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$525,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 8/1 1:00 PM - 3:00 PM

29 Winding Road,Asheville, NC 28803

29 Winding RoadAshevilleNC28803

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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!

Full Property Details for 29 Winding Rd

General

  • Price: $525,000
  • Status: Active
  • Type: Single Family
  • Source: Charlotte_Regional_Realtor_Association
  • MLS ID: 4407595
  • Updated: 7/31/2026
  • Added to Site: 1 day(s) ago

Interior

  • Interior Features: Breakfast Bar, Pantry, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Family Room, Fire Pit, Living Room, Wood Burning, Family Room, Fire Pit, Living Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Electric Oven, Electric Range, Electric Water Heater, Refrigerator
  • Flooring: Carpet, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper - Full Baths: 2
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Other Rooms

  • Laundry: In Basement

Exterior

  • Exterior Features: Above Ground Hot Tub / Spa, Fire Pit

Parking

  • Garage: Yes
  • Garage Description: 331 Sq. Ft.
  • Garage Spaces: 1
  • Parking Features: Basement, Driveway, Attached Garage, Garage Faces Rear

Location

  • County: Buncombe
  • Subdivision: Oakley
  • Driving Directions: GPS is accurate

School Information

  • Elementary School: Oakley
  • Middle School: AC Reynolds
  • High School: AC Reynolds

Heating & Cooling

  • Cooling Type: Central Air, Electric, Heat Pump
  • Heating Type: Central, Electric, Heat Pump

Utilities

  • Sewer: Public Sewer
  • Water: City
  • Utility Description: Electricity Connected

Structural Information

  • Architectural Style: Arts and Crafts
  • Construction: Site Built
  • Exterior Const.: Hardboard Siding
  • Basement: Yes
  • Basement Desc.: Exterior Entry, Finished, Storage Space, Walk-Out Access
  • Roof: Architectural Shingle
  • Upper: 711 Sq. Ft.
  • Main/1st Level: 711 Sq. Ft.
  • Year Built: 2007

Lot Features

  • Street/Road Desc.: Asphalt, Paved
  • Lot Features: Cul-De-Sac, Green Area, Sloped
  • Rcmdd Zoning: RS8
  • Fencing (Description): Back Yard, Fenced

Financial Considerations

  • Terms: Cash, Conventional, VA Loan

Disclosures and Reports

  • Property ID: 965801823600000
  • Plat: 110/77
  • Lot Number: 6236/417

Listed by Century 21 Connected

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— 29 Winding Rd —

  • Century 21 Connected

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29 Winding Rd

School District:Buncombe County Schools
NameGradesDistance
Oakley Elementary
753 Fairview Road, Asheville, NC 28803
PK-51 mi
A C Reynolds High
One Rocket Drive, Asheville, NC 28803
9-123.3 mi
A C Reynolds Middle
2 Rocket Drive, Asheville, NC 28803
6-83.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29 Winding Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/31/2026
Listed
$525,000
10.99%
MLS
6/30/2022
Sold
$473,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 29 Winding Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,925
10%
$295,900
—
2023
$2,666
1%
$295,900
—
2022
$2,636
—
$295,900
—
2021
$2,636
17%
$295,900
26%
2020
$2,244
—
$234,300
—
2019
$2,244
—
$234,300
—
2018
$2,244
-1%
$234,300
—
2017
$2,268
10%
$234,300
22%
2015
$2,067
1%
$191,600
—
2014
$2,039
—
$191,600
—
2013
$2,039
—
$191,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Century 21 Connected

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29 Winding Road, Asheville, NC 28803 (MLS# 4407595) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 29 Winding Road is currently listed for $525,000 and was received on July 31, 2026. Want to learn more about 29 Winding Road? Do you have questions about finding other Single Family real estate for sale in Asheville? You can browse all Asheville real estate or contact a Coldwell Banker agent to request more information.

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