Oakley Real Estate

Oakley Real Estate

Welcome to Oakley, a charming subdivision nestled in the heart of Asheville, North Carolina! Known for its breathtaking natural beauty and vibrant community spirit, Oakley is a hidden gem that offers a perfect blend of suburban tranquility and urban convenience.

Situated in Buncombe County, Oakley boasts a variety of homes that cater to diverse lifestyles, from cozy cottages to modern family residences. The tree-lined streets are adorned with lush greenery, creating a picturesque backdrop for daily life. Residents here enjoy a strong sense of community, with friendly neighbors who take pride in their homes and the neighborhood.

One of Oakley’s standout features is its proximity to Asheville’s bustling downtown, where you can indulge in an array of local shops, art galleries, and farm-to-table restaurants. The area is also known for its rich cultural scene, with numerous festivals and events that celebrate the unique spirit of the region. Outdoor enthusiasts will appreciate the nearby parks and trails, perfect for hiking, biking, or simply enjoying the stunning mountain landscapes.

Families in Oakley benefit from access to quality schools and recreational facilities, making it an ideal place to raise children. With a variety of community events and activities, there’s always something happening to bring residents together.

In Oakley, you’ll find not just a place to live, but a vibrant community that welcomes you with open arms. Experience the charm of Asheville living in this delightful subdivision, where every day feels like a getaway in the beautiful Blue Ridge Mountains!

Newest Listings in Oakley

$525,000
3 Beds 3 Baths 4407595 MLS
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!

29 Winding Road, Asheville

$349,000
3 Beds 3 Baths 4393611 MLS
PRICE REDUCED! $10,000 SELLER CREDIT OFFERED AT CLOSING! First-time buyers and investors—this one deserves a closer look! A rare 3-bedroom, 3-bath opportunity in Oakley priced under $400K, offering an attractive entry point into the Asheville market without giving up the space you need. For the first-time buyer, the $10,000 seller credit can help with closing costs, prepaid expenses, or other upfront costs, making homeownership a little more attainable. Plus, major recent updates—including a brand-new HVAC system and new carpeting in all three bedrooms—mean fewer immediate big-ticket expenses to worry about. For the investor or value-minded buyer, the property's 3-bed/3-bath layout, dedicated parking, private access, and expansive lower-level basement create plenty of possibilities. Use the basement as a workshop, storage, home gym, or explore the potential for future finished space and added value, subject to permitting and buyer verification. Set quietly off the street, the home offers a sense of privacy while remaining incredibly convenient. The shared driveway provides off-street parking for up to 3 vehicles, while the low-maintenance grounds make ownership and upkeep more manageable. And the location? You’re close to some of Asheville's most desirable destinations, with easy access to I-240, Downtown Asheville, and historic Biltmore Village. Whether you're looking for your first home, an opportunity to build equity, or a property with investment potential, this is a compelling combination of price, space, updates, location, and flexibility. With the price reduction AND $10,000 seller credit, now is the time to take another look. Schedule your private tour today and see the possibilities for yourself!

501 Fairview Road, Asheville

$129,000
4309679 MLS
This is a rare opportunity to secure the last of three premium plots in the center of Asheville’s Oakley neighborhood — a walkable community steeped in local history. The land and street carry the name of their original owner, L. L. Merchant, known for constructing Asheville’s tallest Gothic Revival building, The Jackson, in 1924. Designed with two anti-erosion terraces and a newly constructed rear retaining wall, this primed parcel is ready for your architectural vision. Direct connections are in place for natural gas, electricity, cable, city recycling, hydrant access, public works, and dedicated frontage for a city-installed sidewalk, meaning you can break ground without delay. In addition to the infrastructure, the land is already alive. Mature ten-year-old fruit trees — including Asian plum, apricot, and muscadine vine — produce thousands of pieces of fruit each season, making this not just a lot, but an urban orchard. The RS8 zoning unlocks extraordinary building potential that sets this lot apart from virtually anything else on the Asheville market. At 2,100 feet elevation with unrestricted views, a primary structure can rise to a full 40 feet — tall enough for a rooftop deck to capture panoramic views of Asheville’s iconic mountain sunsets over Mount Pisgah and the Blue Ridge. Better still, modern zoning also permits a separate Accessory Dwelling Unit (ADU) up to 25 feet tall, allowing an 800-square-foot guest house — flexibility that dramatically amplifies the investment value. A perfect location seals the case. Just one mile from Biltmore Village, Whole Foods, and Asheville Mall, and a five-minute walk to Oakley Park’s tennis and pickleball courts, the public library, and Oakley Elementary — and only one minute from the fire and police departments — 20 Merchant Street places you in one of the city’s most convenient and community-rooted neighborhoods. Contact me today and let’s make your dream home a reality.

20 Merchant Street, Asheville

Start Your Search

“The data relating to real estate on this website derive in part from the Internet Data Exchange program. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. All properties are subject to prior sale, change or withdrawal. Neither The M Homes Group 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. © 2026 Carolina Multiple Listing Services, Inc.”

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .