Active
4 beds2,951 sqft$254/sqft
65 Middle Rd, Preston, CT 06365
Est: $4,535/moGet pre-approved
Single FamilyProperty Type
4.22 acresLot Size
2005Year Built
$254/sq ftPrice per sq ft

Description

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....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.
Days on Market Listed Today
  • Listed by: Jon Arruda 860.574.5470 jonarruda@gmail.com • William Pitt Sotheby's Int'l
Last updated: 09/08/2026 08:51 PM • Source: SMARTMLS, MLS#: 24204057

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Jon Arruda
Add your commute

Payment Calculator

$4,535 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,807

Property Taxes

$728

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 65 Middle Road

Property Details
  • Taxes: $8,734 / year
  • MLS Type: Residential
  • Basement Description: Full, Partially Finished
  • Direct Waterfront: No
  • Style: Cape Cod
  • Swimming Pool: No
Building Information
  • Year Built: 2005
  • Lot Size: 4.22 AC / 183,823 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly.
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.492864
  • Longitude: -72.051864
  • Middle Jr High School: Per Board of Ed
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,734
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Stone Wall, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Range Hood, Refrigerator, Dishwasher, Disposal, Compactor
  • Attic Description: Unfinished, Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Book Shelves,Built-Ins,Gas Log Fireplace,Sliders,Hardwood Floor
  • Room Length: 32.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 16.0
Room 2
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Granite Counters,Eating Space,Pantry,Sliders,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 34.0
Room 3
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Built-Ins,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 18.0
Room 4
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Hardwood Floor
  • Room Length: 34.0
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 14.0
Room 5
  • Listing Key: 5A84FED19D7D8984E0631A01100A1272
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 13.0
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Room 8
  • Room Entry Order: 8
  • Room Features: Stall Shower,Tub w/Shower
  • Room Length: 8.0
  • Room Level: Upper
  • Room Type: Full Bath
  • Room Width: 8.0
Room 9
  • Listing Key: 5A84FED19D7D8984E0631A01100A1272
  • Room Entry Order: 9
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 28.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2005
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2951
Lot Information
  • Lot Description: Secluded, Lightly Wooded
  • Parcel Number: 2455034
  • Sq Ft Est Heated Above Grade: 2951.0
  • Sq Ft Total: 2951.0
  • Zoning: R-40
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 65 Middle Road

DateEvent & SourcePriceAppreciation
Sep 8, 2026

Listed (Active)

SMARTMLS #24204057

$749,000
Jun 15, 2016

Closed (Public Record)

Public Record #574054700

$372,000
Jun 15, 2016

Closed (Public Record)

Public Record #1074054700

$372,000

+13.0% / yr

DateEvent & SourcePrice
09/08/2026

Listed (Active)

SMARTMLS #24204057

$749,000
06/15/2016

Closed (Public Record)

Public Record #574054700

$372,000
06/15/2016

Closed (Public Record)

Public Record #1074054700

$372,000

+13.0% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 65 Middle Road

Taxable ValueLand$59,360Additions$288,470Total$347,830
Tax Record2024$8,734 ($728 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,951 SqFtAbove Grade Finished SqFt2,951 SqFtUnfinished Basement SqFt488 SqFtStories2Lot Size183,748 SqFtStyleSingle Family ResidenceYear Built2005Year Renovated2005ZoningR-40CountySOUTHEASTERN CONNECTICUTAPNPRES M:22-1 B:MID1 L:65

Schools near 65 Middle Road

This home is within Preston School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Rating
School
Distance
Preston Veterans' Memorial School
PublicPK to 5

Preston Plains School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 06365

$164,500 | 29 Drawbridge Road, Preston, CT 06365
1/23

$164,500

2
Bedrooms
672
Square Feet
0.39
Acres
front view of house with a yard and potted plants
1/32

$687,000

4
Bedrooms
2,583
Square Feet
1.38
Acres
$499,000 | 32 School House Road, Preston, CT 06365
1/30
Listed By Coldwell Banker Realty

$499,000

3
Bedrooms
2,910
Square Feet
0.92
Acres
a view of a city with a building in the background
1/40
Under Contract - Continue To Show

$645,000

3
Bedrooms
2,860
Square Feet
2.07
Acres
$299,900 | 118 Highway 2A, Preston, CT 06365
1/40
Under Contract - Continue To Show

$299,900

2
Bedrooms
1,175
Square Feet
0.19
Acres
$290,000 | 129 Highway 2A, Preston, CT 06365
1/24

$290,000

3
Bedrooms
1,002
Square Feet
0.16
Acres
a front view of a house with a yard and trees
1/40
Listed By Coldwell Banker Realty

$599,000

3
Bedrooms
2,560
Square Feet
4.71
Acres
$369,900 | 76 Prodell Road, Preston, CT 06365
1/28
Under Contract - Continue To Show

$369,900

2
Bedrooms
1,612
Square Feet
3.66
Acres
$355,000 | 120 Highway 2A, Preston, CT 06365
1/9

$355,000

6
Bedrooms
1,913
Square Feet
0.2
Acres

65 Middle Road is a single family home for sale in Preston, CT 06365. This listing's school district is Preston School District. Nearby schools include Preston Veterans' Memorial School and Preston Plains School. 65 Middle Road is a 4-bed, 3-bath, 2,951 sqft single family home built in 2005.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Jon Arruda

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.