Wintergreen Resort Land for Sale

Wintergreen Resort Land for Sale

Welcome to Wintergreen Resort, a picturesque gem nestled in the heart of Virginia's Blue Ridge Mountains. This stunning four-season resort offers a unique blend of natural beauty, recreational activities, and community spirit, making it an ideal location for your dream property. Whether you’re seeking a serene getaway or an adventurous lifestyle, Wintergreen Resort has something to offer everyone.

With its breathtaking views, Wintergreen Resort is a haven for outdoor enthusiasts. In the winter, the resort transforms into a snowy wonderland, boasting over 100 acres of skiable terrain and miles of pristine trails for snowboarding and tubing. As the seasons change, the vibrant fall foliage attracts hikers and nature lovers, while summer brings opportunities for golfing, mountain biking, and refreshing dips in the nearby lakes.

The community at Wintergreen is as inviting as the landscape. Residents enjoy a tight-knit atmosphere with local events, farmers' markets, and seasonal festivals that celebrate the rich culture and heritage of the region. The nearby towns of Nellysford and Lovingston offer charming shops, restaurants, and a taste of Virginia’s local flavor.

Now is the perfect time to invest in land for sale in Wintergreen Resort. Imagine building your dream home surrounded by towering pines and stunning mountain vistas. Whether it’s a cozy retreat or a luxurious estate, the possibilities are endless. Embrace the tranquility of nature while being part of a vibrant community. Discover your slice of paradise in Wintergreen Resort and start crafting the life you’ve always envisioned!

Newest Wintergreen Resort Land for Sale

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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

Wonderful level lot that backs up to the national forest giving you extended privacy and protection for miles. This lot would be the perfect location for your mountain retreat.

1331 Laurel Springs Rd, Wintergreen Resort

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

A great building lot with rock outcroppings and close to all amenities at Devils Knob. This is a lot wioth an easy walk to wirther the Appalachian Trail or all the facicities or amenities of the Devils Knob Village such as restaurants, tennis and pickleball, golf, the Spa and exercize facilites, pools, etc.

41 Hickory Spring Rd, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

These combined lots (C & D) offer one of the most unique opportunities for privacy, views, seclusion and location at Wintergreen. The two home sites have underground water & sewer, high speed internet, electricity and telephone. The lots are at the end of Laurel Springs drive and are located at the top of Shamokin Falls with great view potential down thru the Gorge. There can never be a house built which would invade privacy or block the view. The entire site is protected by dedicated open space. Look at aerial shots on the listing.

2242 Laurel Springs Dr, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Very nice building site in a great location. Pause on the elevated knoll and experience the partial seasonal pocket views of the Ridge lines, Shenandoah Valley and the Golf Course. Common area and elevation provide privacy and the WPOA buffer leads to the Park Service Land and the Appalachian Trail. Common area buffer across the street can provide access to Shamokin Springs and to the 7th fairway on the Devils Knob Golf Course.

433 Laurel Springs Dr, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! Such a great value at only $29,000! Convenient to Resort amenities and the thriving Nelson 151 agri-tourism corridor featuring award-winning wineries, breweries and distilleries. Located within the Firefly Fiber Internet service area.

12 Dripping Rock Ln, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

Excellent large .7 acre lot with seasonal views to Reeds Gap for much of the year. The slope toward the rear of the lot would be excellent for a home with a walk-out basement. There is a small creek at the rear of the property to add additional charm. With central sewer and water, underground electric, cable and fiberoptic available, you can have all the luxuries you may desire inside, a nature area at the rear and all the amenities of Wintergreen just a block away. In many ways this is the perfect homesite and a great value

1843 Wintergreen Dr, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Own a parcel that is like no other especially if you love nature, rock wall/outcropping and expansive views of the woods! Rare opportunity to feel like you own so much more land because this property borders open space. Much of it is in the back allowing a home to be sited to have long range views of woods/forest and NOT neighbors. In addition, right border of the parcel is a huge rock wall/ledge that is beautiful and a protective shelter/border from neighbors. Imagine snow sitting in the crevices of the massive rock ledge. Plus note on GIS map how all neighbors homes on surrounding parcels have already been built; this way you site your home with security that no new neighbors will pop up. Save money as well as this parcel is ready for you to build your mountain retreat (for full time residence, vacation getaway or investment rental since short term rentals are permissible) for less with a nearly level parcel, electric routed to property, and access to fiberoptic internet and public water/sewer. Ideal setting incudes private access at the end of a cul-de-sac. Must walk into the lot to fully appreciate the beauty. Enjoy all the resort has to offer with close proximity to tennis and golf, as well as ski slopes, trails, and more.

462 Deer Springs Ln, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

Wonderful level lot with easy entry featuring mature hardwoods located on a quiet col du sac. The perfect spot to build your mountain getaway home all within walking distance to Chestnut Springs pool, several great hiking trails and the Shamokin Springs Nature Reserve. The perfect balance of nature's beauty and resort amenities never to be repeated.

25 Poll Axe Ln, Wintergreen Resort

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

Wooded building lot with stunning rock formations looking across to the Shamokin Springs Nature Preserve with its trails and unique micro-environment with flora typical of upstate New York. There is a neighborhood pool within easy walking distance and hiking and walking trails in abundance. Numerous high value homes in the neighborhood and all the amenities of Wintergreen Resort to choose from. This lot has central water and sewer, cable tv, electric, and fiberoptic cable at the street and ready to go. This would be a great value either to build and enjoy or hold for the future.

150 Shamokin Springs Trl, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Welcome to your slice of paradise nestled in the breathtaking Blue Ridge Mountains! Own one of the last remaining building lots on Wintergreen Resorts prestigious Blackrock Circle and create your dream home where every morning begins with a stunning sunrise. Imagine sipping your coffee on the back porch, soaking in the panoramic views of the mountains as the sun crests over the horizon shining light on everything below you. With access to Wintergreen Resort's premier amenities and activities including ski slopes and the Mountain Inn, every day offers a new adventure. Whether you envision this as your permanent residence or a lucrative short-term rental and vacation home, the possibilities are endless. And with only a fifteen-minute drive to award winning breweries and nearby hiking trails, you'll experience the perfect blend of serenity and excitement. Don't miss your chance to call this mountain paradise home!

00 Blackrock Cir, Wintergreen Resort

Listing courtesy of WHITETAIL PROPERTIES REAL ESTATE. Contact:

One of the best large home-sites on the mountain at Wintergreen. It is the combination of two lots on the corner of Laurel Springs and Wolf Trap Lane. The lots back onto open space and are a short walk across the street to George Washington National Forest. It is a great building site with good seasonal views of Shamokin Gorge and surrounding mountains and the Rockfish Valley. Very nice permanent and vacation homes on adjacent properties.

7 & 23 Wolftrap Ln, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

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Ashley Dudley | Broker Owner

Ashley Dudley is a Shenandoah Valley based real estate broker known for her heart-forward approach, deep local knowledge, and steady guidance through every step of the buying and selling journey. As the Broker Owner of HomeGrown Real Estate, Ashley has built a client-centered brand that blends expertise, community connection, and the belief that real estate should feel personal… not overwhelming. Rooted in New Market and serving Shenandoah County, Rockingham County, Page County, Augusta County and the surrounding Valley, Ashley has helped countless clients navigate moves of every kind. First-time buyers searching for their foothold. Growing families moving into their next chapter. Long-time locals preparing to let go of a home filled with memories. Out-of-state buyers relocating to the mountains. Investors looking to build something lasting. Ashley guides each one with clarity, patience, and an eye for strategy. Her background as a business owner and her commitment to honest communication make her a trusted partner in a fast-moving market. She’s hands-on, detail-driven, and known for making complex processes feel manageable. Whether it's pricing a home with precision, negotiating with confidence, or helping sellers prepare their home for the market, Ashley brings both expertise and empathy to the table. At the heart of her work is a simple mission… helping people plant roots to grow their future here in the Valley. It’s a mission reflected in her community involvement, her HomeGrown events, and the relationships she builds long after closing day. When she’s not working with clients, Ashley is exploring local with her husband, Rustin, snuggling her pups, Molly and Minnie, planning community events, or dreaming up new ways to support her agents and elevate the real estate experience in the Shenandoah Valley. If you’re looking for a Realtor who knows the Valley, cares deeply about her clients, and brings both heart and strategy to every move, Ashley is ready to help you take your next step home.

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Amber Fleck | Realtor

Amber Fleck is a dedicated Realtor with HomeGrown Real Estate serving the Shenandoah Valley and surrounding communities. Amber helps buyers and sellers navigate the real estate market with confidence, clear communication, and genuine care. She believes every client deserves a smooth and enjoyable experience from the first conversation to the closing table. After graduating from James Madison University in 2019, Amber made the Shenandoah Valley her home and quickly fell in love with its mountain views, hiking trails, rivers, and local restaurants. She uses her deep local knowledge to help clients find the right home, whether they are first time home buyers, relocating to Virginia, upsizing, downsizing, or searching for land with mountain views. Amber focuses on honest guidance, strong negotiation, and marketing strategies that help sellers earn top dollar. Her philosophy is simple. You should live where you love. She is committed to helping clients plant roots and build their future in a community she adores.

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Courtney May | Realtor

Courtney May is a proud Augusta County native and Fort Defiance graduate whose resilience during the COVID-19 era shaped her dedication to helping others. Eager to serve her community, she became a licensed real estate professional and is grateful to assist neighbors with their real estate needs—whether buying or selling, and no matter the stage of life they’re in.Courtney is especially passionate about first-time homebuyers, believing homeownership is a life-changing milestone and not just a transaction. Her personalized approach and local expertise allow her to guide new buyers through the process with confidence and care.Outside of real estate, Courtney enjoys spending time with family, friends, and her dog while exploring the beauty of Augusta County. Her goal remains simple—serve her community with integrity, enthusiasm, and heart.

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Jessica Harrison | Associate Broker

Jessica is a trusted Associate Broker with HomeGrown Real Estate, proudly serving the Shenandoah Valley and surrounding communities. She works closely with buyers and sellers to provide clear communication, thoughtful guidance, and a smooth experience from the first conversation through the closing table. Jessica believes real estate is deeply personal, and every client deserves to feel informed, supported, and confident at every step. With a background in both real estate and insurance, Jessica brings a unique and well-rounded perspective to every transaction. She helps clients look beyond the surface by considering market value, long-term risk, and overall investment strategy. Her clients value her attention to detail, responsiveness, and calm, steady approach during what can often feel like a big life decision. Jessica enjoys helping clients navigate a wide range of goals, whether purchasing a primary residence, exploring investment opportunities, or planning for what comes next. With a strategic mindset and genuine care for the people she serves, she is committed to helping clients make smart, confident decisions and build a future they feel good about calling home.

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Abby Neese | Realtor

Born and raised in Shenandoah County, Abby brings a deep-rooted understanding of the local community and its unique charm to her real estate career. With over 10 years of experience in property management, she’s developed a strong foundation in client service, attention to detail, and navigating the complexities of the housing market. Now, she’s excited to transition that expertise into helping buyers and sellers achieve their real estate goals. Abby’s background has equipped her with a keen eye for property value, market trends, and the importance of clear communication—skills she uses to guide clients through every step of the buying or selling process with confidence and ease. Outside of real estate, she enjoys spending time on the golf course, cheering on her kids at their sporting events, exploring antique shops, and making lasting memories with family. Abby is passionate about building relationships and helping others find not just a house, but a place they can truly call home.

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