1253 Marion Road
Cheshire, Connecticut 06410
- Beds
- 5
- Baths
- 3 | 2
- SqFt
- 3,401
- Acres
- 2.26
- Year Built
- 1875
- Property Type
- 2 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 a truly unique opportunity in Cheshire! This legal two-family property offers exceptional versatility, space, and potential, making it ideal for extended family, an in-law arrangement, or generating additional rental income. Set on over 2 acres in a peaceful setting and located within Cheshire's award-winning school district, this property is a rare find. The main residence offers an inviting blend of character and functionality, featuring a wraparound porch, French doors, an open-concept kitchen and dining area, and a cozy living room highlighted by a beautiful stone fireplace. A wide, elegant staircase leads to the second floor, where you will find four generously sized bedrooms. The spacious primary bedroom features two walk-in closets and a private bath with a Jacuzzi tub. Three additional bedrooms offer generous proportions and ample closet space. Attached to the main home is a separate one-bedroom apartment with its own private entrance and porch, providing excellent flexibility for extended family, guests, or potential rental income. An oversized garage provides plenty of parking and storage, while the large storage area above offers potential for future expansion or additional living space. The expansive grounds are a true highlight, featuring three ponds and a running brook that create a peaceful and picturesque setting. Book your showing today!
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1875
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full · 2 half
- Living Area
- 3,401 sq ft
- Lot Size
- 2.26 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $9,885 / Annually
Market Snapshot
The Cheshire Market
Multi-Family · trailing 12 months
Active Listings
0
1 under contract
Median List Price
--
0 active listings
Median Closed Price
$510,000
3 sales
Median Days on Market
--
0 active listings
Median $ / Sq Ft
--
0 active listings
Sale-to-List Ratio
100.0%
3 sales
How this home compares
This home is distinctive enough in Cheshirethat comparable market data is limited. For a precise read on value, we'd recommend a private CMA — Matt can typically prepare one within 24 hours.
Request a CMABased on 0 active and 3 closed sales (trailing 12 mo) of multi-family in Cheshire. Source: SmartMLS · As of August 22, 2026.
Location
1253 Marion Road, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$3,030
- Property Taxes$824
- Insurance$197
- 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units are Side-by-Side
- Year Built
- 1875
- New Construction
- No/Resale
- Living Area
- 3,401 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot WaterOther
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- All Units Have Hook-Ups
- Basement
- FullFull With Hatchway
Exterior & Lot
- Lot Size
- 2.26 acres
- Zoning
- R-40
- Garage / Parking
- 4 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundPorchWrap Around DeckBarnCovered DeckFrench Doors
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $9,885 / Annually
- Days on Market
- 0
- MLS #
- 24201096
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/22/2026. 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 8/22/2026 at 2:40 AM UTC.