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$265,000
2 Beds ⋅ 2 Baths ⋅ 681614 MLS
Beautifully updated golf front mid level condo with few stairs to enter. Enjoy the central location close to the Wintergarden Spa, and a short walk to the golf clubhouse. Great views of the action on the 18th hole of the golf course. Updated flooring, kitchen and baths, most furnishings convey. Condo dues are $1750/ quarter. WPOA dues are $2279/year, listed as road maintenance, and include some recreational amenities in addition to common area maintenance throughout the community.

2114 Fairway Woods, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$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

Listing courtesy of OLD DOMINION REALTY INC - AUGUSTA. Contact:

$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

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$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

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:

$240,000
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:

$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:

$475,000
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 w 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 & turnkey, the home includes furniture, appliances, kitchenware, electronics, & 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, & the Nature Foundation, this property provides year-round access to the best of resort living. Freshly painted! 7-26

17 Ivy Glen Ln, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$255,000
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:

$425,000
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. Fully Furnished. Ready for short term renters from day of closing. 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. Seller credit of $10K towards new windows. 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:

$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: