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$382,000
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Property Description
Charming Oversized Cape in Idyllic New England Setting! Discover the potential of this well-built, expansive Cape Cod home nestled in a picturesque, quintessential New England neighborhood on a non-through street. This super charming residence offers generously sized rooms throughout, perfect for comfortable living and entertaining. The main level features a spacious living room with a cozy fireplace, a formal dining room with a fireplace, and a kitchen -ideal for creating warm, inviting spaces. Two well-proportioned bedrooms and a mid-century modern bathroom complete the main floor. Upstairs, you'll find two additional large bedrooms and another mid-century modern bathroom, offering ample private space. The finished basement, with its own fireplace and convenient walk-out access to the private yard, presents endless possibilities for recreation, a home office, or guest quarters. Outside, enjoy the tranquility of a large, private yard, perfect for outdoor activities. A newer roof provides peace of mind, and a two-car garage offers ample parking and storage. This home needs a little TLC, specifically addressing plumbing freeze damage to the baseboards, but the effort will be well worth it to restore this gem to its full glory. Don't miss this opportunity to own a piece of Cheshire charm! Septic may need to be replaced per previous buyer.
Full Property Details
Full Property Details for 68 Woodland Dr
General
- Sold For: $382,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24099279
- Added to Site: 267 day(s) ago
Interior
- Number of Rooms: 8
- Fireplace: Yes
- Number of Fireplaces: 3
- Appliances: None
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Dining Room: Dining Room, Main
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: New Haven
- Driving Directions: Located on Woodland Dr in Cheshire
School Information
- Elementary School: Per Board of Ed
- High School: Cheshire
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 2,227
- Above Ground: 2,227 Sq. Ft.
- Year Built: 1954
Lot Features
- Lot Size (Acres): 0.4
- Zoning: R-20
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $294,700
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Bank-owned: Yes
- Property ID: 1081620
Listed by New England Realty Assoc LLC, Michael Delgreco
Sold by Reddy Realty, LLC, Anubha Agarwal
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Schools
Schools serving 68 Woodland Dr
School District:Cheshire School District
| Name | Grades | Distance |
|---|---|---|
Chapman School 38 Country Club Road, Cheshire, CT 06410 | 1-6 | 0.2 mi |
Dodd Middle School 100 Park Place, Cheshire, CT 06410 | 7-8 | 0.8 mi |
Cheshire High School 525 South Main Street, Cheshire, CT 06410 | 9-12 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 68 Woodland Dr
Date
Details
Price
Change
Source
9/08/2025
Sold
$382,000
-12.18%
MLS
5/29/2025
Listed
$435,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
68 Woodland Drive, Cheshire, CT 06410 (MLS# 24099279) is a Single Family property that was sold at $382,000 on September 08, 2025. Want to learn more about 68 Woodland Drive? Do you have questions about finding other Single Family real estate for sale in Cheshire? You can browse all Cheshire real estate or contact a Coldwell Banker agent to request more information.

