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$699,000
5 Beds ⋅ 4 Baths
Step back in time without sacrificing modern comfort in this fabulously renovated circa-1887 farmhouse on just under 20 acres, located between Charlottesville and Lynchburg. This exceptional 5-bedroom, 3.5-bath home blends historic charm with thoughtful updates. The main level is filled with natural light, for a warm and welcoming living space. The living room, dining area, and kitchen flow seamlessly together, featuring quartz countertops, custom cabinetry, farmhouse sink, JennAir range, and a movable island perfect for entertaining. Hardwood floors span the main level, while the cozy family sitting area showcases a beautiful slate floor. Two gas fireplaces add to the character that has been preserved throughout the home. The first-floor full bath has heated tile floors, granite countertops, handmade cabinetry, and a tiled tub surround. The main level also offers a large laundry and utility room. Upstairs, the loft provides a versatile living space with skylights and oversized windows that flood the area with natural light. Outside, the decks and porch flank the home. And, the observatory with a sliding roof is perfect for enjoying spectacular night skies. The wooded backdrop features wineberries, trails and abundant wildlife!

929 Brownings Cv, Shipman

Listing courtesy of WV Heritage Real Estate, LLC.. Contact: (540) 476-0376
$160,000
1 Beds ⋅ 1 Baths
In the heart of Wintergreen, steps away from skiing, dining, shopping, hiking trails, and with its own community pool. This light-filled 1-bedroom condo is centrally located and has been lovingly maintained. Ready to be your perfect mountain getaway. Tastefully furnished, updated, and move-in ready, enjoy all that Wintergreen has to offer! With the cool temps in summer, play a round of golf, a game of tennis, or hop on a trail, then relax by your mountaintop pool. In winter, hit the slopes, have a spa treatment, then curl up by the cozy fire. Year-round, take a wine tour or visit a local brewery, catch a music festival or crafts fair! An ideal location for family and friends to enjoy the Wintergreen lifestyle! $12,982-$16,868 rental potential with the short-term rental program at Wintergreen

758 Laurelwood Unit #758, Roseland

Listing courtesy of KW Realty Lakeside. Contact: 7033302222
$1,500,000
9 Beds ⋅ 10 Baths
Top-Tier Airbnb, Income-Producing Blue Ridge Mountain Estate List price is a suggested opening bid, not the final sale price, subject to seller confirmation. 10% buyer's premium added to the high bid. Property being sold As-Is, outside any lender-required repairs. Virtual auction ends August 28th at 12 PM. Check the listing company website for full terms, COMPLETE property info, Renovation Information, complete due diligence packets, and HOA Info. THREE WAYS TO BID. Bid on an individual tract or the entirety; the property sells in the combination producing the highest total. Item 1, The Entirety: the residence plus all 5.05 acres, including the Black Walnut Trail lot. Item 2, The Residence Only: on approximately 3.05 acres. Item 3, Buildable Lot: the 2-acre lot on Black Walnut Trail - potentially two buildable lots per the HOA, due to the original subdivision layout of four parcels before they were combined; confirm with the County and HOA. Further subdivision is subject to WPOA and Nelson County approval. A BLUE RIDGE ESTATE THAT LIVES BEAUTIFULLY - AND PERFORMS EXCEPTIONALLY. Refined mountain living paired with documented short-term rental income in Stoney Creek at Wintergreen. Minutes from Wintergreen Resort's ski slopes and championship golf, close to renowned vineyards, breweries and restaurants, near Lake Monocan's beach, and approximately 45 minutes from Charlottesville. Equally suited as a second home, family retreat or future retirement residence. Buyers may retain the existing professional management team; 16 reservations ( $129,000) are already booked. Furnishings available for separate purchase. ESTATE OVERVIEW: Custom contemporary mountain estate (built 1992) at 9,935± total sq ft, with 7 bedrooms, 6 full and 3 half baths, and as many as 10 rooms configured to sleep guests - accommodating 16-25+ across three expansive levels. Top-tier scale in a market where large, amenity-rich homes consistently outperform smaller inventory. Standout spaces include a movie/theater room, basement game room, rec room, sunroom, coffee/wet bar, dedicated office, loft, breakfast nook, mudroom and multiple laundry areas. FEATURES: Four fireplaces across the main living, dining and upper-level gathering rooms. Private hot tub with expansive multi-level composite decking. Two screened porches, oversized decks, open porch and courtyard. Cathedral ceilings and two separate living areas. Attached multi-car garage plus additional built-in garage space, with private parking for up to 8 full-size vehicles. Whole-house generator. County water (Aqua) and septic. Mountain, lake and wooded views in a private, park-like setting. Wintergreen community access to golf, tennis, biking and hiking trails, swimming, skiing and year-round maintenance services. PROVEN RENTAL PERFORMANCE - established and verifiable, not a pro-forma projection; full P&L provided. Gross rental revenue 2023-2025: approx. $750,497. Net operating income 2023-2025: approx. $420,013. By year (gross / NOI / ADR): 2023 $277,904 / $161,610 / $1,943. 2024 $229,250 / $124,276 / $1,777. 2025 $243,343 / $134,127 / $1,947. 2026 YTD plus forecast $278,561 / $160,381 / $2,444. Already booked Jul-Dec 2026: approx. $129,465 across 16 confirmed reservations. Airbnb 4.97 stars across 76 reviews; Wander 5.0 stars across 142 reviews. Strong year-round occupancy driven by skiing, golf, wine country, hiking and regional tourism. Variability reflects seasonality and ongoing rate optimization. CAPITAL IMPROVEMENTS - approx. $203,750 invested by current ownership: back deck 2023, $44,000; square footage added 2022-2023, $34,800; interior painting 2024-2025, $29,500; full bathroom addition 2023, $27,250; bedroom addition 2022-2023, $23,450; exterior painting 2024-2025, $18,750; landscaping 2024-2025, $16,500; new lighting 2023, $9,500.New HVAC 2023, renovated kitchen 2023.

390 Saddleback Knl, Nellysford

Listing courtesy of Dudley Auctions Inc. Contact: (757) 651-1729
$219,000
2 Beds ⋅ 2 Baths
Experience mountain living in this beautifully cozy 2 bedroom condo, perfectly situated in Wintergreen Resort. Whether you are searching for a personal retreat, a full time residence, or a proven income-producing investment, this property checks all the boxes. Recent updates include vinyl plank flooring, new microwave, fresh paint, bathroom lighting and decor creating a fresh relaxed space to unwind by the fireplace after a day on the slopes. The convenience of a full size washer and dryer. Step onto the private deck to enjoy peaceful moments and fresh crisp mountain air after a walk on the many trails and outdoor activities. Come experience the Blue Ridge lifestyle- where every season offers a reason to escape.

2244 Tanners Ridge, Roseland

Listing courtesy of Coldwell Banker Premier. Contact: 990007.lead@leads.leadrouter.com
$599,900
3 Beds ⋅ 2 Baths
Welcome to your dream mountain getaway or easy-living primary residence on the highly desirable Catoctin Drive. Crafted by RM Gantt, one of the mountain’s most reputable builders, this home perfectly balances rustic charm, modern luxury, and low-maintenance living. With a level, paved driveway and only three steps to enter, accessibility is a breeze. Inside, you’ll find a vibrant, fun home designed for making memories. The Main Level: Dramatic & Open: Step onto the gorgeous slate and pine flooring (absolutely no carpet here!) and look up at the cedar ceiling! The home boasts high ceilings and an expansive, open feeling. The Great Room: Features a dramatic cedar ceiling and a jaw-dropping, two-story stone custom gas fireplace. It’s a huge gathering space bathed in light from custom fixtures. Sony , cube speakers convey The Chef’s Kitchen: Updated with sleek quartz countertops and newer stainless steel appliances. Custom over- and under-cabinet lighting creates the perfect evening ambiance. The Primary Suite: A true retreat, featuring an included custom king sized bed valued at $8,000 - equipped with a Sleep Number mattress set. Laundry Room: Features a stacked washer and dryer in its own dedicated room for maximum convenience. Fun & Functional Guest Spaces: The main level living is designed with family and guests in mind, keeping the "fun home" vibe alive. Bedroom 2: Features a fantastic built-in loft, creating a magical, fun space for extra children's bedding. Equipped with a Queen bed. Bedroom 3: Offers soaring high ceilings and extra windows that flood the room with natural light. Equipped with a Queen bed. Unmatched Outdoor Living: Whether you want to watch the seasons change or host a crowd, the outdoor spaces are unparalleled. Front Porch: Welcoming and rustic with custom wood railings. Back Deck: Offering three-season sunset views and a peek at the twinkling lights of Waynesboro in the distance. The Ultimate Covered Porch: Additional living square footage. 3 season room. A true outdoor living room! Built with high ceilings, recessed lighting, a ceiling fan, a custom rustic wood mantle, and a cozy wood-burning fireplace (complete with a wood storage area). It even features a custom barn door designed as a wind shield. Relax here and look out at the lush, peaceful view of ferns with complete privacy and no neighbors right behind you. Systems & Storage: Climate Control: Central HVAC keeps the home perfectly comfortable year-round. Conditioned Crawl Space: Easy-access, conditioned, and meticulously maintained—providing excellent extra storage. Landscaping: designed with perennial gardens that burst with color but require very little maintenance. The Location: Situated on coveted Catoctin Drive, you are just a short distance from the luxury resort spa. Enjoy private, wooded views out back and spectacular sunsets through three seasons of the year. Schedule your tour today to experience this mountain masterpiece for yourself! Owner is agent

457 E Catoctin Dr, Roseland

Listing courtesy of RE/MAX Gateway. Contact: (703) 652-5777
$655,000
3 Beds ⋅ 3 Baths
Nestled in the heart of Wintergreen Resort, this beautifully maintained two-story home offers the perfect blend of mountain living, comfort, and convenience. Situated on a rare, level lot, the property backs directly to the renowned Devil's Knob Golf Course, providing peaceful fairway views and a picturesque setting year-round. Inside, you'll find spacious living areas designed for relaxing after a day on the slopes, hiking the Blue Ridge trails, or enjoying a round of golf. Large windows bring in natural light while showcasing the beautiful golf course backdrop. One of the home's standout features is the oversized two-bay garage, offering plenty of room for vehicles, mountain gear, golf carts, or a workshop—an uncommon luxury within the resort. Whether you're searching for a full-time residence, weekend mountain retreat, or investment property, this exceptional home combines a prime location, stunning views, and practical amenities in one of Virginia's premier four-season resorts. All furniture can convey with an additional cost of full offer.

52 Deer Springs Ln, Roseland

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$275,000
3 Beds ⋅ 2 Baths
Discover the possibilities situated on 34 acres in Shipman. This 3-bed, 2-bath manufactured home offers a new roof and windows. The owner says the well and septic are in good working order for added peace of mind. Estimated 1296 sq ft. The property also includes a storage building and an open yard. Tons of potential.

10363 James River Rd, Shipman

Listing courtesy of Blue and Gray Realty,LLC. Contact: 5403085199
$759,900
4 Beds ⋅ 3 Baths
Discover year-round mountain living in this spacious 4-bedroom, 4-bath, fully furnished home located on a private 0.40-acre lot overlooking the golf course at Wintergreen Resort. Perfect as a primary residence, vacation retreat, or income-producing rental. This well-appointed property offers comfort, recreation, and convenient access to all that Wintergreen has to offer such as skiing, tennis, golf course, pool access, playground, hiking trails, and water activities. The main level features a stunning open-concept great room with a fireplace, soaring ceilings, and abundant natural light. The spacious kitchen, dining, and living areas flow seamlessly together, creating an ideal setting for entertaining family and friends. High-speed internet service supports remote work and streaming, making mountain living both relaxing and practical. With four bedrooms and four full bathrooms, including a generous primary suite and multiple guest accommodations, the home comfortably hosts large families and groups. The fully finished walk-out lower level provides additional living and entertainment space, featuring a recreation room, wood stove, pool table area, bunk room, and guest bedroom. Outdoor living is a highlight, with multiple decks and gathering spaces designed to embrace the peaceful golf course setting. Enjoy morning coffee while listening to golfers tee off nearby, relax on the expansive upper deck, unwind in the screened porch, or soak in the private hot tub after a day of skiing, tennis, hiking, or golf. The home comes well-equipped and move-in ready, including a washer and dryer, multiple refrigerators for added convenience when hosting guests. Whether you're seeking a mountain escape, full-time residence, or investment opportunity, this exceptional Wintergreen home offers the perfect combination of space, comfort, and four-season resort living.

75 N Forest Dr, Wintergreen

Listing courtesy of Samson Properties. Contact: 7033768046
$78,500
Great investment opportunity minutes to Wood Ridge Farm Brewery. Three separate building lots, approximately 4 acres each. Listing price is for all three lots combined. Perc test already completed and passed on middle lot. 2nd and 3rd adjacent vacant also available with parcel ID's: 34-10-5C, 34-10-5B

Old Ridge Rd, Lovingston

Listing courtesy of ListWithFreedom.com. Contact: 8554564945
$799,000
3 Beds ⋅ 3 Baths
Stunning architect-designed custom home nestled on nearly one acre in a quiet cul-de-sac, offering exceptional privacy and a peaceful natural setting across from Allen Creek Nature Preserve and backing to the wooded buffer of the golf course. Enjoy seasonal views of Tuckahoe's 5th fairway and green, with expanded vistas in the fall and winter, plus direct access to the course from your own backyard while remaining well set back for added privacy. This meticulously maintained one-level home offers 2,874 square feet with 3 bedrooms and 2.5 baths, showcasing outstanding attention to detail and quality craftsmanship throughout. Dramatic window walls fill the bright, open floor plan with natural light and beautifully frame the surrounding landscape. The screened porch with EZ Breeze windows extends your outdoor enjoyment through multiple seasons, creating the perfect place to relax and take in the tranquil surroundings. Thoughtfully enhanced with approximately 20 trees, shrubs, and landscape plantings, the property offers a picturesque, park-like setting and additional privacy. Additional upgrades and the exceptional care and maintenance make this home truly stand out. A rare opportunity to own a beautifully designed home where nature, privacy, and golf course living come together.

32 Towhee Ct, Nellysford

Listing courtesy of CityWorth Homes. Contact: (703) 496-4238
$43,950
Dreaming of a quiet country life with room to grow? This beautiful 3.15-acre wooded lot in Nelson County offers just that and more. Tucked away in the peaceful countryside and surrounded by gorgeous Blue Ridge Mountain views, its the perfect blank canvas for your dream home. Build a classic country house, a cozy mountain cabin, a modern barn dominium, or place any size manufactured home with no HOA restrictions, the choice is completely yours. The property offers plenty of space to build, garden, or raise a few farm animals. Power is available at the road, well and septic needs installed. Prior soil letter evaluation is available upon request. Located just 15 minutes from Lovingston. Charlottesville, Lynchburg, and Waynesboro are only 40-45 minutes away.

Lot 1 Laurel Rd, Shipman

Listing courtesy of The Greene Realty Group. Contact: 8882785840
$44,900
Looking for land? This perfect 3-acre tract is zoned agricultural and is located in Nelson County just east of Amherst. It fronts Route 60 near the intersection with Norwood Road. The land is wooded and lays very well for your home to be built, hunting camp, doublewide, or recreational getaway. No building restrictions! Owner can finance on easy terms and no credit check. Come check it out today.

TBD Richmond Hwy Unit #1, Gladstone

Listing courtesy of Terramark Realty LLC. Contact: 5404707579