29 Winding Road, Asheville NC

  • 3 Bed
  • 3 Bath
  • 711 ft2
  • 0.3 ac

For Sale $525,000

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Remarks:

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!

Exterior Features:

Above Ground Hot Tub / Spa, Fire Pit

Interior Features:

Breakfast Bar, Pantry, Walk-In Closet(s)

General Information:

List Price: $525,000
Status: For Sale
Bedrooms: 3
Type: Single Family Residence
Approx Sq. Ft.: 711 sqft
Parking: Basement, Driveway, Attached Garage, Garage Faces Rear
MLS Number: CAR4407595
Subdivision: Oakley
Style: Arts and Crafts
Bathrooms: 3
Lot Description: Cul-De-Sac, Green Area, Sloped
Year Built: 2007
Sewer Type: Public Sewer

Assigned Schools:

Elementary: Oakley
Middle: AC Reynolds
High: AC Reynolds

Price & Sales History

Date Event Price $/SQFT
10-29-2025 Listed $450,000 $633

Nearby Schools

These schools are only nearby your property search, you must confirm exact assigned schools.

School Name Distance Grades Rating
Oakley Elementary 1 miles KG-05 4
Haw Creek Elementary 2 miles KG-05 7
Charles C Bell Elementary 2 miles KG-05 8
Hall Fletcher Elementary 3 miles PK-05 2
Isaac Dickson Elementary 3 miles PK-05 9
Evergreen Community Charter 3 miles KG-06 8

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.

Properties For Sale Nearby

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
29 Winding Road, Asheville NC 0 mi $525,000 days
62 1st Street, Asheville NC 0 mi $429,000 days
49 East Street, Asheville NC 0.1 mi $425,000 days
49 First Street, Asheville NC 0.1 mi $340,000 days
37 First Street, Asheville NC 0.1 mi $500,000 days
26 First Street, Asheville NC 0.1 mi $299,900 days
1 to 6 of 114 Result

Sold Properties Nearby

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

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    Total Monthly Payment $20,941

    Demographic Data For Zip 28803

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    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.

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    Property Listing Information

    A Courtesy Listing Provided By Century 21 Connected

    29 Winding Road, Asheville NC is a 711 ft2 on a 0.260 acres lot. This is for $525,000. This has 3 bedrooms, 3 baths, and was built in 2007.

    Based on information submitted to the MLS GRID as of 2026-08-13 04:35:15 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.