5533 Middle Rd, Winchester, VA 22602
Property image
Property image
OFF MARKET

5533 Middle Rd
Winchester, VA 22602

  • 3 Beds
  • 1.5 Baths
  • 1,375 sqft (on 3.15 acres)

$555,800

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $3,060/mo*
Refinance Your Home

$555,800

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $3,060/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,375 sqft
(on 3.15 acres)

Local Information

  • Map ViewExplore the area around 5533 Middle Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to your dream home with NO HOA! Nestled on 3.15 acres of picturesque, unrestricted land, this property boasts an in-ground pool and ample space for a couple of horses with its barn and two fenced pastures. Meticulously maintained, this charming ranch home features captivating details such as wainscoting, bead board ceilings, and shiplap walls. The kitchen underwent a tasteful renovation in 2019, showcasing new cabinets, black leathered granite countertops, stone backsplash, a farmhouse sink, and a center island topped with marble. Stainless steel appliances add a modern touch. Adjacent to the living room and kitchen, a spacious sunroom beckons relaxation with a slider leading to the backyard oasis. The full bath conveniently connects to the pool area and includes a washer & dryer. One bedroom offers a half bath, while two additional bedrooms provide ample accommodation. Step outside to discover mature landscaping, a fenced-in yard for pets, and a beautiful in-ground pool perfect for summer enjoyment. An unfinished basement, accessible from outside, offers potential for expansion. The interior connecting stairs to the basement have been covered, however they are still intact and could be opened again should the buyers wish to do so in the future. Recent upgrades include HVAC replacement in 2023, roof replacement in 2018, and replacement of the water softener and UV light in 2019. Don't miss the opportunity to make this stunning property your own!
5533 Middle Rd, Winchester, VA 22602 is a 3 bedroom, 2 bathroom, 1,375 sqft single-family home built in 1969. It last sold for $515,000 on Jul 2, 2024 (4% above the $495,000 asking price). It is currently off market. The Trulia Estimate is $555,800, with a rent estimate of $2,032/month.

Home Highlights

Parking
4 Open Spaces
Outdoor
Porch, Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5533 Middle Rd

Interior Features

Interior Details
Basement: Unfinished,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1375 Square Feet
Appliances & Utilities
Utilities: Electricity Available, Phone AvailableAppliances: Microwave, Dryer, Washer, Dishwasher, Refrigerator, Ice Maker, Cooktop, Electric Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: None
View
Has a ViewView: Garden, Mountain(s), Trees/Woods, Pasture

Exterior Features

Exterior Home Features
Roof: Composition ShinglePatio / Porch: Deck, Patio, PorchFencing: Wood, Chain LinkOther Structures: Above Grade, Below GradeFoundation: BlockHas a Private Pool
Parking & Garage
Number of Carport Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4Has a CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Asphalt,Attached Carport,Driveway
Pool
Pool: Fenced, In Ground, PrivatePool
Frontage
Not on Waterfront
Water & Sewer
Sewer: On Site Septic
Farm & Range
Horse Amenities: PaddocksAllowed to Raise Horses
Finished Area
Finished Area (above surface): 1375 Square Feet

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: BrickNot a New Construction
Property Information
Included in Sale: Washer & DryerParcel Number: 73 A 35

Price & Status

Price
List Price: $495,000
Status Change & Dates
Off Market Date: Tue Jul 02 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: WINCHESTERCommunity: None Available
School Information
Elementary School District: Frederick County Public SchoolsJr High / Middle School District: Frederick County Public SchoolsHigh School District: Frederick County Public Schools

Building

Building Area
Building Area: 1375 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 3.15 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: VAFV2018996Above Grade Unfinished Area: 1375
Last check for updates: about 2 hours ago
Listed by Angie Ordonez, (540) 683-3000
NextHome Realty Select
Bought with: Carolina Mosquera, (703) 618-0727, Weichert, REALTORS
Source: Bright MLS, MLS#VAFV2018996

Price History for 5533 Middle Rd

DatePriceEventSource
07/02/2024$515,000Sold
Bright MLS #VAFV2018996
06/03/2024$495,000PendingBright MLS #VAFV2018996
05/30/2024$495,000Listed For SaleBright MLS #VAFV2018996
10/18/2023$460,000Sold
Bright MLS #VAFV2014620
09/05/2023$449,900PendingNextHome #VAFV2014620
09/03/2023$449,900ContingentBright MLS #VAFV2014620
08/28/2023$449,900Listed For SaleBright MLS #VAFV2014620
07/22/2022$493,000ListingRemovedBright MLS #VAFV2006762
06/24/2022$493,000PriceChange
Bright MLS #VAFV2006762
06/02/2022$499,000PriceChange
Bright MLS #VAFV2006762
05/20/2022$515,000Listed For SaleBright MLS #VAFV2006762
09/06/2018$225,000Sold
N/A
11/17/2008$228,000Sold
N/A
05/29/2008$228,000Sold
N/A

Market trends in Stephens City

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$404K
$3.65KMoM
Sale-to-List Price
100.0%
0.3%MoM
Price per sq ft
$201
$4MoM
Available listings
118
13MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$2,261
Assessment$471,120
Home facts updated by county records

Comparable Sales for 5533 Middle Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1512 Marlboro Rd, Stephens City, VA
0.81
Single-Family Home
$670,000
06/18/26
3
2.5
2,305
309 Germany Rd, Winchester, VA
1.09
Single-Family Home
$510,000
11/14/25
3
3
2,656
162 Bunchberry Ridge Ct, Stephens City, VA
0.75
Single-Family Home
$875,000
08/01/25
4
3.5
4,476
149 Carters Ln, Stephens City, VA
1.29
Single-Family Home
$525,000
11/20/25
3
3
3,054
110 Chanterelle Ct, Stephens City, VA
1.31
Single-Family Home
$648,000
09/26/25
3
2.5
2,200
203 Germany Rd, Winchester, VA
1.32
Single-Family Home
$589,900
07/23/25
4
2.5
2,928
131 Pomme Cir, Stephens City, VA
1.28
Single-Family Home
$745,000
05/29/26
4
3
3,530
115 Germany Rd, Winchester, VA
1.45
Single-Family Home
$611,500
12/19/25
4
2.5
2,520
109 Inez Ln, Stephens City, VA
1.22
Single-Family Home
$899,000
05/15/26
4
4.5
3,304
131 Chanterelle Ct, Stephens City, VA
1.32
Single-Family Home
$745,000
02/26/26
4
3.5
3,030

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 5533 Middle Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Stephens City

At least 110 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 89 % Say it's dog friendly

  • 89 % Say parking is easy

  • 86 % Say yards are well-kept

  • 82 % Say kids play outside

  • 76 % Say there's holiday spirit

  • 68 % Say people would walk alone at night

  • 65 % Say there are sidewalks

  • 64 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 60 % Say it's quiet

  • 44 % Say they plan to stay for at least 5 years

  • 40 % Say streets are well-lit

  • 34 % Say it's walkable to restaurants

  • 25 % Say it's walkable to grocery stores

  • 22 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • N54ryrcwpz
    "Good parks"
    0
    Flag
  • barsulya
    "There is a pond to walk a dog around. There are also a lot of geese in the area, and it’s easy to step into their excrements when walking. "
    0
    Flag
  • Missvicki877
    "Lots of dogs and cats. Good pet owners. We walk our dogs and someone is always out walking a dog or 2."
    0
    Flag
  • Amanda Morales
    "Dog friendly neighborhood. All kind of breeds. All dogs are friendly and so are neighbors. Everyone picks up after their dogs. "
    0
    Flag
  • Amy Triplett Bryant
    "I commute outside of the region for work to an area without public transportation. There is also not public transportation locally."
    0
    Flag
  • Peggy Jett Torrez
    "yard sales, Children playing with each other every day. Neighbor's gathering each day to say hello when working in their yards"
    0
    Flag
  • Kathy.obrien16
    "Lots of trails in the area. People are always walking their dogs. Lots and lots of dogs, mostly small to medium size."
    0
    Flag
  • Renee Krejci
    "Lots of dogs seem to live in the neighborhood, so I think that’s a good thing. Nice sidewalks and plenty of area for them to take walks "
    0
    Flag
  • Amy Triplett Bryant
    "The schools for our neighborhood have a great sense of community and tradition. It is also nice having your kids’ friends in the same neighborhood."
    0
    Flag
  • Catrena R.
    "Season activities, kids playing, festivals and farmers market. There are lots of parks and DC is nearby. "
    2
    Flag
  • Melissa B.
    "Commute is good. I’m close to the following: 7, 11, 37, 50, 81, 340, 522 all within a few minutes drive to any of the major roadways. "
    0
    Flag
  • Karen R.
    "Traveling by car is easy in this area. It doesn't take long to go to a restaurant or mall or any normal business. "
    0
    Flag
  • Jared N.
    "Local park events such as fireworks in July 4th, doggy day, kite festival. A parade to celebrate the area."
    2
    Flag
  • Kristin S.
    "Barking is a problem with neighbors , not many places they can run unless you have a nice backyard. There are sidewalks to take long walks "
    1
    Flag
  • Missvicki877
    "This is a family neighborhood with children. We look out for each other. Nice park and pool near. Walking trails too."
    3
    Flag
  • Knicewarner
    "My wife and I both commute into the Front Royal area for work and into Winchester and Loudoun County for pleasure. "
    0
    Flag
  • Adidas G.
    "I just moved in and it’s great the roads are clean and everything is clean it is nice I don’t know about the schools but I think they are good schools "
    1
    Flag
  • Destinee O.
    "It seems to be pretty safe for the most part. I have never been, knock on wood, in an uncomfortable situation here. Few kids who are just a little rowdy here and there but nothing too big. "
    0
    Flag
  • Angel T.
    "Beautiful country and mountain views. Close to vineyards and national historic areas. Proximity to major highways 81 and 66."
    1
    Flag
  • Robert T.
    "Car definitely necessary. Typical rush hour issues in a few problem spots, but over all not a bad commute."
    0
    Flag
  • Jennifer B.
    "That the parking lot isn't a playground. There are backyards for a reason. But it's very quiet and convenient where we live."
    0
    Flag
  • Nowlinbrenda
    "Low crime, peaceful area, children are always out playing, not a lot of sidewalks for high schoolers to walk to school. A new middle school is on the way................."
    2
    Flag
  • Kjones6868
    "I live in a single family home neighborhood, very quiet and friendly convenient to I81 and 522. Has wonderful children’s playground, walking trail, tennis and basketball courts and unground community pool!"
    3
    Flag
  • Cheri l.
    "I drive 55 miles (1.5 - 2 hours during rush hour) to get to work but it's worth it to live in this area."
    0
    Flag
  • Sing4theking
    "There are good schools, friendly families, and more and more amenities being built locally. There are nice parks and restaurants. There are kid-friendly attractions within 10 miles. "
    0
    Flag
  • Julian G.
    "15 minute commute to Winchester. 5 minutes to I81, 10 minutes to I66, 15 minutes to route 7. Traffic is typically light unless it is around 5pm."
    1
    Flag
  • Rebecca W.
    "Lived here 7 years and has been a great starter home. Neighbors keep to themselves and maintain their homes with pride. Most people around here have been here 20 years or more."
    7
    Flag
  • nijima
    "Beautiful area with nice amenities"
    0
    Flag
  • Joe
    "Close enough to the cities for good incomes, but far enough to leave the cities problems behind. Great place to be."
    0
    Flag
  • Maria
    "I love this area, everyone is so friendly. Go Warriors!"
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

56 pet-friendly rentals in Winchester, VA

Explore by feature - Garage

31 rentals with a garage in Winchester, VA

Explore by feature - Air Conditioning

122 rentals with air conditioning in Winchester, VA

Explore by feature - Pool

15 rentals with a pool in Winchester, VA

Explore by feature - Washer/dryer

92 rentals with a washer/dryer in Winchester, VA

Explore by feature - Outdoor Space

29 rentals with an outdoor space in Winchester, VA

Homes for sale near 5533 Middle Rd

Skip to last item
Skip to first item

Off Market Homes Near 5533 Middle Rd

Skip to last item
Skip to first item
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information