25 Harold Rd, Cheshire, CT 06410
Property image
Property image
OFF MARKET

$436,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,076 sqft (on 0.48 acres)

25 Harold Rd, Cheshire, CT 06410

Est. Refi. Payment $3,187/mo*
Refinance Your Home
Currently Off Market - Sold Aug 14, 2009 for $262,000

Home Value

Trulia Estimate
$437K
Since last month
Decreased$8K (-1.8%)
Since last year
Increased$3K (+0.6%)
Since last sale
Increased$175K (+66.8%)
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 +95% in the last 10 years
MonthEstimated value
2026
September 2026$437K
August 2026$444K
July 2026$445K
June 2026$456K
May 2026$451K
April 2026$443K
March 2026$431K
February 2026$424K
January 2026$415K
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
44 Roslyn Drive, Cheshire, CT
0.16
Single-Family Home
$450,000
07/27/26
3
2
1,412
39 Green Hill Lane, Cheshire, CT
0.09
Single-Family Home
$484,000
09/15/26
3
1.5
1,656
7 Bayberry Road, Cheshire, CT
0.22
Single-Family Home
$462,000
05/12/26
3
1.5
1,341
143 Rockview Drive, Cheshire, CT
0.04
Single-Family Home
$430,000
09/29/25
3
1
1,416
1190 Avon Blvd, Cheshire, CT
0.28
Single-Family Home
$300,000
03/04/26
2
2
1,304
1244 Long Hill Road, Cheshire, CT
0.40
Single-Family Home
$457,000
05/15/26
3
1.5
1,356
185 Green Hill Lane, Cheshire, CT
0.33
Single-Family Home
$313,000
09/08/26
2
2
1,371
1364 Avon Boulevard, Cheshire, CT
0.39
Single-Family Home
$410,000
11/03/25
3
1.5
1,142
1325 Avon Boulevard, Cheshire, CT
0.33
Single-Family Home
$400,000
12/04/25
3
1
1,316
181 Crescent Circle, Cheshire, CT
0.16
Single-Family Home
$501,000
06/22/26
3
1
1,601

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
165 Rockview Drive, Cheshire, CT 06410
0.04
$459,100
3
1.5
1,334
Off Market
39 Green Hill Lane, Cheshire, CT 06410
0.09
$484,000
3
1.5
1,656
Recently Sold
143 Rockview Drive, Cheshire, CT 06410
0.04
$445,700
3
1
1,416
Off Market
120 Rockview Drive, Cheshire, CT 06410
0.09
$468,600
3
1.5
1,496
Off Market
21 Rockview Drive, Cheshire, CT 06410
0.14
$673,400
4
3.5
3,067
Off Market
32 Rockview Drive, Cheshire, CT 06410
0.13
$461,100
3
1
1,576
Off Market
110 Green Hill Lane, Cheshire, CT 06410
0.20
$429,900
5
2
1,584
For Sale
44 Roslyn Drive, Cheshire, CT 06410
0.16
$450,000
3
2
1,412
Recently Sold
181 Crescent Circle, Cheshire, CT 06410
0.16
$501,000
3
1
1,601
Recently Sold
5 Rockview Drive, Cheshire, CT 06410
0.20
$476,100
3
1.5
1,976
Off Market
7 Bayberry Road, Cheshire, CT 06410
0.22
$462,000
3
1.5
1,341
Recently Sold
1243 Avon Boulevard, Cheshire, CT 06410
0.25
$457,300
3
1
1,508
Off Market

Local Information

  • Map ViewExplore the area around 25 Harold Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1955
0.48 acre lot
1,076 sqft
$406/sqft
Garage

About this House

Desirable So, Cheshire Location. Updated home, hardwood througout., finished LL and Sun room. Beautiful yard. Newer siding, windows, kitchen, cair, and more! Addit 300 sq ft in LL. Move right in and enjoy
25 Harold Rd, Cheshire, CT 06410 is a 3 bedroom, 2 bathroom, 1,076 sqft single-family home built in 1955. It last sold for $262,000 on Aug 14, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $436,800, with a rent estimate of $2,873/month.

Home Details for 25 Harold Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1955Year Updated: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.48 acres

Price and Tax history

DateEventPrice
Aug 14, 2009
Source: Smart MLS #N291827
Sold
$262,000
Jun 25, 2009
Source: Agent Provided
Listed For Sale
$265,000
May 21, 2002
Source: Smart MLS #N188848
Sold
$194,900
Feb 27, 1998
Source: N/A
Sold
$144,000
Jan 20, 1989
Source: N/A
Sold
$149,000

Market trends in Cheshire

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$542K
$20.33KMoM
Sale-to-List Price
103.5%
1.0%MoM
Price per sq ft
$271
$5MoM
Available listings
57
1MoM

Around this home

What Locals Say about Cheshire

At least 102 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 94 % Say parking is easy

  • 85 % Say yards are well-kept

  • 85 % Say it's dog friendly

  • 84 % Say there's wildlife

  • 81 % Say there's holiday spirit

  • 77 % Say it's quiet

  • 73 % Say people would walk alone at night

  • 68 % Say they plan to stay for at least 5 years

  • 68 % Say kids play outside

  • 62 % Say neighbors are friendly

  • 58 % Say there are sidewalks

  • 58 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 37 % Say there are community events

  • 35 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Beautiful respectful peaceful people and neighborhood grate community. Clean and organized and has such a great atmosphere and very family orientated "
    0
    Flag
  • Joshua Wendell
    "It’s easy to get to the highway. Though in some parts of town it can take time to get through and make your way towards where you’re going. "
    0
    Flag
  • Reneechoquette
    "Great for trick of treating, close to the rail trail for biking, walking, running, or walking the dog! "
    1
    Flag
  • Ctbondlynx
    "Yes dog friendly. Dog parks are near by. And plentiful. Many dogs in the Cheshire neighborhoods. Dogs"
    0
    Flag
  • Reneechoquette
    "Safe, quiet, friendly, and lots of kids in this neighborhood (great for trick or treating!) Thr elementary school and rail trail (for waking and biking) are all in walking distance. "
    0
    Flag
  • Hollie.barclay
    "Amazing school district and great for kids growing up. We drive a vehicle for all our needs and only use a bike for rec purposes. We have walked on a few occasions but not often. "
    1
    Flag
  • Reneechoquette
    "My commute is into Hartford and there is public transportation into the city. The drive otherwise is about 45 min. "
    0
    Flag
  • Taylor D.
    "Lights of hope, relay for life, town sports and community outreach programs. Fairs and festivals in the fall with small business promotion"
    0
    Flag
  • Russell P.
    "about half an hour, I don't work in town. traffic can get pretty bad going south on the highway. back roads offer a good alternative, drivers I. the area tend to be slow though. "
    0
    Flag
  • Sheena N.
    "Cheshire is a nice quiet town. Not too much to do, not many restaurants or shopping centers, but close enough to everything where you don’t really mind. "
    0
    Flag
  • Janemarques08
    "That there are plenty of walking trails and sufficient sidewalks to safely walk your dog, whether it’s early morning or late at night. Totally safe neighborhood. "
    2
    Flag
  • Sheena N.
    "Close to 84 and 691. Not too far from Merritt or 91. Route 10 can be congested at times, but mostly everything is easy to get to"
    0
    Flag
  • Stephanie B. P.
    "Dogs are usually seen walking on leashes. Most are friendly and owners greet each other allowing them to engage. "
    1
    Flag
  • Mary
    "On my neighborhood street almost everyone has well behaved dogs. The neighbors clean up after their dogs. The street is perfect walking dogs- less traffic and extra wide roads. "
    0
    Flag
  • Janemarques08
    "I’ve lived her for two years. I know most of my neighbors. I feel good knowing that my children attend top “A”rated schools and that we live in a safe neighborhood. "
    5
    Flag
  • Nelson_sheena
    "The school system in Cheshire is great. They have tons of fun family activities. The community seems safe as well. Kids ride bikes on the trails and always people are walking their dogs. "
    1
    Flag
  • Nelson_sheena
    "Route 10 can be a little crowded during rush hour, but its not bad. The roads are clear and cleaned. "
    0
    Flag
  • Sjhickok01
    "great safe place, lots of kids, lots of great wildlife. most people walk their dogs 2-3 times a day...almost everyone is friendly. Beautiful area due to all of the different trees and plants. Beautiful holiday lights and halloween is always a favorite. lots of festivals during the spring/summer season."
    0
    Flag
  • janemarques08
    "We have movie night with popcorn near my neighborhood. Lots of group support and activities for the children. "
    1
    Flag
  • Jcasner
    "Safe great schools, best fire department and good police department. Great parks overall one of the best towns in CT. "
    1
    Flag
  • Alyss L.
    "Lots of families with kids and a closed loop street. I also grew up here (1985+) and the town has barely changed. Love that I can raise my kids here now."
    2
    Flag
  • Sara c.
    "My neighborhood is amazing! It is very quiet and and neighbors are friendly. We have easy access to all major highways."
    1
    Flag
  • Nelson_sheena
    "Dogs are always walking all around the neighborhood. Dog friendly for sure. I see more pits and retrievers than any other dog breed"
    1
    Flag
  • Dorothy R.
    "I am retired so I don't have a commute. Family member does and has described it as usually uneventful."
    0
    Flag
  • Emily M. G.
    "Great neighborhood in a great town, I feel safe. I’ve lived and grew up here for 23 years and I would live in cheshire as an adult"
    2
    Flag
  • Nelson_sheena
    "Quiet, farm land, lots to do. Good restaurants and lots to do with the kids. Lots of shops, banks, pretty scenery"
    0
    Flag
  • Emily M. G.
    "It’s a small, nice, and safe neighborhood. I’ve lived in the same house my whole life. It’s right next to mixville, I love walking around my neighborhood, everyone’s very nice."
    0
    Flag
  • Nelson_sheena
    "Cheshire is a quiet well kept town. The condos I live in are quiet and everyone is respectful. Lots of wildlife too"
    0
    Flag
  • adsinsight
    "Live near by, wish I lived here! Great place to raise a family and enjoy life's simple pleasures. Community is very close.. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 25 Harold Rd

  • What is 25 Harold Rd estimated to be worth?
    Trulia's estimated value for 25 Harold Rd in Cheshire, CT is $436,800.
  • What is the price history for 25 Harold Rd?
    25 Harold Rd in Cheshire, CT last sold for $262,000 in August 2009.
  • Is Cheshire a buyer's or seller's market?
    Cheshire is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Cheshire?
    The median sale price in Cheshire is $542K. That is up $20.33K from the prior month.
  • How big is the lot at 25 Harold Rd?
    The lot at 25 Harold Rd in Cheshire, CT is about 0.48 acres (20,909 sq ft).
  • Does 25 Harold Rd have a garage?
    Yes, 25 Harold Rd in Cheshire, CT has a garage.

Explore by feature - Pet Friendly

9 pet-friendly rentals in Cheshire, CT

Explore by feature - Garage

6 rentals with a garage in Cheshire, CT

Explore by feature - Air Conditioning

11 rentals with air conditioning in Cheshire, CT

Explore by feature - Washer/dryer

15 rentals with a washer/dryer in Cheshire, CT

Apartments for Rent

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Off Market Homes Near 25 Harold Rd

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