Wintergreen Resort VA Homes for Rent

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Type:
Condo
Sq.Ft.:
1,483
Status:
Active
Beds:
3
Year built:
1990
Baths:
3.00
MLS#:
671962
Subdivision:
Wintergreen Resort

ADDITIONAL INFORMATION

Check out this rare 3 bedroom 3 bath condo along Wintergreen's view ridge! Relax in your very own mountain getaway and enjoy year round views of the mountains, valley, slopes and golf course all at once. One level living and an elevator to the third level make this home livable for anyone looking to avoid steps to climb. Central air and heat, wood burning fireplace, covered parking below, and a nice kitchen equipped and ready to go. Condo comes furnished, is vacant and ready to show anytime.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.41 Acres
Baths:
MLS#:
671959
Subdivision:
Chestnut Springs

ADDITIONAL INFORMATION

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

Type:
Single Family-Detached
Sq.Ft.:
1,893
Status:
Active
Beds:
3
Lot size:
0.16 Acres
Year built:
1979
Baths:
3.00
MLS#:
671659
Subdivision:
Unknown

ADDITIONAL INFORMATION

Discover this charming ski-front chalet perfectly positioned at the very start of the Tyro slope?one of Wintergreen?s most desirable and dependable ski locations. Unlike homes farther down Tyro, this spot benefits from immediate access to Eagles Swoop, which opens early each season. Enjoy true ski-in/ski-out convenience: relax by the gas-log stone fireplace and watch skiers glide past, or wave to your kids as they come down the mountain. The home offers a warm, inviting layout with an open great room, kitchen, and dining area ideal for gathering after a day on the slopes. The primary bedroom is conveniently located on the main level along with a cozy family/TV room. Upstairs are two spacious bedrooms and a large shared bath with double vanities. Beautiful winter mountain views and colorful sunrises enhance this exceptional setting. Updated, well maintained, and conveying furnished, the home is move-in ready for ski season. Properties in this prime location?and with a comfortable 1,937 sq ft floor plan?rarely come to market.,Granite Counter,Wood Cabinets,Fireplace in Great Room

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.41 Acres
Baths:
MLS#:
671959
Subdivision:
Chestnut Springs

ADDITIONAL INFORMATION

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

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.43 Acres
Baths:
MLS#:
671494
Subdivision:
None Available

ADDITIONAL INFORMATION

Located in a quiet part of Wintergreen yet just several minutes to golf, tennis, skiing, dining, pickleball, swimming and miles and miles of hiking trails including the Appalachian Trail, his beautifully wooded homesite gives you the opportunity to build your own dream home. Combine with the available adjacent homesite 559 Laurel prings for even more privacy.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.4 Acres
Baths:
MLS#:
671489
Subdivision:
None Available

ADDITIONAL INFORMATION

Beautifully wooded corner homesite in quiet part of Wintergreen Mountain Village yet several minutes to all the amenities. Ideal for hiking enthusiasts as you can quickly get on miles and miles of Wintergreen hiking trails as well as the Appalachian Trail. Easy to build on and easy access from street. The adjacent homesite 579 Laurel Springs Drive is also available so you have the rare opportunity to have a double parcel. Drive out today!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.56 Acres
Baths:
MLS#:
671480
Subdivision:
Unknown

ADDITIONAL INFORMATION

Can?t find your dream home? Then build it on this beautiful mountain lot with year round southern and eastern Mountain View?s right in the heart of Blackrock Village. Covered in mountain laurel and rhododendron this easy to build on homesite backs on to dedicated open space giving you tons of privacy yet you are within an easy walk to skiing, dining, shopping and miles of trails. Don?t miss perhaps the last opportunity to find that perfect spot to build your Wintergreen home!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.43 Acres
Baths:
MLS#:
671494
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

Located in a quiet part of Wintergreen yet just several minutes to golf, tennis, skiing, dining, pickleball, swimming and miles and miles of hiking trails including the Appalachian Trail, his beautifully wooded homesite gives you the opportunity to build your own dream home. Combine with the available adjacent homesite 559 Laurel prings for even more privacy.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.4 Acres
Baths:
MLS#:
671489
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

Beautifully wooded corner homesite in quiet part of Wintergreen Mountain Village yet several minutes to all the amenities. Ideal for hiking enthusiasts as you can quickly get on miles and miles of Wintergreen hiking trails as well as the Appalachian Trail. Easy to build on and easy access from street. The adjacent homesite 579 Laurel Springs Drive is also available so you have the rare opportunity to have a double parcel. Drive out today!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.56 Acres
Baths:
MLS#:
671480
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

Can’t find your dream home? Then build it on this beautiful mountain lot with year round southern and eastern Mountain View’s right in the heart of Blackrock Village. Covered in mountain laurel and rhododendron this easy to build on homesite backs on to dedicated open space giving you tons of privacy yet you are within an easy walk to skiing, dining, shopping and miles of trails. Don’t miss perhaps the last opportunity to find that perfect spot to build your Wintergreen home!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.6 Acres
Baths:
MLS#:
671412
Subdivision:
Unknown

ADDITIONAL INFORMATION

Walk to skiing from this large corner homesite offering views of Devils Knob mountain. Gently sloping toward the view its an ideal site to build a walk out first floor with the main level high enough to take advantage of the view yet allowing easy access to your home.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.6 Acres
Baths:
MLS#:
671412
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

Walk to skiing from this large corner homesite offering views of Devils Knob mountain. Gently sloping toward the view its an ideal site to build a walk out first floor with the main level high enough to take advantage of the view yet allowing easy access to your home.

Type:
Single Family-Detached
Sq.Ft.:
2,367
Status:
Active
Beds:
4
Lot size:
0.61 Acres
Year built:
2000
Baths:
2.00
MLS#:
670466
Subdivision:
None Available

ADDITIONAL INFORMATION

There is truly nothing else like this at Wintergreen?an authentic circa 1801 log cabin, originally built in Madison County and reconstructed in 2000 by renowned builder Lewis Ramsey and his son, Luke. Featured in Historic Preservation Magazine for his craftsmanship, Ramsey used hand-hewn chestnut, poplar, and oak logs that reflect early Virginia building traditions. The kitchen, a historic structure of similar age moved from Nelson County, blends beautifully with the cabin. Master stonemason Jimmy Arrington created the striking dry-stack fireplaces, while the standing-seam copper roof by Harold Conley & Sons and reclaimed heart-pine floors on the main and upper levels add exceptional warmth and character. Highlights include four fireplaces (two gas, two wood-burning), cathedral ceilings in the kitchen and dining area, new LVT flooring on the lower level, new granite kitchen counters, level driveway, and multiple outdoor living spaces. Privately set among dramatic rock formations near the ski shuttle and hiking trails, this is a true historic treasure and a remarkable rental opportunity.,Granite Counter,Maple Cabinets,Fireplace in Bedroom,Fireplace in Dining Room,Fireplace in Family Room,Fireplace in Living Room

Type:
Flat
Sq.Ft.:
405
Status:
Active
Beds:
1
Lot size:
0.04 Acres
Year built:
1977
Baths:
1.00
MLS#:
670510
Subdivision:
Wintergreen Resort

ADDITIONAL INFORMATION

This is a nice, clean, ski condo in the heart of the action. Just off the slopes and adjacent to the mountain village. Easy access to skiing and seasonal festivals on the terrace. It is the perfect crash pad for your Wintergreen and Blue Ridge activities. The ground floor location offers minimal steps and maximum convenience. Just minutes from the Nelson 151 Trail, Blue Ridge Parkway and Skyline Drive. Come out to Nelson and have an adventure.,Wood Cabinets

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.44 Acres
Baths:
MLS#:
671231
Subdivision:
Wintergreen Resort

ADDITIONAL INFORMATION

Located on a quiet cul de sac this beautifully wooded, gently sloping homesite is the perfect spot for your Wintergreen home. Sit on your front porch and hear the sound of Stoney Creek as it flows through the Shamokin Spring Nature Preserve. Take an afternoon hike to Shamokin Falls on one if the nearby trails. Enjoy a day of skiing or golf or sit by the pool at the owners Shamokin Springs Pool. In addition to all the world class amenities at Wintergreen you are minutes away from all the wineries, cideries, breweries, music and art festivals, hiking and fishing in Nelson County. You won?t want to miss this one. Drive out today!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.44 Acres
Baths:
MLS#:
671231
Subdivision:
Wintergreen Resort

ADDITIONAL INFORMATION

Located on a quiet cul de sac this beautifully wooded, gently sloping homesite is the perfect spot for your Wintergreen home. Sit on your front porch and hear the sound of Stoney Creek as it flows through the Shamokin Spring Nature Preserve. Take an afternoon hike to Shamokin Falls on one if the nearby trails. Enjoy a day of skiing or golf or sit by the pool at the owners Shamokin Springs Pool. In addition to all the world class amenities at Wintergreen you are minutes away from all the wineries, cideries, breweries, music and art festivals, hiking and fishing in Nelson County. You won’t want to miss this one. Drive out today!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.39 Acres
Baths:
MLS#:
671124
Subdivision:
Unknown

ADDITIONAL INFORMATION

This exceptional homesite at Wintergreen offers rare, unobstructed year-round views of the Rockfish Valley, the Blue Ridge Mountains, and breathtaking sunrises. With an eastern orientation and a backdrop of hundreds of acres of protected open space, the setting is remarkably private, peaceful, and serene. Located near the end of a quiet street lined with high-end homes, this property provides the perfect blend of seclusion and convenience. Vacant view lots of this caliber are increasingly scarce at Wintergreen, as most premier sites have already been built on. The parcel is fully served by all key utilities?electric, public water and sewer, and fiber-optic internet?making the building process straightforward. Enjoy easy access to nearby hiking trails and a short drive to the Devils Knob facilities, including golf, racket sports, and a fine-dining restaurant. A truly rare offering and an ideal canvas for your future mountain home.

Type:
Flat
Sq.Ft.:
1,088
Status:
Active
Beds:
2
Year built:
1982
Baths:
2.00
MLS#:
670624
Subdivision:
Wintergreen Resort

ADDITIONAL INFORMATION

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

Type:
Flat
Sq.Ft.:
972
Status:
Active
Beds:
2
Year built:
1978
Baths:
2.00
MLS#:
671076
Subdivision:
Unknown

ADDITIONAL INFORMATION

Outstanding condition and location! This 2 bedroom updated condo is located at the end of a quiet cul de sac overlooking open space, with just a few steps to the entry. Rare end unit with a bonus space for extra storage, office or playroom. Recent improvements include flooring, interior doors, HVAC (2024), and a deck which has just been completed. Kitchen with cherry cabinets, granite counters and stainless appliances. Ready to welcome a new owner wanting the convenience of this central location, but a quiet space overlooking the wooded area. Laurelwood is the only association with its own outdoor pool.,Cherry Cabinets,Granite Counter

Type:
Condo
Sq.Ft.:
405
Status:
Active
Beds:
1
Lot size:
0.04 Acres
Year built:
1977
Baths:
1.00
MLS#:
670510
Subdivision:
Wintergreen Resort

ADDITIONAL INFORMATION

This is a nice, clean, ski condo in the heart of the action. Just off the slopes and adjacent to the mountain village. Easy access to skiing and seasonal festivals on the terrace. It is the perfect crash pad for your Wintergreen and Blue Ridge activities. The ground floor location offers minimal steps and maximum convenience. Just minutes from the Nelson 151 Trail, Blue Ridge Parkway and Skyline Drive. Come out to Nelson and have an adventure.

Type:
Single Family-Detached
Sq.Ft.:
2,367
Status:
Active
Beds:
4
Lot size:
0.61 Acres
Year built:
2000
Baths:
2.00
MLS#:
670466
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

There is truly nothing else like this at Wintergreen—an authentic circa 1801 log cabin, originally built in Madison County and reconstructed in 2000 by renowned builder Lewis Ramsey and his son, Luke. Featured in Historic Preservation Magazine for his craftsmanship, Ramsey used hand-hewn chestnut, poplar, and oak logs that reflect early Virginia building traditions. The kitchen, a historic structure of similar age moved from Nelson County, blends beautifully with the cabin. Master stonemason Jimmy Arrington created the striking dry-stack fireplaces, while the standing-seam copper roof by Harold Conley & Sons and reclaimed heart-pine floors on the main and upper levels add exceptional warmth and character. Highlights include four fireplaces (two gas, two wood-burning), cathedral ceilings in the kitchen and dining area, new LVT flooring on the lower level, new granite kitchen counters, level driveway, and multiple outdoor living spaces. Privately set among dramatic rock formations near the ski shuttle and hiking trails, this is a true historic treasure and a remarkable rental opportunity.

Type:
Single Family
Sq.Ft.:
1,992
Status:
Active
Beds:
5
Lot size:
0.1 Acres
Year built:
1990
Baths:
5.00
MLS#:
670331
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

Enjoy beautiful mountain, sunset, and Shenandoah Valley views from this spacious five-bedroom, four-and-a-half-bath townhouse at Wintergreen Resort. The views stretch nearly 180 degrees and become even more dramatic from early November through early May when the leaves are off the trees. The open-concept kitchen, dining, and living area is perfect for entertaining and relaxation, featuring a wood-burning fireplace and access to a deck overlooking the mountains. The thoughtful layout includes two primary suites, each with a walk-in closet and private ensuite bath—one suite even offers its own balcony to enjoy the scenery.Ideally located near all upper-mountain amenities including the Spa & Fitness Center, Devils Knob Golf Course, tennis facilities, fine dining, and the Fire & Frost Bakehouse. Conveys turn-key furnished and ready for immediate enjoyment—whether as a full-time home, vacation retreat, or rental investment.

Type:
Single Family-Detached
Sq.Ft.:
2,200
Status:
Active
Beds:
4
Lot size:
0.44 Acres
Year built:
2006
Baths:
3.00
MLS#:
670067
Subdivision:
Wintergreen Resort

ADDITIONAL INFORMATION

Best Value at Wintergreen! This Lovely corner lot home with great rock cropping's in the yard is like New, 4 bedroom 3 bath home with a 2 car garage is close to the AT- AppalachianTrail for hiking. The home has 3 levels: 1st floor primary bedroom and bath, living room with gas fireplace, Dining room, kitchen with stainless appliances ,sunroom, and hardwood floors throughout. Above ground Basement has another Family room with 2nd fireplace, full bath, 2 bedrooms, laundry room with storage and it's walkout with windows. 2nd floor loft has another primary bedroom with a new bath. Asphalt drive is another plus and an extensive rock retaining wall front and side of the property. Well maintained Cozy Mountain home. A Great property!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.43 Acres
Baths:
MLS#:
669947
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

Build your mountain getaway or full-time home on this peaceful 0.43-acre wooded lot in Wintergreen Resort. The property features gentle terrain, public water and sewer access, and a convenient location close to golf, tennis, hiking trails, and resort amenities. Enjoy privacy surrounded by nature while being just minutes from restaurants, the Wintergarden Spa, and all that Wintergreen offers year-round. A great opportunity for an efficient and beautiful build in a well-established community!

Type:
Condo
Sq.Ft.:
972
Status:
Active
Beds:
2
Year built:
1978
Baths:
2.00
MLS#:
669470
Subdivision:
Wintergreen Mountain Village

ADDITIONAL INFORMATION

An attractive top floor, end unit condo with a convenient walking distance to the ski slopes and just in time for the upcoming ski season. 2 BR, 2 BA featuring 1.5 story floor plan with a good size bonus room off of the living room used as an overflow sleeping area. Many owners use these bonus rooms for additional sleeping or office space. It could be a great storage space. Top floor location allows for privacy from neighbors, high ceilings in the living room and more natural light. Wood burning fireplace in the living room with firewood and chimney sweep provided by the condo HOA. Condo conveys furnished. Minimum stairs from the parking to the condo door. The Laurelwood community has its own private outdoor swimming pool and is a short walk to the The Market. There is also a short walk to the Mountain Inn where you will find shopping, restaurants, a cafe and a comfortable lobby.

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Andrea D. Conner, License 225222413, Xome Inc., License 226024700, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Information is provided by Charlottesville Area Association of Realtors®. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interestedin purchasing. Copyright © 2026 Charlottesville Area Association of Realtors®. All rights reserved.


Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Wintergreen Resort Real Estate

The median home value in Wintergreen Resort, VA is $420,000. The national median home value is $338,100. The average price of homes sold in Wintergreen Resort, VA is $420,000. Wintergreen Resort real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Wintergreen Resort real estate agent to arrange a tour today!

Wintergreen Resort, Virginia has a population of 858.

The median household income in Wintergreen Resort, Virginia is $71,502. The median household income for the surrounding county is $67,707 compared to the national median of $69,021. The median age of people living in Wintergreen Resort is 40.3 years.

Wintergreen Resort Weather

The average high temperature in July is 87.3 degrees, with an average low temperature in January of 24.5 degrees. The average rainfall is approximately 43 inches per year, with 14 inches of snow per year.

Wintergreen Resort Real Estate Market Conditions

  • Median sales price

    $420,000
    -3276800% change since last quarter
  • # Active listings

    66
    30-day change

Wintergreen Resort Schools and Demographics

Education near Wintergreen Resort, VA

Metric City County
High School Graduates 86.12 84.5
College Degree - 2 year 2.89 6.13
College Degree - 4 year 28.21 30.28
Graduate Degree 12.4 9.17
Expenditures per Student 15,602 15,602
Students per Teacher 11.5 11.5

Elementary Schools near Wintergreen Resort, VA

School Grades Students P/T Ratio ZIP
Berkeley Glenn Elementary School KG - 05 350 14.4 22980
Cassell Elementary School PK - 05 497 15.4 22980
Guy K Stump Elementary PK - 05 357 13.3 24477
Rockfish River Elementary School PK - 05 395 14.9 22920
Stuarts Draft Elementary School PK - 05 672 15.5 24477
Wayne Hills Center PK - PK 142 20.3 22980
Wenonah Elementary School KG - 05 238 12.9 22980
Westwood Hills Elementary School KG - 05 462 14.9 22980
William Perry Elementary School KG - 05 487 15.3 22980

Middle Schools near Wintergreen Resort, VA

School Grades Students P/T Ratio ZIP
Kate Collins Middle School 06 - 08 675 12.9 22980
Nelson Middle School 06 - 08 449 12.2 22949
Stuarts Draft Middle School 06 - 08 537 13.2 24477

High Schools near Wintergreen Resort, VA

School Grades Students P/T Ratio ZIP
Nelson County High School 09 - 12 609 13.7 22949
Stuarts Draft High School 09 - 12 702 13.4 24477
Waynesboro High School 09 - 12 876 15.2 22980

Demographics near Wintergreen Resort, VA

Metric City County
Neighborhood Type Small town
Population 858 14,795
Population Density 22 31
Median Age 40.3 51.8
People per Household 2.8 2.4
Median Household Income 71,502 67,707
Average Income per Capita 32,535 41,790