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$244,000
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

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$269,000
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 sunken 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. 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

Listing courtesy of REAL BROKER LLC. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$325,000
1 Beds ⋅ 1 Baths ⋅ 678894 MLS
Perched atop The Ridge with sweeping panoramic views of the Rockfish Valley and Blue Ridge beyond, this ground-floor end unit at The Cliffs offers something genuinely special: direct access to a secluded outdoor space while your upstairs neighbors are limited to their balconies — ideal for four-season living, your pet, and morning coffee with that glorious mountain view. The 2022 renovation was total and uncompromising: luxury vinyl tile, quartz countertops and backsplash, white soft-close cabinetry, Samsung smart appliances, wood-burning fireplace with new porcelain hearth and glass doors, fully retiled bath, and smart home features throughout — Ecobee thermostat, Yale lock, and Ring doorbell. Every detail considered, nothing overlooked. Convenient to Devils Knob Golf, Wintergarden Spa, Fire & Frost, and the Highlands Ski Lift. Strong rental potential in a sought-after resort community, or keep it entirely to yourself. Fully furnished and move-in ready. Ask your agent for the complete improvement list.

1501 Cliffs Condos, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$499,500
2 Beds ⋅ 2 Baths ⋅ 678600 MLS
Set high on Wintergreen's coveted ridgeline, this tastefully renovated two-bedroom, two-bathroom condo combines refined comfort with a setting nature lovers adore. Housed in arguably the nicest building on the ridge, it arrives fully furnished with quality pieces, plus a new heating and cooling system, a walk-in shower, and convenient elevator access—so settling in takes little more than unpacking a suitcase. Both bedrooms offer restful retreats, while the bright living areas welcome leisurely mountain mornings and unhurried evenings. The surroundings steal the show. The Nature Foundation at Wintergreen sits just minutes away, ideal for trails, wildlife watching, and seasonal programs throughout the year. Adventure seekers will appreciate easy access to Skyline Drive, the Virginia 151 corridor, and the legendary Blue Ridge Parkway—three of the most scenic routes in the country—along with the welcoming Devils Backbone Basecamp nearby. Come see all that Wintergreen, VA and the Blue Ridge Mountains have to offer.

1943 High Ridge Pl, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$245,000
2 Beds ⋅ 2 Baths ⋅ 678382 MLS
Enjoy four-season mountain living in this 2-bedroom, 2-bath Stone Ridge condominium at Wintergreen Resort. Whether you're seeking a weekend retreat, investment property, or full-time mountain home, this inviting condo offers comfort, convenience, and easy access to everything the resort has to offer. Step inside to find a bright, open living area perfect for relaxing after a day on the slopes, hiking trails, or golf course. Walk to the Nature Foundation, Devil's Knob Golf & Tennis and the WinterGarden Aquatics & Fitness Center. Laminate floors throughout with updated full size washer/dryer, water heater. Features granite fireplace surround and wood burning fireplace.

2074 Stone Rdg, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$214,000
1 Beds ⋅ 1 Baths ⋅ 678219 MLS
Welcome to the heart of Wintergreen Resort! Turnkey, high-performing, proven short-term rental opportunity. This sought-after Laurelwood condominium comfortably sleeps six guests and is ideally positioned for year-round enjoyment and strong rental demand. Laurelwood is the only condominium complex within Wintergreen Resort to offer a private pool and access to two additional resort pools. Enjoy the convenience of being just a short walk to ski slopes, restaurants, shopping, and resort amenities. Whether you're seeking a vacation retreat, income-producing investment, or both, this property offers an exceptional combination of location, amenities, and proven rental appeal. Walk right out your back deck to trails, skiing, or sunbathing enjoying all that mountain living can offer.

792 Laurelwood Condos, Wintergreen Resort

Listing courtesy of JASON MITCHELL REAL ESTATE. Contact:

$589,000
4 Beds ⋅ 4 Baths ⋅ 678191 MLS
21 Trillium Close is one of the nicest townhouses at Wintergreen with a great central location. It is completely and tastefully updated with new flooring, a fully renovated kitchen, high quality bathrooms, a gas fireplace and newer furniture throughout. The location can't be beat for accessibility to the Wintergreen Nature Foundation, Highlands ski lift and other resort amenities. Explore the Blue Ridge Parkway, hiking, the Nelson 151 Trail, resort amenities and all that the mountains have to offer.

21 Trillium Close, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$249,500
2 Beds ⋅ 2 Baths ⋅ 677861 MLS
Welcome to your mountain retreat in one of Virginia's most cherished resort communities. This two-bedroom, two-bathroom condo offers comfortable living space surrounded by the stunning Blue Ridge Mountains. The thoughtfully designed layout balances cozy charm with practical functionality. A bright, airy kitchen makes cooking a pleasure, and both bedrooms provide restful retreats, while two full bathrooms ensure everyday convenience for residents and guests. The owner installed new HVAC system and dishwasher in 2024, and new decking in 2025. The location truly elevates this property. The Nature Foundation at Wintergreen is just moments away, offering trails, nature programs, and a deep connection to the Appalachian landscape. . Resort living here means year-round access to skiing, golf, spa services, dining, and swimming. Beyond the community, the Virginia 151 corridor features award-winning wineries, breweries, and cideries, while the iconic Blue Ridge Parkway delivers one of America's most scenic drives. Whether you are looking for a full-time mountain home, a weekend getaway, or rental potential, this condo delivers on every front. Schedule your private showing today and discover mountain living at its finest.

473 Three Ridges Condos, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$469,900
3 Beds ⋅ 3 Baths ⋅ 677526 MLS
Bright and welcoming 3-bedroom, 3-bath end-unit condo offers the perfect blend of comfort, convenience, and mountain charm. Enjoy easy, one-level living with no stairs and elevator access right from the parking area. The entire interior has just been painted and is immaculate—never used as a rental and is truly move-in ready. Newer windows throughout. An open floor plan features a cozy wood-burning fireplace and a wall of windows that frame gorgeous sunrises and mountain views, while filling the space with natural light. Two primary suites each have their own private bath, while the third bedroom sits beside a full hallway bath—ideal for guests or a third suite. Step outside onto the new composite deck to relax and take in the views. This condo is right on the ski shuttle route, making it super convenient to skiers who also want to enjoy ridge line views while at Wintergreen! Offered turn-key furnished. Pack your bags and move right in! A rare find with zero stairs, easy access, and stunning views—mountain living made simple! Don't miss this one!

1817 High Ridge Ct, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$407,000
2 Beds ⋅ 2 Baths ⋅ 677518 MLS
This beautifully updated 2-bedroom, 2-bath condo offers comfort, style, and convenience in one of the resort's most desirable associations. Step inside to find a bright, open floor plan enhanced by luxury vinyl plank flooring, providing both modern elegance and easy maintenance throughout. HVAC is from 2020 and water heater from 2024. The spacious living room is perfect for relaxing or entertaining, with plenty of natural light. The well-appointed kitchen features ample cabinetry, great counter space. Enjoy all the benefits of condo life, including low-maintenance living, resort amenities, and a fantastic location close to Devils Knob Golf & Tennis and the WinterGarden Aquatics & Fitness Center.

1707 High Rdg, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$495,000
4 Beds ⋅ 4 Baths ⋅ 677064 MLS
Beautiful 4-bedroom, 3.5-bath mountain retreat located in the highly desirable Westwood section of Wintergreen Resort. This spacious townhome offers approximately 1,840 square feet of comfortable living space with exceptional privacy and no units above or below. Recent updates include renovated kitchen countertops, new luxury vinyl plank flooring throughout the main level and bathrooms, new second-floor carpeting, updated lighting fixtures, and newer appliances including dishwasher, stove, refrigerator, washer, and dryer. The inviting family room features a wood-burning fireplace with custom built-in shelving, creating the perfect mountain getaway atmosphere. Additional features include a separate dining area, central air conditioning, two-car garage, and ample storage.Offered fully furnished and turnkey, the home includes furniture, appliances, kitchenware, electronics, and big-screen TV — ideal for immediate personal enjoyment or continued short-term rental use. Strong Airbnb rental history offers excellent investment potential. Conveniently located near the golf course, Wintergarden Spa, hiking trails, skiing, tennis, and the Nature Foundation, this property provides year-round access to the best of resort living.

17 Ivy Glen Ln, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$370,000
2 Beds ⋅ 2 Baths ⋅ 677402 MLS
Wake up to breathtaking ridgeline sunrises and experience true ski-front living from this rare top-floor end-unit Highlands condo in Wintergreen Resort. With extra windows, exceptional privacy, and panoramic mountain views, this beautifully updated 2BR/2BA retreat captures the magic of mountain living in every season. Never rented and thoughtfully maintained, the condo is offered fully furnished and move-in ready, featuring two fully renovated bathrooms (2025), HVAC (2019), washer/dryer (2024), and a new roof (2025). The light-filled living space was designed for relaxing and gathering, complete with a wood-burning fireplace, 73” TV, and professionally installed theater sound system for cozy evenings after a day on the slopes. Step onto the updated private deck to soak in the endless views, or walk just steps to direct ski access for effortless days on the mountain. Walk to Fire & Frost, spa, fitness, golf, and tennis. The Highlands Leisure Trail places dining, shops, and year-round amenities all within easy reach. Rarely do views, privacy, updates, and location come together so effortlessly in one of Wintergreen’s most sought-after settings.

1418 Highlands Condos, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$259,000
2 Beds ⋅ 2 Baths ⋅ 677216 MLS
Beautifully renovated and tastefully decorated 2BR, 2BA condo in the desirable Laurelwood neighborhood at Wintergreen Resort. This one-level villa offers a bright and inviting open floor plan with the kitchen flowing seamlessly into the dining and living areas, centered around a stunning stone wood-burning fireplace. The spacious primary suite features an attached private bath, while the second bedroom and full bath provide comfortable accommodations for family and guests. Step outside onto the deck and enjoy the peaceful wooded setting and refreshing mountain air. Laurelwood is conveniently located in the heart of Wintergreen Resort village, next to The Market and within a short walk of skiing, hiking trails, restaurants, shopping, and resort amenities. Laurelwood is also the only condo neighborhood at Wintergreen with its own private outdoor swimming pool. Offered turn-key furnished, this move-in-ready mountain retreat is ideal as a weekend getaway.

762 Laurelwood Condos, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$155,000
1 Beds ⋅ 1 Baths ⋅ 676774 MLS
Experience the ultimate mountain lifestyle in this premier ski-front studio at Wintergreent! Boasting one of the best locations on the mountain, this condo offers true slopeside access & breathtaking mountain views right from your private deck. In the warmer months, you're steps away from the courtyard, the heart of the resort's vibrant festivals, concerts, and craft fairs. Enjoy the ultimate convenience with a short stroll to restaurants, shopping, coffee shops, the market, and kids' programs.This is a fantastic, affordable opportunity to step into the Wintergreen experience. The studio is offered fully furnished and turnkey—simply bring your gear and start making memories. Perfect as a personal escape or a savvy rental investment!

247 Timbers Condos, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$430,000
2 Beds ⋅ 2 Baths ⋅ 676442 MLS
Enjoy yourself at this 2 bed, 2 bath condo with gorgeous views in Wintergreen! This home presents itself with beautiful views, open floor plan and many upgrades. They say a picture is worth a thousand words, come see for yourself. Owner is a licensed agent in the Commonwealth of Virginia.

1717 High Rdg, Wintergreen Resort

Listing courtesy of EXP REALTY LLC - STAFFORD. Contact:

$329,000
4 Beds ⋅ 4 Baths ⋅ 675784 MLS
This beautifully updated and spacious 4BR, tri–level, Townhome is just steps from the Wintergarden Spa & Fitness Center and close to golf, tennis, skiing, and the Nature Foundation. An ideal retreat for rental potential or for hosting two families with ease. Enjoy the privacy and spacious feel of a detached home—without the upkeep. As part of a well managed association, this townhome offers low maintenance living while still giving you room to spread out and relax. The main area features a bright and open living space with high ceilings and a wood burning fireplace (Firewood provided by the association), updated kitchen with stainless steel appliances and granite counters. Upstairs is the large master suite with an additional 3 bedrooms and updated bathrooms. New carpet and LVP flooring throughout. The back deck overlooks protected greenspace, where trillium flowers bloom in the spring. Move in ready and perfectly located for year-round resort living!

24 Trillium Close, Wintergreen Resort

Listing courtesy of RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE. Contact:

$389,000
2 Beds ⋅ 2 Baths ⋅ 675117 MLS
A rarity among mountain condos—this view condo has zero steps to the front door, and it has covered parking. This ground level condo has a large deck and an easy walkout to the grass which is wonderful to have the extra space for pets, kids, etc. The High Ridge Court decks were recently replaced. There are many upgrades over the last few years—nearly all new appliances, renovated kitchen with new countertops and backsplash, new lighting, new LVP flooring, new hardware in the bathrooms, some new furniture. High Ridge Court is in a great location to walk across the street to the golf course or the walking path to the Clubhouse. From this part of the ridge, there’s a view to the Shenandoah Valley, while this condo looks out over the Rockfish Valley. This turnkey property is currently a rental through Wintergreen Resort, making it easy to continue renting if a new owner prefers. All personal property conveys at this turn-key property.

1808 High Ridge Ct, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$139,900
1 Beds ⋅ 1 Baths ⋅ 665268 MLS
Located just steps away to the slopes and the cozy Mountain Inn, 216 Timbers is an attractive and sharply decorated studio in the heart of Wintergreen Resort. Rated "Platinum" on the Wintergreen Resort Rental program – a designation only assigned to properties that are well-maintained and furnished to a high standard – this condo features luxury vinyl plank flooring, granite counters and a private deck. The water heater was installed in 2020 and the A/C was installed in 2019. This is a great rental with bookings that extend well beyond ski season ($18,600/yr avg gross income 2022-2024). You can also use it as your own personal getaway, a place to relax and unwind after a day of exploring Nelson 151 wineries and breweries. Fast internet via Nelson Cable makes telework a breeze!

216 Timbers Condos, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$580,000
4 Beds ⋅ 4 Baths ⋅ 664635 MLS
Welcome to this incredibly renovated and upgraded 4 level townhouse in Trillium Close. No stone has been left unturned - high end finishes abound! Enter the main floor where this entire level has heated floors. Cozy living room with wood burning fireplace and gorgeous surround - with firewood included by the HOA! - that flows nicely to wooded back deck facing a golf hole. High end kitchen with fantastic cabinet space and full height quartz backsplash. The second level has a huge primary bedroom with walk-in closet and upgraded bathroom plus secondary bedroom, hall bath, and two linen closets. The top floor continues with two more nice size bedrooms with a bath between. The lower level comprises of an entertainment room with its own mini split plus a mud room to store the golf clubs and skis. Large two car garage with professionally epoxied floors has great storage and opens to a parking pad for two more cars. Fantastic mountain location in close proximity to the Devils Knob Complex with spa, aquatics, fitness, and restaurants. Easy drive out of Wintergreen to the 151 brewery and winery trail!

23 Trillium Close, Wintergreen Resort

Listing courtesy of COMPASS-CHARLOTTESVILLE. Contact: