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65 Middle Road

Preston, Connecticut 06365

ACTIVE - NEW$749,000
Beds
4
Baths
2 | 1
SqFt
3,351
Acres
4.22
Year Built
2005
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,848

per 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

Similar Properties

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Listed By

Jon Arruda

(860) 574-5470

William Pitt Sotheby's Int'l

(860) 536-5900

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.