65 Middle Road
Preston, Connecticut 06365
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,351
- Acres
- 4.22
- Year Built
- 2005
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Conveniently located near Routes 395 & 95 and the CT shoreline, this beautifully appointed Cape Cod-style residence offers privacy, timeless character, and exceptional indoor and outdoor living. The welcoming foyer opens to a spacious living room featuring hardwood floors, 9-foot ceilings, crown molding, an impressive floor-to-ceiling stone fireplace, and an oversized glass door system with transom and sidelights. The formal dining room showcases rich cherry hardwood floors and custom built-ins. The thoughtfully designed kitchen features custom cabinetry, granite countertops, stainless double ovens, warming drawer, gas cooktop with pot filler, and a convenient Butler's Pantry with excellent storage. The first-floor primary suite offers a walk-in closet and en-suite bath, along with an additional bedroom on this level. Two more bedrooms and a full bath are located upstairs. The partially finished lower level offers 2,000+ sq. ft. of flexible space for recreation, hobbies, office, storage, or future finishing. An enclosed workshop room with shelving and a desk adds functionality and versatility to this expansive space. A three-car garage with impressive 18-foot ceilings provides exceptional space and versatility. Outdoor living shines with a covered side deck, perfect for summer days and rainy afternoons, plus a back stone patio for relaxing or entertaining. This private four-acre setting offers space, comfort, character, and convenient access to the shoreline.
Key Facts
- City/Town
- Preston
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 2005
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,351 sq ft
- Lot Size
- 4.22 acres
- Property Taxes
- $8,734 / Annually
Market Snapshot
The Preston Market
Single Family · trailing 12 months
Active Listings
12
9 under contract
Median List Price
$544,450
12 active listings
Median Closed Price
$487,550
48 sales
Median Days on Market
38
12 active listings
Median $ / Sq Ft
$253
12 active listings
Sale-to-List Ratio
100.2%
48 sales
How this home compares
List Price
$749,000
vs $544,450 median
37.6% above median
Price / Sq Ft
$224
vs $253 median
11.5% below median
Days on Market
0 days
vs 38 days median
38 days fresher than median
Based on 12 active and 48 closed sales (trailing 12 mo) of single family in Preston. Source: SmartMLS · As of September 9, 2026.
Location
65 Middle Road, Preston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$3,870
- Property Taxes$728
- Insurance$250
- 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
- Cape Cod
- Year Built
- 2005
- New Construction
- No/Resale
- Living Area
- 3,351 sq ft
- Below Grade
- 400 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherDisposalCompactor
- Basement
- FullPartially Finished
Exterior & Lot
- Lot Size
- 4.22 acres
- Zoning
- R-40
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchStone WallPatio
- Lot Description
- SecludedLightly Wooded
Listing & Financials
- Property Taxes
- $8,734 / Annually
- Days on Market
- 0
- MLS #
- 24204057
- 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 9/9/2026. 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 9/9/2026 at 1:10 AM UTC.