Five Points Real Estate

Welcome to Five Points, a vibrant and charming neighborhood nestled in the heart of Asheville, North Carolina. Known for its rich history and eclectic character, Five Points is a delightful blend of old-world charm and modern amenities, making it one of the most sought-after areas in Buncombe County.

As you stroll through the tree-lined streets, you’ll be captivated by the unique architecture that ranges from quaint bungalows to contemporary homes, each with its own story to tell. The neighborhood is characterized by its friendly atmosphere, where neighbors become friends, and community ties run deep. Local parks, such as the beloved Five Points Park, provide a perfect backdrop for picnics, leisurely walks, and outdoor gatherings, fostering a sense of belonging and connection among residents.

Five Points is also a culinary haven, boasting an array of restaurants, cafes, and artisanal shops that cater to every palate. From cozy coffee spots to gourmet eateries, food enthusiasts will find themselves in paradise. Additionally, the neighborhood is conveniently located near the bustling downtown Asheville, offering easy access to a vibrant arts scene, live music, and eclectic boutiques.

For those who appreciate the great outdoors, Five Points is just a stone's throw away from the stunning Blue Ridge Mountains, where hiking, biking, and breathtaking views await. With its perfect blend of community spirit, cultural richness, and natural beauty, Five Points is not just a place to live; it’s a lifestyle waiting to be embraced. Come discover the charm of Five Points and make it your new home!

Newest Listings in Five Points

$799,900

4 Beds ⋅ 3 Baths ⋅ 4423666 MLS ⋅ ACTIVE Status

This classic 1923 American Foursquare in Asheville’s beloved Five Points neighborhood offers a wonderful combination of historic charm, generous gathering spaces, and flexible living options. A traditional floor plan showcases original wood floors throughout the main living areas, tall windows that bring in natural light, and six original non-functional coal-burning fireplaces, each with its own distinctive stone, brick, tile, or antique mantel surround. The main level offers spacious living and dining areas with the warmth and craftsmanship of an earlier era. The updated kitchen blends old and new beautifully, incorporating exposed brick and other historic remnants alongside newer cabinetry, open shelving, and modern functionality. Outdoor living is equally appealing, with expansive wraparound porches, a charming screened porch, and a large open rear deck providing multiple places to gather, dine, or simply enjoy the wooded surroundings. Upstairs are three bedrooms plus a converted sleeping porch offering an ideal home office, nursery, reading room, or additional flex space. Built-in hallway shelving provides both character and exceptional storage—perfect for displaying an entire collection of classic literature. The full bath has vintage-inspired personality with a pedestal tub and ceiling-mounted oval shower ring, along with conveniently located washer and dryer. The lower level includes an exterior-access guest suite previously created by a prior owner and used as additional living or short-term rental space; permits were not obtained for the conversion. Outside, the original carriage house with attached greenhouse offers tremendous potential for a studio, workshop, gardening space, or creative restoration project and conveys as-is. A rare opportunity to enjoy the craftsmanship, and enduring character of an early Asheville home while making the next chapter your own.

16 West Street, Asheville

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

$799,000

8 Beds ⋅ 5 Baths ⋅ 4422866 MLS ⋅ ACTIVE Status

Amazing opportunity! This sprawling 1906 Five Points classic is loaded with character, history, and raw potential. Built in the traditional four-square style with soaring high ceilings, this unique property offers endless possibilities for creative visionaries. Situated on a generous 0.475-acre lot with strong potential for subdivision (buyer to verify), 23 Northview Street, lovingly known as ‘Possum Splendor’, has served as a vibrant co-housing collective for decades. It features a multi-story floor plan with rich history and incredible eclectic charm, complete with a fourth-story turret. Stunning period details throughout include original fireplaces, hardwood flooring, doors, and more. Outside, the large lot offers mature trees, an expansive garden space, and winter mountain views—a true urban oasis in an amazing and walkable Asheville location. *Home has no central heating system and is being sold AS-IS, cash offers only.

23 Northview Street, Asheville

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

$530,000

2 Beds ⋅ 1 Baths ⋅ 4416247 MLS ⋅ ACTIVE UNDER CONTRACT Status

Charming 1927 Brick Home in Five Points — Walk to Everything** Step into timeless character with modern peace of mind. This beautifully maintained 1927 brick home sits on a desirable corner lot in the heart of Five Points, just a block or two from the Greenway Trail, UNCA, downtown Asheville, and neighborhood grocery stores. Whether you're heading out for a morning run, a bike ride to campus, or an evening stroll to dinner, this location puts it all within easy reach. Inside, the home blends historic charm with thoughtful updates. A kitchen addition adds valuable living space and modern function, while replaced roof, wiring, windows, and pipes mean the big-ticket items are already taken care of. The home is fully insulated for year-round comfort and efficiency, and the basement stays dry — a rare find in a home of this era. Outside, mature landscaping and beautiful gardens create a private, park-like feel, all enclosed by a fenced yard perfect for pets, play, or relaxing outdoors. A one-car garage adds convenient storage and parking on the corner lot. Homes like this — with genuine 1927 character, major systems already updated, and an unbeatable walkable location — don't come along often.

29 Hillside Street, Asheville

Listing courtesy of Preferred Properties. lenoirm@preferredprop.com

$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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