19 Woolsey Rd, Stamford, CT 06902
Property image
Property image
OFF MARKET

$1,425,900

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,297 sqft (on 0.32 acres)

19 Woolsey Rd, Stamford, CT 06902

Shippan
Est. Refi. Payment $9,626/mo*
Refinance Your Home
Currently Off Market - Sold Jul 17, 2014 for $895,000

Home Value

Trulia Estimate
$1.43M
Since last month
Increased$5K (+0.3%)
Since last year
Increased$104K (+7.9%)
Since last sale
Increased$535K (+59.8%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$1.43M
August 2026$1.43M
July 2026$1.43M
June 2026$1.46M
May 2026$1.45M
April 2026$1.41M
March 2026$1.42M
February 2026$1.35M
January 2026$1.33M
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
16 Ralsey Rd, Stamford, CT
0.10
Single-Family Home
$1,450,000
01/12/26
3
2.5
3,622
22 Ralph St, Stamford, CT
0.28
Single-Family Home
$835,000
06/29/26
4
2.5
2,171
38 Van Rensselaer Ave, Stamford, CT
0.18
Single-Family Home
$1,450,000
12/10/25
3
2.5
3,554
1814 Shippan Avenue, Stamford, CT
0.27
Single-Family Home
$950,000
12/02/25
3
2.5
1,501
22 Auldwood Road, Stamford, CT
0.28
Single-Family Home
$1,230,000
06/29/26
3
2.5
1,864
1579 Shippan Avenue, Stamford, CT
0.05
Single-Family Home
$2,225,000
07/17/26
3
3.5
4,860
31 Gurley Rd, Stamford, CT
0.14
Single-Family Home
$1,761,000
03/10/26
4
3.5
4,424
63 Downs Avenue, Stamford, CT
0.26
Single-Family Home
$900,000
10/24/25
2
2
1,760
55 Gurley Road, Stamford, CT
0.19
Single-Family Home
$2,501,000
11/14/25
4
3.5
3,069
15 Gurley Road, Stamford, CT
0.11
Single-Family Home
$2,350,000
11/18/25
4
4.5
4,160

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
1579 Shippan Avenue, Stamford, CT 06902
0.05
$2,225,000
3
3.5
4,860
Recently Sold
1586 Shippan Avenue, Stamford, CT 06902
0.08
$1,228,000
3
2
2,083
Off Market
66 Stamford Avenue, Stamford, CT 06902
0.06
$1,364,600
4
3
1,812
Off Market
30 Woolsey Road, Stamford, CT 06902
0.05
$2,019,600
4
4.5
4,067
Off Market
1508 Shippan Avenue, Stamford, CT 06902
0.07
-
2
1
896
Off Market
1622 Shippan Avenue, Stamford, CT 06902
0.11
$1,642,000
3
2
2,264
Off Market
98 Stamford Avenue, Stamford, CT 06902
0.10
$2,404,300
4
3.5
5,219
Off Market
67 Stamford Avenue, Stamford, CT 06902
0.09
$1,798,500
5
3.5
4,405
Off Market
25 Sagamore Road, Stamford, CT 06902
0.07
$3,295,000
6
5.5
7,310
For Sale
46 Stamford Avenue, Stamford, CT 06902
0.08
$971,100
5
2
1,701
Off Market
15 Gurley Road, Stamford, CT 06902
0.11
$2,350,000
4
4.5
4,160
Recently Sold
63 Ocean Drive Drive West, West Stamford, CT 06902
0.12
$2,249,700
4
4.5
4,875
Off Market

Local Information

  • Map ViewExplore the area around 19 Woolsey Rd.
  • Schools1 Elementary School2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1966
0.32 acre lot
2,297 sqft
$621/sqft
Garage

About this House

This single-family home is located at 19 Woolsey Rd, Stamford, CT. 19 Woolsey Rd is in the Shippan neighborhood in Stamford, CT and in ZIP code 06902. This property has 3 bedrooms, 3 bathrooms and approximately 2,297 sqft of floor space. This property has a lot size of 0.32 acres and was built in 1966.
19 Woolsey Rd, Stamford, CT 06902 is a 3 bedroom, 3 bathroom, 2,297 sqft single-family home in Shippan, built in 1966. It last sold for $895,000 on Jul 17, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,425,900, with a rent estimate of $5,779/month.

Home Details for 19 Woolsey Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price and Tax history

DateEventPrice
Jul 17, 2014
Source: Smart MLS #99057625
Sold
$895,000
Nov 6, 2008
Source: Smart MLS #98367381
Sold
$735,000

Market trends in Stamford

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$719K
$40KMoM
Sale-to-List Price
102.6%
0.1%MoM
Price per sq ft
$406
$3MoM
Available listings
271
18MoM

Around this home

Neighborhood Overview

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

What Locals Say about Shippan

At least 54 Trulia users voted on each feature.

  • 87 % Say car is needed

  • 85 % Say it's dog friendly

  • 81 % Say there are sidewalks

  • 75 % Say it's walkable to restaurants

  • 74 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 72 % Say yards are well-kept

  • 67 % Say it's walkable to grocery stores

  • 67 % Say kids play outside

  • 63 % Say people would walk alone at night

  • 62 % Say streets are well-lit

  • 59 % Say it's quiet

  • 56 % Say they plan to stay for at least 5 years

  • 49 % Say neighbors are friendly

  • 42 % Say there's wildlife

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I visit a friend of mine at lives at the Cove area and it is absolutely Beautiful. The people are kind. I love to see the people walk there pets"
    0
    Flag
  • Trulia User
    "It’s dog friendly and there are ample baggie distribution points through out the area. Most other dog owners are friendly and enjoy engaging."
    0
    Flag
  • Rohnna
    "It’s nice and peaceful here. You will feel safe walking even in the evening. Short walking distance to the parks"
    0
    Flag
  • Lisa B.
    "Easy to get to my office here in Stamford. Takes about 15-20 min to get across town. For those who work out of town, neighborhood is also very convenient to train for NYC or 95 for those working out of town. "
    2
    Flag
  • Hunterbrady123
    "Spacious sidewalks with beautiful scenery. Lots of friendly neighbors also walking their dogs. Quiet areas to walk and enjoy some peace and quiet. "
    0
    Flag
  • Cebenham101
    "Simple and we both work less than a mile away. Love this neighborhood and we live across from the beach. Also, the neighborhood is very dog friendly."
    3
    Flag
  • Agifrimmel
    "I lived here for 20 years. Love to be on or near water. Beautiful, upscale areas and great walks to the Point - my happy place - from where you can see Long Island."
    4
    Flag
  • Agifrimmel
    "I've lived in this area for almost 20 years. It's actually a peninsula in Long Island Sound. Mostly upscale with beautiful, large homes, beaches. And Shippan Point is beautiful, from there you can see Long Island across the Sound. Shippan is the best place to live if you like to live near or on the water. I do."
    2
    Flag
  • Rohnna
    "Area is pet friendly and safe. There are pathways that will allow them to walk them at the side of the road."
    0
    Flag
  • Agifrimmel
    "I lived in this neighborhood for 20 years. I love to be near the water, boats and Long Island Sound. And I guess that makes this neighborhood unique."
    3
    Flag
  • Agifrimmel
    "I've lived here for 20 years! I love to be near the water and surrounded by boats. And I love my long walks to The Point as often as possible. It is my happy place."
    2
    Flag
  • Cebenham101
    "Traffic is not great because of road construction and it is a city. It is close to the main highway and that is a positive."
    2
    Flag
  • Maryjane A.
    "Privacy security gate directly on water, not a messy on top of your neighbor living, very beach house looking lots of natural light, heat included in minimal cc, walk to beach, pet friendly, all the facets of a house without the hassle"
    0
    Flag
  • Sophiaholnes
    "it quite friendly neighborhoo d clean green. and bright lights street one lots of parks for kids and adults "
    1
    Flag
  • Agifrimmel
    "We are surrounded by the waters of Long Island Sound and lots of boats. West Beach, Stamford Yacht Club, Shippan Point, Cummings Beach - all lovely!!"
    1
    Flag
  • Agifrimmel
    "I'm surrounded by water and boats. Our private marina on one side, and the town marina on the other. And a beautiful walk to The Point - my happy place."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 19 Woolsey Rd

  • What is 19 Woolsey Rd estimated to be worth?
    Trulia's estimated value for 19 Woolsey Rd in Stamford, CT is $1,425,900.
  • What is the price history for 19 Woolsey Rd?
    19 Woolsey Rd in Stamford, CT last sold for $895,000 in July 2014.
  • 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 $719K. That is up $40K from the prior month.
  • How big is the lot at 19 Woolsey Rd?
    The lot at 19 Woolsey Rd in Stamford, CT is about 0.32 acres (13,939 sq ft).
  • Does 19 Woolsey Rd have a garage?
    Yes, 19 Woolsey Rd in Stamford, CT has a garage.

Explore by feature - Pet Friendly

127 pet-friendly rentals in Stamford, CT

Explore by feature - Garage

98 rentals with a garage in Stamford, CT

Explore by feature - Air Conditioning

206 rentals with air conditioning in Stamford, CT

Explore by feature - Pool

58 rentals with a pool in Stamford, CT

Explore by feature - Washer/dryer

206 rentals with a washer/dryer in Stamford, CT

Explore by feature - Outdoor Space

26 rentals with an outdoor space in Stamford, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 19 Woolsey Rd

Skip to last item
Skip to first item

Homes for sale near 19 Woolsey Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item