Five Points Homes with Two Levels

Welcome to Five Points, one of Asheville, North Carolina's most vibrant and charming neighborhoods. Nestled in Buncombe County, Five Points boasts a unique blend of historic charm and modern amenities, making it a highly sought-after area for homebuyers. With tree-lined streets and a welcoming atmosphere, this community is perfect for families, young professionals, and retirees alike.

Five Points is known for its rich history and picturesque architecture, featuring a mix of classic bungalows and contemporary designs. One of the standout options in this neighborhood is the availability of stunning two-level homes. These residences offer ample space and versatile layouts, perfect for entertaining or enjoying quiet evenings with family. Many of these homes come with beautiful outdoor spaces, ideal for soaking up the North Carolina sunshine or hosting summer barbecues.

Living in Five Points means being part of a close-knit community with easy access to local parks, boutique shops, and a variety of dining options. The neighborhood is just a stone's throw away from Asheville's bustling downtown, where you can explore art galleries, craft breweries, and live music venues. With a strong sense of community and a range of amenities, Five Points is not just a place to live; it's a lifestyle.

Whether you're looking for a charming two-level home to start a family or a cozy retreat in a thriving area, Five Points has something for everyone. Discover the allure of this enchanting neighborhood and make it your new home today!

Newest Five Points Homes with Two Levels

$899,000

5 Beds ⋅ 4 Baths ⋅ 4419904 MLS ⋅ ACTIVE Status

This well-maintained 1927 Craftsman Beauty features tall ceilings, gleaming hardwoods, charming built-ins, original tubs, French doors, and a deep welcoming porch.The back courtyard is t's own private oasis. Relax with a good book or gather around the fire-pit. Located on a quiet, tree lined street, this home offers the quintessential Asheville lifestyle. What a rare opportunity to acquire a gem in the city's popular Five Points neighborhood! Mature trees & perennial gardens surround this versatile home. Enjoy easy, off-street parking and main level entry in the back of home. Located just a short walk to Downtown Asheville, UNCA, bike trails, restaurants & breweries. The owners previously operated fully permitted short-term rentals with substantial income for over a decade. These days, the property is still a money maker, but the three rentals are a month or more at a time. Keep the home as a money maker, or you could choose to convert the home back to a grand five bedroom, four bath single-family home by simply unlocking two doors!

57 Conestee Street, Asheville

Listing courtesy of Ivester Jackson Blackstream. kimgentryjustus@gmail.com

$799,000

3 Beds ⋅ 3 Baths ⋅ 4415682 MLS ⋅ ACTIVE UNDER CONTRACT Status

A quintessential 1915 bungalow in Asheville’s coveted Five Points neighborhood, 46 E Chestnut blends remarkable historic character with thoughtful modern updates in one of the city’s most walkable locations. G.W. McKibbin, architect of Grove Park Inn is listed as living in this house from 1925-1927. Set above the street on a beautifully landscaped lot, the home enjoys an unusual sense of privacy while remaining just one block from three grocery stores and an easy stroll to the heart of downtown Asheville. The property offers a shared driveway, a rear courtyard with approximately four inches of existing stone under the grass that has historically been used for off-street parking, and convenient adjacent street parking. A wide covered front porch overlooks the neighborhood and provides the perfect perch for taking in the lively pedestrian energy of Five Points. The level front lawn, mature landscaping, stone retaining wall and established plantings create a welcoming approach, while the home’s pebble-dash and cedar-shake exterior and classic architectural lines preserve its early-20th-century charm. Inside, original heart-of-pine floors, exposed brick and beautifully preserved period details give the home warmth and authenticity throughout. The main level offers gracious, connected living spaces, including a light-filled dining room accented by an original bricked-in coal-burning fireplace and a comfortable living room with an additional fireplace. The renovated kitchen is both refined and highly functional, featuring quartz countertops, crisp white cabinetry, stainless appliances, abundant storage and a generous peninsula. Exposed brick, substantial wood trim and thoughtfully incorporated architectural details add depth and character. One of the home’s most memorable additions is the custom bar, complete with seating, warm exposed-brick surroundings and its own playful drink menu—an unexpected and wonderfully personal space for entertaining friends or settling in for an evening at home. A nearby pantry alcove provides additional storage and leads conveniently to a main-level half bath. Upstairs are three bedrooms, including a primary bedroom with an ensuite bath, along with a second fully updated guest bathroom. The renovated baths with tile surround, classic black-and-white hex tile flooring and wainscoting, offer the comfort and functionality expected for modern living while remaining complementary to the home’s historic character. Outdoor living is another major highlight, with multiple spaces designed to enjoy the setting throughout the seasons. In addition to the covered front porch, the home offers a rear deck seating area, and mature landscaping, with plenty of room for outdoor lounging or entertaining.

46 E Chestnut Street, Asheville

Listing courtesy of Mosaic Community Lifestyle Realty. elizabeth@mymosaicrealty.com

$699,000

3 Beds ⋅ 2 Baths ⋅ 4374888 MLS ⋅ ACTIVE Status

Built in 1915 and completely renovated for modern living, 131 Woodrow seamlessly blends timeless character with thoughtful updates in one of Asheville’s most convenient locations, Five points. Enjoy the ease of having access to places like Liberty House Cafe, schools, yoga studios, and even Trader Joe’s—without having to battle the parking lot. This bright and inviting 3-bedroom, 2 full bath home features an open-concept layout filled with natural light pouring through oversized windows. The beautifully redesigned kitchen is the heart of the home, offering warm, welcoming finishes, new appliances, and a pot filler that makes everyday cooking feel elevated. Original charm shines throughout while updated systems and stylish renovations provide peace of mind and comfort. French doors open to a flat, fenced backyard—perfect for entertaining, gardening, pets, or simply enjoying Asheville’s beautiful seasons. A rare combination of historic charm, modern convenience, and an unbeatable in-town lifestyle.

131 Woodrow Avenue, Asheville

Listing courtesy of Town and Mountain Realty. leah@townandmountain.com

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