259 Preston Street, Windsor, CT 06095
OFF MARKET

259 Preston Street
Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 1,702 sqft (on 0.72 acres)

$496,100

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $3,474/mo*
Refinance Your Home

$496,100

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $3,474/mo*
Refinance Your Home
4 Beds
2.5 Baths
1,702 sqft
(on 0.72 acres)

Local Information

  • Map ViewExplore the area around 259 Preston Street.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

**Best and final offers due by Sunday July 23 at 7pm**Come take a look at this well maintained split level home ready for its new owners! This home has over 2000 sq ft of living space including a 300 sq ft finished basement, all on a beautiful .72 acre lot situated in a quiet neighborhood. Step inside to the open concept main floor featuring a large living room with beautiful hardwood floors and vaulted ceiling, a dining area and an updated kitchen. The kitchen has granite countertops, stainless steel appliances including a gas stove and a breakfast bar. Upstairs you'll find 3 bedrooms and a beautiful renovated full bathroom. The lower level features a fourth bedroom that would also make a great home office, another renovated full bath and a huge living area that has a new sliding barn door for privacy. The basement has more finished space which would be great for an exercise room or a play room. Step outside on to the expansive wrap around deck-perfect for relaxing or entertaining or have your morning coffee out on the front covered porch. An added feature is a very large shed with electricity and a garage door ideal for storage or a workshop. Brand new furnace recently installed-an investment of almost $10,000. This home has natural gas, public water/sewer and a 1 car garage with a large workshop at the back. Come take a look!
259 Preston Street, Windsor, CT 06095 is a 4 bedroom, 3 bathroom, 1,702 sqft single-family home built in 1959. It last sold for $380,000 on Sep 11, 2023 (9% above the $348,000 asking price). It is currently off market. The Trulia Estimate is $496,100, with a rent estimate of $3,469/month.

Home Highlights

Parking
1 Car Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 259 Preston Street

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 6Types of Rooms: Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1702 Square Feet
Appliances & Utilities
Appliances: Gas Range, Microwave, Refrigerator, Water HeaterLaundry: Lower LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,Electric,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Levels: Multi/Split

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PorchOther Structures: Shed(s)Foundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Attached,Garage Door Opener,Private,Asphalt
Frontage
WaterfrontWaterfront: WaterfrontOn Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1126 Square FeetFinished Area (below surface): 576 Square Feet

Property Information

Year Built
Year Built: 1959
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: 778402

Price & Status

Price
List Price: $348,000
Status Change & Dates
Off Market Date: Thu Aug 03 2023Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 1702 Square Feet

Community

Community Features: Golf, Health Club, Library, Park, Near Public Transport

HOA

No HOA

Lot Information

Lot Area: 0.72 acres

Miscellaneous

BasementMls Number: 170583866Attic: Access Via HatchAbove Grade Unfinished Area: 1126

Additional Information

GolfHealth ClubLibraryParkNear Public Transport
Last check for updates: about 11 hours ago
Listed by Tonya Hughes, (860) 336-8776
Coldwell Banker Realty, (860) 644-2461
Bought with: Mathew Eaton, (860) 365-1078, eXp Realty, (866) 828-3951
Source: Smart MLS, MLS#170583866

Price History for 259 Preston Street

DatePriceEventSource
09/11/2023$380,000Sold
Smart MLS #170583866
08/05/2023$348,000PendingSmart MLS #170583866
07/21/2023$348,000Listed For SaleSmart MLS #170583866
11/30/2022$352,000Sold
Smart MLS #170532900
11/10/2022$339,900ContingentSmart MLS #170532900
11/05/2022$339,900Listed For SaleSmart MLS #170532900
12/12/2018$269,900Sold
Smart MLS #170137490
10/22/2018$269,900Listed For SaleAgent Provided
05/13/2008$276,000Sold
N/A
04/05/2008$289,900PriceChange
Agent Provided
02/01/2008$299,900Listed For SaleAgent Provided
12/23/2002$165,000Sold
N/A

Market trends in Windsor

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$336K
$27.63KMoM
Sale-to-List Price
—
Price per sq ft
$214
$3MoM
Available listings
60
3MoM
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Property Tax and Assessment

Year2025
Tax$6,970
Assessment$245,000
Home facts updated by county records

Comparable Sales for 259 Preston Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
249 Preston Street, Windsor, CT
0.04
Single-Family Home
$343,000
06/23/26
3
2
1,156
246 Preston Street, Windsor, CT
0.07
Single-Family Home
$435,500
08/08/25
5
2
1,243
10 Harvey Road, Windsor, CT
0.27
Single-Family Home
$436,000
06/26/26
4
1.5
2,548
49 Remington Road, Windsor, CT
0.26
Single-Family Home
$360,000
08/29/25
3
1.5
1,741
14 Sage Park Road, Windsor, CT
0.23
Single-Family Home
$338,000
02/09/26
3
2
1,578
20 Sage Park Road, Windsor, CT
0.23
Single-Family Home
$300,000
11/26/25
3
1.5
1,495
16 Ridgewood Road, Windsor, CT
0.43
Single-Family Home
$400,000
07/31/25
4
1.5
1,855
31 Parkwood Drive, Windsor, CT
0.48
Single-Family Home
$499,900
01/16/26
5
2.5
2,719
122 Capen Street, Windsor, CT
0.18
Single-Family Home
$350,000
06/01/26
3
1
1,525
28 Sycamore Street, Windsor, CT
0.45
Single-Family Home
$452,000
04/17/26
4
2.5
2,600

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Assigned Schools

These are the assigned schools for 259 Preston Street.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Sarah L.
    "Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
    0
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  • 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
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  • Sam B.
    "Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
    0
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  • 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
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  • Shyra E.
    "My neighborhood is amazing it has good transit access and wonderful restaurants and parks hope this helps"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Lisanickersondouglas
    "Great schools / diverse community. Easy highway access. Lots of parks and trails for walking. Many annual events for kids and families. "
    0
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  • Amani R.
    "We have a yearly block party at each of the local parks. They are usually well attended and snacks are provided. "
    0
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  • Gchekas
    "Short commute, less than five minutes to work. Lot of industry on Day Hill Road, plenty of work for manufacturing industry. "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Windsor, CT

Explore by feature - Air Conditioning

9 rentals with air conditioning in Windsor, CT

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11 rentals with a washer/dryer in Windsor, CT

Homes for sale near 259 Preston Street

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Off Market Homes Near 259 Preston Street

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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.