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Discover the charm of mountain living in this inviting A-frame chalet, ideally located just a two-minute walk from the ski slopes. Enjoy quick access to several hiking trails, an easy stroll to two breathtaking overlooks, and convenient walking access to the heart of the ski village with its restaurants, shopping, and year-round amenities. Offered turn-key furnished, this inviting retreat is ready to enjoy from day one. The interior has been freshly painted, creating a bright and welcoming atmosphere. The open-concept great room, dining area, and kitchen make the home live much larger than its footprint, while the thoughtfully designed entry mudroom is perfect for mountain living—an ideal place to leave wet ski boots, hiking gear, and outdoor equipment. Relax on the spacious deck surrounded by a private wooded setting in the summer, with seasonal mountain and sunset views in the winter. Central heat and air conditioning provide year-round comfort, making this an excellent choice for personal enjoyment, a vacation getaway, or a rental investment.

4 Beds ⋅ 2 Baths ⋅ 679952 MLS

Discover the charm of mountain living in this inviting A-frame chalet, ideally located just a two-minute walk from the ski slopes. Enjoy quick access to several hiking trails, an easy stroll to two breathtaking overlooks, and convenient walking access to the heart of the ski village with its restaurants, shopping, and year-round amenities. Offered turn-key furnished, this inviting retreat is ready to enjoy from day one. The interior has been freshly painted, creating a bright and welcoming atmosphere. The open-concept great room, dining area, and kitchen make the home live much larger than its footprint, while the thoughtfully designed entry mudroom is perfect for mountain living—an ideal place to leave wet ski boots, hiking gear, and outdoor equipment. Relax on the spacious deck surrounded by a private wooded setting in the summer, with seasonal mountain and sunset views in the winter. Central heat and air conditioning provide year-round comfort, making this an excellent choice for personal enjoyment, a vacation getaway, or a rental investment.

23 Blackrock Cir, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

Selling Office: RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE.

$469,000

Wake up to sweeping mountain vistas and stunning sunrises from this top-floor, end-unit two-bedroom, two-bath Wintergreen condo. Beautifully renovated within the past four years, this villa delivers turnkey comfort, elevated finishes, and a proven rental history. Interior highlights include 3/4" White Oak flooring sourced from Appalachian Woods Mill in the Shenandoah Valley, a completely remodeled kitchen with quartzite countertops, renovated baths, smooth ceilings (no popcorn), plus new HVAC and water heater. The condo conveys fully furnished with a fully equipped kitchen. Enjoy expansive views from the large Trex deck with stainless steel cable railing just off the living room. An enclosed suite occupies the second floor, offering privacy and generous attic storage off the gorgeously remodeled bath. Extremely easy access for a top-floor condo with minimal stairs from the parking area. Strong rental performance: 2024 gross rental revenue of $49,500 and 2023 gross rental revenue of $53,660. Ideally located across from Fire & Frost Bake House and just a short stroll to the Wintergarden Spa and Devils Knob Sports Center. Easily walk to the Highlands ski lift and Highlands Leisure Trail.,Granite Counter,Wood Cabinets,Fireplace in Living Room

2 Beds ⋅ 2 Baths ⋅ 671830 MLS

Wake up to sweeping mountain vistas and stunning sunrises from this top-floor, end-unit two-bedroom, two-bath Wintergreen condo. Beautifully renovated within the past four years, this villa delivers turnkey comfort, elevated finishes, and a proven rental history. Interior highlights include 3/4" White Oak flooring sourced from Appalachian Woods Mill in the Shenandoah Valley, a completely remodeled kitchen with quartzite countertops, renovated baths, smooth ceilings (no popcorn), plus new HVAC and water heater. The condo conveys fully furnished with a fully equipped kitchen. Enjoy expansive views from the large Trex deck with stainless steel cable railing just off the living room. An enclosed suite occupies the second floor, offering privacy and generous attic storage off the gorgeously remodeled bath. Extremely easy access for a top-floor condo with minimal stairs from the parking area. Strong rental performance: 2024 gross rental revenue of $49,500 and 2023 gross rental revenue of $53,660. Ideally located across from Fire & Frost Bake House and just a short stroll to the Wintergarden Spa and Devils Knob Sports Center. Easily walk to the Highlands ski lift and Highlands Leisure Trail.,Granite Counter,Wood Cabinets,Fireplace in Living Room

1478 Ledges Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: Default Office.

$469,000

Wake up to sweeping mountain vistas and stunning sunrises from this top-floor, end-unit two-bedroom, two-bath Wintergreen condo. Beautifully renovated within the past four years, this villa delivers turnkey comfort, elevated finishes, and a proven rental history. Interior highlights include 3/4" White Oak flooring sourced from Appalachian Woods Mill in the Shenandoah Valley, a completely remodeled kitchen with quartzite countertops, renovated baths, smooth ceilings (no popcorn), plus new HVAC and water heater. The condo conveys fully furnished with a fully equipped kitchen. Enjoy expansive views from the large Trex deck with stainless steel cable railing just off the living room. An enclosed suite occupies the second floor, offering privacy and generous attic storage off the gorgeously remodeled bath. Extremely easy access for a top-floor condo with minimal stairs from the parking area. Strong rental performance: 2024 gross rental revenue of $49,500 and 2023 gross rental revenue of $53,660. Ideally located across from Fire & Frost Bake House and just a short stroll to the Wintergarden Spa and Devils Knob Sports Center. Easily walk to the Highlands ski lift and Highlands Leisure Trail.

2 Beds ⋅ 2 Baths ⋅ 671830 MLS

Wake up to sweeping mountain vistas and stunning sunrises from this top-floor, end-unit two-bedroom, two-bath Wintergreen condo. Beautifully renovated within the past four years, this villa delivers turnkey comfort, elevated finishes, and a proven rental history. Interior highlights include 3/4" White Oak flooring sourced from Appalachian Woods Mill in the Shenandoah Valley, a completely remodeled kitchen with quartzite countertops, renovated baths, smooth ceilings (no popcorn), plus new HVAC and water heater. The condo conveys fully furnished with a fully equipped kitchen. Enjoy expansive views from the large Trex deck with stainless steel cable railing just off the living room. An enclosed suite occupies the second floor, offering privacy and generous attic storage off the gorgeously remodeled bath. Extremely easy access for a top-floor condo with minimal stairs from the parking area. Strong rental performance: 2024 gross rental revenue of $49,500 and 2023 gross rental revenue of $53,660. Ideally located across from Fire & Frost Bake House and just a short stroll to the Wintergarden Spa and Devils Knob Sports Center. Easily walk to the Highlands ski lift and Highlands Leisure Trail.

1478 Ledges Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: NONMLSOFFICE.

$463,500

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 families to share and enjoy with their private sleeping spaces. This unit enjoys wonderful sunrise valley views year round plus convenient access to center village. Just step out the back door to ski, hike, bike, watch 4th July fireworks, or listen to live music from the schedule of outdoor resort events. Perfect location for every season. Owners in house October 30th to Nov 2nd, contact agent for showings.,Fireplace in Living Room

2 Beds ⋅ 3 Baths ⋅ 664937 MLS

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 families to share and enjoy with their private sleeping spaces. This unit enjoys wonderful sunrise valley views year round plus convenient access to center village. Just step out the back door to ski, hike, bike, watch 4th July fireworks, or listen to live music from the schedule of outdoor resort events. Perfect location for every season. Owners in house October 30th to Nov 2nd, contact agent for showings.,Fireplace in Living Room

962 Diamond Hill Condos, Wintergreen Resort

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

Selling Office: Default Office.

962 Diamond Hill Condos, Wintergreen Resort

$463,500

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 families to share and enjoy with their private sleeping spaces. This unit enjoys wonderful sunrise valley views year round plus convenient access to center village. Just step out the back door to ski, hike, bike, watch 4th July fireworks, or listen to live music from the schedule of outdoor resort events. Perfect location for every season. Owners in house October 30th to Nov 2nd, contact agent for showings.

2 Beds ⋅ 3 Baths ⋅ 664937 MLS

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 families to share and enjoy with their private sleeping spaces. This unit enjoys wonderful sunrise valley views year round plus convenient access to center village. Just step out the back door to ski, hike, bike, watch 4th July fireworks, or listen to live music from the schedule of outdoor resort events. Perfect location for every season. Owners in house October 30th to Nov 2nd, contact agent for showings.

962 Diamond Hill Condos, Wintergreen Resort

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

Selling Office: NONMLSOFFICE.

$456,000

Great ski front condo on Diamond Hill slope at Wintergreen! Enjoy this upgraded 2 bedroom 2 bath slope side getaway with mountain views, and minimal steps, just a few feet from the slope. Updated kitchen with granite counters and cherry cabinets and stainless appliances. Wood burning fireplace in family room, relax after a day skiing or boarding. Nice deck to watch skiers zoom down Diamond Hill. Gated access insures plenty of parking. Walk to Mountain village restaurants, summer music and festivals. Great rental potential too. Don't miss this one!,Granite Counter,Fireplace in Family Room

2 Beds ⋅ 2 Baths ⋅ 672370 MLS

Great ski front condo on Diamond Hill slope at Wintergreen! Enjoy this upgraded 2 bedroom 2 bath slope side getaway with mountain views, and minimal steps, just a few feet from the slope. Updated kitchen with granite counters and cherry cabinets and stainless appliances. Wood burning fireplace in family room, relax after a day skiing or boarding. Nice deck to watch skiers zoom down Diamond Hill. Gated access insures plenty of parking. Walk to Mountain village restaurants, summer music and festivals. Great rental potential too. Don't miss this one!,Granite Counter,Fireplace in Family Room

921 Diamond Hill Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: SHAHEEN RUTH MARTIN & FONVILLE R.E..

921 Diamond Hill Condos, Wintergreen Resort

$456,000

Great ski front condo on Diamond Hill slope at Wintergreen! Enjoy this upgraded 2 bedroom 2 bath slope side getaway with mountain views, and minimal steps, just a few feet from the slope. Updated kitchen with granite counters and cherry cabinets and stainless appliances. Wood burning fireplace in family room, relax after a day skiing or boarding. Nice deck to watch skiers zoom down Diamond Hill. Gated access insures plenty of parking. Walk to Mountain village restaurants, summer music and festivals. Great rental potential too. Don't miss this one!

2 Beds ⋅ 2 Baths ⋅ 672370 MLS

Great ski front condo on Diamond Hill slope at Wintergreen! Enjoy this upgraded 2 bedroom 2 bath slope side getaway with mountain views, and minimal steps, just a few feet from the slope. Updated kitchen with granite counters and cherry cabinets and stainless appliances. Wood burning fireplace in family room, relax after a day skiing or boarding. Nice deck to watch skiers zoom down Diamond Hill. Gated access insures plenty of parking. Walk to Mountain village restaurants, summer music and festivals. Great rental potential too. Don't miss this one!

921 Diamond Hill Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: SHAHEEN RUTH MARTIN & FONVILLE R.E..

$455,000

Cozy and charming mountain retreat in a quiet, private section of Wintergreen Resort with wonderful seasonal views of the golf fairway. From the rear deck, enjoy the soothing sound of a bold creek flowing year-round just beyond the fairway. This home has been meticulously maintained and recently upgraded with an all-new luxury primary bathroom, fresh interior and exterior paint (including deck), central AC added to existing heat, new granite countertops in the kitchen, new LVT flooring, and more. The floor plan offers excellent functionality with two guest bedrooms on the main level and a spacious private primary suite upstairs featuring a traditional cedar sauna. Walking distance to scenic hiking trails. Conveys fully furnished and turn-key, making it an easy mountain getaway or investment property. A thoughtfully updated home in a serene setting with both comfort and character?ready for its next owner to enjoy.,Granite Counter,Painted Cabinets,Wood Counter,Fireplace in Great Room

3 Beds ⋅ 2 Baths ⋅ 668185 MLS

Cozy and charming mountain retreat in a quiet, private section of Wintergreen Resort with wonderful seasonal views of the golf fairway. From the rear deck, enjoy the soothing sound of a bold creek flowing year-round just beyond the fairway. This home has been meticulously maintained and recently upgraded with an all-new luxury primary bathroom, fresh interior and exterior paint (including deck), central AC added to existing heat, new granite countertops in the kitchen, new LVT flooring, and more. The floor plan offers excellent functionality with two guest bedrooms on the main level and a spacious private primary suite upstairs featuring a traditional cedar sauna. Walking distance to scenic hiking trails. Conveys fully furnished and turn-key, making it an easy mountain getaway or investment property. A thoughtfully updated home in a serene setting with both comfort and character?ready for its next owner to enjoy.,Granite Counter,Painted Cabinets,Wood Counter,Fireplace in Great Room

170 Deer Springs Ln, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$455,000

Cozy and charming mountain retreat in a quiet, private section of Wintergreen Resort with wonderful seasonal views of the golf fairway. From the rear deck, enjoy the soothing sound of a bold creek flowing year-round just beyond the fairway. This home has been meticulously maintained and recently upgraded with an all-new luxury primary bathroom, fresh interior and exterior paint (including deck), central AC added to existing heat, new granite countertops in the kitchen, new LVT flooring, and more. The floor plan offers excellent functionality with two guest bedrooms on the main level and a spacious private primary suite upstairs featuring a traditional cedar sauna. Walking distance to scenic hiking trails. Conveys fully furnished and turn-key, making it an easy mountain getaway or investment property. A thoughtfully updated home in a serene setting with both comfort and character—ready for its next owner to enjoy.

3 Beds ⋅ 2 Baths ⋅ 668185 MLS

Cozy and charming mountain retreat in a quiet, private section of Wintergreen Resort with wonderful seasonal views of the golf fairway. From the rear deck, enjoy the soothing sound of a bold creek flowing year-round just beyond the fairway. This home has been meticulously maintained and recently upgraded with an all-new luxury primary bathroom, fresh interior and exterior paint (including deck), central AC added to existing heat, new granite countertops in the kitchen, new LVT flooring, and more. The floor plan offers excellent functionality with two guest bedrooms on the main level and a spacious private primary suite upstairs featuring a traditional cedar sauna. Walking distance to scenic hiking trails. Conveys fully furnished and turn-key, making it an easy mountain getaway or investment property. A thoughtfully updated home in a serene setting with both comfort and character—ready for its next owner to enjoy.

170 Deer Springs Ln, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$445,000

Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the picturesque Nature setting that surrounds it. The A-frame great room features a stunning floor to ceiling stone fireplace. Granite counertops in the generouos kitchen. Off of the great room there is a nice sitting/ reading area which leakds to a bonus room that is a combination of a den/ bedroom. Upstairs you will a good size primary bedroom with a walk-in closet and a private balcony. The guest bedroom is very spacious and also has its own bathroom. The large rear deck was replaced in 2023 and has a beautiful hot tub to soak in on a chill Fall or Winter day. Beautiful hardwood floors, solid wood doors, stunning architectural elements throughout the home are just a few of the highlights of this special house. All new interior paint and carpet in 2023. All new exterior paint and deck stain in the Summer of 2024. This is a must see property.,Granite Counter,Oak Cabinets,Fireplace in Great Room

3 Beds ⋅ 3 Baths ⋅ 672670 MLS

Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the picturesque Nature setting that surrounds it. The A-frame great room features a stunning floor to ceiling stone fireplace. Granite counertops in the generouos kitchen. Off of the great room there is a nice sitting/ reading area which leakds to a bonus room that is a combination of a den/ bedroom. Upstairs you will a good size primary bedroom with a walk-in closet and a private balcony. The guest bedroom is very spacious and also has its own bathroom. The large rear deck was replaced in 2023 and has a beautiful hot tub to soak in on a chill Fall or Winter day. Beautiful hardwood floors, solid wood doors, stunning architectural elements throughout the home are just a few of the highlights of this special house. All new interior paint and carpet in 2023. All new exterior paint and deck stain in the Summer of 2024. This is a must see property.,Granite Counter,Oak Cabinets,Fireplace in Great Room

34 Warrior Run, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: LONG & FOSTER - CHARLOTTESVILLE.

$445,000

Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the picturesque Nature setting that surrounds it. The A-frame great room features a stunning floor to ceiling stone fireplace. Granite counertops in the generouos kitchen. Off of the great room there is a nice sitting/ reading area which leakds to a bonus room that is a combination of a den/ bedroom. Upstairs you will a good size primary bedroom with a walk-in closet and a private balcony. The guest bedroom is very spacious and also has its own bathroom. The large rear deck was replaced in 2023 and has a beautiful hot tub to soak in on a chill Fall or Winter day. Beautiful hardwood floors, solid wood doors, stunning architectural elements throughout the home are just a few of the highlights of this special house. All new interior paint and carpet in 2023. All new exterior paint and deck stain in the Summer of 2024. This is a must see property.

3 Beds ⋅ 3 Baths ⋅ 672670 MLS

Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the picturesque Nature setting that surrounds it. The A-frame great room features a stunning floor to ceiling stone fireplace. Granite counertops in the generouos kitchen. Off of the great room there is a nice sitting/ reading area which leakds to a bonus room that is a combination of a den/ bedroom. Upstairs you will a good size primary bedroom with a walk-in closet and a private balcony. The guest bedroom is very spacious and also has its own bathroom. The large rear deck was replaced in 2023 and has a beautiful hot tub to soak in on a chill Fall or Winter day. Beautiful hardwood floors, solid wood doors, stunning architectural elements throughout the home are just a few of the highlights of this special house. All new interior paint and carpet in 2023. All new exterior paint and deck stain in the Summer of 2024. This is a must see property.

34 Warrior Run, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: LONG & FOSTER - CHARLOTTESVILLE.

$430,000

Located in one the newest, most sought-after condo buildings on Wintergreen, this High Ridge Place condo has many smart building features—elevator access for stepless entry from parking to the condo, ski lockers at parking area, exterior access with a breezeway, and steel/concrete construction ensuring peace and privacy. Not only that, High Ridge Place has some of the most stunning views of Crawfords Knob Nature Preserve and the Rockfish Valley. Recent improvements include all new kitchen appliances and fresh paint throughout. Prior to 2026, other recent updates: kitchen remodel, guest bathroom remodel, new flooring, attractive window treatments, and more; ask for the full list. For those with specific interior design tastes, this condo is ready for you to make it your own and choose your preferred furniture and decor. A clean slate with serene and handsome finishes/paint, in one of the best locations on Wintergreen, your mountain getaway is ready for you to personalize to your liking!

2 Beds ⋅ 2 Baths ⋅ 678841 MLS

Located in one the newest, most sought-after condo buildings on Wintergreen, this High Ridge Place condo has many smart building features—elevator access for stepless entry from parking to the condo, ski lockers at parking area, exterior access with a breezeway, and steel/concrete construction ensuring peace and privacy. Not only that, High Ridge Place has some of the most stunning views of Crawfords Knob Nature Preserve and the Rockfish Valley. Recent improvements include all new kitchen appliances and fresh paint throughout. Prior to 2026, other recent updates: kitchen remodel, guest bathroom remodel, new flooring, attractive window treatments, and more; ask for the full list. For those with specific interior design tastes, this condo is ready for you to make it your own and choose your preferred furniture and decor. A clean slate with serene and handsome finishes/paint, in one of the best locations on Wintergreen, your mountain getaway is ready for you to personalize to your liking!

1933 High Ridge Pl, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

Selling Office: PEAK REALTY VIRGINIA, LLC.

$430,000

Pristine, clean, and turnkey-ready for your enjoyment! This gorgeous Vistas view condo underwent a complete renovation in 2014 and the HVAC was replaced in 2022?check out the full improvements list. Never a rental and very gently used by the owners, everything is in next-to-ideal condition, and is certainly all well done and quite attractive. Virtually all surfaces were improved and all appliances were replaced. The new fireplace has never even been used. All new cabinetry was masterfully completed to compliment any existing woodwork. At this high point on the ridge, there are views of the ski slopes and the Rockfish Valley. The walkway from the parking area is level and there's only a half flight up once in the condo building. For those taking advantage of the wonderful Wintergreen Club amenities (Devils Grill, golf, tennis, pickleball)? that's all across the street and an easy walk. Fire + Frost pizza/bakery and the Wintergarden Spa/Aquatics Center/gym/pools is also a quick stroll away.,Granite Counter,Wood Cabinets,Fireplace in Living Room

2 Beds ⋅ 2 Baths ⋅ 674349 MLS

Pristine, clean, and turnkey-ready for your enjoyment! This gorgeous Vistas view condo underwent a complete renovation in 2014 and the HVAC was replaced in 2022?check out the full improvements list. Never a rental and very gently used by the owners, everything is in next-to-ideal condition, and is certainly all well done and quite attractive. Virtually all surfaces were improved and all appliances were replaced. The new fireplace has never even been used. All new cabinetry was masterfully completed to compliment any existing woodwork. At this high point on the ridge, there are views of the ski slopes and the Rockfish Valley. The walkway from the parking area is level and there's only a half flight up once in the condo building. For those taking advantage of the wonderful Wintergreen Club amenities (Devils Grill, golf, tennis, pickleball)? that's all across the street and an easy walk. Fire + Frost pizza/bakery and the Wintergarden Spa/Aquatics Center/gym/pools is also a quick stroll away.,Granite Counter,Wood Cabinets,Fireplace in Living Room

1561 Vistas Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$430,000

Pristine, clean, and turnkey-ready for your enjoyment! This gorgeous Vistas view condo underwent a complete renovation in 2014 and the HVAC was replaced in 2022—check out the full improvements list. Never a rental and very gently used by the owners, everything is in next-to-ideal condition, and is certainly all well done and quite attractive. Virtually all surfaces were improved and all appliances were replaced. The new fireplace has never even been used. All new cabinetry was masterfully completed to compliment any existing woodwork. At this high point on the ridge, there are views of the ski slopes and the Rockfish Valley. The walkway from the parking area is level and there's only a half flight up once in the condo building. For those taking advantage of the wonderful Wintergreen Club amenities (Devils Grill, golf, tennis, pickleball)— that's all across the street and an easy walk. Fire + Frost pizza/bakery and the Wintergarden Spa/Aquatics Center/gym/pools is also a quick stroll away.

2 Beds ⋅ 2 Baths ⋅ 674349 MLS

Pristine, clean, and turnkey-ready for your enjoyment! This gorgeous Vistas view condo underwent a complete renovation in 2014 and the HVAC was replaced in 2022—check out the full improvements list. Never a rental and very gently used by the owners, everything is in next-to-ideal condition, and is certainly all well done and quite attractive. Virtually all surfaces were improved and all appliances were replaced. The new fireplace has never even been used. All new cabinetry was masterfully completed to compliment any existing woodwork. At this high point on the ridge, there are views of the ski slopes and the Rockfish Valley. The walkway from the parking area is level and there's only a half flight up once in the condo building. For those taking advantage of the wonderful Wintergreen Club amenities (Devils Grill, golf, tennis, pickleball)— that's all across the street and an easy walk. Fire + Frost pizza/bakery and the Wintergarden Spa/Aquatics Center/gym/pools is also a quick stroll away.

1561 Vistas Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$429,000

This condo enjoys one of the most spectacular locations at Wintergreen ? not only perched along the view ridge but also ideally situated for stunning year-round views in the High Ridge Place complex. Thanks to its unique position and structural design, the home stands out from the building, offering completely unobstructed views with no decks or rooftops in sight. This unit features a sleek contemporary high-end updated interior (see attached list), single-level floor plan, with zero stairs to the door for easy access. High Ridge Place is known for its quality concrete-and-steel construction, and convenient elevators access to all units? making this the perfect mountain retreat for family and guests alike. Vacant and easy to show.,Quartz Counter,Wood Cabinets,Fireplace in Living Room

2 Beds ⋅ 2 Baths ⋅ 671034 MLS

This condo enjoys one of the most spectacular locations at Wintergreen ? not only perched along the view ridge but also ideally situated for stunning year-round views in the High Ridge Place complex. Thanks to its unique position and structural design, the home stands out from the building, offering completely unobstructed views with no decks or rooftops in sight. This unit features a sleek contemporary high-end updated interior (see attached list), single-level floor plan, with zero stairs to the door for easy access. High Ridge Place is known for its quality concrete-and-steel construction, and convenient elevators access to all units? making this the perfect mountain retreat for family and guests alike. Vacant and easy to show.,Quartz Counter,Wood Cabinets,Fireplace in Living Room

1933 High Ridge Pl, Wintergreen Resort

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

Selling Office: WINTERGREEN REALTY, LLC.

$429,000

This condo enjoys one of the most spectacular locations at Wintergreen — not only perched along the view ridge but also ideally situated for stunning year-round views in the High Ridge Place complex. Thanks to its unique position and structural design, the home stands out from the building, offering completely unobstructed views with no decks or rooftops in sight. This unit features a sleek contemporary high-end updated interior (see attached list), single-level floor plan, with zero stairs to the door for easy access. High Ridge Place is known for its quality concrete-and-steel construction, and convenient elevators access to all units— making this the perfect mountain retreat for family and guests alike. Vacant and easy to show.

2 Beds ⋅ 2 Baths ⋅ 671034 MLS

This condo enjoys one of the most spectacular locations at Wintergreen — not only perched along the view ridge but also ideally situated for stunning year-round views in the High Ridge Place complex. Thanks to its unique position and structural design, the home stands out from the building, offering completely unobstructed views with no decks or rooftops in sight. This unit features a sleek contemporary high-end updated interior (see attached list), single-level floor plan, with zero stairs to the door for easy access. High Ridge Place is known for its quality concrete-and-steel construction, and convenient elevators access to all units— making this the perfect mountain retreat for family and guests alike. Vacant and easy to show.

1933 High Ridge Pl, Wintergreen Resort

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

Selling Office: WINTERGREEN REALTY, LLC.

$422,000

Just in time for ski season, a choice slope side condo on Diamond Hill ! This 2 bedroom 2 bath mid level getaway overlooks the slopes and mountains of Wintergreen. Fully furnished and ready to enjoy, this condo has an updated kitchen new flooring and a cozy living room with fireplace .Central air and heat. Gated parking at Diamond Hill insures plenty of parking. This condo has never been rented but could be a strong rental if desired. Convenient to Mountain Village, restaurants, music and crafts festivals, and fireworks on the 4th of July!,Quartz Counter,Wood Cabinets,Fireplace in Living Room

2 Beds ⋅ 2 Baths ⋅ 670624 MLS

Just in time for ski season, a choice slope side condo on Diamond Hill ! This 2 bedroom 2 bath mid level getaway overlooks the slopes and mountains of Wintergreen. Fully furnished and ready to enjoy, this condo has an updated kitchen new flooring and a cozy living room with fireplace .Central air and heat. Gated parking at Diamond Hill insures plenty of parking. This condo has never been rented but could be a strong rental if desired. Convenient to Mountain Village, restaurants, music and crafts festivals, and fireworks on the 4th of July!,Quartz Counter,Wood Cabinets,Fireplace in Living Room

907 Diamond Hill Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

907 Diamond Hill Condos, Wintergreen Resort

$422,000

Just in time for ski season, a choice slope side condo on Diamond Hill ! This 2 bedroom 2 bath mid level getaway overlooks the slopes and mountains of Wintergreen. Fully furnished and ready to enjoy, this condo has an updated kitchen new flooring and a cozy living room with fireplace .Central air and heat. Gated parking at Diamond Hill insures plenty of parking. This condo has never been rented but could be a strong rental if desired. Convenient to Mountain Village, restaurants, music and crafts festivals, and fireworks on the 4th of July!

2 Beds ⋅ 2 Baths ⋅ 670624 MLS

Just in time for ski season, a choice slope side condo on Diamond Hill ! This 2 bedroom 2 bath mid level getaway overlooks the slopes and mountains of Wintergreen. Fully furnished and ready to enjoy, this condo has an updated kitchen new flooring and a cozy living room with fireplace .Central air and heat. Gated parking at Diamond Hill insures plenty of parking. This condo has never been rented but could be a strong rental if desired. Convenient to Mountain Village, restaurants, music and crafts festivals, and fireworks on the 4th of July!

907 Diamond Hill Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$400,000

Located on the 13th hole of Devils Knob Golf Course, 44 E Catoctin Drive is a standout among Wintergreen's detached property listings. Centrally situated within the resort, this single-owner home has been carefully maintained and updated since its construction in 1982. Enjoy dramatic sunrises and partial mountain views from the front of the property and serene pastoral views from the rear. One of the few detached homes at Wintergreen to feature an attached garage, this property is equally suited as a mountain getaway or permanent residence. Property Highlights: 4 bedrooms · 4 bathrooms · Attached garage (rare at Wintergreen) · On the 13th hole, Devils Knob Golf Course · Mountain views front, pastoral views rear · Central to all Wintergreen amenities · Single owner, maintained and updated throughout.

4 Beds ⋅ 4 Baths ⋅ 676114 MLS

Located on the 13th hole of Devils Knob Golf Course, 44 E Catoctin Drive is a standout among Wintergreen's detached property listings. Centrally situated within the resort, this single-owner home has been carefully maintained and updated since its construction in 1982. Enjoy dramatic sunrises and partial mountain views from the front of the property and serene pastoral views from the rear. One of the few detached homes at Wintergreen to feature an attached garage, this property is equally suited as a mountain getaway or permanent residence. Property Highlights: 4 bedrooms · 4 bathrooms · Attached garage (rare at Wintergreen) · On the 13th hole, Devils Knob Golf Course · Mountain views front, pastoral views rear · Central to all Wintergreen amenities · Single owner, maintained and updated throughout.

44 E Catoctin Dr, Wintergreen Resort

Listing courtesy of NEST REALTY GROUP. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$399,500

Wake up to breathtaking sunrises and spectacular mountain views from this charming two-bedroom, two-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat combines comfort with stunning natural beauty, making it the perfect mountain getaway. The top floor location ensures peace and quiet. This well-maintained condo offers the perfect balance of mountain tranquility and resort convenience. The combination of updates, stunning natural surroundings, and prime resort location creates an ideal opportunity whether you're seeking a personal retreat or income-generating investment property. Experience the best of Virginia's Blue Ridge Mountains while enjoying the comfort and security of resort living in this delightful mountain condo.,Fireplace in Living Room

2 Beds ⋅ 2 Baths ⋅ 670419 MLS

Wake up to breathtaking sunrises and spectacular mountain views from this charming two-bedroom, two-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat combines comfort with stunning natural beauty, making it the perfect mountain getaway. The top floor location ensures peace and quiet. This well-maintained condo offers the perfect balance of mountain tranquility and resort convenience. The combination of updates, stunning natural surroundings, and prime resort location creates an ideal opportunity whether you're seeking a personal retreat or income-generating investment property. Experience the best of Virginia's Blue Ridge Mountains while enjoying the comfort and security of resort living in this delightful mountain condo.,Fireplace in Living Room

1469 Ledges Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$399,500

Wake up to breathtaking sunrises and spectacular mountain views from this charming two-bedroom, two-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat combines comfort with stunning natural beauty, making it the perfect mountain getaway. The top floor location ensures peace and quiet. This well-maintained condo offers the perfect balance of mountain tranquility and resort convenience. The combination of updates, stunning natural surroundings, and prime resort location creates an ideal opportunity whether you're seeking a personal retreat or income-generating investment property. Experience the best of Virginia's Blue Ridge Mountains while enjoying the comfort and security of resort living in this delightful mountain condo.

2 Beds ⋅ 2 Baths ⋅ 670419 MLS

Wake up to breathtaking sunrises and spectacular mountain views from this charming two-bedroom, two-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat combines comfort with stunning natural beauty, making it the perfect mountain getaway. The top floor location ensures peace and quiet. This well-maintained condo offers the perfect balance of mountain tranquility and resort convenience. The combination of updates, stunning natural surroundings, and prime resort location creates an ideal opportunity whether you're seeking a personal retreat or income-generating investment property. Experience the best of Virginia's Blue Ridge Mountains while enjoying the comfort and security of resort living in this delightful mountain condo.

1469 Ledges Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$389,500

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 main level features a welcoming floor plan with cathedral ceilings in the great room, a cozy wood-burning fireplace, and plenty of natural light. Upstairs, find a spacious second bedroom with its own bath. Good storage throughout and conveys fully furnished?move right in! Your wonderful mountain getaway awaits!,Painted Cabinets,Quartz Counter,Wood Cabinets,Fireplace in Living Room

2 Beds ⋅ 2 Baths ⋅ 664893 MLS

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 main level features a welcoming floor plan with cathedral ceilings in the great room, a cozy wood-burning fireplace, and plenty of natural light. Upstairs, find a spacious second bedroom with its own bath. Good storage throughout and conveys fully furnished?move right in! Your wonderful mountain getaway awaits!,Painted Cabinets,Quartz Counter,Wood Cabinets,Fireplace in Living Room

1403 Highlands Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

1403 Highlands Condos, Wintergreen Resort

$389,500

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 main level features a welcoming floor plan with cathedral ceilings in the great room, a cozy wood-burning fireplace, and plenty of natural light. Upstairs, find a spacious second bedroom with its own bath. Good storage throughout and conveys fully furnished—move right in! Your wonderful mountain getaway awaits!

2 Beds ⋅ 2 Baths ⋅ 664893 MLS

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 main level features a welcoming floor plan with cathedral ceilings in the great room, a cozy wood-burning fireplace, and plenty of natural light. Upstairs, find a spacious second bedroom with its own bath. Good storage throughout and conveys fully furnished—move right in! Your wonderful mountain getaway awaits!

1403 Highlands Condos, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$385,000

Escape to the mountains with this charming three bedroom, two bathroom retreat nestled in the heart of Wintergreen Resort. This cozy getaway features an updated kitchen and bathrooms that blend modern convenience with mountain living. There is a bonus sleeping loft that offers two additional beds. The living room and den allow for two different entertaining spaces. An oversized deck maximizes outdoor living with seasonal views and a tree house vibe in the summer to escape the city heat. The patio is the perfect place for a future hot tub. Come see why Wintergreen Resort is the perfect jumping off point for your Nelson County and Blue Ridge adventures.

3 Beds ⋅ 2 Baths ⋅ 672446 MLS

Escape to the mountains with this charming three bedroom, two bathroom retreat nestled in the heart of Wintergreen Resort. This cozy getaway features an updated kitchen and bathrooms that blend modern convenience with mountain living. There is a bonus sleeping loft that offers two additional beds. The living room and den allow for two different entertaining spaces. An oversized deck maximizes outdoor living with seasonal views and a tree house vibe in the summer to escape the city heat. The patio is the perfect place for a future hot tub. Come see why Wintergreen Resort is the perfect jumping off point for your Nelson County and Blue Ridge adventures.

200 White Oak Dr, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

Selling Office: YES REALTY PARTNERS.

$385,000

Location, price and great condition should have this cozy Wintergreen cabin at the top of your list!! Great outdoorspaces which includes a double lot of 1 acre. The wood burning fireplace in the great room is the focal point of this home. The house sleeps 8-10 comfortably and has been well-loved. Many upgrades is unbelievable: windows, sliding doors, new roof, luxury laminate flooring, new interior paint, painted deck and new dishwasher. Sold turnkey, fully furnished. This one wont last long!! .,Formica Counter,Fireplace in Great Room

3 Beds ⋅ 2 Baths ⋅ 670066 MLS

Location, price and great condition should have this cozy Wintergreen cabin at the top of your list!! Great outdoorspaces which includes a double lot of 1 acre. The wood burning fireplace in the great room is the focal point of this home. The house sleeps 8-10 comfortably and has been well-loved. Many upgrades is unbelievable: windows, sliding doors, new roof, luxury laminate flooring, new interior paint, painted deck and new dishwasher. Sold turnkey, fully furnished. This one wont last long!! .,Formica Counter,Fireplace in Great Room

84 W Elkwood Dr, Wintergreen Resort

Listing courtesy of FOUR SEASONS REALTY 1. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$385,000

Location, price and great condition should have this cozy Wintergreen cabin at the top of your list!! Great outdoorspaces which includes a double lot of 1 acre. The wood burning fireplace in the great room is the focal point of this home. The house sleeps 8-10 comfortably and has been well-loved. Many upgrades is unbelievable: windows, sliding doors, new roof, luxury laminate flooring, new interior paint, painted deck and new dishwasher. Sold turnkey, fully furnished. This one wont last long!! .

3 Beds ⋅ 2 Baths ⋅ 670066 MLS

Location, price and great condition should have this cozy Wintergreen cabin at the top of your list!! Great outdoorspaces which includes a double lot of 1 acre. The wood burning fireplace in the great room is the focal point of this home. The house sleeps 8-10 comfortably and has been well-loved. Many upgrades is unbelievable: windows, sliding doors, new roof, luxury laminate flooring, new interior paint, painted deck and new dishwasher. Sold turnkey, fully furnished. This one wont last long!! .

84 W Elkwood Dr, Wintergreen Resort

Listing courtesy of FOUR SEASONS REALTY 1. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$380,000

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 oversized wraparound deck for outdoor dining, relaxing and enjoying the views by day and stars by night! Tastefully furnished and upgraded with luxury vinyl floors, lighting and granite in kitchen it?s turnkey ready! High Ridge Place is Wintergreen?s finest and this one is waiting for you!,Granite Counter

2 Beds ⋅ 2 Baths ⋅ 662746 MLS

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 oversized wraparound deck for outdoor dining, relaxing and enjoying the views by day and stars by night! Tastefully furnished and upgraded with luxury vinyl floors, lighting and granite in kitchen it?s turnkey ready! High Ridge Place is Wintergreen?s finest and this one is waiting for you!,Granite Counter

1921 High Ridge Pl, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$380,000

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 oversized wraparound deck for outdoor dining, relaxing and enjoying the views by day and stars by night! Tastefully furnished and upgraded with luxury vinyl floors, lighting and granite in kitchen it’s turnkey ready! High Ridge Place is Wintergreen’s finest and this one is waiting for you!

2 Beds ⋅ 2 Baths ⋅ 662746 MLS

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 oversized wraparound deck for outdoor dining, relaxing and enjoying the views by day and stars by night! Tastefully furnished and upgraded with luxury vinyl floors, lighting and granite in kitchen it’s turnkey ready! High Ridge Place is Wintergreen’s finest and this one is waiting for you!

1921 High Ridge Pl, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

Selling Office: WINTERGREEN REALTY, LLC.

$375,000

Gorgoues View, Great deck, updated appliances and great price. Sold Unfurnished,Maple Cabinets,Quartz Counter

2 Beds ⋅ 2 Baths ⋅ 673097 MLS

Gorgoues View, Great deck, updated appliances and great price. Sold Unfurnished,Maple Cabinets,Quartz Counter

1584 Vistas Condos, Wintergreen Resort

Listing courtesy of FOUR SEASONS REALTY 1. Contact:

Selling Office: FOUR SEASONS REALTY 1.

$375,000

Gorgoues View, Great deck, updated appliances and great price. Sold Unfurnished

2 Beds ⋅ 2 Baths ⋅ 673097 MLS

Gorgoues View, Great deck, updated appliances and great price. Sold Unfurnished

1584 Vistas Condos, Wintergreen Resort

Listing courtesy of FOUR SEASONS REALTY 1. Contact:

Selling Office: FOUR SEASONS REALTY 1.

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