2 Middle Road
Preston, Connecticut 06365
- Beds
- 4
- Baths
- 2
- SqFt
- 3,288
- Acres
- 1.00
- Year Built
- 1723
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Enjoy scenic views of Poquetanuck Cove from multiple areas of the historic Captain John Williams House, dating to 1723. Set on 1 rolling acre, this 3,288 sq ft home blends historic character with modern comforts, offering 4 bedrooms and 2 full baths. The remodeled KIT features vaulted ceilings, KraftMaid soft-close cabinetry, pot filler, SS appliances, double ovens, gas cooktop with range hood, movable breakfast bar, radiant heated floors, and French doors to the newly redone brick patio. A wood-burning fireplace warms the D/R, while built-in bookshelves add character to the L/R. The main level also offers a family room, office, and full bath with tiled shower and laundry. Upstairs are 4 bedrooms, a versatile sitting area, and a second full bath with classic cast-iron tub. Major updates include new wiring with 200-amp service, reinsulated walls, new sheetrock, double-pane windows, 3 mini-splits, and a Buderus oil heating system. Outdoor living shines with a heated 16x32 saltwater inground pool featuring a 9-ft deep end, paver surround, retaining wall, and fire pit, all with scenic views. The brick patio has a hot tub hookup and outdoor hot and cold water spigots. Vinyl siding and Hardie board on the addition complete the exterior. A walk-up unfinished attic offers additional storage potential. Conveniently located between Foxwoods and Mohegan Sun, this unique property combines water views, modern comforts and timeless appeal.
Key Facts
- City/Town
- Preston
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1723
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 3,288 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 6 total
- Property Taxes
- $6,640 / Annually
Market Snapshot
The Preston Market
Single Family · trailing 12 months
Active Listings
10
4 under contract
Median List Price
$399,950
10 active listings
Median Closed Price
$490,550
54 sales
Median Days on Market
67
10 active listings
Median $ / Sq Ft
$244
10 active listings
Sale-to-List Ratio
100.0%
54 sales
How this home compares
List Price
$400,000
vs $399,950 median
In line with median
Price / Sq Ft
$122
vs $244 median
50.0% below median
Days on Market
0 days
vs 67 days median
67 days fresher than median
Based on 10 active and 54 closed sales (trailing 12 mo) of single family in Preston. Source: SmartMLS · As of October 28, 2026.
Location
2 Middle Road, Preston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$2,198
- Property Taxes$553
- Insurance$133
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Preston
- Neighborhood
- N/A
- County
- New London
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1723
- New Construction
- No/Resale
- Living Area
- 3,288 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Steam
- Heat Fuel
- Oil
- Cooling
- Ductless
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Main Floor Bathroom
- Appliances
- Cook TopOven/RangeMicrowaveRefrigeratorDishwasherDryer
- Basement
- FullUnfinished
- In-Law Apartment
- No
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- R-40
- Garage / Parking
- 6 total parking spacesOff Street ParkingDrivewayPrivateCrushed Stone
- Waterfront Details
- View
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- HeatedVinylSalt WaterIn Ground Pool
- Construction
- Vinyl SidingHardie Board
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedGarden AreaPatio
- Lot Description
- Corner LotLightly WoodedRollingWater View
Listing & Financials
- Property Taxes
- $6,640 / Annually
- Days on Market
- 0
- MLS #
- 24217266
- MLS Status
- Active
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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 10/28/2026. 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 10/28/2026 at 10:50 PM UTC.