280 Deerfield Road, Windsor, CT 06095
SOLD
FEB 6, 2026

280 Deerfield Road
Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,534 sqft

$210,700

Last Sold: Feb 6, 2026
6% below list $225K
$137/sqft
Est. Refi. Payment $1,532/mo*
Refinance Your Home

$210,700

Last Sold: Feb 6, 2026
6% below list $225K
$137/sqft
Est. Refi. Payment $1,532/mo*
Refinance Your Home
3 Beds
2 Baths
1,534 sqft

Home Value

Trulia Estimate
$368K
Since last month
Increased$155K (+72.7%)
Since last year
Increased$12K (+3.4%)
Since last sale
Increased$157K (+74.5%)
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 +128% in the last 10 years
MonthEstimated value
2026
August 2026$368K
March 2026$213K
February 2026$212K
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
0.10
Single-Family Home
$239,900
05/11/26
3
1.5
1,144
287 Deerfield Road, Windsor, CT
0.04
Single-Family Home
$330,000
09/19/25
3
2
1,075
30 Lovell Avenue, Windsor, CT
0.05
Single-Family Home
$300,000
12/05/25
3
1
1,225
157 Henry Street, Windsor, CT
0.27
Single-Family Home
$280,000
11/26/25
3
2
1,111
11 Amaryllis Drive, Windsor, CT
0.20
Single-Family Home
$280,000
05/13/26
3
1.5
1,075
158 Colton Street Street, Windsor, CT
0.31
Single-Family Home
$329,000
07/30/26
2
1.5
1,518
89 Ford Road, Windsor, CT
0.35
Single-Family Home
$325,000
09/17/25
3
1.5
1,568
124 Midian Avenue, Windsor, CT
0.35
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
5 Highland Avenue, Broad Brook, CT 06016
0.04
$336,500
3
1.5
1,854
Off Market
287 Deerfield Road, Windsor, CT 06095
0.04
$348,100
3
2
1,075
Off Market
30 Lovell Avenue, Windsor, CT 06095
0.05
$300,000
3
1
1,225
Recently Sold
13 Midian Avenue, Windsor, CT 06095
0.11
$350,000
3
1.5
1,373
For Sale
220 Deerfield Road, Windsor, CT 06095
0.14
$448,500
4
3.5
2,365
Recently Sold
42 Highland Avenue, Broad Brook, CT 06016
0.12
$353,100
Studio
2
1,498
Off Market
227 Deerfield Road, Windsor, CT 06095
0.15
$331,100
3
1.5
1,075
Off Market
20-A Seymour Street, Windsor, CT 06095
0.10
$239,900
3
1.5
1,144
Recently Sold
48 Highland Avenue, Windsor, CT 06095
0.13
$326,500
3
2
989
Off Market
56 Lovell Avenue, Windsor, CT 06095
0.12
$240,000
3
1.5
1,103
For Sale
53 Highland Avenue, Broad Brook, CT 06016
0.13
$671,200
4
5.5
2,928
Off Market

Local Information

  • Map ViewExplore the area around 280 Deerfield Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1922
Living Area
1,534 sqft
Price/Sqft
$137/sqft

About this House

Welcome to 280 Deerfield Road, where comfort and convenience come together in this inviting residence. Step inside through the enclosed front porch and into a bright, open main level featuring a spacious living room that flows seamlessly into the dining area, highlighted by a charming fireplace. The kitchen offers great potential and functionality, while the main level also includes two bedrooms & 1.5 bathrooms for easy single-level living. Step outside to enjoy the large, fenced backyard with a deck, perfect for entertaining, relaxing, or simply enjoying the outdoors. A storage shed and above-ground pool add to the home's appeal and versatility. Upstairs, you'll find a spacious third bedroom and an additional half bathroom, offering flexibility for guests, a home office, or a private retreat. The unfinished basement includes a laundry area and provides ample storage or future expansion possibilities. While the home is in need of some TLC, it offers tremendous potential and is ideally located within walking distance to local shops and dining, with quick access to I-91. A perfect blend of comfort, convenience, and opportunity, this home is ready to be reimagined by its next owner.
280 Deerfield Road, Windsor, CT 06095 is a 3 bedroom, 3 bathroom, 1,534 sqft single-family home built in 1922. It last sold for $210,700 on Feb 6, 2026 (6% below the $225,000 asking price). More recently, it was listed as a rental in April 2021 with an asking price of $1,450 per month. That rental listing was removed on April 17, 2021. It is currently off market. The Trulia Estimate is $368,200, with a rent estimate of $2,816/month.
Last check for updates: about 4 hours ago
Listed by Jonathan D. Gineo, (860) 372-4666
Silver and Oak Realty, (860) 372-4666
Alexander Cortez-Rich, (860) 985-2920
Silver and Oak Realty, (860) 372-4666
Bought with: Yahira L. Rodriguez, (860) 995-1181, eXp Realty, (866) 828-3951
Source: Smart MLS, MLS#24137568

Home Details for 280 Deerfield Road

Interior Features

Interior Details
Basement: Full,Unfinished,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 1534 Square Feet
Appliances & Utilities
Appliances: None, Water HeaterLaundry: Lower Level
Heating & Cooling
Heating: Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Enclosed, Porch, DeckOther Structures: Shed(s)Foundation: Concrete PerimeterHas a Private Pool
Pool
Pool: Above GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1534 Square Feet

Property Information

Year Built
Year Built: 1922
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 781332

Price & Status

Price
List Price: $225,000Price Per Sqft: $137/sqft
Status Change & Dates
Off Market Date: Sun Dec 14 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 1534 Square Feet

Community

Community Features: Basketball Court, Near Public Transport, Library, Park, Playground, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 7840.8 sqft

Listing Info

Special Conditions: Real Estate Owned

Miscellaneous

BasementMls Number: 24137568Attic: Access Via HatchAttribution Contact: (860) 372-4666Above Grade Unfinished Area: 1534

Additional Information

Basketball CourtNear Public TransportLibraryParkPlaygroundShopping/Mall

Price and Tax history

DateEventPrice
Feb 6, 2026
Source: Smart MLS #24137568
Sold
$210,700
Feb 12, 2025
Source: N/A
Sold
$224,400
Jul 27, 2021
Source: Smart MLS #170404098
Sold
$211,000
May 28, 2021
Source: Smart MLS #170404098
Contingent
$179,900
May 27, 2021
Source: Smart MLS #170404098
Listed For Sale
$179,900

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
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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 280 Deerfield Road

  • What is 280 Deerfield Road estimated to be worth?
    Trulia's estimated value for 280 Deerfield Road in Windsor, CT is $368,200.
  • What is the price history for 280 Deerfield Road?
    280 Deerfield Road in Windsor, CT last sold for $210,700 in February 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 280 Deerfield Road have a pool?
    Yes, 280 Deerfield Road in Windsor, CT has a pool.
  • Does 280 Deerfield Road have laundry facilities?
    Yes, 280 Deerfield Road in Windsor, CT has laundry facilities.

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