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Active

538 N Main Street

Hendersonville, NC 28792

Active Listed 165 Days Price cut to $369,000 Aug 6, 2026 Listing ID CAR 283765780

$369,000
Est. $2,637/mo20% down · 7.125% · 30-yrAdjust
  • P&I$1,989
  • Taxes$231
  • Insurance$123
  • HOA$294

Principal, interest, property tax, insurance & HOA. Estimate only — not a loan offer.

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$346/Sq Ft

1 bd · 2 ba · 1,065 sqft · $346/sqft

1 Bed
2 Baths
1,065 Sq Ft
$346/Sq Ft
1920 Built
— acres Condominium Skyland Downtown Apartments Listed Apr 1, 2026 Updated Sep 13, 2026 HOA $294/mo

HOA & Association

Dues$294/mo

About This Condo

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.

Property history

  1. Aug 6, 2026
    Price reduced $369,000 Active
    Was $375,000
  2. Jul 13, 2026
    Price reduced $375,000 Active
    Was $385,000
  3. Jun 24, 2026
    Status changed to Off Market $339,000 Off Market
    Expired -> Off Market
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  1. Apr 1, 2026
    Status changed to Off Market $339,000 Off Market
    Expired -> Off Market
  2. Apr 1, 2026
    Status changed to Expired $339,000 Expired
    Off Market -> Expired
  3. Apr 1, 2026
    Listed for sale $385,000 Active
    Listed 165 Days
  4. Dec 5, 2025
    Sold $1,550,000 Closed
    Listed $1,650,000 · Apr 26, 2025 223 days on market
    Previously sold for $1,550,000
  5. Jul 22, 2025
    Price reduced $1,650,000 Closed
    Was $1,850,000
  6. May 22, 2025
    Price reduced $339,000 Off Market
    Was $399,900
  7. Apr 26, 2025
    Previously listed $1,650,000 Closed
  8. Apr 1, 2025
    Previously listed $339,000 Off Market
  9. Nov 23, 2021
    Sold $210,000 Closed
    Listed $229,000 · Sep 15, 2021 69 days on market
    Previously sold for $210,000
  10. Sep 15, 2021
    Previously listed $229,000 Closed

Property Details

Interior Details

Heating
  • Wall Furnace
Flooring
  • Tile
Room Count
8
Entry Level
3
Entry Location
Main
Half Bathrooms
0
Total Bathrooms
2
Laundry Features
  • In Unit
  • Laundry Closet
  • Main Level
Main Level Sq Ft
1065
Basement Bedrooms
0
Basement Full Baths
0
Basement Half Baths
0
Main Level Bedrooms
1
Lower Level Bedrooms
0
Third Level Bedrooms
0
Upper Level Bedrooms
0
Main Level Full Baths
2
Main Level Half Baths
0
Lower Level Full Baths
0
Lower Level Half Baths
0
Third Level Full Baths
0
Third Level Half Baths
0
Upper Level Full Baths
0
Upper Level Half Baths
0
Second Living Quarters Bedrooms
0
Second Living Quarters Full Baths
0
Second Living Quarters Half Baths
0

Dwelling And Structure

Construction Type
Site Built
Accessibility Features
  • Elevator
Additional Property Sub Type
Mid-Rise

Square Footage And Levels

Levels
  • 5 Story or more
Above Grade Finished Area
1065

Parking And Garage

Assigned Spaces
1
Parking Features
  • Assigned

Exterior Features

Roof
  • Flat
Construction Materials
  • Brick Full

Lot And Land

Lot Features
  • Views

Basement And Foundation

Basement
  • Exterior Entry
  • Walk-Out Access
Foundation Details
  • Basement

Waterfront And View

View
  • City
  • Long Range
  • Mountain(s)

Utilities

Sewer
  • Public Sewer
Utilities
  • Cable Available
Water Source
  • City

Financial Information

Hoa Dues
Mandatory
City Taxes Paid To
Hendersonville

Zoning And Restrictions

Zoning
C-1 / MSH
Restrictions
Building
Subject To Ccrs
Yes

Listed by Jonathan Jackson (828-582-7306) · Sterling Real Estate Partners, LLC (828-398-0116)

Location

Address
538 N Main Street
City
Hendersonville, NC 28792
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Schools

Elementary
Bruce Drysdale
Middle
Hendersonville
High
Hendersonville

School assignments may change. Contact the school district to confirm.

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