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.
Closed
$365,000
1421 Highlands, Wintergreen Resort, VA 22967
2beds
1,134sqft
Condominium
Built in 1980
-- sqft lot
$373,700 Zestimate®
$322/sqft
$1,783 Estimated rent
Home value
$373,700
Estimated sales range
Not available
$1,783/mo
Zestimate® history
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List your homeWhat's special
Stunning year-round mountain viewsTasteful furnishingsVaulted ceilingsLight-filled interiorWater heaterNew hvac system
Zillow last checked:
Listing updated:
Listed by:
MICHAEL WOOLARD 434-466-1449,
RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE
Bought with:
DIMA HOLMES, 0225104226
WINTERGREEN REALTY, LLC
Source: CAAR,MLS#: 670330
Originating MLS: Charlottesville Area Association of Realtors
Originating MLS: Charlottesville Area Association of RealtorsFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
- Main level bedrooms: 1
Rooms
- Room types: Bathroom, Bedroom, Dining Room, Full Bath, Foyer, Kitchen, Loft, Living Room, Primary Bedroom
Primary bedroom
- Level: First
Bedroom
- Level: Second
Bathroom
- Level: First
Bathroom
- Level: Second
Dining room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Baseboard, Central, Heat Pump, Radiant Floor
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Microwave, Refrigerator
- Laundry: Stacked
Features
- Primary Downstairs, Breakfast Bar, Entrance Foyer, Loft
- Flooring: Carpet, Ceramic Tile
- Windows: Casement Window(s), Insulated Windows
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: One, Wood Burning
Interior area
- Total structure area: 1,134
- Total interior livable area: 1,134 sqft
- Finished area above ground: 1,134
- Finished area below ground: 0
Property
Parking
- Parking features: Asphalt, Off Street
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck
- Exterior features: Landscape Lights
- Pool features: Community, Pool, Association
- Has view: Yes
- View description: Mountain(s)
Lot
- Size: 2,178 Square Feet
- Features: Landscaped, Native Plants, Wooded
- Topography: Mountainous
Details
- Parcel number: 11EE1421
- Zoning description: RPC Residential Planned Community
Construction
Type & style
- Home type: Condo
- Architectural style: Contemporary
- Property subtype: Condominium
Materials
- HardiPlank Type, Stick Built
- Foundation: Block
- Roof: Architectural
Condition
- New construction: No
- Year built: 1980
Utilities & green energy
- Electric: Underground
- Sewer: Community/Coop Sewer, Shared Septic
- Water: Community/Coop
- Utilities for property: Fiber Optic Available
Community & HOA
Community
- Features: Pool, Sidewalks
- Security: Security Guard
- Subdivision: WINTERGREEN MOUNTAIN VILLAGE
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Sport Court, Fitness Center, Golf Course, Guest Suites, Stable(s), 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, Maintenance Structure, Playground, Pool(s), Reserve Fund, Road Maintenance, Snow Removal, Security, Trash
- HOA fee: $1,700 quarterly
Location
- Region: Wintergreen Resort
Financial & listing details
- Price per square foot: $322/sqft
- Tax assessed value: $221,400
- Annual tax amount: $1,594
- Date on market: 10/22/2025
- Cumulative days on market: 25 days
Price history
| Date | Event | Price |
|---|---|---|
| 12/19/2025 | Sold | $365,000-2.7%$322/sqft |
Source:  CAAR #670330 Report a problem | ||
| 11/17/2025 | Pending sale | $375,000$331/sqft |
Source: CAAR #670330 Report a problem | ||
| 10/23/2025 | Price change | $375,000-3.4%$331/sqft |
Source: CAAR #670330 Report a problem | ||
| 5/25/2025 | Listed for sale | $388,000-5.4%$342/sqft |
Source:  Bright MLS #VANL2000562 Report a problem | ||
| 12/31/2024 | Listing removed | $2,000$2/sqft |
Source: Bright MLS #VANL2000320 Report a problem | ||
| 8/6/2024 | Listed for rent | $2,000$2/sqft |
Source: Bright MLS #VANL2000320 Report a problem | ||
| 8/6/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 8/3/2024 | Listing removed | -- |
Source: Bright MLS #VANL2000286 Report a problem | ||
| 4/25/2024 | Price change | $410,000-3.5%$362/sqft |
Source: Bright MLS #VANL2000286 Report a problem | ||
| 3/21/2024 | Listed for rent | $2,000$2/sqft |
Source: Bright MLS #VANL2000320 Report a problem | ||
| 2/15/2024 | Listed for sale | $425,000+64.1%$375/sqft |
Source: Bright MLS #VANL2000286 Report a problem | ||
| 12/17/2020 | Sold | $259,000-5.8%$228/sqft |
Source: Public Record Report a problem | ||
| 10/16/2020 | Listed for sale | $274,975+52.4%$242/sqft |
Source: WINTERGREEN REALTY, LLC #609699 Report a problem | ||
| 10/17/2019 | Sold | $180,475+0.3%$159/sqft |
Source: Public Record Report a problem | ||
| 8/28/2019 | Listed for sale | $180,000+5.9%$159/sqft |
Source: WINTERGREEN REALTY, LLC #594899 Report a problem | ||
| 3/16/2019 | Listing removed | $170,000$150/sqft |
Source: SLOAN MANIS REAL ESTATE #583525 Report a problem | ||
| 2/18/2019 | Price change | $170,000+1.2%$150/sqft |
Source: SLOAN MANIS REAL ESTATE #583525 Report a problem | ||
| 11/16/2018 | Listed for sale | $168,000-4%$148/sqft |
Source: SLOAN MANIS REAL ESTATE #583525 Report a problem | ||
| 12/27/2017 | Listing removed | $175,000$154/sqft |
Source: SLOAN MANIS REAL ESTATE #569279 Report a problem | ||
| 12/18/2017 | Price change | $175,000-3.8%$154/sqft |
Source: SLOAN MANIS REAL ESTATE #569279 Report a problem | ||
| 11/16/2017 | Listed for sale | $182,000+47.2%$160/sqft |
Source: SLOAN MANIS REAL ESTATE #569279 Report a problem | ||
| 2/22/2011 | Sold | $123,600-54.6%$109/sqft |
Source: Public Record Report a problem | ||
| 8/2/2010 | Sold | $272,059$240/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $1,439 | $221,400 |
| 2023 | $1,439 | $221,400 |
| 2022 | $1,439 +30.5% | $221,400 +44.5% |
| 2021 | $1,103 | $153,200 |
| 2020 | $1,103 | $153,200 |
| 2019 | $1,103 | $153,200 |
| 2018 | -- | $153,200 -4.3% |
| 2017 | -- | $160,100 |
| 2016 | $1,153 | $160,100 |
| 2015 | $1,153 | $160,100 |
| 2014 | $1,153 | $160,100 -44% |
| 2012 | -- | $285,900 |
| 2011 | -- | $285,900 |
| 2010 | -- | $285,900 |
Find assessor info on the county website
Neighborhood: 22967
Nearby homes
- $323,3002 bd2 ba1.3k sqft1419 Highlands, Wintergreen Resort, VA 22967Off Market
- $464,9503 bd3 ba1.5k sqft1422 Highlands, Wintergreen Resort, VA 22967Sold
- $499,8003 bd3 ba1.4k sqft1424 Highlands, Wintergreen Resort, VA 22967Off Market
- $290,4002 bd2 ba1.1k sqft1423 Highlands, Wintergreen Resort, VA 22967Off Market
- $210,0001 bd1 ba840 sqft1420 Highlands, Wintergreen Resort, VA 22967Sold
- $470,0003 bd3 ba1.5k sqft1425 Highlands, Wintergreen Resort, VA 22967Sold
- $289,4002 bd2 ba1.1k sqft1426 Highlands, Wintergreen Resort, VA 22967Off Market
- $507,3003 bd3 ba1.4k sqft1427 Highlands, Wintergreen Resort, VA 22967Off Market
Nearby schools
GreatSchools rating
- 6/10Rockfish River Elementary SchoolGrades: PK-5Distance: 6.2 mi
- 7/10Nelson Middle SchoolGrades: 6-8Distance: 13.3 mi
- 4/10Nelson County High SchoolGrades: 9-12Distance: 13.4 mi
Schools provided by the listing agent
- Elementary: Rockfish
- Middle: Nelson
- High: Nelson
Source: CAAR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Virginia
- Nelson County
- Wintergreen
- 22967
- 1421 Highlands
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