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

36 Flying Cloud Rd
Stamford, CT 06902

Waterside
  • 4 Beds
  • 3 Baths
  • 3,106 sqft

$2,719,900

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $17,531/mo*
Refinance Your Home

$2,719,900

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $17,531/mo*
Refinance Your Home
4 Beds
3 Baths
3,106 sqft

Local Information

  • Map ViewExplore the area around 36 Flying Cloud Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Enjoy the best of waterfront living and build beautiful memories at this gorgeous, renovated Dolphin Cove home. The deeded, deep-water dock is located at the foot of the property - perfect for boating enthusiasts. There is a well appointed chef's kitchen with a sitting area and fireplace, large dining area and panoramic views of the water. 48" Viking range with dual ovens and grill, Sub Zero refrigerator, 150 bottle wine refrigerator. Living room with soaring ceiling, stone hearth and french doors to the patio. The master suite has stunning water views, another fireplace and a balcony. Luxe master bath with steam shower and oversized tub. Association pool, tennis court, beach & club house. Gorgeous fenced rear garden and terrace.
36 Flying Cloud Rd, Stamford, CT 06902 is a 4 bedroom, 3 bathroom, 3,106 sqft single-family home in Waterside, built in 1973. It last sold for $1,650,000 on Aug 8, 2018. It is currently off market. The Trulia Estimate is $2,719,900, with a rent estimate of $5,134/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 36 Flying Cloud Rd

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 8
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price History for 36 Flying Cloud Rd

DatePriceEventSource
08/08/2018$1,650,000Sold
Smart MLS #170084841
07/11/2018$1,690,000PendingAgent Provided
05/29/2018$1,690,000Listed For SaleAgent Provided
10/31/1997$542,172Sold
Smart MLS #97016689
11/01/1989$690,000Sold
N/A

Market trends in Stamford

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$609K
$3.33KMoM
Sale-to-List Price
101.6%
0.1%MoM
Price per sq ft
$394
$4MoM
Available listings
300
62MoM
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Property Tax and Assessment

Year2025
Tax$25,685
Assessment$1,070,220
Home facts updated by county records

Comparable Sales for 36 Flying Cloud Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Dee Lane, Stamford, CT
0.41
Single-Family Home
$986,000
05/15/26
5
2.5
2,444
3 Davenport Dr, Stamford, CT
0.33
Single-Family Home
$1,125,000
12/03/25
4
3
1,973
121 Dolphin Cove Quay, Stamford, CT
0.12
Single-Family Home
$250,000
06/04/26
3
2.5
2,351
19 Burwood Avenue, Stamford, CT
0.37
Single-Family Home
$875,000
06/17/26
4
1.5
1,608
34 Davenport Drive, Stamford, CT
0.39
Single-Family Home
$1,200,000
06/23/26
3
2
2,268
37 Park Ave, Old Greenwich, CT
0.83
Single-Family Home
$2,250,000
08/05/25
4
2.5
2,496
602 Fairfield Avenue, Stamford, CT
0.39
Single-Family Home
$975,000
12/15/25
4
2
1,600
11 Hendrie Court, Stamford, CT
0.34
Single-Family Home
$500,000
03/30/26
3
1.5
1,690
158 Davenport Drive, Stamford, CT
0.35
Single-Family Home
$4,050,000
08/22/25
4
5
4,220
7 Highview Ave, Old Greenwich, CT
0.84
Single-Family Home
$2,503,000
01/30/26
4
2.5
1,832

Nearby homes

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Assigned Schools

These are the assigned schools for 36 Flying Cloud Rd.
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

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

  • 68 % Say kids play outside

  • 68 % Say streets are well-lit

  • 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

  • 57 % 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

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Homes for sale near 36 Flying Cloud Rd

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Off Market Homes Near 36 Flying Cloud Rd

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