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$584,900
8 Days On Site

106 Woodland Drive
Cheshire, CT 06410

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,516
SqFt
$386
/SqFt
1959
Built
County:
New Haven
Listing courtesy of Felipe Segura of Coldwell Banker Realty Office Phone: (860) 674-0300 Broker Contact: (860) 305-4640
Call Now: (203) 281-3400
Is this the listing for you? We can help make it yours.
(203) 281-3400
106 Woodland Drive106 Woodland Drive106 Woodland Drive106 Woodland Drive
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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 show stopping, 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. Major upgrades provide peace of mind, including central air (2026), 200-amp electrical service (2026), and newer roof and windows. These significant improvements deliver efficiency and long term value. 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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Listing Snapshot
Price 
$584,900
Days On Site 
8 Days
Bedrooms 
3
Inside Area (SqFt) 
1,516 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.76 Acres
Year Built 
1959
MLS® Number 
24157835
Status 
Active
Property Tax 
$7,201
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
a week agoListing first seen on site
General Features
Acres 
0.76
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
PrivateDrivewayAttached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2247
Style 
Ranch
Water Source 
Public
Zoning 
R-20
Interior Features
Appliances 
DishwasherElectric RangeMicrowaveRefrigeratorElectric Water Heater
Basement 
FullFinishedWalk-Out Access
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
2
Heating 
ElectricOilBaseboardHot Water
Laundry Features 
Main Level
Bedroom 
Dimensions - 9.1 x 13.2Level - Main
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Exterior Features
Construction Details 
Shingle SidingWood SidingFrame
Lot Features 
LevelSloped
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Chapman
Middle School
Dodd
High School
Cheshire
Listing courtesy of Felipe Segura of Coldwell Banker Realty Office Phone: (860) 674-0300 Broker Contact: (860) 305-4640



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Last checked: 2026-03-16 06:33 AM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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