16 Deepwood Drive, Cheshire, Connecticut

$489,500

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3

Beds

2

Baths

1,566

Square feet

0.42

Acres

About 16 Deepwood Drive

A striking transformation awaits with this stunningly remodeled 3 BR, 2 bath Gambrel Cape and its spacious oversized garage. Completely updated from top to bottom, this is a rare move in ready gem where every detail has been done for you. Enjoy an unbeatable location near dining, shops and the 11 mile Farmington Canal Heritage Trail! The exterior makes an unforgettable first impression with its beautiful new vertical board and batten siding, brand-new shingle roof, and a level, private backyard shaded by mature trees. The property boasts a massive garage with a spacious loft-ideal for a home studio, workshop, or gym. Step inside to find a sun-drenched floor plan showcasing gleaming hardwood floors and brand-new luxury laminate. The main level offers ultimate flexibility with a primary bedroom that can easily double as a home office. The fully renovated kitchen features sleek quartz countertops and stainless steel appliances, opening directly to a durable composite deck for seamless outdoor entertaining. The dining area is accented by beautiful, custom built-ins. This home has been upgraded for maximum efficiency and peace of mind with its new energy-efficient windows and doors, new recessed lighting, a new 100-amp electrical panel, natural gas heat, a brand-new hot water heater, city water/sewer connections and underground utilities. Enjoy a fantastic community investing $166M in top-tier education with 2 brand new elementary schools opening this fall! Agent related.

Features of 16 Deepwood Drive

MLS® # 24182948
Price $489,500
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 1,566
Acres 0.42
Type Single Family For Sale
Style Cape Cod
Status Active

Community Information

Address 16 Deepwood Drive
Area N/A
City Cheshire
County New Haven
State Connecticut
Zip Code 06410

Amenities

Features Thermopane Windows
Parking Detached Garage
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Auto Garage Door Opener, Open Floor Plan
Appliances Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Air, Gas In Street
Cooling Window Unit
Fireplace No
Has Basement Yes
Basement Full, Unfinished, Concrete Floor

Exterior

Exterior Vinyl Siding, Vertical Siding
Exterior Features Deck, Gutters, Garden Area
Lot Description Level Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
High Cheshire

Additional Information

Date Listed June 15th, 2026
Days on Market 84
Zoning R-20
RE / Bank Owned No

Listing Details

OfficeCompass Connecticut, LLC

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Listing information last updated on September 10th, 2026 at 12:57pm EDT.