Wintergreen Homes for Sale

/54
$799,000
- 5 Beds
- 4.5 Baths
- 2,288 Sq Ft
201 Pinnacle Dr, Wintergreen Resort, VA 22967

This is a fantastic ski chalet with a great location. It is just yards from the Eagles Swoop slope and a few minutes walk to the Mountain Village. Cozy, charming, and warm, the owners have spared no expense with extensive renovations and the appropriate maintenance. Architect Robin Meyer designed and managed the project with Tectonics II completing the work. They added a mudroom/entrance, 2

Ben Holmes WINTERGREEN REALTY, LLC

201 Pinnacle Dr, Wintergreen Resort, VA 22967
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/45
$655,000
- 4 Beds
- 3.5 Baths
- 2,336 Sq Ft
67 S Forest Dr, Roseland, VA 22967

More Pictures coming soon. Nestled high near the top of Wintergreen Resort, this stunning unique Wintergreen property that offers a perfect blend of luxury and comfort, ideal for year-round living, short term rentals or a weekend getaway. Unlike others this property has a detached garage with a driveway and pull off area. Surrounded by breathtaking mountain views and lush, natural beauty, this

STEVEN MARTIN RE/MAX NEW HORIZONS

67 S Forest Dr, Roseland, VA 22967
/32
$388,000
- 2 Beds
- 2 Baths
- 1,134 Sq Ft
1421 Highlands, Wintergreen Resort, VA 22967

Experience the pinnacle of alpine elegance at 1421 Highlands, a top-floor sanctuary within Wintergreen Resort, VA. This 2-bedroom, 2-bathroom condo, fully furnished and turn-key ready, offers a lifestyle of luxury with stunning views of the Blue Ridge Mountains and direct ski slope access.The expansive windows of the updated living room frame the ever-changing vistas of the slopes, providing a

Marc Neufcourt Fathom Realty

1421 Highlands, Wintergreen Resort, VA 22967
/20
$295,000
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
3211 N Ridge, Wintergreen Resort, VA 22967

Discover mountain tranquility in this charming 2-bedroom, 2-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat offers the perfect balance of comfort and adventure. The open concept living area creates a welcoming space for gathering with friends and family. Wake up to breathtaking panoramic views that showcase the natural beauty of Virginia's Blue Ridge Mountains.

Ben Holmes WINTERGREEN REALTY, LLC

3211 N Ridge, Wintergreen Resort, VA 22967
/48
$479,000
- 2 Beds
- 2.5 Baths
- 1,443 Sq Ft
962 Diamond Hill Condos, Wintergreen Resort, VA 22967

Rare two bedroom 2.5 bath, condo featuring ski-in ski-out slope access that sleeps 8. One of only 2 units in Diamond Hill with this unique spacious 1400 sq ft 2 level layout. Current owners have had both master bathrooms upgraded with custom tile work in showers, added closet space, replaced both water heaters, and had custom built in bunk beds in each master suite. This condo is perfect for two

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

962 Diamond Hill Condos, Wintergreen Resort, VA 22967
/43
$399,500
- 2 Beds
- 2 Baths
- 1,179 Sq Ft
1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967

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

Kate Farley WINTERGREEN REALTY, LLC

1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967
/29
$399,500
- 2 Beds
- 2 Baths
- 1,134 Sq Ft
1403 Highlands Condos, Wintergreen Resort, VA 22967

Beautifully updated and decorated 2BR/2BA top-floor end unit condo at Wintergreen Resort! Enjoy breathtaking mountain, valley, and sunrise views from this bright, private retreat. Located right on the Highlands ski slope and just steps from the Wintergarden Spa & Aquatics Center, this condo offers unmatched convenience. Walk to Fire & Frost, the Nature Foundation, and scenic hiking trails. The

Dima Holmes WINTERGREEN REALTY, LLC

1403 Highlands Condos, Wintergreen Resort, VA 22967
/23
$178,000
- 1 Bed
- 2 Baths
- 765 Sq Ft
2028 Stone Ridge Condos, Wintergreen Resort, VA 22967

Beautiful turn-key condo just in time for your mountain getaway at Wintergreen! This 1 bedroom 2 full bath condo features LVP flooring throughout, granite countertops, and is fully furnished and ready to enjoy. Spend cool mornings with coffee around the gas fireplace, and end warm summer evenings relaxing on the covered patio. Located just minutes from the Wintergreen Spa & Fitness Center, the

IVY HAINES NEST REALTY GROUP

2028 Stone Ridge Condos, Wintergreen Resort, VA 22967
/48
$599,900
- 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
/12
$205,000
- 2 Beds
- 2 Baths
- 978 Sq Ft
2123 Fairway Woods, Wintergreen Resort, VA 22967

Don't miss this opportunity to enjoy all the seasons at Wintergreen Resort, relaxing in front of your fireplace in the winter or on your deck in the summer overlooking the 18th fairway of Devils Knob Golf Course. This upgraded two-bedroom condo unit offers all the comforts of home and no work to do when you come for your weekend get-away. All new stainless steel kitchen appliances, plus new

JOE KINCAID WINTERGREEN REALTY, LLC

2123 Fairway Woods, 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
/41
$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
$425,000
- 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
/17
$142,000
- 1 Bed
- 1 Bath
- 384 Sq Ft
2052 Stone Ridge Condos, Wintergreen, VA 22958

Welcome to your dream mountain retreat! This newly renovated condo, nestled within the picturesque Wintergreen Resort, offers the perfect blend of elegance and comfort. Located directly on the prestigious golf course and within a block away from the spa and Devil's Knob Grill, this property provides an unparalleled lifestyle for those seeking relaxation and recreation.

CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

2052 Stone Ridge Condos, Wintergreen, VA 22958
/53
$449,000
- 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
/33
$199,500
- 1 Bed
- 2 Baths
- 746 Sq Ft
3204 N Ridge Condos, Roseland, VA 22967

With beautiful Shenandoah Valley views and a convenient location this Wintergreen property provides superior value and features. The Devils Knob complex, Aquatics and Fitness Center and Fire and Frost Pizza are all just a short walk away. Minimal stairs to the property and a walk out deck that is perfect for dog owners. Recent updates include new HVAC, LVP, fully renovated primary bathroom with

Ben Holmes WINTERGREEN REALTY, LLC

3204 N Ridge Condos, Roseland, VA 22967
/37
$385,000
- 3 Beds
- 1.5 Baths
- 1,504 Sq Ft
16 Chestnut Ln, Wintergreen Resort, VA 22967

Here's a classic contemporary chalet you can enjoy year round at Wintergreen! With its convenient location to the slopes, this 3br/1.5ba getaway on Chestnut Ln has lovely seasonal mountain views and a large deck for entertaining. Inside, the warm wood paneling rises to a vaulted ceiling with a cozy den in the loft. The main level features an open concept kitchen/living/dining area, as well as 3

Yvette Stafford MOUNTAIN AREA NEST REALTY

16 Chestnut Ln, Wintergreen Resort, 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
/27
$182,000
- 1 Bed
- 1 Bath
- 615 Sq Ft
2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967

Step into a beautifully transformed contemporary condo where heated floors throughout create ultimate comfort. Located in one of the most sought-after mountain destinations, this fully renovated 1-bed, 1-bath gem offers everything you need for year-round enjoyment?whether you?re seeking the perfect weekend escape or an investment property. Relax after a day of outdoor adventure with the luxury

TODD MORGAN HOWARD HANNA ROY WHEELER REALTY - CHARLOTTESVILLE

2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967
/20
$55,000
- Land
- 0.43 Acre
- $127,907 per Acre
95 Hanging Rock Ln, Roseland, VA 22967

A nature lover’s dream, this exceptional 0.42-acre lot offers unparalleled access to the Upper Shamokin Gorge and Upper Shamokin Falls trails—hiking is literally in your backyard! While the property provides quick and easy trail access, it is set back enough to ensure privacy from foot traffic. The nearby Shamokin Springs can be seen from the homesite, and their soothing sounds create a tranquil

Dima Holmes WINTERGREEN REALTY, LLC

95 Hanging Rock Ln, Roseland, VA 22967
/55
$673,000
- 3 Beds
- 2.5 Baths
- 2,556 Sq Ft
102 Devils Knob Loop, Roseland, VA 22967

BRAND NEW ROOF INSTALLED JUNE 2025!!This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful kitchen highlight the main living area, along with a wood burning fireplace. Extras include a full

STEVE MARIANELLA WINTERGREEN REALTY, LLC

102 Devils Knob Loop, Roseland, VA 22967
/13
$55,000
- Land
- 0.42 Acre
- $130,952 per Acre
82 Pedlars Edge Dr, Wintergreen Resort, VA 22967

Nice, gently sloping homesite located at a short walk to the ski slopes and offering mountain views six months of the year. The property borders hundreds of acres of open space on the back for nice privacy. Step away from the back porch, and with a short walk through the woods, you can access one of Wintergreen's official hiking trails. Several other hiking trails are located within a short walk

Dima Holmes WINTERGREEN REALTY, LLC

82 Pedlars Edge Dr, Wintergreen Resort, VA 22967
/15
$69,000
- Land
- 0.99 Acre
- $69,697 per Acre
107 Firtree Dr, Rockfish, VA 22967

Fantastic wooded, one-acre homesite waiting for your dream home. Location is perfect as you can walk to the Mountain Village and Ski slopes or step out of your back door and hop on the Wintergreen hiking trail network. Nice common area behind the homesite provides wooded privacy. First on, First off the mountain adds to the convenience of heading to Stoney Creek or to the infamous Nelson 151

Robert Craig WINTERGREEN REALTY, LLC

107 Firtree Dr, Rockfish, VA 22967
/35
$389,000
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
38 Firtree Dr, Wintergreen Resort, VA 22967

Just in time for ski season, this cozy home has been newly renovated with a new kitchen, new flooring, paved driveway, fresh paint and new windows as well as other features. The winding entry stairs and stone walls from a previous renovation are still there for mountain charm. Lots of windows and height give the feeling of living in the treetops as well as providing height for views. Located

K.T. LYNN WINTERGREEN REALTY, LLC

38 Firtree Dr, Wintergreen Resort, VA 22967
/4
$28,000
- Land
- 0.38 Acre
- $73,684 per Acre
25 Stony Cove Ln, Roseland, VA 22967

Great value for an easy to build on homesite with nice privacy and close to hiking trails and the GW National Forest. Located at the end of a quiet cut-de-sac this lot offers an almost flat terrain at the front with gentle slope starting towards the mid section of the land. You can build a home with a walk out basement and have a nice flat driveway and parking with easy access to the house.South

K.T. LYNN WINTERGREEN REALTY, LLC

25 Stony Cove Ln, Roseland, VA 22967
/7
$39,975
- Land
- 0.37 Acre
- $108,041 per Acre
455 Laurel Springs Dr, Wintergreen Resort, VA 22967

Nice wooded homesite on Laurel Springs Dr. Ideal location for those outdoor enthusiasts and those searching for some peace and quiet away from the hustle and bustle. Just a short walk to the multiple Appalachian Trail access points and to the Shamokin Springs Gorge. Slightly elevated from the street makes an ideal building site. Make your mountain home vision a reality. Act now.

Robert Craig WINTERGREEN REALTY, LLC

455 Laurel Springs Dr, 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
/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
/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 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
/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
/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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