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$450,000
4 Beds ⋅ 5 Baths ⋅ 682403 MLS
Imagine ending your day with a glass of wine on the deck as the sun sets over the Blue Ridge Mountains and Shenandoah Valley, then watching the lights of the small towns below begin to twinkle after dark. This bright and inviting 4 BR, 3.5 BA villa offers some of the most spectacular panoramic, 180-degree views in Shenandoah Ridge—views that become even more dramatic during the six months of leaf-off season. The open, light-filled 1,992 sq ft floor plan offers plenty of room to gather with family and friends, along with 3 en-suite bedrooms for privacy. Enjoy the scenery from the main-level deck or retreat to the primary suite with its own private view deck. Walk to Devils Knob sports facilities and Devils Grill, with Wintergarden Spa and Fire & Frost Bakehouse also nearby. Whether for a weekend escape or a longer mountain stay, this is a place to slow down, reconnect and enjoy the best of Wintergreen. Turnkey furnished and ready to enjoy.

3 Shenandoah Ridge Ct, Wintergreen Resort

$499,000
4 Beds ⋅ 4 Baths ⋅ 682250 MLS
OPEN HOUSE: Saturday, September 26, 11am - 1pm. This may, in fact, be the most impressive Westwood lot of all. Golf course front, extra large deck, high position of deck for golf course views and golf course access, and some Shenandoah Valley seasonal views from the primary bedroom. Not only that, the townhome itself has been very well maintained and upgraded—no detail was overlooked. Ask for the extensive improvements list which includes upgrades to major systems/components (windows/HVAC), cosmetic improvements (flooring, paint, blinds, bathrooms), and bonus enhancements like fire pit, gas fireplace, garage heater, EV charging port, ski boot heaters. This property is the cream of the crop, and available just in time for fall. You'll love this location inside and out. Looking towards ski season? It's on the ski shuttle route.

27 Briarwood Ln, Wintergreen Resort

$349,500
1 Beds ⋅ 2 Baths ⋅ 682201 MLS
Wake to sunrise over the Blue Ridge from a mountain retreat completely reimagined for modern mountain living. Inspired by the warmth and character of Aspen and Jackson Hole, this Vistas condo pairs a dramatic mountaintop setting with an exceptionally thoughtful 2024 renovation. Long-range views fill the living space and bedroom, where you can watch the morning sky come alive without leaving your bed. Inside, natural wood, stone and carefully chosen architectural details create a rich, inviting atmosphere. The renovation reaches far beyond the obvious—from the doors and trim to the striking stone fireplace, beautifully designed kitchen and two renovated baths. Step onto the private deck for seemingly endless mountain views, then return to a home that is completely furnished and ready to enjoy. This is more than a renovated condo—it is a turnkey mountain escape designed around the view, the sunrise and the experience of being at Wintergreen

1555 Vistas Condos, Wintergreen Resort

$250,000
2 Beds ⋅ 2 Baths ⋅ 682327 MLS
Beautifully updated 2 bedroom 2 bath condo located in the heart of the Blackrock Village! Just a short & convenient walk to the ski slopes and the Mountain Inn where you can find restaurants & shopping. This an ideal retreat just in time for ski season - Park the car and walk to everything you need! Unit has a light and tasteful décor with many sophisticated touches. Top floor unit offering vaulted ceiling and minimal steps to the front door. At the center of the unit is the great room with Travertine stone fireplace and the kitchen is equipped with stainless appliances & Corian countertops. Split design with a bedroom and bath on each level plus a bonus sleeping nook off the loft bedroom. Numerous upgrades in recent years – HVAC, flooring, paint, appliances and more. Private rear deck nestled in the evergreens - replaced last year. Firewood & snow removal provided by the COA – one of the lowest condo dues on the mountain!

479 Three Ridges Condos, Wintergreen Resort

$315,000
3 Beds ⋅ 3 Baths ⋅ 682130 MLS
Tucked into the trees yet filled with natural light, this spacious top-floor condo offers the privacy and feel of a mountain home in an exceptionally convenient location. With 1,323 finished sq. ft., 3 bedrooms and 3 full baths, the thoughtfully designed floor plan provides plenty of room to gather while giving each bedroom its own private space. Vaulted ceilings and abundant windows bring the wooded setting indoors, while the bright dining area is wrapped in glass. The updated kitchen features quartz counters, stainless appliances and a breakfast bar, opening to a comfortable living room with built-ins and a wood-burning fireplace. Step outside to the private deck surrounded by trees, or enjoy the easy walk to nearby amenities and the Wintergreen Nature Foundation. Easy access from the parking area adds everyday convenience, and HOA-provided firewood keeps the fireplace ready for cool mountain evenings. Offered furnished and ready to enjoy, this is an inviting retreat with space to share and room to unwind.

2004 Stone Rdg, Wintergreen Resort

$489,500
2 Beds ⋅ 2 Baths ⋅ 682100 MLS
Wake to spectacular sunrises and long-range Blue Ridge views from this beautifully renovated slopeside end unit. With no steps to the building entrance, just half a flight inside, and exceptionally convenient access to the slopes, mountain living is remarkably easy. Walls of windows fill the open living, dining and kitchen areas with natural light while keeping the ever-changing view front and center. The updated kitchen features quartz counters, wood cabinetry and generous bar seating, while a wood-burning fireplace adds classic mountain warmth. Two bedrooms and two full baths provide comfortable accommodations, and the covered deck offers a front-row seat to the slopes, layered ridgelines, rolling clouds and unforgettable sunrises. As an end unit, the condo enjoys an exceptional setting overlooking the ski terrain, making it easy to step out, gear up and get on the mountain. Extensively renovated with updated HVAC, water heater, flooring, paint, baths, kitchen finishes and lighting. Furnishings convey, making this an inviting, ready-to-enjoy retreat.

939 Diamond Hill Condos, Wintergreen Resort

$195,000
2 Beds ⋅ 2 Baths ⋅ 681887 MLS
Enjoy elevated mountain living from this top-floor 2 BR, 2 BA condo featuring an open floor plan, high ceilings throughout, abundant natural light, and added privacy with no neighbors above. The condo enjoys attractive golf fairway views to the south, along with beautiful seasonal views toward the Shenandoah Valley to the west and north. A wood-burning fireplace adds classic mountain charm, with firewood conveniently provided by the condo association. The condo association also provides a master insurance policy, chimney sweeping, property checks, landscaping, snow removal, and other services that make ownership easy. Ideally located next to The Nature Foundation at Wintergreen and just a short walk to the Wintergarden Spa & Aquatics Center. Enjoy easy access to nearby hiking trails and the convenience of a ski shuttle stop. Mostly furnished and ready to enjoy as a mountain getaway.

2227 Tanners Rdg, Wintergreen Resort

$365,000
2 Beds ⋅ 2 Baths ⋅ 681606 MLS
Own a bit of Blue Ridge paradise with this charming two-bedroom, two-bathroom condo nestled in the heart of Wintergreen, Virginia. Enjoy sunsets and views of the Shenandoah Valley from your private deck. With a freshly completed kitchen renovation, this two bedroom/two bathroom condo is clean and freshly painted with the popcorn ceiling removed. The top floor location is very private. It is a short walk to amenities. Hop on the ski shuttle and be at the slopes in minutes. Wintergreen, Virginia is a nature lover's playground. The Nelson 151 Trail is just a short drive away. Hop on the Blue Ridge parkway and hit the Appalachian Trail or one of the numerous other hikes. Come explore all that the Blue Ridge Mountains have to offer.

3203 N Ridge Condos, Wintergreen Resort

$549,500
3 Beds ⋅ 3 Baths ⋅ 681601 MLS
Newly listed and fully renovated, 1407 Highlands offers effortless mountain living in the heart of Wintergreen, VA. This ski-front condominium features three bedrooms, three bathrooms, and 1,550 square feet of stylish, comfortable space. Thoughtful upgrades and refreshed finishes create a polished, move-in-ready retreat, while expansive views bring the surrounding Blue Ridge beauty indoors. Step outside for convenient slope access, then unwind in a setting defined by crisp mountain air, changing seasons, and peaceful natural scenery. The Nature Foundation at Wintergreen is nearby for trails and environmental discovery, while Virginia 151 connects you with popular wineries, breweries, dining, and scenic day trips. Ideal as a full-time residence, weekend escape, or vacation investment, this exceptional condo pairs modern comfort with year-round adventure.

1407 Highlands Condos, Wintergreen Resort

$295,000
3 Beds ⋅ 2 Baths ⋅ 681175 MLS
Secure this TOP FLOOR 3 bedroom/2 Bath Condo, centrally located in the RESORT, on bus shuttle route, in popular Fairway Woods on the 18th hole of the Golf Course! Fall festivities & Winter activities right around the corner! This unit has all NEW WINDOWS, NEW DECK, NEW ROOF, BLDG EXTERIOR PAINTED, NEW STEPS FROM PARKING LOT DOWN TO BUILDING and ready for its new owners! Enjoy the Amazing Sunsets while relaxing on your large deck! This spacious villa has so much to offer... the Primary Suite on the Top Floor with large storage room. Main level offers 2 Bedrooms & a Bath, and an Abundance of Windows in the Livingroom/Kitchen/Breakfast area providing a Light Filled atmosphere for your personal enjoyment! The family used this condo for both enjoyment and rentals each year.

2139 Fairway Woods, Wintergreen Resort

$495,000
5 Beds ⋅ 5 Baths ⋅ 681012 MLS
Perched high on the mountain, this spacious 5 BR, 4.5 BA villa offers 1,992 sq ft and beautiful year-round mountain, Shenandoah Valley and sunset views that become even more expansive and dramatic from early November through early May. The versatile multi-level floor plan features two primary suites plus a private top-floor guest suite with its own bath—ideal for hosting family and friends. The open living, dining and kitchen areas create a welcoming gathering space centered around a wood-burning fireplace, while the second-floor primary suite enjoys its own private balcony. Turn-key furnished and ready to enjoy from day one. Fantastic location next to the Wintergarden Spa and just above Devils Knob Sports Center, with golf, tennis and pickleball, as well as Devils Grill fine dining nearby. A wonderful mountain retreat with the space, views and location to enjoy in every season.

15 Shenandoah Ridge Ct, Wintergreen Resort

$375,000
4 Beds ⋅ 4 Baths ⋅ 680564 MLS
Experience elevated mountain living in this beautifully maintained, furnished 4-bedroom, 3.5-bath townhome situated on the 12th fairway of Devils Knob Golf Course. Designed for both comfort and entertaining, the spacious multi-level floor plan features a generous living room, separate dining room, and two private primary suites—one on the second level and another on the third. Step onto the expansive rear deck and enjoy picturesque views and the peaceful mountain surroundings. An attached two-car garage adds convenience and storage, while the furnished interior makes this an inviting, turnkey retreat. Located within walking distance of hiking trails, The Nature Foundation, and Wintergreen Spa, with skiing, golf, dining, and year-round recreation. A wonderful opportunity to own a spacious mountain retreat in the heart of Wintergreen Resort or use as an investment rental property. Smart lock, smart thermostat, smart TV's and new stove are just some of the recent additions.

29 Briarwood Ln, Wintergreen Resort

$40,500
680815 MLS
An incredible opportunity to build your mountain retreat at an unbeatable price! This generously sized corner home site offers a gentle slope for easy access and flexible home siting, giving you plenty of options when it comes to designing the perfect getaway or full-time residence. Conveniently located near Chestnut Springs Pool and just minutes from golf, tennis, pickleball, dining, and other nearby amenities, the location makes it easy to enjoy everything the area has to offer. The corner setting adds a nice sense of space and privacy, while the peaceful wooded surroundings provide the mountain atmosphere you're looking for. Bring your plans, your vision, and your builder - this is a fantastic opportunity to create a home that's truly your own.

11 Fairway Oaks Ln, Wintergreen Resort

$529,900
3 Beds ⋅ 3 Baths ⋅ 680506 MLS
Rare opportunity to own a beautifully updated mountain home in an exceptional location along Shamokin Spring! The entire rear boundary follows the bold, picturesque stream, with wonderful views and the soothing sound of rushing water enjoyed from the home and expansive rear deck. The inviting open floor plan features a great room with cathedral ceilings and a dramatic floor-to-ceiling wood-burning stone fireplace, renovated kitchen, and a light-filled dining room surrounded by glass on three sides. The main-level primary suite offers deck access and a newly renovated tile shower. Upstairs are two generously sized bedrooms, including one with a private balcony. The spacious rear deck spans the home and features a newer hot tub overlooking the water, with seasonal golf fairway views beyond. Recent improvements include mostly new furnishings, lighting, fresh paint in all three bedrooms, and newly stained deck and front porch. Close to hiking trails and currently a successful short-term rental, this is a truly special mountain retreat in a rare Shamokin Spring setting.

426 Laurel Springs Dr, Wintergreen Resort

$20,000
679633 MLS
Enjoy the perfect blend of privacy, natural beauty, and convenience with this attractive homesite in Wintergreen, VA. The property offers an almost level building site, making it ideal for a variety of mountain home designs. One side of the lot is bordered by a stunning natural rock formation that creates a beautiful backdrop while providing a natural buffer from the neighboring property. The rear of the homesite adjoins open space, offering a peaceful wooded setting during the summer months and the potential for seasonal long-range mountain views from a thoughtfully designed two-story home. Chestnut Springs Pool Park, with its community pool and recreational area, is just 0.2 miles away. Nearby hiking trails are easily accessible, and Devils Knob is only a short drive away, offering golf, tennis, pickleball, and dining at the Devils Grill. Whether you're planning your future mountain getaway or looking for a well-priced investment opportunity, this homesite offers a wonderful setting to enjoy everything Wintergreen has to offer.

383 Timber Camp Dr, Wintergreen Resort

$239,000
2 Beds ⋅ 2 Baths ⋅ 679285 MLS
Tucked into the trees at Wintergreen, this 2BR/2BA ground-floor, walk-out end unit offers easy living with minimal steps from parking. Walking distance to the slopes, the Mountain Inn, and Black Rock Market, it's in a great location. The great room centers on a wood-burning fireplace beneath a warm wood-beamed ceiling, with a wall of windows and a sliding door opening to a private patio surrounded by wooded, seasonal mountain views. The kitchen features granite counters and a breakfast bar open to the living space, ideal for entertaining or quiet mornings with coffee. The primary suite includes a private bath and ample closet space, while the second bedroom offers flexibility for guests, family, or a home office. In-unit stacked laundry and generous foyer storage add everyday convenience. Laurelwood is the only condo association at Wintergreen with its own private pool, and the association even provides firewood for the fireplace. HOA includes area maintenance, road maintenance, snow removal, security, and more. A true low-maintenance mountain retreat.

730 Laurelwood Condos, Wintergreen Resort

$254,900
2 Beds ⋅ 3 Baths ⋅ 679254 MLS
Spacious end-unit townhome in the heart of Wintergreen Resort, situated on the largest lot in Westwood and offering two dedicated parking spaces. Enjoy exceptional outdoor living with extensive stone patios with a perfect spot for a hot tub, a spacious deck, and a covered front porch. Inside, the inviting living room features a conversation area centered around a wood-burning fireplace, while the open layout flows easily into the dining area. A convenient half bath completes the main level. Upstairs, the primary suite features a walk-in closet, cedar-lined closet, and ensuite bath with double vanities and a whirlpool tub. An additional guest bedroom and full bath provide comfortable accommodations for family and friends. The fully finished walk-out lower level offers flexible additional living space, including a coffee bar for your convenience. Located near the ski shuttle stop and just a scenic walk to hiking trails, the Nature Foundation, and Wintergarden Spa & Aquatics Center. Ideal as a full-time residence, mountain getaway, or rental opportunity! HOA covers roof replacement, exterior painting, landscaping, and snow removal. See it today!

12 Ivy Glen Ln, Wintergreen Resort

$619,000
3 Beds ⋅ 3 Baths ⋅ 678962 MLS
Custom-built and truly one of a kind, this exceptional golf-front mountain home is ideally situated on a beautifully landscaped, private lot along prestigious Devil's Knob Loop. Lovingly maintained by its original owners & never rented, this distinctive residence showcases stunning custom stonework throughout and offers the perfect combination of craftsmanship, comfort, & mountain charm. Designed for both relaxation & entertaining, multiple exterior decks create inviting outdoor living spaces surrounded by mature landscaping, walking trails, & beautiful stone accents. Unwind in the private sauna, rinse off in the exterior shower after a day on the trails or slopes, or take advantage of the existing plumbing for a future hot tub. Inside, you'll find spacious, thoughtfully designed living areas w/ abundant storage throughout, central heating & AC and a versatile bonus room above the primary suite—ideal as a home office, reading nook, or additional sleeping space for children. A dedicated workshop off the rear deck provides valuable space for hobbies, outdoor gear, or projects. The kitchen has been refreshed with new appliances in 2024, while a new roof was installed in 2025. A $10K flooring allowance & home warranty included!

377 Devils Knob Loop, Wintergreen Resort

$495,000
2 Beds ⋅ 2 Baths ⋅ 678972 MLS
This cozy and bright view condo is a gem. It is nicely updated and super clean, with newer LVP floors, a walk-in shower, updated kitchen countertops, and stainless steel appliances most of the heavy lifting is complete. Featuring convenient ground-level entry with covered parking. Well located within the resort with easy access to the amenities. The Nature Foundation at Wintergreen sits barely a mile away, inviting you onto trails alive with wildflowers and crisp mountain air across all four seasons. Adventure waits just beyond your door. The scenic Virginia 151 corridor tempts with wineries and breweries, while the legendary Blue Ridge Parkway rolls out one of America's most celebrated drives. Outdoor lovers will never run short on options. Come see all that the Blue Ridge Mountains have to offer.

1826 High Ridge Ct, Wintergreen Resort

$549,999
3 Beds ⋅ 3 Baths ⋅ 678821 MLS
Nestled on a peaceful and private wooded homesite, this custom Craftsman-style mountain retreat blends beautifully with its natural surroundings, including several dramatic rock formations that create a truly special setting. Built in 2007 and lovingly maintained, the home offers a thoughtful floor plan designed for comfortable mountain living. The open-concept main level features cathedral ceilings in the great room, a beautiful stone fireplace with gas logs, and seamless flow into the kitchen and dining areas. The well-appointed kitchen offers granite countertops, maple cabinetry, and a gas range, making it ideal for both everyday living and entertaining. The main-level primary suite provides convenience and privacy, complete with a walk-in closet and a luxurious bathroom featuring a stunning tiled shower. Upstairs, you'll find two generously sized guest bedrooms and a beautifully finished full bath. Additional features include durable HardiePlank siding, central heat and air conditioning, and quality craftsmanship throughout. Offered fully furnished and move-in ready, this charming mountain home is located just a short distance from hiking trails and outdoor recreation. A wonderful mountain gem ready to be enjoyed from day one.

1300 Blue Ridge Dr, Wintergreen Resort

$514,500
4 Beds ⋅ 2 Baths ⋅ 678617 MLS
If you have been searching for a mountain home with soul, this is it. Tucked among towering hardwoods and dramatic natural rock formations, this one-of-a-kind 4 BR mountain retreat offers exceptional character, privacy and a setting that feels worlds away. At 2,367 sq ft, there is plenty of room for family and guests, with multiple gathering spaces and four fireplaces adding warmth and atmosphere throughout. The home's remarkable story begins with an authentic circa-1801 Virginia log structure, carefully reconstructed here in 2000 by Lewis and Luke Ramsey. Hand-hewn chestnut, poplar and oak logs, reclaimed heart-pine floors, beautiful stonework by Jimmy Arrington and a standing-seam copper roof showcase craftsmanship rarely found today. An updated kitchen with granite counters adds modern convenience while preserving the home's historic character. Whether envisioned as a personal mountain getaway or a distinctive vacation rental, this is the kind of property guests will remember. The beautiful wooded setting and impressive boulders surrounding the home make it even more special. An adjoining homesite is also available separately, offering the opportunity for additional privacy or future possibilities.

20 Buckhorn Ln, Wintergreen Resort

$465,000
4 Beds ⋅ 3 Baths ⋅ 678333 MLS
Charming mountain retreat overlooking the 5th fairway of Devils Knob Golf Course, tucked away at the end of a quiet cul-de-sac and within walking distance of Chestnut Springs Pool Park and nearby hiking trails. Offered fully furnished and turnkey, this home features a thoughtfully designed floor plan ideal for larger families, shared ownership, or rental use, with two bedrooms and a full bath on both the main and upper levels, plus a convenient half bath on the main level for guests. The open-concept living area is highlighted by soaring cathedral ceilings, a striking stone wood-burning fireplace, and seamless flow between the great room, dining area, and kitchen. Each bedroom offers two closets, allowing owners to reserve one for personal belongings if using the home as a rental. A loft overlooking the living area provides flexible space for a home office, reading nook, or game area. Relax on the screened porch or spacious rear deck overlooking the golf course. Freshly painted front porch and deck complete this inviting mountain getaway, ready to enjoy from day one.

20 Blue Ridge Ct, Wintergreen Resort