NOMADEReal Estate

$525,000

Active

16 Deepwood Drive

Cheshire, Connecticut, 06410 · New Haven County

3

Beds

2

Baths

1,566

Sq Ft

1955

Built

MLS # 24182948

Price / Sq Ft

$335

Property Type

Single Family For Sale

Lot Size

0.42

Class

Property

About This Property

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.

Property Details

16 Deepwood Drive, Cheshire Connecticut 06410 — Single Family For Sale listed at $525,000.

At a Glance

3

Bedrooms

2

Bathrooms

1,566

Sq Ft

0.42

Lot Size

--

Garage

1955

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew Haven
Address16 Deepwood Drive
MLS Number24182948
Year Built1955
Square Footage1,566
Lot Size0.42
Bedrooms3
Bathrooms2
Water SourcePublic Water Connected

Property Details

Other Details

Appliances IncludedElectric Range,Microwave,Refrigerator,Dishwasher,Washer,Dryer
Lockbox LocationFront Door
Parcel Number2339301
Virtual Tourhttps://unbranded.visithome.ai/F2pRKGrkVzeCG4BFfKKQkz?mu=ft
Virtual Tour Branded URLhttps://simuradesign.hd.pics/16-Deepwood-Dr
ZoningR-20

Financial

Assessed Value192080
Mil Rate Total29.74
Property Tax5712
Tax YearJuly 2025-June 2026

Property Features

Basement DescriptionFull,Unfinished,Concrete Floor
Cooling SystemWindow Unit
Energy FeaturesThermopane Windows
Exterior FeaturesDeck,Gutters,Garden Area
Exterior SidingVinyl Siding,Vertical Siding
Foundation TypeConcrete
Garage ParkingDetached Garage
Garages Number2
Heat Fuel TypeGas In Street
Heat TypeHot Air
Hot Water DescriptionNatural Gas,40 Gallon Tank
Interior FeaturesAuto Garage Door Opener,Open Floor Plan
Laundry Room LocationBasement
Roof InformationAsphalt Shingle

All Photos (38)

MARKET CONTEXTCheshire
Town Median+8% vs list
$485,000
Cheshire, CT
Mill Rate
33.93
New Haven County
NYC Commute
130 min
Metro-North express
Schools
A
3 graded
LOADING COMP CLOUD…

This listing is +8% vs the Cheshire median. Verify against same-school-district comps before competing offers.

Contact Lisa Rollins

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Affordability Calculator

$525,000

Down Payment$105,000
Loan Amount$420,000
Principal & Interest$2,655/mo
Property Tax$525/mo
Insurance$100/mo
Est. Monthly$3,280/mo

Listing Agent

L

Lisa Rollins

Compass Connecticut, LLC

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24182948
Last Updated2026-06-30

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