185 Macktown Road, Windsor, CT 06095
OFF MARKET

$319,300

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,159 sqft (on 1.36 acres)

185 Macktown Road, Windsor, CT 06095

Est. Refi. Payment $2,363/mo*
Refinance Your Home
Currently Off Market - Sold May 29, 2025 for $301,000

Home Value

Trulia Estimate
$319K
Since last month
Decreased$4K (-1.3%)
Since last year
Increased$11K (+3.7%)
Since last sale
Increased$16K (+5.4%)
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 +72% in the last 10 years
MonthEstimated value
2026
September 2026$317K
August 2026$319K
July 2026$322K
June 2026$324K
May 2026$319K
April 2026$316K
March 2026$312K
February 2026$310K
January 2026$307K
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
211 Macktown Road, Windsor, CT
0.14
Single-Family Home
$300,000
04/01/26
4
2.5
1,194
120 Basswood Road, Windsor, CT
0.23
Single-Family Home
$260,000
05/26/26
4
2
2,441
65 Alden Road, Windsor, CT
0.22
Single-Family Home
$350,000
09/15/26
4
2.5
2,159
680 Kennedy Road, Windsor, CT
0.46
Single-Family Home
$412,000
01/23/26
4
2
1,848
100 Hayden Station Road, Windsor, CT
0.64
Single-Family Home
$301,000
12/23/25
3
1
1,440
40 Alden Road, Windsor, CT
0.37
Single-Family Home
$340,000
02/20/26
4
3
2,110
4 Winthrop Road, Windsor, CT
0.42
Single-Family Home
$400,000
07/13/26
3
2
1,791
621 Kennedy Road, Windsor, CT
0.55
Single-Family Home
$260,000
08/14/26
3
1.5
1,826
85 Winthrop Road, Windsor, CT
0.15
Single-Family Home
$480,000
06/15/26
4
2.5
2,224

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
22 Shamrock Circle, Windsor, CT 06095
0.05
$433,100
4
3.5
1,996
Off Market
28 Riverview Terrace, Windsor, CT 06095
0.10
$407,800
3
1.5
1,288
Off Market
85 Winthrop Road, Windsor, CT 06095
0.15
$480,000
4
2.5
2,224
Recently Sold
211 Macktown Road, Windsor, CT 06095
0.14
$300,000
4
2.5
1,194
Recently Sold
3000 Dover Court #3000, Windsor, CT 06095
0.17
$284,600
2
1.5
1,276
Off Market
3200 Dover Court, Windsor, CT 06095
0.17
$304,200
2
1.5
1,276
Off Market
2900 Dover Court #2900, Windsor, CT 06095
0.17
$291,600
2
1.5
1,276
Off Market
65 Alden Road, Windsor, CT 06095
0.22
$350,000
4
2.5
2,159
Recently Sold
3900 Cambridge Drive #3900, Windsor, CT 06095
0.20
$292,200
2
1.5
1,276
Off Market
4000 Cambridge Drive #4000, Windsor, CT 06095
0.20
$293,100
2
1.5
1,276
Off Market
65 Winthrop Road, Windsor, CT 06095
0.25
$430,000
4
2.5
1,984
Recently Sold

Local Information

  • Map ViewExplore the area around 185 Macktown Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1920
1.36 acre lot
1,159 sqft
$275/sqft
4 Car Garage

About this House

Windsor farmhouse, with oversized attached 2 car (4 tandem) garage on 1.36 acres. Updated and many wonderful upgrades with the opportunity to finish this home the way you want it! Front entry into the mudroom w/new tile & new oversized arched windows. The rest of the main level features a well scaled living room, eat in kitchen/dining room, primary bed w/half bath, and full bath. Extra large room/breezeway off of the kitchen with a new wood burning fireplace and vaulted ceilings can be imagined as a family room, office space, or home gym. Upstairs find the makings of an expanded second bedroom (opened up from the original 2 bed layout) and picture window waiting for the next owner's personal touch. For the car enthusiast; a 4 car tandem garage. Enjoy outdoor activities and entertaining on this flat, open, 1.36 acre lot. Set on the back of the property is potential for work shop, studio, etc, the structure exists but will need new floor/repairs. In addition to cosmetic updates, additional recent upgrades include: brand new hot water heater, all new windows throughout the entire house, AC and heat split system. 185 Macktown is convenient to major commuter routes, various shopping, restaurants, grocery stores, and great town parks.
185 Macktown Road, Windsor, CT 06095 is a 2 bedroom, 2 bathroom, 1,159 sqft single-family home built in 1920. It last sold for $301,000 on May 29, 2025 (9% above the $275,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $319,300, with a rent estimate of $2,328/month.
Last check for updates: about 3 hours ago
Listed by Margaret A. DeLuca, (860) 997-0299
William Pitt Sotheby's Int'l, (860) 777-1800
Bought with: Leah Schroeder, (860) 550-2368, KW Legacy Partners, (860) 313-0700
Source: Smart MLS, MLS#24090629

Home Details for 185 Macktown Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1159 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Oven/Range, Refrigerator, Water HeaterLaundry: Main Level,Mud RoomRefrigerator
Heating & Cooling
Heating: Baseboard,Hot Water,OilHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1159 Square Feet

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod,Farm House
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 777589

Price & Status

Price
List Price: $275,000
Status Change & Dates
Off Market Date: Wed Apr 30 2025Possession Timing: Negotiable/Asap

Active Status

MLS Status: Closed

Location

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

Agent Information

Buyer Agent
Buyer Company Name: Team Veranda at Keller Williams Legacy Partners

Building

Building Area
Building Area: 1159 Square Feet

Community

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

HOA

No HOA

Lot Information

Lot Area: 1.36 Acres

Miscellaneous

BasementMls Number: 24090629Attic: NoneAbove Grade Unfinished Area: 1159

Additional Information

LibraryPlaygroundPoolPublic Rec FacilitiesShopping/MallTennis Court(s)

Price and Tax history

DateEventPrice
May 29, 2025
Source: Smart MLS #24090629
Sold
$301,000
Apr 30, 2025
Source: Smart MLS #24090629
Pending
$275,000
Apr 28, 2025
Source: Smart MLS #24090629
Listed For Sale
$275,000
Nov 2, 2020
Source: Smart MLS #170336892
Sold
$173,000
Sep 17, 2020
Source: Agent Provided
Pending
$169,000

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
    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 "
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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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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 185 Macktown Road

  • What is 185 Macktown Road estimated to be worth?
    Trulia's estimated value for 185 Macktown Road in Windsor, CT is $319,300.
  • What is the price history for 185 Macktown Road?
    185 Macktown Road in Windsor, CT last sold for $301,000 in May 2025.
  • 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 185 Macktown Road have air conditioning?
    Yes, 185 Macktown Road in Windsor, CT has air conditioning.
  • Does 185 Macktown Road have a pool?
    Yes, 185 Macktown Road in Windsor, CT has a pool.

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Off Market Homes Near 185 Macktown Road

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