For Sale $385,000
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.
| List Price: | $385,000 |
| Status: | For Sale |
| Bedrooms: | 1 |
| Type: | Condominium |
| Approx Sq. Ft.: | 1065 sqft |
| Parking: | Assigned |
| MLS Number: | CAR4288988 |
| Subdivision: | Skyland Downtown Apartments |
| Bathrooms: | 2 |
| Lot Description: | Views |
| Year Built: | 1920 |
| Sewer Type: | Public Sewer |
| Elementary: | Bruce Drysdale |
| Middle: | Hendersonville |
| High: | Hendersonville |
| Date | Event | Price | $/SQFT |
| 05-19-2026 | Listed | $385,000 | $362 |
| 11-05-2025 | Under Contract | $404,999 | $381 |
| 10-09-2025 | Price Decrease | $404,999-4.71% | $381 |
| 07-27-2025 | Price Decrease | $424,999-2.30% | $400 |
| 06-27-2025 | Listed | $434,999 | $409 |
These schools are only nearby your property search, you must confirm exact assigned schools.
| School Name | Distance | Grades | Rating |
| Bruce Drysdale Elementary | 0 miles | KG-05 | 3 |
| Hendersonville Elementary | 1 miles | KG-05 | 9 |
| The Mountain Community Sch | 1 miles | KG-06 | 5 |
| Atkinson Elementary | 3 miles | KG-05 | 9 |
| Sugarloaf Elementary | 4 miles | KG-05 | 5 |
| Hillandale Elementary | 4 miles | KG-05 | 7 |
Source is provided by local and state governments and municipalities and is subject to change without notice, and is not guaranteed to be up to date or accurate.
Mileage is an estimation calculated from the property results address of your search. Driving time will vary from location to location.
| Street Address | Distance | Status | List Price | Days on Market |
| 538 Main Street, Hendersonville NC | 0 mi | $385,000 | days | |
| 3195 Clear Creek Road, Hendersonville NC | 0 mi | $299,000 | days | |
| 128 Country Ridge Road, Hendersonville NC | 0 mi | $385,000 | days | |
| 203 6th Avenue, Hendersonville NC | 0.1 mi | $699,000 | days | |
| 227 7th Avenue, Hendersonville NC | 0.2 mi | $2,150,000 | days | |
| 225 Main Street, Hendersonville NC | 0.2 mi | $955,000 | days |
Mileage is an estimation calculated from the property results address of your search. Driving time will vary from location to location.
| Street Address | Distance | Property Type | Sold Price | Property Details |
Powered by Google Maps
| Down Payment Amount | $990,000 |
| Mortgage Amount | $3,960,000 |
| Monthly Payment (Principal & Interest Only) | $19,480 |
* Expand Calculator (incl. monthly expenses)
| Property Taxes |
$
|
| H.O.A. / Maintenance |
$
|
| Property Insurance |
$
|
| Total Monthly Payment | $20,941 |
|
Occupancy Types |
|
Transportation to Work |
Source is provided by local and state governments and municipalities and is subject to change without notice, and is not guaranteed to be up to date or accurate.
A Courtesy Listing Provided By Sterling Real Estate Partners, LLC
538 Main Street, Hendersonville NC is a 1065 ft2 . This is for $385,000. This has 1 bedrooms, 2 baths, and was built in 1920.
Based on information submitted to the MLS GRID as of 2026-05-19 09:26:23 EST. All data is
obtained from various sources and may not have been verified by broker or MLS GRID. Supplied
Open House Information is subject to change without notice. All information should be independently
reviewed and verified for accuracy. Properties may or may not be listed by the office/agent
presenting the information. Some IDX listings have been excluded from this website.
Properties displayed may be listed or sold by various participants in the MLS.
Click here for more information
Neither Yates Realty nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.