108 Pilgrim Drive, Windsor, CT 06095
OFF MARKET

$469,100

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,037 sqft (on 0.72 acres)

108 Pilgrim Drive, Windsor, CT 06095

Est. Refi. Payment $3,306/mo*
Refinance Your Home
Currently Off Market - Sold Aug 26, 2025 for $445,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
61 Winthrop Road, Windsor, CT
0.24
Single-Family Home
$470,000
12/29/25
4
2.5
2,036
501 Kennedy Road, Windsor, CT
0.25
Single-Family Home
$486,000
12/12/25
3
2.5
1,644
65 Winthrop Road, Windsor, CT
0.26
Single-Family Home
$430,000
06/17/26
4
2.5
1,984
17 Box Turtle Lane, Windsor, CT
0.28
Single-Family Home
$500,000
12/30/25
4
2.5
2,095
288 Carriage Way, Windsor, CT
0.40
Single-Family Home
$434,700
07/31/26
3
2.5
2,000
14 Alden Road, Windsor, CT
0.18
Single-Family Home
$410,000
10/15/25
4
1.5
2,515
85 Winthrop Road, Windsor, CT
0.37
Single-Family Home
$480,000
06/15/26
4
2.5
2,224
40 Alden Road, Windsor, CT
0.25
Single-Family Home
$340,000
02/20/26
4
3
2,110
145 Carriage Way, Windsor, CT
0.33
Single-Family Home
$625,000
11/14/25
4
2.5
2,236

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
122 Pilgrim Drive, Windsor, CT 06095
0.05
$424,800
3
2.5
1,982
Off Market
21 Standish Road, Windsor, CT 06095
0.10
$447,700
4
2
2,014
Off Market
18 Standish Road, Windsor, CT 06095
0.11
$416,400
3
1.5
1,692
Off Market
75 Pilgrim Drive, Windsor, CT 06095
0.14
$376,500
3
1.5
1,128
Off Market
60 Mayflower Road, Windsor, CT 06095
0.16
$565,900
4
3
2,302
Off Market
83 Glenwood Drive, Windsor, CT 06095
0.20
$435,800
3
1.5
1,328
Off Market
68 Mayflower Road, Windsor, CT 06095
0.18
$385,700
3
1
1,272
Off Market
14 Alden Road, Windsor, CT 06095
0.18
$429,700
4
1.5
2,515
Off Market
18 Alden Road, Windsor, CT 06095
0.19
$421,000
4
2
2,060
Off Market
608 Kennedy Road, Windsor, CT 06095
0.22
$426,000
4
2
1,399
Recently Sold
38 Glenwood Drive, Windsor, CT 06095
0.20
$471,200
4
2.5
1,864
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Lot Size
0.72 acres
Living Area
2,037 sqft
Price/Sqft
$230
Parking
2 Car Garage

About this House

Welcome to this charming 2,037 sq ft, 3-bedroom 3-bath home where comfort meets style in perfect harmony. Inside you will find hardwood floors and generous sized rooms throughout. The large living room boasts a cozy fireplace. There are built-in bookcases leading into the family room with cathedral ceilings, a large picture window and plenty of living space. The kitchen has ample counter and cabinet space, a pantry and tile floor. The mud room provides easy access into the kitchen, garage and slider to the deck where you can unwind overlooking your private backyard. The dining room is right off the kitchen with room for a large table. This level also offers a full bath. Upstairs you will find 3 generous bedrooms and a full bath. The primary suite offers 2 closets and a full bath with extra counterspace, the second bedroom has built-in shelving and the third bedroom has a walk-in closet. The oversized two-car garage offers plenty of room for vehicles, tools, and more. Recent upgrades, including a new Buderus furnace, hot water heater, garage door opener, and a newer roof, ensure the home is move-in ready and offers peace of mind for years to come. Located in a desirable neighborhood with easy access to the river, parks and highway, this home is the perfect blend of modern updates, timeless charm, and functional living spaces. Don't miss the opportunity to make it yours!
108 Pilgrim Drive, Windsor, CT 06095 is a 3 bedroom, 3 bathroom, 2,037 sqft single-family home built in 1962. It last sold for the $445,900 asking price on Aug 26, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $469,100, with a rent estimate of $3,063/month.
Last check for updates: about 4 hours ago
Listed by Sallie J. King, (860) 490-0155
Coldwell Banker Realty, (860) 668-4589
Bought with: Sarah McMillan, (203) 994-6221, Our Home Realty Advisors, (800) 684-6472
Source: Smart MLS, MLS#24106156

Home Details for 108 Pilgrim Drive

Interior Features

Interior Details
Basement: Full,Unfinished,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Other
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2037 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot Water,Zoned,OilHas CoolingAir Conditioning: Ceiling Fan(s),Wall Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckExterior: Rain GuttersFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved,Driveway,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2037 Square Feet

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl Siding, Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 777818

Price & Status

Price
List Price: $445,900
Status Change & Dates
Off Market Date: Mon Jul 28 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WindsorCommunity: Hayden Station
School Information
Elementary School: Per Board of EdJr High / Middle School: Sage Park, Per Board of EdHigh School: Windsor

Building

Building Area
Building Area: 2037 Square Feet

Community

Community Features: Library, Park, Playground, Private School(s), Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.72 acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 24106156Attic: Crawl Space, Access Via HatchAbove Grade Unfinished Area: 2037

Additional Information

LibraryParkPlaygroundPrivate School(s)Shopping/Mall

Price and Tax history

DateEventPrice
Aug 26, 2025
Source: Smart MLS #24106156
Sold
$445,000
Aug 20, 2025
Source: Smart MLS #24106156
Pending
$445,900
Jul 5, 2025
Source: Smart MLS #24106156
PriceChange
$445,900
Price decreased by 1%
Jun 24, 2025
Source: Smart MLS #24106156
Listed For Sale
$449,900
Dec 15, 2023
Source: Smart MLS #170596821
Sold
$365,000

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 "
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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
    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
    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 108 Pilgrim Drive

  • What is 108 Pilgrim Drive estimated to be worth?
    Trulia's estimated value for 108 Pilgrim Drive in Windsor, CT is $469,100.
  • What is the price history for 108 Pilgrim Drive?
    108 Pilgrim Drive in Windsor, CT last sold for $445,000 in August 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 108 Pilgrim Drive have air conditioning?
    Yes, 108 Pilgrim Drive in Windsor, CT has air conditioning.
  • Does 108 Pilgrim Drive have laundry facilities?
    Yes, 108 Pilgrim Drive in Windsor, CT has in-unit laundry.

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Off Market Homes Near 108 Pilgrim Drive

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