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- Description
- Property Details
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- HOA Management
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$465,000
Monthly Est:$2,314
3 Beds
- 2 Baths
2 full baths
1,566sqft
16 Deepwood Dr, Cheshire, CT 06410
$465,000
$2,314/moEst:
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Single Family Residence
Built in 1955
$-- HOA
18,295.2 sqft lot
$297/sq.ft
Description
RENOVATED & REIMAGINED - move in for less than the average Cheshire rent! A seller-paid first-year rate buydown currently saves you $246 per month (ask for details). This 3-bed, 2-bath renovated Gambrel Cape on a sunny corner lot has been rebuilt top to bottom: new roof, board-and-batten siding, new windows and doors, a quartz-and-stainless kitchen, composite deck, NATURAL GAS heat, new water heater, 100-amp service, and city water and sewer. This home has truly been upgraded for maximum efficiency and peace of mind! There's a first-floor primary (or office), a private tree-shaded backyard, and an oversized detached 2-car garage with a loft overhead - room for the cars, the workshop, and the hobby you keep meaning to start. The location sells itself: the house sits just off West Main Street, right where the Farmington Canal Heritage Trail crosses - with miles of paved trail running from New Haven to the Massachusetts line for morning rides, runs, and dog walks, and trailhead parking minutes from your door. Everyday life is close, too: coal-fired pizza, coffee shops, the Cheshire Public Library, and a hardware and lumber yard are all within about a mile, with easy access to I-691 and I-84. Bonus: you'll join a community that truly puts education first-featuring two brand-new elementary schools backed by a massive $166M investment. Agent related.
- Houzeo last checked: 10 minutes ago
- Listing updated: November 4, 2026 at 4:14 pm
- Listing Provided by: Lisa Rollins | Compass Connecticut, LLC
- Source: SMART MLS-CT | MLS#: 24182948

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1955
HOA Fees
-
Finished Area
1,566 sqft
Lot Size
18,295.2 sqft lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24182948
MLS Status
Active
Days on Market
144
Open House

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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Sewer
Public Sewer Connected
Exterior Features
Deck, Gutters, Garden Area
Cooling
Window Unit
Interior Features
Auto Garage Door Opener, Open Floor Plan
Appliances
Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Construction
Year Built
Year Built: 1955
Home type
Single Family Residence
Architectural Style
Cape Cod
Foundation Details
Concrete
Roof
Asphalt Shingle
Utilities & Energy
Parking Features
Detached Garage
Water Source
Public Water Connected
Basement
Full, Unfinished, Concrete Floor
Other Features
Subdivision Name
N/a
Lot Features
Level Lot
Price History
| Date | Event | Price |
|---|---|---|
10/13/2026 Source: | Price Decreased | $465,000 -2.11% $297/sqft |
09/10/2026 Source: | Price Decreased | $475,000 -2.96% $303/sqft |
08/25/2026 Source: | Price Decreased | $489,500 -1.09% $313/sqft |
08/11/2026 Source: | Price Decreased | $494,900 -1.02% $316/sqft |
07/24/2026 Source: | Price Decreased | $500,000 -4.76% $319/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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