239 Cheshire Road

Closed 6/13/22
Closed 6/13/22
Gallery Image 1
Last Sold Price
$300,000
3 beds1,824 sqft$164/sqft
239 Cheshire Rd, Prospect, CT 06712

Description

Country hideaway that's convenient to everything! There's nothing "cookie cutter" about this one of a kind, vintage cape/colonial on nearly 2 acres. The sunny entryway leads to a large, eat-in kitchen with hardwood floor, picture window and pendant lighting. Loads of cabinets, plenty of counter space and three lazy susans will make any cook happy. Large living room with hardwood floor features beautiful brick fireplace surrounded by built-in shelving and French doors that lead to huge deck. Main...Country hideaway that's convenient to everything! There's nothing "cookie cutter" about this one of a kind, vintage cape/colonial on nearly 2 acres. The sunny entryway leads to a large, eat-in kitchen with hardwood floor, picture window and pendant lighting. Loads of cabinets, plenty of counter space and three lazy susans will make any cook happy. Large living room with hardwood floor features beautiful brick fireplace surrounded by built-in shelving and French doors that lead to huge deck. Main floor also has a full bath, bedroom with two closets, and a den/home office. Staircase with vintage brass handrail leads to second floor sitting area with large walk-in closet. Primary bedroom has cathedral ceiling, huge picture window, recessed lighting, paddle fan and built-in air conditioning unit. French doors open to balcony that overlooks deck and lightly wooded acre. Large double closets face the upstairs bathroom with large soaking tub, separate shower, skylight, and tile floor. Charming third bedroom also has a good sized closet. Outside, you have a huge, bi-level deck that was made for entertaining, with a pergola for shade and built-in seating. The lightly wooded property features several vintage stone walls and a firepit. One car garage under house. Main level laundry.
LISTING CLOSED: 06/13/2022 12:00 AM

  1. Listed by Richard Pavlik • Pavlik Real Estate LLC
    P: (203) 758-4416 C: (203) 217-4149 rich@pavlikctre.com

Property Details for 239 Cheshire Road

Status
Closed
MLS #
170476464
Days on Market
10
Taxes
$4,494 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential
Year Built
1904
Lot Size
1.05 AC / 45,738 SF
County
New Haven County
Basement Description
Unfinished, Garage Access
Direct Waterfront
No
Garages Number
1
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Under House Garage
Swimming Pool
No

Recent comparable sales

Median sold price

$350,000

Avg days on market

27

Sale-to-list ratio

97.7%

[Prospect, CT]

9 comparable properties found

$350,000 | 109 Plank Road, Prospect, CT 06712
1

$350,000

Sold 01/30/25

3
Bedrooms
1,600
Square Feet
0.65
Acres

109 Plank Road, Prospect, CT 06712

$290,000 | 79 Summit Road, Prospect, CT 06712
2

$290,000

Sold 02/17/26

3
Bedrooms
1,685
Square Feet
1.26
Acres

79 Summit Road, Prospect, CT 06712

3

$310,000

Sold 02/28/25

3
Bedrooms
2.5
Bathrooms
1,784
Square Feet
1.66
Acres

249 Cheshire Road, Prospect, CT 06712

front view of a house and a yard
4

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Sold 10/06/24

3
Bedrooms
1,679
Square Feet
0.46
Acres

57 Tress Road, Prospect, CT 06712

5

$271,500

Sold 11/26/25

3
Bedrooms
1.5
Bathrooms
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Square Feet
0.38
Acres

12 Beach Drive, Prospect, CT 06712

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3
Bedrooms
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Bathrooms
1,471
Square Feet
1.36
Acres

54 Straitsville Road, Prospect, CT 06712

$530,000 | 10 Laurel Lane, Prospect, CT 06712
7

$530,000

Sold 07/14/26

3
Bedrooms
1,880
Square Feet
1.01
Acres

10 Laurel Lane, Prospect, CT 06712

$480,000 | 18 Blue Trail Drive, Prospect, CT 06712
8

$480,000

Sold 07/11/25

3
Bedrooms
1,943
Square Feet
0.93
Acres

18 Blue Trail Drive, Prospect, CT 06712

$359,000 | 8 Summit Road, Prospect, CT 06712
9

$359,000

Sold 11/13/25

3
Bedrooms
1,529
Square Feet
0.59
Acres

8 Summit Road, Prospect, CT 06712

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Location

Listing Courtesy of Pavlik Real Estate LLC, Richard Pavlik

Sold By RE/MAX Right Choice, Mark J Porriello

Add your commute

Building Information for 239 Cheshire Road

Stories-Year Built1904Building Size-Lot Size1.05 AC / 45,738 SF

Payment Calculator

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$1,899 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,525

Property Taxes

$375

HOA Dues

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Property Information for 239 Cheshire Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 68 is Cheshire Road
  • Elementary School: Prospect
  • High School: Woodland Regional
  • Latitude: 41.50951
  • Longitude: -72.944725
  • Middle Jr High School: Long River
  • Neighborhood Amenities: Golf Course, Playground/Tot Lot, Public Rec Facilities, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2021-June 2022
  • Property Tax: $4,494
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Deck, Stone Wall
  • Waterfront Description: Brook, Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Compactor, Washer, Electric Dryer
  • Attic Description: Storage Space
  • Cooling System: Wall Unit
  • Heat Type: Radiator
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Rooms Additional: Sitting Room
  • Room Count: 8
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Room 2
  • Room Entry Order: 2
  • Room Features: Balcony/Deck,Book Shelves,Fireplace,French Doors,Hardwood Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.0
Room 3
  • Room Entry Order: 3
  • Room Features: Book Shelves,Wall/Wall Carpet
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 8.0
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 7.0
Room 5
  • Listing Key: DD32959DEB824F8CE0531401100A11FB
  • Room Entry Order: 5
  • Room Features: Tile Floor,Tub w/Shower
  • Room Level: Main
  • Room Type: Full Bath
Room 6
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Bay/Bow Window,Cathedral Ceiling,Ceiling Fan,French Doors,Wall/Wall Carpet
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 15.0
Room 7
  • Room Entry Order: 7
  • Room Features: Full Bath,Skylight,Stall Shower,Tile Floor,Vaulted Ceiling
  • Room Level: Upper
  • Room Type: Full Bath
Room 8
  • Room Entry Order: 8
  • Room Features: L-Shaped,Wall/Wall Carpet
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Wood
  • Foundation Type: Masonry, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1904
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 1824
Lot Information
  • Lot Description: Open Lot, Lightly Wooded
  • Parcel Number: 1315744
  • Sq Ft Est Heated Above Grade: 1824.0
  • Sq Ft Total: 1824.0
  • Zoning: RA-1
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 239 Cheshire Road

DateEvent & SourcePriceAppreciation
Jun 10, 2022

Closed (Public Record)

Public Record #1492273420

$300,000

+45.9% / yr

Feb 8, 2017

Closed (Public Record)

Public Record #590495093

$40,000

-90.0% / yr

Apr 26, 2016

Closed (Public Record)

Public Record #572368550

$245,000—
DateEvent & SourcePrice
06/10/2022

Closed (Public Record)

Public Record #1492273420

$300,000

+45.9% / yr

02/08/2017

Closed (Public Record)

Public Record #590495093

$40,000

-90.0% / yr

04/26/2016

Closed (Public Record)

Public Record #572368550

$245,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 239 Cheshire Road

Taxable ValueLand$75,040Additions$114,590Total$189,630
Tax Record2025$4,849 ($404 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,824 SqFtAbove Grade Finished SqFt1,824 SqFtUnfinished Basement SqFt888 SqFtStories2Lot Size84,942 SqFtStyleSingle Family ResidenceYear Built1904Year Renovated1972ZoningRA-1CountyNAUGATUCK VALLEYAPNPROS M:118 B:33 L:239

Schools near 239 Cheshire Road

This home is within Regional School District 16.
Rating
School
Type
Grades
Distance
Prospect Elementary School
Public - PK to 5
Long River Middle School
Public - 6 to 8
Woodland Regional High School
Public - 9 to 12
Rating
School
Distance
Prospect Elementary School
PublicPK to 5

Long River Middle School
Public6 to 8

Woodland Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 239 Cheshire Road, Prospect, CT 06712
$300,000
3
1,824
45,738
241 Cheshire Road, Prospect, CT 06712
$275,000
3
1,952
45,738
13 Plank Road, Prospect, CT 06712
$187,000
3
2.5
2,144
97,574
14 Rolling Ridge Court, Prospect, CT 06712
$234,000
3
3
1,792
92,347
10 Rolling Ridge Court, Prospect, CT 06712
–
4
2.5
2,412
43,996
249 Cheshire Road, Prospect, CT 06712
$310,000
3
2.5
1,784
72,310

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Listing Courtesy of Pavlik Real Estate LLC, Richard Pavlik

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.