106 Woodland Drive Cheshire, CT $ 584,900
106 Woodland Drive
$ 584,900
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106 Woodland Drive

Cheshire, CT, 06410
$ 584,900
Bedrooms3 Baths1.1 Sq 2,247

Monthly Estimate*

$ 3,601

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Single Family Home for sale in Cheshire, CT

for $584,900 with 3 bedrooms and 1 full bath, 1 half bath. This 2,247 square foot home was built in 1959 on a lot size of 0.76.

Welcome to 106 Woodland Drive in highly sought-after Cheshire!! This stunning, fully renovated home has been beautifully reimagined from to top to bottom, offering modern style, comfort and functionality throughout. Featuring 3 bedrooms and 2 full bathrooms, this home is the definition of true move in ready living. Step inside to discover a showstopping, brand-new kitchen designed to impress, featuring sleek modern finishes, stylish custom cabinetry, and contemporary design that makes both everyday living and entertaining effortless. The completely renovated bathrooms showcase elegant finishes and a fresh, modern feel. The home continues to impress with a fully finished basement with electric heat and an additional bedroom and a cozy fireplace, providing the perfect space for guests, a private home office, in-law potential, or a recreation area-adding valuable extra living space. Central air ensures year-round comfort, while the renovations make everyday living effortless. Located in a quiet neighborhood yet close to shopping, dining, and major commuter routes, this home offers the ideal combination of space, updates, and convenience. Don't miss your opportunity to own this turnkey Cheshire home-schedule your private showing today!

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Single Family Active

Price

$ 584,900

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 7,201

Style

Lot Size

0.76

Year Built

1959

Town/City

Cheshire

MLS | Web ID

24157835

Features
General
Zoning R-20
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.76
Directions GPS friendly- Whitney Avenue to Highland Ave to Country Club Rd to Woodland Drive
High School Cheshire
City Cheshire
Elementary School Chapman
Sq Ft Total 2247
DOM 0
Year Built 1959
Style Ranch
Year Built Source Public Records
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Interior
Cooling System Central Air
Total Rooms 8
Basement Description Full Heated Fully Finished Liveable Space Full With Walk-Out
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Exterior
Water Source Public Water Connected
Lot Description Level Lot Sloping Lot
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* Excluded Features
List By
Felipe Segura

Listing Agent

Coldwell Banker Realty

Broker

felipe.segura@cbrealty.com

Email

Affordability Calculator

$4,201
Per Month
86%
14%
0%
Monthly Principal & Interest
$3,601
Monthly Property Taxes
$600
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4685453 Elementary School
1232875 Middle School
Cheshire High School High School
Pricing History
DatePricePrice ChangeDescription
3/7/2026$584,900 Listed Price

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106 Woodland Drive, Cheshire, CT, 06410 is a Single Family Home for sale at $584,900 with 2,247 sqft and a lot size of 0.76. 106 Woodland Drive has 3 bedrooms, 1.1 baths, and was built in 1959. The property's zip code is 06410 which is in Cheshire, CT