Vintage homes for sale & real estate in Shenandoah County, VA

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ABOUT THIS HOME
Vintage Home for sale in Shenandoah County, VA:
Colonial Revival Elegance Meets Modern Comfort. Step into timeless charm with this beautifully restored Colonial Revival residence, nestled on a double lot totaling nearly an acre. Freshly landscaped grounds, a new asphalt driveway, and meticulous brick hardscaping set the tone for the craftsmanship found throughout the property. One of many standout features is the stunning large covered side porch—the perfect vantage point for watching town parades, sipping morning coffee, or enjoying warm breezes. Inside, the home spans three finished levels, blending rich historic character with thoughtful modern upgrades. Original details—like pocket doors, restored hardwood floors, high ce

$949,900

5 beds3.5 baths3,324 sq ft

422 N Main St, Woodstock, VA 22664

0.79 acre lot • 3 parking spots • Built 1920

(540) 227-4416

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ABOUT THIS HOME
Vintage Home for sale in Shenandoah County, VA:
Discover the perfect blend of peaceful country living and in-town convenience. This charming property offers the serenity of open space and quiet surroundings-yet sits just minutes from shops, schools, restaurants, and all the essentials. Some of the upgrade include: New roof (2021/2022), new hot water heater (2023), rustic hardwood flooring on main level, large screened-in porch perfect for relaxing and entertaining, spacious family room in basement, and detached garage.

$339,000

2 beds1.5 baths1,517 sq ft

539 Lupton Rd, Woodstock, VA 22664

New hot water heater • New roof • Spacious family room

(540) 459-4002

ABOUT THIS HOME
Vintage Home for sale in Shenandoah County, VA:
Welcome to this beautifully remodeled brick rancher in the town of Woodstock. Situated on a spacious 1-acre lot, this home blends classic charm with modern updates while offering close proximity to W. O. Riley Park, shops, restaurants, and grocery stores. Featuring 4 bedrooms and 2 bathrooms, the layout provides comfortable living space throughout. Extensive renovations completed in 2022, 2023, and 2024 were thoughtfully designed to enhance both functionality and style. The property also includes a generous 2-car detached garage with electric service, ideal for vehicles, storage, or workshop use. Outside, the expansive lot provides ample room for outdoor activities, gardening, or simply enj

$369,000

4 beds2 baths1,890 sq ft

508 Massanutten Hts, Woodstock, VA 22664

Spacious 1-acre lot • 1.04 acre lot • 3 garage spots

(540) 227-4416

ABOUT THIS HOME
Vintage Home for sale in Shenandoah County, VA:
Charming 1800s farmhouse surrounded by National Forest with breathtaking mountain views—ideal for homesteading or peaceful country living! This beautifully maintained home features refinished wood floors, all new windows, updated systems, fresh exterior paint, and a cozy sunroom. The screened-in wrap-around porch with a stone base and freshly painted metal roof adds timeless appeal. The property includes mature walnut trees, a large shed with power, water, lighting, wood storage, and a chicken coop/rabbit area. A garden space and spring-fed creek enhance the property’s serene, self-sufficient lifestyle. Conveniently located near Peterson Gap for hiking and UTV trails, and close

$450,000

3 beds2 baths1,528 sq ft

799 Stephens Ln, Fort Valley, VA 22652

4.01 acre lot • Built 1896 • Listed 15 days

(540) 635-8000

ABOUT THIS HOME
Vintage Home for sale in Shenandoah County, VA:
COZY 2 BEDROOM, ONE BATH HOME. NEW ROOF, REPLACEMENT WINDOWS, HARDWOOD FLOORS, BRIGHT AND AIRY AND CENTRAL AIR AND HEAT. . OWNER/BROKER

$260,000

2 beds1 bath768 sq ft

219 Virginia St, Strasburg, VA 22657

Central air and heat • New roof • Hardwood floors

(540) 465-8888

Property at 484 E Queen St, Strasburg, VA 22657, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,072 sq ft

484 E Queen St, Strasburg, VA 22657

(703) 522-0500

Property at 100 Wolfs Ln, Fort Valley, VA 22652, 3 beds, 3 baths

$350,000

3 beds3 baths1,782 sq ft

100 Wolfs Ln, Fort Valley, VA 22652

(703) 589-7762

Property at 133 Shenell Dr, Mount Jackson, VA 22842, 5 beds, 3.5 baths

$445,000

5 beds3.5 baths3,104 sq ft

133 Shenell Dr, Mount Jackson, VA 22842

(540) 437-3500

Property at 80 Honeysuckle Ave, Woodstock, VA 22664, 2 beds, 2 baths

$295,000

2 beds2 baths1,464 sq ft

80 Honeysuckle Ave, Woodstock, VA 22664

(540) 773-8475

Property at 1855 E Lee Hwy, New Market, VA 22844, 4 beds, 3 baths

$489,900

4 beds3 baths1,361 sq ft

1855 E Lee Hwy, New Market, VA 22844

(540) 773-8475

Property at 239 N Church St, Woodstock, VA 22664, 4 beds, 2.5 baths

$494,000

4 beds2.5 baths2,343 sq ft

239 N Church St, Woodstock, VA 22664

(540) 227-4416

Property at 517 W Locust St, Woodstock, VA 22664, 6 beds, 3.5 baths

$635,000

6 beds3.5 baths4,313 sq ft

517 W Locust St, Woodstock, VA 22664

(540) 465-3771

Property at 1197 John Marshall Hwy, Strasburg, VA 22657, 3 beds, 2 baths

$349,000

3 beds2 baths1,440 sq ft

1197 John Marshall Hwy, Strasburg, VA 22657

(703) 378-8810

Property at 309 N Main St, Edinburg, VA 22824, 3 beds, 2 baths

$169,900

3 beds2 baths1,878 sq ft

309 N Main St, Edinburg, VA 22824

(540) 459-8760

Property at 3341 Hillcrest Dr, Toms Brook, VA 22660, 3 beds, 2 baths

$339,900

3 beds2 baths1,624 sq ft

3341 Hillcrest Dr, Toms Brook, VA 22660

(540) 227-4416

Property at 8787 Crooked Run Rd, Basye, VA 22810, 2 beds, 1 bath

$360,000

2 beds1 bath768 sq ft

8787 Crooked Run Rd, Basye, VA 22810

(540) 459-2113

Property at 218 John Marshall Hwy, Strasburg, VA 22657, 2 baths

$149,900

— beds2 baths2,400 sq ft

218 John Marshall Hwy, Strasburg, VA 22657

(703) 669-0099

Property at 9459-9463 S Congress St, New Market, VA 22844, 5 beds

$295,000

5 beds— baths2,540 sq ft

9459-9463 S Congress St, New Market, VA 22844

(540) 465-3771

Property at 9400 Congress St S, New Market, VA 22844, 4 beds, 2.5 baths

$387,000

4 beds2.5 baths3,398 sq ft

9400 Congress St S, New Market, VA 22844

(540) 227-4416

Property at 105 Water St, Edinburg, VA 22824, 4 beds, 2 baths

$250,000

4 beds2 baths1,986 sq ft

105 Water St, Edinburg, VA 22824

(540) 227-4416

Property at 9525 Congress St S, New Market, VA 22844, 4 beds, 1 bath

$184,900

4 beds1 bath1,572 sq ft

9525 Congress St S, New Market, VA 22844

Property at 9457 S Congress St, New Market, VA 22844, 6 beds

$390,000

6 beds— baths3,259 sq ft

9457 S Congress St, New Market, VA 22844

(540) 465-3771

Property at 9299 Congress St N, New Market, VA 22844, 3 beds, 1 bath

$275,000

3 beds1 bath2,282 sq ft

9299 Congress St N, New Market, VA 22844

Property at 3659 S Ox Rd, Edinburg, VA 22824, 4 beds, 2 baths

$1,550,000

4 beds2 baths2,155 sq ft

3659 S Ox Rd, Edinburg, VA 22824

(540) 687-6395

Property at 191 Hideaway Farms Rd, Edinburg, VA 22824, 2 beds, 1 bath

$299,000

2 beds1 bath1,680 sq ft

191 Hideaway Farms Rd, Edinburg, VA 22824

(540) 459-2113

Property at 374 Old Cross Rd W, New Market, VA 22844, 3 beds, 2.5 baths

$310,000

3 beds2.5 baths1,499 sq ft

374 Old Cross Rd W, New Market, VA 22844

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Vintage Homes for Sale in Shenandoah County

There are currently 26 vintage homes for sale in Shenandoah County at a median listing price of $375K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Shenandoah County stay on the market for 61 days and receive 1 offers. This map is refreshed with the newest listings in Shenandoah County every 15 minutes.

In the past month, 57 homes have been sold in Shenandoah County. In addition to houses in Shenandoah County, there were also 5 condos, 21 townhouses, and 3 multi-family units for sale in Shenandoah County last month. Find your dream home in Shenandoah County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Shenandoah County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Shenandoah County. If you're looking to sell your home in the Shenandoah County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Shenandoah County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Vintage homes for sale & real estate in Shenandoah County, VA

Vintage Homes for Sale in Shenandoah County

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