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 floora 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 Ashevilleschedule your private showing today!
Est. $2,468 per month, based on comparable rentals
Sale and tax history for 29 Winding Rd
Sale History
Tax History
Date
Event
Price
CANOPYMLS as Distributed by MLS Grid #4407595
Sep 21, 2026
Sold
$525,000
$295/sq ft
Aug 9, 2026
Contingent
—
Jul 31, 2026
Listed
$525,000
$295/sq ft
Jul 28, 2026
Coming Soon
$525,000
$295/sq ft
Public Records
Jul 1, 2022
Sold
$473,000
$266/sq ft
CANOPYMLS as Distributed by MLS Grid #3860092
Jul 1, 2022
Sold
$475,000
$267/sq ft
May 15, 2022
Contingent
—
May 12, 2022
Listed
$475,000
$267/sq ft
+32
Lovely home situated in the heart of town on a private cul-de-sac. Large lot with off street parking and a one car garage. Lots of natural light throughout. Primary suite with walk-in closet and en-suite bathroom. Bright kitchen with pantry, breakfast bar and dining area opens to the deck perfect for grilling. Lower level flex space ideal for home office, recreation, or exercise room. Great backyard with plenty of green space ideal for play or gardening. Walkable to all things Biltmore Village and minutes from downtown Asheville, Mission Hospital and all of Asheville's outdoor perks. Don't miss this one.
CANOPYMLS as Distributed by MLS Grid #3381222
Jun 7, 2018
Sold
$315,000
$177/sq ft
Jun 6, 2018
Pending
—
Apr 24, 2018
Contingent
—
Apr 16, 2018
Listed
$327,500
$184/sq ft
+25
Hold up! Are you seeing this? This freshly painted, light and bright home with new carpet is ready to move in and is just minutes away from Biltmore Village and downtown Asheville. 29 Winding Road has Oak hardwoods throughout the main, hallways and stairs and offers an attractive stacked stone fireplace in the family room. The kitchen has dining area plus a breakfast bar and offers a back deck for grilling. Upstairs you will find 3 nice sized bedrooms with the master bath having tile floors, oversized vanity and garden tub. Downstairs has a bonus room and multiple closets for storage. This home sits on a fantastic lot with private backyard escape and fire pit off a culdesac street. Come see what 29 Winding Road has to offer you and schedule your tour today.
CANOPYMLS as Distributed by MLS Grid #NCM574760
Jan 23, 2015
Sold
$235,000
$132/sq ft
Jan 11, 2015
Delisted
—
Dec 9, 2014
Listed
$239,000
$134/sq ft
Public Records
Dec 4, 2006
Sold
$100,000
$56/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$2,925 (+6.6%)
$72,100 + $223,800
$295,900
2024
$2,743 (+2.9%)
$72,100 + $223,800
$295,900
2023
$2,666 (+1.1%)
$72,100 + $223,800
$295,900
2022
$2,636
$72,100 + $223,800
$295,900
2021
$2,636 (+17.5%)
$72,100 + $223,800
$295,900
2020
$2,244
$72,100 + $223,800
$295,900
2019
$2,244
$51,600 + $182,700
$234,300
2018
$2,244 (−1.0%)
$51,600 + $182,700
$234,300
2017
$2,268 (+9.7%)
$51,600 + $182,700
$234,300
2016
$2,067
$51,600 + $182,700
$234,300
2015
$2,067 (+1.4%)
$26,200 + $165,400
$191,600
2014
$2,038
$26,200 + $165,400
$191,600
Public record
Public record
Zoning
Beds
2
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.26 Acres
Year renovated
2007
Sq. Ft.
1,740
Year built
2007
Style
Single Family Residential
County
Buncombe County
APN
965801823600000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 10, 2026.
RS8
RESOURCE MANAGEMENT OVERLAY
Residential Single-Family High Density District
It is the intent of the RS-8 Residential Single-Family High Density District to establish a high density per acre for single-family dwellings where public infrastructure is sufficient to support such development and to stabilize and protect the district's residential character in areas of existing high density single-family development while promoting a suitable environment for single-family living. Non-single-family development normally required to provide the basic elements of a balanced and attractive residential area is also permitted.
Fireplace Features: Family Room, Fire Pit, Living Room, Wood Burning
Heating & Cooling
Heating Information: Central, Electric, Heat Pump
Cooling Information: Central Air, Electric, Heat Pump
Sq. Ft. Unheated Total: 239
Sq. Ft. Unheated Basement: 239
Interior Features
Room Count: 2
Interior Features: Breakfast Bar, Pantry, Walk-in Closet(s)
Appliances: Dishwasher, Disposal, Electric Oven, Electric Range, Electric Water Heater, Refrigerator
Flooring: Carpet, Tile, Wood
Door Features: Screen Door(s)
Exterior
Building Information
Construction Type: Site Built
Construction Materials: Hardboard Siding
Exterior Features
Patio And Porch Features: Covered, Deck, Front Porch, Rear Porch
Exterior Features: Fire Pit
Fencing: Back Yard, Fenced
Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: RS8
Zoning Specification: RESs
Lot Information
Lot Features: Cul-De-Sac, Green Area, Sloped
Lot Size Area: 0.26
Lot Size Units: Acres
Road Surface Type: Asphalt, Paved
Road Responsibility: Publicly Maintained Road
Utilities
Utility Information
Water Source: City
Sewer: Public Sewer
Utilities: Electricity Connected
Location
Multi-Unit Information
Restrictions: N/A
HOA Information
HOA Subject To Dues: No
HOA Subject To: None
School Information
Elementary School: Oakley
Middle Or Junior High School: AC Reynolds
High School: AC Reynolds
Location Information
Directions: GPS is accurate
Public facts
Beds: 2
Baths: 2.5
Sq. Ft.: 1,740
Stories: 2.0
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 2007
Year Renovated: 2007
County: Buncombe County
APN: 965801823600000
Home facts updated by county records on Aug 10, 2026
Other
Auction Information
Is Auction: 0
Listing Information
Exception YN: 0
Green Information
Green Verification Count: 0
Home Information
Total Property HLA Sq. Ft.: 1778
Living Area: 1778
Above Grade Finished Area: 1,422
Below Grade Finished Area: 356
Sq. Ft. Upper: 711
Sq. Ft. Third: 0
Sq. Ft. Main: 711
Sq. Ft. Lower: 0
Foundation Details: Basement
Levels: Two
Around this home
Schools
Oakley Elementary
Public PreK-5 • Assigned • 1.0mi
3/10
A C Reynolds Middle
Public 6-8 • Assigned • 3.4mi
8/10
A C Reynolds High
Public PreK-12 • Assigned • 3.3mi
8/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 98° expected this year, 19 days in 30 years
2/10 Wind Factor
Minor risk of severe winds over next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Asheville, NC • 28803
Average low and high temperatures (°F)
44
26
54
33
66
41
73
50
73
55
82
63
85
67
78
63
76
57
69
48
60
42
50
32
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 14% for direct sun exposure in Asheville. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.9 hrs
5.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$496,000 – $600,000
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