Hopewell Cottages Attention all naturalists - Unique and very special offering – two cottages and two large ponds together on 10 acres just east of The Plains – ultimate charm and beautiful setting. Original cottage has 1 bedroom, 2 full baths, gourmet kitchen, fireplace, stone walls and multi leveled terraces overlooking the spring fed ponds. 2nd cottage across the pond enjoys tremendous privacy for guests or multi generational living. Thoughtful design, 2 bedrooms, bright open living area with fireplace, terrace, garage and wonderful front porch overlooking the upper pond. All on one level. Tremendous wildlife and native plantings.
Almost 115 Acres in The Plains, Virginia A rare opportunity to own nearly 115 acres in the heart of Virginia Hunt Country. Surrounded by thousands of acres of protected land, scenic riding and hiking trails, and the majestic Bull Run Mountains, this extraordinary estate offers unmatched privacy, breathtaking natural beauty, and a lifestyle rarely found in today's market—all while remaining just minutes from The Plains, shopping, dining, and I-66. Set amid rolling pastures and picturesque countryside, the custom-built residence offers nearly 7,000 square feet across three finished levels. Designed for both gracious entertaining and comfortable everyday living, the home features 6 bedrooms, 6.5 baths, soaring 10-foot ceilings, wide-plank cherry flooring, custom built-ins, geothermal HVAC, two gas fireplaces, and two fully equipped kitchens. The main level is thoughtfully designed with a luxurious primary suite featuring a spa-like bath and wet bar, as well as a second bedroom with an en-suite bath, ideal for guests or multigenerational living. At the center of the home, the gourmet kitchen opens seamlessly to the breakfast area and family room, creating inviting gathering spaces filled with natural light. A dramatic double staircase adds architectural elegance, while the upper level offers five additional bedrooms and three full baths. Beyond the residence, the property unfolds into a spectacular private retreat. Expansive open fields, a stocked pond, private pool, run-in shed, charming log cabin, and partially restored stone cottage create endless opportunities for equestrian pursuits, recreation, farming, hunting, family gatherings, or simply enjoying the tranquility of country living. Whether envisioned as a private estate, family compound, weekend retreat, or working farm, the possibilities are truly exceptional. Recent improvements enhance both convenience and value, including an upgraded paved approach road and shared access lane, a custom gated entrance with stone pillars, replacement of all living room windows, the addition of a second kitchen with high-end stainless-steel appliances, and a 4G LTE signal booster for reliable connectivity. Properties of this scale, privacy, and quality rarely become available in The Plains. Combining nearly 115 acres, a beautifully appointed residence, and an unrivaled Virginia Hunt Country setting, this is a truly exceptional offering in one of Northern Virginia's most coveted countryside locations.
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.
Declare Your Independence From High Interest Rates- Lock in a lower interest rate with this Independence Day Special! Freedom looks a little different for everyone. For some, it's an oversized garage for hobbies, projects, and toys. For others, it's a flexible floor plan with room for guests, extended family, or a home business. At 5331 Merry Oaks Rd, you'll find both. Built in 2023 and offering easy one-level living, 10' ceilings, open-concept spaces, a floor-to-ceiling stone fireplace, and a private suite with its own entrance, this home delivers options that are hard to find. In honor of America's 250th Anniversary, the seller is offering $12,250 toward buyer closing costs or an interest rate buydown. Move in, make it your own, and celebrate your own independence in The Plains. (Please note: some photos have been virtually enhanced with AI to illustrate future enhancements).
Courtesy: Sheridan-MacMahon Ltd.
540-687-5588
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
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.
Set amid 53 acres of protected Virginia countryside in the heart of The Plains, Look Up Farm stands among the Capital Region’s most remarkable private estates. Surrounded by blue ridge mountain vistas on the front of the home, while the back of the home enjoys rolling pastures and horses grazing in the distance, pastoral countryside views and hay bales resting on the land in spring and fall. The property evokes the character of an upper-crust Colonial-era estate. Completed in 2020 through the collaboration of Potomac Valley Builders and Foster Zimmerman Architects, the home achieves a level of refinement rarely encountered among newly built country properties. A long, sweeping approach reveals a façade of vibrant old-world stone and clapboard beneath a slate and metal roof, accented by copper gutters and custom milled wood shutters. Windsor windows frame pastoral views in every direction, while balanced proportions and classical symmetry establish an immediate sense of quiet authority. The traditional center hall foyer introduces 11,850 finished square feet arranged with clarity and intention, anchored by a dramatic double-height stair hall crowned by a Ralph Lauren lantern with lift. The great room centers on an Isokern Bvetto fireplace and opens seamlessly to the expansive rear terrace. Craftsmanship is evident throughout, from ten-inch-wide French oak flooring to one-and-a-quarter-inch TruStile paneled doors finished with Emtek hardware. Refined millwork creates a gallery-like backdrop for bespoke lighting by Visual Comfort, Urban Electric, and Hector Finch. Select spaces introduce depth and character, including a stately library finished in Farrow & Ball De Nimes Blue and a formal dining room positioned along a transverse gallery that separates entertaining and living spaces. At the heart of the residence lies the chef’s kitchen, designed for both daily living and large-scale entertaining. Custom inset cabinetry and Vermont Danby marble frame a substantial center island, while a Wolf dual-fuel range anchors a comprehensive appliance suite with integrated Sub-Zero refrigeration and a built-in espresso system. A fully appointed butler’s pantry enhances functionality. The main-level primary suite occupies a private wing with direct terrace access, a masonry fireplace, generous dressing space, and a spa-inspired marble bath with a glass-enclosed shower and built-in soaking tub. A separate guest wing offers exceptional flexibility with two ensuite bedrooms, full kitchen, office, and independent living spaces. Upstairs, four additional bedroom suites each feature en suite baths and walk-in closets, alongside a sitting room, wet bar, and secondary laundry. In total, the residence includes eight bedrooms, nine full baths, and three half baths. The lower level is designed for leisure and gathering, anchored by a recreation room with a full wet bar and complemented by a dedicated home theater with enhanced sound insulation and integrated audiovisual systems. An exercise room, additional bath, and bunk rooms complete the level with direct terrace access. Behind the scenes, an elevator, whole-house generator, Carrier HVAC, security system, Sonos audio, and Savant automation are seamlessly integrated. Exterior lighting casts a warm glow at dusk, reinforcing the home’s timeless architectural character. The surrounding acreage unfolds into sweeping lawns, mature tree lines, and expansive vistas characteristic of this storied equestrian region, offering privacy while remaining within convenient reach of Middleburg and Washington. With its scale, architectural integrity, curated finishes, and advanced systems, Look Up Farm stands as a rare offering. It is a newly built country estate that honors classical design while delivering the expectations of modern living, crafted not simply as a residence but as a generational property of lasting significance within one of Virginia’s most enduring landscapes.
Two detached homes are situated on one large lot at 2675 and 2681 Halfway Road, offering flexible use options. Improvements completed since May 2021 include updates to both residences and exterior spaces. 2675 Halfway Road features granite kitchen countertops, a replaced sink, newer refrigerator, updated upstairs bathroom with granite countertop and retiled shower, updated half bath vanity, and newer wood blinds on the main level windows. Major system and exterior improvements include two replaced HVAC systems serving separate upstairs and downstairs zones, added attic insulation, newer gutters and snow guards on the metal roof, extended privacy trellis fencing, a restoned rear patio, replaced Bilco door for basement stair access, drainage system with sump pump, replaced well pressure tank, and upgraded laundry center. This home is currently tenant occupied, and the tenant would like to continue leasing if permitted. 2681 Halfway Road includes a regraveled driveway, added privacy fencing along the driveway, a sunroom, screened porch, and three stone patios. Outdoor improvements also include landscaping with edible plantings, a flower garden, and fruit trees. Conveniently located with access to Middleburg, The Plains, Routes 50 and 55, and I-66.
Courtesy: Sheridan-macmahon Ltd.
540-687-5588
FIDELIO - 61 acres Experience unparalleled craftsmanship and old-world sophistication in this extraordinary European-inspired estate, where reclaimed architectural antiquities and museum-quality finishes create a residence of rare distinction. Limestone floors, hand-painted coffered ceilings, and exquisite mahogany doors and windows define the home's refined interior. The main residence offers spectacular chef's kitchen, 5 spacious bedrooms, 5 full baths, and 6 fireplaces. Elevator accommodates choice of main level primary suite or the upper level option with private study and porches over looking the Bull Run Mountains. The private compound features a separate gallery/studio, charming stone cottage, guest house, spa, gym, pool and tennis court. The grounds are equally breathtaking, stunning metasequoia lined driveway, with rolling landscapes, orchards, formal gardens, a picturesque stream with waterfalls, and Little River frontage. A truly one-of-a-kind offering combining elegance, privacy, and natural beauty. Enchanting grounds have been reimagined providing lush green space and mature plantings. This rare offering is a serene retreat and an entertainers dream in one of Virginia's most protected locations.
Courtesy: Keller Williams Realty/lee Beaver & Assoc.
703-330-2222
Two detached homes are situated on one large lot at 2675 and 2681 Halfway Road, offering flexible use options. Improvements completed since May 2021 include updates to both residences and exterior spaces. 2675 Halfway Road features granite kitchen countertops, a replaced sink, newer refrigerator, updated upstairs bathroom with granite countertop and retiled shower, updated half bath vanity, and newer wood blinds on the main level windows. Major system and exterior improvements include two replaced HVAC systems serving separate upstairs and downstairs zones, added attic insulation, newer gutters and snow guards on the metal roof, extended privacy trellis fencing, a restoned rear patio, replaced Bilco door for basement stair access, drainage system with sump pump, replaced well pressure tank, and upgraded laundry center. This home is currently tenant occupied, and the tenant would like to continue leasing if permitted. 2681 Halfway Road includes a regraveled driveway, added privacy fencing along the driveway, a sunroom, screened porch, and three stone patios. Outdoor improvements also include landscaping with edible plantings, a flower garden, and fruit trees. Conveniently located with access to Middleburg, The Plains, Routes 50 and
Courtesy: Keller Williams Realty/Lee Beaver & Assoc.
703-330-2222
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!
Information is provided by Charlottesville Area Association of Realtors®. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interestedin purchasing. Copyright © 2026 Charlottesville Area Association of Realtors®. All rights reserved.
The Plains is located in Virginia. The Plains, Virginia has a population of 273. The Plains is more family-centric than the surrounding county with 35.19% of the households containing married families with children. The county average for households married with children is 35.08%.
The median household income in The Plains, Virginia is $88,125. The median household income for the surrounding county is $111,368 compared to the national median of $69,021. The median age of people living in The Plains is 38.7 years.
The average high temperature in July is 86.2 degrees, with an average low temperature in January of 22.7 degrees. The average rainfall is approximately 43.9 inches per year, with 19.6 inches of snow per year.
