Wintergreen, VA Homes for Sale under $600,000

Bright and welcoming 3-bedroom, 3-bath end-unit condo offers the perfect blend of comfort, convenience, and mountain charm. Enjoy easy, one-level living with no stairs and elevator access right from the parking area. The entire interior has just been painted and is immaculate—never used as a rental and is truly move-in ready. Newer windows throughout. An open floor plan features a cozy

Lisa Flood PEAK REALTY VIRGINIA, LLC

Rare opportunity to own a beautifully updated mountain home in an exceptional location along Shamokin Spring! The entire rear boundary follows the bold, picturesque stream, with wonderful views and the soothing sound of rushing water enjoyed from the home and expansive rear deck. The inviting open floor plan features a great room with cathedral ceilings and a dramatic floor-to-ceiling

Dima Holmes PEAK REALTY VIRGINIA, LLC

Huge price drop!! It's time to move!! Peaceful, private property in beautiful Wintergreen Resort! Fabulous opportunity for your own 3 bedroom, 3 FULL bath retreat including a 2 car attached garage with additional ample parking in the large drive! Enjoy the fantastic foliage from the sunroom while sipping your morning coffee. From the floor to ceiling cathedral windows, it feels like you're

ON POINT PROPERT TEAM EPIQUE REALTY

Charming mountain retreat overlooking the 5th fairway of Devils Knob Golf Course, tucked away at the end of a quiet cul-de-sac and within walking distance of Chestnut Springs Pool Park and nearby hiking trails. Offered fully furnished and turnkey, this home features a thoughtfully designed floor plan ideal for larger families, shared ownership, or rental use, with two bedrooms and a full bath on

Dima Holmes PEAK REALTY VIRGINIA, LLC

Welcome to your mountain escape in the heart of Wintergreen Resort! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and four-season adventure. Offered turnkey with a solid rental history. Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers mountain living at its best. Highlights include

Wayne Flood PEAK REALTY VIRGINIA, LLC

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

Kate Farley PEAK REALTY VIRGINIA, LLC

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

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Welcome home to this spacious 5 bedroom home with gracious front porch, sparkling hardwood floors, high ceiling providing great natural light, elevated back deck for grilling and enjoying the peace and quiet of this mountain setting. Kitchen with granite counters, custom hickory cabinets, and stainless appliances. Close to the Devil's Grill, Devil's Knob Golf and Tennis and Wintergarden Spa. Main

BETTY GREEN WINTERGREEN REALTY, LLC

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

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

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

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

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

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

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

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

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

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

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

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

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

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