287 Deerfield Road, Windsor, CT 06095
OFF MARKET

$345,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,075 sqft

287 Deerfield Road, Windsor, CT 06095

Est. Refi. Payment $2,489/mo*
Refinance Your Home
Currently Off Market - Sold Sep 19, 2025 for $330,000

Home Value

Trulia Estimate
$345K
Since last month
Decreased$2K (-0.6%)
Since last year
Increased$29K (+9.1%)
Since last sale
Increased$16K (+4.7%)
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 +145% in the last 10 years
MonthEstimated value
2026
August 2026$346K
July 2026$348K
June 2026$350K
May 2026$344K
April 2026$342K
March 2026$338K
February 2026$337K
January 2026$334K
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
20-A Seymour Street, Windsor, CT
0.12
Single-Family Home
$239,900
05/11/26
3
1.5
1,144
11 Amaryllis Drive, Windsor, CT
0.21
Single-Family Home
$280,000
05/13/26
3
1.5
1,075
157 Henry Street, Windsor, CT
0.28
Single-Family Home
$280,000
11/26/25
3
2
1,111
30 Lovell Avenue, Windsor, CT
0.09
Single-Family Home
$300,000
12/05/25
3
1
1,225
280 Deerfield Road, Windsor, CT
0.04
Single-Family Home
$210,700
02/06/26
3
2
1,534
89 Ford Road, Windsor, CT
0.32
Single-Family Home
$325,000
09/17/25
3
1.5
1,568
82 Rood Avenue, Windsor, CT
0.40
Single-Family Home
$345,000
07/28/26
3
2
1,559
124 Midian Avenue, Windsor, CT
0.39
Single-Family Home
$318,000
09/11/25
4
2
1,355

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
280 Deerfield Road, Windsor, CT 06095
0.04
$210,700
3
2
1,534
Recently Sold
5 Highland Avenue, Broad Brook, CT 06016
0.06
$330,900
3
1.5
1,854
Off Market
30 Lovell Avenue, Windsor, CT 06095
0.09
$300,000
3
1
1,225
Recently Sold
20-A Seymour Street, Windsor, CT 06095
0.12
$239,900
3
1.5
1,144
Recently Sold
322 Deerfield Road, Windsor, CT 06095
0.13
$467,900
5
2
2,709
Off Market
56 Lovell Avenue, Windsor, CT 06095
0.15
$240,000
3
1.5
1,103
For Sale
14 Philip Henry Circle, Windsor, CT 06095
0.13
$374,000
3
1.5
1,184
Off Market
39 Colton Street, Windsor, CT 06095
0.19
$397,300
3
2
1,555
Off Market
45 Colton Street, Windsor, CT 06095
0.19
$363,800
3
2
1,314
Off Market
13 Midian Avenue, Windsor, CT 06095
0.13
$350,000
3
2
1,373
For Sale
42 Highland Avenue, Broad Brook, CT 06016
0.16
$347,800
Studio
2
1,498
Off Market

Local Information

  • Map ViewExplore the area around 287 Deerfield Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1945
1,075 sqft
$321/sqft
Garage

About this House

Discover the timeless charm and modern comfort of this beautifully updated three-bedroom Cape Cod style home. Upon entering the stunning living room, with gorgeous hardwood flooring and a wood burning fireplace, this fabulous space welcomes you into a picture perfect setting for memorable gatherings and quiet evenings. Adjacent to the living room, the inviting dining room boasting hardwood flooring offers a refined ambiance for intimate dining and holiday dinners. The heart of the home is the gorgeous remodeled kitchen, thoughtfully designed with contemporary finishes, beautiful cabinetry, granite countertops, stainless steel appliances and recessed lighting. A first level bedroom with hardwood flooring provides the opportunity for one-level living. The first level is completed by a full bath. On the second level are two additional bedrooms with gleaming hardwood flooring and a full bath. The level and spacious backyard is perfect for hosting summer barbecues, relaxation and outdoor recreation. Enjoy the added convenience and charm of covered front and rear entryways, perfect for sheltered transitions in every season. There is great value in the oversized, detached one car garage and refinished hardwood flooring on the first level. This property is situated near major commuter routes and Windsor's vibrant town center where lively summer concerts on the green, a bustling farmer's market, local restaurants and community events await. Come on...Let's take a look inside!
287 Deerfield Road, Windsor, CT 06095 is a 3 bedroom, 2 bathroom, 1,075 sqft single-family home built in 1945. It last sold for $330,000 on Sep 19, 2025 (10% above the $299,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $345,300, with a rent estimate of $2,533/month.
Last check for updates: about 8 hours ago
Listed by Sharon D. Rispoli, (860) 205-9316
Berkshire Hathaway NE Prop., (860) 688-7531
Bought with: Jennifer N. Digennaro, (860) 308-3102, Joy Burke & Associates LLC, (860) 878-2425
Source: Smart MLS, MLS#24112621

Home Details for 287 Deerfield Road

Interior Features

Interior Details
Basement: Full,Storage Space,Hatchway Access,Interior EntryNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1075 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: Sidewalk, Rain GuttersFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Paved,Driveway,Garage Door Opener,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1075 Square Feet

Property Information

Year Built
Year Built: 1945
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 781162

Price & Status

Price
List Price: $299,900
Status Change & Dates
Off Market Date: Sun Aug 24 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Per Board of EdJr High / Middle School: Sage ParkHigh School: Windsor

Building

Building Area
Building Area: 1075 Square Feet

Community

Community Features: Near Public Transport, Park, Playground, Public Rec Facilities, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 10018.8 sqft

Energy

Energy Efficiency Features: Thermostat, Doors, Windows

Miscellaneous

BasementMls Number: 24112621Attic: Access Via HatchAbove Grade Unfinished Area: 1075

Additional Information

Near Public TransportParkPlaygroundPublic Rec FacilitiesShopping/Mall

Price and Tax history

DateEventPrice
Sep 19, 2025
Source: Smart MLS #24112621
Sold
$330,000
Aug 24, 2025
Source: Smart MLS #24112621
Pending
$299,900
Aug 17, 2025
Source: Smart MLS #24112621
Listed For Sale
$299,900
Dec 30, 2019
Source: Smart MLS #170250632
Sold
$170,000
Dec 4, 2019
Source: Agent Provided
Pending
$174,900

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
    Flag
  • 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
    Flag
  • 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 287 Deerfield Road

  • What is 287 Deerfield Road estimated to be worth?
    Trulia's estimated value for 287 Deerfield Road in Windsor, CT is $345,300.
  • What is the price history for 287 Deerfield Road?
    287 Deerfield Road in Windsor, CT last sold for $330,000 in September 2025.
  • 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 287 Deerfield Road have air conditioning?
    Yes, 287 Deerfield Road in Windsor, CT has air conditioning.
  • Does 287 Deerfield Road have laundry facilities?
    Yes, 287 Deerfield Road in Windsor, CT has in-unit laundry.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Windsor, CT

Explore by feature - Air Conditioning

6 rentals with air conditioning in Windsor, CT

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Windsor, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 287 Deerfield Road

Skip to last item
Skip to first item

Homes for sale near 287 Deerfield Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item