Wintergreen, VA Houses for Sale

Beautifully designed 4BR, 3.5BA split-level mountain retreat offering 3,140 finished sqft at Wintergreen Resort. This 2.5-level home features a highly functional floor plan ideal for comfortable living and entertaining, with a large private primary suite occupying the entire top floor and a second primary suite on the first level. The dramatic main level showcases a soaring cathedral-ceiling

Dima Holmes PEAK REALTY VIRGINIA, LLC

Quench your thirst for the Wintergreen Lifestyle at the "Thirsty Bear". Five bedrooms and 4 baths with stunning views over Laurel Springs Ridge towards the Shenandoah Valley. Privacy abounds at the end of the cul de sac and spend the lazy days of summer at the Chestnut Springs pool which is just steps away. Or on those chilly mornings take a soak in the hot tub. Find efficiency features such as 2

Robert Craig WINTERGREEN REALTY, LLC

Price reduction!! 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 bringing the outside,

ON POINT PROPERT TEAM EPIQUE REALTY

This exceptional Wintergreen home blends a stunning modern interior with a mountain charm that makes resort living so special. Perfectly positioned on the golf course, the property offers expansive fairway views and an incredibly spacious layout with all bedrooms conveniently located on the main level. Every bedroom features its own en suite bath, and the home includes two impressive primary

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 home's common-sense floor plan lends itself to carefree living. Enjoy the Wintergreen lifestyle in this efficient one-level home in the trees above a large conditioned crawl space. While the plan is efficient, there are lots of windows and a wall of glass to bring in light and to allow the enjoyment of nature. The generous deck provides areas for outdoor living and entertaining. Shamokin

K.T. LYNN WINTERGREEN REALTY, LLC

This is your chance to own a charming, updated mountain retreat just minutes from the heart of Wintergreen. Inglenook is a thoughtfully renovated cottage offering seasonal mountain views, a private setting backing to WPOA open space, and outdoor living areas designed to enjoy the natural surroundings. The main level features two bedrooms and a full bath, along with an airy, light-filled living

LISA FLOOD 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 to this completely renovated mountain vacation property. Adjoining the Old Appalachian Trail, back side of the house - FACING WEST - with spectacular views! Perfect layout for MULTI-GENERATIONAL living with SEPARATE, expansive congregating spaces. The two bottom levels have individualized, gathering spaces with walk -out decks anchored by huge rustic fireplaces. 2 full bedrooms upstairs

Jill Vlasic RE/MAX Gateway

Come see this 4 bedroom, 4 and a half bath mountain home with PANORAMIC VIEWS before its gone! Beautiful open floor plan with virtually no steps to enter. Great Room with wood cathedral ceilings, floor to ceiling fireplace, hardwood floors. Furnished and ready to enjoy, this property has had steady rental revenue over the last 18 months. Large decks on multiple levels to enjoy the cool summer

STEVE MARIANELLA WINTERGREEN REALTY, LLC

Charming, very well kept 1 level single family home on +/- 1/2 acre wooded lot on top of Wintergreen Mountain behind the 7th Tee Box of Devils Knob Golf Course. Offered fully and tastefully furnished. Enjoy golf course views from the rear deck & wooded views from the front porch. Open, bright plan with vaulted ceilings. Recent upgrades include Taj Mahal Quartzite counters in the kitchen, new

Jacob Taylor Blue Valley Real Estate

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

Paul Hess NEST REALTY GROUP

880 Devils Knob Loop is considered by many to be the crown jewel of high-end properties at Wintergreen Mountain. The craftsmanship, architectural composition, and panoramic views are unrivaled. This 6-bedroom, 5 full and 3 half-bath home features custom wood and stonework throughout and is bathed in natural sunlight that pours through floor-to-ceiling windows across every level. The home features

Paul Hess NEST REALTY GROUP

Immaculate Wintergreen retreat set among the trees near Devils Knob Village, Shamokin Gorge, and Chestnut Springs Pool, this beautifully updated mountain home captures the warmth, privacy, and relaxed charm buyers seek at Wintergreen. Vaulted ceilings, exposed beams, shiplap accents, and a dramatic stone fireplace create an inviting atmosphere from the moment you enter. The main-level primary

LISA FLOOD PEAK REALTY VIRGINIA, 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