"The Highlander" on Eagles Swoop is for sale! This highly successful short-term rental ground floor ski-up & ski-out condo is priced to move and has all the big-ticket improvements (Brand new TRANE HVAC, April 2025; Highest quality luxury vinyl tile (LVT) throughout, 2023; and newer washer/dryer, high-quality extra-large sliding rear door, and a large slope-view window changeout (all in 2021). Ready to move-in or rent out! This hard-to-find front door/back door accessible condo is located in the epicenter of the resort and all within a short two-minute walk to the Mountain Inn and ski-lifts and one-minute walk to The Market convenience store. The back porch offers an amazing downhill view of the slope with spectacular views of the blue ridge mountains in the distance. You also have a front row seat during the ski season, and at night the entire slope is illuminated. This is a great find for both hikers and skiers, and it has the best location and view for the price in all of Wintergreen. Check with agent for showing availability. For five years this has been a 5-star highly popular short-term rental (VRBO/AirBnB) with consistent Super-host status. Gross income for 2023 ($27,579.69); 2024: ($26,013.50).
Pending
Price cut: $500 (4/25)
$268,500
107 Eagles Ct #107, Roseland, VA 22967
2beds
784sqft
Est.:
Condominium
Built in 1976
-- sqft lot
$255,300 Zestimate®
$342/sqft
$383/mo HOA
What's special
Brand new trane hvacGround floorSki-up and ski-outLarge slope-view window
- 101 days
- on Zillow |
- 412 |
- 18 |
Zillow last checked: 7 hours ago
Listing updated: July 07, 2025 at 06:46pm
Listed by:
MICHAEL WOOLARD 434-466-1449,
RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
Source: CAAR,MLS#: 662961
Originating MLS: Charlottesville Area Association of Realtors

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 2
Rooms
- Room types: Bathroom, Bedroom, Family Room, Full Bath, Half Bath, Kitchen, Laundry, Primary Bedroom
Primary bedroom
- Level: First
Bedroom
- Level: First
Bathroom
- Level: First
Family room
- Level: First
Half bath
- Level: First
Kitchen
- Level: First
Heating
- Central
Cooling
- Heat Pump
Appliances
- Included: Dishwasher, Electric Range, Disposal, Microwave, Refrigerator
- Laundry: Washer Hookup, Dryer Hookup
Features
- Primary Downstairs, Breakfast Bar, Recessed Lighting
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: One
Interior area
- Total structure area: 784
- Total interior livable area: 784 sqft
- Finished area above ground: 784
- Finished area below ground: 0
Property
Parking
- Parking features: Asphalt
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck
- Exterior features: Landscape Lights
- Pool features: Community, Pool, Association
- Has view: Yes
- View description: Mountain(s)
Lot
- Size: 3,049.2 Square Feet
- Topography: Mountainous
Details
- Parcel number: 11 B E 107
- Zoning description: RPC Residential Planned Community
Construction
Type & style
- Home type: Condo
- Architectural style: Contemporary
- Property subtype: Condominium
Materials
- Fiber Cement, Stick Built
- Foundation: Slab
- Roof: Architectural
Condition
- New construction: No
- Year built: 1976
Utilities & green energy
- Electric: Underground
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Fiber Optic Available
Community & HOA
Community
- Features: Pool, Sidewalks
- Security: Security Guard
- Subdivision: WINTERGREEN MOUNTAIN VILLAGE
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fitness Center, Golf Course, Guest Suites, Library, Meeting Room, Meeting/Banquet/Party Room, Picnic Area, Playground, Pool, Sauna, Tennis Court(s), Trail(s), Transportation Service, Water
- Services included: Association Management, Common Area Maintenance, Insurance, Maintenance Grounds, Playground, Pool(s), Reserve Fund, Road Maintenance, Snow Removal, Security, Trash
- HOA fee: $1,150 quarterly
Location
- Region: Roseland
Financial & listing details
- Price per square foot: $342/sqft
- Annual tax amount: $1,553
- Date on market: 4/9/2025
- Exclusions: Artwork, sports equipment, and personal items.
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