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1253 Marion Road

Cheshire, Connecticut 06410

COMING SOON - NEW$590,000
Beds
5
Baths
3 | 2
SqFt
3,401
Acres
2.26
Year Built
1875
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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4-Car Garage1 FireplaceVirtual Tour

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

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 CMA

Based 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

Property

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,051

per 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

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Listed By

Karen Floriano

(203) 589-6406

William Raveis Real Estate

(203) 453-0391

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.