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Active
    • Price cut: $6K (8/6)
    $369,000

    538 N Main St #305-308, Hendersonville, NC 28792

    1beds
    1,065sqft
    : 
    $2,507/mo
    Get pre-qualified
    Condominium
    Built in 1920
    -- sqft lot
    $-- Zestimate®
    $346/sqft
    $294/mo HOA

    What's special

    Abundant natural lightWell-appointed corner unitsGranite countertopsCeramic tile flooringStainless steel commercial-grade appliancesNew roof
    Experience the best of downtown living in the Historic Skyland Hotel! Perfectly positioned on charming Main Street, this is your opportunity to own in the heart of vibrant Hendersonville. Located just above local boutiques, restaurants, and galleries, the property also offers easy access to year-round events. These well-appointed corner units (#305–#308) blend character with convenience. Features include exposed concrete beams, ceramic tile flooring, granite countertops, and stainless steel commercial-grade appliances. Abundant natural light fills the space, highlighting beautiful views of Main Street and the surrounding mountains. The flexible floor plan is currently configured as a one-bedroom, two-bath condo. An additional efficiency unit—now used as the primary bedroom—has private hall access and could be converted into a separate studio space. This setup is ideal for guests or extended-stay rental opportunities (30-day minimum; no short-term rentals—see attached C&Rs). The Skyland Building has been thoughtfully updated in recent years, including a modernized elevator system and a new roof. Whether you’re seeking an investment opportunity or a personal retreat in one of Western North Carolina’s most desirable downtowns, this property offers an unbeatable location and a low-maintenance lifestyle. Don’t miss your chance to enjoy Main Street living at its finest.
    129 days
    |
    360
    |
    9
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jonathan Jackson jjackson@sterlingrep.com,

    Sterling Real Estate Partners, LLC

    Source: Canopy MLS as distributed by MLS GRID,MLS#: 4288988MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 1
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bedrooms: 1
      Primary bedroom
      • Level: Main
      Bathroom full
      • Level: Main
      Bathroom full
      • Level: Main
      Other
      • Level: Main
      Dining area
      • Level: Main
      Kitchen
      • Level: Main
      Laundry
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Wall Furnace
      Cooling
      • Ceiling Fan(s), Wall Unit(s)
      Appliances
      • Included: Electric Cooktop, Electric Oven, Electric Water Heater, Freezer, Refrigerator, Washer/Dryer
      • Laundry: In Unit, Laundry Closet, Main Level
      Features
      • Flooring: Tile
      • Basement: Exterior Entry,Walk-Out Access
      Interior area
      • Total structure area: 1,065
      • Total interior livable area: 1,065 sqft
      • Finished area above ground: 1,065
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Assigned
      • Details: Lot directly behind the building for owners.
      Accessibility
      • Accessibility features: Accessible Elevator Installed
      Features
      • Levels: 5 Story or more
      • Entry location: Main
      • Has view: Yes
      • View description: City, Long Range, Mountain(s)
      • Waterfront features: None
      Lot
      • Features: Views
      Details
      • Additional structures: None
      • Additional parcels included: 9942127, 9942128, 9942129
      • Parcel number: 9907425
      • Zoning: C-1 / MSH
      • Special conditions: Standard
      • Horse amenities: None

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Materials
      • Brick Full
      • Roof: Flat
      Condition
      • New construction: No
      • Year built: 1920

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: City
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Features: Elevator, Sidewalks, Other
      • Subdivision: Skyland Downtown Apartments
      HOA
      • Has HOA: Yes
      • HOA fee: $294 monthly
      • HOA name: Two Trails, LLC
      • HOA phone: 828-551-9405
      Location
      • Region: Hendersonville
      • Elevation: 2000 Feet

      Financial & listing details

      • Price per square foot: $346/sqft
      • Tax assessed value: $243,100
      • Date on market: 4/1/2026
      • Cumulative days on market: 129 days
      • Listing terms: Cash,Conventional
      • Road surface type: Asphalt, Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/6/2026Price change$369,000-1.6%$346/sqft
        Source: Canopy MLS as distributed by MLS GRID #4288988 Report a problem
        7/13/2026Price change$375,000-2.6%$352/sqft
        Source: Canopy MLS as distributed by MLS GRID #4288988 Report a problem
        4/1/2026Listed for sale$385,000$362/sqft
        Source: Canopy MLS as distributed by MLS GRID #4288988 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 28792

        Getting around

        82 / 100
        Very Walkable
        59 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Bruce Drysdale
        • Middle: Hendersonville
        • High: Hendersonville

        Source: Canopy MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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