55 Pine Brook Court, Cheshire, CT 06410
OFF MARKET

$768,800

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 3,663 sqft (on 2.20 acres)

55 Pine Brook Court, Cheshire, CT 06410

Est. Refi. Payment $5,507/mo*
Refinance Your Home
Currently Off Market - Sold Oct 15, 2025 for $725,000

Home Value

Trulia Estimate
$769K
Since last month
Increased$8K (+1.1%)
Since last year
Increased$42K (+5.8%)
Since last sale
Increased$44K (+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 +36% in the last 10 years
MonthEstimated value
2026
August 2026$769K
August 2026$768K
July 2026$760K
June 2026$763K
May 2026$753K
April 2026$749K
March 2026$754K
February 2026$754K
January 2026$754K
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
745 Cook Hill Road, Cheshire, CT
0.26
Single-Family Home
$865,000
10/29/25
4
4.5
4,654
781 Cook Hill Road, Cheshire, CT
0.37
Single-Family Home
$550,000
01/13/26
3
2.5
2,593
1500 Rhey Avenue, Wallingford, CT
0.60
Single-Family Home
$740,000
08/13/26
3
2.5
2,645
1609 Sturbridge Court, Cheshire, CT
0.95
Single-Family Home
$762,000
06/18/26
4
2.5
3,144
35 Stonehenge Place, Cheshire, CT
0.93
Single-Family Home
$700,000
05/08/26
4
2.5
3,377
64 Darley Drive, Hamden, CT
0.93
Single-Family Home
$379,900
02/17/26
3
2
1,975
48 Deer Run Road, Wallingford, CT
0.65
Single-Family Home
$525,000
10/10/25
4
2
2,726
5 Pondside Place, Cheshire, CT
1.01
Single-Family Home
$717,500
07/02/26
5
2.5
2,310

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
745 Cook Hill Road, Cheshire, CT 06410
0.26
$897,900
4
4.5
4,654
Off Market
781 Cook Hill Road, Cheshire, CT 06410
0.37
$550,000
3
2.5
2,593
Recently Sold
108 Old Farms Road, Cheshire, CT 06410
0.37
$676,700
4
2.5
3,168
Off Market
49 Old Lane Road, Wallingford, CT 06492
0.56
$483,700
6
3
2,320
Off Market
289 Cook Hill Road, Wallingford, CT 06492
0.56
$717,600
5
3
3,267
Off Market
48 Alison Drive, Cheshire, CT 06410
0.56
$374,300
3
2.5
1,354
Off Market
287 Cook Hill Road, Wallingford, CT 06492
0.58
$480,400
3
1
1,592
Off Market
59 Deer Run Road, Wallingford, CT 06492
0.60
$514,600
3
2
2,317
Off Market
45 Deer Run Road, Wallingford, CT 06492
0.62
$450,300
3
1
1,608
Off Market
1500 Rhey Avenue, Wallingford, CT 06492
0.60
$740,000
3
2.5
2,645
Recently Sold
48 Deer Run Road, Wallingford, CT 06492
0.65
$545,600
4
2
2,726
Off Market

Local Information

  • Map ViewExplore the area around 55 Pine Brook Court.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1985
2.2 acre lot
3,663 sqft
$210/sqft
2 Car Garage

About this House

You will love this address in the south end of Cheshire. Located at the end of sought after cul de sac this Tudor revival home boasts 4 bedrooms and 3.5 bathrooms. Custom kitchen offers modern finishes with stainless steel appliances and island. The Den is warm and inviting with its stone fireplace as the centerpiece. Impressive Great room/ formal dining room combo with cathedral ceilings and abundant natural light. French doors lead to the Sunroom which overlooks the inground pool and patio. 2nd floor bedrooms all have dedicated full baths. Primary bedroom has 2 closets including a walk-in and large full bath with whirlpool tub. Finished lower level playroom. Level 2 acre lot with much privacy. Electric fence, security system. Conveniently located to highways, parks, shops. Award-winning school system.
55 Pine Brook Court, Cheshire, CT 06410 is a 3 bedroom, 4 bathroom, 3,663 sqft single-family home built in 1985. It last sold for $725,000 on Oct 15, 2025 (17% below the $875,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $768,800, with a rent estimate of $6,121/month.
Last check for updates: about 18 hours ago
Listed by Brian Botti, (203) 735-9368
Botti Realty, (203) 735-9368
Bought with: Brian Botti, (203) 735-9368, Botti Realty, (203) 735-9368
Source: Smart MLS, MLS#24068445

Home Details for 55 Pine Brook Court

Interior Features

Interior Details
Basement: Full,Heated,Storage Space,Interior Entry,Partially Finished,Liveable SpaceNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3663 Square Feet
Appliances & Utilities
Appliances: Electric Range, Refrigerator, Dishwasher, Disposal, Electric Water HeaterDishwasherDisposalRefrigerator
Heating & Cooling
Heating: Baseboard,Forced Air,Electric,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3663 Square Feet

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: StuccoNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2342016

Price & Status

Price
List Price: $875,000
Status Change & Dates
Off Market Date: Mon Sep 15 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Cheshire
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 3663 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.2 Acres

Miscellaneous

BasementMls Number: 24068445Above Grade Unfinished Area: 3663

Price and Tax history

DateEventPrice
Oct 15, 2025
Source: Smart MLS #24068445
Sold
$725,000
Sep 15, 2025
Source: Smart MLS #24068445
Pending
$875,000
Jun 7, 2025
Source: Smart MLS #24068445
PriceChange
$875,000
Price decreased by 3%
May 6, 2025
Source: Smart MLS #24068445
PriceChange
$899,900
Price decreased by 3%
Apr 24, 2025
Source: Smart MLS #24068445
PriceChange
$929,000
Price decreased by 3%

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

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 55 Pine Brook Court

  • What is 55 Pine Brook Court estimated to be worth?
    Trulia's estimated value for 55 Pine Brook Court in Cheshire, CT is $768,800.
  • What is the price history for 55 Pine Brook Court?
    55 Pine Brook Court in Cheshire, CT last sold for $725,000 in October 2025.
  • 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.
  • Does 55 Pine Brook Court have air conditioning?
    Yes, 55 Pine Brook Court in Cheshire, CT has air conditioning.
  • Does 55 Pine Brook Court have a pool?
    Yes, 55 Pine Brook Court in Cheshire, CT has a pool.

Explore by feature - Pet Friendly

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