Wintergreen Houses for Sale

Beautiful craftsman-style home built by renowned local builder Duncan Macfarlane of Macfarlane Homes. Constructed with SIPs (Structural Insulated Panels), this green-build offers excellent energy efficiency, sound insulation, and durability. The spacious floor plan features a large primary suite on the main level, with four guest bedrooms and a generous family room upstairs. An attached two-car

Dima Holmes WINTERGREEN REALTY, LLC

This mid-century modern mountain cottage is one of the first Deck House homes ever built at Wintergreen Resort, offering a unique blend of architectural character and mountain charm. Known for their quality construction, Deck House homes feature rich natural wood finishes, abundant windows for passive solar warmth, and an airy, light-filled layout. Enjoy one-level living with heart pine ceilings,

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

This home is absolutely pristine! Walk just a few steps from your driveway to the trail leading right out to the Tyro slope. New remote controlled gas log insert, radon mitigation system, security system, new gutters & guards and PVC band board around deck. Featuring a large deck and with views across to the Ridge with swings located below in a beautifully landscaped area. Driveway is paved with

Wayne Flood WINTERGREEN REALTY, LLC

This is a fantastic ski chalet with a great location. It is just yards from the Eagles Swoop slope and a few minutes walk to the Mountain Village. Cozy, charming, and warm, the owners have spared no expense with extensive renovations and the appropriate maintenance. Architect Robin Meyer designed and managed the project with Tectonics II completing the work. They added a mudroom/entrance, 2

Ben Holmes WINTERGREEN REALTY, LLC

More Pictures coming soon. Nestled high near the top of Wintergreen Resort, this stunning unique Wintergreen property that offers a perfect blend of luxury and comfort, ideal for year-round living, short term rentals or a weekend getaway. Unlike others this property has a detached garage with a driveway and pull off area. Surrounded by breathtaking mountain views and lush, natural beauty, this

STEVEN MARTIN RE/MAX NEW HORIZONS

BRAND NEW ROOF INSTALLED JUNE 2025!!This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful kitchen highlight the main living area, along with a wood burning fireplace. Extras include a full

STEVE MARIANELLA WINTERGREEN REALTY, LLC

880 Devils Knob Loop is a stunning mountain estate where luxury and livability converge in the heart of Wintergreen Resort. This 6-bedroom, 5 full and 3 half-bath home blends timeless architecture with thoughtful updates, including Ipe hardwood decking, sleek glass railings, and top-tier Viking and Sub-Zero appliances. The vaulted great room, anchored by a dramatic stone fireplace, flows

Jeff Mattie CORE REAL ESTATE PARTNERS LLC

Discover your mountain retreat at Wintergreen Resort, where this beautifully renovated three-bedroom, two-and-a-half-bathroom home awaits. This property has undergone over $100,000 in recent upgrades that transform it into a true gem. The heart of the home features vaulted ceilings and a stunning wood-burning stone fireplace, perfect for cozy evenings after mountain adventures. Recent

Cameron Carroll WINTERGREEN REALTY, LLC

This is a centrally located Wintergreen home with a strong rental history. The current owners have invested a substantial amount of money on interior upgrades with a major overhaul of the kitchen, almost all new windows/doors and new vapor barrier in the crawlspaces. The open floorplan is great for entertaining, and the four ample bedrooms offer plenty of room for guests. The parking area and

Ben Holmes WINTERGREEN REALTY, LLC

Incredible mountain retreat nestled in the heart of Wintergreen Resort. This luxurious 6-bedroom home is a true gem, surrounded by the rugged peaks and dense forest of the Blue Ridge Mountains, offering breathtaking panoramic vistas. Spread across three levels, this expansive property seamlessly blends elegance with the natural beauty of its surroundings. The entry-level features a bright and

Robert Dawson BHHS Dawson Ford Garbee

Three words come to mind when describing this lovely chalet: Peace, then Quiet, & finally Quality. It is a place where one would go to unwind and recapture the tranquility of being in the forest in one of the most special places on Earth. This mountain chalet is at the end of a very quiet cul de sac not too far from the major facilities of Devils Knob It borders open space, the head waters of

Tim Merrick WINTERGREEN REALTY, LLC

Charming 4BR/2.5BA chalet in Wintergreen with a three tier sprawling deck on over a half acre wooded lot. Updated kitchen with granite counters and stainless steel appliances, large butcher block island with storage, and great room with a study/gaming area. New water heater, vent hood, and deck re-stained in 2022. Skylights tinted, new trash compactor, and wood grain tiles installed on main level

Elise Dunton NoVA to CoVA Realty Inc

This is the opportunity you've been waiting for! If you've been dreaming of that perfect mountain getaway, now is the time to make your move. Seller is currently offering an incredible $10,000 toward your closing costs with an acceptable offer! Welcome to Inglenook, a beautifully updated mountain cottage at Wintergreen offering seasonal mountain views, and just a short distance from the main

LISA FLOOD WINTERGREEN REALTY, LLC

Here's a classic contemporary chalet you can enjoy year round at Wintergreen! With its convenient location to the slopes, this 3br/1.5ba getaway on Chestnut Ln has lovely seasonal mountain views and a large deck for entertaining. Inside, the warm wood paneling rises to a vaulted ceiling with a cozy den in the loft. The main level features an open concept kitchen/living/dining area, as well as 3

Yvette Stafford MOUNTAIN AREA NEST REALTY

Welcome to your dream slopeside retreat at Wintergreen! This luxurious and spacious home is a true gem, nestled right on the ski slope with breathtaking views that will leave you in awe. With room to accommodate all your family and friends, this home boasts not just one, but two master suites and a total of 5 bedrooms, all adorned with high-end finishes that exude luxury at every corner. Step

Michelle Doherty RLAH @properties

Just in time for ski season, this cozy home has been newly renovated with a new kitchen, new flooring, paved driveway, fresh paint and new windows as well as other features. The winding entry stairs and stone walls from a previous renovation are still there for mountain charm. Lots of windows and height give the feeling of living in the treetops as well as providing height for views. Located

K.T. LYNN WINTERGREEN REALTY, LLC