Motif Luxe | Header

Good evening. Welcome to 16 Deepwood Drive, Cheshire, CT

$525,000
3
Beds
2.00
Baths
1,566
SqFt
0.42
Acres

Pricing Insight: Originally listed for $550,000, the price was last adjusted to $525,000 on July 22, 2026, a –$25,000 (4.5%) change, approximately 0 days ago. This property has been on the market for approximately 37 days.

16 Deepwood Drive, Cheshire, CT is a 3-bed, 2-bath, 1,566 square foot home built in 1955 , featuring cape cod architecture.

This home is within the Cheshire school district. Local, with nearby schools including Per Board of Ed.

MLS #: 24182948

Offered Price: $525,000

Residence Type: Single Family

Architectural Style: Cape Cod

Living Area: 1,566 Sq. Ft.

Lot Size: 0.42 Acres

Neighborhood: N/A

County: New Haven

Year Built: 1955

Design & Construction: Frame

Heating: Hot Air

Cooling: Window Unit

Garage Spaces: 2

Price per Sq Ft as listed: $335

Estimated Tax: $5,712

Days on Market: 35

Home Automation: Not specified

Energy Features: Thermopane Windows

Solar Contract: Not specified

Heating Fuel: Gas In Street

Fuel Type: Hot Air

Fuel Tank Location: Not specified

Cooling System: Window Unit

Hot Water System: Natural Gas, 40 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $335 / Sq. Ft.

Tax assessed value: $192,080

Estimated Tax: $5,712

Architectural Style: Cape Cod

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1955

Living Area: 1,566 Sq. Ft.

Lot Size: 0.42 Acres

Fuel: Gas In Street

Loading valuation...

Loading automated valuation...

AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Cheshire
  • Statistical modeling algorithms
Local Market Context
Active Listings: 45
Average Price: $467,481
Average DOM: 35 days

Complimentary CMAs, no obligation

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.

Continue reading ▾

Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 0.4 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

45

Homes For Sale

$467,481

Average List Price

Mechanicals & Utilities: Hot Air • Gas In Street • Window Unit • Public Water Connected water

Exterior Features

Exterior Construction: Vinyl Siding,Vertical Siding

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Detached Garage (2 car)

Patio/Deck: Deck,Gutters,Garden Area

Utilities: Water: Public Water Connected

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
Steve Simos
Real Estate Advisor
Cheshire • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
Broker Logo

 Verified Motif Advisor
Good evening Steve, I'm interested in
16 Deepwood Drive, Cheshire, Connecticut
By proceeding, you consent to receive calls and texts at the number you provided, and artificial voice, and email, from motif about your inquiry and similar properties. Your personal information will never be sold or given to a 3rd party.
Agent Photo
Steve Simos
george@appzentric.com
203-915-6183
Presented by motif • Source: MLS • Listed by: Lisa Rollins • Compass Connecticut, LLC • MLS# 24182948