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$799,000

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.

8 Beds ⋅ 5 Baths ⋅ 4422866 MLS

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

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.

2 Beds ⋅ 1 Baths ⋅ 4416247 MLS

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

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!

5 Beds ⋅ 4 Baths ⋅ 4419904 MLS

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

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.

3 Beds ⋅ 3 Baths ⋅ 4415682 MLS

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

$650,000

Move-in-ready Five Points gem, perfectly positioned on a quiet street that ends at a footpath to UNCA just minutes from downtown Asheville and less than a mile from Weaver Park. This recently remodeled home features a brand-new roof and HVAC, a light-drenched open floor plan, an eat-in kitchen, and a spacious yard. Retreat to the main-floor primary suite with wooded views, or head upstairs to find two bright bedrooms with new carpeting. The walk-out basement* offers 739 SF not counted in HLA, making the home live like a 2,000+ SF home—with incredible versatility, including a large bonus room, custom built-ins, third bathroom, and a guest room/office, all with a private entrance. Outside, the large, landscaped yard features perennial gardens, room for play, fenced dog yard and dual decks perfect for entertaining. Complete with a rare two-car garage and easy trail WT Weaver Boulevard, this low-maintenance retreat offers the ultimate Asheville lifestyle. *Basement was finished in 2014 with no permits or inspections. Additional improvements in 2025 and 2026, including Helene repairs and baseboard heat, were permitted and inspected as needed. None of the newer work changed the permit/inspection status of the 2014 work

3 Beds ⋅ 3 Baths ⋅ 4409497 MLS

Move-in-ready Five Points gem, perfectly positioned on a quiet street that ends at a footpath to UNCA just minutes from downtown Asheville and less than a mile from Weaver Park. This recently remodeled home features a brand-new roof and HVAC, a light-drenched open floor plan, an eat-in kitchen, and a spacious yard. Retreat to the main-floor primary suite with wooded views, or head upstairs to find two bright bedrooms with new carpeting. The walk-out basement* offers 739 SF not counted in HLA, making the home live like a 2,000+ SF home—with incredible versatility, including a large bonus room, custom built-ins, third bathroom, and a guest room/office, all with a private entrance. Outside, the large, landscaped yard features perennial gardens, room for play, fenced dog yard and dual decks perfect for entertaining. Complete with a rare two-car garage and easy trail WT Weaver Boulevard, this low-maintenance retreat offers the ultimate Asheville lifestyle. *Basement was finished in 2014 with no permits or inspections. Additional improvements in 2025 and 2026, including Helene repairs and baseboard heat, were permitted and inspected as needed. None of the newer work changed the permit/inspection status of the 2014 work

9 Nantahala Street, Asheville

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

$699,000

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.

3 Beds ⋅ 2 Baths ⋅ 4374888 MLS

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