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Pending

29 Winding Road

Asheville, NC 28803

Pending 25 days on market Listing ID CAR 308740316

$525,000

Est. $3,018/mo See my rate

$295/Sq Ft

3 bd · 2 ba · 1,778 sqft · $295/sqft

3 Beds
2 Baths
1,778 Sq Ft
$295/Sq Ft
2007 Built
.26 acres Single Family Residence Oakley Listed Jul 31, 2026 Updated Aug 9, 2026 HOA None

About This Home

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!

Property history

  1. Aug 9, 2026
    Went pending $525,000 Pending
    Active -> Pending
  2. Aug 4, 2026
    Back on market $525,000 Active
    Coming Soon -> Active
  3. Jul 31, 2026
    Listed for sale $525,000 Pending
    25 days on market
  4. Jul 1, 2022
    Sold $475,000 Closed
    Listed $475,000 · May 12, 2022 50 days on market
    Previously sold for $475,000
  5. May 12, 2022
    Previously listed $475,000 Closed
  6. Jun 7, 2018
    Sold $315,000 Closed
    Listed $327,500 · Apr 16, 2018 52 days on market
    Previously sold for $315,000
  7. Apr 16, 2018
    Previously listed $327,500 Closed
  8. Jan 23, 2015
    Sold $235,000 Closed
    Listed $239,000 · Dec 9, 2014 45 days on market
    Previously sold for $235,000
  9. Dec 9, 2014
    Previously listed $239,000 Closed

Property Details

Interior Details

Heating
  • Central
  • Electric
  • Heat Pump
Flooring
  • Carpet
  • Tile
  • Wood
Sqftmain
711
Roomcount
2
Sqftlower
0
Sqftthird
0
Sqftupper
711
Sqftgarage
331
Bedroommain
0
Bedroomupper
3
Fullbathmain
0
Halfbathmain
1
Door Features
  • Screen Door(s)
Fullbathupper
2
Halfbathupper
0
Half Bathrooms
1
Total Bathrooms
3
Laundry Features
  • In Basement
Sqftunheatedmain
0
Interior Features
  • Breakfast Bar
  • Pantry
  • Walk-In Closet(s)
Mainlevelgarageyn
0
Sqftunheatedtotal
239
Sqftunheatedupper
0
Fireplace Features
  • Family Room
  • Fire Pit
  • Living Room
  • Wood Burning
Sqfttotalpropertyhla
1778
Sqftunheatedbasement
239

Dwelling And Structure

Architectural Style
  • Arts and Crafts

Square Footage And Levels

Levels
  • Two
Above Grade Finished Area
1422
Below Grade Finished Area
356

Parking And Garage

Parking Features
  • Basement
  • Driveway
  • Attached Garage
  • Garage Faces Rear

Exterior Features

Roof
  • Architectural Shingle
Exterior Features
  • Above Ground Hot Tub / Spa
  • Fire Pit
Construction Materials
  • Hardboard Siding
Patio And Porch Features
  • Covered
  • Deck
  • Front Porch
  • Rear Porch

Lot And Land

Fencing
  • Back Yard
  • Fenced
Lot Features
  • Cul-De-Sac
  • Green Area
  • Sloped
Lot Size Acres
0.26
Lot Size Units
Acres

Basement And Foundation

Basement
  • Exterior Entry
  • Finished
  • Storage Space
  • Walk-Out Access
Foundation Details
  • Basement

Utilities

Sewer
  • Public Sewer
Utilities
  • Electricity Connected
Water Source
  • City

Financial Information

Citytaxespaidto
Asheville
Hoasubjecttodues
No
Proposedspecialassessmentyn
0

Zoning And Restrictions

Zoningspecification
R E Ss

Listed by Chris Smith (828-450-2826) · Century 21 Connected (828-348-0222)

Location

Address
29 Winding Road
City
Asheville, NC 28803
Community
Oakley
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Schools

Elementary
Oakley
Middle
AC Reynolds
High
AC Reynolds

School assignments may change. Contact the school district to confirm.

Canopy MLS

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