5 Windsor Rd, Shelton, CT 06484
Property image
Property image
OFF MARKET

$519,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,104 sqft (on 0.93 acres)

5 Windsor Rd, Shelton, CT 06484

Est. Refi. Payment $3,483/mo*
Refinance Your Home
Currently Off Market - Sold Jun 13, 2014 for $275,000

Home Value

Trulia Estimate
$520K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$19K (+3.9%)
Since last sale
Increased$243K (+88.3%)
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 +91% in the last 10 years
MonthEstimated value
2026
August 2026$518K
July 2026$519K
June 2026$529K
May 2026$531K
April 2026$518K
March 2026$519K
February 2026$499K
January 2026$495K
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
23 Surrey Drive, Shelton, CT
0.28
Single-Family Home
$550,000
06/16/26
3
1.5
1,558
7 Winthrop Drive, Shelton, CT
0.22
Single-Family Home
$650,000
07/28/26
4
2
1,957
16 Winthrop Woods Road, Shelton, CT
0.16
Single-Family Home
$600,000
03/30/26
3
2.5
2,244
62 Windsor Road, Shelton, CT
0.33
Single-Family Home
$642,000
08/28/26
3
2
2,758
51 Brentley Drive, Shelton, CT
0.45
Single-Family Home
$615,000
09/16/25
3
2
1,900
34 Theodore Rd, Shelton, CT
0.49
Single-Family Home
$85,000
04/01/26
3
2
1,248
24 Valley Road, Shelton, CT
0.62
Single-Family Home
$545,000
06/24/26
3
1.5
2,328
21 Barry Rd, Shelton, CT
1.00
Single-Family Home
$400,000
12/09/25
3
2
1,190
14 Abbey Lane, Shelton, CT
0.65
Single-Family Home
$596,000
05/26/26
3
2.5
2,066
28 Rayo Drive, Shelton, CT
0.75
Single-Family Home
$600,000
07/10/26
3
2.5
1,548

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
LOT 36 Winthrop Woods Drive, Shelton, CT 06484
0.11
$1,347,000
4
3.5
4,000
Off Market
LOT 35 Winthrop Wood Road, Shelton, CT 06484
0.11
$1,302,900
4
3.5
3,800
Off Market
39 Winthrop Woods Road, Shelton, CT 06484
0.13
$1,262,500
4
3
4,138
Off Market
16 Winthrop Woods Road, Shelton, CT 06484
0.16
$600,000
3
2.5
2,244
Recently Sold
21 Windsor Road, Shelton, CT 06484
0.14
$510,500
3
1.5
1,104
Off Market
55 Winthrop Woods Road, Shelton, CT 06484
0.16
$1,782,000
5
5
4,505
Off Market
23 Winthrop Woods Road, Shelton, CT 06484
0.17
$1,171,100
4
2.5
3,464
Off Market
15 Winthrop Woods Road, Shelton, CT 06484
0.19
$853,100
3
3
2,530
Off Market
11 Winthrop Woods Road, Shelton, CT 06484
0.20
$715,000
3
2.5
2,272
Off Market
67 Winthrop Woods Drive, Shelton, CT 06484
0.19
$1,197,900
4
2.5
3,464
Off Market
7 Winthrop Drive, Shelton, CT 06484
0.22
$650,000
4
2
1,957
Recently Sold
63 Winthrop Woods Road, Shelton, CT 06484
0.21
$1,207,900
4
2.5
3,464
Off Market

Local Information

  • Map ViewExplore the area around 5 Windsor Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Lot Size
0.93 acres
Living Area
1,104 sqft
Price/Sqft
$471
Parking
Garage

About this House

This single-family home is located at 5 Windsor Rd, Shelton, CT. 5 Windsor Rd is in Shelton, CT and in ZIP code 06484. This property has 3 bedrooms, 2 bathrooms and approximately 1,104 sqft of floor space. This property has a lot size of 0.93 acres and was built in 1958.
5 Windsor Rd, Shelton, CT 06484 is a 3 bedroom, 2 bathroom, 1,104 sqft single-family home built in 1958. It last sold for $275,000 on Jun 13, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $519,500, with a rent estimate of $3,032/month.

Home Details for 5 Windsor Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 5Types of Rooms: Dining Room
Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1958Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.93 acres

Price and Tax history

DateEventPrice
Jun 13, 2014
Source: Smart MLS #99059255
Sold
$275,000
Apr 22, 2014
Source: Agent Provided
PriceChange
$279,900
Price decreased by 3%
Mar 18, 2014
Source: Agent Provided
PriceChange
$289,900
Price decreased by 3%
Nov 20, 2013
Source: Agent Provided
PriceChange
$299,900
Price decreased by 3%
Nov 6, 2013
Source: Agent Provided
Listed For Sale
$309,900

Market trends in Shelton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$559K
$10KMoM
Sale-to-List Price
102.3%
0.2%MoM
Price per sq ft
$295
$2MoM
Available listings
106
20MoM

Around this home

What Locals Say about Shelton

At least 340 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 79 % Say it's dog friendly

  • 78 % Say parking is easy

  • 77 % Say yards are well-kept

  • 73 % Say there's holiday spirit

  • 69 % Say it's quiet

  • 67 % Say people would walk alone at night

  • 60 % Say there's wildlife

  • 54 % Say neighbors are friendly

  • 53 % Say kids play outside

  • 50 % Say they plan to stay for at least 5 years

  • 37 % Say streets are well-lit

  • 35 % Say there are sidewalks

  • 35 % Say it's walkable to restaurants

  • 27 % Say there are community events

  • 21 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Leiska Sanchez
    "Nice place to live. I’ll love to buy a house in this area. Price is beyond my budget but this town has everything. "
    0
    Flag
  • Caidyn Collins
    "My neighborhood is very close to doctors and offices of all types. Lots of restaurants! Like almost too many."
    0
    Flag
  • Jax
    "It’s a great place to raise your kids and settle down. Taxes are low and you get a good turn around amount on your property for sale. Area has changed from a few years ago in the best way. It’s more diverse and you see much less prejudice people in the community then how it was years ago. "
    0
    Flag
  • Rae Nezat
    "The neighborhood is convenient and close to high ways. It is a 10 minute drive to downtown Shelton."
    0
    Flag
  • Cemoretti
    "Everyone has a dog. Close to the dog park. Lots of trails. People are typically very dog friendly. People also generally keep their dogs leashed"
    0
    Flag
  • Anthony Bryant
    "Shelton can be a little loud and conservative but its a nice spot overall. Low taxes, good food, near all accessible things"
    0
    Flag
  • Tyler Wolf
    "Beautiful area with so many different activities. Great spot to live. Schools from what I hear are great. "
    0
    Flag
  • T
    "I love this area. It has everything you want. Lovely neighbors. Great bars and restaurants. Everyone is friendly and nice. "
    0
    Flag
  • Trulia User
    "Elementary school nearby with playground and baseball field . Great neighborhood friendly neighbors. Gas station and deli nearby. There’s also a diner only a few minutes away. Close to route 8 and Merritt. "
    1
    Flag
  • Siqingxu
    "We moved here recently and now finally have a yard that our dogs love playing in. Great hiking trails that we take our dogs on."
    3
    Flag
  • Jerry M.
    "Shelton is a family town and kids who grow up here come back home to raise their families. Taxes are low schools are great and you are still close to everything."
    14
    Flag
  • Mem.youngquist
    "Close to route 8 and the merrit parkway. Light traffic. "
    0
    Flag
  • Debra D.
    "We have no commun events in our neighborhood. That is why there's nothing special about our neighbors. Infact 1 of our neighbors thinks she can drive as fast as she wants. And she does! About 50 in a 25 mile zone. "
    14
    Flag
  • Nseales917
    "This town used to be fantastic, the sports are still fantastic here but unfortunately a large majority of high school students are heroine addicted due to how cheap it is. A lot of children here also we have noticed are unsupervised "
    18
    Flag
  • Ryan O.
    "Great schools quiet area well protected by police and a lot of things done in the community for family’s to enjoy the surrounding areas from parades to fairs to festivals."
    8
    Flag
  • Teachspanish2
    "I have neighbors who either don’t care about parking and/or don’t care about how their home looks on the outside. Not a fan.."
    0
    Flag
  • Kaylin M.
    "Close to all highways and main roads. This is a commuters dream. Shelton is a very central location for most places "
    1
    Flag
  • Nseales917
    "Not many pet friendly apartments that are affordable here anymore. And if you do happen to find one it’s small dogs only but you have no yard for them so you will have to travel to the local dog park or to the slab "
    7
    Flag
  • Crystalclr98
    "There are many different events that go on at the Veteran park such as: movie on the green, food truck Festival, fireworks for 4th of July, carnival, Christmas Tree Lighting ceremony, live concert on the green, farmers market, Memorial Day parade, community Easter egg hunt "
    3
    Flag
  • Nseales917
    "Downtown traffic can be a bit hectic but the city itself is fantastic taxes are low lots to do locally as well"
    5
    Flag
  • Chris A.
    "Easy to get to 95, easy commute to route 8, easy to get to the parkway. All around great location to get to and from. "
    0
    Flag
  • Chris A.
    "Many dogs are in the neighborhood, some are noisy, and some are very quiet. You can hear their barking at nighttime most evenings. "
    0
    Flag
  • Aleena T.
    "Quite and very close to all the shopping stores that are in the area. Close to the inner cities too. Very expensive to live here "
    0
    Flag
  • Jean G.
    "Love this neighborhood , it feel safe for and my entire family since day one I felt in love about it."
    3
    Flag
  • Erinmcandler
    "Watch out for coyotes. They lurk on the tree line looking for small small animals. Otherwise it’s a great town for pets in general. "
    2
    Flag
  • Marshall J.
    "Downtown Shelton is slowly but surely turning into a 100% walkable city center. Next few years are going to be interesting."
    1
    Flag
  • Claudiastergas
    "Our neighborhood is a wonderful place to walk around with your dog and kids everyone is friendly and yards are beautifully done "
    0
    Flag
  • jhall
    "Excellent schools for this neighborhood. Booth Hill Elementary School is probably the best in the city. A lot of houses have yards so many kids for your kids to play with."
    0
    Flag
  • Claudiastergas
    "Shelton has a fabulous school systems and good variety of stores and restaurants, hotels for families to stay. Parks and trails and a wonderful dog park and very friendly neighborhoods "
    2
    Flag
  • Laurie L.
    "My neighborhood isn’t great. You rarely see kids playing outside and people fly down the street. We go to a different neighborhood for trick or treating "
    0
    Flag
  • Claudiastergas
    "Its a super family friendly neighborhood, big yards and almost every neighbor has a dog. Everyone enjoys walking and talking with each other. It’s safe and everyone looks out for each other. "
    1
    Flag
  • Pacosoft1
    "Great neighborhood Lots of kids and families. Great schools very safe , we lineage our windows open. Low taxes "
    0
    Flag
  • Jeanne D. M.
    "Neighborhood quiet, homes set back 400 ft from street. close to Huntington Center. great schools, food and fun"
    0
    Flag
  • Diamond59188
    "this area is safety and the neighbors are kind and everything is clean all the time. The schools have a high level of education."
    1
    Flag
  • Kathleen1189
    "Very quiet for a large community. No small children, people very much keep to themselves. The pool is never too crowded and have only seen a few children there. People respect each other’s privacy. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Windsor Rd

  • What is 5 Windsor Rd estimated to be worth?
    Trulia's estimated value for 5 Windsor Rd in Shelton, CT is $519,500.
  • What is the price history for 5 Windsor Rd?
    5 Windsor Rd in Shelton, CT last sold for $275,000 in June 2014.
  • Is Shelton a buyer's or seller's market?
    Shelton is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Shelton?
    The median sale price in Shelton is $559K. That is down $10K from the prior month.
  • Does 5 Windsor Rd have air conditioning?
    Yes, 5 Windsor Rd in Shelton, CT has air conditioning.
  • How big is the lot at 5 Windsor Rd?
    The lot at 5 Windsor Rd in Shelton, CT is about 0.93 acres (40,511 sq ft).

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Off Market Homes Near 5 Windsor Rd

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