02/25
4
3
2,568
30 Hendrie Ct, Stamford, CT
0.37
Single-Family Home
$1,577,000
05/22/25
3
2.5
1,412
39 Burwood Avenue, Stamford, CT
0.35
Single-Family Home
$740,000
07/02/25
3
2
1,984
602 Fairfield Avenue, Stamford, CT
0.39
Single-Family Home
$975,000
12/15/25
4
2
1,600
23 Congress Street, Stamford, CT
0.47
Single-Family Home
$375,000
07/01/25
3
2.5
2,016
11 Hendrie Ct, Stamford, CT
0.36
Single-Family Home
$500,000
03/30/26
3
2
1,599
12 Innis Ln, Old Greenwich, CT
0.71
Single-Family Home
$2,825,000
05/27/25
4
3.5
2,960
578 Fairfield Avenue, Stamford, CT
0.44
Single-Family Home
$658,000
06/23/25
3
1.5
1,399

Assigned Schools

These are the assigned schools for 39 Flying Cloud Rd.
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Neighborhood Overview

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

What Locals Say about Waterside

At least 54 Trulia users voted on each feature.

  • 77 % Say there are sidewalks

  • 75 % Say it's dog friendly

  • 69 % Say streets are well-lit

  • 68 % Say kids play outside

  • 67 % 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

  • 57 % Say they plan to stay for at least 5 years

  • 55 % 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

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39 Flying Cloud Rd, Stamford, CT 06902 is a 4 bedroom, 4 bathroom, 2,384 sqft single-family home built in 1976. 39 Flying Cloud Rd is located in Waterside, Stamford. This property is not currently available for sale. 39 Flying Cloud Rd was last sold on Dec 31, 2018 for $1,125,000. The current Trulia Estimate for 39 Flying Cloud Rd is $2,001,500.