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

$572,000

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,832 sqft (on 0.57 acres)

29 Windham Dr, Simsbury, CT 06070

Refinance Your Home
Currently Off Market - Sold Feb 11, 2020 for $259,900

Home Value

Trulia Estimate
$572K
Since last month
Decreased$700 (-0.1%)
Since last year
Increased$21K (+3.8%)
Since last sale
Increased$311K (+119.5%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$571K
August 2026$570K
July 2026$571K
June 2026$581K
May 2026$573K
April 2026$566K
March 2026$559K
February 2026$534K
January 2026$534K
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
0.16
Single-Family Home
$354,200
09/23/25
4
2.5
2,314
1 Fairfield Lane, Simsbury, CT
0.12
Single-Family Home
$580,000
07/17/26
4
2.5
2,502
36 Clifdon Drive, Simsbury, CT
0.53
Single-Family Home
$735,000
06/05/26
4
2.5
2,562
3 Short Lane, Simsbury, CT
0.64
Single-Family Home
$495,000
08/21/26
4
2.5
2,257
10 Litchfield Drive, Simsbury, CT
0.71
Single-Family Home
$701,000
05/06/26
4
2.5
2,022
4 Tennyson Drive, Granby, CT
0.76
Single-Family Home
$525,200
08/21/26
3
3
2,770
10 Hampshire Lane, Simsbury, CT
0.61
Single-Family Home
$750,000
08/20/26
5
4
5,023
5 Sanctuary Drive, Simsbury, CT
0.73
Single-Family Home
$400,000
06/22/26
4
2.5
2,184
16 Berkshire Way, Simsbury, CT
0.90
Single-Family Home
$520,000
11/07/25
4
2.5
2,122
21 Berkshire Way, Simsbury, CT
0.93
Single-Family Home
$400,000
11/03/25
4
2.5
1,697

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
23 Windham Drive, Simsbury, CT 06070
0.06
$558,400
4
2.5
2,314
Off Market
29 HAMPDEN Circle, Simsbury, CT 06070
0.08
$682,200
4
3.5
3,200
Off Market
42 Windham Drive, Simsbury, CT 06070
0.14
$541,700
4
2.5
2,334
Off Market
1 Fairfield Lane, Simsbury, CT 06070
0.12
$580,000
4
2.5
2,502
Recently Sold
2 Fairfield Lane, Simsbury, CT 06070
0.16
$429,000
4
2.5
2,314
Foreclosure
4 Windham Drive, Simsbury, CT 06070
0.27
$650,300
5
3.5
2,848
Off Market
111 County Road, Simsbury, CT 06070
0.32
$559,600
5
3.5
2,694
Off Market
104 County Road, Simsbury, CT 06070
0.40
$465,500
3
2.5
1,742
Off Market
30 Clifdon Drive, Simsbury, CT 06070
0.46
$673,100
4
2.5
2,168
Off Market
17 Field Drive, Simsbury, CT 06070
0.44
$516,300
3
2.5
1,818
Off Market
16 Field Drive, Simsbury, CT 06070
0.47
$550,000
4
2.5
2,058
Off Market
36 Clifdon Drive, Simsbury, CT 06070
0.53
$735,000
4
2.5
2,562
Recently Sold

Local Information

  • Map ViewExplore the area around 29 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
0.57 acre lot
2,832 sqft
$202/sqft
Garage

About this House

This single-family home is located at 29 Windham Dr, Simsbury, CT. 29 Windham Dr is in Simsbury, CT and in ZIP code 06070. This property has 4 bedrooms, 4 bathrooms and approximately 2,832 sqft of floor space. This property has a lot size of 0.57 acres and was built in 1979.
29 Windham Dr, Simsbury, CT 06070 is a 4 bedroom, 4 bathroom, 2,832 sqft single-family home built in 1979. It last sold for $259,900 on Feb 11, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $572,000, with a rent estimate of $4,738/month.

Home Details for 29 Windham Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Electric, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood, Laminate
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stone, Metal
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1979Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.57 acres

Price and Tax history

DateEventPrice
Feb 11, 2020
Source: Smart MLS #170202399
Sold
$259,900
Dec 12, 2019
Source: Agent Provided
PriceChange
$259,900
Price decreased by 7%
Nov 29, 2019
Source: Agent Provided
Listed For Sale
$279,900
Sep 3, 2019
Source: Agent Provided
ListingRemoved
$279,900
Aug 21, 2019
Source: Agent Provided
PriceChange
$279,900
Price decreased by 7%

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 29 Windham Dr

  • What is 29 Windham Dr estimated to be worth?
    Trulia's estimated value for 29 Windham Dr in Simsbury, CT is $572,000.
  • What is the price history for 29 Windham Dr?
    29 Windham Dr in Simsbury, CT last sold for $259,900 in February 2020.
  • 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.
  • Does 29 Windham Dr have a pool?
    Yes, 29 Windham Dr in Simsbury, CT has a pool.
  • Does 29 Windham Dr have laundry facilities?
    Yes, 29 Windham Dr in Simsbury, CT has in-unit laundry.

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