39 Windham Dr, Simsbury, CT 06070
Property image
Property image
OFF MARKET

$567,100

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,147 sqft (on 0.58 acres)

39 Windham Dr, Simsbury, CT 06070

Refinance Your Home
Currently Off Market - Sold Dec 12, 2003 for $339,000

Home Value

Trulia Estimate
$567K
Since last month
Decreased$2K (-0.4%)
Since last year
Increased$27K (+5%)
Since last sale
Increased$229K (+67.4%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$568K
August 2026$567K
July 2026$570K
June 2026$581K
May 2026$572K
April 2026$555K
March 2026$555K
February 2026$528K
January 2026$527K
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
2 Fairfield Lane, Simsbury, CT
0.22
Single-Family Home
$354,200
09/23/25
4
2.5
2,314
1 Fairfield Lane, Simsbury, CT
0.19
Single-Family Home
$580,000
07/17/26
4
2.5
2,502
3 Short Lane, Simsbury, CT
0.55
Single-Family Home
$495,000
08/21/26
4
2.5
2,257
36 Clifdon Drive, Simsbury, CT
0.45
Single-Family Home
$735,000
06/05/26
4
2.5
2,562
5 Sanctuary Drive, Simsbury, CT
0.66
Single-Family Home
$400,000
06/22/26
4
2.5
2,184
10 Litchfield Drive, Simsbury, CT
0.76
Single-Family Home
$701,000
05/06/26
4
2.5
2,022
92 Laurel Lane, Simsbury, CT
0.76
Single-Family Home
$487,500
06/18/26
3
2
1,812
16 Berkshire Way, Simsbury, CT
0.94
Single-Family Home
$520,000
11/07/25
4
2.5
2,122
21 Berkshire Way, Simsbury, CT
0.96
Single-Family Home
$400,000
11/03/25
4
2.5
1,697
4 Tennyson Drive, Granby, CT
0.86
Single-Family Home
$525,200
08/21/26
3
3
2,770

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
42 Windham Drive, Simsbury, CT 06070
0.04
$541,700
4
2.5
2,334
Off Market
29 HAMPDEN Circle, Simsbury, CT 06070
0.10
$682,200
4
3.5
3,200
Off Market
23 Windham Drive, Simsbury, CT 06070
0.17
$558,400
4
2.5
2,314
Off Market
1 Fairfield Lane, Simsbury, CT 06070
0.19
$580,000
4
2.5
2,502
Recently Sold
2 Fairfield Lane, Simsbury, CT 06070
0.22
$429,000
4
2.5
2,314
Foreclosure
4 Windham Drive, Simsbury, CT 06070
0.36
$650,300
5
3.5
2,848
Off Market
30 Clifdon Drive, Simsbury, CT 06070
0.38
$673,100
4
2.5
2,168
Off Market
111 County Road, Simsbury, CT 06070
0.41
$559,600
5
3.5
2,694
Off Market
36 Clifdon Drive, Simsbury, CT 06070
0.45
$735,000
4
2.5
2,562
Recently Sold
104 County Road, Simsbury, CT 06070
0.48
$465,500
3
2.5
1,742
Off Market
2 Tower Drive, Simsbury, CT 06070
0.49
$639,800
4
2.5
2,894
Off Market
17 Field Drive, Simsbury, CT 06070
0.53
$516,300
3
2.5
1,818
Off Market

Local Information

  • Map ViewExplore the area around 39 Windham Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1979
0.58 acre lot
2,147 sqft
$264/sqft
Garage

About this House

This single-family home is located at 39 Windham Dr, Simsbury, CT. 39 Windham Dr is in Simsbury, CT and in ZIP code 06070. This property has 4 bedrooms, 3 bathrooms and approximately 2,147 sqft of floor space. This property has a lot size of 0.58 acres and was built in 1979.
39 Windham Dr, Simsbury, CT 06070 is a 4 bedroom, 3 bathroom, 2,147 sqft single-family home built in 1979. It last sold for $339,000 on Dec 12, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $567,100, with a rent estimate of $3,368/month.

Home Details for 39 Windham Dr

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1979Year Updated: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking: Garage Detached

Lot Information

Lot Area: 0.58 acres

Price and Tax history

DateEventPrice
Dec 12, 2003
Source: Smart MLS #G330018
Sold
$339,000
Jul 26, 2000
Source: Smart MLS #G231250
Sold
$270,000
Dec 31, 1998
Source: N/A
Sold
$250,000
Oct 5, 1994
Source: N/A
Sold
$235,000

Market trends in Simsbury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$572K
Sale-to-List Price
109.3%
Price per sq ft
$262
Available listings
58
8MoM

Around this home

What Locals Say about Simsbury

At least 76 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 96 % Say it's dog friendly

  • 93 % Say parking is easy

  • 91 % Say there's wildlife

  • 86 % Say it's quiet

  • 82 % Say there's holiday spirit

  • 80 % Say kids play outside

  • 79 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 65 % Say neighbors are friendly

  • 60 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 40 % Say there are sidewalks

  • 36 % Say it's walkable to restaurants

  • 31 % Say streets are well-lit

  • 29 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Makula27
    "We love it here. The town is safe and people are friendly. The city maintains roads and keeps the streets clean. There are many town activities throughout the year. "
    0
    Flag
  • Amy Sheehan
    "We have an annual block party/potluck and a pre-trick or treat party. Neighborhood group chat on Messenger."
    0
    Flag
  • Denise Fletcher
    "We’ve lived here 40 years. It’s a gorgeous little town. Great hiking, kayaking canoeing, a beautiful down town, state parks with lakes, town golf course on gorgeous rolling hills, fabulous schools, safe and friendly people. What’s not to like. "
    0
    Flag
  • Trulia User
    "Walking distance to elementary school, walking trails, petting farm, 2 miles to grocery store, retail shopping. "
    1
    Flag
  • Djcoup
    "it is a farm community in between residential areas so it has small town feel with everything you need to grow."
    2
    Flag
  • Gbruckner
    "I work from home and hardly ever commute. Access to highways is easy. Boston, JFK and Newark are within 2 to 3 hours. Bradley is 20 from Simsbury"
    3
    Flag
  • Janice K.
    "Mainly local and state roads with lots of traffic. Stop and go and lots of traffic lights. From Simsbury,there is no good way to quickly access the interstate highways. "
    0
    Flag
  • Sradziew
    "Great schools and tons of sports, library, town events, park and rec activities for kids throughout the year. "
    0
    Flag
  • Jen P.
    "People are always walking their dogs, there is some sidewalks as well as a park for letting them run or play or swim"
    0
    Flag
  • Khs13
    "There are multiple directions to choose when driving to highway or city. Lovely views of Avon mountain while driving around."
    0
    Flag
  • happy neighbor
    "There are many kids in this neighborhood and often there are family get-togethers for Halloween, snow days or an impromptu Cinco de Mayo celebration."
    0
    Flag
  • Jhigh10041
    "Big lots, no playing in the street. Lots of wildlife. Very, very safe. Beautiful neighborhood. Not a walkable area. "
    23
    Flag
  • Robert M.
    "Not a bad commute to Hartford and Springfield. Town is great with snow removal. Scenic drive..................."
    0
    Flag
  • Flaw2u
    "Lived here 20 years, attended Tariffville school. Very walker friendly area, few restaurants within walking distance. School is easily walked to. Sadly, St Bernards church closed, so a church is no longer in close walking distance. If you feel up to it, the center of Simsbury is a good walk, I've walked that far 5 times, most dangerous part, for biking/ walking, is the hill on 315, very narrow (bike?) lane. Tariffville park is also a great walk, has a baseball field, and river access. I do not suggest going downstream from Tariffville park as Tariffville gorge has strong rapids, but the park does make for a great start if paddling upstream and planning on just relaxing trip back, park closes at dusk and is closed for winter."
    12
    Flag
  • Johnhamiltonbell
    "Beautiful woods surrounding the Great Pond State Park make this a great neighborhoód with trails and plenty of wildlife."
    1
    Flag
  • evbousquet
    "I have lived in Tariffville for four years and I love it here! My neighbors are friendly and it’s a great place to raise your children."
    0
    Flag
  • dcaldharma
    " Davey Street is a low-traffic private road immediately adjacent to walking & biking trails in Stratton Brook State Park, trailes that can take you West to Town Forest Woods & Collinsville or East to downtown Simsbury and the Rail Trail"
    0
    Flag
  • bruinsinc1
    "live here work here too gorgeous with high quality malls and stores top rated schools and no or little crime best climate no storms "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 Windham Dr

  • What is 39 Windham Dr estimated to be worth?
    Trulia's estimated value for 39 Windham Dr in Simsbury, CT is $567,100.
  • What is the price history for 39 Windham Dr?
    39 Windham Dr in Simsbury, CT last sold for $339,000 in December 2003.
  • Is Simsbury a buyer's or seller's market?
    Simsbury is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Simsbury?
    The median sale price in Simsbury is $572K.
  • How big is the lot at 39 Windham Dr?
    The lot at 39 Windham Dr in Simsbury, CT is about 0.58 acres (25,265 sq ft).
  • Does 39 Windham Dr have a garage?
    Yes, 39 Windham Dr in Simsbury, CT has a garage.

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