For Sale $849,500
Set on one of Kenmure's most desirable streets, where golf course views meet the quiet of mature landscaping, 155 Winding Meadows Dr doesn't try to impress — it simply does. Soaring ceilings, a gas fireplace, and 100-year-old white oak floors set the tone. Heated inlaid brick and slate floors run through the main living spaces — a detail that separates this villa from every other on the street. The kitchen is built for someone who actually cooks: a six-burner gas stove, hammered copper sinks, a leathered granite island, and custom cabinetry throughout. The primary suite is a retreat — spa bath with heated slate floors, double vanity, frameless glass shower. An upper-level guest suite and flexible office, plus a finished lower level with additional guest rooms, a den, and a full bath, give this home a livability that stretches well beyond its square footage across three thoughtfully designed levels. Step through the panoramic doors and out to the expansive rear deck and the golf course is your backyard. And then there's Kenmure — gated, with 24-hour security. A Joe Lee-designed 18-hole championship golf course. Six tennis courts, dedicated pickleball and bocce courts. An indoor saline pool and heated outdoor pool. A state-of-the-art fitness center. A clubhouse set in a restored antebellum mansion with themed dinners, wine tastings, and a full calendar of social events. A Charter Golf Membership, valued at $20,000 is included with this property. Minutes to downtown Hendersonville. A short drive to Asheville. Private tours by appointment.
Breakfast Bar, Built-in Features, Entrance Foyer, Kitchen Island, Open Floorplan, Split Bedroom, Storage, Walk-In Closet(s)
| List Price: | $849,500 |
| Status: | For Sale |
| Bedrooms: | 2 |
| Type: | Condominium |
| Approx Sq. Ft.: | 1476 sqft |
| Parking: | Driveway, Attached Garage |
| MLS Number: | CAR4418480 |
| Subdivision: | Kenmure |
| Bathrooms: | 4 |
| Lot Description: | On Golf Course |
| Year Built: | 1988 |
| Sewer Type: | Septic Installed |
| Elementary: | Hillandale |
| Middle: | Flat Rock |
| High: | East Henderson |
| Date | Event | Price | $/SQFT |
| 09-08-2026 | Price Decrease | $849,500-5.08% | $576 |
| 05-17-2026 | Price Decrease | $895,000-5.29% | $607 |
| 04-25-2026 | Listed | $945,000 | $641 |
These schools are only nearby your property search, you must confirm exact assigned schools.
| School Name | Distance | Grades | Rating |
| Hillandale Elementary | 1 miles | KG-05 | 7 |
| Atkinson Elementary | 3 miles | KG-05 | 9 |
| Upward Elementary | 4 miles | KG-05 | 6 |
| The Mountain Community Sch | 4 miles | KG-06 | 5 |
| Bruce Drysdale Elementary | 5 miles | KG-05 | 3 |
| Hendersonville Elementary | 5 miles | KG-05 | 9 |
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 |
| 155 Winding Meadows Drive, Flat Rock NC | 0 mi | $849,500 | days | |
| 146 Overlook Drive, Flat Rock NC | 0.2 mi | $625,000 | days | |
| 128 Overlook Drive, Flat Rock NC | 0.2 mi | $775,000 | days | |
| 104 Overlook Drive, Flat Rock NC | 0.2 mi | $595,000 | days | |
| 303 Golfside Drive, Flat Rock NC | 0.3 mi | $349,900 | days | |
| 103 GOLFSIDE Drive, Flat Rock NC | 0.3 mi | $349,000 | 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 Unique: A Real Estate Collective
155 Winding Meadows Drive, Flat Rock NC is a 1476 ft2 . This is for $849,500. This has 2 bedrooms, 4 baths, and was built in 1988.
Based on information submitted to the MLS GRID as of 2026-04-25 10:15:28 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.
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