99 Longview Dr, Windsor, CT 06095
Property image
Property image
OFF MARKET

99 Longview Dr
Windsor, CT 06095

  • 4 Beds
  • 3.5 Baths
  • 1,782 sqft (on 0.46 acres)

$464,100

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,281/mo*
Refinance Your Home

$464,100

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,281/mo*
Refinance Your Home
4 Beds
3.5 Baths
1,782 sqft
(on 0.46 acres)

Home Value

Trulia Estimate
$464K
Since last month
Increased$700 (+0.2%)
Since last year
Increased$6K (+1.4%)
Since last sale
Increased$220K (+89.6%)
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 +116% in the last 10 years
MonthEstimated value
2026
August 2026$465K
July 2026$464K
June 2026$474K
May 2026$473K
April 2026$459K
March 2026$453K
February 2026$432K
January 2026$431K
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
70 Regency Drive, Windsor, CT
0.13
Single-Family Home
$385,000
09/30/25
4
3.5
2,281
73 Regency Dr, Windsor, CT
0.09
Single-Family Home
$150,000
09/30/25
4
3
2,400
19 Cardston Circle, Windsor, CT
0.23
Single-Family Home
$370,000
09/22/25
5
3
2,406
139 Windbrook Drive, Windsor, CT
0.25
Single-Family Home
$289,900
12/10/25
4
2.5
2,200
23 Washington Road, Windsor, CT
0.17
Single-Family Home
$355,000
10/07/25
3
1.5
1,319
160 Windbrook Drive, Windsor, CT
0.30
Single-Family Home
$371,000
05/29/26
3
3.5
2,474
76 Lincoln Way, Windsor, CT
0.48
Single-Family Home
$425,000
03/27/26
4
2.5
2,048
56 Windbrook Drive, Windsor, CT
0.35
Single-Family Home
$515,000
06/26/26
4
3.5
3,118
25 Patriot Road, Windsor, CT
0.53
Single-Family Home
$372,000
11/24/25
4
2
1,790
88 Lincoln Way, Windsor, CT
0.47
Single-Family Home
$380,000
11/25/25
3
2.5
1,960

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
31 Long View Drive, Simsbury, CT 06070
0.09
$664,500
4
2.5
2,864
Off Market
82 Regency Drive, Windsor, CT 06095
0.10
$395,100
3
2.5
1,946
Off Market
70 Regency Drive, Windsor, CT 06095
0.13
$406,200
4
3.5
2,281
Off Market
19 Regency Drive, Windsor, CT 06095
0.18
$369,800
3
2
1,710
Off Market
23 Washington Road, Windsor, CT 06095
0.17
$374,200
3
1.5
1,319
Off Market
22 Washington Road, Windsor, CT 06095
0.19
$420,600
3
1.5
1,551
Off Market
15 Willowcrest Drive, Windsor, CT 06095
0.19
$366,700
3
2
1,268
Off Market
26 Regency Drive, Windsor, CT 06095
0.22
$532,000
3
3
1,816
Off Market
16 Cardston Circle, Windsor, CT 06095
0.23
$454,500
4
3
2,572
Off Market
298 Kings Landing #298, Windsor, CT 06095
0.21
$409,000
4
3
2,061
Recently Sold
635 Matianuck Avenue, Windsor, CT 06095
0.23
$219,500
2
1
634
Off Market
19 Cardston Circle, Windsor, CT 06095
0.23
$390,800
5
3
2,406
Off Market

Local Information

  • Map ViewExplore the area around 99 Longview Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Lot Size
0.46 acres
Living Area
1,782 sqft
Price/Sqft
$260

About this House

Totally remodeled and renovated single family home. Located in great neighborhood in Windsor CT!! Close to shopping and highways. Huge backyard. Beautiful neighborhood. 4 bedrooms. 3 Full baths. 1 half bath. 2 car garage. New Kitchen- White Cabinets, Granite Countertops, Stainless Steel appliances New Bathrooms!! New Roof!! Newly painted exterior!! New Windows!! New Boiler!! New Hot Water Tank!! Refinished Hardwood Floors!! Finished basement!! With Full laundry room. This house is ready to be called home. Just move right in.
99 Longview Dr, Windsor, CT 06095 is a 4 bedroom, 4 bathroom, 1,782 sqft single-family home built in 1971. It last sold for $245,150 on Aug 9, 2018. It is currently off market. The Trulia Estimate is $464,100, with a rent estimate of $3,220/month.

Home Details for 99 Longview Dr

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.46 acres

Price and Tax history

DateEventPrice
Jun 4, 2025
Source: N/A
ListingRemoved
Aug 9, 2018
Source: Smart MLS #170093560
Sold
$245,150
May 26, 2018
Source: N/A
Listed For Sale
$255,000
Mar 19, 2018
Source: N/A
Sold
$150,675
Jan 18, 2018
Source: Agent Provided
Listed For Sale
$0

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
    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

Frequently asked questions about 99 Longview Dr

  • What is 99 Longview Dr estimated to be worth?
    Trulia's estimated value for 99 Longview Dr in Windsor, CT is $464,100.
  • What is the price history for 99 Longview Dr?
    99 Longview Dr in Windsor, CT last sold for $245,150 in August 2018.
  • 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.
  • How big is the lot at 99 Longview Dr?
    The lot at 99 Longview Dr in Windsor, CT is about 0.46 acres (20,037 sq ft).

Explore by feature - Pet Friendly

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