249 Preston Street, Windsor, CT 06095
SOLD
JUN 23, 2026

$344,700

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,156 sqft (on 0.72 acres)

249 Preston Street, Windsor, CT 06095

Est. Refi. Payment $2,471/mo*
Refinance Your Home
Currently Off Market - Sold Jun 23, 2026 for $343,000 (3% above list price)

Home Value

Trulia Estimate
$345K
Since last month
Decreased$200 (-0.1%)
Since last year
Decreased$79K (-18.7%)
Since last sale
Increased$1K (+0.4%)
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$344K
August 2026$344K
July 2026$345K
June 2026$344K
March 2026$427K
February 2026$406K
January 2026$408K
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
14 Sage Park Road, Windsor, CT
0.26
Single-Family Home
$338,000
02/09/26
3
2
1,578
20 Sage Park Road, Windsor, CT
0.26
Single-Family Home
$300,000
11/26/25
3
1.5
1,495
97 Capen Street, Windsor, CT
0.15
Single-Family Home
$255,000
09/19/25
3
1.5
952
10 Harvey Road, Windsor, CT
0.28
Single-Family Home
$436,000
06/26/26
4
1.5
2,548
60 Filley Street, Windsor, CT
0.50
Single-Family Home
$370,000
02/27/26
3
2
1,306
122 Capen Street, Windsor, CT
0.21
Single-Family Home
$350,000
06/01/26
3
1
1,525
11 Fyler Drive, Windsor, CT
0.43
Single-Family Home
$345,000
04/28/26
3
1
1,094
145 Park Avenue, Windsor, CT
0.49
Single-Family Home
$350,000
01/15/26
3
2.5
1,189

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
246 Preston Street, Windsor, CT 06095
0.04
$458,000
5
2
1,243
Off Market
259 Preston Street, Windsor, CT 06095
0.04
$489,700
4
2.5
1,702
Off Market
228 Preston Street, Windsor, CT 06095
0.09
$514,200
4
2.5
1,915
Off Market
263 Preston Street, Windsor, CT 06095
0.07
$389,900
3
2.5
1,775
For Sale
295 Preston Street, Windsor, CT 06095
0.10
$435,500
3
1.5
1,595
Off Market
33 Capen Street, Windsor, CT 06095
0.17
$384,600
4
1.5
1,262
Off Market
97 Capen Street, Windsor, CT 06095
0.15
$266,800
3
1.5
952
Off Market
47 Capen Street, Windsor, CT 06095
0.17
$337,700
4
1.5
1,458
Off Market
12 Harvey Road, Windsor, CT 06095
0.18
$400,700
4
1.5
1,784
Off Market
103 Capen Street, Windsor, CT 06095
0.16
$437,400
5
3
1,999
Off Market
96 Capen Street, Windsor, CT 06095
0.18
$432,700
3
2
2,075
Off Market

Local Information

  • Map ViewExplore the area around 249 Preston Street.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1957
0.72 acre lot
1,156 sqft
$297/sqft
1 Car Garage

About this House

Nestled on a quiet cul-de-sac in Windsor, this charming raised ranch offers the perfect blend of privacy and convenience, situated just moments away from local schools. The home features a bright, open-concept main level with a modern kitchen boasting granite countertops, stylish copper pendant lighting, and an expansive wall of custom cabinetry for incredible storage. Sliding glass doors lead out to a generous deck, overlooking a sprawling, level backyard that is ideal for outdoor activities or gardening. With a versatile layout, a clean and updated aesthetic, and a prime location for families, this property is a fantastic find for those seeking a move-in-ready home in a peaceful neighborhood setting.
249 Preston Street, Windsor, CT 06095 is a 3 bedroom, 2 bathroom, 1,156 sqft single-family home built in 1957. It last sold for $343,000 on Jun 23, 2026 (3% above the $332,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $344,700, with a rent estimate of $2,616/month.
Last check for updates: about 3 hours ago
Listed by Michelle Grant, (860) 480-0643
Coldwell Banker Premier Real Estate, (860) 793-0349
Bought with: Jeremy C. Beamer, (860) 604-1258, William Raveis Real Estate, (860) 633-0111
Source: Smart MLS, MLS#24168864

Home Details for 249 Preston Street

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1156 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Gas Water Heater, Water HeaterDishwasherLaundry: Lower LevelRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Levels: Multi/Split

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 7Parking: Attached,Paved,Driveway,Private
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1156 Square Feet

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Split Level
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 778400

Price & Status

Price
List Price: $332,000Price Per Sqft: $297/sqft
Status Change & Dates
Off Market Date: Thu Apr 30 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Per Board of EdHigh School: Windsor

Building

Building Area
Building Area: 1156 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.72 acres

Miscellaneous

BasementMls Number: 24168864Attic: NoneAttribution Contact: (860) 480-0643Above Grade Unfinished Area: 1156

Price and Tax history

DateEventPrice
Jun 23, 2026
Source: Smart MLS #24168864
Sold
$343,000
Apr 21, 2026
Source: Smart MLS #24168864
Listed For Sale
$332,000
Mar 12, 2010
Source: N/A
Sold
$235,000
Dec 5, 2009
Source: Agent Provided
Listed For Sale
$249,900
May 20, 2003
Source: Smart MLS #G309025
Sold
$168,000

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$343K
$7.33KMoM
Sale-to-List Price
102.7%
Price per sq ft
$211
$3MoM
Available listings
44
16MoM

Around this home

What Locals Say about Windsor

At least 159 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 88 % Say parking is easy

  • 87 % Say it's dog friendly

  • 78 % Say streets are well-lit

  • 77 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say there's wildlife

  • 69 % Say it's quiet

  • 67 % Say there are sidewalks

  • 65 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 46 % Say it's walkable to restaurants

  • 46 % Say it's walkable to grocery stores

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Keyonna
    "Quiet and everyone keeps to themselves. Only a little noisy during the summer time due to motorcycles."
    0
    Flag
  • Zonoui Smith Jr.
    "I see dogs walked all the time. Some people don’t pick up after them. Also some people let their dogs walk to far into residence yards to use the bathroom "
    0
    Flag
  • Fenn.nathaniel
    "I've lived in this neighbourhood for about 15 years in love that is close to everything and far away from the hustles and bustles of the city."
    10
    Flag
  • Sherianne10315
    "Windsor has a small town feel. People help each other and come together when others are in need. Local farms and shop owners are friendly."
    0
    Flag
  • Kimberlydbigelow
    "I have lived in Windsor for 5 years. It has been the perfect location! I work in downtown Hartford and I take the bus into the city from a commuter lot in my town. It’s a relaxing 15min ride into and out of Hartford and as close as I am to the capital, Windsor is cute with lots of farms and the small, quaint town feel I was looking for. I’m loving it!"
    1
    Flag
  • Unspecified
    "Lots of town activities! Stuff on the green, local businesses, small town feel! Diverse community and polite town members"
    1
    Flag
  • Unspecified
    "There are Town green events all the time! Numerous walking trails filled with people. Strong sense of community. Working with locals is the norm in terms of hiring services."
    0
    Flag
  • Ashley W.
    "Los of people outside walking and a very quiet area very close to the highway. Good sense of community very safe and friendly neighborhood. Can walk to gas or food and close to the center of town and a lot of schools too!"
    0
    Flag
  • G.girardin
    "It’s a friendly and diversified neighborhood. Great walking neighborhood even at night. We’ve lived in Windsor for 35 years and feel very safe here. This is our third neighborhood . We’ve never had any issues. "
    0
    Flag
  • Sarah L.
    "Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
    0
    Flag
  • Sam B.
    "Great place to stay and bring up a family great school system whatever they are ranked now you have Amazon JCP and others job market is good Parks swimming pools library good shop name it and you have it"
    0
    Flag
  • Sam B.
    "Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
    0
    Flag
  • Sam B.
    "Great place to raise a family schools transport parks people are all great Town have a lot of activity like Shad Derby"
    0
    Flag
  • Shyra E.
    "My neighborhood is amazing it has good transit access and wonderful restaurants and parks hope this helps"
    0
    Flag
  • Carol J. M.
    "I live in this area for 1 year in a 55 and over community and love it! Lots of traffic on 91 and 291 that I do not like."
    1
    Flag
  • Nbjackson
    "Usually on the town green, farmers market, summer outdoor concerts, parades, Halloween event, holiday events, craft fairs"
    0
    Flag
  • Bonny E.
    "Yes dogs are always being walked in this area. They are great here. Kids always playing too. Neighbors helping neighbors. People look out for each other"
    0
    Flag
  • Jeffery I.
    "There are many events and good parks in town. however, you need the spend time finding them. unless you have lived hear for a long time or are active in town it can be hard to find stuff to do."
    0
    Flag
  • Me
    "my neighborhood is awesome, quiet, clean, with sidewalks, and walking trails. The HOA takes care of all the grounds maintenance and all snow removal"
    1
    Flag
  • Angie R.
    "recreation Dept has great programs parks are well maintained school system is getting back on track great family friendly town"
    0
    Flag
  • Me
    "Windsor is a small town. Although there are some rough areas but overall its quiet and safe. Schools are subpart.and taxes are high"
    1
    Flag
  • Wendy S.
    "during the summer they have concerts on the green down town. nice place tp live. quite contry living"
    0
    Flag
  • Me
    "I have lived here for 12 and I am very happy. the neighborhood is quiet and safe the streets are clean and well light"
    0
    Flag
  • ReginaJ
    "Live in the harvest Lane neighborhood for the last 9 years. One of the best places to live in the state. A very sort after neighborhood to live. Took us a while to get a house, because no one moves from it. Unless they are retiring and moving to Florida. The trails that are connected off the street that leads to Northwest Park and the reservoir for hiking are incredible. The family atmosphere is that of an extended family. The kids, the parents even the pets all know each other. We can’t ask for more from such a tranquil place we live in with so much harmony and love. #HarvestLane4Life "
    0
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  • Amy C.
    "Windsor is a town with strong resources and traditions. It has reasonable housing prices and lots of diversity. "
    0
    Flag
  • Carol J. M.
    "We have coffee 9am - 11am once a month and other social events. Dog friendly. Neighbors are very friendly."
    0
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  • Shanyelle.hamilton
    "Public transportation is easily accessible and downtown Hartford is 15 minutes from Wilson and 30 minutes from the town center by bus or car."
    0
    Flag
  • Shanyelle.hamilton
    "There are plenty of family friendly events in Windsor or the surrounding area. Every Halloween we have Nightmare on Broad Street for kids of all ages to have safe fun."
    0
    Flag
  • Lisanickersondouglas
    "Great schools / diverse community. Easy highway access. Lots of parks and trails for walking. Many annual events for kids and families. "
    0
    Flag
  • Amani R.
    "We have a yearly block party at each of the local parks. They are usually well attended and snacks are provided. "
    0
    Flag
  • Gchekas
    "Short commute, less than five minutes to work. Lot of industry on Day Hill Road, plenty of work for manufacturing industry. "
    0
    Flag

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 249 Preston Street

  • What is 249 Preston Street estimated to be worth?
    Trulia's estimated value for 249 Preston Street in Windsor, CT is $344,700.
  • What is the price history for 249 Preston Street?
    249 Preston Street in Windsor, CT last sold for $343,000 in June 2026.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Windsor?
    The median sale price in Windsor is $343K. That is up $7.33K from the prior month.
  • Does 249 Preston Street have air conditioning?
    Yes, 249 Preston Street in Windsor, CT has air conditioning.
  • Does 249 Preston Street have laundry facilities?
    Yes, 249 Preston Street in Windsor, CT has laundry facilities.

Explore by feature - Pet Friendly

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