25

Wintergreen, VA Homes for Sale under $700,000

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  • /50

    $569,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,336 Sq Ft

    67 S Forest Dr, Roseland, VA 22967

    Nestled high near the top of Wintergreen Resort, this 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 home features an open-concept living

    Agent Photo

    STEVEN MARTIN

    RE/MAX NEW HORIZONS

    67 S Forest Dr, Roseland, VA 22967
  • /42

    $499,500

    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    1943 High Ridge Place, Roseland, VA 22967

    Set high on Wintergreen's coveted ridgeline, this tastefully renovated two-bedroom, two-bathroom condo combines refined comfort with a setting nature lovers adore. Housed in arguably the nicest building on the ridge, it arrives fully furnished with quality pieces, plus a new heating and cooling system, a walk-in shower, and convenient elevator access—so settling in takes little more than

    Agent Photo

    Ben Holmes

    PEAK REALTY VIRGINIA, LLC

    1943 High Ridge Place, Roseland, VA 22967
  • /33

    $499,000

    $31K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,675 Sq Ft

    20 Red Cedar Ct, Roseland, VA 22967

    Own a home at beautiful Wintergreen Resort with many amenities of hiking, sking, golf, reasturants and benefits of Nelson county. This home has 4 bedrooms and 3 baths with a nice deck for dining and entertaining, 2 car garage and a new roof(2025), with a little updating you would have a great investment and charming home.

    Agent Photo

    FRANCESCA SAN GIORGIO

    FOUR SEASONS REALTY 1

    20 Red Cedar Ct, Roseland, VA 22967
  • /43

    $495,000

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

    1826 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    This cozy and bright view condo is a gem. It is nicely updated and super clean, with newer LVP floors, a walk-in shower, updated kitchen countertops, and stainless steel appliances most of the heavy lifting is complete. Featuring convenient ground-level entry with covered parking. Well located within the resort with easy access to the amenities. The Nature Foundation at Wintergreen sits barely a

    Agent Photo

    Ben Holmes

    PEAK REALTY VIRGINIA, LLC

    1826 High Ridge Ct Condos, Wintergreen Resort, VA 22967
  • /32

    $469,900

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,483 Sq Ft

    1817 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    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

    1817 High Ridge Ct Condos, Wintergreen Resort, VA 22967
  • /57

    $529,900

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    426 Laurel Springs Dr, Wintergreen Resort, VA 22967

    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

    426 Laurel Springs Dr, Wintergreen Resort, VA 22967
  • /68

    $560,000

    $139K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,301 Sq Ft

    781 Devils Knob Loop, Roseland, VA 22967

    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

    781 Devils Knob Loop, Roseland, VA 22967
  • /75

    $645,000

    $55K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,703 Sq Ft

    377 Devils Knob Loop, Roseland, VA 22967

    Custom-built and truly one of a kind, this exceptional golf-front mountain home is ideally situated on a beautifully landscaped, private lot along prestigious Devil's Knob Loop. Lovingly maintained by its original owners & never rented, this distinctive residence showcases stunning custom stonework throughout and offers the perfect combination of craftsmanship, comfort, & mountain charm. Designed

    STEVE MARIANELLA WINTERGREEN REALTY, LLC

    377 Devils Knob Loop, Roseland, VA 22967
  • /59

    $474,500

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,891 Sq Ft

    20 Blue Ridge Ct, Roseland, VA 22967

    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

    20 Blue Ridge Ct, Roseland, VA 22967
  • /24

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    280 Fawn Ridge Dr, Roseland, VA 22967

    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

    280 Fawn Ridge Dr, Roseland, VA 22967
  • /46

    $585,000

    Open House 9/06
    • 3 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    27 Pedlars End, Roseland, VA 22967

    OPEN HOUSE, Sunday, September 6, 2pm - 4pm. 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,

    Kate Farley PEAK REALTY VIRGINIA, LLC

    27 Pedlars End, Roseland, VA 22967
  • /51

    $599,000

    $50K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,537 Sq Ft

    952 Blue Ridge Dr, Wintergreen Resort, VA 22967

    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

    952 Blue Ridge Dr, Wintergreen Resort, VA 22967
  • /42

    $589,000

    $31K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,218 Sq Ft

    17 Pine Siskin Ln, Roseland, VA 22967

    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

    17 Pine Siskin Ln, Roseland, 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
  • /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
  • /55

    $566,500

    $33K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    457 E Catoctin Dr, Roseland, VA 22967

    Bring ALL offers! Being sold furnished, personal belongings and toiletries do not convey . Too many upgrades, features to list! Review list in documents. Welcome to your dream mountain getaway or easy-living primary residence on the highly desirable Catoctin Drive. Crafted by RM Gantt, one of the mountain’s most reputable builders, this home perfectly balances rustic charm, modern luxury, and

    Jill Vlasic RE/MAX Gateway

    457 E Catoctin Dr, 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
  • /45

    $642,000

    • 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
  • /32

    $549,500

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

    20 Buckhorn Ln, Roseland, VA 22967

    There is truly nothing else like this at Wintergreen—an authentic circa 1801 log cabin, originally built in Madison County and reconstructed in 2000 by renowned builder Lewis Ramsey and his son, Luke. Featured in Historic Preservation Magazine for his craftsmanship, Ramsey used hand-hewn chestnut, poplar, and oak logs that reflect early Virginia building traditions. The kitchen, a historic

    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
  • /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
  • /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
  • /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
  • /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

Home Price Trends

Median Sale Price
$256,000
Median 2 Bedroom Sale Price
$259,000
Median 1 Bedroom Sale Price
$151,000
Average Price Per Sq Ft
$277
Number of Homes for Sale
6
Last 12 months Home Sales
21
Months of Supply
3.40
Median List Price
$259,975
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-12%
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