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$649,900
Escape to the peace and beauty of Madison County with this stunning parcel offering the perfect opportunity to build your dream home, weekend retreat, or private getaway. Surrounded by picturesque countryside and mountain views, this property provides a serene setting with open space, mature trees, and the charm of rural Virginia living. Whether you envision a small farm, homestead, recreational property, or future investment, the possibilities are endless. Conveniently located with easy access to Orange, Madison, and Charlottesville while still offering the privacy and tranquility of country living. Bring your builder, your animals, and your vision to this beautiful piece of land in the heart of Virginia wine country. Partially wooded/partially field with small creek running along one side. Open portion currently being used for crop (soybean).

TBD Orange Rd., Aroda

Listing courtesy of The Hogan Group Real Estate. Contact: 8045712900

$449,000
4 Beds 2 Baths
Welcome home to 359 Malvern Drive. This lovely home in the Malvern of Madison community offers the serenity of a four-acre, mostly wooded, private lot, yet in a vibrant community with many amenities, including a community pool and lake access. Very accessible to Madison and US Highway 29, the house boasts valuable main floor living with primary bed and bathroom on the entry level. A spacious galley kitchen, traditional living and dining rooms and combo laundry and mud room makes everything you need for living easily accessible on the main floor. A beautiful and light-filled sunroom on the back of the house leads to a modern deck for outside living. The upper level includes three large bedrooms and a full bath. The unfinished basement offers a walk-up exit and is ready for adding additional living area. A large, well-landscaped yard for outdoor living lies adjacent to nearly three acres of wooded privacy, a perfect home for both privacy and community. The house is freshly painted throughout and roof was replaced in 2015. Sale is subject to county approval of pending septic drainfield easement. Septic drainfield for this property lies within the confines of the three-acre lot next door which is also for sale.

359 Malvern Dr, Madison

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact: (703) 858-9108

$539,900
2 Beds 2 Baths
PRIVATE and CONVENIENT. Custom residence located on 6 wooded acres of mature trees and landscaping. Strategically located within minutes of nearby towns/amenities, Shenandoah National Park and hiking trails; and comfortable drive to Washington, D.C., Richmond and Charlottesville. This thoughtfully designed fully brick home offers a completely renovated kitchen with glass front cabinetry, stainless steel appliances and quartz counter tops. The generously sized master bedroom, a cozy loft with skylight and a bonus room downstairs create potential for a THIRD BEDROOM, office or craft room. The septic was designed, installed and certified for three bedrooms. The large master bath features both a generous walk-in shower and new soaking tub. The laundry area is conveniently located between the full and half bath on the main floor. Combination dining and living area is perfect for entertaining or quiet relaxation featuring a cozy Jotul gas stove, providing heat and ambiance. All new double-hung Andersen windows in 2024 offer picturesque views of surrounding landscape from all rooms. The lower level garage and mechanical room both offer generous storage areas. A patio, deck and detached screened gazebo with light, ceiling fan and electrical outlets complement the exterior of the home. Many custom features include the exterior brick design with floating brick arch at the front entry, the interior solid wood doors, locally forged interior wrought iron railings, Spanish tile throughout the living area and Italian porcelain tile in the bathrooms. This property is a true retreat offering the perfect balance of luxury and nature. Comfort meets sophistication in this lovely setting. FireFly is the high speed internet provider. New heat pump in 2020, new water heater in 2018, new pressure tank in 2025 … well maintained home.

5060 Ridgeview Rd, Reva

Listing courtesy of Cowan Realty, Inc.. Contact: 5408403137

$739,000
4 Beds 3 Baths
MOTIVATED SELLER Front Field Farm — A charming Cape Cod Farmhouse set against the iconic backdrop of Old Rag Mountain, offering truly breathtaking and sought-after views. This 4-bedroom, 2.5-bath home welcomes you with a traditional layout featuring a formal dining room and home office at entry, leading into an open-concept kitchen and living room perfect for everyday living and entertaining. The kitchen is appointed with stainless steel appliances, cherry cabinetry, and a convenient coffee bar and pantry connecting to the dining space. The main level includes a spacious primary suite with an oversized walk-in closet, along with two additional bedrooms, full bathroom and a laundry room for easy one-level living. Upstairs, the fully finished level offers a fourth bedroom and an expansive bonus room ideal for a studio, homeschool area, additional living, or retreat. Oak hardwood floors run throughout the home, adding warmth and character. The showstopper of this home is the back porch, where Old Rag falls right into your lap! Overlooking open pastures, it’s the perfect place to enjoy all four seasons – dining, relaxing and taking in both sunrise and sunset. Watch your chickens and animals roam the yard as Bald Eagles and Red Tail Hawks soar overhead- An Unforgettable Setting! Ideally located near the Robinson, Hughes, and Rose Rivers—renowned for native brook trout—along with DuCard Vineyards, Graves Mountain Lodge, F.T. Valley Orchard, and Old Rag hiking trails. Convenient to Sperryville (10 minutes), Charlottesville (45 minutes), and Washington, D.C. (approximately 1 hour). A rare opportunity to enjoy Blue Ridge living at its finest. High Speed Internet is Available. Property is back on the Market, No Fault of the Seller

3063 Etlan Road, Etlan

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500

$350,000
3 Beds 2 Baths
This newly renovated 3-bed, 2-bath home in Madison County makes it easy to picture your life here, waking up to panoramic mountain views, sipping coffee on your deck, and coming back to a space that feels warm and effortless. Inside, the granite countertops and luxury vinyl plank flooring throughout add a clean, modern feel that’s both beautiful and practical for everyday living. The open layout provides you with ample space to breathe, relax, and make the home your own from the very start. With a new roof, HVAC, appliances, insulation, deck, sidewalk, doors, and flooring. This beautiful home features spacious rooms and incredible views right outside your door. This is the kind of place where settling in feels natural.

399 Shelby Rd, Madison

Listing courtesy of Samson Properties. Contact: 7033788810

$479,000
2 Beds 1 Baths
Welcome to your mountain retreat on Desert Road. Built in 2024, this thoughtfully designed home was intentionally positioned to capture breathtaking mountain views on clear days while offering the privacy and peace that make it the perfect escape from busy life. Whether you are looking for a full-time residence, weekend getaway, or an investment opportunity, this property offers incredible flexibility. Currently operating successfully as an Airbnb, it is already set up to continue generating income. This charming retreat features inviting outdoor spaces including an 8-foot front porch and a 10-foot back porch with a hot tub, perfect for relaxing while taking in the surrounding scenery. The home blends rustic character with modern comfort through details such as custom hog wire railings, yellow pine log siding, cathedral ceilings, and beautiful black Marvin roll-out windows that frame the natural views. Inside, you’ll find LVP flooring throughout, butcher block countertops, farmhouse sinks, custom pine barn doors, spacious walk-in closets, and thoughtful storage areas designed with short-term rental convenience in mind. Offering a 2 bedroom floor plan, that features a 2 story overlook from the loft area. The home also features a 5-foot conditioned crawlspace and Bluetooth-controlled lights, fans, and audio, adding both functionality and modern convenience. Every detail of this home was designed to create a relaxing mountain experience while offering the durability and features today’s buyers appreciate. Don’t wait—come experience the views and peaceful setting for yourself.

1823 Desert Rd, Haywood

Listing courtesy of Wolford And Associates Realty LLC. Contact: 5402293660

$2,472,000
Discover an exceptional opportunity to acquire three contiguous land parcels totaling 23.103 acres in a highly desirable location between N. Main Street and Business Route 29 in Madison VA. Offering a rare combination of Business (B1) and Residential (R1) zoning, this property provides outstanding flexibility for commercial development, residential housing, or a mixed‑use project. Parcel 1 – 4.877 Acres (Zoned B1) Parcel 2 – 2.459 Acres (Zoned R1) Parcel 3 – 15.767 Acres (Zoned B1) Together, these three parcels create a versatile landscape suitable for residential or combined mixed‑use development. The property’s strategic placement between two major thoroughfares offers excellent visibility, accessibility, and strong traffic flow, making it ideal for investors or developers seeking a well‑positioned growth opportunity.

N Main St, Madison

Listing courtesy of CENTURY 21 New Millennium. Contact: (540) 825-1613

$5,850,000
3 Beds 2 Baths
Woodbourne Estate, circa 1810, is a National and Virginia registered historic landmark set on 53 acres in Madison County, less than 90 miles from Washington, D.C. Nestled in the foothills of the Blue Ridge Mountains, the property combines two extraordinary elements: the award-winning Bald Top Brewing Company and the beautifully restored Woodbourne Manor. Together they create a rare chance to acquire a profitable, highly regarded brewery and hospitality business within a historic and scenic estate. At the top of the hill sits Bald Top Brewing Company, Virginia’s first historic farm brewery and a beloved destination for locals and travelers alike. Known for its rustic farm ambiance, scenic outdoor seating, and family-friendly atmosphere, Bald Top offers a wide variety of craft beers and wines from around the world, to be savored with hand-tossed, wood-fired pizza, farm ingredients and more from its full service, onsite restaurant, “Scratch.” Unique to this property are its transferable licenses and special use permits which allow the new owners to enjoy income on day one, avoiding the lengthy, and often denied approval processes required for unestablished business. Committed staff, proven processes, recipes, social following, trademarks, and know-how convey to the new owners. Permits allow Bald Top to seamlessly continue to host brewery and restaurant guests, weddings, private parties, outdoor music events and more onsite to great acclaim. Guests consistently praise its welcoming vibe and flavorful brews, while excellent Google reviews and a loyal following underscore the strength of the brand. Just a short stroll from the brewery lies the historic Woodbourne Manor. This elegant circa-1810 home has been meticulously restored and now serves as luxurious guest accommodations. Rented exclusively to one group at a time for up to 10 guests, the Manor offers total privacy within its gardens and tree-lined grounds. Guests enjoy access to a heated saltwater pool, hot tub, patios, porches, BBQ deck, fire pit, and garden gazebo. Many describe their stays as peaceful, exclusive, and unforgettable. The Manor is currently under-rented, leaving significant growth potential through higher nightly rates, expanded bookings, and the untapped wedding and events market. Together, Bald Top Brewing Company and Woodbourne Manor create a truly unique lifestyle and business opportunity. With transferable licenses, profitable operations, and the winning combination of an exceptional track record coupled with high growth potential, this offering delivers the best of both worlds: the energy of an award-winning, thriving brewery paired with the bucolic charm, beauty, and exclusivity of a historic estate.

1830 Thrift Rd, Madison

Listing courtesy of Virginia Estates, Inc.. Contact:

$325,000
3 Beds 2 Baths
Mountain views, fresh air, and space to make it your own! Perched on a mountaintop in a private community with very few neighbors, this 3-bedroom, 2-bath home offers the kind of peace and scenery that is hard to find. Surrounded by trees and natural beauty, the setting invites hiking, wildlife watching, and quiet mornings with coffee on the deck. Inside, the home features soaring ceilings, warm wood accents, and large windows that bring the outdoors in. The open living area flows easily into the kitchen and dining space, creating a comfortable layout for everyday living or weekend gatherings. A lofted upper level adds extra character and flexible space. There’s a large deck overlooking the woods, an ideal spot for grilling or simply soaking in the mountain air. There is plenty of room for family and visitors alike. The property has also been operated as an Airbnb, which has excellent potential as a short-term rental, weekend getaway, or income-producing investment. The property does need some updates, making it a great opportunity for buyers who want to add their own style and build equity in a truly special location. If you’ve been looking for a getaway, full-time home, or investment surrounded by the great outdoors, this mountain retreat is ready for its next chapter. Some images may reflect virtual staging or digital editing, including removal of personal property, to help showcase the home.

453 Lost Valley Rd, Madison

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

$116,900
Private nearly 5-acre wooded homesite in Rochelle, VA! Tucked away on Buggy Lane, this peaceful parcel offers the privacy, natural setting, and flexibility buyers are looking for. Build your dream home, modern farmhouse, cabin retreat, or weekend getaway surrounded by mature hardwoods, wildlife, and a quiet country backdrop. The gently wooded terrain allows you to clear the perfect homesite while maintaining the natural privacy and scenic feel of the land. With room for gardens, outdoor living, hobby structures, or simply space to enjoy the outdoors, this property offers endless potential. Enjoy the best of country living while still being within a short drive to Madison, Culpeper, Orange, and Charlottesville for shopping, dining, wineries, and commuter access. A rare opportunity to own private acreage with location, flexibility, and long-term value.

Buggy Ln, Rochelle

Listing courtesy of RE/MAX Gateway. Contact: 7036525777

$1,100,000
Prime 7.8-Acre Development Opportunity in the Heart of Madison County Exceptional location fronting busy Route 29 with additional right-of-way access off Main Street. This 7.8-acre parcel is zoned R1 (Low Density Residential) and offers an outstanding opportunity for residential development or potential civic use. The land is undeveloped and features a mostly level topography—ideal for building. Strategically situated near county government buildings and Waverly Yowell Elementary School, this property offers convenience, visibility, and accessibility. Public utilities are nearby, and the location supports a variety of possibilities with proper approvals. A rare chance to invest in a growing area with strong community infrastructure already in place. Bring your vision to life in Madison County!

TBD Seminole Trl, Madison

Listing courtesy of Rappahannock Real Estate, LLC.. Contact: (540) 229-0199

$695,000
6.3 Acres of Prime B1 Commercial Land in the Town of Madison Incredible opportunity to own 6.3 acres of commercially zoned land in the heart of Madison County, offered in two parcels—5.8 acres and 0.5 acres. With direct frontage on Main Street and additional secondary access between the Rescue Squad and Madison Plumbing & Electric, this property offers excellent visibility and accessibility for a wide range of commercial uses. Zoned B1, the property is ideally suited for retail, office, service businesses, or mixed-use development. A sewer line runs through the property, streamlining infrastructure planning for future projects. The land is predominantly level, mostly cleared, and features a picturesque creek adding natural charm and potential design flexibility. A rare find with this amount of acreage and infrastructure in place —perfect for investors, developers, or business owners ready to grow in a thriving community.

N Main St, Madison

Listing courtesy of Rappahannock Real Estate, LLC.. Contact: (540) 229-0199

$695,000
6.3 Acres of Prime B1 Commercial Land in the Town of Madison Incredible opportunity to own 6.3 acres of commercially zoned land in the heart of Madison County, offered in two parcels—5.8 acres and 0.5 acres. With direct frontage on Main Street and additional secondary access between the Rescue Squad and Madison Plumbing & Electric, this property offers excellent visibility and accessibility for a wide range of commercial uses. Zoned B1, the property is ideally suited for retail, office, service businesses, or mixed-use development. A sewer line runs through the property, streamlining infrastructure planning for future projects. The land is predominantly level, mostly cleared, and features a picturesque creek adding natural charm and potential design flexibility. A rare find with this amount of acreage and infrastructure in place —perfect for investors, developers, or business owners ready to grow in a thriving community.

N Main St, Madison

Listing courtesy of Rappahannock Real Estate, LLC.. Contact: (540) 229-0199

$770,000
Prime 3.977-acre site offering a unique combination of land and improvements in a rural setting. Currently operating under A1 zoning with church use, this fully fenced property features a modernized church facility, with the newer portion constructed in 2016. Ample paved parking accommodates up to 60 vehicles. Significant potential for adaptive reuse, redevelopment, or continued institutional use. Ideal for religious organizations, event venues, educational facilities, or other community-centered projects (subject to zoning). The property includes an existing cemetery. Positioned for immediate use or future investment, 378 John Tucker presents a rare chance to secure acreage with infrastructure in place. Contact listing agent for additional details or to schedule a private tour.

378 John Tucker, Madison

Listing courtesy of River Fox Realty, LLC. Contact: 5406142778

$2,600,000
Unlock the potential of two adjoining commercial parcels offering high-visibility parcels, just off US-29 (northbound) in growing Madison County. These versatile properties present a rare opportunity for investors, owner-users, or developers seeking a strategic location with strong traffic flow and flexible zoning, currently zoned commercial industrial. With excellent access, generous parking, and a variety of allowable uses (retail, office, service, medical, data, manufacturing, industrial, etc.), 6479 & 6483 S Seminole Trail are ideal for expanding your business footprint or building long-term value. Additional building sites may be possible. Located just minutes from Charlottesville and Culpeper, these parcels are positioned for growth in one of Central Virginia’s emerging commercial corridors. Don't miss this exceptional opportunity to acquire prime commercial real estate with endless potential. Buyer to independently confirm all data. Some items may be approximations. Sold subject to current lease. Mailing address is Rochelle, VA, Madison County.

6479 S Seminole Trl, Leon

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005