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$595,000

Welcome to this charming, historic two-story Craftsman designed by Richard Sharp Smith, perfectly situated on a quiet Montford street just a half-mile from downtown Asheville and steps from local favorites like Little Jumbo and High Five Coffee. A rose-covered arch, mature hydrangeas, and a classic covered porch with a swing welcome you into a home rich with authentic period details, heart of pine floors, and custom built-ins throughout. The cheery living room features a handsome decorative fireplace and flows into the formal dining room. Ideal for entertaining, the dining room opens to the sunny, updated kitchen with new butcher block countertops. Unwind on the private screened porch, or head upstairs to discover remarkably spacious, light-filled bedrooms with large windows, plus a versatile sleeping porch perfect for an office or sitting area. Fresh paint, all-new top-down blinds, fenced side yard, off-street parking, and basement storage complete this rare gem!

2 Beds ⋅ 2 Baths ⋅ 4405546 MLS ⋅ 1,147 SqFt. ⋅ ACTIVE Status

Welcome to this charming, historic two-story Craftsman designed by Richard Sharp Smith, perfectly situated on a quiet Montford street just a half-mile from downtown Asheville and steps from local favorites like Little Jumbo and High Five Coffee. A rose-covered arch, mature hydrangeas, and a classic covered porch with a swing welcome you into a home rich with authentic period details, heart of pine floors, and custom built-ins throughout. The cheery living room features a handsome decorative fireplace and flows into the formal dining room. Ideal for entertaining, the dining room opens to the sunny, updated kitchen with new butcher block countertops. Unwind on the private screened porch, or head upstairs to discover remarkably spacious, light-filled bedrooms with large windows, plus a versatile sleeping porch perfect for an office or sitting area. Fresh paint, all-new top-down blinds, fenced side yard, off-street parking, and basement storage complete this rare gem!

28 Woodlawn Avenue, Asheville

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

$985,000

Come make this Grand Dame your own or turn it into a fabulous investment in one of Asheville's most popular in-town neighborhoods! Elegant, large living spaces with high ceilings on main level, as well as a massive side covered porch. Wood floors throughout most of home. 3 separate units (see floor plan for details), or could be converted back to stately single family, or possibly large 3-story with an in-law suite below (764 sf). Wonderful, walking neighborhood in Montford-- walkable to restaurants and downtown Asheville. Large lot. Plenty of off street parking. New roof in 2025. Priced well below current tax value!

7 Beds ⋅ 4408400 MLS ⋅ 4,152 SqFt. ⋅ ACTIVE Status

Come make this Grand Dame your own or turn it into a fabulous investment in one of Asheville's most popular in-town neighborhoods! Elegant, large living spaces with high ceilings on main level, as well as a massive side covered porch. Wood floors throughout most of home. 3 separate units (see floor plan for details), or could be converted back to stately single family, or possibly large 3-story with an in-law suite below (764 sf). Wonderful, walking neighborhood in Montford-- walkable to restaurants and downtown Asheville. Large lot. Plenty of off street parking. New roof in 2025. Priced well below current tax value!

174 Pearson Drive, Asheville

Listing courtesy of Howard Hanna Beverly-Hanks Asheville-Downtown. marie.morris@allentate.com

$985,000

Come make this Grand Dame shine as your own or turn it into a fabulous investment in one of Asheville's most popular in-town neighborhoods! Elegant, large living spaces with high ceilings on main level, as well as a massive side covered porch. Wood floors throughout most of home. 3 separate units (see floor plan for details), or could be converted back to stately single family, or possibly large 3-story with an in-law suite below (764 sf). Wonderful, walking neighborhood in Montford-- stroll to restaurants and downtown Asheville. Large lot. Plenty of off-street parking. New roof in 2025. Priced well below current tax value. Create your dream and build your equity!

7 Beds ⋅ 4 Baths ⋅ 4408407 MLS ⋅ 4,152 SqFt. ⋅ ACTIVE Status

Come make this Grand Dame shine as your own or turn it into a fabulous investment in one of Asheville's most popular in-town neighborhoods! Elegant, large living spaces with high ceilings on main level, as well as a massive side covered porch. Wood floors throughout most of home. 3 separate units (see floor plan for details), or could be converted back to stately single family, or possibly large 3-story with an in-law suite below (764 sf). Wonderful, walking neighborhood in Montford-- stroll to restaurants and downtown Asheville. Large lot. Plenty of off-street parking. New roof in 2025. Priced well below current tax value. Create your dream and build your equity!

174 Pearson Drive, Asheville

Listing courtesy of Howard Hanna Beverly-Hanks Asheville-Downtown. marie.morris@allentate.com

$998,500

Tucked away on a quiet side street in the heart of Montford, this classic 1927 American Foursquare sits gently above the street, shaped by generations of thoughtful stewardship. Just blocks from downtown Asheville, it offers privacy, generous proportions, an adaptable floor plan, and gardens that reveal themselves gradually rather than all at once. Major investments have already been made, including a standing-seam metal roof, solar panels, and a new HVAC system, allowing the home's enduring character to be paired with meaningful modern improvements. With nearly 2,550 square feet, classic architecture, and remarkably spacious rooms, it provides both comfort today and flexibility for what comes next. Four generously sized bedrooms occupy the upper level, while a main-level flex room can serve as a guest room, office, den, or creative workspace. Many of the upstairs bedrooms include walk-in closets and adjoining flex spaces that lend themselves to home offices, dressing rooms, reading nooks, or whatever life requires. A private balcony off the upper hall offers another quiet place to step outside and enjoy the setting. Outside, the property continues to unfold. A 325-square-foot screened porch overlooks mature gardens and a private, fenced backyard. Peek-a-boo mountain views emerge through the summer canopy, expanding into broader seasonal vistas in winter. A powered and cooled detached studio provides an inspiring place for art, music, work, or retreat, while a Japanese-style cedar soaking tub creates another unexpected destination within the garden. The street-to-street lot includes shared driveway access to the rear, offering the opportunity to explore additional off-street parking. The character of this home isn't found in any single room. It lives in the architecture, the gardens, the quiet moments between spaces, and the care invested over nearly a century. Now, it is ready for its next chapter.

4 Beds ⋅ 2 Baths ⋅ 4373933 MLS ⋅ 2,558 SqFt. ⋅ ACTIVE Status

Tucked away on a quiet side street in the heart of Montford, this classic 1927 American Foursquare sits gently above the street, shaped by generations of thoughtful stewardship. Just blocks from downtown Asheville, it offers privacy, generous proportions, an adaptable floor plan, and gardens that reveal themselves gradually rather than all at once. Major investments have already been made, including a standing-seam metal roof, solar panels, and a new HVAC system, allowing the home's enduring character to be paired with meaningful modern improvements. With nearly 2,550 square feet, classic architecture, and remarkably spacious rooms, it provides both comfort today and flexibility for what comes next. Four generously sized bedrooms occupy the upper level, while a main-level flex room can serve as a guest room, office, den, or creative workspace. Many of the upstairs bedrooms include walk-in closets and adjoining flex spaces that lend themselves to home offices, dressing rooms, reading nooks, or whatever life requires. A private balcony off the upper hall offers another quiet place to step outside and enjoy the setting. Outside, the property continues to unfold. A 325-square-foot screened porch overlooks mature gardens and a private, fenced backyard. Peek-a-boo mountain views emerge through the summer canopy, expanding into broader seasonal vistas in winter. A powered and cooled detached studio provides an inspiring place for art, music, work, or retreat, while a Japanese-style cedar soaking tub creates another unexpected destination within the garden. The street-to-street lot includes shared driveway access to the rear, offering the opportunity to explore additional off-street parking. The character of this home isn't found in any single room. It lives in the architecture, the gardens, the quiet moments between spaces, and the care invested over nearly a century. Now, it is ready for its next chapter.

3 Woodlawn Avenue, Asheville

Listing courtesy of Unique: A Real Estate Collective. troyw@uniquecollective.us

$449,900

Welcome to 364 Pearson! A classic 1970's Montford ranch-style home, located just minutes to Downtown Asheville almost to the very end of a charming, eclectic street, centrally located in the Montford Neighborhood, without the HRC guidelines! Fresh exterior paint yields superior curb appeal and makes this MCM ranch shine! Down the front pathway from the on-street parking pad, the front door opens into a cozy living room, then to a kitchen and dining area. Off the kitchen is a second entry-way to a patio/covered carport. You’ll find a generous and light-filled primary bedroom down the front hall, along with two additional bedrooms, and a full bath. Downstairs on the lower level is a full finished basement, with half bath and laundry hookup. This bonus space is hard to find, and beaming with potential for a possible additional unit, additional bedrooms + bathrooms, or just a gigantic flex space! Walk-out access leads you to a green-filled backyard and a platform deck. Underneath the carport is an unfinished storage location, with plenty of space for all the things! Just imagine the possibilities for all the space, at this price and location! Right next door to Montford Park, and The Pearson Garden & Food Hub, operated by Bountiful Cities. Come and visit today!

3 Beds ⋅ 2 Baths ⋅ 4394273 MLS ⋅ 2,016 SqFt. ⋅ ACTIVE Status

Welcome to 364 Pearson! A classic 1970's Montford ranch-style home, located just minutes to Downtown Asheville almost to the very end of a charming, eclectic street, centrally located in the Montford Neighborhood, without the HRC guidelines! Fresh exterior paint yields superior curb appeal and makes this MCM ranch shine! Down the front pathway from the on-street parking pad, the front door opens into a cozy living room, then to a kitchen and dining area. Off the kitchen is a second entry-way to a patio/covered carport. You’ll find a generous and light-filled primary bedroom down the front hall, along with two additional bedrooms, and a full bath. Downstairs on the lower level is a full finished basement, with half bath and laundry hookup. This bonus space is hard to find, and beaming with potential for a possible additional unit, additional bedrooms + bathrooms, or just a gigantic flex space! Walk-out access leads you to a green-filled backyard and a platform deck. Underneath the carport is an unfinished storage location, with plenty of space for all the things! Just imagine the possibilities for all the space, at this price and location! Right next door to Montford Park, and The Pearson Garden & Food Hub, operated by Bountiful Cities. Come and visit today!

364 Pearson Drive, Asheville

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

$553,500

Step into this joyful and bright renovated Historic Montford cottage, privately situated AND in the heart of a thriving, urban neighborhood - in close proximity to every downtown and Montford restaurant, cafe, bar and grocery store! Elegantly matured green-screen and views of Town Mountain offer a delightful perch to enjoy morning coffee or evening beverage of choice! Step inside to charming, fully-renovated and meticulously maintained living spaces, complete with restored original windows, storm windows (2023), heart-pine flooring, and high-end plantation shutters. Brand new roof (CertainTeed Landmark AR), gutters and downspouts installed Aug. 2025. Front and back porches repaired and restored to original perfection. Custom built wardrobe in bedroom 2, along with art installations on both porches to convey with sale.

2 Beds ⋅ 1 Baths ⋅ 4384069 MLS ⋅ 957 SqFt. ⋅ ACTIVE Status

Step into this joyful and bright renovated Historic Montford cottage, privately situated AND in the heart of a thriving, urban neighborhood - in close proximity to every downtown and Montford restaurant, cafe, bar and grocery store! Elegantly matured green-screen and views of Town Mountain offer a delightful perch to enjoy morning coffee or evening beverage of choice! Step inside to charming, fully-renovated and meticulously maintained living spaces, complete with restored original windows, storm windows (2023), heart-pine flooring, and high-end plantation shutters. Brand new roof (CertainTeed Landmark AR), gutters and downspouts installed Aug. 2025. Front and back porches repaired and restored to original perfection. Custom built wardrobe in bedroom 2, along with art installations on both porches to convey with sale.

72 Woodlawn Avenue, Asheville

Listing courtesy of Landon Key Realty. hilary@lkeyrealty.com

$670,000

.87 Acres in Montford .The property features a beautiful, mature tree canopy and a sloped terrain that is easily accessible and pleasant to walk. Given the size and location of the site, it is perfectly suited for a custom residence or potentially a two-home development project. This 0.87-acre lot offers a rare opportunity to build in one of the city's most coveted locations.

4382165 MLS ⋅ ACTIVE Status

.87 Acres in Montford .The property features a beautiful, mature tree canopy and a sloped terrain that is easily accessible and pleasant to walk. Given the size and location of the site, it is perfectly suited for a custom residence or potentially a two-home development project. This 0.87-acre lot offers a rare opportunity to build in one of the city's most coveted locations.

99999 Montford Avenue, Asheville

Listing courtesy of Appalachian Realty Associates. sona@sonamerlin.com

$525,000

Tucked into Asheville’s beloved Montford Historic District, this beautifully maintained three-bedroom, 2.5-bath home offers the ideal blend of comfort, character and convenience. Thoughtfully landscaped with native plants, the yard creates a welcoming, low-maintenance retreat that says timeless charm. Inside, the home feels bright, warm and inviting, with tasteful staging that highlights its livable design and relaxed elegance. Furnishings may convey with an acceptable offer, offering a rare turnkey opportunity in one of Asheville’s sought-after neighborhoods. Ideally just half a mile from neighborhood dining and less than a mile from vibrant downtown Asheville, you’ll enjoy easy access to acclaimed restaurants, live music, galleries and the rich culture that makes Asheville such a special place to call home.

3 Beds ⋅ 3 Baths ⋅ 4380581 MLS ⋅ 1,657 SqFt. ⋅ ACTIVE Status

Tucked into Asheville’s beloved Montford Historic District, this beautifully maintained three-bedroom, 2.5-bath home offers the ideal blend of comfort, character and convenience. Thoughtfully landscaped with native plants, the yard creates a welcoming, low-maintenance retreat that says timeless charm. Inside, the home feels bright, warm and inviting, with tasteful staging that highlights its livable design and relaxed elegance. Furnishings may convey with an acceptable offer, offering a rare turnkey opportunity in one of Asheville’s sought-after neighborhoods. Ideally just half a mile from neighborhood dining and less than a mile from vibrant downtown Asheville, you’ll enjoy easy access to acclaimed restaurants, live music, galleries and the rich culture that makes Asheville such a special place to call home.

221 Courtland Place, Asheville

Listing courtesy of Premier Sotheby’s International Realty. 828-582-6116

$514,900

RARE FIND: Private Oasis in the Heart of historic Montford!! Unique, Montford Gem! Light filled cottage with OVERSIZED level yard, landscaping, privacy fence. This house has been lovingly maintained over the years, and boasts partial LONG-RANGE MOUNTAIN VIEWS and AMAZING SUNSETS. Quiet street bordering extensive GREEN SPACE and the Shakespeare theatre, and a short walk to Asheville’s BEST CUISINE and shops. A rare find at this price point, the property affords the flexibility to have the downstairs serve as ART STUDIO, GUEST SUITE, IN-LAW SUITE, or s/he private level. Live upstairs and rent downstairs, or enjoy it as a classic Montford home. Descend the Charming Spiral Staircase to a FINISHED LOWER LEVEL, with a wall of windows overlooking the PRIVACY of the yard. IMPECCABLY MAINTAINED, Fresh and Modern. This large lot provided space to reimagine and expand upper kitchen and living or add on. Located just outside the Historic District, so House Changes are easier!! Additional optional CLEARED LOT with STUNNING VIEWS is available only with the purchase of this home, which expands living and building possibilities-- live here while you build your DREAM HOME across the street!! Half a block to a DESIGNER PLAYGROUND, Tempie Avery, Shakespeare Theater, and more! A 5 minute walk to ALL DAY DARLING, and 10 minute stroll to DOWNTOWN ASHEVILLE! Plus 30 DAY+ RENTALS ALLOWED! Yippee! Strong long-term rental history. Note: Last property transfer of $182,500 was previous partner buyout, not a reflection of value at that time.) Get this one before it is gone! Seller would consider any STRONG OFFER above $505K with a qualified buyer and reasonably quick closing.

3 Beds ⋅ 2 Baths ⋅ 4365851 MLS ⋅ 1,470 SqFt. ⋅ ACTIVE Status

RARE FIND: Private Oasis in the Heart of historic Montford!! Unique, Montford Gem! Light filled cottage with OVERSIZED level yard, landscaping, privacy fence. This house has been lovingly maintained over the years, and boasts partial LONG-RANGE MOUNTAIN VIEWS and AMAZING SUNSETS. Quiet street bordering extensive GREEN SPACE and the Shakespeare theatre, and a short walk to Asheville’s BEST CUISINE and shops. A rare find at this price point, the property affords the flexibility to have the downstairs serve as ART STUDIO, GUEST SUITE, IN-LAW SUITE, or s/he private level. Live upstairs and rent downstairs, or enjoy it as a classic Montford home. Descend the Charming Spiral Staircase to a FINISHED LOWER LEVEL, with a wall of windows overlooking the PRIVACY of the yard. IMPECCABLY MAINTAINED, Fresh and Modern. This large lot provided space to reimagine and expand upper kitchen and living or add on. Located just outside the Historic District, so House Changes are easier!! Additional optional CLEARED LOT with STUNNING VIEWS is available only with the purchase of this home, which expands living and building possibilities-- live here while you build your DREAM HOME across the street!! Half a block to a DESIGNER PLAYGROUND, Tempie Avery, Shakespeare Theater, and more! A 5 minute walk to ALL DAY DARLING, and 10 minute stroll to DOWNTOWN ASHEVILLE! Plus 30 DAY+ RENTALS ALLOWED! Yippee! Strong long-term rental history. Note: Last property transfer of $182,500 was previous partner buyout, not a reflection of value at that time.) Get this one before it is gone! Seller would consider any STRONG OFFER above $505K with a qualified buyer and reasonably quick closing.

33 Madison Street, Asheville

Listing courtesy of EXP Realty LLC. laurauherkarealtor@gmail.com

$970,000

Historic charm meets modern elegance in this exceptionally beautiful home! A gracious wraparound porch sets the tone, inviting you to relax and unwind. Inside, 10-foot ceilings, hardwood floors throughout and expansive windows create a bright, airy feel. The main level features an open floor plan and a chef's kitchen with a quartz waterfall island, abundant cabinetry, and a dreamy walk-in pantry. A gas fireplace with a pull-down TV adds both style and function. A spacious guest bedroom and full bath complete the main floor. Upstairs, illuminated stairs with a custom railing lead to three bedrooms, including a generous primary suite with motorized room-darkening shades, a spa-like ensuite bath with waterfall shower and soaking tub, and a walk-in closet with custom built-ins. Low-maintenance yard backs up to a wooded area for added privacy and peaceful views. This home is so conveniently walkable to local restaurants, parks, and tennis/pickleball courts—offering the perfect blend of charm, comfort, and convenience. A must-see!

4 Beds ⋅ 3 Baths ⋅ 4371504 MLS ⋅ 2,342 SqFt. ⋅ ACTIVE UNDER CONTRACT Status

Historic charm meets modern elegance in this exceptionally beautiful home! A gracious wraparound porch sets the tone, inviting you to relax and unwind. Inside, 10-foot ceilings, hardwood floors throughout and expansive windows create a bright, airy feel. The main level features an open floor plan and a chef's kitchen with a quartz waterfall island, abundant cabinetry, and a dreamy walk-in pantry. A gas fireplace with a pull-down TV adds both style and function. A spacious guest bedroom and full bath complete the main floor. Upstairs, illuminated stairs with a custom railing lead to three bedrooms, including a generous primary suite with motorized room-darkening shades, a spa-like ensuite bath with waterfall shower and soaking tub, and a walk-in closet with custom built-ins. Low-maintenance yard backs up to a wooded area for added privacy and peaceful views. This home is so conveniently walkable to local restaurants, parks, and tennis/pickleball courts—offering the perfect blend of charm, comfort, and convenience. A must-see!

101 Santee Street, Asheville

Listing courtesy of Reese Real Estate Inc. laurie@lauriereese.com