Oakley Real Estate

Oakley Real Estate

Welcome to Oakley, a vibrant neighborhood nestled in the heart of Asheville, North Carolina! Known for its charming blend of suburban tranquility and urban accessibility, Oakley offers residents a unique lifestyle that captures the essence of mountain living.

As you stroll through Oakley, you'll be greeted by tree-lined streets, well-kept homes, and a warm sense of community. The neighborhood boasts a diverse range of architectural styles, from cozy bungalows to modern craftsman homes, making it a delightful place for families, young professionals, and retirees alike.

One of Oakley’s standout features is its proximity to downtown Asheville. Just a short drive away, you can immerse yourself in the city’s rich culture, featuring an array of local shops, artisanal eateries, and vibrant arts scenes. For outdoor enthusiasts, the nearby Blue Ridge Parkway and the stunning Pisgah National Forest offer endless opportunities for hiking, biking, and exploring the breathtaking landscapes of the Appalachian Mountains.

Families will appreciate the top-rated schools in the area, as well as the numerous parks and recreational facilities that promote an active lifestyle. Oakley is also home to a variety of local businesses, including quaint coffee shops and farmer’s markets, where you can savor the flavors of the region.

With its friendly atmosphere, beautiful surroundings, and convenient location, Oakley is more than just a neighborhood—it's a community where you can truly feel at home. Come discover all that Oakley has to offer, and see why so many are choosing to make this enchanting Asheville neighborhood their own!

Newest Listings in Oakley

$325,000
3 Beds ⋅ 3 Baths ⋅ 4413257 MLS ⋅ ACTIVE Status
Unique opportunity in Oakley! One-story home with a finished basement in an unbeatable location, just minutes from everyday amenities and less than 10 minutes to downtown Asheville. Situated on a level lot, this charming property offers tremendous potential for someone ready to make it their own. The backyard features an above-ground pool with a separate pool house complete with a kitchen, full bath, and abundant storage. While this space is no longer in use and will require significant renovation or possible removal, it offers exciting possibilities for future outdoor living. The main level includes a bedroom, full bath, living room, and kitchen with dining area. Due to the main-level ceiling height being under 7 feet, it is not included in the home's finished square footage. The finished basement features two spacious bedrooms, two full baths, and a laundry room, all with ceiling heights of at least 7 feet. Whether you're looking for an investment, renovation project, or a chance to create a home tailored to your vision, this property is full of possibilities!

8 First Street, Asheville

Listing courtesy of Keller Williams Professionals. listings@TheMattAndMollyTeam.com
$375,000
2 Beds ⋅ 1 Baths ⋅ 4412892 MLS ⋅ ACTIVE Status
Charming cottage in convenient and on-trend Oakley. On quiet street one block from Oakley Elementary, Oakley Park and library, public transportation, connections to I-240, I-40, and I-26, minutes to Biltmore Village and neighborhood pubs and brewery. Warm and inviting one level living with generous space for outdoor living and gardening. Newer appliances, updated bathroom, and new guttering system has been installed. Primary bedroom closet plumbed for 1/2 bath. Attic and basement storage and garden shed. Quality Home Consultants home inspection recently done and available for review.

21 Lincoln Avenue, Asheville

Listing courtesy of Nexus Realty LLC. 828-585-2188
$425,000
3 Beds ⋅ 2 Baths ⋅ 4408916 MLS ⋅ ACTIVE Status
Tucked into the heart of Asheville's beloved Oakley neighborhood, this charming 3-bedroom, 2-bath brick cottage offers 1,443 square feet of comfortable living with an unbeatable combination of character, updates, and outdoor space. 2018 renovations include a new roof, HVAC, and water heater — giving buyers confidence in the major systems from day one. Inside, the warm brick exterior carries through to an inviting interior full of cottage charm. The primary suite offers a large walk-in closet and private bath with double sink and walk-in shower. The kitchen features all new appliances and opens to a side porch that flows directly into the fenced backyard — a seamless indoor-outdoor connection perfect for everyday living and entertaining. The outdoor spaces are a true highlight. A large, covered front porch welcomes you home, while the side porch and cement walkway connect the home to a spacious, flat, fully fenced backyard — a rare find in this part of Asheville. New fence in 2018, and cement back patio installed in 2025. The full basement with two separate entrances adds exceptional storage and workshop potential, with multiple rooms ready to be put to use. Situated directly across from Oakley Elementary and conveniently located just minutes from the shops, restaurants, and breweries of South and East Asheville, with easy access to downtown Asheville and I-240.

752 Fairview Road, Asheville

Listing courtesy of Keller Williams Professionals. katie@fireflyrealty.com
$525,000
3 Beds ⋅ 3 Baths ⋅ 4407595 MLS ⋅ ACTIVE UNDER CONTRACT Status
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

Listing courtesy of Century 21 Connected. brokerchrissmith@gmail.com
$335,000
2 Beds ⋅ 1 Baths ⋅ 4352652 MLS ⋅ ACTIVE Status
Are small city lots making you feel limited with the space you can afford? This cute Oakley home sits on a large fenced-in 0.46 acre lot in a great section of Oakley full of trees and a great community. The home offers so much with recent renovations that include a NEW furnace and HVAC system, new flooring, new hot water heater, new paint inside and new lower cabinets in the kitchen and a new roof installed 2024! More improvements are listed in the attachments. If you want a great home in a great neighborhood and the ability to stroll to Biltmore Village and the new All Day Darling eatery easily, this home may be for you. Seller is offer a credit for a new refrigerator to the buyer in the amount of $1,000 as well. Make this bright and cheerful city home yours today!

49 First Street, Asheville

Listing courtesy of Carolina Mountain Sales. rachaelgiesenschlag@gmail.com
$385,000
3 Beds ⋅ 3 Baths ⋅ 4399525 MLS ⋅ ACTIVE Status
Charming two-story traditional nestled on a cozy dead-end street in the desirable Oakley area of Asheville. This home combines comfort, functionality, and a peaceful setting just minutes from shopping, dining, schools, and Downtown Asheville. The main level offers a spacious living room, dining room that opens to the back patio, half bath and kitchen with stainless steel appliances. The upper level you will find all 3 bedrooms, and 2 full bathrooms for added privacy and convenience. The generous sized backyard is perfect for gardening, play, pets, or simply enjoying the outdoors.

17 Pinecrest Drive, Asheville

Listing courtesy of Property Mgmt Of Asheville. bly.pma@gmail.com
$349,000
3 Beds ⋅ 3 Baths ⋅ 4393611 MLS ⋅ ACTIVE Status
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

Listing courtesy of CENTURY 21 Connected. darawncrealestate@gmail.com
$129,000
4309679 MLS ⋅ ACTIVE Status
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

Listing courtesy of Town and Mountain Realty. seth@townandmountain.com
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“ Based on information submitted to the MLS GRID as of . 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. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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