3 beds1,778 sqft$295/sqft
29 Winding Rd, Asheville, NC 28803
Est: $2,913/moGet pre-approved

Description

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...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!
LISTING UPDATED: 08/01/2026 03:06 PM

  1. Listed by Century 21 Connected • brokerchrissmith@gmail.com

Property Details for 29 Winding Road

Status
MLS #
4407595
Days on Market
3
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
2007
Lot Size
0.26 AC / 11,325 SF
Architectural Style
Arts and Crafts
Parking Features
Basement, Driveway, Attached Garage, Garage Faces Rear
Subdivision Name
Oakley

Location

Listing Courtesy of Century 21 Connected
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Building Information for 29 Winding Road

Stories-Year Built2007Building Size-Lot Size0.26 AC / 11,325 SF

Payment Calculator

$2,913 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,669

Property Taxes

$244

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 29 Winding Road

Summary
Location and General Information
  • Longitude: -82.528857
  • Zoning: RS8
  • Latitude: 35.570645
  • Directions: GPS is accurate
Taxes and HOA Information
  • HOA YN: No
  • HOA Subject To: None
  • HOA Subject To Dues: No
  • Tax Assessed Value: $295,900.00
  • Parcel Number: 965801823600000
  • City Taxes Paid To: Asheville
School Information
  • Middle Or Junior School: AC Reynolds
  • High School: AC Reynolds
  • Elementary School: Oakley
Parking
  • Parking: Open Parking YN: No
  • Parking: Carport YN: No
  • Garage Spaces: 1.0
  • Garage YN: Yes
  • Garage Main Level YN: No
Property
Lot Information
  • Above Grade Finished Area: 1422.0
  • Below Grade Finished Area: 356.0
  • Sq Ft Garage: 331
  • Sq Ft Lower: 0
  • Sq Ft Main: 711
  • Sq Ft Third: 0
  • Sq Ft Unheated Basement: 239
  • Sq Ft Unheated Main: 0
  • Sq Ft Unheated Total: 239
  • Sq Ft Unheated Upper: 0
  • Sq Ft Upper: 711
  • Sq Ft Total Property HLA: 1778.0
  • Lot Features: Cul-De-Sac, Green Area, Sloped
  • Lot Size Units: Acres
  • Property Type: Residential
Property and Assessments
  • Geocode Confidence: High
  • Down Payment Resource YN: Yes
  • New Construction YN: No
  • Photos Count: 33
  • Road Responsibility: Publicly Maintained Road
  • Construction Type: Site Built
  • Assumable: No
  • Senior Community YN: No
  • Plat Book Slide: 110/77
  • Proposed Special Assessment: No
  • Restrictions: N/A
Green Features
  • Green Verification Count: 0
Utilities
  • Sewer: Public Sewer
  • Utilities: Electricity Connected
  • Water Source: City
Interior and Exterior Features
Exterior Features
  • Exterior Features: Above Ground Hot Tub / Spa, Fire Pit
  • Fencing: Back Yard, Fenced
  • Construction Materials: Hardboard Siding
  • Patio And Porch Features: Covered, Deck, Front Porch, Rear Porch
  • Pool Private YN: No
  • Road Surface Type: Asphalt, Paved
  • Roof: Architectural Shingle
Interior Features
  • Appliances: Dishwasher, Disposal, Electric Oven, Electric Range, Electric Water Heater, Refrigerator
  • Levels: Two
  • Cooling: Central Air, Electric, Heat Pump
  • Heating: Central, Electric, Heat Pump
  • Interior Features: Breakfast Bar, Pantry, Walk-In Closet(s)
  • Laundry Features: In Basement
  • Fireplace Features: Family Room, Fire Pit, Living Room, Wood Burning
  • Fireplace YN: Yes
  • Door Features: Screen Door(s)
  • Flooring: Carpet, Tile, Wood
  • Foundation Details: Basement
  • Basement YN: Yes
  • Basement Features: Exterior Entry, Finished, Storage Space, Walk-Out Access
  • Bedroom Main: 0
  • Bedroom Upper: 3
  • Full Bath Main: 0
  • Full Bath Upper: 2
  • Half Bath Main: 1
  • Half Bath Upper: 0
Room Information
Room Information
  • Room Count: 2.0
Room 1
  • Room Types: Bathroom-Half
  • Room Level: Main
Room 2
  • Room Types: Primary Bedroom
  • Room Level: Upper

Property History for 29 Winding Road

DateEvent & SourcePriceAppreciation
Jul 31, 2026

Listed (Active)

CANOPY #4407595

$525,000
Jul 1, 2022

Closed

CANOPY #3860092

$475,000
Jun 30, 2022

Closed (Public Record)

Public Record #1492999200

$473,000

+10.4% / yr

DateEvent & SourcePrice
07/31/2026

Listed (Active)

CANOPY #4407595

$525,000
07/01/2022

Closed

CANOPY #3860092

$475,000
06/30/2022

Closed (Public Record)

Public Record #1492999200

$473,000

+10.4% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 29 Winding Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,925 ($244 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,740 SqFtAbove Grade Finished SqFt1,392 SqFtFinished Basement SqFt348 SqFtUnfinished Basement SqFt348 SqFtStories2Lot Size11,326 SqFtStyleSingle Family ResidenceYear Built2007ZoningDEED DATE: 20CountyBUNCOMBEAPN9658-01-8236-00000Fireplace TypeHas Fireplace

Schools near 29 Winding Road

This home is within Buncombe County Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 13
Rating
School
Distance
Oakley Elementary
PublicPK to 5

A C Reynolds Middle
Public6 to 8

A C Reynolds High
Public9 to 12

Center for Career Innovation
Public9 to 13

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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29 Winding Road is a single family home for sale in Asheville, NC 28803. This property was listed for sale on July 31, 2026 by Century 21 Connected, it's currently listed at $525,000. It has been on the market for a total of 3 days and was last sold on July 1, 2022. This listing's school district is Buncombe County Schools. Nearby schools include Oakley Elementary, A C Reynolds Middle and A C Reynolds High. 29 Winding Road is a 3-bed, 3-bath, 1,778 sqft single family home built in 2007.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Century 21 Connected

Based on information submitted to the MLS GRID as of 08/01/2026 03:06 PM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.