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29 Winding Road, Asheville, NC 28803 - Photo 1

$525,000

3 Beds · 3 Baths · 1,778 Sqft

Off Market
29 Winding Road, Asheville, NC 28803 - Photo 1

$525,000

3 Beds · 3 Baths · 1,778 Sqft

Off Market
29 Winding Road, Asheville, NC 28803 - Photo 2
29 Winding Road, Asheville, NC 28803 - Photo 3
29 Winding Road, Asheville, NC 28803 - Photo 4
29 Winding Road, Asheville, NC 28803 - Photo 5
Off Market9 Days on Market$295/sqftListed Jul 31, 2026MLS# CAR4407595

29 Winding Road, Asheville, NC 28803

$525,000 · 3 bd · 3 ba · 1778 sqft

About This Property

Welcome to your move-in ready sanctuary in the highly desirable Oakley neighborhood! Perfectly positioned just minutes from the vibrant heart of downtown Asheville, this thoughtfully updated home offers the ultimate blend of mountain-city convenience and suburban tranquility. Step inside to discover a bright, inviting main level featuring three generously sized bedrooms all on one floor—a highly sought-after layout that ensures easy, accessible living. This home has been meticulously maintained and beautifully upgraded over the last few years. Enjoy cooking and entertaining with striking new quartz countertops, and rest easy knowing the heavy lifting has already been done for you with a recently updated HVAC system, hot water heater, and several other modern improvements. Need extra room to spread out? The finished lower level offers incredible versatility. Whether you are dreaming of a dedicated home gym, a cozy media room for movie nights, a quiet remote workspace, or a dedicated play zone, this expansive flex area is ready to adapt to your exact lifestyle needs. Outside, the property truly shines. The above-average, spacious fully fenced backyard is your private outdoor retreat. Gather around the custom fire pit or in the hot tub with friends and family to take full advantage of crisp Asheville autumns, cool Appalachian summer evenings, and every beautiful season in between. With its prime Oakley location, versatile square footage, and major recent upgrades, this home is completely turnkey and ready for its next chapter. Don't miss your chance to own a move-in ready piece of Asheville—schedule your private showing today!

Location

29 Winding Road, Asheville, NC 28803

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Property Details

Overview

Property TypeSingle Family Residence
Year Built2007
Lot Size0.26 Acres
Stories/LevelsTwo

Interior

Bedrooms3
Bathrooms (Full)2
Bathrooms (Half)1
Total Rooms2
Sqft1,778
HeatingCentral, Electric, Heat Pump
Cooling / A/CCentral Air, Electric, Heat Pump
FlooringCarpet, Tile, Wood

Exterior

Garage Spaces1
ExteriorHardboard Siding
FoundationBasement
RoofArchitectural Shingle

Financial

List Price$525,000
Original Price$525,000

Location

Address29 Winding Road, Asheville, NC 28803
NeighborhoodOakley
CityAsheville
CountyBuncombe
StateNC
Zip28803

Listed by Century 21 Connected · brokerchrissmith@gmail.com MLS# CAR4407595

Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 09/09/2026, 06:29:52 AM. 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.

Information deemed reliable but not guaranteed. Buyer to verify all information.

Your Local Expert

Brian Jones

Brian Jones

Compass

Founder of Luxury Communities and a seasoned luxury real estate advisor in Asheville and Western North Carolina. Brian specializes in private gated communities, luxury estates, and second-home destinations, with a strategic and technology-driven approach to matching buyers with the right communities and opportunities.

Meet Brian

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