49 Prospect Street, Windsor, CT 06095
OFF MARKET

49 Prospect Street
Windsor, CT 06095

  • 5 Beds
  • 2.5 Baths
  • 1,999 sqft (on 0.60 acres)

$447,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,186/mo*
Refinance Your Home

$447,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,186/mo*
Refinance Your Home
5 Beds
2.5 Baths
1,999 sqft
(on 0.60 acres)

Home Value

Trulia Estimate
$448K
Since last month
Increased$6K (+1.4%)
Since last year
Increased$36K (+8.8%)
Since last sale
Increased$55K (+14%)
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 +150% in the last 10 years
MonthEstimated value
2026
August 2026$450K
July 2026$447K
June 2026$444K
May 2026$436K
April 2026$429K
March 2026$424K
February 2026$422K
January 2026$417K
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
40 Prospect Street, Windsor, CT
0.03
Multi-Family Home
$470,000
07/04/26
6
2
2,287
30 Prospect Street, Windsor, CT
0.06
Multi-Family Home
$430,000
09/26/25
6
2
2,514
15 Clubhouse Road, Windsor, CT
0.49
Multi-Family Home
$380,000
12/19/25
4
2
1,768
44 Maple Avenue, Windsor, CT
0.25
Multi-Family Home
$374,000
05/22/26
3
2
1,554
26 Stinson Place, Windsor, CT
0.56
Multi-Family Home
$475,000
12/19/25
6
2.5
2,940
322 Deerfield Road, Windsor, CT
1.97
Multi-Family Home
$450,000
11/07/25
5
2
2,709
887 Poquonock Avenue, Windsor, CT
1.94
Multi-Family Home
$420,000
12/12/25
3
2.5
2,320
892-894 Main Street, South Windsor, CT
2.34
Multi-Family Home
$499,900
06/10/26
4
3
3,680
33 Wilson Avenue, Windsor, CT
3.24
Multi-Family Home
$285,000
09/22/25
4
2
1,926

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
40 Prospect Street, Windsor, CT 06095
0.03
$470,000
6
2
2,287
Recently Sold
9 Brown Avenue, Windsor, CT 06095
0.08
$290,000
3
2
1,329
Recently Sold
30 Prospect Street, Windsor, CT 06095
0.06
$455,300
6
2
2,514
Off Market
16 Brown Avenue, Windsor, CT 06095
0.10
$240,000
3
2
1,322
Recently Sold
6 Spring Street, Windsor, CT 06095
0.16
$514,300
5
3
2,898
Off Market
33 Mechanic Street #103, Windsor, CT 06095
0.20
$318,500
2
2
1,109
Off Market
33 Mechanic Street #102, Windsor, CT 06095
0.20
$323,100
2
2
1,109
Off Market
33 Mechanic Street #206, Windsor, CT 06095
0.20
$402,200
2
3
1,745
Off Market
33 Mechanic Street #303, Windsor, CT 06095
0.20
$357,400
2
2
1,296
Off Market
33 Mechanic Street #305, Windsor, CT 06095
0.20
$396,200
2
2
1,579
Off Market
33 Mechanic Street #204, Windsor, CT 06095
0.20
$420,200
2
3
1,677
Off Market

Local Information

  • Map ViewExplore the area around 49 Prospect Street.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1920
Lot Size
0.6 acres
Living Area
1,999 sqft
Price/Sqft
$224
Parking
Garage

About this House

Charming two-family property in the heart of Windsor, ideal for investors or those looking for rental income! The first-floor apartment has two bedrooms, an updated full bath, an eat-in kitchen, a living room, and in-unit laundry. The second-floor apartment features three bedrooms, 1.5 baths, in-unit laundry, and an open-concept kitchen and living room that opens to a private deck. The large, detached two-car garage with a walk-up loft provides ample storage. (More photos to come!) Located near parks, public transportation, and local amenities, this property has a great opportunity to enjoy a vibrant community atmosphere. Additional features: * First-floor apartment occupied by a month-to-month tenant * New natural gas furnaces installed in October 2022
49 Prospect Street, Windsor, CT 06095 is a 5 bedroom, 3 bathroom, 1,999 sqft multi-family built in 1920. It last sold for $395,000 on Nov 17, 2024 (4% above the $379,900 asking price). More recently, it was listed as a rental in September 2014 with an asking price of $1,300 per month. That rental listing was removed on September 9, 2014. It is currently off market. The Trulia Estimate is $447,900, with a rent estimate of $2,081/month.

Home Details for 49 Prospect Street

Interior Features

Interior Details
Basement: Full,Sump Pump,Dirt Floor,ConcreteNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1999 Square Feet
Appliances & Utilities
Appliances: Tankless Water Heater
Heating & Cooling
Heating: Baseboard,Hot Water,Natural GasHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete Perimeter, StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached,Other
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1999 Square Feet

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units on different Floors
Building
Construction Materials: Shake Siding, Clapboard, Vinyl SidingNot a New Construction
Property Information
Parcel Number: 778152

Price & Status

Price
List Price: $379,900
Status Change & Dates
Off Market Date: Wed Oct 23 2024Possession Timing: At Closing

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Oliver EllsworthJr High / Middle School: Sage ParkHigh School: Windsor

Building

Building Area
Building Area: 1999 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.60 acres

Miscellaneous

BasementMls Number: 24054061Attic: Pull Down StairsAbove Grade Unfinished Area: 1999
Last check for updates: about 6 hours ago
Listed by Steven T. Koleno, (804) 656-5007
Beycome of Connecticut, (804) 656-5007
Bought with: Non Member, (203) 123-4567, Non-Member, (203) 123-4567
Source: Smart MLS, MLS#24054061

Price and Tax history

DateEventPrice
Nov 17, 2024
Source: Smart MLS #24054061
Sold
$395,000
Oct 16, 2024
Source: Smart MLS #24054061
Listed For Sale
$379,900
Jun 18, 2018
Source: N/A
Sold
$247,000
Apr 30, 2018
Source: Agent Provided
Pending
$249,900
Apr 16, 2018
Source: Agent Provided
PriceChange
$249,900
Price decreased by 4%

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
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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
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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
    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
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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

7 rentals with air conditioning in Windsor, CT

Explore by feature - Washer/dryer

10 rentals with a washer/dryer in Windsor, CT

Homes for sale near 49 Prospect Street

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Off Market Homes Near 49 Prospect Street

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Frequently asked questions about 49 Prospect Street

  • What is 49 Prospect Street estimated to be worth?
    Trulia's estimated value for 49 Prospect Street in Windsor, CT is $447,900.
  • What is the price history for 49 Prospect Street?
    49 Prospect Street in Windsor, CT last sold for $395,000 in November 2024.
  • 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 49 Prospect Street have air conditioning?
    Yes, 49 Prospect Street in Windsor, CT has air conditioning.
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.