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$435,000

68 Woodland Dr Cheshire, CT 06410

4 beds
2 full
2,227 sqft
0.4 acres
$195 / sqft
House

Property details

About 68 Woodland Dr

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.

Highlights

Home typeOther
HeatingBaseboard
StatusActive
Size2,227 sqft
BasementYes
Lot size0.4 Acres
Year built1954
ParkingAttached Garage
MLS #24099279
Attached garage2 spaces

Summary

  • Full Bathrooms: 2
  • Appliances: None
  • Basement: Yes
  • Total Bedroom Count: 4
  • Garage Space: 2 spaces
  • Attached Garage: Yes
  • Private Pool: No
  • Parking: Attached Garage
  • Heating: Baseboard
  • Cooling: None
  • List Price: $435,000
  • Price/SqFt: $195
  • Annual Tax Amount: $8,092
  • Tax Year: 2024
  • Lot: Level
  • Directions: Located on Woodland Dr in Cheshire
  • Year Built: 1954
  • Living Area: 2,227 SqFt
  • Lot Size: 0.4 Acres
  • MLS Number: 24099279
  • Office Name: New England Realty Assoc LLC
  • Office Phone: (203) 774-4800
  • Office Email: NewErealty@gmail.com
  • Listing Agent: Michael Delgreco

IDXCopyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/21/2025, 12:45:31 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Nov 18, 1998
Home Sold
$230,000

Tax history

YearAssessmentProperty Tax
2024$294,700$8,092
2023$220,560$7,739
2022$220,560$7,570
2021$220,560$7,437
2020$220,560$7,327
2019$220,560$7,327

History based on county public records data.

Nearby schools

10

Highland School

Public District KG-6

0.6 mi

490 Highland Ave

9

Doolittle School

Public District 1-6

2.1 mi

735 Cornwall Ave

9

Norton School

Public District KG-6

3.0 mi

414 N Brooksvale Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $111,290. Residents of Cheshire, CT typically earn between $100k-200k each year. Typical family type is single, no kids. Residents of this area typically have high school diploma education.

How much money do the neighbors make?

29%
<35k
14%
35k-100k
42%
100k-200k
15%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

36%
Single, No Kids
6%
Single, with Kids
33%
Married, No Kids
25%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

4%
<11 yrs old
3%
12-17 yrs old
46%
18-34 yrs old
44%
35-64 yrs old
3%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • BJs Wholesale ClubBJs Wholesale Club
  • Stein MartStein Mart
  • KmartKmart

Where do the neighbors go to eat?

  • PaneraPanera
  • Cracker BarrelCracker Barrel
  • Bob EvansBob Evans

What do the neighbors drive?

  • InfinitiInfiniti
  • LexusLexus
  • LincolnLincoln

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • News/Talk/InformationNews/Talk/Information
All data provided by Home Junction and Claritas

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Frequently asked questions

About 68 Woodland Dr

The listing price of 68 Woodland Dr property is $435,000.

The property 68 Woodland Dr is a house located in Cheshire, Connecticut, 06410.

Active Listing: 68 Woodland Dr is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 68 Woodland Dr are: Highland School (GreatSchools Rating 10/10), Doolittle School (GreatSchools Rating 9/10), Norton School (GreatSchools Rating 9/10), Dodd Middle School (GreatSchools Rating 8/10), Lincoln Middle School (GreatSchools Rating 4/10), James H. Moran Middle School (GreatSchools Rating 4/10), Cheshire High School (GreatSchools Rating 8/10), H. C. Wilcox Technical High School (GreatSchools Rating 5/10), Orville H. Platt High School (GreatSchools Rating 3/10).

According to the records, the last property tax for 2024 is $8,092 (source: MLS/based on county public records data).

The last sale was on November 18, 1998 for $230,000 (source: MLS/tax record).

The property at 68 Woodland Dr has 4 bedrooms and 2 bathrooms.

The property 68 Woodland Dr is 2,227 SqFt (source: MLS/tax record).

The year of construction for 68 Woodland Dr is 1954.

This home is located at 68 Woodland Dr in Cheshire, CT and zip code 06410. This 2,227 square foot home, which was built in 1954, sits on a 0.40 acre lot. Features: 4 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since May 29, 2025 and is currently priced at $435,000.

In June 2025 more than 17 listings in Cheshire, CT were sold above the asking price. During the same period more than 6 listings were sold at asking price, while more than 3 were sold below. In June 2025 in Cheshire, CT there were 2.8% more homes for sale than in May.

From Rocket Homes Real Estate and based on county public records data.

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