108 Pilgrim Drive, Windsor, CT 06095
SOLD
AUG 26, 2025

108 Pilgrim Drive
Windsor, CT 06095

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

$445,000

Last Sold: Aug 26, 2025
0% below list $446K
$218/sqft
Est. Refi. Payment $3,052/mo*
Refinance Your Home

$445,000

Last Sold: Aug 26, 2025
0% below list $446K
$218/sqft
Est. Refi. Payment $3,052/mo*
Refinance Your Home
3 Beds
3 Baths
2,037 sqft
(on 0.72 acres)

Homes for sale near 108 Pilgrim Drive

Skip to last item
Skip to first item

Apartments for Rent

Skip to last item
Skip to first item

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 27, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$218/sqft
Listed
180+ days ago

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: $445,900Price Per Sqft: $218/sqft
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
Last check for updates: about 13 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

Price History for 108 Pilgrim Drive

DatePriceEventSource
08/26/2025$445,000Sold
Smart MLS #24106156
08/20/2025$445,900PendingSmart MLS #24106156
07/05/2025$445,900PriceChange
Smart MLS #24106156
06/24/2025$449,900Listed For SaleSmart MLS #24106156
12/15/2023$365,000Sold
Smart MLS #170596821
11/20/2023$339,900PendingSmart MLS #170596821
11/15/2023$339,900Listed For SaleSmart MLS #170596821
01/04/1988$184,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$6,775
Assessment$238,140
Home facts updated by county records

Comparable Sales for 108 Pilgrim Drive

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
17 Box Turtle Lane, Windsor, CT
0.28
Single-Family Home
$500,000
12/30/25
4
2.5
2,095
14 Alden Road, Windsor, CT
0.18
Single-Family Home
$410,000
10/15/25
4
1.5
2,515
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
29 Ravine Road, Windsor, CT
0.43
Single-Family Home
$395,000
09/18/25
4
2.5
1,944
608 Kennedy Road, Windsor, CT
0.22
Single-Family Home
$426,000
03/31/26
4
2
1,399
115 Carriage Way, Windsor, CT
0.25
Single-Family Home
$545,000
06/06/25
5
3
2,918

Assigned Schools

These are the assigned schools for 108 Pilgrim Drive.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windsor

At least 159 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 88 % Say parking is easy

  • 86 % Say it's dog friendly

  • 78 % Say streets are well-lit

  • 78 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say it's quiet

  • 68 % Say there's wildlife

  • 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

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.

Homes for rent near 108 Pilgrim Drive

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

Off Market Homes Near 108 Pilgrim Drive

Skip to last item
Skip to first item

Explore by feature

108 Pilgrim Drive, Windsor, CT 06095 is a 3 bedroom, 3 bathroom, 2,037 sqft single-family home built in 1962. This property is not currently available for sale. 108 Pilgrim Drive was last sold on Aug 26, 2025 for $445,000 (0% lower than the asking price of $445,900). The current Trulia Estimate for 108 Pilgrim Drive is $462,600.