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Newest Homes for Sale in Wintergreen, VA

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  • /6

    $39,000

    • Land
    • 0.43 Acre
    • $90,698 per Acre

    TBD Winter Wren Ln, Rockfish, VA 22967

    Build your mountain getaway or full-time home on this peaceful 0.43-acre wooded lot in Wintergreen Resort. The property features gentle terrain, public water and sewer access, and a convenient location close to golf, tennis, hiking trails, and resort amenities. Enjoy privacy surrounded by nature while being just minutes from restaurants, the Wintergarden Spa, and all that Wintergreen offers

    BETINA HRISTOVA LONG & FOSTER - CHARLOTTESVILLE

    TBD Winter Wren Ln, Rockfish, VA 22967
  • /6

    $39,000

    • Land
    • 0.43 Acre
    • $90,698 per Acre

    TBD Winter Wren Ln Unit 20, Rockfish, VA 22967

    Build your mountain getaway or full-time home on this peaceful 0.43-acre wooded lot in Wintergreen Resort. The property features gentle terrain, public water and sewer access, and a convenient location close to golf, tennis, hiking trails, and resort amenities. Enjoy privacy surrounded by nature while being just minutes from restaurants, the Wintergarden Spa, and all that Wintergreen offers

    BETINA HRISTOVA LONG & FOSTER - CHARLOTTESVILLE

    TBD Winter Wren Ln Unit 20, Rockfish, VA 22967
  • /7

    $69,000

    • Land
    • 0.45 Acre
    • $153,333 per Acre

    1025 Blue Ridge Dr Unit CHESTNUT SPRINGS LOT, Roseland, VA 22967

    This gorgeous mountaintop golf front homesite on the 3rd green of Devils Knob provides you the opportunity to build your dream home in a location rarely available. With the prudent positioning of a home, the expansive view will include overlooking the green and looking back up the entire golf hole. A meandering drive to the rear of the property would locate a home away from the road and would

    Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    1025 Blue Ridge Dr Unit CHESTNUT SPRINGS LOT, Roseland, VA 22967
  • /7

    $69,000

    • Land
    • 0.45 Acre
    • $153,333 per Acre

    1025 Blue Ridge Dr, Roseland, VA 22967

    This gorgeous mountaintop golf front homesite on the 3rd green of Devils Knob provides you the opportunity to build your dream home in a location rarely available. With the prudent positioning of a home, the expansive view will include overlooking the green and looking back up the entire golf hole. A meandering drive to the rear of the property would locate a home away from the road and would

    Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

    1025 Blue Ridge Dr, Roseland, VA 22967
  • /24

    $220,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    163 Mountain Inn Condos, Wintergreen, VA 22967

    SKI SEASON NOW OPEN!!! Capture the Essence of Wintergreen by securing one of the finest condos at WTG's Mountain Inn! SEE VIDEO in "FACTS & FEATURES" on websites! Step into this cozy mtn condo and sink into your surroundings with the Gorgeous Wall Mtn Escape Mural, a cozy Kitchenette w/Soapstone Countertop & Vanity and Generous Living Space! Make your way up to the Loft on the Custom Designed

    Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

    163 Mountain Inn Condos, Wintergreen, VA 22967
  • /22

    $164,900

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    240 Timbers Condos, Wintergreen Resort, VA 22967

    Rare opportunity to own a ground floor, end unit, true 1 bedroom, with a fully updated kitchen only steps from the slopes and center village. Condo has been well maintained by current owners for last 25 years and is ready for the next chapter. HVAC & water heater, deck slider new in 2023, and the condo association updated the siding and roofs in 2024. This unit has the fewest steps of any to the

    Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

    240 Timbers Condos, Wintergreen Resort, VA 22967
  • /23

    $269,000

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    755 Laurelwood Condos, Wintergreen Resort, VA 22967

    An attractive top floor, end unit condo with a convenient walking distance to the ski slopes and just in time for the upcoming ski season. 2 BR, 2 BA featuring 1.5 story floor plan with a good size bonus room off of the living room used as an overflow sleeping area. Many owners use these bonus rooms for additional sleeping or office space. It could be a great storage space. Top floor location

    Tim Merrick WINTERGREEN REALTY, LLC

    755 Laurelwood Condos, Wintergreen Resort, VA 22967
  • /68

    $689,900

    • 3 Beds
    • 3 Baths
    • 2,301 Sq Ft

    781 Devils Knob Loop, Roseland, VA 22967

    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, inside! Don't let this

    ON POINT PROPERT TEAM EPIQUE REALTY

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

    $29,000

    • Land
    • 0.48 Acre
    • $60,417 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! With the leaves beginning to change color, now is a great time to visit the property. 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. A great

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    12 Dripping Rock Ln, Roseland, VA 22967
  • /28

    $235,000

    • 2 Beds
    • 2 Baths
    • 812 Sq Ft

    2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967

    Come enjoy the quiet and beauty of Wintergreen and the Blue Ridge Mountains while staying in this freshly painted and tastefully decorated 2 bedroom / 2 bath condo! You have the best of both worlds, a tranquil space and access to all of the activities at Wintergreen, including thirty miles of hiking trails, some of the best southeast skiing in the winter, and golfing the rest of the year. 2229

    DENISE MOLDENHAUER MOUNTAIN AREA NEST REALTY

    2229 Tanners Ridge Condos, Wintergreen Resort, VA 22967
  • /64

    $649,950

    • 4 Beds
    • 4 Baths
    • 2,076 Sq Ft

    1818 High Ridge Ct Condos, Wintergreen Resort, VA 22967

    This stunning 4 bedroom view condominium is a rare opportunity, as few exist and aren't often available. The villa rests at the top of the building and offers elevator access for ease and convenience. Covered entry keeps you out of inclement weather upon arrival. Stepping inside, you'll find the property has been beautifully remodeled and tastefully furnished. A wood-burning, custom stone

    Cameron Carroll WINTERGREEN REALTY, LLC

    1818 High Ridge Ct Condos, Wintergreen Resort, VA 22967
  • /9

    $34,500

    • Land
    • 0.5 Acre
    • $69,000 per Acre

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967

    Spacious and well-shaped mountain lot located just a short drive from Wintergreen’s golf course, tennis courts, fine dining, and the Spa. The gentle, nearly flat terrain makes this an ideal and cost-effective homesite, offering an easier build than most lots on the mountain. There’s ample space to accommodate a garage—something that's often hard to find at Wintergreen due to the steep slopes and

    Dima Holmes WINTERGREEN REALTY, LLC

    862 Shamokin Springs Trail, Wintergreen Resort, VA 22967
  • /65

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,878 Sq Ft

    18 Grassy Overlook, Roseland, VA 22967

    The house sits on a desirable corner lot with a fenced backyard—perfect for outdoor activities or pets. It is a level floor plan with a large garage. It has been used by previous owner as both a primary home and a 2nd home. It has been upgraded several times and although built in 2004, it feels newer since it has been well maintained.

    Tim Merrick WINTERGREEN REALTY, LLC

    18 Grassy Overlook, Roseland, VA 22967
  • /23

    $162,500

    • 1 Bed
    • 2 Baths
    • 765 Sq Ft

    2031 Stone Ridge Condos, Wintergreen, VA 22967

    This is a ground-floor one-bedroom with two baths and a nice sleep sofa in the living room for additional family. It is located on the 18th fairway of the Devils Knob Golf Course and is a short walk to the spa, pools, exercise facilities, as well as tennis, golf, and the Devils Grill restaurant. It is a great location and is being sold furnished.

    Tim Merrick WINTERGREEN REALTY, LLC

    2031 Stone Ridge Condos, Wintergreen, VA 22967
  • /41

    $224,900

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    2230 Tanners Ridge, Roseland, VA 22967

    This top floor condo at Tanners Ridge offers a serene mountain retreat with 2 bedrooms, 2 baths, vaulted ceilings, open concept & views of the 12th fairway at Devils Knob Golf Course. Turnkey & ready to move in, you'll love the LVP floors, updated kitchen w/ SS appliances, & the living room fireplace with all the wood you can burn (association provided) after a long day of skiing. This year-round

    William Matthew Barrett IV Elite Realty

    2230 Tanners Ridge, Roseland, VA 22967
  • /6

    $74,000

    • Land
    • 0.46 Acre
    • $160,870 per Acre

    91 Shamokin Springs Trail, Nellysford, VA 22958

    Winter Views, great location with a nice slope. Perfect for a home with a walk out basement or a multi- level home, an easy building lot. Seller says bring all offers!!

    Agent Photo

    FRANCESCA SAN GIORGIO

    FOUR SEASONS REALTY 1

    (434) 278-6193

    91 Shamokin Springs Trail, Nellysford, VA 22958
  • /27

    $249,000

    • Land
    • 0.57 Acre
    • $436,842 per Acre

    186 Hemlock Dr, Roseland, VA 22967

    A rare find at Wintergreen. One of the few remaining building sites that offers spectacular year round views. Perched high on the mountain in the Devils Knob area, this site backs up to greenspace and overlooks the George Washington National Forest. A hiking trail leading to the Appalachian Trail is located at the end of the culdesac. The site is private yet also convenient and close to all the

    Cameron Carroll WINTERGREEN REALTY, LLC

    186 Hemlock Dr, Roseland, VA 22967
  • /32

    $182,900

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    2212 Tanners Ridge, Wintergreen Resort, VA 22967

    Top floor 2 bed/2 bath Tanners Ridge condo! Fresh paint top to bottom. Incredible vaulted ceilings in the living room with wood trim accents and wood burning fireplace (and the association provides firewood) provide mountain chalet vibe. Efficient floor plan with balcony overlooking the golf course provides for a nice getaway on the mountain. Fantastic mountain location in close proximity to the

    Michael Gaffney COMPASS-CHARLOTTESVILLE

    2212 Tanners Ridge, Wintergreen Resort, VA 22967
  • /75

    $709,000

    • 4 Beds
    • 4 Baths
    • 2,598 Sq Ft

    679 Pedlars Edge Dr, Roseland, VA 22967

    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

    679 Pedlars Edge Dr, Roseland, VA 22967
  • /9

    $39,980

    • Land
    • 0.44 Acre
    • $90,864 per Acre

    62 Split Rock Trail, Rockfish, VA 22967

    Build among the evergreens! Located on a quiet cul-de-sac setting above the road, this mostly level homesite is special as it is literally covered with an impressive, natural forest of mature mountain laurel. For hiking enthusiasts, there is a green belt/open space across the road that leads to the very popular trail system along the headwaters of Stoney Creek and a series of waterfalls. Also,

    Kate Farley WINTERGREEN REALTY, LLC

    62 Split Rock Trail, Rockfish, VA 22967
  • /16

    $145,000

    • 1 Bed
    • 1 Bath
    • 405 Sq Ft

    216 Timbers Condos, Wintergreen Resort, VA 22967

    Located just steps away to the slopes and the cozy Mountain Inn, 216 Timbers is an attractive and sharply decorated studio in the heart of Wintergreen Resort. Rated "Platinum" on the Wintergreen Resort Rental program – a designation only assigned to properties that are well-maintained and furnished to a high standard – this condo features luxury vinyl plank flooring, granite counters and a

    Yvette Stafford MOUNTAIN AREA NEST REALTY

    216 Timbers Condos, Wintergreen Resort, VA 22967
  • /20

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft

    3211 N Ridge, Wintergreen Resort, VA 22967

    Discover mountain tranquility in this charming 2-bedroom, 2-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat offers the perfect balance of comfort and adventure. The open concept living area creates a welcoming space for gathering with friends and family. Wake up to breathtaking panoramic views that showcase the natural beauty of Virginia's Blue Ridge Mountains. Large

    Agent Photo

    Ben Holmes

    WINTERGREEN REALTY, LLC

    (434) 661-2586

    3211 N Ridge, Wintergreen Resort, VA 22967
  • /48

    $580,000

    • 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
  • /36

    $49,500

    • Land
    • 0.54 Acre
    • $91,667 per Acre

    116 E Catoctin Dr, Roseland, VA 22967

    The roads to the site and all utilities are ready for a new dwelling. The lot is located to the left of the 13th tee of the Devils Knob course and a short walk to major facilities of the Devils Knob complex. This is a unique listing in which a 2nd home once stood on this site but was consumed by a fire several years ago and the lot was reclaimed. The good news is that all the necessary utility

    Tim Merrick WINTERGREEN REALTY, LLC

    116 E Catoctin Dr, Roseland, VA 22967
  • /54

    $474,500

    • 3 Beds
    • 3 Baths
    • 2,181 Sq Ft

    30 Stony Cove Ln, Wintergreen Resort, VA 22967

    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

    30 Stony Cove Ln, Wintergreen Resort, VA 22967
  • /11

    $37,500

    • Land
    • 0.67 Acre
    • $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
  • /48

    $155,000

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft

    752 Laurelwood, Wintergreen Resort, VA 22967

    This well-maintained one-bedroom condo is located in Laurelwood. It features a full kitchen, washer and dryer, and a fireplace. Since this unit has not been rented out, it is in excellent condition. It’s just a short walk to the resort, ski slopes (no shuttle needed), the Wintergreen Market, and the pool. If you're looking for an affordable getaway, this is the perfect spot. The atmosphere is

    Agent Photo

    Lindsey McClellan

    Real Broker, LLC

    (434) 216-7891

    752 Laurelwood, Wintergreen Resort, VA 22967
  • /42

    $34,500

    • Land
    • 0.44 Acre
    • $78,409 per Acre

    107 Chestnut Ln Unit 33, 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

    Dima Holmes WINTERGREEN REALTY, LLC

    107 Chestnut Ln Unit 33, Roseland, VA 22967
  • /42

    $34,500

    • Land
    • 0.44 Acre
    • $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

    Dima Holmes WINTERGREEN REALTY, LLC

    107 Chestnut Ln, Roseland, VA 22967
  • /56

    $663,000

    • 3 Beds
    • 2.5 Baths
    • 2,556 Sq Ft

    102 Devils Knob Loop, Roseland, VA 22967

    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

    102 Devils Knob Loop, Roseland, VA 22967
  • /23

    $249,000

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967

    This is a rare end unit Laurelwood top 2 floors with the additional side living space which is currently in use as a 3rd bedroom. Nice view into the Black Rock Village and adjacent nature area. Laurelwood is within easy walking distance to skiing and the restaurants, market and other amenities of Black Rock Village. Floorplan available on request.

    K.T. LYNN WINTERGREEN REALTY, LLC

    763 Laurelwood Condos Unit 763, Wintergreen Resort, VA 22967
  • /23

    $265,000

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    2025 Stone Ridge Condos, Wintergreen, VA 22967

    This ground floor 3-bedroom condo is in the center of three major Wintergreen amenities, and an easy walk to The Spa, Devils Knob Clubhouse, and Fire & Frost! EV charging station is right outside as well! Imagine being able to easily dash down to both golf and tennis, as well as up to the aquatic's center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the best places to

    Tim Merrick WINTERGREEN REALTY, LLC

    2025 Stone Ridge Condos, Wintergreen, VA 22967
  • /23

    $49,900

    • Land
    • 0.4 Acre
    • $124,750 per Acre

    TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, 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 Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967
  • /23

    $49,900

    • Land
    • 0.4 Acre
    • $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
  • /38

    $199,500

    • Land
    • 0.75 Acre
    • $266,000 per Acre

    7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967

    One of the best large home-sites on the mountain at Wintergreen. It is the combination of two lots on the corner of Laurel Springs and Wolf Trap Lane. The lots back onto open space and are a short walk across the street to George Washington National Forest. It is a great building site with good seasonal views of Shamokin Gorge and surrounding mountains and the Rockfish Valley. Very nice permanent

    Tim Merrick WINTERGREEN REALTY, LLC

    7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967
  • /26

    $89,987

    • Land
    • 0.39 Acre
    • $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
  • /22

    $89,987

    • Land
    • 0.39 Acre
    • $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
  • /2

    $35,000

    • Land
    • 0.46 Acre
    • $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
  • /6

    $29,500

    • Land
    • 0.41 Acre
    • $71,951 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
  • /26

    $150,000

    • Land
    • 0.55 Acre
    • $272,727 per Acre

    340 Chestnut Place, Roseland, VA 22967

    This homesite is directly below High Ridge Condominiums and, with judicious placement and pruning, should offer at least seasonal views similar to those offered from the condominiums. Park at High Ridge, walk around the building and look at the view and this site on the cul-de-sac directly below. It is easy to identify from above since there is an existing home on one side and a home under

    K.T. LYNN WINTERGREEN REALTY, LLC

    340 Chestnut Place, Roseland, VA 22967

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