For Sale $339,000
Condo Life on Beautiful Main Street-Once the iconic Skyland Hotel, walk to everything - festivals, dining, restaurants - Enjoy downtown! This landmark residence blends historic charm with contemporary design. Built in 1929, the building has welcomed notable guests such as F. Scott Fitzgerald, Minnie Pearl, and Ronald Reagan. Today, it offers thoughtfully reimagined living in the heart of town. This residence features two fully remodeled bathrooms, a newly designed kitchen, and modern interior finishes. Renovated with New plumbing, electric, kitchen, water heater, AC units, and LG appliances. Crystal quartz countertops. New smooth plaster walls and ceilings. new roof added in 2025, the residence also features new windows and a new elevator—seamlessly merging historic architecture with elevated convenience. Assigned parking adds to the ease of ownership. An opportunity to own a piece of history with modern luxury—schedule today. https://visithendersonvillenc.org/main-street-strolls
Elevator, Rooftop Terrace
Open Floorplan
| List Price: | $339,000 |
| Status: | For Sale |
| Bedrooms: | 1 |
| Type: | Condominium |
| Approx Sq. Ft.: | 712 sqft |
| Parking: | Assigned, On Street, Parking Lot |
| MLS Number: | CAR4233834 |
| Subdivision: | Skyland Downtown Apartments |
| Style: | Contemporary |
| Bathrooms: | 2 |
| Lot Description: | Corner Lot |
| Year Built: | 1920 |
| Sewer Type: | Public Sewer |
| Elementary: | Bruce Drysdale |
| Middle: | Hendersonville |
| High: | Hendersonville |
| Date | Event | Price | $/SQFT |
| 10-29-2025 | Relisted | $339,000-79.45% | $477 |
| 10-28-2025 | Under Contract | $1,650,000 | $2,318 |
| 08-17-2025 | Price Increase | $1,650,000+386.73% | $2,318 |
| 06-14-2025 | Price Decrease | $339,000-81.68% | $477 |
| 05-23-2025 | Listed | $1,850,000 | $2,599 |
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 | $339,000 | days | |
| 27 Lillian Lane, Hendersonville NC | 0 mi | $408,240 | days | |
| 203 6th Avenue, Hendersonville NC | 0.1 mi | $739,000 | days | |
| 227 7th Avenue, Hendersonville NC | 0.2 mi | $2,450,000 | days | |
| 231 Main Street, Hendersonville NC | 0.2 mi | $1,995,000 | days | |
| 225 Main Street, Hendersonville NC | 0.2 mi | $995,000 | 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 |
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| Down Payment Amount | $990,000 |
| Mortgage Amount | $3,960,000 |
| Monthly Payment (Principal & Interest Only) | $19,480 |
* Expand Calculator (incl. monthly expenses)
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| H.O.A. / Maintenance |
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| Property Insurance |
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| Total Monthly Payment | $20,941 |
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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 Premier Sotheby’s International Realty
538 Main Street, Hendersonville NC is a 712 ft2 . This is for $339,000. This has 1 bedrooms, 2 baths, and was built in 1920.
Based on information submitted to the MLS GRID as of 2025-05-23 09:31:30 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.
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