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$799,900
4 Beds 3 Baths 4423666 MLS COMING SOON 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
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

$575,000
3 Beds 2 Baths 4350045 MLS CLOSED Status
Discover the timeless charm of this classic Craftsman home in the sought after Five Points neighborhood, awaiting its next chapter! This 3 bedroom, 2 bathroom home is a beautifully preserved Arts & Crafts home blending historic character with modern comfort. Featuring original colonnades, hardware, trim, gleaming hardwoods, and cozy fireplaces, this move-in ready gem offers abundant indoor/outdoor living with a screened front porch, private back patio and an upper deck off the luxurious owner’s suite. The interior offers a seamless flow, including two main-level bedrooms, two living areas, a dedicated dining room, and a light-drenched sunroom perfect for a library, plant room or yoga studio.  The owner's suite boasts high, vaulted ceilings, new skylights, tongue-and-groove detailing, plenty of closet space and an ensuite bathroom with laundry. Thoughtfully landscaped with low-maintenance perennials, Japanese maples, established blueberry bushes and a strawberry patch, the yard complements the home’s seamless flow and privacy. Conveniently located to UNCA, Trader Joe’s, the Reed Creek Greenway and downtown dining and nightlife. You'll appreciate the brand new roof and skylights installed in April 2026, as well as the high-quality updated windows and doors. If you're looking for authentic character and outdoor living this home is for you! Showings start May 8th.

15 Hillside Street, Asheville

Listing courtesy of Keller Williams Professionals. lauramiddleton@kw.com

Sold listing courtesy of Town and Mountain Realty

$465,000
3 Beds 2 Baths 4358029 MLS CLOSED Status
Tucked at the quiet end of Conestee Place in Asheville’s desirable Five Points area, this charming 1923 brick cottage blends timeless character with everyday livability and invites its next owner to make it their own. A handcrafted artisan stone wall welcomes you at the street, setting the tone for what lies beyond. Step onto the deep front porch where slow mornings, evening conversations, and a glass of something cold just feel right. Inside, the home’s historic soul is beautifully intact, with original glass doorknobs, warm hardwood floors, and a built-in china hutch that speaks to another era of craftsmanship. The living spaces are filled with natural light and easy flow, offering comfort today while leaving room for thoughtful updates over time. The kitchen is functional and ready for your vision, while the overall condition reflects a home that has been well cared for through the years. One of the most unique features is the year-round sunroom and attached greenhouse space, a true haven for plant lovers and creatives alike, complete with built-in planter beds that allow you to grow your favorite herbs, flowers, or greenery throughout the seasons. Out back, you’ll find a generous yard with room to garden, play with fido, or simply enjoy the peaceful setting, along with ample off-street parking accessed from both sides of the home, an uncommon convenience in this area. All of this just a short walk to UNCA and the shops and restaurants along Merrimon Avenue, and moments from downtown Asheville. Whether you’re drawn to its history, its setting, or the opportunity to make it your own, this is a home that offers both character and possibility in one of Asheville’s most beloved locations.

15 Conestee Place, Asheville

Listing courtesy of EXP Realty LLC. julie@juliemovesmountains.com

Sold listing courtesy of Town and Mountain Realty

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Five Points Real Estate & Homes