$749,000
- 4 Beds
- 2.5 Baths
- 3,351 sqft (on 4.22 acres)
65 Middle Road, Preston, CT 06365
Est. Mortgage $5,073/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2005
4.22 acre lot
$224/sqft
Local Information
-- mins to
About this House
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.
Last check for updates: about 2 hours ago
Listing courtesy of Jon Arruda, (860) 574-5470
William Pitt Sotheby's Int'l, (860) 574-5470
Source: Smart MLS, MLS#24204057

Also Listed on Smart MLS.
Home Details for 65 Middle Road
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Interior Details Basement: Full,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Rec Play Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3351 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Range Hood, Refrigerator, Dishwasher, Disposal, Trash Compactor, Water HeaterDishwasherDisposalRefrigerator |
Heating & Cooling Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltPatio / Porch: Porch, PatioExterior: Stone WallFoundation: Concrete PerimeterNo Private Pool |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2951 Square FeetFinished Area (below surface): 400 Square Feet |
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Days on Market: 4 |
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Year Built Year Built: 2005 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod |
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 2455034 |
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Price List Price: $749,000Price Per Sqft: $224 |
Status Change & Dates Possession Timing: Immediate |
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MLS Status: Active |
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Direction & Address City: Preston |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed |
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Listing Agent Listing ID: 24204057 |
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Building Area Building Area: 3351 Square Feet |
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No HOA |
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Lot Area: 4.22 Acres |
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BasementMls Number: 24204057Attic: Access Via HatchAttribution Contact: (860) 574-5470Above Grade Unfinished Area: 2951 |
Around this home
What Locals Say about Preston
At least 12 Trulia users voted on each feature.
100 % Say yards are well-kept
94 % Say car is needed
85 % Say parking is easy
75 % Say there's wildlife
65 % Say there's holiday spirit
63 % Say it's dog friendly
58 % Say it's quiet
52 % Say neighbors are friendly
47 % Say kids play outside
46 % Say it's walkable to restaurants
40 % Say they plan to stay for at least 5 years
33 % Say people would walk alone at night
29 % Say there are community events
29 % Say there are sidewalks
21 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
Market trends in Preston
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
19
2MoM
Home Value
Trulia Estimate
$728KSince last month
Increased$59K (+8.9%)Since last year
Increased$86K (+13.4%)Since last sale
Increased$356K (+95.7%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +98% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $728K |
| August 2026 | $667K |
| July 2026 | $669K |
| June 2026 | $674K |
| May 2026 | $661K |
| April 2026 | $655K |
| March 2026 | $645K |
| February 2026 | $625K |
| January 2026 | $627K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $595,000 | 02/06/26 | 3 | 2.5 | 3,231 | |
0.62 | Single-Family Home | $415,000 | 10/10/25 | 4 | 1.5 | 2,858 | |
0.66 | Single-Family Home | $389,000 | 11/26/25 | 3 | 1.5 | 1,464 | |
0.89 | Single-Family Home | $340,000 | 10/07/25 | 4 | 2.5 | 1,803 | |
0.98 | Single-Family Home | $440,000 | 06/17/26 | 3 | 2 | 1,814 | |
0.80 | Single-Family Home | $415,000 | 11/04/25 | 3 | 2 | 1,696 | |
1.07 | Single-Family Home | $525,000 | 05/28/26 | 3 | 2.5 | 1,826 | |
0.75 | Single-Family Home | $325,000 | 03/03/26 | 3 | 1.5 | 1,170 | |
0.98 | Single-Family Home | $360,000 | 08/17/26 | 3 | 2 | 1,800 | |
0.62 | Single-Family Home | $260,000 | 10/31/25 | 3 | 1 | 1,616 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $633,500 | 3 | 2.5 | 2,336 | Off Market | |
0.06 | $352,400 | 2 | 1.5 | 1,318 | Off Market | |
0.19 | $595,000 | 3 | 2.5 | 3,231 | Recently Sold | |
0.19 | $474,200 | 4 | 2 | 1,952 | Off Market | |
0.20 | $504,600 | 3 | 2 | 2,786 | Off Market | |
0.27 | $589,900 | 4 | 2.5 | 2,560 | For Sale | |
0.62 | $391,900 | 3 | 1.5 | 1,658 | Off Market | |
0.62 | $358,600 | 3 | 1 | 1,616 | Off Market | |
0.62 | $443,400 | 4 | 1.5 | 2,858 | Off Market | |
0.65 | $606,000 | 3 | 2 | 2,190 | Off Market | |
0.65 | $259,600 | 1 | 1 | 528 | Off Market |
Price and Tax history
| Date | Event | Price |
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Sep 8, 2026 Source: Smart MLS #24204057 | Listed For Sale | $749,000 |
Jun 15, 2016 Source: Smart MLS #E10114571 | Sold | $372,000 |
May 18, 2004 Source: N/A | Sold | $85,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $8,734 | $347,830 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Jon Arruda, William Pitt Sotheby's Int'l, (860) 574-5470
Agent Phone: (860) 574-5470

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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Frequently asked questions about 65 Middle Road
- What is the estimated monthly payment for 65 Middle Road?Based on a $749,000 list price with 20% down at today's rates, the estimated monthly payment for 65 Middle Road in Preston, CT is approximately $5,163 (about $4,052 principal & interest, $1,036 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Preston?Residents describe Preston, CT as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See homes for sale in Preston, CT.
- What are the closest schools to 65 Middle Road?The closest schools to 65 Middle Road in Preston, CT are Preston Plains School (Middle, rated 6/10), Preston Veterans' Memorial School (Pre-K/Elementary, rated 5/10).
- What is 65 Middle Road estimated to be worth?Trulia's estimated value for 65 Middle Road in Preston, CT is $728,100.
- Does 65 Middle Road have air conditioning?Yes, 65 Middle Road in Preston, CT has air conditioning.
- How big is the lot at 65 Middle Road?The lot at 65 Middle Road in Preston, CT is about 4.2 acres.
65 Middle Road, Preston, CT 06365 is a 4 bedroom, 3 bathroom, 3,351 sqft single-family home built in 2005. This property is currently available for sale and was listed by Smart MLS on Sep 8, 2026. The MLS # for this home is MLS# 24204057.

