20 Jackson Pl, Middletown, VA 22645
OFF MARKET

20 Jackson Pl
Middletown, VA 22645

  • 6 Beds
  • 4.5 Baths
  • 4,460 sqft (on 1 acre)

$778,500

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,312/mo*
Refinance Your Home

$778,500

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,312/mo*
Refinance Your Home
6 Beds
4.5 Baths
4,460 sqft
(on 1 acre)

Home Value

Trulia Estimate
$779K
Since last month
Increased$600 (+0.1%)
Since last year
Increased$21K (+2.8%)
Since last sale
Increased$185K (+31.2%)
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 +70% in the last 10 years
MonthEstimated value
2026
August 2026$779K
July 2026$778K
June 2026$798K
May 2026$800K
April 2026$793K
March 2026$786K
February 2026$732K
January 2026$727K
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
43 Little Sorrel Dr, Middletown, VA
0.17
Single-Family Home
$677,000
07/16/26
6
4
4,164
1149 Cooley Dr, Middletown, VA
0.18
Single-Family Home
$620,000
05/05/26
5
3
3,076
111 Jackson Pl, Middletown, VA
0.10
Single-Family Home
$645,000
08/29/25
3
2
2,401
76 Katie Ln, Middletown, VA
0.89
Single-Family Home
$635,000
06/22/26
6
3.5
3,888
646 Guard Hill Rd, Middletown, VA
0.62
Single-Family Home
$549,000
05/29/26
4
3.5
2,768
20 Katie Ln, Middletown, VA
0.85
Single-Family Home
$584,933
03/05/26
4
3
2,312
215 Thomas Dr, Middletown, VA
0.64
Single-Family Home
$515,000
09/26/25
3
2.5
2,410
515 River Ridge Dr, Middletown, VA
0.87
Single-Family Home
$750,000
02/23/26
4
4
4,144
2137 Reliance Rd, Middletown, VA
1.05
Single-Family Home
$420,000
12/12/25
3
1.5
1,776
112 Woods Way, Middletown, VA
1.22
Single-Family Home
$1,125,000
01/16/26
4
3.5
3,696

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
175 Little Sorrel Dr, Middletown, VA 22645
0.04
$695,600
4
2.5
2,944
Off Market
96 Jackson Pl, Middletown, VA 22645
0.07
$789,200
5
4.5
3,752
Off Market
4 Jackson Pl, Middletown, VA 22645
0.05
$859,900
6
5.5
5,785
For Sale
111 Jackson Pl, Middletown, VA 22645
0.10
$630,100
3
2
2,401
Off Market
42 Little Sorrel Dr, Middletown, VA 22645
0.15
$683,300
5
3.5
5,052
Off Market
43 Little Sorrel Dr, Middletown, VA 22645
0.17
$677,000
6
4
4,164
Recently Sold
1064 Cooley Ln, Middletown, VA 22645
0.24
$773,700
5
3.5
4,842
Off Market
646 Guard Hill Rd, Middletown, VA 22645
0.62
$549,000
4
3.5
2,768
Recently Sold
215 Thomas Dr, Middletown, VA 22645
0.64
$543,900
3
2.5
2,410
Off Market
2722 Reliance Rd, Middletown, VA 22645
0.69
$479,300
4
2.5
2,290
Off Market
2768 Reliance Rd, Middletown, VA 22645
0.70
$467,200
3
2.5
1,944
Off Market
23 Guard Rd, Middletown, VA 22645
0.68
$230,300
1
1
910
Off Market

Local Information

  • Map ViewExplore the area around 20 Jackson Pl.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
1 acre
Living Area
4,460 sqft
Price/Sqft
$175
Parking
Garage

About this House

This single-family home is located at 20 Jackson Pl, Middletown, VA. 20 Jackson Pl is in Middletown, VA and in ZIP code 22645. This property has 6 bedrooms, 5 bathrooms and approximately 4,460 sqft of floor space. This property has a lot size of 1 acre and was built in 2006.
20 Jackson Pl, Middletown, VA 22645 is a 6 bedroom, 5 bathroom, 4,460 sqft single-family home built in 2006. It last sold for $593,500 on May 24, 2006. It is currently off market. The Trulia Estimate is $778,500, with a rent estimate of $4,549/month.

Home Details for 20 Jackson Pl

Interior Features

Interior Details
BasementNumber of Rooms: 27Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation Room, Workshop, Sun RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalRefrigerator
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: OtherGardenLawn
Parking & Garage
GarageParking: Garage Attached, None

Property Information

Year Built
Year Built: 2006Year Updated: 2009
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
May 24, 2006
Source: N/A
Sold
$593,500

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 20 Jackson Pl

  • What is 20 Jackson Pl estimated to be worth?
    Trulia's estimated value for 20 Jackson Pl in Middletown, VA is $778,500.
  • What is the price history for 20 Jackson Pl?
    20 Jackson Pl in Middletown, VA last sold for $593,500 in May 2006.
  • 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.
  • Does 20 Jackson Pl have air conditioning?
    Yes, 20 Jackson Pl in Middletown, VA has air conditioning.
  • Does 20 Jackson Pl have laundry facilities?
    Yes, 20 Jackson Pl in Middletown, VA has laundry facilities.

Apartments for Rent

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