19

Wintergreen, VA Homes for Sale under $100,000

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  • /14

    $39,000

    $11K PRICE DROP
    • Land
    • 16,988 Sq Ft
    • $100,000 per Acre

    462 Deer Springs Ln, Roseland, VA 22967

    Own a parcel that is like no other especially if you love nature, rock wall/outcropping and expansive views of the woods! Rare opportunity to feel like you own so much more land because this property borders open space. Much of it is in the back allowing a home to be sited to have long range views of woods/forest and NOT neighbors. In addition, right border of the parcel is a huge rock wall/ledge

    Agent Photo

    MARLO ALLEN

    MOUNTAIN AREA NEST REALTY

    462 Deer Springs Ln, Roseland, VA 22967
  • /26

    $89,987

    • Land
    • 16,988 Sq Ft
    • $230,736 per Acre

    0 Blackrock Cir Unit LotWP001, Wintergreen Resort, VA 22967

    Welcome to your slice of paradise nestled in the breathtaking Blue Ridge Mountains! Own one of the last remaining building lots on Wintergreen Resorts prestigious Blackrock Circle and create your dream home where every morning begins with a stunning sunrise. Imagine sipping your coffee on the back porch, soaking in the panoramic views of the mountains as the sun crests over the horizon, shining

    KYLE WATERS Whitetail Properties Real Estate

    0 Blackrock Cir Unit LotWP001, Wintergreen Resort, VA 22967
  • /7

    $52,500

    • Land
    • 16,117 Sq Ft
    • $141,892 per Acre

    41 Hickory Spring Rd, Wintergreen Resort, VA 22967

    A great building lot with rock outcroppings and close to all amenities at Devils Knob. This is a lot wioth an easy walk to wirther the Appalachian Trail or all the facicities or amenities of the Devils Knob Village such as restaurants, tennis and pickleball, golf, the Spa and exercize facilites, pools, etc.

    Tim Merrick WINTERGREEN REALTY, LLC

    41 Hickory Spring Rd, Wintergreen Resort, VA 22967
  • /10

    $41,000

    • Land
    • 19,602 Sq Ft
    • $91,111 per Acre

    433 Laurel Springs Dr, Roseland, VA 22967

    Very nice building site in a great location. Pause on the elevated knoll and experience the partial seasonal pocket views of the Ridge lines, Shenandoah Valley and the Golf Course. Common area and elevation provide privacy and the WPOA buffer leads to the Park Service Land and the Appalachian Trail. Common area buffer across the street can provide access to Shamokin Springs and to the 7th fairway

    Robert Craig WINTERGREEN REALTY, LLC

    433 Laurel Springs Dr, Roseland, VA 22967
  • /11

    $37,500

    $12K PRICE DROP
    • Land
    • 29,185 Sq Ft
    • $55,970 per Acre

    37 Coopers Vantage, Roseland, VA 22967

    Current owner has a home at Wintergreen and had intended to build on this site. He has identified a wonderfully built cabin that could be built on this site which is on a small cul de sac between two very attractive homes. Plans and building estimates are in the docs section of the listing description. The best house location has already been flagged. Please note: the lot is being sold as vacant

    Tim Merrick WINTERGREEN REALTY, LLC

    37 Coopers Vantage, Roseland, VA 22967
  • /8

    $23,900

    $5K PRICE DROP
    • Land
    • 20,908 Sq Ft
    • $49,792 per Acre

    12 Dripping Rock Ln, Roseland, VA 22967

    Tucked away in a small cul-de-sac is this lovely wooded lot on Dripping Rock Ln at Wintergreen Resort! Such a great value at only $29,000! Convenient to Resort amenities and the thriving Nelson 151 agri-tourism corridor featuring award-winning wineries, breweries and distilleries. Located within the Firefly Fiber Internet service area.

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    12 Dripping Rock Ln, Roseland, VA 22967
  • /10

    $59,000

    • Land
    • 20,037 Sq Ft
    • $128,261 per Acre

    1331 Laurel Springs Rd, Wintergreen Resort, VA 22967

    Wonderful level lot that backs up to the national forest giving you extended privacy and protection for miles. This lot would be the perfect location for your mountain retreat.

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    1331 Laurel Springs Rd, Wintergreen Resort, VA 22967
  • /2

    $2,500

    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    1449 Laurel Springs Dr, Nellysford, VA 22958

    Available October 1, 2026 $2,500/Month Minimum Lease Term - One Year Welcome to 1449 Laurel Springs Drive in beautiful Wintergreen Resort, Virginia. This newly constructed mountain home offers approximately 1,660 square feet of thoughtfully designed living space, featuring 3 bedrooms, 2.5 bathrooms, and an attached one-car garage. The floor plan is highlighted by a stunning two-sided fireplace

    DAVID LAMBERT LONG & FOSTER - CHARLOTTESVILLE

    1449 Laurel Springs Dr, Nellysford, VA 22958
  • /5

    $49,000

    $21K PRICE DROP
    • Land
    • 17,859 Sq Ft
    • $119,512 per Acre

    25 Poll Axe, Wintergreen Resort, VA 22967

    Wonderful level lot with easy entry featuring mature hardwoods located on a quiet col du sac. The perfect spot to build your mountain getaway home all within walking distance to Chestnut Springs pool, several great hiking trails and the Shamokin Springs Nature Reserve. The perfect balance of nature's beauty and resort amenities never to be repeated.

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    25 Poll Axe, Wintergreen Resort, VA 22967
  • /22

    $89,987

    • Land
    • 16,988 Sq Ft
    • $230,736 per Acre

    00 Blackrock Cir, Wintergreen Resort, VA 22967

    Welcome to your slice of paradise nestled in the breathtaking Blue Ridge Mountains! Own one of the last remaining building lots on Wintergreen Resorts prestigious Blackrock Circle and create your dream home where every morning begins with a stunning sunrise. Imagine sipping your coffee on the back porch, soaking in the panoramic views of the mountains as the sun crests over the horizon shining

    KYLE WATERS WHITETAIL PROPERTIES REAL ESTATE

    00 Blackrock Cir, Wintergreen Resort, VA 22967
  • /5

    $59,000

    $6K PRICE DROP
    • Land
    • 16,117 Sq Ft
    • $159,459 per Acre

    355 Devils Knob Loop, Roseland, VA 22967

    Golf front site, nearly level and wooded in hardwoods. On the 13th hole of the Devils Knob Golf Course and convenient to walking trails and all resort amenities.

    K.T. LYNN WINTERGREEN REALTY, LLC

    355 Devils Knob Loop, Roseland, VA 22967
  • /8

    $45,000

    • Land
    • 12,632 Sq Ft
    • $155,172 per Acre

    112 Fairway Oaks Ln, Wintergreen, VA 22958

    This property is to the right of the 3rd tee of the Devils Knob Golf Course and at the end of a quiet, almost completely developed street. The property will have a golf view and has the potential for a spectacular view into the Shenandoah Valley. Year round golf views, private and close to Devils Knob facilities.

    Tim Merrick WINTERGREEN REALTY, LLC

    112 Fairway Oaks Ln, Wintergreen, VA 22958
  • /10

    $22,900

    • Land
    • 15,246 Sq Ft
    • $65,429 per Acre

    383 Timber Camp Dr, Wintergreen Resort, VA 22967

    Enjoy the perfect blend of privacy, natural beauty, and convenience with this attractive homesite in Wintergreen, VA. The property offers an almost level building site, making it ideal for a variety of mountain home designs. One side of the lot is bordered by a stunning natural rock formation that creates a beautiful backdrop while providing a natural buffer from the neighboring property. The

    Dima Holmes PEAK REALTY VIRGINIA, LLC

    383 Timber Camp Dr, Wintergreen Resort, VA 22967
  • /23

    $49,900

    • Land
    • 17,424 Sq Ft
    • $124,750 per Acre

    TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967

    Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967
  • /33

    $35,000

    $6K PRICE INCREASE
    • Land
    • 17,859 Sq Ft
    • $85,366 per Acre

    150 Shamokin Springs Trail, Roseland, VA 22967

    Wooded building lot with stunning rock formations looking across to the Shamokin Springs Nature Preserve with its trails and unique micro-environment with flora typical of upstate New York. There is a neighborhood pool within easy walking distance and hiking and walking trails in abundance. Numerous high value homes in the neighborhood and all the amenities of Wintergreen Resort to choose from.

    K.T. LYNN WINTERGREEN REALTY, LLC

    150 Shamokin Springs Trail, Roseland, VA 22967
  • /2

    $35,000

    $25K PRICE DROP
    • Land
    • 20,037 Sq Ft
    • $76,087 per Acre

    32 Chestnut Ln, Wintergreen Resort, VA 22967

    Beautiful lot, spectacular views

    GREG BALDWIN CORE REAL ESTATE PARTNERS LLC

    32 Chestnut Ln, Wintergreen Resort, VA 22967
  • /42

    $34,500

    • Land
    • 19,166 Sq Ft
    • $78,409 per Acre

    107 Chestnut Ln, Roseland, VA 22967

    What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

    K.T. LYNN WINTERGREEN REALTY, LLC

    107 Chestnut Ln, Roseland, VA 22967
  • /3

    $36,900

    $11K PRICE DROP
    • Land
    • 9,583 Sq Ft
    • $167,727 per Acre

    lot 6 Devils Bend, Nellysford, VA 22958

    Lot 6 is a beautifully wooded homesite located along the Devils Knob Golf Course. The lot slopes gently toward the golf course, making it well suited for a home with a walkout lower level. A wonderful opportunity for scenic mountain golf living.

    LAUREN KOCH REAL ESTATE III, INC.

    lot 6 Devils Bend, Nellysford, VA 22958
  • /3

    $40,000

    • Land
    • 30,056 Sq Ft
    • $57,971 per Acre

    1843 Wintergreen Dr, Wintergreen Resort, VA 22967

    Excellent large .7 acre lot with seasonal views to Reeds Gap for much of the year. The slope toward the rear of the lot would be excellent for a home with a walk-out basement. There is a small creek at the rear of the property to add additional charm. With central sewer and water, underground electric, cable and fiberoptic available, you can have all the luxuries you may desire inside, a nature

    K.T. LYNN WINTERGREEN REALTY, LLC

    1843 Wintergreen Dr, Wintergreen Resort, VA 22967

Home Price Trends

Median Sale Price
$258,000
Median Single Family Sale Price
$644,475
Median 2 Bedroom Sale Price
$256,000
Median 1 Bedroom Sale Price
$202,500
Average Price Per Sq Ft
$276
Number of Homes for Sale
8
Last 12 months Home Sales
18
Months of Supply
5.30
Median List Price
$267,250
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-11%
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