16 Deepwood Drive Cheshire, CT $ 274,900
16 Deepwood Drive
$ 274,900
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16 Deepwood Drive

Cheshire, CT, 06410
$ 274,900
Bedrooms3 Baths1.0 Sq 1,486

Monthly Estimate*

$ 1,715

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Single Family Home for sale in Cheshire, CT

for $274,900 with 3 bedrooms and 1 full bath. This 1,486 square foot home was built in 1955 on a lot size of 0.42.

This three-bedroom home presents a wonderful opportunity for its next owner to unlock its full potential. This property offers endless possibilities for customization and value enhancement. Set on a private lot, the home features both front and back yards, providing ample space for outdoor enjoyment, gardening, or entertaining guests. A spacious rear deck extends the living area outdoors, ideal for relaxing on warm afternoons or hosting family gatherings. The large, two-car detached garage offers generous storage space or the potential for a future workshop. Inside, the home's layout provides a functional foundation, ready to be reimagined with modern updates, personal touches, and thoughtful design enhancements. Located in a desirable and growing area, this property benefits from close proximity to local amenities, schools, parks, and commuter routes adding convenience and long-term appeal. With a little creativity and vision, this residence could be transformed into a warm and inviting retreat that reflects your unique style. Perfect for investors or buyers seeking a renovation project, this Cape presents a rare opportunity to transform potential into value. Whether you're looking to expand your investment portfolio or create your dream home, this property invites you to craft something truly special in a desirable and well-established neighborhood.

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Single Family Contingent

Price

$ 274,900

Bedrooms

3

Full Bath

1

Property Type

Single Family

Taxes

$ 5,712

Style

Lot Size

0.42

Year Built

1955

Town/City

Cheshire

MLS | Web ID

24136988

Features
General
Zoning R-20
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 0.42
Directions GPS Friendly
High School Per Board of Ed
City Cheshire
Elementary School Per Board of Ed
Sq Ft Total 1486
DOM 13
Year Built 1955
Style Colonial
Year Built Source Public Records
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Interior
Cooling System None
Total Rooms 6
Basement Description Full Unfinished
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Exterior
Water Source Public Water Connected
Lot Description Treed
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* Excluded Features
List By
Jonathan Gineo

Listing Agent

Silver And Oak Realty

Broker

Jonathan@silverandoakct.com

Email

Affordability Calculator

$2,191
Per Month
78%
22%
0%
Monthly Principal & Interest
$1,715
Monthly Property Taxes
$476
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
10/31/2025$274,900 Listed Price

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16 Deepwood Drive, Cheshire, CT, 06410 is a Single Family Home for sale at $274,900 with 1,486 sqft and a lot size of 0.42. 16 Deepwood Drive has 3 bedrooms, 1.0 baths, and was built in 1955. The property's zip code is 06410 which is in Cheshire, CT