Wintergreen, VA Homes for Sale

• 

  

  

  /28

  $219,000

  • 2 Beds
  • 2 Baths
  • 812 Sq Ft

  2244 Tanners Ridge, Wintergreen Resort, VA 22967

  Experience mountain living in this beautifully cozy 2 bedroom condo, perfectly situated in Wintergreen Resort. Whether you are searching for a personal retreat, a full time residence, or a proven income-producing investment, this property checks all the boxes. Recent updates include vinyl plank flooring, new microwave, fresh paint, bathroom lighting and decor creating a fresh relaxed space to

  Kim Rente Coldwell Banker Premier

  2244 Tanners Ridge, Wintergreen Resort, VA 22967
• 

  

  

  /41

  $495,000

  • 5 Beds
  • 4.5 Baths
  • 1,992 Sq Ft

  15 Shenandoah Ridge Ct, Wintergreen Resort, VA 22967

  Perched high on the mountain, this spacious 5 BR, 4.5 BA villa offers 1,992 sq ft and beautiful year-round mountain, Shenandoah Valley and sunset views that become even more expansive and dramatic from early November through early May. The versatile multi-level floor plan features two primary suites plus a private top-floor guest suite with its own bath—ideal for hosting family and friends. The

  Dima Holmes PEAK REALTY VIRGINIA, LLC

  15 Shenandoah Ridge Ct, Wintergreen Resort, VA 22967
• 

  

  

  /54

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967

  A rarity among mountain condos—this view condo has zero steps to the front door, and it has covered parking. This ground level condo has a large deck and an easy walkout to the grass which is wonderful to have the extra space for pets, kids, etc. The High Ridge Court decks were recently replaced. There are many upgrades over the last few years—nearly all new appliances, renovated kitchen with new

  Kate Farley PEAK REALTY VIRGINIA, LLC

  1808 High Ridge Ct Condos, Wintergreen Resort, VA 22967
• 

  

  

  /45

  $430,000

  Open Sat 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  1822 High Ridge Ct Condos Ct, Wintergreen, VA 22967

  Breathtaking Sunrise Mountain Views | High Ridge Court. Wake up to endless ridge views in this turn-key, end-unit condo tucked away in desirable High Ridge Court. Offering total main-level accessibility with no steps required to enter, this retreat delivers the perfect blend of cozy mountain charm and modern luxury.Interior Highlights: Open-Concept Living: The bright living space features a

  Jill Vlasic RE/MAX Gateway

  1822 High Ridge Ct Condos Ct, Wintergreen, VA 22967
• 

  

  

  /48

  $580,000

  $20K PRICE DROP

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

  23 Trillium Close, Wintergreen Resort, VA 22967

  Welcome to this incredibly renovated and upgraded 4 level townhouse in Trillium Close. No stone has been left unturned - high end finishes abound! Enter the main floor where this entire level has heated floors. Cozy living room with wood burning fireplace and gorgeous surround - with firewood included by the HOA! - that flows nicely to wooded back deck facing a golf hole. High end kitchen with

  Michael Gaffney COMPASS-CHARLOTTESVILLE

  23 Trillium Close, Wintergreen Resort, VA 22967
• 

  

  /23

  $49,900

  • Land
  • 17,424 Sq Ft
  • $124,750 per Acre

  TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967

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

  Michael Gaffney COMPASS-CHARLOTTESVILLE

  TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967
• 

  

  /26

  $150,000

  • Land
  • 23,958 Sq Ft
  • $272,727 per Acre

  340 Chestnut Place, Roseland, VA 22967

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

  K.T. LYNN WINTERGREEN REALTY, LLC

  340 Chestnut Place, Roseland, VA 22967
• 

  

  /28

  $425,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft

  1717 High Ridge Condos, Wintergreen Resort, VA 22967

  Enjoy yourself at this 2 bed, 2 bath condo with gorgeous views in Wintergreen! This home presents itself with beautiful views, open floor plan and many upgrades. They say a picture is worth a thousand words, come see for yourself. Fully Furnished. Ready for short term renters from day of closing. Owner is a licensed agent in the Commonwealth of Virginia.

  KRISTEL HARRIS EXP REALTY LLC - STAFFORD

  1717 High Ridge Condos, Wintergreen Resort, VA 22967
• 

  

  /22

  $255,000

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  762 Laurelwood Condos, Roseland, VA 22967

  Beautifully renovated and tastefully decorated 2BR, 2BA condo in the desirable Laurelwood neighborhood at Wintergreen Resort. This one-level villa offers a bright and inviting open floor plan with the kitchen flowing seamlessly into the dining and living areas, centered around a stunning stone wood-burning fireplace. The spacious primary suite features an attached private bath, while the second

  Dima Holmes PEAK REALTY VIRGINIA, LLC

  762 Laurelwood Condos, Roseland, VA 22967
• 

  

  /84

  $274,000

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  740 Laurelwood, Wintergreen Resort, VA 22967

  Turnkey, Fully finished, and just a short walk to ski slopes, Wintergreen Market, & ski lodge, beautifully updated 2-BR, 2-BA condo is ready to enjoy! Thoughtfully, renovated throughout, it features, new LVP flooring, new windows, new interior, and exterior doors, new carrier HVAC (2024), and more. The stylish kitchen offers freshly painted white cabinetry, granite countertops, new backsplash, &

  Susan Singleton Century 21 ALL-SERVICE-FOR

  740 Laurelwood, Wintergreen Resort, VA 22967
• 

  

  /45

  $574,000

  $68K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,693 Sq Ft

  48 Deerberry Ln, Wintergreen Resort, VA 22967

  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

  Lisa Flood PEAK REALTY VIRGINIA, LLC

  48 Deerberry Ln, Wintergreen Resort, VA 22967
• 

  

  /23

  $239,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  730 Laurelwood, Wintergreen Resort, VA 22967

  Tucked into the trees at Wintergreen, this 2BR/2BA ground-floor, walk-out end unit offers easy living with minimal steps from parking. Walking distance to the slopes, the Mountain Inn, and Black Rock Market, it's in a great location. The great room centers on a wood-burning fireplace beneath a warm wood-beamed ceiling, with a wall of windows and a sliding door opening to a private patio

  Yvette Stafford MOUNTAIN AREA NEST REALTY

  730 Laurelwood, Wintergreen Resort, VA 22967
• 

  

  /51

  $885,000

  • 4 Beds
  • 3 Baths
  • 3,415 Sq Ft

  24 Pedlars Point, Wintergreen, VA 22967

  A wonderfully maintained home with nice mountain views and lots of space to expand. They have incorporated the home sites on either side and with WPOA's permission can be sold off. There is an invisible fence around the center of the property. All the baths and the kitchen have been upgraded within the last couple of tears.

  RANDY THOMPSON THOMPSON REAL ESTATE COMPANY

  24 Pedlars Point, Wintergreen, VA 22967
• 

  

  /33

  $35,000

  $6K PRICE INCREASE

  • Land
  • 17,859 Sq Ft
  • $85,366 per Acre

  150 Shamokin Springs Trail, Roseland, VA 22967

  Wooded building lot with stunning rock formations looking across to the Shamokin Springs Nature Preserve with its trails and unique micro-environment with flora typical of upstate New York. There is a neighborhood pool within easy walking distance and hiking and walking trails in abundance. Numerous high value homes in the neighborhood and all the amenities of Wintergreen Resort to choose from.

  K.T. LYNN WINTERGREEN REALTY, LLC

  150 Shamokin Springs Trail, Roseland, VA 22967
• 

  /2

  $35,000

  $25K PRICE DROP

  • Land
  • 20,037 Sq Ft
  • $76,087 per Acre

  32 Chestnut Ln, Wintergreen Resort, VA 22967

  Beautiful lot, spectacular views

  GREG BALDWIN CORE REAL ESTATE PARTNERS LLC

  32 Chestnut Ln, Wintergreen Resort, VA 22967
• 

  

  /17

  $137,000

  $12K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  2052 Stone Ridge Condos, Wintergreen, VA 22958

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

  CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

  2052 Stone Ridge Condos, Wintergreen, VA 22958
• 

  

  /32

  $514,500

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,367 Sq Ft

  20 Buckhorn Ln, Roseland, VA 22967

  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

  Dima Holmes PEAK REALTY VIRGINIA, LLC

  20 Buckhorn Ln, Roseland, VA 22967
• 

  

  /50

  $459,975

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft

  1641 Overlook Condos, Wintergreen Resort, VA 22967

  Stunning views, Stunning location and Stunning renovations. Don't miss out on this updated home located on the "Ridge." New floors, fresh paint and a new water heater make this home move-in ready now. Spacious and bright along with 2 decks that bring the outdoors in. Just steps to the superb amenities of golf, tennis and pickleball at the Devils Knob Club. Catch a workout at the Wintergarden Spa

  Robert Craig WINTERGREEN REALTY, LLC

  1641 Overlook Condos, Wintergreen Resort, VA 22967
• 

  

  /34

  $375,000

  • 4 Beds
  • 3.5 Baths
  • 1,840 Sq Ft

  29 Briarwood Ln, Roseland, VA 22967

  Experience elevated mountain living in this beautifully maintained, furnished 4-bedroom, 3.5-bath townhome situated on the 12th fairway of Devils Knob Golf Course. Designed for both comfort and entertaining, the spacious multi-level floor plan features a generous living room, separate dining room, and two private primary suites—one on the second level and another on the third. Step onto the

  Julie Slayton OLD DOMINION REALTY INC - AUGUSTA

  29 Briarwood Ln, Roseland, VA 22967
• 

  

  /41

  $218,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  905 Diamond Hill Condos Hill, Wintergreen, VA 22967

  Charming slope-side condo featuring stunning slope and valley views with true ski-in/ski-out access. Ideally located in the heart of Center Village, just steps from restaurants, shops, and all the resort amenities. Thoughtful updates over the years include granite countertops, stainless steel appliances, washer and dryer, patio slider, and a beautiful stone fireplace hearth—plus a new HVAC system

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  905 Diamond Hill Condos Hill, Wintergreen, VA 22967
• 

  

  /30

  $407,000

  $8K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft

  1707 High Ridge, Roseland, VA 22967

  This beautifully updated 2-bedroom, 2-bath condo offers comfort, style, and convenience in one of the resort's most desirable associations. Step inside to find a bright, open floor plan enhanced by luxury vinyl plank flooring, providing both modern elegance and easy maintenance throughout. HVAC is from 2020 and water heater from 2024. The spacious living room is perfect for relaxing or

  Wayne Flood PEAK REALTY VIRGINIA, LLC

  1707 High Ridge, Roseland, VA 22967
• 

  

  /48

  $549,999

  • 3 Beds
  • 2.5 Baths
  • 1,659 Sq Ft

  1300 Blue Ridge Dr, Roseland, VA 22967

  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

  Dima Holmes PEAK REALTY VIRGINIA, LLC

  1300 Blue Ridge Dr, Roseland, VA 22967
• 

  

  /33

  $329,000

  $46K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,263 Sq Ft

  24 Trillium Close, Wintergreen Resort, VA 22967

  This beautifully updated and spacious 4BR, tri–level, Townhome is just steps from the Wintergarden Spa & Fitness Center and close to golf, tennis, skiing, and the Nature Foundation. An ideal retreat for rental potential or for hosting two families with ease. Enjoy the privacy and spacious feel of a detached home—without the upkeep. As part of a well managed association, this townhome offers low

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  24 Trillium Close, Wintergreen Resort, VA 22967
• 

  

  /63

  $475,000

  $46K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,840 Sq Ft

  17 Ivy Glen Ln, Wintergreen Resort, VA 22967

  Beautiful 4-bedroom, 3.5-bath mountain retreat located in the highly desirable Westwood section of Wintergreen Resort. This spacious townhome offers approximately 1,840 square feet of comfortable living space with exceptional privacy and no units above or below. Recent updates include renovated kitchen countertops, new luxury vinyl plank flooring throughout the main level and bathrooms, new

  STEVE MARIANELLA WINTERGREEN REALTY, LLC

  17 Ivy Glen Ln, Wintergreen Resort, VA 22967
• 

  

  /3

  $36,900

  $11K PRICE DROP

  • Land
  • 9,583 Sq Ft
  • $167,727 per Acre

  lot 6 Devils Bend, Nellysford, VA 22958

  Lot 6 is a beautifully wooded homesite located along the Devils Knob Golf Course. The lot slopes gently toward the golf course, making it well suited for a home with a walkout lower level. A wonderful opportunity for scenic mountain golf living.

  LAUREN KOCH REAL ESTATE III, INC.

  lot 6 Devils Bend, Nellysford, VA 22958
• 

  

  /68

  $689,975

  • 3 Beds
  • 3.5 Baths
  • 1,838 Sq Ft

  867 Shamokin Springs Trail, Roseland, VA 22967

  Just Wow! Step through the front door and immediately be drawn to the Mt. views peeking between the treetops. This is a true mountain home with stone fireplace, exposed beams, vaulted ceilings and fabulous outdoor spaces. Cool breezes sweep across the multiple decks and through the screened porch. Seasonal views are even more dramatic. The primary suite and bath with an awesome walk-in shower

  Robert Craig WINTERGREEN REALTY, LLC

  867 Shamokin Springs Trail, Roseland, VA 22967
• 

  

  /26

  $289,000

  $10K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 851 Sq Ft

  1587 Vistas Condos, Wintergreen, VA 22958

  Wake up to breathtaking panoramic mountain views and watch the sunrise paint the horizon from the comfort of your bedroom in this beautifully maintained Wintergreen condominium. Currently enrolled in the Wintergreen Rental Program, the property grossed approximately $24,000 in 2025 while still allowing the owners ample time to enjoy it as their personal mountain retreat. Both full bathrooms have

  CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

  1587 Vistas Condos, Wintergreen, VA 22958
• 

  

  /8

  $40,500

  • Land
  • 21,780 Sq Ft
  • $81,000 per Acre

  11 Fairway Oaks Ln, Wintergreen Resort, VA 22967

  An incredible opportunity to build your mountain retreat at an unbeatable price! This generously sized corner home site offers a gentle slope for easy access and flexible home siting, giving you plenty of options when it comes to designing the perfect getaway or full-time residence. Conveniently located near Chestnut Springs Pool and just minutes from golf, tennis, pickleball, dining, and other

  Lisa Flood PEAK REALTY VIRGINIA, LLC

  11 Fairway Oaks Ln, Wintergreen Resort, VA 22967
• 

  

  /45

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 1,323 Sq Ft

  138 Oak Ln, Wintergreen Resort, VA 22967

  Perched at the end of a quiet cul-de-sac in Wintergreen Resort, this beautifully updated mountain cottage offers the ideal balance of privacy, comfort, and walkable access. Seasonal mountain views and a peaceful wooded setting create the feeling of a true retreat, while skiing, hiking, dining, and year-round resort amenities remain just minutes away. Sold fully turn-key, the home is ready for

  Lisa Flood PEAK REALTY VIRGINIA, LLC

  138 Oak Ln, Wintergreen Resort, VA 22967
• 

  

  /22

  $2,350,000

  • Land
  • 66.84 Acres
  • $35,159 per Acre

  0 Old Stoney Creek Rd Unit 363654, Nellysford, VA 22958

  Adjoins Wintergreen Resort and is close to Nellysford and all amenities along Rt. 151. Has an extensive and well maintained trail system thoughout that is suitable for ATV's. Photos are on our website, Countsauction.com

  Bill Bryant Ted Counts Realty & Auction

  0 Old Stoney Creek Rd Unit 363654, Nellysford, VA 22958
• 

  

  /3

  $40,000

  • Land
  • 30,056 Sq Ft
  • $57,971 per Acre

  1843 Wintergreen Dr, Wintergreen Resort, VA 22967

  Excellent large .7 acre lot with seasonal views to Reeds Gap for much of the year. The slope toward the rear of the lot would be excellent for a home with a walk-out basement. There is a small creek at the rear of the property to add additional charm. With central sewer and water, underground electric, cable and fiberoptic available, you can have all the luxuries you may desire inside, a nature

  K.T. LYNN WINTERGREEN REALTY, LLC

  1843 Wintergreen Dr, Wintergreen Resort, VA 22967

Showing Results 41 - 71, Page 2 of 2