283 High St, Middletown, VA 22645
OFF MARKET

$355,700

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,500 sqft (on 1.56 acres)

283 High St, Middletown, VA 22645

Est. Refi. Payment $2,014/mo*
Refinance Your Home

Home Value

Trulia Estimate
$356K
Since last month
Decreased$15K (-4%)
Since last year
Decreased$14K (-3.7%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$350K
August 2026$348K
July 2026$364K
June 2026$353K
May 2026$365K
April 2026$348K
March 2026$363K
February 2026$329K
January 2026$318K
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
0.30
Single-Family Home
$345,000
02/12/26
4
2
1,484
0.14
Single-Family Home
$214,900
01/30/26
3
2.5
1,053
0.50
Single-Family Home
$440,000
07/31/26
4
3
1,810
0.33
Single-Family Home
$370,000
01/05/26
3
2
1,104
0.63
Single-Family Home
$489,999
11/20/25
4
2.5
1,840
0.67
Single-Family Home
$479,999
12/17/25
4
3
2,114
0.62
Single-Family Home
$430,000
05/29/26
4
2.5
1,920
0.55
Single-Family Home
$449,999
10/17/25
3
2.5
1,840
0.67
Single-Family Home
$489,999
11/19/25
4
3
1,980
0.65
Single-Family Home
$386,000
06/25/26
5
2.5
2,198

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
0.14
$214,900
3
2.5
1,053
Recently Sold
0.13
$568,600
4
2.5
2,308
Off Market
0.18
$147,600
2
1
950
Off Market
0.22
$342,600
3
2
1,056
Off Market
0.29
$405,000
4
2
1,692
Off Market
0.30
$345,000
4
2
1,484
Recently Sold
0.33
$370,000
3
2
1,104
Recently Sold
0.35
$361,500
3
2
1,807
Off Market
0.31
$691,000
3
2.5
1,998
Off Market
0.36
$394,400
3
2
1,508
Off Market
0.42
$379,000
4
2
2,512
For Sale
0.42
$549,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 283 High St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
1.56 acres
Living Area
2,500 sqft
Price/Sqft
$142
Parking
None

About this House

Four bedroom, two and half bath. New construction. Approx. 2500 sq.ft. w/ 1157 sq.ft unfinished basement. Listing Agent and Office: Jim Thomson, Long and Foster/ Webber and Asso.
283 High St, Middletown, VA 22645 is a 4 bedroom, 3 bathroom, 2,500 sqft single-family home built in 1970. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $355,700, with a rent estimate of $2,620/month.

Home Details for 283 High St

Interior Features

Heating & Cooling
Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: BrickFoundation Type: Concrete Block
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1.56 acres

Price and Tax history

DateEventPrice
Dec 19, 2007
Source: Agent Provided
ListingRemoved
$395,000
Nov 14, 2007
Source: Agent Provided
Listed For Sale
$395,000

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
7
MoM

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. "
  • Gsneff58
    "Really good neighborhood to live close to front Royal and Winchester really good schools shopping and rural area"
  • 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. "

LGBTQ Local Legal Protections

Frequently asked questions about 283 High St

  • What is 283 High St estimated to be worth?
    Trulia's estimated value for 283 High St in Middletown, VA is $355,700.
  • 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 283 High St?
    The closest schools to 283 High St in Middletown, VA are Middletown Elementary School (Pre-K, rated 4/10), Robert E. Aylor Middle School (rated 4/10), Sherando High School (rated 4/10).
  • How big is the lot at 283 High St?
    The lot at 283 High St in Middletown, VA is about 1.6 acres.

Apartments for Rent

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Off Market Homes Near 283 High St

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