Browse All The Plains VA Historical Properties for Sale

Nestled on 3.3 picturesque acres, this beautifully maintained, thoughtfully expanded, and recently renovated home offers the perfect blend of country charm and modern convenience. Ideally located just 10 minutes from the historic villages of Middleburg, The Plains, and Marshall, the property enjoys a peaceful setting with sweeping views of manicured grounds, a classic red barn, and large countryside estates. Designed for comfortable everyday living, the main level features inviting living spaces, a well-appointed kitchen, a spacious primary suite, a guest bedroom with a full bath, and a convenient mudroom/laundry area. Upstairs, you’ll find an additional bedroom with its own bath and an expansive bonus room offering endless possibilities as a home office, recreation room, studio, or additional guest space. The lower level offers a cozy finished living area, abundant storage, and a second laundry setup, providing flexibility for a variety of needs. Whether you’re searching for a full-time residence or a peaceful weekend retreat, this exceptional property offers timeless appeal, privacy, and the beauty of Virginia’s renowned horse country. High-speed Fiber Wi-Fi ensures you can stay connected while enjoying the tranquility of country living.

3167 Burrland Ln, The Plains

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500

$6,250,000

5 Beds ⋅ 9 Baths

The Tannery has evolved gracefully over more than two centuries, each generation adding thoughtfully whileThe Tannery has evolved gracefully over more than two centuries, each generation adding thoughtfully while preserving the integrity of what came before. Originally dating to the late 1700s and thoughtfully expanded, The Tannery is an extraordinary country estate where authenticity, craftsmanship, and understated elegance come together in a way that simply cannot be recreated. At its heart is the original native fieldstone residence, joined by two hand-hewn log cabins dating to 1831 and 1850. A series of seamlessly connected additions has created a home of exceptional warmth and character while flowing effortlessly for modern living. Lovingly maintained and expanded, the main residence sits in an elevated position on rolling and well-maintained forest and meadows. This residence has been well loved with tremendous respect for its origins; the home retains an extraordinary collection of original materials and architectural details, including exposed hand-hewn beams, interior stone walls, wide-plank flooring, seven fireplaces, and historic millwork that reflect the craftsmanship. Two primary suites, 3 additional bedrooms and 7 full baths and 2 half baths. The principal gathering spaces overlook a large spring-fed pond, with expansive picture windows framing sweeping views across hunt country and the stone springhouse. A generous rear porch provides the perfect setting for entertaining or quiet afternoons enjoying the landscape. Outside, the grounds are exceptional. Immaculate foundation plantings, mature specimen trees, and iconic Virginia stone walls. Lovely swimming pool and cabana are perfectly tucked within a private boxwood and lavender garden. Equestrian amenities include a 6 stall stable complex, multiple paddocks, and a separate 4-bedroom 2 bath log residence, offering exceptional flexibility for guests or extended family. Set on 93 private acres in the heart of The Plains and the Orange County Hunt Territory, The Tannery is a property of remarkable beauty, authenticity, and permanence. Opportunities to acquire an estate of this caliber—where history has been so thoughtfully preserved while providing every comfort for contemporary country living—are exceedingly rare.

6143 Coon Tree Rd, The Plains

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

$490,000

2 Beds ⋅ 1 Baths

AMAZING LOCATION - Take this property and make it your private get away. Only 5 minutes to Middleburg, 10 minutes to Rt 66 and backs to 100's of acers of wooded land - never to be developed. Being sold "AS IS". For serious pre-approved buyers we have the full set of county approved professional architect plans to remodel this home, you get to choose the look and finishes. This property is great for investors, first time home owners or someone who wants to add the sweat equity to live in hunt country inexpensively.

6040 Coon Tree Rd, The Plains

Listing courtesy of Your Home Sold Guaranteed Realty - East LLC. Contact: 6788949744

$399,000

2 Beds ⋅ 2 Baths

Retreat to an updated historic home in The Plains, a town that speaks more of a village with peaceful times. Nestled in a small enclave of historic homes in the center of town, you are within walking distance of restaurants, art galleries, a café, a tea house, the post office, antique shops and churches, as well as quick access to I-66. Escape to the serenity of this 2-bedroom 1.5 bath, 897 sq. ft. Farm Style home. Relax on the 28-foot covered front porch and view the horses from a neighboring farm or sit in the sun of an open rear Trex deck, to enjoy the privacy of the backyard. Heart of pine floors and exposed beams in the living room ceiling, welcome you. An eat-in kitchen includes stainless steel appliances, along with an enclosed stackable LG washer and dryer and heat pump added in 2014. A French door refrigerator/freezer as an update in 2023, brings a modern touch. Don't miss the soft close cabinets and drawers with a long granite countertop and a window over the sink overlooking a neighboring field. Cased, double hung windows spread light throughout the home. Catch the mountain views from the master bedroom window. Or better yet, grab a moment to view this cozy and inviting home in The Plains. Tax record updated to reflect 2026 taxes. Also, does not reflect 1 full bath, 1 half bath. Floorplan, house renovations and Improvements in the documents section. Deck added, in place of back porch.

4209 Pickett St, The Plains

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$975,000

2 Beds ⋅ 2 Baths

TWO GORGEOUS MOVE IN READY COTTAGES ON ONE TWO ACRE STUNNING LOT!! 2675 and 2681 are situated on just over two acres. One cottage 2675 Halfway sits atop a small hill, the other 2681 is about 80 yards away, nestled quietly alongside a private drive! Both homes are on Halfway road. Both of these homes are set up beautifully! Both with many recent improvents (2021+), far too many to mention here, please look in the Document section in this listing for details! Welcome home to an amazing property! Here you have a lovely blend on each home of natural settings with views, nature, quiet and wherer beauty abounds. Located a few minutes from Middleburg, both of these homes present a wonder of opportunities. Live in one and rent the other! Have a guest, or relative stay in the other... just so many ways to enjoy your new homes. There is an equestrian stable, which is being used as a large utility shed , however it could be repurposed as originally intended. From an investment perspective nearly impossible to find! To actually have two homes that can be enjoyed with just enough space in each side of this two acre lot to feel like you are in a private setting is priceless!

2675 & 2681 Halfway Rd, The Plains

Listing courtesy of Keller Williams Realty/Lee Beaver & Assoc.. Contact: 7033302222

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