165 Thomas Dr, Middletown, VA 22645
OFF MARKET

$743,300

Trulia Estimate
  • 7 Beds
  • 3.5 Baths
  • 2,688 sqft (on 2 acres)

165 Thomas Dr, Middletown, VA 22645

Est. Refi. Payment $4,148/mo*
Refinance Your Home

Home Value

Trulia Estimate
$743K
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$700 (+0.1%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$743K
August 2026$740K
July 2026$745K
June 2026$759K
May 2026$768K
April 2026$760K
March 2026$753K
February 2026$727K
January 2026$729K
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
215 Thomas Dr, Middletown, VA
0.04
Single-Family Home
$515,000
09/26/25
3
2.5
2,410
1149 Cooley Dr, Middletown, VA
0.47
Single-Family Home
$620,000
05/05/26
5
3
3,076
43 Little Sorrel Dr, Middletown, VA
0.45
Single-Family Home
$677,000
07/16/26
6
4
4,164
646 Guard Hill Rd, Middletown, VA
1.21
Single-Family Home
$549,000
05/29/26
4
3.5
2,768
515 River Ridge Dr, Middletown, VA
0.90
Single-Family Home
$750,000
02/23/26
4
4
4,144
20 Katie Ln, Middletown, VA
1.30
Single-Family Home
$584,933
03/05/26
4
3
2,312
76 Katie Ln, Middletown, VA
1.33
Single-Family Home
$635,000
06/22/26
6
3.5
3,888
773 River Ridge Dr, Middletown, VA
0.92
Single-Family Home
$460,000
07/31/26
3
2
2,016
2137 Reliance Rd, Middletown, VA
1.57
Single-Family Home
$420,000
12/12/25
3
1.5
1,776
150 Ridgemont Rd, Middletown, VA
1.00
Single-Family Home
$1,050,000
05/21/26
3
3,036

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
215 Thomas Dr, Middletown, VA 22645
0.04
$541,500
3
2.5
2,410
Off Market
168 Thomas Dr, Middletown, VA 22645
0.10
$618,900
4
2.5
2,416
Off Market
322 Thomas Dr, Middletown, VA 22645
0.29
$824,800
3
3.5
4,604
Off Market
551 Jacksons Chase Dr, Middletown, VA 22645
0.36
$835,000
4
3
2,382
Off Market
23 Guard Rd, Middletown, VA 22645
0.41
$230,100
1
1
910
Off Market
1064 Cooley Ln, Middletown, VA 22645
0.39
$778,400
5
3.5
4,842
Off Market
43 Little Sorrel Dr, Middletown, VA 22645
0.45
$677,000
6
4
4,164
Recently Sold
42 Little Sorrel Dr, Middletown, VA 22645
0.47
$699,100
5
3.5
5,052
Off Market
2383 Guard Hill Rd, Middletown, VA 22645
0.54
$249,600
3
2
1,296
Off Market
140 Guard Rd, Middletown, VA 22645
0.54
$466,200
3
2.5
1,680
Off Market
175 Little Sorrel Dr, Middletown, VA 22645
0.58
$693,400
4
2.5
2,944
Off Market
96 Jackson Pl, Middletown, VA 22645
0.59
$802,200
5
4.5
3,752
Off Market

Local Information

  • Map ViewExplore the area around 165 Thomas Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2004
2 acre lot
2,688 sqft
$277/sqft
Garage

About this House

This single-family home is located at 165 Thomas Dr, Middletown, VA. 165 Thomas Dr is in Middletown, VA and in ZIP code 22645. This property has 7 bedrooms, 4 bathrooms and approximately 2,688 sqft of floor space. This property has a lot size of 2.00 acres and was built in 2004.
165 Thomas Dr, Middletown, VA 22645 is a 7 bedroom, 4 bathroom, 2,688 sqft single-family home built in 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $743,300, with a rent estimate of $3,449/month.

Home Details for 165 Thomas Dr

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 14Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Pantry, Recreation RoomWet BarCeiling Fan
Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Security
Security System

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Vinyl, BrickFoundation Type: OtherLawnPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached, None

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 2.00 acres

Price and Tax history

YearProperty taxTax assessment
2025
$3,411
$712,200
Home facts updated by county records

Market trends in Middletown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
7MoM

Around this home

What Locals Say about Middletown

At least 18 Trulia users voted on each feature.

  • 90 % Say yards are well-kept

  • 89 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 78 % Say car is needed

  • 67 % Say it's quiet

  • 67 % Say they plan to stay for at least 5 years

  • 65 % Say kids play outside

  • 61 % Say it's dog friendly

  • 60 % Say there are sidewalks

  • 55 % Say people would walk alone at night

  • 50 % Say streets are well-lit

  • 48 % Say it's walkable to restaurants

  • 43 % Say there's wildlife

  • 38 % Say neighbors are friendly

  • 35 % Say there are community events

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Pgd26kdm7j
    "Limited yard area for some houses. However I do see lots of people walking their dogs on the sidewalk or even down at the park. "
    0
    Flag
  • Gsneff58
    "Really good neighborhood to live close to front Royal and Winchester really good schools shopping and rural area"
    0
    Flag
  • Barbi121770
    "The commute into town is easy and not busy at all. The neighborhood I live in is wonderful I couldn’t ask for better neighbors. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 165 Thomas Dr

  • What is 165 Thomas Dr estimated to be worth?
    Trulia's estimated value for 165 Thomas Dr in Middletown, VA is $743,300.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Middletown?
    Residents describe Middletown, VA as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Middletown, VA.
  • What are the closest schools to 165 Thomas Dr?
    The closest schools to 165 Thomas Dr in Middletown, VA are A.S. Rhodes Elementary School (Pre-K, rated 8/10), Skyline High School (rated 5/10), Skyline Middle School (rated 3/10).
  • Does 165 Thomas Dr have air conditioning?
    Yes, 165 Thomas Dr in Middletown, VA has air conditioning.
  • Does 165 Thomas Dr have a pool?
    Yes, 165 Thomas Dr in Middletown, VA has a pool.

Apartments for Rent

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