108 Benjamin Ct, Windsor, CT 06095
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Property image
OFF MARKET

108 Benjamin Ct
Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 2,114 sqft

$410,400

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,926/mo*
Refinance Your Home

$410,400

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,926/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,114 sqft

Home Value

Trulia Estimate
$410K
Since last month
Decreased$7K (-1.7%)
Since last year
$100 (0%)
Since last sale
Increased$202K (+96.4%)
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 +58% in the last 10 years
MonthEstimated value
2026
August 2026$412K
July 2026$410K
June 2026$419K
May 2026$415K
April 2026$405K
March 2026$401K
February 2026$387K
January 2026$391K
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
1929 Logans Way, Windsor, CT
0.68
Condo
$268,000
08/29/25
2
1.5
1,081
298 Kings Lndg, Windsor, CT
1.07
Condo
$409,000
02/27/26
4
3
2,061
298 Kings Landing #298, Windsor, CT
1.07
Condo
$409,000
02/25/26
4
3
2,061
127 Kings Way #127, Windsor, CT
0.99
Condo
$435,000
06/24/26
2
2
2,673
266 Kings Landing #266, Windsor, CT
1.05
Condo
$400,000
08/14/26
2
2
1,732
122 Clark Street #B, Hartford, CT
1.91
Condo
$115,000
11/03/25
3
1.5
1,390
139 Clark Street #B, Hartford, CT
1.88
Condo
$90,000
05/22/26
3
1.5
1,390
449 Tributary Lane, Windsor, CT
2.17
Condo
$445,000
07/15/26
3
2
1,534
18 Northbrook Court #18, East Hartford, CT
2.22
Condo
$198,500
09/30/25
2
1.5
1,130
12 Northbrook Court #12, East Hartford, CT
2.20
Condo
$255,000
03/31/26
2
1.5
1,130

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
16 Wilson Avenue, Old Saybrook, CT 06475
0.06
$502,600
6
4
3,200
Off Market
111 Benjamin Court #111, Windsor, CT 06095
0.03
$480,200
4
3.5
2,704
Off Market
25 Corey Street, Windsor, CT 06095
0.04
$377,200
3
1.5
1,146
Off Market
296 Windsor Avenue, Windsor, CT 06095
0.08
$550,100
9
3
3,060
Off Market
366 Windsor Avenue, Windsor, CT 06095
0.11
$507,600
Studio
4
3,162
Off Market
38 Faneuil Street, Windsor, CT 06095
0.09
$294,400
2
1
960
Off Market
28 Becker Circle, Windsor, CT 06095
0.12
$329,300
3
1
1,229
Off Market
32 Skitchewaug Street, Windsor, CT 06095
0.15
$336,400
3
2
1,152
Off Market
63 Faneuil Street, Windsor, CT 06095
0.11
$309,500
3
2
929
Off Market
15 Barber Street, Windsor, CT 06095
0.13
$252,400
3
1
1,722
Off Market
69 Becker Circle, Windsor, CT 06095
0.14
$381,600
4
2
1,373
Off Market
70 Becker Circle, Windsor, CT 06095
0.14
$363,800
3
2
1,229
Off Market

Local Information

  • Map ViewExplore the area around 108 Benjamin Ct.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2006
Living Area
2,114 sqft
Price/Sqft
$194

About this House

Lovely townhouse in convenient location on a quiet cul-de-sac. First floor features open-concept floor plan, perfect for entertaining. The living room is awash with natural light and is bright and cheery. Pass through the living room into the eat-in kitchen with granite counter tops and tile back splash. The dining room with French doors is open to the family room with gas fireplace and another set of French doors that open onto the oversize deck. There is also a small room that can be used as a bedroom, craft room or home office. A half-bath and access to the two-car garage completes the first floor. Upstairs is a master bedroom suite with gas fireplace, full bath and walk-in closet. Two additional bedrooms, another full bath and laundry hook-up complete the second level. The basement is unfinished.
108 Benjamin Ct, Windsor, CT 06095 is a 3 bedroom, 3 bathroom, 2,114 sqft condo built in 2006. It last sold for $209,500 on Nov 7, 2017. It is currently off market. The Trulia Estimate is $410,400, with a rent estimate of $3,015/month.

Home Details for 108 Benjamin Ct

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: CondoArchitecture: Other

Exterior Features

Parking & Garage
Parking Spaces: 4

Community

Units in Building: 9

Price and Tax history

DateEventPrice
Nov 7, 2017
Source: Smart MLS #G10222265
Sold
$209,500
Aug 18, 2017
Source: Agent Provided
PriceChange
$225,500
Price decreased by 5%
Jul 12, 2017
Source: Agent Provided
PriceChange
$236,900
Price decreased by 13%
May 17, 2017
Source: Agent Provided
Listed For Sale
$271,000
Dec 20, 2006
Source: Smart MLS #G414856
Sold
$281,567

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
    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 "
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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
    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
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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

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Homes for sale near 108 Benjamin Ct

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Off Market Homes Near 108 Benjamin Ct

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Frequently asked questions about 108 Benjamin Ct

  • What is 108 Benjamin Ct estimated to be worth?
    Trulia's estimated value for 108 Benjamin Ct in Windsor, CT is $410,400.
  • What is the price history for 108 Benjamin Ct?
    108 Benjamin Ct in Windsor, CT last sold for $209,500 in November 2017.
  • 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 108 Benjamin Ct have parking?
    Yes, 108 Benjamin Ct in Windsor, CT has on-site parking.