570 Riverside Drive
Cheshire, Connecticut 06410
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,855
- Acres
- 0.99
- Year Built
- 1976
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to this stately 3,855 square-foot brick Colonial, perfectly situated on a beautifully level lot in a lovely neighborhood. This spacious 4-5 bedroom home offers timeless elegance and exceptional amenities designed for comfortable living and effortless entertaining. Inside, you'll find gleaming hardwood floors throughout most of the main level and a thoughtfully designed floor plan featuring a large eat-in kitchen with abundant cabinetry and workspace, ideal for everyday living and hosting family and friends. The home also features a spacious great room, perfect for gathering and relaxing, as well as a private home office that provides an ideal space for remote work or study. The convenience of an upper-level laundry room adds ease to daily living. Central air conditioning enhances comfort throughout the home. Step outside to your own private backyard retreat! Enjoy summers in the heated in-ground pool with an attached spa, relax on the expansive patio, or entertain guests in the beautifully landscaped outdoor space. An underground sprinkler helps keep the grounds lush and vibrant with ease. Completing this exceptional property is an attached 3-car garage, providing ample room for vehicles, storage and hobbies. Combining classic Colonial charm with outstanding indoor and outdoor spaces, this home offers the perfect blend of luxury, comfort and functionality.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1976
- Days on Market
- 53 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,855 sq ft
- Lot Size
- 0.99 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $15,004 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
25
40 under contract
Median List Price
$599,000
25 active listings
Median Closed Price
$570,000
257 sales
Median Days on Market
22
25 active listings
Median $ / Sq Ft
$287
25 active listings
Sale-to-List Ratio
102.3%
257 sales
How this home compares
List Price
$880,000
vs $599,000 median
46.9% above median
Price / Sq Ft
$228
vs $287 median
20.6% below median
Days on Market
53 days
vs 22 days median
31 days longer than median
Based on 25 active and 257 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of September 26, 2026.
Location
570 Riverside Drive, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$4,698
- Property Taxes$1,250
- Insurance$293
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Cheshire
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1976
- New Construction
- No/Resale
- Living Area
- 3,855 sq ft
Schools
- Elementary
- Highland
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Laundry Location
- There is a hookup on the main floor
- Appliances
- Gas CooktopRefrigeratorDishwasher
- Basement
- FullFull With Hatchway
- In-Law Apartment
- Possible
- Interior Features
- Central VacuumIntercom
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 0.99 acres
- Zoning
- R-40
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Pool
- HeatedSpaSafety FenceIn Ground Pool
- Construction
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground SprinklerPatio
- Lot Description
- Lightly WoodedLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $15,004 / Annually
- Days on Market
- 53
- MLS #
- 24194251
- MLS Status
- Under Contract - Continue to Show
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/26/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/26/2026 at 12:35 AM UTC.