101 Carriage Way, Windsor, CT 06095
Property image
Property image
OFF MARKET

$577,400

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,467 sqft (on 1 acre)

101 Carriage Way, Windsor, CT 06095

Est. Refi. Payment $4,319/mo*
Refinance Your Home
Currently Off Market - Sold Feb 5, 2020 for $345,000

Home Value

Trulia Estimate
$577K
Since last month
Decreased$3K (-0.5%)
Since last year
Increased$22K (+3.9%)
Since last sale
Increased$227K (+65.7%)
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 +61% in the last 10 years
MonthEstimated value
2026
September 2026$572K
August 2026$575K
July 2026$574K
June 2026$579K
May 2026$583K
April 2026$571K
March 2026$564K
February 2026$543K
January 2026$542K
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
14 Alden Road, Windsor, CT
0.07
Single-Family Home
$410,000
10/15/25
4
1.5
2,515
86 Carriage Way, Windsor, CT
0.10
Single-Family Home
$550,000
07/22/26
4
2.5
2,926
37 Pilgrim Drive, Windsor, CT
0.20
Single-Family Home
$335,000
06/11/26
4
2
1,886
40 Alden Road, Windsor, CT
0.18
Single-Family Home
$340,000
02/20/26
4
3
2,110
145 Carriage Way, Windsor, CT
0.18
Single-Family Home
$625,000
11/14/25
4
2.5
2,236
36 Pilgrim Drive, Windsor, CT
0.20
Single-Family Home
$410,000
05/28/26
4
2
1,526
65 Alden Road, Windsor, CT
0.33
Single-Family Home
$350,000
09/15/26
4
2.5
2,159
65 Winthrop Road, Windsor, CT
0.34
Single-Family Home
$430,000
06/17/26
4
2.5
1,984
31 Winthrop Road, Windsor, CT
0.22
Single-Family Home
$530,000
09/08/26
4
3.5
2,170
61 Winthrop Road, Windsor, CT
0.32
Single-Family Home
$470,000
12/29/25
4
2.5
2,036

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
107 Carriage Way, Windsor, CT 06095
0.02
$488,900
4
3
2,328
Off Market
12 Drummer Dr, Windsor, CT 06095
0.03
$473,900
4
3
2,498
Off Market
8 Drummer Drive, Windsor, CT 06095
0.04
$527,800
4
2.5
2,362
Off Market
8 Alden Rd, Windsor, CT 06095
0.05
-
4
3
2,280
Off Market
104 Carriage Way, Windsor, CT 06095
0.05
$518,800
4
3
2,152
Off Market
115 Carriage Way, Windsor, CT 06095
0.05
$574,000
5
3
2,918
Off Market
4 Alden Rd, Windsor, CT 06095
0.05
$421,100
4
2.5
1,834
Off Market
110 Carriage Way, Windsor, CT 06095
0.06
$511,800
4
3
2,056
Off Market
68 Pilgrim Dr, Windsor, CT 06095
0.06
$368,300
4
2
1,962
Off Market
64 Pilgrim Dr, Windsor, CT 06095
0.06
$361,800
3
1
1,326
Off Market
98 Carriage Way, Windsor, CT 06095
0.06
$451,900
3
2
1,568
Off Market
14 Alden Road, Windsor, CT 06095
0.07
$426,200
4
1.5
2,515
Off Market
121 Carriage Way, Windsor, CT 06095
0.07
$490,500
4
3
2,240
Off Market
94 Carriage Way, Windsor, CT 06095
0.08
$504,700
4
3
2,102
Off Market
89 Carriage Way, Windsor, CT 06095
0.08
$466,900
4
3
2,152
Off Market
5 Drummer Dr, Windsor, CT 06095
0.08
$477,100
3
3
2,175
Off Market
18 Alden Road, Windsor, CT 06095
0.08
$419,200
4
2
2,060
Off Market
9 Squire Rd, Windsor, CT 06095
0.09
$513,400
4
2.5
2,152
Off Market
24 Alden Rd, Windsor, CT 06095
0.09
$353,900
3
2
1,851
Off Market
58 Pilgrim Dr, Windsor, CT 06095
0.09
$402,500
3
3
2,028
Off Market

Local Information

  • Map ViewExplore the area around 101 Carriage Way.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2001
1 acre lot
2,467 sqft
$234/sqft
Garage

About this House

Enjoy the tranquil setting that this stunning four bedroom Colonial home has to offer Imagine coming home every day to post card curb appeal and relaxing in your private back yard where you are surrounded by lush landscaping and beautiful gardens. Welcome your guests on the covered front porch where you can sit and relax and enjoy the beauty of the neighborhood. Step inside and you will immediately notice the impressive foyer and detailed staircase. The kitchen boasts an abundance of white cabinetry, an island/breakfast bar, hardwood floors, a dining area, a dedicated walk in pantry with additional cabinets and countertop space and a slider leading out to a 14' x 26' ft. patio. Flowing off the kitchen is a sprawling great room with a gas log fireplace. This versatile open floor plan is perfect for those who love to entertain. Host your holiday parties in the formal dining room featuring wainscoting, a tray ceiling and hardwood flooring. At the end of the day, retreat to the master bedroom suite which offers a tray ceiling, recessed lighting and an incredible walk in closet. Treat yourself to the luxury of a whirlpool tub and double sinks in the 10' x 13' en suite master bath. The second level floor plan is completed with three additional spacious bedrooms and a second full bath. Desirable features include a second front entrance with a mudroom, first floor laundry, natural gas heat and hot water, central air, maintenance free vinyl siding and an oversized two car garage.
101 Carriage Way, Windsor, CT 06095 is a 4 bedroom, 3 bathroom, 2,467 sqft single-family home built in 2001. It last sold for $345,000 on Feb 5, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $577,400, with a rent estimate of $3,365/month.

Home Details for 101 Carriage Way

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 8
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2001Year Updated: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Feb 5, 2020
Source: Smart MLS #170251208
Sold
$345,000
Dec 13, 2019
Source: Agent Provided
Listed For Sale
$334,900
Jul 21, 2010
Source: Agent Provided
ListingRemoved
$367,500
Jun 17, 2010
Source: Agent Provided
Listed For Sale
$367,500
May 28, 2010
Source: Smart MLS #G552293
Sold
$360,000

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
11MoM

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
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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
    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. "
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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
    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

Frequently asked questions about 101 Carriage Way

  • What is 101 Carriage Way estimated to be worth?
    Trulia's estimated value for 101 Carriage Way in Windsor, CT is $577,400.
  • What is the price history for 101 Carriage Way?
    101 Carriage Way in Windsor, CT last sold for $345,000 in February 2020.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, CT.
  • Does 101 Carriage Way have air conditioning?
    Yes, 101 Carriage Way in Windsor, CT has air conditioning.
  • Does 101 Carriage Way have laundry facilities?
    Yes, 101 Carriage Way in Windsor, CT has in-unit laundry.

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Off Market Homes Near 101 Carriage Way

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