16 Pilgrim Drive, Windsor, CT 06095
OFF MARKET

16 Pilgrim Drive
Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 1,612 sqft (on 0.76 acres)

$415,800

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,952/mo*
Refinance Your Home

$415,800

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,952/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,612 sqft
(on 0.76 acres)

Home Value

Trulia Estimate
$416K
Since last month
Decreased$3K (-0.8%)
Since last year
Increased$95K (+29.6%)
Since last sale
Increased$114K (+38.1%)
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 +99% in the last 10 years
MonthEstimated value
2026
August 2026$414K
July 2026$417K
June 2026$412K
May 2026$389K
April 2026$348K
March 2026$324K
February 2026$323K
January 2026$318K
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
15 Pilgrim Drive, Windsor, CT
0.04
Single-Family Home
$310,000
09/22/25
4
2
1,981
37 Pilgrim Drive, Windsor, CT
0.09
Single-Family Home
$335,000
06/11/26
4
2
1,886
36 Pilgrim Drive, Windsor, CT
0.08
Single-Family Home
$410,000
05/28/26
4
2
1,526
108 Pilgrim Drive, Windsor, CT
0.38
Single-Family Home
$445,000
08/26/25
3
3
2,037
501 Kennedy Road, Windsor, CT
0.38
Single-Family Home
$486,000
12/12/25
3
2.5
1,644
29 Ravine Road, Windsor, CT
0.34
Single-Family Home
$395,000
09/18/25
4
2.5
1,944
14 Alden Road, Windsor, CT
0.31
Single-Family Home
$410,000
10/15/25
4
1.5
2,515
15 Kennedy Road, Windsor, CT
0.52
Single-Family Home
$430,000
07/10/26
3
2.5
1,764
86 Carriage Way, Windsor, CT
0.22
Single-Family Home
$550,000
07/22/26
4
2.5
2,926

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
51 Yorkshire Lane, Windsor, CT 06095
0.08
$433,600
3
2.5
1,600
Off Market
15 Pilgrim Drive, Windsor, CT 06095
0.04
$327,400
4
2
1,981
Off Market
275 Kennedy Road, Windsor, CT 06095
0.14
$449,400
3
1.5
1,983
Off Market
12 Canterbury Lane, Windsor, CT 06095
0.13
$440,400
3
2
1,536
Off Market
36 Pilgrim Drive, Windsor, CT 06095
0.08
$410,000
4
2
1,526
Recently Sold
37 Pilgrim Drive, Windsor, CT 06095
0.09
$335,000
4
2
1,886
Recently Sold
636 Locksmith #636, Windsor, CT 06095
0.20
$373,000
2
2
1,608
Off Market
38 Glenwood Drive, Windsor, CT 06095
0.18
$471,200
4
2.5
1,864
Off Market
98 Glenwood Drive, Windsor, CT 06095
0.20
$394,600
3
1.5
1,868
Off Market
86 Carriage Way, Windsor, CT 06095
0.22
$550,000
4
2.5
2,926
Recently Sold
8 Drummer Drive, Windsor, CT 06095
0.24
$527,300
4
2.5
2,362
Off Market

Local Information

  • Map ViewExplore the area around 16 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
1959
Lot Size
0.76 acres
Living Area
1,612 sqft
Price/Sqft
$258
Parking
1 Car Garage

About this House

Welcome to this wonderful opportunity to personalize your new three bedroom, two and a half bath home nestled in a lovely and peaceful neighborhood. This property, while in need of some love, offers a fantastic foundation for those looking to create their dream home. With a bit of vision and effort, this home will shine. This charming property features a spacious layout with plenty of natural light, providing a warm and inviting atmosphere. The living areas are generously sized, offering ample room for gatherings and everyday living. The kitchen overlooks the incredible, level backyard adorned with mature landscaping and perennial gardens. The three bedrooms are comfortably sized and the primary bath offers a designated full bath. This is a fantastic chance for those willing to invest in some renovations to customize a home to their liking, while enjoying the benefits of a prime location. Whether you're an experienced contractor, or a first-time buyer ready to make your mark, this property offers a wonderful opportunity to create a home that truly reflects your style. Tremendous value is found in the hardwood flooring throughout the home. Minutes away, you will find the Farmington River where you can enjoy kayaking and boating, fabulous walking trails, great restaurants, supermarkets, banking, a phenomenal coffee shop, and the Windsor Town Green where you will enjoy summer concerts and festivities throughout the year. Come on...Let's take a look inside!
16 Pilgrim Drive, Windsor, CT 06095 is a 3 bedroom, 3 bathroom, 1,612 sqft single-family home built in 1959. It last sold for $300,000 on Oct 9, 2024 (20% above the $249,900 asking price). It is currently off market. The Trulia Estimate is $415,800, with a rent estimate of $2,992/month.
Last check for updates: about 6 hours ago
Listed by Sharon D. Rispoli, (860) 205-9316
Berkshire Hathaway NE Prop., (860) 688-7531
Bought with: Diane Q Q McHugh, (860) 680-8204, Berkshire Hathaway NE Prop., (860) 633-3674
Source: Smart MLS, MLS#24011644

Home Details for 16 Pilgrim Drive

Interior Features

Interior Details
Basement: Full,Unfinished,Interior EntryNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1612 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Lower LevelRefrigerator
Heating & Cooling
Heating: Baseboard,Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Storm Window(s)Door: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s)Exterior: Rain GuttersFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved,Driveway,Garage Door Opener,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1612 Square Feet

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 777707

Price & Status

Price
List Price: $249,900
Status Change & Dates
Off Market Date: Fri Sep 06 2024Possession 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

Agent Information

Buyer Agent
Buyer Company Name: The McHugh Turker Team at Berkshire Hathaway Homeservices New England Properties

Building

Building Area
Building Area: 1612 Square Feet

Community

Community Features: Library, Park, Playground, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.76 acres

Energy

Energy Efficiency Features: Doors, Windows

Miscellaneous

BasementMls Number: 24011644Attic: Storage, Pull Down StairsAbove Grade Unfinished Area: 1612

Additional Information

LibraryParkPlaygroundPublic Rec FacilitiesShopping/MallTennis Court(s)

Price and Tax history

DateEventPrice
Oct 9, 2024
Source: Smart MLS #24011644
Sold
$300,000
Sep 6, 2024
Source: Smart MLS #24011644
Pending
$249,900
Sep 1, 2024
Source: Smart MLS #24011644
Listed For Sale
$249,900

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 "
    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
    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 16 Pilgrim Drive

  • What is 16 Pilgrim Drive estimated to be worth?
    Trulia's estimated value for 16 Pilgrim Drive in Windsor, CT is $415,800.
  • What is the price history for 16 Pilgrim Drive?
    16 Pilgrim Drive in Windsor, CT last sold for $300,000 in October 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 16 Pilgrim Drive have laundry facilities?
    Yes, 16 Pilgrim Drive in Windsor, CT has laundry facilities.
  • How big is the lot at 16 Pilgrim Drive?
    The lot at 16 Pilgrim Drive in Windsor, CT is about 0.76 acres (33,106 sq ft).

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Off Market Homes Near 16 Pilgrim Drive

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