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Wintergreen, VA Homes for Sale

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  • /7

    $69,000

    • Land
    • 0.45 Acre
    • $153,333 per Acre

    1025 Blue Ridge Dr Unit CHESTNUT SPRINGS LOT, Roseland, VA 22967

    This gorgeous mountaintop golf front homesite on the 3rd green of Devils Knob provides you the opportunity to build your dream home in a location rarely available. With the prudent positioning of a home, the expansive view will include overlooking the green and looking back up the entire golf hole. A meandering drive to the rear of the property would locate a home away from the road and would

    Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    1025 Blue Ridge Dr Unit CHESTNUT SPRINGS LOT, Roseland, VA 22967
  • /7

    $69,000

    • Land
    • 0.45 Acre
    • $153,333 per Acre

    1025 Blue Ridge Dr, Roseland, VA 22967

    This gorgeous mountaintop golf front homesite on the 3rd green of Devils Knob provides you the opportunity to build your dream home in a location rarely available. With the prudent positioning of a home, the expansive view will include overlooking the green and looking back up the entire golf hole. A meandering drive to the rear of the property would locate a home away from the road and would

    Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    1025 Blue Ridge Dr, Roseland, VA 22967
  • /24

    $229,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    163 Mountain Inn Condos, Wintergreen, VA 22967

    SKI SEASON NOW OPEN!!! Capture the Essence of Wintergreen by securing one of the finest condos at WTG's Mountain Inn! SEE VIDEO in "FACTS & FEATURES" on websites! Step into this cozy mtn condo and sink into your surroundings with the Gorgeous Wall Mtn Escape Mural, a cozy Kitchenette w/Soapstone Countertop & Vanity and Generous Living Space! Make your way up to the Loft on the Custom Designed

    Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

    163 Mountain Inn Condos, Wintergreen, VA 22967
  • /22

    $164,900

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    240 Timbers Condos, Wintergreen Resort, VA 22967

    Rare opportunity to own a ground floor, end unit, true 1 bedroom, with a fully updated kitchen only steps from the slopes and center village. Condo has been well maintained by current owners for last 25 years and is ready for the next chapter. HVAC & water heater, deck slider new in 2023, and the condo association updated the siding and roofs in 2024. This unit has the fewest steps of any to the

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    240 Timbers Condos, Wintergreen Resort, VA 22967
  • /8

    $36,900

    • Land
    • 0.48 Acre
    • $76,875 per Acre

    12 Dripping Rock Ln, Roseland, VA 22967

    Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! With the leaves beginning to change color, now is a great time to visit the property. 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. A great

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    12 Dripping Rock Ln, Roseland, VA 22967
  • /28

    $235,000

    • 2 Beds
    • 2 Baths
    • 812 Sq Ft

    2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967

    Come enjoy the quiet and beauty of Wintergreen and the Blue Ridge Mountains while staying in this freshly painted and tastefully decorated 2 bedroom / 2 bath condo! You have the best of both worlds, a tranquil space and access to all of the activities at Wintergreen, including thirty miles of hiking trails, some of the best southeast skiing in the winter, and golfing the rest of the year. 2229

    DENISE MOLDENHAUER MOUNTAIN AREA NEST REALTY

    2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967
  • /64

    $649,950

    • 4 Beds
    • 4 Baths
    • 2,076 Sq Ft

    1818 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    This stunning 4 bedroom view condominium is a rare opportunity, as few exist and aren't often available. The villa rests at the top of the building and offers elevator access for ease and convenience. Covered entry keeps you out of inclement weather upon arrival. Stepping inside, you'll find the property has been beautifully remodeled and tastefully furnished. A wood-burning, custom stone

    Cameron Carroll WINTERGREEN REALTY, LLC

    1818 High Ridge Ct Condos, Wintergreen Resort, VA 22967
  • /9

    $39,000

    • Land
    • 0.5 Acre
    • $78,000 per Acre

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967

    Spacious and well-shaped mountain lot located just a short drive from Wintergreen’s golf course, tennis courts, fine dining, and the Spa. The gentle, nearly flat terrain makes this an ideal and cost-effective homesite, offering an easier build than most lots on the mountain. There’s ample space to accommodate a garage—something that's often hard to find at Wintergreen due to the steep slopes and

    Dima Holmes WINTERGREEN REALTY, LLC

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967
  • /32

    $349,000

    • 3 Beds
    • 3 Baths
    • 1,432 Sq Ft

    3234 N Ridge Condos, Wintergreen Resort, VA 22967

    You are going to love this well-maintained 3 br/3 ba condo with ground floor walkout in North Ridge! Just steps away to Wintergreen tennis and pickleball courts and the Devils Knob golf course and restaurant, this unit was built in 2020. Take note of the large casement windows throughout the condo, which shower in plenty of sunshine throughout the day. Open up the door to the deck to let in the

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    3234 N Ridge Condos, Wintergreen Resort, VA 22967
  • /23

    $162,500

    • 1 Bed
    • 2 Baths
    • 765 Sq Ft

    2031 Stone Ridge Condos, Wintergreen, VA 22967

    This is a ground-floor one-bedroom with two baths and a nice sleep sofa in the living room for additional family. It is located on the 18th fairway of the Devils Knob Golf Course and is a short walk to the spa, pools, exercise facilities, as well as tennis, golf, and the Devils Grill restaurant. It is a great location and is being sold furnished.,Oak Cabinets,Fireplace in Great Room

    Tim Merrick WINTERGREEN REALTY, LLC

    2031 Stone Ridge Condos, Wintergreen, VA 22967
  • /41

    $229,900

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    2230 Tanners Ridge, Roseland, VA 22967

    This top floor condo at Tanners Ridge offers a serene mountain retreat with 2 bedrooms, 2 baths, vaulted ceilings, open concept & views of the 12th fairway at Devils Knob Golf Course. Turnkey & ready to move in, you'll love the LVP floors, updated kitchen w/ SS appliances, & the living room fireplace with all the wood you can burn (association provided) after a long day of skiing. This year-round

    William Matthew Barrett IV Elite Realty

    2230 Tanners Ridge, Roseland, VA 22967
  • /59

    $214,500

    • 2 Beds
    • 2 Baths
    • 812 Sq Ft

    2226 Tanners Ridge Condos Unit 2226, Wintergreen Resort, VA 22967

    Wonderfully located totally renovated two bedroom, two bath condo on Devils Knob Golf Course. Everything has been done for you and it is in move in condition. Condo has been extremely well maintained and never been rented by current owners. Condo is not only on the Golf Course but is conveniently located in walking distance to the pool and Spa. Unit is a must see. Renovations were well done with

    W. FRANCE BURGER, JR. RE/MAX 1ST OLYMPIC

    2226 Tanners Ridge Condos Unit 2226, Wintergreen Resort, VA 22967
  • /27

    $249,000

    • Land
    • 0.57 Acre
    • $436,842 per Acre

    186 Hemlock Dr, Roseland, VA 22967

    A rare find at Wintergreen. One of the few remaining building sites that offers spectacular year round views. Perched high on the mountain in the Devils Knob area, this site backs up to greenspace and overlooks the George Washington National Forest. A hiking trail leading to the Appalachian Trail is located at the end of the culdesac. The site is private yet also convenient and close to all the

    Cameron Carroll WINTERGREEN REALTY, LLC

    186 Hemlock Dr, Roseland, VA 22967
  • /32

    $182,900

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    2212 Tanners Ridge, Wintergreen Resort, VA 22967

    Top floor 2 bed/2 bath Tanners Ridge condo! Fresh paint top to bottom. Incredible vaulted ceilings in the living room with wood trim accents and wood burning fireplace (and the association provides firewood) provide mountain chalet vibe. Efficient floor plan with balcony overlooking the golf course provides for a nice getaway on the mountain. Fantastic mountain location in close proximity to the

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    2212 Tanners Ridge, Wintergreen Resort, VA 22967
  • /75

    $709,000

    • 4 Beds
    • 4 Baths
    • 2,598 Sq Ft

    679 Pedlars Edge Dr, Roseland, VA 22967

    This home is absolutely pristine! Walk just a few steps from your driveway to the trail leading right out to the Tyro slope. New remote controlled gas log insert, radon mitigation system, security system, new gutters & guards and PVC band board around deck. Featuring a large deck and with views across to the Ridge with swings located below in a beautifully landscaped area. Driveway is paved with

    Wayne Flood WINTERGREEN REALTY, LLC

    679 Pedlars Edge Dr, Roseland, VA 22967
  • /21

    $239,500

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    2209 Tanners Ridge Condos, Wintergreen Resort, VA 22967

    If you're looking for a sweet spot overlooking the golf course, this top floor Tanners Ridge getaway is for you! Inside this tastefully renovated and decorated 2 br/2 ba condo with vaulted ceilings, enjoy attractive laminate wood flooring throughout, along with updated kitchen and laundry appliances. Granite counters in the kitchen and bathrooms; the primary bedroom has its own private bathroom.

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    2209 Tanners Ridge Condos, Wintergreen Resort, VA 22967
  • /9

    $39,980

    • Land
    • 0.44 Acre
    • $90,864 per Acre

    62 Split Rock Trail, Rockfish, VA 22967

    Build among the evergreens! Located on a quiet cul-de-sac setting above the road, this mostly level homesite is special as it is literally covered with an impressive, natural forest of mature mountain laurel. For hiking enthusiasts, there is a green belt/open space across the road that leads to the very popular trail system along the headwaters of Stoney Creek and a series of waterfalls. Also,

    Kate Farley WINTERGREEN REALTY, LLC

    62 Split Rock Trail, Rockfish, VA 22967
  • /16

    $149,900

    • 1 Bed
    • 1 Bath
    • 405 Sq Ft

    216 Timbers Condos, Wintergreen Resort, VA 22967

    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

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    216 Timbers Condos, Wintergreen Resort, VA 22967
  • /48

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 2,563 Sq Ft

    23 Trillium Close, Wintergreen Resort, VA 22967

    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

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    23 Trillium Close, Wintergreen Resort, VA 22967
  • /36

    $49,500

    • Land
    • 0.54 Acre
    • $91,667 per Acre

    116 E Catoctin Dr, Roseland, VA 22967

    The roads to the site and all utilities are ready for a new dwelling. The lot is located to the left of the 13th tee of the Devils Knob course and a short walk to major facilities of the Devils Knob complex. This is a unique listing in which a 2nd home once stood on this site but was consumed by a fire several years ago and the lot was reclaimed. The good news is that all the necessary utility

    Tim Merrick WINTERGREEN REALTY, LLC

    116 E Catoctin Dr, Roseland, VA 22967
  • /53

    $489,500

    • 3 Beds
    • 3 Baths
    • 2,181 Sq Ft

    30 Stony Cove Ln, Wintergreen Resort, VA 22967

    Three words come to mind when describing this lovely chalet: Peace, then Quiet, & finally Quality. It is a place where one would go to unwind and recapture the tranquility of being in the forest in one of the most special places on Earth. This mountain chalet is at the end of a very quiet cul de sac not too far from the major facilities of Devils Knob It borders open space, the head waters of

    Tim Merrick WINTERGREEN REALTY, LLC

    30 Stony Cove Ln, Wintergreen Resort, VA 22967
  • /30

    $415,000

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967

    This is one of those rare opportunities to have everything you have been hoping to find! Walk right in with NO STEPS into the most spacious two bedroom condominium Wintergreen has to offer and enjoy spectacular year round views of the Blue Ridge Mountains , Rockfish Valley and winter views of the ski slopes. This one level floor plan offers carefree living, gracious space for entertaining and

    Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967
  • /11

    $49,000

    • Land
    • 0.67 Acre
    • $73,134 per Acre

    37 Coopers Vantage, Roseland, VA 22967

    Current owner has a home at Wintergreen and had intended to build on this site. He has identified a wonderfully built cabin that could be built on this site which is on a small cul de sac between two very attractive homes. Plans and building estimates are in the docs section of the listing description. The best house location has already been flagged. Please note: the lot is being sold as vacant

    Tim Merrick WINTERGREEN REALTY, LLC

    37 Coopers Vantage, Roseland, VA 22967
  • /53

    $434,000

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    145 Firtree Dr, Roseland, VA 22967

    This is the opportunity you've been waiting for! If you've been dreaming of that perfect mountain getaway, now is the time to make your move. Welcome to Inglenook, a beautifully updated mountain cottage at Wintergreen offering seasonal mountain views, and just a short distance from the main village. This cozy, move-in-ready home has been thoughtfully renovated with modern touches. The spacious

    LISA FLOOD WINTERGREEN REALTY, LLC

    145 Firtree Dr, Roseland, VA 22967
  • /42

    $34,500

    • Land
    • 0.44 Acre
    • $78,409 per Acre

    107 Chestnut Ln Unit 33, Roseland, VA 22967

    What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

    Dima Holmes WINTERGREEN REALTY, LLC

    107 Chestnut Ln Unit 33, Roseland, VA 22967
  • /42

    $34,500

    • Land
    • 0.44 Acre
    • $78,409 per Acre

    107 Chestnut Ln, Roseland, VA 22967

    What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

    Dima Holmes WINTERGREEN REALTY, LLC

    107 Chestnut Ln, Roseland, VA 22967
  • /23

    $249,000

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967

    This is a rare end unit Laurelwood top 2 floors with the additional side living space which is currently in use as a 3rd bedroom. Nice view into the Black Rock Village and adjacent nature area. Laurelwood is within easy walking distance to skiing and the restaurants, market and other amenities of Black Rock Village. Floorplan available on request.

    K.T. LYNN WINTERGREEN REALTY, LLC

    763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967
  • /23

    $49,900

    • Land
    • 0.4 Acre
    • $124,750 per Acre

    TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967

    Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967
  • /23

    $49,900

    • Land
    • 0.4 Acre
    • $124,750 per Acre

    TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967

    Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967
  • /38

    $199,500

    • Land
    • 0.75 Acre
    • $266,000 per Acre

    7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967

    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

    Tim Merrick WINTERGREEN REALTY, LLC

    7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967
  • /13

    $49,900

    • Land
    • 0.14 Acre
    • $356,429 per Acre

    421 Blackrock Dr, Wintergreen Resort, VA 22967

    Excellent location for a vacation home or permanent mountain retreat. Easy access to build, wonderful seasonal views, easy walk to Tyro ski slope, and just steps to hiking trails. One of the last undeveloped lots in the Blackrock Village area, features great access to center village amenities.

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    421 Blackrock Dr, Wintergreen Resort, VA 22967
  • /13

    $49,900

    • Land
    • 0.14 Acre
    • $356,429 per Acre

    421 Blackrock Dr Unit 17, Wintergreen Resort, VA 22967

    Excellent location for a vacation home or permanent mountain retreat. Easy access to build, wonderful seasonal views, easy walk to Tyro ski slope, and just steps to hiking trails. One of the last undeveloped lots in the Blackrock Village area, features great access to center village amenities.

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    421 Blackrock Dr Unit 17, Wintergreen Resort, VA 22967
  • /22

    $89,987

    • Land
    • 0.39 Acre
    • $230,736 per Acre

    00 Blackrock Cir, Wintergreen Resort, VA 22967

    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

    KYLE WATERS WHITETAIL PROPERTIES REAL ESTATE

    00 Blackrock Cir, Wintergreen Resort, VA 22967
  • /20

    $41,500

    • Land
    • 0.5 Acre
    • $83,000 per Acre

    11 Fairway Oaks Ln, Wintergreen Resort, VA 22967

    UNBEATABLE PRICE FOR A GREAT HOMESITE! Welcome to the perfect canvas for your new Wintergreen home! Located near Chestnut Springs pool, and convenient to Devils Knob golf, tennis, pickleball, and restaurant. This gently sloped homesite provides easy entry and home siting. The generous size offers flexibility for your home design, and the corner position provides a subtle sense of privacy. You're

    LISA FLOOD WINTERGREEN REALTY, LLC

    11 Fairway Oaks Ln, Wintergreen Resort, VA 22967
  • /6

    $29,500

    • Land
    • 0.41 Acre
    • $71,951 per Acre

    150 Shamokin Springs Trail, Roseland, VA 22967

    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.

    K.T. LYNN WINTERGREEN REALTY, LLC

    150 Shamokin Springs Trail, Roseland, VA 22967
  • /26

    $150,000

    • Land
    • 0.55 Acre
    • $272,727 per Acre

    340 Chestnut Place, Roseland, VA 22967

    This homesite is directly below High Ridge Condominiums and, with judicious placement and pruning, should offer at least seasonal views similar to those offered from the condominiums. Park at High Ridge, walk around the building and look at the view and this site on the cul-de-sac directly below. It is easy to identify from above since there is an existing home on one side and a home under

    K.T. LYNN WINTERGREEN REALTY, LLC

    340 Chestnut Place, Roseland, VA 22967
  • /5

    $59,000

    • Land
    • 0.37 Acre
    • $159,459 per Acre

    355 Devils Knob Loop, Roseland, VA 22967

    Golf front site, nearly level and wooded in hardwoods. On the 13th hole of the Devils Knob Golf Course and convenient to walking trails and all resort amenities.

    K.T. LYNN WINTERGREEN REALTY, LLC

    355 Devils Knob Loop, Roseland, VA 22967
  • /2

    $35,000

    • Land
    • 0.46 Acre
    • $76,087 per Acre

    32 Chestnut Ln, Wintergreen Resort, VA 22967

    Beautiful lot, spectacular views

    GREG BALDWIN CORE REAL ESTATE PARTNERS LLC

    32 Chestnut Ln, Wintergreen Resort, VA 22967

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