27 Windsor St, Enfield, CT 06082
Property image
Property image
OFF MARKET

$311,300

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 1,990 sqft

27 Windsor St, Enfield, CT 06082

Thompsonville
Est. Refi. Payment $2,226/mo*
Refinance Your Home
Currently Off Market - Sold Mar 29, 2019 for $120,000

Home Value

Trulia Estimate
$311K
Since last month
Decreased$3K (-0.8%)
Since last year
Increased$13K (+4.3%)
Since last sale
Increased$192K (+159.6%)
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 +100% in the last 10 years
MonthEstimated value
2026
August 2026$312K
July 2026$314K
June 2026$323K
May 2026$328K
April 2026$312K
March 2026$308K
February 2026$292K
January 2026$295K
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
46 Windsor Street, Enfield, CT
0.06
Single-Family Home
$325,000
12/22/25
3
1.5
1,802
17 Windsor Street, Enfield, CT
0.02
Single-Family Home
$270,000
02/12/26
5
1
1,772
97 Alden Avenue, Enfield, CT
0.27
Single-Family Home
$243,000
12/19/25
3
1.5
1,899
21 Northwood Street, Enfield, CT
0.12
Single-Family Home
$233,000
07/27/26
3
1
1,232
40 Union St Extension, Enfield, CT
0.17
Single-Family Home
$303,000
07/22/26
3
2
1,206
9 Carpet St, Enfield, CT
0.30
Single-Family Home
$180,000
11/26/25
3
2
1,092
20 Alden Avenue, Enfield, CT
0.08
Single-Family Home
$80,000
03/26/26
2
1
899
39 Union Street Extension, Enfield, CT
0.16
Single-Family Home
$349,900
04/28/26
4
2
1,653
11 Carpet Street, Enfield, CT
0.28
Single-Family Home
$232,500
02/12/26
3
1
1,040
56 South River Street, Enfield, CT
0.56
Single-Family Home
$280,000
05/07/26
3
2
1,762

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
17 Windsor Street, Enfield, CT 06082
0.02
$270,000
5
1
1,772
Recently Sold
88 Church Street, Enfield, CT 06082
0.02
$305,000
6
2
3,540
Recently Sold
14 Windsor Street, Enfield, CT 06082
0.04
$435,000
9
4
3,291
Off Market
6 White Street, Enfield, CT 06082
0.05
$291,200
4
2
1,578
Off Market
19 Alden Avenue, Enfield, CT 06082
0.07
$316,400
4
2
1,371
Off Market
34 Windsor Street, Enfield, CT 06082
0.03
$312,400
4
1
1,660
Off Market
41 Windsor Street, Enfield, CT 06082
0.03
$516,300
5
4
3,420
Off Market
98 Church Street, Enfield, CT 06082
0.04
$507,600
7
3.5
3,180
Off Market
81 Lincoln Street, Enfield, CT 06082
0.07
$450,000
7
3
2,715
Recently Sold
61 Pleasant Street, Enfield, CT 06082
0.08
$481,200
7
4
3,270
Off Market
85 Lincoln Street, Enfield, CT 06082
0.07
$254,700
3
1.5
1,634
Off Market
33 Alden Avenue, Enfield, CT 06082
0.09
$398,600
4
2
2,217
Off Market

Local Information

  • Map ViewExplore the area around 27 Windsor St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1917
Living Area
1,990 sqft
Price/Sqft
$156
Parking
Garage

About this House

Lots Of Value and Potential For This Nearly 2000 Sq Ft Farmhouse Style Colonial Home Offering 4/5 Bedrooms and 2 Car Detached Garage. Nice Level Lot With Plenty Of Off Street Parking. Updated Mechanicals, Electrical, and Thermopane Windows Throughout. Extensive Hardwood Flooring With Lots Of Charm From Yesteryear. Large Eat-In Kitchen With Tin Ceiling. Formal Living and Dining Rooms With Glass Pane Doors. First Floor Den Could Be Potential 5Th Bedroom. Walk-Up Attic Storage, Full Basement, and Detached Garage. Easy Access To Rt 5, I-91, and Area Schools/Shopping.
27 Windsor St, Enfield, CT 06082 is a 4 bedroom, 2 bathroom, 1,990 sqft single-family home in Thompsonville, built in 1917. It last sold for $120,000 on Mar 29, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $311,300, with a rent estimate of $2,578/month.

Home Details for 27 Windsor St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: Baseboard, Gas, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: OtherPorch
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1917
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price and Tax history

DateEventPrice
Mar 29, 2019
Source: Smart MLS #170111284
Sold
$120,000
Dec 28, 2018
Source: Agent Provided
ListingRemoved
$124,900
Oct 24, 2018
Source: Agent Provided
PriceChange
$124,900
Price decreased by 11%
Sep 17, 2018
Source: Agent Provided
PriceChange
$139,900
Price decreased by 7%
Aug 2, 2018
Source: Agent Provided
Listed For Sale
$149,900

Market trends in Enfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$343K
$16.5KMoM
Sale-to-List Price
105.4%
0.6%MoM
Price per sq ft
$228
$7MoM
Available listings
82
8MoM

Around this home

Neighborhood Overview

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

What Locals Say about Thompsonville

At least 111 Trulia users voted on each feature.

  • 84 % Say it's dog friendly

  • 83 % Say car is needed

  • 79 % Say there are sidewalks

  • 79 % Say parking is easy

  • 65 % Say there's holiday spirit

  • 64 % Say kids play outside

  • 61 % Say streets are well-lit

  • 60 % Say it's walkable to restaurants

  • 59 % Say yards are well-kept

  • 47 % Say there's wildlife

  • 47 % Say it's quiet

  • 45 % Say it's walkable to grocery stores

  • 45 % Say people would walk alone at night

  • 44 % Say neighbors are friendly

  • 34 % Say they plan to stay for at least 5 years

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "4th of July celebration with fireworks, local vendors, local food. weekly farmers market on town green. holiday parades through the center of town. Italian festival with games and rides"
    1
    Flag
  • Eva C.
    "It is very close to busy roads. You should have a fenced yard or a dog run. There are a lot of dogs in the area. "
    5
    Flag
  • Iris B.
    "Nothing .There’s no place for dogs to walk all the neighborhood has small backyards and there’s a banquet hall in the corner where people get drunk all the time on Saturday and Sunday"
    25
    Flag
  • Iris B.
    "There’s a lovely activity Center down the road from here where children can have swimming lessons or learn culinary arts as well as play basketball. There’s also a place Gabe for the younger children outside of the activity center"
    6
    Flag
  • Wilsonm992
    "Easy access to and from the interstate and to the two major cities in the area: Springfield and Hartford "
    1
    Flag
  • Dechon H.
    "I have absolutely the best commute to get to my school and work with the public transportation. The blue line is always respectful and on time, the yellow line no so much on time but in the afternoon they are equally as respectful "
    2
    Flag
  • Gloribelperezdeleon
    "I've live in this neighborhood for one year, I feel safe here and I enjoy any day because is always quiet "
    16
    Flag
  • Amanda k. v.
    "There are always celebrations and events at the town green. There are quite a few cultural celebrations as well."
    5
    Flag
  • Jaye
    "Rough area with Railroad tracks in very close proximity. Some nice homes in the area and some very distressed homes in the area. "
    0
    Flag
  • Pdemaranville
    "We have lived in this area and it is one of the worst sections in Thompsonville. The street is a street that goes absolutely no where but has a high level of traffic, racing cars, etc. The seedy characters that hang/live in the area is higher than the decent families that live in the neighborhood. Basically you live in your home and mind your own business."
    3
    Flag
  • None80
    "Great sunsets, free boat launch at end of block, quick access to 5 mile+ Windsor Locks historic biketrail. Cool neighbors and secluded deadend lane along river is away from riffraff of Thompsonville. I sure miss living at RiverHouse!"
    0
    Flag
  • Pamelabatz
    "No crime, and do not lock back door, nor the cars. Not that I am advertising...but I feel very very safe on this street. Young families, and young single people are my neighbors."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Windsor St

  • What is 27 Windsor St estimated to be worth?
    Trulia's estimated value for 27 Windsor St in Enfield, CT is $311,300.
  • What is the price history for 27 Windsor St?
    27 Windsor St in Enfield, CT last sold for $120,000 in March 2019.
  • Is Enfield a buyer's or seller's market?
    Enfield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Enfield?
    The median sale price in Enfield is $343K. That is up $16.5K from the prior month.
  • How big is the lot at 27 Windsor St?
    The lot at 27 Windsor St in Enfield, CT is about 0.24 acres (10,454 sq ft).
  • Does 27 Windsor St have a garage?
    Yes, 27 Windsor St in Enfield, CT has a garage.

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