55 Pine Brook Court, Cheshire, CT 06410
SOLD
OCT 15, 2025

55 Pine Brook Court
Cheshire, CT 06410

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

$725,000

Last Sold: Oct 15, 2025
17% below list $875K
$198/sqft
Est. Refi. Payment $4,975/mo*
Refinance Your Home

$725,000

Last Sold: Oct 15, 2025
17% below list $875K
$198/sqft
Est. Refi. Payment $4,975/mo*
Refinance Your Home
3 Beds
3.5 Baths
3,663 sqft
(on 2.20 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 15, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$198/sqft
Listed
180+ days ago

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: $875,000Price Per Sqft: $198/sqft
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
Last check for updates: about 6 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

Price History for 55 Pine Brook Court

DatePriceEventSource
10/15/2025$725,000Sold
Smart MLS #24068445
09/15/2025$875,000PendingSmart MLS #24068445
06/07/2025$875,000PriceChange
Smart MLS #24068445
05/06/2025$899,900PriceChange
Smart MLS #24068445
04/24/2025$929,000PriceChange
Smart MLS #24068445
03/27/2025$959,000PriceChange
Smart MLS #24068445
03/12/2025$989,000Listed For SaleSmart MLS #24068445
02/02/2018$350,000Sold
Smart MLS #G10197966
01/09/2018$349,900PendingAgent Provided
12/29/2017$349,900PriceChange
Agent Provided
12/19/2017$374,900PriceChange
Agent Provided
11/22/2017$394,900PriceChange
Agent Provided
10/11/2017$404,900PriceChange
Agent Provided
09/27/2017$414,900PriceChange
Agent Provided
09/14/2017$424,900PriceChange
Agent Provided
08/16/2017$439,900PriceChange
Agent Provided
07/13/2017$464,900Listed For SaleAgent Provided
02/07/2016$479,900ListingRemovedAgent Provided
11/13/2015$479,900PriceChange
Agent Provided
10/01/2015$489,900PriceChange
Agent Provided
08/12/2015$499,900PriceChange
Agent Provided
08/08/2015$525,000Listed For SaleAgent Provided
02/09/1998$640,000Sold
N/A

Market trends in Cheshire

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
23MoM
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Property Tax and Assessment

Year2025
Tax$16,107
Assessment$541,590
Home facts updated by county records

Comparable Sales for 55 Pine Brook Court

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
430 Cook Hill Road, Cheshire, CT
0.75
Single-Family Home
$780,000
09/12/25
3
3.5
4,059
175 Old Lane Road, Hamden, CT
1.03
Single-Family Home
$615,000
06/04/25
4
3
4,087
35 Stonehenge Place, Cheshire, CT
0.93
Single-Family Home
$700,000
05/08/26
4
2.5
3,377
9 Autumn Leaves Road, Wallingford, CT
0.89
Single-Family Home
$720,000
09/09/25
4
4.5
3,005
64 Darley Drive, Hamden, CT
0.93
Single-Family Home
$379,900
02/17/26
3
2
1,975
1519 Tuttle Avenue, Wallingford, CT
0.66
Single-Family Home
$411,000
08/27/25
4
2.5
2,204

Nearby homes

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Assigned Schools

These are the assigned schools for 55 Pine Brook Court.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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  • 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
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Off Market Homes Near 55 Pine Brook Court

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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.

Homes for rent near 55 Pine Brook Court

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55 Pine Brook Court, Cheshire, CT 06410 is a 3 bedroom, 4 bathroom, 3,663 sqft single-family home built in 1985. This property is not currently available for sale. 55 Pine Brook Court was last sold on Oct 15, 2025 for $725,000 (17% lower than the asking price of $875,000). The current Trulia Estimate for 55 Pine Brook Court is $753,400.