37 Pilgrim Drive, Windsor, CT 06095
SOLD
JUN 11, 2026

37 Pilgrim Drive
Windsor, CT 06095

  • 4 Beds
  • 2 Baths
  • 1,886 sqft (on 0.80 acres)

$335,000

Last Sold: Jun 11, 2026
2% over list $330K
$178/sqft
Est. Refi. Payment $2,363/mo*
Refinance Your Home

$335,000

Last Sold: Jun 11, 2026
2% over list $330K
$178/sqft
Est. Refi. Payment $2,363/mo*
Refinance Your Home
4 Beds
2 Baths
1,886 sqft
(on 0.80 acres)

Local Information

  • Map ViewExplore the area around 37 Pilgrim Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Tucked within one of the area's most beloved neighborhoods, this four bedroom, two full bath Cape presents a rare opportunity to create your dream home in a desirable setting. The family room features a charming wood-burning stove, creating a warm atmosphere perfect for relaxing evenings at home. The spacious living room offers beautiful hardwood flooring that brings warmth, character, and an inviting feel to the heart of the home. Adjacent to the living room, the inviting dining room boasts gleaming hardwood flooring, a slider to the patio, and offers a refined ambiance for intimate dining and holiday dinners. The kitchen provides an abundance of cabinetry, brand new flooring and a dine-in area. Two first level bedrooms, both with hardwood flooring, make possible the highly desirable opportunity for one-level living. Completing the main level, a full bathroom features tile flooring, creating a warm and comfortable space with both charm and functionality. On the second level are two additional bedrooms with rich hardwood flooring and a full bath. The patio and the level and spacious backyard are ideal for hosting summer barbecues, relaxation and outdoor recreation. There is great value in the newly refinished hardwood flooring throughout, thermal pane windows, 200 amp electrical service and newer garage doors and hot water heater. Come on...Let's take a look inside!
37 Pilgrim Drive, Windsor, CT 06095 is a 4 bedroom, 2 bathroom, 1,886 sqft single-family home built in 1959. It last sold for $335,000 on Jun 11, 2026 (2% above the $329,900 asking price). It is currently off market. The Trulia Estimate is $336,700, with a rent estimate of $3,291/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$178/sqft
Listed
39 days ago

Home Details for 37 Pilgrim Drive

Interior Features

Interior Details
Basement: Full,Unfinished,Storage Space,Interior EntryNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1886 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: 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: Tandem,Attached,Paved,Driveway,Garage Door Opener,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1886 Square Feet

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 777728

Price & Status

Price
List Price: $329,900Price Per Sqft: $178/sqft
Status Change & Dates
Off Market Date: Fri May 29 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Per Board of EdJr High / Middle School: Sage ParkHigh School: Windsor

Building

Building Area
Building Area: 1886 Square Feet

Community

Community Features: Park, Playground, Public Rec Facilities, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.80 acres

Energy

Energy Efficiency Features: Thermostat, Doors, Windows

Miscellaneous

BasementMls Number: 24159289Attic: Access Via HatchAttribution Contact: (860) 205-9316Above Grade Unfinished Area: 1886

Additional Information

ParkPlaygroundPublic Rec FacilitiesShopping/Mall
Last check for updates: about 20 hours ago
Listed by Sharon D. Rispoli, (860) 205-9316
Berkshire Hathaway NE Prop., (860) 688-7531
Bought with: Andrea Rodriguez, (860) 331-5156, Premier Properties of CT, (860) 756-0980
Source: Smart MLS, MLS#24159289

Price History for 37 Pilgrim Drive

DatePriceEventSource
06/11/2026$335,000Sold
Smart MLS #24159289
05/29/2026$329,900PendingSmart MLS #24159289
05/24/2026$329,900Listed For SaleSmart MLS #24159289

Market trends in Windsor

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
63
27MoM
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Property Tax and Assessment

Year2025
Tax$6,986
Assessment$245,560
Home facts updated by county records

Comparable Sales for 37 Pilgrim Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
15 Pilgrim Drive, Windsor, CT
0.10
Single-Family Home
$310,000
09/22/25
4
2
1,981
36 Pilgrim Drive, Windsor, CT
0.03
Single-Family Home
$410,000
05/28/26
4
2
1,526
14 Alden Road, Windsor, CT
0.22
Single-Family Home
$410,000
10/15/25
4
1.5
2,515
29 Ravine Road, Windsor, CT
0.34
Single-Family Home
$395,000
09/18/25
4
2.5
1,944
40 Alden Road, Windsor, CT
0.36
Single-Family Home
$340,000
02/20/26
4
3
2,110
108 Pilgrim Drive, Windsor, CT
0.28
Single-Family Home
$445,000
08/26/25
3
3
2,037
608 Kennedy Road, Windsor, CT
0.48
Single-Family Home
$426,000
03/31/26
4
2
1,399
61 Winthrop Road, Windsor, CT
0.46
Single-Family Home
$470,000
12/29/25
4
2.5
2,036

Nearby homes

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Assigned Schools

These are the assigned schools for 37 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

  • 87 % 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

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Sarah L.
    "Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
    0
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  • 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
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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
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  • 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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Homes for sale near 37 Pilgrim Drive

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Off Market Homes Near 37 Pilgrim Drive

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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.