Pettwayrealestate.com Search Results

Nestled on a peaceful and private wooded homesite, this custom Craftsman-style mountain retreat blends beautifully with its natural surroundings, including several dramatic rock formations that create a truly special setting. Built in 2007 and lovingly maintained, the home offers a thoughtful floor plan designed for comfortable mountain living. The open-concept main level features cathedral ceilings in the great room, a beautiful stone fireplace with gas logs, and seamless flow into the kitchen and dining areas. The well-appointed kitchen offers granite countertops, maple cabinetry, and a gas range, making it ideal for both everyday living and entertaining. The main-level primary suite provides convenience and privacy, complete with a walk-in closet and a luxurious bathroom featuring a stunning tiled shower. Upstairs, you'll find two generously sized guest bedrooms and a beautifully finished full bath. Additional features include durable HardiePlank siding, central heat and air conditioning, and quality craftsmanship throughout. Offered fully furnished and move-in ready, this charming mountain home is located just a short distance from hiking trails and outdoor recreation. A wonderful mountain gem ready to be enjoyed from day one.

3 Beds ⋅ 3 Baths ⋅ 678821 MLS

Nestled on a peaceful and private wooded homesite, this custom Craftsman-style mountain retreat blends beautifully with its natural surroundings, including several dramatic rock formations that create a truly special setting. Built in 2007 and lovingly maintained, the home offers a thoughtful floor plan designed for comfortable mountain living. The open-concept main level features cathedral ceilings in the great room, a beautiful stone fireplace with gas logs, and seamless flow into the kitchen and dining areas. The well-appointed kitchen offers granite countertops, maple cabinetry, and a gas range, making it ideal for both everyday living and entertaining. The main-level primary suite provides convenience and privacy, complete with a walk-in closet and a luxurious bathroom featuring a stunning tiled shower. Upstairs, you'll find two generously sized guest bedrooms and a beautifully finished full bath. Additional features include durable HardiePlank siding, central heat and air conditioning, and quality craftsmanship throughout. Offered fully furnished and move-in ready, this charming mountain home is located just a short distance from hiking trails and outdoor recreation. A wonderful mountain gem ready to be enjoyed from day one.

1300 Blue Ridge Dr, Wintergreen Resort

$520,000

If you have been searching for a mountain home with soul, this is it. Tucked among towering hardwoods and dramatic natural rock formations, this one-of-a-kind 4 BR mountain retreat offers exceptional character, privacy and a setting that feels worlds away. At 2,367 sq ft, there is plenty of room for family and guests, with multiple gathering spaces and four fireplaces adding warmth and atmosphere throughout. The home's remarkable story begins with an authentic circa-1801 Virginia log structure, carefully reconstructed here in 2000 by Lewis and Luke Ramsey. Hand-hewn chestnut, poplar and oak logs, reclaimed heart-pine floors, beautiful stonework by Jimmy Arrington and a standing-seam copper roof showcase craftsmanship rarely found today. An updated kitchen with granite counters adds modern convenience while preserving the home's historic character. Whether envisioned as a personal mountain getaway or a distinctive vacation rental, this is the kind of property guests will remember. The beautiful wooded setting and impressive boulders surrounding the home make it even more special. An adjoining homesite is also available separately, offering the opportunity for additional privacy or future possibilities.

4 Beds ⋅ 2 Baths ⋅ 678617 MLS

If you have been searching for a mountain home with soul, this is it. Tucked among towering hardwoods and dramatic natural rock formations, this one-of-a-kind 4 BR mountain retreat offers exceptional character, privacy and a setting that feels worlds away. At 2,367 sq ft, there is plenty of room for family and guests, with multiple gathering spaces and four fireplaces adding warmth and atmosphere throughout. The home's remarkable story begins with an authentic circa-1801 Virginia log structure, carefully reconstructed here in 2000 by Lewis and Luke Ramsey. Hand-hewn chestnut, poplar and oak logs, reclaimed heart-pine floors, beautiful stonework by Jimmy Arrington and a standing-seam copper roof showcase craftsmanship rarely found today. An updated kitchen with granite counters adds modern convenience while preserving the home's historic character. Whether envisioned as a personal mountain getaway or a distinctive vacation rental, this is the kind of property guests will remember. The beautiful wooded setting and impressive boulders surrounding the home make it even more special. An adjoining homesite is also available separately, offering the opportunity for additional privacy or future possibilities.

20 Buckhorn Ln, Wintergreen Resort

$585,000

This charming mountain house is back on market due to buyers remorse. It has been a successful rental and family vacation spot for the current owners, averaging $30K gross annually. This home features only two steps to enter, Brazilian soap stone counter tops in the kitchen and Travertine stone floors throughout, vaulted ceilings, wood burning FP, and natural wood accents. Spacious layout w/ 5 bd, 4 bth, a LR & Den on separate levels and two large porches to enjoy the Blue Ridge. Recent updates include all new interior paint, new water heater, hot tub, and chimney & flu cleaning. Super well maintained and tastefully furnished and professionally decorated. Located a short distance to Chestnut Springs pool, Shamokin Springs Nature Preserve and hiking trails. Conveys fully furnished and ready to enjoy.

5 Beds ⋅ 4 Baths ⋅ 676279 MLS

This charming mountain house is back on market due to buyers remorse. It has been a successful rental and family vacation spot for the current owners, averaging $30K gross annually. This home features only two steps to enter, Brazilian soap stone counter tops in the kitchen and Travertine stone floors throughout, vaulted ceilings, wood burning FP, and natural wood accents. Spacious layout w/ 5 bd, 4 bth, a LR & Den on separate levels and two large porches to enjoy the Blue Ridge. Recent updates include all new interior paint, new water heater, hot tub, and chimney & flu cleaning. Super well maintained and tastefully furnished and professionally decorated. Located a short distance to Chestnut Springs pool, Shamokin Springs Nature Preserve and hiking trails. Conveys fully furnished and ready to enjoy.

952 Blue Ridge Dr, Wintergreen Resort

$1,190,000

Don't miss this beautiful Lindal Cedar home at Wintergreen! Many upgrades at this well built home including 4 ensuite bedrooms, main floor master with heated bathroom floors, granite and quartz kitchen counters, 2 car plus attached garage and 6 inch thick exterior walls. Open layout with gourmet kitchen has new stainless appliances ( 2025) Double oven, new dishwasher and warming drawer. New HVAC (2025) dual fuel heating system, central air throughout and two efficient tankless water heaters. Paved level driveway, fenced dog walk, lower level recreation room, office and 5th bedroom. Also includes large walkin cedar closet second refrigerator and freezer. Plenty of storage, 2 car (plus garage with polyaspartic sealed garage floor. Large decks, sunroom and lovely native landscaping.

5 Beds ⋅ 6 Baths ⋅ 681542 MLS

Don't miss this beautiful Lindal Cedar home at Wintergreen! Many upgrades at this well built home including 4 ensuite bedrooms, main floor master with heated bathroom floors, granite and quartz kitchen counters, 2 car plus attached garage and 6 inch thick exterior walls. Open layout with gourmet kitchen has new stainless appliances ( 2025) Double oven, new dishwasher and warming drawer. New HVAC (2025) dual fuel heating system, central air throughout and two efficient tankless water heaters. Paved level driveway, fenced dog walk, lower level recreation room, office and 5th bedroom. Also includes large walkin cedar closet second refrigerator and freezer. Plenty of storage, 2 car (plus garage with polyaspartic sealed garage floor. Large decks, sunroom and lovely native landscaping.

9 Ladyslipper Ln, Wintergreen Resort

$302,000

It's tough to get much closer to the ski slopes, member locker room, lift ticket office/ski rentals, The Edge, and The Market! Reserve your front row seat to views of the mountains year-round, as well as incredible access and views of the ski slope on upper Eagles Swoop. Beginner skier? You can easily hop on to the beginner slopes from this location too! This turn-key gem is ready just in time for full winter use. With only a half flight of stairs up to the front door, everything is easy and convenient about this location—you're right in the mix of things. Immerse yourself at the adventure hub in the center of village—you won't need to get in the car—travel by foot, or snowboard, or skis.

2 Beds ⋅ 2 Baths ⋅ 682658 MLS

It's tough to get much closer to the ski slopes, member locker room, lift ticket office/ski rentals, The Edge, and The Market! Reserve your front row seat to views of the mountains year-round, as well as incredible access and views of the ski slope on upper Eagles Swoop. Beginner skier? You can easily hop on to the beginner slopes from this location too! This turn-key gem is ready just in time for full winter use. With only a half flight of stairs up to the front door, everything is easy and convenient about this location—you're right in the mix of things. Immerse yourself at the adventure hub in the center of village—you won't need to get in the car—travel by foot, or snowboard, or skis.

108 Eagles Ct, Wintergreen Resort

479 Three Ridges Condos, Wintergreen Resort

$242,500

Beautifully updated 2 bedroom 2 bath condo located in the heart of the Blackrock Village! Just a short & convenient walk to the ski slopes and the Mountain Inn where you can find restaurants & shopping. This an ideal retreat just in time for ski season - Park the car and walk to everything you need! Unit has a light and tasteful décor with many sophisticated touches. Top floor unit offering vaulted ceiling and minimal steps to the front door. At the center of the unit is the great room with Travertine stone fireplace and the kitchen is equipped with stainless appliances & Corian countertops. Split design with a bedroom and bath on each level plus a bonus sleeping nook off the loft bedroom. Numerous upgrades in recent years – HVAC, flooring, paint, appliances and more. Private rear deck nestled in the evergreens - replaced last year. Firewood & snow removal provided by the COA – one of the lowest condo dues on the mountain!

2 Beds ⋅ 2 Baths ⋅ 682327 MLS

Beautifully updated 2 bedroom 2 bath condo located in the heart of the Blackrock Village! Just a short & convenient walk to the ski slopes and the Mountain Inn where you can find restaurants & shopping. This an ideal retreat just in time for ski season - Park the car and walk to everything you need! Unit has a light and tasteful décor with many sophisticated touches. Top floor unit offering vaulted ceiling and minimal steps to the front door. At the center of the unit is the great room with Travertine stone fireplace and the kitchen is equipped with stainless appliances & Corian countertops. Split design with a bedroom and bath on each level plus a bonus sleeping nook off the loft bedroom. Numerous upgrades in recent years – HVAC, flooring, paint, appliances and more. Private rear deck nestled in the evergreens - replaced last year. Firewood & snow removal provided by the COA – one of the lowest condo dues on the mountain!

479 Three Ridges Condos, Wintergreen Resort

$109,000

Beautifully renovated and move-in ready studio in Wintergreen, VA! This lovely condo has been completely updated with a light, modern touch and is offered turn-key furnished, making it an effortless mountain getaway. The ground-floor location provides convenient access to the beautifully landscaped grounds just outside your door, while picturesque golf fairway views create a peaceful setting to enjoy throughout the year. Ideally located within a short walk of the Devils Knob Sports Center for golf and racquet sports, Devils Grill fine dining restaurant, Wintergarden Spa & Aquatics, and The Nature Foundation at Wintergreen. Whether you are looking for a weekend retreat, vacation home, or an easy-to-maintain mountain escape, this beautifully updated studio is ready for you to simply arrive and enjoy.

1 Beds ⋅ 1 Baths ⋅ 682570 MLS

Beautifully renovated and move-in ready studio in Wintergreen, VA! This lovely condo has been completely updated with a light, modern touch and is offered turn-key furnished, making it an effortless mountain getaway. The ground-floor location provides convenient access to the beautifully landscaped grounds just outside your door, while picturesque golf fairway views create a peaceful setting to enjoy throughout the year. Ideally located within a short walk of the Devils Knob Sports Center for golf and racquet sports, Devils Grill fine dining restaurant, Wintergarden Spa & Aquatics, and The Nature Foundation at Wintergreen. Whether you are looking for a weekend retreat, vacation home, or an easy-to-maintain mountain escape, this beautifully updated studio is ready for you to simply arrive and enjoy.

2064 Stone Rdg, Wintergreen Resort

$14,000

What an incredible value at only $17,900! Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! 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.

682575 MLS

What an incredible value at only $17,900! Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! Convenient to Resort amenities and the thriving Nelson 151 agri-tourism corridor featuring award-winning wineries, breweries and distilleries. Located within the Firefly Fiber Internet service area.

12 Dripping Rock Ln, Wintergreen Resort

$515,000

Beautifully positioned along the 6th hole of Devils Knob Golf Course, this spacious 5-bedroom, 4-bath home offers the perfect blend of privacy, comfort, and year-round enjoyment. Located on a quiet cul-de-sac with easy access to golf, hiking, skiing, tennis, dining, and all that Wintergreen has to offer, it's equally well suited as a primary residence, vacation home, or investment property. The thoughtfully designed floor plan features two generous living areas, two wood-burning fireplaces, and two spacious primary suites, including a private upper-level suite with its own deck. Vaulted ceilings, granite countertops, stainless appliances, and custom cabinetry create warm, inviting spaces throughout. Expansive rear decking overlooks the golf course and provides plenty of space for entertaining or simply enjoying the peaceful setting. Crawlspace encapsulated with dehumidifier. Recently pressure-washed decks, and professionally cleaned windows. Offered tastefully furnished for immediate enjoyment. Sale includes adjoining lot 4 (not currently combined, separate WPOA fee).

5 Beds ⋅ 4 Baths ⋅ 679161 MLS

Beautifully positioned along the 6th hole of Devils Knob Golf Course, this spacious 5-bedroom, 4-bath home offers the perfect blend of privacy, comfort, and year-round enjoyment. Located on a quiet cul-de-sac with easy access to golf, hiking, skiing, tennis, dining, and all that Wintergreen has to offer, it's equally well suited as a primary residence, vacation home, or investment property. The thoughtfully designed floor plan features two generous living areas, two wood-burning fireplaces, and two spacious primary suites, including a private upper-level suite with its own deck. Vaulted ceilings, granite countertops, stainless appliances, and custom cabinetry create warm, inviting spaces throughout. Expansive rear decking overlooks the golf course and provides plenty of space for entertaining or simply enjoying the peaceful setting. Crawlspace encapsulated with dehumidifier. Recently pressure-washed decks, and professionally cleaned windows. Offered tastefully furnished for immediate enjoyment. Sale includes adjoining lot 4 (not currently combined, separate WPOA fee).

48 Deerberry Ln, Wintergreen Resort

620 White Oak Condos, Wintergreen Resort

$290,000

Gorgeously appointed by an interior designer and artist, this handsome, turn-key White Oak townhome will have you enjoying all of the seasons in the mountains. With intentional custom lighting, paint, furniture, and more, you'll feel the serenity and coziness that makes the Woolly Bull Chateau such a comfortable haven. A fun sleeping loft is a bonus third sleeping space. This townhome sits in a section of White Oaks at the furthest point in its cluster, giving it the best seasonal views and vantage point from the deck (you will be amazed when the leaves begin changing soon); it also overlooks woods as opposed to other townhomes—quite the location! The extra large deck has a pergola with a custom, moveable screen system. Below, there's a large patio that is fully covered from the rain; there is a huge amount of outdoor space compared to many condos. A mini-split system on two levels was added, and the association recently replaced the roof and upgraded the entry decking and retaining walls. That's just a taste of the long list of upgrades and reasons why this White Oak is truly remarkable. Make this spot yours for this ski season—only 1/3 mile to the mountain village and the ski slopes!

2 Beds ⋅ 2 Baths ⋅ 682653 MLS

Gorgeously appointed by an interior designer and artist, this handsome, turn-key White Oak townhome will have you enjoying all of the seasons in the mountains. With intentional custom lighting, paint, furniture, and more, you'll feel the serenity and coziness that makes the Woolly Bull Chateau such a comfortable haven. A fun sleeping loft is a bonus third sleeping space. This townhome sits in a section of White Oaks at the furthest point in its cluster, giving it the best seasonal views and vantage point from the deck (you will be amazed when the leaves begin changing soon); it also overlooks woods as opposed to other townhomes—quite the location! The extra large deck has a pergola with a custom, moveable screen system. Below, there's a large patio that is fully covered from the rain; there is a huge amount of outdoor space compared to many condos. A mini-split system on two levels was added, and the association recently replaced the roof and upgraded the entry decking and retaining walls. That's just a taste of the long list of upgrades and reasons why this White Oak is truly remarkable. Make this spot yours for this ski season—only 1/3 mile to the mountain village and the ski slopes!

620 White Oak Condos, Wintergreen Resort

$342,000

4 Trillium Lane sits at one of the highest vantage points in the Trillium development, offering direct views of the golf course. The property is within easy walking distance of the Wingarden Spa and Fire & Frost restaurant, making it a convenient base for enjoying Wintergreen's core amenities. For buyers prioritizing space, it offers some of the best square footage per dollar in the development.

4 Beds ⋅ 4 Baths ⋅ 677881 MLS

4 Trillium Lane sits at one of the highest vantage points in the Trillium development, offering direct views of the golf course. The property is within easy walking distance of the Wingarden Spa and Fire & Frost restaurant, making it a convenient base for enjoying Wintergreen's core amenities. For buyers prioritizing space, it offers some of the best square footage per dollar in the development.

4 Trillium Ln, Wintergreen Resort

$575,000

This energy-efficient, SIPs style home is deftly designed and constructed to make maintaining and owning a mountain getaway effortless. The layout features a large open great room with vaulted ceiling and plenty of windows to take in the outdoors. With three bedrooms and a bonus space at the loft, there's room for an office, reading nook, exercise area, or fourth sleeping space. Located just a short 1/3 mile walk to the Tyro ski slope, you'll be on snow and skiing in 5 minutes! Recent upgrades include hot tub with deck expansion, fire pit, gravel driveway, landscaping, new tankless water heater, new LVP flooring in the bedrooms, new light fixtures, and interior paint. As a short term rental, the property brought in nearly $70K in rental income in 2025.

3 Beds ⋅ 3 Baths ⋅ 681076 MLS

This energy-efficient, SIPs style home is deftly designed and constructed to make maintaining and owning a mountain getaway effortless. The layout features a large open great room with vaulted ceiling and plenty of windows to take in the outdoors. With three bedrooms and a bonus space at the loft, there's room for an office, reading nook, exercise area, or fourth sleeping space. Located just a short 1/3 mile walk to the Tyro ski slope, you'll be on snow and skiing in 5 minutes! Recent upgrades include hot tub with deck expansion, fire pit, gravel driveway, landscaping, new tankless water heater, new LVP flooring in the bedrooms, new light fixtures, and interior paint. As a short term rental, the property brought in nearly $70K in rental income in 2025.

27 Pedlars End, Wintergreen Resort

$130,000

Located just steps from the slopes and the cozy Mountain Inn, 216 Timbers is an attractive, sharply decorated studio in the heart of Wintergreen Resort. Right now the mountain is about to burst with fall color, crisp air rolling in and the Blue Ridge putting on its best show from the private deck. Close on it before ski season hits and you'll already be settled in to enjoy the very best of the season. Rated "Platinum" on the Wintergreen Resort Rental Program — a designation reserved for properties that are well-maintained and furnished to a high standard — this condo features luxury vinyl plank flooring, granite counters and a private deck. The water heater was installed in 2020 and the A/C in 2019. Bookings extend well beyond ski season, making this a strong rental ($17,600/yr avg gross income 2022–2025). It also makes a great personal getaway — unwind on the deck after exploring Nelson 151's wineries and breweries, especially with fall colors in full swing. Fast internet via Nelson Cable makes telework a breeze!

1 Beds ⋅ 1 Baths ⋅ 681391 MLS

Located just steps from the slopes and the cozy Mountain Inn, 216 Timbers is an attractive, sharply decorated studio in the heart of Wintergreen Resort. Right now the mountain is about to burst with fall color, crisp air rolling in and the Blue Ridge putting on its best show from the private deck. Close on it before ski season hits and you'll already be settled in to enjoy the very best of the season. Rated "Platinum" on the Wintergreen Resort Rental Program — a designation reserved for properties that are well-maintained and furnished to a high standard — this condo features luxury vinyl plank flooring, granite counters and a private deck. The water heater was installed in 2020 and the A/C in 2019. Bookings extend well beyond ski season, making this a strong rental ($17,600/yr avg gross income 2022–2025). It also makes a great personal getaway — unwind on the deck after exploring Nelson 151's wineries and breweries, especially with fall colors in full swing. Fast internet via Nelson Cable makes telework a breeze!

216 Timbers Condos, Wintergreen Resort

76 Laurel Springs Dr, Wintergreen Resort

$1,050,000

A striking golf-front home where thoughtful design, beautiful views & effortless mountain living come together. This impeccably maintained 3,648 sq ft residence enjoys a rare setting overlooking both the 10th green & 11th tee/fairway. A dramatic A-frame wall of glass fills the open great room with natural light & frames the golf views beyond. Designed for easy main-level living with step-free entry, a generous primary suite with gas fireplace & spa-like bath, private office, mudroom/laundry & spacious kitchen with maple cabinetry, granite counters, stainless appliances & gas range. An expansive deck spans the rear of the home, creating wonderful indoor/outdoor living. The lower level is equally inviting with a 2nd primary suite, family room, 2 additional bedrooms & full bath. Beautifully landscaped, HardiPlank exterior & numerous major upgrades in the last 4–5 years. Turnkey furnished, near ski shuttle & hiking trails. Sophisticated, spacious & truly move-in ready.

4 Beds ⋅ 4 Baths ⋅ 680959 MLS

A striking golf-front home where thoughtful design, beautiful views & effortless mountain living come together. This impeccably maintained 3,648 sq ft residence enjoys a rare setting overlooking both the 10th green & 11th tee/fairway. A dramatic A-frame wall of glass fills the open great room with natural light & frames the golf views beyond. Designed for easy main-level living with step-free entry, a generous primary suite with gas fireplace & spa-like bath, private office, mudroom/laundry & spacious kitchen with maple cabinetry, granite counters, stainless appliances & gas range. An expansive deck spans the rear of the home, creating wonderful indoor/outdoor living. The lower level is equally inviting with a 2nd primary suite, family room, 2 additional bedrooms & full bath. Beautifully landscaped, HardiPlank exterior & numerous major upgrades in the last 4–5 years. Turnkey furnished, near ski shuttle & hiking trails. Sophisticated, spacious & truly move-in ready.

76 Laurel Springs Dr, Wintergreen Resort

$560,000

21 Trillium Close is one of the nicest townhouses at Wintergreen with a great central location. It is completely and tastefully updated with new flooring, a fully renovated kitchen, high quality bathrooms, a gas fireplace and newer furniture throughout. The location can't be beat for accessibility to the Wintergreen Nature Foundation, Highlands ski lift and other resort amenities. Explore the Blue Ridge Parkway, hiking, the Nelson 151 Trail, resort amenities and all that the mountains have to offer.

4 Beds ⋅ 4 Baths ⋅ 678191 MLS

21 Trillium Close is one of the nicest townhouses at Wintergreen with a great central location. It is completely and tastefully updated with new flooring, a fully renovated kitchen, high quality bathrooms, a gas fireplace and newer furniture throughout. The location can't be beat for accessibility to the Wintergreen Nature Foundation, Highlands ski lift and other resort amenities. Explore the Blue Ridge Parkway, hiking, the Nelson 151 Trail, resort amenities and all that the mountains have to offer.

21 Trillium Close, Wintergreen Resort

$600,000

Charming A-frame chalet offering beautiful seasonal mountain and sunrise views, just a short walk to the ski slopes, the heart of the village, restaurants, shopping, and several hiking trails. Designed to comfortably accommodate two families, this unique home features two separate living levels, each with its own kitchen, living room, dining area, three bedrooms, and full bath. An oversized loft overlooking the great room creates a fun game and recreation space. The main level features a stone wood-burning fireplace, soaring ceilings, and expansive windows that bring the outdoors in. The impressive great room chandelier originally hung in the historic Freemason Abbey in Norfolk, built in 1873. Recent updates include new interior and exterior paint, new Trex decks with stainless steel cable railings, all new furnishings and TVs, two mini-split systems, renovated bathrooms, updated lighting, and more. Offered turnkey furnished and currently a successful short-term rental. Sellers are offering a $12,000 credit toward repaving the driveway. A wonderful mountain retreat or investment opportunity.

6 Beds ⋅ 2 Baths ⋅ 679580 MLS

Charming A-frame chalet offering beautiful seasonal mountain and sunrise views, just a short walk to the ski slopes, the heart of the village, restaurants, shopping, and several hiking trails. Designed to comfortably accommodate two families, this unique home features two separate living levels, each with its own kitchen, living room, dining area, three bedrooms, and full bath. An oversized loft overlooking the great room creates a fun game and recreation space. The main level features a stone wood-burning fireplace, soaring ceilings, and expansive windows that bring the outdoors in. The impressive great room chandelier originally hung in the historic Freemason Abbey in Norfolk, built in 1873. Recent updates include new interior and exterior paint, new Trex decks with stainless steel cable railings, all new furnishings and TVs, two mini-split systems, renovated bathrooms, updated lighting, and more. Offered turnkey furnished and currently a successful short-term rental. Sellers are offering a $12,000 credit toward repaving the driveway. A wonderful mountain retreat or investment opportunity.

456 Black Rock Dr, Wintergreen Resort

1418 Highlands Condos, Wintergreen Resort

$360,000

Wake up to breathtaking ridgeline sunrises and experience true ski-front living from this rare top-floor end-unit Highlands condo in Wintergreen Resort. With extra windows, exceptional privacy, and panoramic mountain views, this beautifully updated 2BR/2BA retreat captures the magic of mountain living in every season. Never rented and thoughtfully maintained, the condo is offered fully furnished and move-in ready, featuring two fully renovated bathrooms (2025), HVAC (2019), washer/dryer (2024), and a new roof (2025). The light-filled living space was designed for relaxing and gathering, complete with a wood-burning fireplace, 73” TV, and professionally installed theater sound system for cozy evenings after a day on the slopes. Step onto the updated private deck to soak in the endless views, or walk just steps to direct ski access for effortless days on the mountain. Walk to Fire & Frost, spa, fitness, golf, and tennis. The Highlands Leisure Trail places dining, shops, and year-round amenities all within easy reach. Rarely do views, privacy, updates, and location come together so effortlessly in one of Wintergreen’s most sought-after settings.

2 Beds ⋅ 2 Baths ⋅ 677402 MLS

Wake up to breathtaking ridgeline sunrises and experience true ski-front living from this rare top-floor end-unit Highlands condo in Wintergreen Resort. With extra windows, exceptional privacy, and panoramic mountain views, this beautifully updated 2BR/2BA retreat captures the magic of mountain living in every season. Never rented and thoughtfully maintained, the condo is offered fully furnished and move-in ready, featuring two fully renovated bathrooms (2025), HVAC (2019), washer/dryer (2024), and a new roof (2025). The light-filled living space was designed for relaxing and gathering, complete with a wood-burning fireplace, 73” TV, and professionally installed theater sound system for cozy evenings after a day on the slopes. Step onto the updated private deck to soak in the endless views, or walk just steps to direct ski access for effortless days on the mountain. Walk to Fire & Frost, spa, fitness, golf, and tennis. The Highlands Leisure Trail places dining, shops, and year-round amenities all within easy reach. Rarely do views, privacy, updates, and location come together so effortlessly in one of Wintergreen’s most sought-after settings.

1418 Highlands Condos, Wintergreen Resort

$625,000

This elegant mountain gem is among the best and most smartly remodeled and furnished properties at Wintergreen. All materials chosen are of the finest quality and no detail was overlooked, including major mechanical, plumbing, and layout improvements made in addition to finishing choices and furnishings—it is practically a new home. You will be amazed by the craftsmanship and design choices! Ask for the complete improvements list, which was a several hundred thousand dollar investment. This 4 BR/3.5 BA townhome has 2445 beautifully finished square feet, and it has a garage—it has low maintenance as part of the Trillium Place Association, and also has nearly all new components as part of the renovation. This particular location within the Trilliums has a level walkway to the golf cart path. Situated between the 16th and 17th holes of the Devils Knob Golf Course, there are walking paths, and also within walking distance are the Wintergreen Nature Foundation, ski shuttle stop, Aquatics and Fitness Center, Fire + Frost wood-fired pizza/bakery, and the Clubhouse + Devils Grill. This stunning golf course property is a no-brainer, and you will be charmed by the attractive interior and remarkable location on Wintergreen.

4 Beds ⋅ 4 Baths ⋅ 680203 MLS

This elegant mountain gem is among the best and most smartly remodeled and furnished properties at Wintergreen. All materials chosen are of the finest quality and no detail was overlooked, including major mechanical, plumbing, and layout improvements made in addition to finishing choices and furnishings—it is practically a new home. You will be amazed by the craftsmanship and design choices! Ask for the complete improvements list, which was a several hundred thousand dollar investment. This 4 BR/3.5 BA townhome has 2445 beautifully finished square feet, and it has a garage—it has low maintenance as part of the Trillium Place Association, and also has nearly all new components as part of the renovation. This particular location within the Trilliums has a level walkway to the golf cart path. Situated between the 16th and 17th holes of the Devils Knob Golf Course, there are walking paths, and also within walking distance are the Wintergreen Nature Foundation, ski shuttle stop, Aquatics and Fitness Center, Fire + Frost wood-fired pizza/bakery, and the Clubhouse + Devils Grill. This stunning golf course property is a no-brainer, and you will be charmed by the attractive interior and remarkable location on Wintergreen.

15 Trillium Close, Wintergreen Resort

$2,875,000

Welcome to one of the most impressive homes at Wintergreen, with expansive views of the mountain village, ski slopes and the beautiful Blue Ridge mountains. Perfect for entertaining with a soaring great room, open floorplan and a well designed kitchen featuring double refrigerators and double dishwashers. There are seven substantial bedrooms and all have attached full bathrooms. The oversized den includes a modern wet bar. Enjoy the expansive decking and soak in the stars while relaxing in the hot tub. The current owners installed new flooring throughout, updated the kitchen, all 8 full baths and both half baths, painted and generally modernized this class chalet. This is truly one of the premier properties at Wintergreen.

7 Beds ⋅ 10 Baths ⋅ 678190 MLS

Welcome to one of the most impressive homes at Wintergreen, with expansive views of the mountain village, ski slopes and the beautiful Blue Ridge mountains. Perfect for entertaining with a soaring great room, open floorplan and a well designed kitchen featuring double refrigerators and double dishwashers. There are seven substantial bedrooms and all have attached full bathrooms. The oversized den includes a modern wet bar. Enjoy the expansive decking and soak in the stars while relaxing in the hot tub. The current owners installed new flooring throughout, updated the kitchen, all 8 full baths and both half baths, painted and generally modernized this class chalet. This is truly one of the premier properties at Wintergreen.

20 Knob Hill Pl, Wintergreen Resort

$485,000

Set high on Wintergreen's coveted ridgeline, this tastefully renovated two-bedroom, two-bathroom condo combines refined comfort with a setting nature lovers adore. Housed in arguably the nicest building on the ridge, it arrives fully furnished with quality pieces, plus a new heating and cooling system, a walk-in shower, and convenient elevator access—so settling in takes little more than unpacking a suitcase. Both bedrooms offer restful retreats, while the bright living areas welcome leisurely mountain mornings and unhurried evenings. The surroundings steal the show. The Nature Foundation at Wintergreen sits just minutes away, ideal for trails, wildlife watching, and seasonal programs throughout the year. Adventure seekers will appreciate easy access to Skyline Drive, the Virginia 151 corridor, and the legendary Blue Ridge Parkway—three of the most scenic routes in the country—along with the welcoming Devils Backbone Basecamp nearby. Come see all that Wintergreen, VA and the Blue Ridge Mountains have to offer.

2 Beds ⋅ 2 Baths ⋅ 678600 MLS

Set high on Wintergreen's coveted ridgeline, this tastefully renovated two-bedroom, two-bathroom condo combines refined comfort with a setting nature lovers adore. Housed in arguably the nicest building on the ridge, it arrives fully furnished with quality pieces, plus a new heating and cooling system, a walk-in shower, and convenient elevator access—so settling in takes little more than unpacking a suitcase. Both bedrooms offer restful retreats, while the bright living areas welcome leisurely mountain mornings and unhurried evenings. The surroundings steal the show. The Nature Foundation at Wintergreen sits just minutes away, ideal for trails, wildlife watching, and seasonal programs throughout the year. Adventure seekers will appreciate easy access to Skyline Drive, the Virginia 151 corridor, and the legendary Blue Ridge Parkway—three of the most scenic routes in the country—along with the welcoming Devils Backbone Basecamp nearby. Come see all that Wintergreen, VA and the Blue Ridge Mountains have to offer.

1943 High Ridge Pl, Wintergreen Resort

$320,000

Perched atop The Ridge with sweeping panoramic views of the Rockfish Valley and Blue Ridge beyond, this ground-floor end unit at The Cliffs offers something genuinely special: direct access to a secluded outdoor space while your upstairs neighbors are limited to their balconies — ideal for four-season living, your pet, and morning coffee with that glorious mountain view. The 2022 renovation was total and uncompromising: luxury vinyl tile, quartz countertops and backsplash, white soft-close cabinetry, Samsung smart appliances, wood-burning fireplace with new porcelain hearth and glass doors, fully retiled bath, and smart home features throughout — Ecobee thermostat, Yale lock, and Ring doorbell. Every detail considered, nothing overlooked. Convenient to Devils Knob Golf, Wintergarden Spa, Fire & Frost, and the Highlands Ski Lift. Strong rental potential in a sought-after resort community, or keep it entirely to yourself. Fully furnished and move-in ready. Ask your agent for the complete improvement list.

1 Beds ⋅ 1 Baths ⋅ 678894 MLS

Perched atop The Ridge with sweeping panoramic views of the Rockfish Valley and Blue Ridge beyond, this ground-floor end unit at The Cliffs offers something genuinely special: direct access to a secluded outdoor space while your upstairs neighbors are limited to their balconies — ideal for four-season living, your pet, and morning coffee with that glorious mountain view. The 2022 renovation was total and uncompromising: luxury vinyl tile, quartz countertops and backsplash, white soft-close cabinetry, Samsung smart appliances, wood-burning fireplace with new porcelain hearth and glass doors, fully retiled bath, and smart home features throughout — Ecobee thermostat, Yale lock, and Ring doorbell. Every detail considered, nothing overlooked. Convenient to Devils Knob Golf, Wintergarden Spa, Fire & Frost, and the Highlands Ski Lift. Strong rental potential in a sought-after resort community, or keep it entirely to yourself. Fully furnished and move-in ready. Ask your agent for the complete improvement list.

1501 Cliffs Condos, Wintergreen Resort

254 Shamokin Springs Trl, Wintergreen Resort

$40,000

682061 MLS

254 Shamokin Springs Trl, Wintergreen Resort

2129 Laurel Springs Dr, Wintergreen Resort

$625,000

Beautifully updated 4BR, 3BA mountain Craftsman offering spectacular year-round southern mountain views that become even more expansive from late fall through early spring. Tucked away in one of Wintergreen's most private settings, this home backs to the George Washington National Forest and sits directly across from the Shamokin Springs Falls Trail. The open floor plan features a dramatic great room with cathedral ceilings, a stunning floor-to-ceiling stone wood-burning fireplace, and walls of glass that bring the mountain views indoors. The great room flows seamlessly into the kitchen and dining area, creating an ideal gathering space. The main level offers two bedrooms and a full bath, while the private upper-level primary suite features a beautifully renovated luxury bath, walk-in closet, private balcony, and mountain views. The lower level includes a spacious family room and fourth bedroom. Extensive multi-level decking, a hot tub, updated bathrooms, new flooring throughout the main level, and turn-key furnishings complete this exceptional mountain retreat.

4 Beds ⋅ 3 Baths ⋅ 680140 MLS

Beautifully updated 4BR, 3BA mountain Craftsman offering spectacular year-round southern mountain views that become even more expansive from late fall through early spring. Tucked away in one of Wintergreen's most private settings, this home backs to the George Washington National Forest and sits directly across from the Shamokin Springs Falls Trail. The open floor plan features a dramatic great room with cathedral ceilings, a stunning floor-to-ceiling stone wood-burning fireplace, and walls of glass that bring the mountain views indoors. The great room flows seamlessly into the kitchen and dining area, creating an ideal gathering space. The main level offers two bedrooms and a full bath, while the private upper-level primary suite features a beautifully renovated luxury bath, walk-in closet, private balcony, and mountain views. The lower level includes a spacious family room and fourth bedroom. Extensive multi-level decking, a hot tub, updated bathrooms, new flooring throughout the main level, and turn-key furnishings complete this exceptional mountain retreat.

2129 Laurel Springs Dr, Wintergreen Resort

$142,500

Experience the ultimate mountain lifestyle in this premier ski-front studio at Wintergreent! Boasting one of the best locations on the mountain, this condo offers true slopeside access & breathtaking mountain views right from your private deck. In the warmer months, you're steps away from the courtyard, the heart of the resort's vibrant festivals, concerts, and craft fairs. Enjoy the ultimate convenience with a short stroll to restaurants, shopping, coffee shops, the market, and kids' programs.This is a fantastic, affordable opportunity to step into the Wintergreen experience. The studio is offered fully furnished and turnkey—simply bring your gear and start making memories. Perfect as a personal escape or a savvy rental investment!

1 Beds ⋅ 1 Baths ⋅ 676774 MLS

Experience the ultimate mountain lifestyle in this premier ski-front studio at Wintergreent! Boasting one of the best locations on the mountain, this condo offers true slopeside access & breathtaking mountain views right from your private deck. In the warmer months, you're steps away from the courtyard, the heart of the resort's vibrant festivals, concerts, and craft fairs. Enjoy the ultimate convenience with a short stroll to restaurants, shopping, coffee shops, the market, and kids' programs.This is a fantastic, affordable opportunity to step into the Wintergreen experience. The studio is offered fully furnished and turnkey—simply bring your gear and start making memories. Perfect as a personal escape or a savvy rental investment!

247 Timbers Condos, Wintergreen Resort

$669,000

Escape to the mountains in this exceptional log and timber frame retreat, where timeless craftmanship meets the beauty of Wintergreen Resort. Nestled among the trees on a private homesite, this 5 bedroom3.5 bath home welcomes you with soaring cathedral ceilings, rich natural wood finishes and an inviting Great room centered around a beautiful stone fireplace. A spacious wrap around covered porch provides the perfect setting for morning coffee or just enjoying the cool mountain breezes. after a day on the trails or slopes. Inside family and friends will love gathering in the recreation/family room complete with a wet bar, billiards and games. Steady rental income through the prestigious resort rental program $42,412 -2025, $40,212- 2024, $38,003- 2023. Flat drive with ample parking. Primary bedroom and bath on main level. Quiet and private location only a few minutes walk to Ravens Roost Overlook for views of the Shenandoah Valley. Whether you are looking for a weekend getaway or investment opportunity, this authentic mountain home offers warmth, comfort and lasting memories just minutes away from Wintergreen's skiing, golf ,hiking ,tennis dining and resort amenities.

5 Beds ⋅ 4 Baths ⋅ 678929 MLS

Escape to the mountains in this exceptional log and timber frame retreat, where timeless craftmanship meets the beauty of Wintergreen Resort. Nestled among the trees on a private homesite, this 5 bedroom3.5 bath home welcomes you with soaring cathedral ceilings, rich natural wood finishes and an inviting Great room centered around a beautiful stone fireplace. A spacious wrap around covered porch provides the perfect setting for morning coffee or just enjoying the cool mountain breezes. after a day on the trails or slopes. Inside family and friends will love gathering in the recreation/family room complete with a wet bar, billiards and games. Steady rental income through the prestigious resort rental program $42,412 -2025, $40,212- 2024, $38,003- 2023. Flat drive with ample parking. Primary bedroom and bath on main level. Quiet and private location only a few minutes walk to Ravens Roost Overlook for views of the Shenandoah Valley. Whether you are looking for a weekend getaway or investment opportunity, this authentic mountain home offers warmth, comfort and lasting memories just minutes away from Wintergreen's skiing, golf ,hiking ,tennis dining and resort amenities.

11 Ravens Roost Ct, Wintergreen Resort

$476,000

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

$340,000

The ultimate little Wintergreen cottage located in Black Rock Village, just a short walk to the main lodge. Efficient layout with 2 bd & 2 bath, open floor plan w/ wood burning FP in LR. Several updates including new heat pump, new flooring, kitchen counters, hot tub & shed. Level driveway with only two step entry. Not currently a rental but in the past did average $21k annual gross revenue. Vacant and easy to show.

2 Beds ⋅ 2 Baths ⋅ 678251 MLS

The ultimate little Wintergreen cottage located in Black Rock Village, just a short walk to the main lodge. Efficient layout with 2 bd & 2 bath, open floor plan w/ wood burning FP in LR. Several updates including new heat pump, new flooring, kitchen counters, hot tub & shed. Level driveway with only two step entry. Not currently a rental but in the past did average $21k annual gross revenue. Vacant and easy to show.

25 Hickorynut Rd, Wintergreen Resort

$541,000

This tree loft actually feels like a treehouse, as the design was intended. If you're looking for a special and memorable mountain getaway, you'll find that here perched among the trees with wonderful seasonal views and a 40 second walk to the ski slopes access. In 2020, the house underwent a huge renovation, including new roof, siding, deck, hot tub, completely renovated kitchen and bathrooms with custom maple cabinetry and granite, and additional square footage was added to create the foyer—keep the cold air out and have a landing zone for ski gear, bench, storage closet, towel cubby for the hot tub, and a designated place for laundry. Also uncommon at the tree lofts is HVAC with ductwork; there's a central air (dual fuel), gas fireplace w/ slate surround, and a tankless water heater—all propane-powered. Impressively cared for and improved in nearly every way, this mountain home set high in the forest is the magical getaway you're looking for to both escape the heat and enjoy winter sports in the mountains.

3 Beds ⋅ 2 Baths ⋅ 679080 MLS

This tree loft actually feels like a treehouse, as the design was intended. If you're looking for a special and memorable mountain getaway, you'll find that here perched among the trees with wonderful seasonal views and a 40 second walk to the ski slopes access. In 2020, the house underwent a huge renovation, including new roof, siding, deck, hot tub, completely renovated kitchen and bathrooms with custom maple cabinetry and granite, and additional square footage was added to create the foyer—keep the cold air out and have a landing zone for ski gear, bench, storage closet, towel cubby for the hot tub, and a designated place for laundry. Also uncommon at the tree lofts is HVAC with ductwork; there's a central air (dual fuel), gas fireplace w/ slate surround, and a tankless water heater—all propane-powered. Impressively cared for and improved in nearly every way, this mountain home set high in the forest is the magical getaway you're looking for to both escape the heat and enjoy winter sports in the mountains.

93 Squirrel Tree Ln, Wintergreen Resort

$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

$1,250,000

Here is one of the most majestic views at Wintergreen, overlooking a patchwork of fields in the Rockfish Valley far below and layered mountain views as far as the eye can see. This house was built by master builder, Charles Smith of Central VA Builders in Crozet. From the moment you turn onto the gently winding paved driveway, it is obvious every detail was meticulously considered and crafted. The home is located at the far end of the lot and on the edge of a dramatic private bluff. The magnificent design boosts beautiful oak hardwood floors, vaulted ceilings, and an abundance of natural light. The first floor features the 43x24 ft great room, a grand stone gas fireplace, and large windows that showcase the panoramic views. An open kitchen, master suite, guest bedroom and full bath, make for gracious main floor living. The second floor has a comfortable 2nd TV room and quiet living area, and 3 additional guest rooms. The solid low maintenance, Brazilian hardwood (Ipe) deck spans the entire length of the back of the house allowing for maximum enjoyment of the expansive views, day and night. The second, lower deck provides a more intimate space for a picnic, glass of wine, lounge chairs, or future hot tub. Take advantage

5 Beds ⋅ 3 Baths ⋅ 680204 MLS

Here is one of the most majestic views at Wintergreen, overlooking a patchwork of fields in the Rockfish Valley far below and layered mountain views as far as the eye can see. This house was built by master builder, Charles Smith of Central VA Builders in Crozet. From the moment you turn onto the gently winding paved driveway, it is obvious every detail was meticulously considered and crafted. The home is located at the far end of the lot and on the edge of a dramatic private bluff. The magnificent design boosts beautiful oak hardwood floors, vaulted ceilings, and an abundance of natural light. The first floor features the 43x24 ft great room, a grand stone gas fireplace, and large windows that showcase the panoramic views. An open kitchen, master suite, guest bedroom and full bath, make for gracious main floor living. The second floor has a comfortable 2nd TV room and quiet living area, and 3 additional guest rooms. The solid low maintenance, Brazilian hardwood (Ipe) deck spans the entire length of the back of the house allowing for maximum enjoyment of the expansive views, day and night. The second, lower deck provides a more intimate space for a picnic, glass of wine, lounge chairs, or future hot tub. Take advantage

78 Timber Ridge Ln, Wintergreen Resort

How much is your home worth?

How much is your home worth?