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$365,000
2 Beds ⋅ 2 Baths ⋅ 670330 MLS
This top-floor, end-unit condo offers stunning year-round mountain views and convenient access to the Highlands slopes, Devils Knob Village golf and tennis facilities, and the Wintergarden Spa & Aquatics Center. The light-filled interior features vaulted ceilings and tasteful furnishings that create a warm, inviting atmosphere. Recent updates include a new HVAC system, water heater, windows, and sliders. Perfect for personal enjoyment or as a low-maintenance rental property, this condo combines comfort, style, and convenience in one exceptional mountain retreat. Active rental averaging $25,750. gross annual revenue, so contact agent for showing availability. Last rental is November 7-9 so no showings during this period.

1421 Highlands Condos, Wintergreen Resort

$362,000
3 Beds ⋅ 3 Baths ⋅ 677528 MLS
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 space highlighted by soaring ceilings, gleaming hardwood floors, and an open, welcoming feel. Wraparound decks extend the living space outdoors—perfect for relaxing, entertaining, or enjoying crisp mountain air. Upstairs, a private primary suite provides separation and privacy, while the terrace-level rec room and half bath offer flexible bonus space for guests, hobbies, or media use. A compact, corner spiral staircase connects all three levels while preserving valuable living space throughout the home. Well-suited for gatherings, weekend escapes, or a full-time mountain lifestyle, this home blends comfort, character, and convenience in a serene setting.

145 Firtree Dr, Wintergreen Resort

$360,000
2 Beds ⋅ 2 Baths ⋅ 677402 MLS
Wake up to breathtaking ridgeline sunrises and experience true ski-front living from this rare top-floor end-unit Highlands condo in Wintergreen Resort. With extra windows, exceptional privacy, and panoramic mountain views, this beautifully updated 2BR/2BA retreat captures the magic of mountain living in every season. Never rented and thoughtfully maintained, the condo is offered fully furnished and move-in ready, featuring two fully renovated bathrooms (2025), HVAC (2019), washer/dryer (2024), and a new roof (2025). The light-filled living space was designed for relaxing and gathering, complete with a wood-burning fireplace, 73” TV, and professionally installed theater sound system for cozy evenings after a day on the slopes. Step onto the updated private deck to soak in the endless views, or walk just steps to direct ski access for effortless days on the mountain. Walk to Fire & Frost, spa, fitness, golf, and tennis. The Highlands Leisure Trail places dining, shops, and year-round amenities all within easy reach. Rarely do views, privacy, updates, and location come together so effortlessly in one of Wintergreen’s most sought-after settings.

1418 Highlands Condos, Wintergreen Resort

$357,500
2 Beds ⋅ 2 Baths ⋅ 668502 MLS
First time on the market! This 2BR/2BA Ridgeline condo offers gorgeous mountain and Rockfish Valley views. Wake up to stunning sunrises and enjoy large windows that fill the entire living area with light. The inviting living room with wood-burning fireplace is perfect after a day of hiking or skiing. Very lightly used, never rented, freshly painted, no more popcorn ceiling, and sold furnished with newer mattresses, carpeting, and custom shades throughout. Spacious kitchen with ample counter and cabinet space, owner suite with private bath, and second bath conveniently located off the living area. A newly replaced deck expands your outdoor living space. Minimal stairs make access easy. Walk to the Highlands ski lift, access the Highlands Leisure Trail, and enjoy close proximity to Devils Knob Golf & Restaurant, tennis, pickleball, Fire & Frost, and the Wintergarden Spa. Don’t miss the opportunity to make this one yours!

1518 Cliffs Condos, Wintergreen Resort

$335,000
4 Beds ⋅ 4 Baths ⋅ 672879 MLS
Welcome to your perfect mountain retreat! This 4-bedroom, 3.5 bath, spacious townhome is located in the heart of Devils Knob Village. Directly across from the Aquatics & Fitness center, this townhouse is a short walk to the golf & tennis center, pools, the trillium flower field, Nature Foundation and several hiking trails. Recently used as housing for tennis students, this spacious layout sleeps 14 comfortably. This home would be ideal for 2 families to share and enjoy, or as a rental property. Sun filled large open LR and main level, all anchored by a large wood burning FP. Many updates over the years; most recent include oversized flat screen TV in LR, new carpet, fresh interior paint and new washer/dryer. Lightly furnished, offering a great opportunity to bring your own style and personal touches. Vacant and easy to show.

22 Trillium Close, Wintergreen Resort

$325,000
3 Beds ⋅ 3 Baths ⋅ 668827 MLS
You are going to love this well-maintained 3 br/3 ba condo with ground floor walkout in North Ridge! Just steps away to Wintergreen tennis and pickleball courts and the Devils Knob golf course and restaurant, this unit was built in 2020. Take note of the large casement windows throughout the condo, which shower in plenty of sunshine throughout the day. Open up the door to the deck to let in the breeze. Enjoy a kitchen with granite counters and stainless appliances, and wood-look laminate flooring. The primary bedroom has its own en-suite bathroom; a second bedroom has its own full bath as well. A third bedroom would be great as an office or guest room, with the condo's third bathroom across the hall. An inviting wood burning fireplace in the living room is the place to relax after a long day on the slopes. Fabulously fast fiber internet streaming via Firefly. This home would be a great personal getaway – which is how the owners have enjoyed it – or make a fantastic rental. Sold furnished and ready for you to enjoy!

3234 N Ridge Condos, Wintergreen Resort

$320,000
1 Beds ⋅ 1 Baths ⋅ 678894 MLS
Perched atop The Ridge with sweeping panoramic views of the Rockfish Valley and Blue Ridge beyond, this ground-floor end unit at The Cliffs offers something genuinely special: direct access to a secluded outdoor space while your upstairs neighbors are limited to their balconies — ideal for four-season living, your pet, and morning coffee with that glorious mountain view. The 2022 renovation was total and uncompromising: luxury vinyl tile, quartz countertops and backsplash, white soft-close cabinetry, Samsung smart appliances, wood-burning fireplace with new porcelain hearth and glass doors, fully retiled bath, and smart home features throughout — Ecobee thermostat, Yale lock, and Ring doorbell. Every detail considered, nothing overlooked. Convenient to Devils Knob Golf, Wintergarden Spa, Fire & Frost, and the Highlands Ski Lift. Strong rental potential in a sought-after resort community, or keep it entirely to yourself. Fully furnished and move-in ready. Ask your agent for the complete improvement list.

1501 Cliffs Condos, Wintergreen Resort

$304,000
2 Beds ⋅ 2 Baths ⋅ 671797 MLS
Cozy, beautifully renovated 2-bedroom condo located directly on Eagles Swoop Ski Slope — the first slope to open each season, the last to close, and the only one offering night skiing at Wintergreen. This ground-floor, end-unit condo provides true ski-in/ski-out access. You can literally ski right off your patio and return directly back into the condo from the slope — an unbeatable location for ski lovers. The interior has been thoughtfully renovated and tastefully decorated throughout. The living room features a charming wood-burning fireplace and is open to the kitchen, creating a warm and inviting mountain retreat perfect for relaxing or entertaining. Eagles Ct condos enjoy one of the most central locations at Wintergreen Resort, situated in the heart of the mountain and directly across the street from The Market. Walk to The Edge restaurant and the Mountain Inn Lodge, where you’ll find additional dining and shopping options. A rare bonus: this condo features a private hot tub on the patio — extremely uncommon, as hot tubs are not permitted in most condo neighborhoods. Offered turn-key and move-in ready, this is an exceptional opportunity for a slope-side getaway, rental, or both.

113 Eagles Ct, Wintergreen Resort

$289,900
2 Beds ⋅ 2 Baths ⋅ 668995 MLS
This well maintained slope-side condo offers the ultimate convenience—step right out your door and onto the slopes! Located in the heart of Center Village with a dedicated parking. You're just a short walk to all the action, including restaurants, shopping, and a vibrant array of events like music and art festivals. Whether you're looking for a personal retreat or an excellent rental investment, this property is ready for enjoyment. Recent updates: new interior paint, new wainscoting, new kitchen appliances, and new window treatments. Beyond skiing, the area boasts easy access to hiking, biking, and countless other outdoor adventures. Don’t miss this opportunity to own a prime piece of mountain living!

123 Eagles Ct Unit 123, Wintergreen Resort

$265,000
2 Beds ⋅ 2 Baths ⋅ 677153 MLS
Beautifully renovated top-floor condo at Wintergreen Resort, with nearly all upgrades completed within the last five years. Offered fully furnished and turnkey with upscale furniture, high-end finishes, and tasteful décor throughout. The stunning kitchen features quartz countertops, driftwood cabinetry, stainless steel appliances, and an open layout ideal for entertaining. Beautiful hardwood floors and ceramic tile flow throughout the home. Cathedral ceilings and the top-floor location provide abundant natural light along with added privacy and quiet enjoyment. The lower-level bedroom has been transformed into a cozy yet luxurious family room/home theater with blackout shades for the perfect movie-night ambiance, but can easily be converted back into a bedroom if desired. Enjoy a nice deck overlooking peaceful woods, offering a relaxing mountain setting. Easy access from the parking area to the condo with minimal stairs. Prime location just steps from the ski slopes and The Market, with hiking trails, restaurants, shops, and the main Wintergreen Resort village all within walking distance. A fantastic turnkey mountain retreat offering comfort, style, and convenience in every season.

777 Laurelwood Condos, Wintergreen Resort

$265,000
2 Beds ⋅ 2 Baths ⋅ 667298 MLS
Spacious and updated 2BR/2BA condo with loft, ideally located in the heart of Wintergreen Resort Village—just a short walk to the Mountain Inn and ski slopes. This well-designed villa lives more like a townhouse, offering better privacy with no neighbors above or below. The floor plan includes a bedroom and full bath on each level, plus a versatile sleeping loft. The open-concept kitchen flows into the dining area and living room, where you'll enjoy a cozy wood-burning fireplace and access to a private deck. The primary suite on the lower level features a walk-in closet and walk-out patio. Mini-split systems for heating and cooling are just 2 years old, and the property has seen many major upgrades over the past 4 years. Located in the White Oak neighborhood, which offers some of the lowest condo HOA fees at Wintergreen. Sold turn-key furnished—move right in and enjoy!

649 White Oak Condos, Wintergreen Resort

$260,000
2 Beds ⋅ 2 Baths ⋅ 677184 MLS
Rare top-floor 2BR Stone Ridge condo at Wintergreen Resort featuring wide views of the 18th fairway and green along with beautiful seasonal mountain views and stunning sunsets. The top-floor location offers a more distinctive floor plan than mid-level units, with tray ceilings in the living room and peaked ceilings in the bedrooms, creating a more spacious and inviting feel. As an end unit, the condo is brighter, more private, and quieter from neighboring units. The interior has been beautifully renovated and meticulously maintained, featuring a stunning kitchen with quartz countertops, tile backsplash, and stainless steel appliances. The primary bathroom has also been tastefully updated to include a beautifully tiled shower. Never rented and in excellent condition, this condo conveys fully furnished and turnkey, making it ready for immediate enjoyment. Prime location right next to the Spa & Aquatics Center, and within easy walking distance to Devils Knob Golf & Racket Sports Center, Devils Grill Restaurant, and the Nature Foundation just across the street. A fantastic opportunity to own a stylish mountain retreat in one of Wintergreen’s most desirable locations.

2063 Stone Rdg, Wintergreen Resort

$260,000
3 Beds ⋅ 3 Baths ⋅ 666934 MLS
This three bedroom/three bath condo, in the center of three major Wintergreen amenities, is the very closest condo on the mountain to walk to the Devils Knob Clubhouse! Imagine being able to easily jaunt down to both golf and tennis, as well as up to the aquatics center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the most incredible places to dine in the area, and just steps away from the condo. Not only is the location perfect to walk to amenities, this condo is in the newest Stone Ridge building (built in 2004) with new furniture included as part of this turnkey getaway. Two king bedrooms have en suite bathrooms. For ground level Stone Ridge condos, it has the least amount of steps to access the front door. The patio and grassy areas are perfect for an extended outdoor living space for the whole family, pets included. Location, age, and access make this wonderful Stone Ridge an absolutely fantastic property. Come check out this mountain haven where the temperatures are some of the coolest in Virginia, at the highest golf course in Virginia!

2082 Stone Rdg, Wintergreen Resort

$259,000
2 Beds ⋅ 3 Baths ⋅ 672873 MLS
Completely renovated and move-in ready townhouse at Wintergreen Resort with a modern interior and a highly desirable central location. Hardwood floors throughout and fresh interior paint were completed in 2025, creating a bright, updated feel. Major upgrades between 2018–2020 include replacement of select windows, a fully conditioned crawlspace, a high-efficiency Trane HVAC system with remote programmable thermostats, and granite countertops in the kitchen and baths. The dishwasher and washer/dryer were replaced in 2024, while the oven/microwave and refrigerator are brand new and have never been used. Roof replaced in 2011. This 2-bedroom, 2.5-bath floor plan offers an open main level with a spacious kitchen flowing into the dining area and living room with a wood-burning fireplace, plus a convenient half bath. Upstairs are the primary bedroom with en-suite bath and a guest bedroom with its own full bath. Enjoy a large deck backing to a generous wooded area, offering privacy and a peaceful setting. Ideally located across the street from the Wintergarden Spa & Aquatics Center, next door to the Nature Foundation, and within walking distance to Highlands ski slopes and Fire & Frost Bakehouse. Very attractively priced for a quick sale

10 Trillium Close, Wintergreen Resort

$259,000
2 Beds ⋅ 2 Baths ⋅ 672153 MLS
OPEN HOUSE CANCELED; Renovated and sold turn-key! Updated and tastefully furnished making it a great income generating condo and/or vacation getaway. Make money right out of the gate (historically grossing about 40k a year) and also save by being in one of the least expensive condo associations on the mountain. You and/or your guests will enjoy a prime location with just a short stroll to ski slopes and Mountain Inn shops, restaurants, and activities! Many extras: Vaulted ceiling, end unit with lots of windows for a bright open flow, wood burning fireplace with brick surround, kitchen with granite countertops and newer appliances, luxury vinyl plank flooring throughout (No carpet!), new deck overlooking woods for added privacy, and many other updates. Sold with all appliances, furniture, and furnishings.

485 Three Ridges Condos, Wintergreen Resort

$258,000
2 Beds ⋅ 2 Baths ⋅ 668511 MLS
Discover mountain living at its finest in this charming 2-bedroom, 2-bathroom golf-front condo at prestigious Wintergreen Resort. This well-designed Blue Ridge Mountains retreat offers the perfect balance of comfort and convenience for seasonal getaways or year-round residence. The thoughtfully planned layout maximizes space with an inviting living area and tastefully appointed bathrooms. Wintergreen Resort surrounds you with endless recreational opportunities, from skiing in winter to hiking and golfing during warmer months. Adventure seekers will appreciate proximity to outdoor attractions throughout the Blue Ridge Mountains. This mountain retreat combines resort living tranquility with convenient access to natural wonders.

2056 Stone Rdg, Wintergreen Resort

$249,000
1 Beds ⋅ 1 Baths ⋅ 679289 MLS
Enjoy sweeping mountain views right out your private patio in this ground-level, walk-out condo at Wintergreen. This 1BR/1BA unit has been thoughtfully updated with granite counters throughout, stainless appliances, and a stylish shiplap-accented fireplace wall in the open-concept living area, with firewood provided by the condo association. Hardwood floors run through the living and dining space, with a spacious kitchen island perfect for entertaining. The primary suite offers the same long-range mountain views, and in-unit stacked laundry adds everyday convenience. Concrete and steel construction offers excellent sound suppression between units. Located close to Devils Knob Village Golf & Tennis Center, hiking trails, and the Highlands ski lift, with access to the community shuttle route. A great option for full-time living, a mountain getaway, or rental potential. Association fees include area maintenance, road maintenance, snow removal, security, and community pool access.

1505 Cliffs Condos, Wintergreen Resort

$245,000
1 Beds ⋅ 1 Baths ⋅ 668910 MLS
Stunning slopeside condo located directly on the Diamond Hill ski slope—step out from your patio and hit the slopes! This beautifully renovated unit offers an open floor plan with a wall of windows that brings the ski action and mountain views right into your living space. A cozy wood-burning fireplace serves as the centerpiece of the living area, perfect for après-ski relaxation. Completely updated in 2021, the condo features luxury vinyl plank flooring, a modern kitchen with quartz countertops, floating shelves, new appliances, and a new HVAC system. Designed for comfort and style, it sleeps up to 6 and is tastefully furnished and decorated throughout. Offered fully furnished and move-in ready, this turn-key condo is just a short walk to restaurants, the Mountain Inn Lodge, and all that the heart of the ski village has to offer. Don’t miss this rare opportunity to own a true slopeside retreat!

913 Diamond Hill Condos, Wintergreen Resort