Chestnut Ridge Homes for Sale

Welcome to Chestnut Ridge, a picturesque subdivision nestled in the heart of Sylva, North Carolina, within the stunning Jackson County. This charming community is not just a place to live; it’s a lifestyle choice that embraces the beauty of the Blue Ridge Mountains and the vibrant culture of the surrounding area.

Chestnut Ridge offers a variety of homes for sale, catering to diverse tastes and lifestyles. Whether you’re seeking a cozy mountain retreat or a spacious family home, you’ll find an array of options that combine comfort and style. Many properties boast modern amenities, open floor plans, and stunning views that showcase the natural beauty of the region. Imagine waking up to the crisp mountain air and enjoying your morning coffee on a deck overlooking the lush landscape.

The subdivision is conveniently located just minutes from downtown Sylva, where you can explore local shops, dine at delightful restaurants, and immerse yourself in community events. Outdoor enthusiasts will appreciate the proximity to hiking trails, waterfalls, and the enchanting Great Smoky Mountains National Park, making Chestnut Ridge an ideal location for those who love to embrace nature.

With a welcoming atmosphere and a strong sense of community, Chestnut Ridge is perfect for families, retirees, and anyone looking to enjoy the tranquility of mountain living. Discover your dream home in this serene subdivision and experience the charm and warmth of Sylva, NC. Your mountain oasis awaits!

Newest Chestnut Ridge Homes for Sale

$489,000

3 Beds ⋅ 3 Baths ⋅ 4410260 MLS

Welcome to 69 Red Cedar Drive, a well-maintained home with main-level living and a large, heated lower level in Hendersonville's established Chestnut Ridge community. Priced competitively below its online estimated value and recent neighborhood sales. Minutes from downtown Hendersonville, shopping, dining, local wineries and orchards, and medical facilities, this 3-bedroom, 2-bath home lives easy with the primary bedroom & laundry on the main level. Hardwood floors, well-kept carpet, and like-new tile and grout show pride of ownership, and the fireplace has just been serviced. A four-season room off the living room connects to a guest bedroom, while two retractable awnings shade the deck off the kitchen and space outside the lower walk-out. The finished heated walk-out is a standout: a large wood shop, a craft room with finished storage, new lighting, gas-stove heat, and a second three-season room opening to the level backyard. 2-car attached garage on a 0.38-acre lot. A little cosmetic updating and paint offer instant equity — don't miss it!

69 Red Cedar Drive, Hendersonville

Listing courtesy of Berkshire Hathaway HomeServices. nickbell@bhhslp.com

$799,000

3 Beds ⋅ 4 Baths ⋅ 4403937 MLS

Beautifully maintained home with mountain views offering over 4,000 square feet of thoughtfully designed living space. The main level features an open concept floor plan with soaring ceilings, rich hardwood flooring, and a dramatic wall of windows that fills the home with natural light. The spacious great room centers around a cozy fireplace and flows seamlessly into the chef's kitchen, complete with Wellborn cabinetry, a large island, and an inviting dining area. The primary suite is a true retreat, offering dual walk-in closets, a spacious bath with double vanities, walk-in shower, and soaking tub. Additional living spaces on the main level include a guest semi-ensuite, large office, and spacious walk in laundry room/pantry with powder room. The finished lower level provides additional living space with a large family room, abundant natural light, and a private guest or secondary primary ensuite, ideal for visitors or multi-generational living. Outdoor living is equally impressive, with a welcoming covered front porch, a very private screened back porch, and expansive deck overlooking the beautifully landscaped yard surrounded by mountain views. Additional highlights include an automatic generator, Rinnai tankless water heater, and oversized garage. Located just minutes from shopping, dining, wineries, medical facilities, and all that Hendersonville has to offer. There’s an additional adjoining lot that is available for separate purchase and the furniture is negotiable offering the convenience for immediate occupancy. And this home has mountain views!

84 Red Cedar Drive, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks. chris.battista@howardhannatate.com

$475,000

2 Beds ⋅ 3 Baths ⋅ 4401616 MLS

Welcome to 81 Chestnut Lane in Hendersonville's desirable Chestnut Ridge community, where breathtaking year-round mountain views and beautifully landscaped grounds create the perfect mountain retreat. Perched on an elevated lot, this well-maintained 2-bedroom, 2-bath home with a versatile bonus room offers the flexibility of a home office, den, study, or additional guest space. Ideally located just minutes from downtown Hendersonville, local wineries, orchards, shopping, and dining, this home blends peaceful mountain living with everyday convenience. Inside, you will find beautiful wood flooring, a stunning floor-to-ceiling stone fireplace, and vaulted ceilings in both the living room and primary bedroom that enhance the home's spacious, airy feel. Updated porcelain countertops add a fresh, modern touch to the kitchen. Relax year-round in the enclosed sunroom or entertain family and friends on the spacious screened-in porch while taking in the beautiful Blue Ridge Mountain views. The lower level is equally impressive, featuring an expansive garage with room for up to four vehicles plus a separate workshop—ideal for hobbies, projects, or additional storage. Offering exceptional views, thoughtful updates, beautiful landscaping, and an unbeatable Western North Carolina location, this home is ready to welcome its next owners.

81 Chestnut Lane, Hendersonville

Listing courtesy of Keller Williams Mtn Partners, LLC. maegancarroll@kw.com

$425,000

2 Beds ⋅ 2 Baths ⋅ 4373087 MLS

Successful, income-producing short-term rental (STR) just minutes from Asheville, complete with a rare, grandfathered permit, with successful rental history since 2021. This charming 2-bedroom, 2-bath retreat blends comfort, convenience, and proven guest appeal, making it a standout investment in Western North Carolina. The thoughtfully designed interior features inviting living spaces and a well-equipped kitchen suited for both short and extended stays. Guests especially enjoy the cozy porch with firepit-perfect for taking in the region's mild mountain evenings. Interior highlights include heated floors on the lower level, a gas fireplace capable of warming the entire home, a soaking tub, and a bidet for added comfort. With easy access and a low-maintenance setting, the property consistently attracts visitors eager to explore nearby destinations like the Blue Ridge Parkway and the Biltmore Estate, supporting strong year-round demand. Whether you're seeking a turnkey investment or a personal getaway with reliable income, this property delivers. Furnishings are negotiable, and the separate garage with additional storage offers potential conversion.

3 Ravine Extension, Woodfin

Listing courtesy of Howard Hanna Beverly-Hanks Freestone Properties. hope.burk@allentate.com

$410,000

3 Beds ⋅ 2 Baths ⋅ 4354039 MLS

Welcome to this charming 3 bedroom-2 bath home offering the convenience of one-level living in a highly desirable well kept neighborhood. This well-maintained property features a comfortable and functional layout designed for everyday living and entertaining. One of the highlights of this home is the screened-in porch the perfect place to relax. Conveniently located just minutes from shopping, dining, parks and everything Hendersonville has to offer. This home provides the perfect balance of peaceful living and everyday convenience. Don't miss you chance to make this wonderful home yours.

163 Oak Apple Lane, Hendersonville

Listing courtesy of Eclat Realty + Co. madison@eclatrealtyco.com

$424,900

3 Beds ⋅ 3 Baths ⋅ 4314320 MLS

Main-Level Living with Vaulted Ceilings, Year-Round Pastoral Views, Heated Walk-Out Basement, Oversized 2-Car Garage, and Finished Bonus Space in Hendersonville. Beautiful 3-bedroom, 3-bath home offering 1,813 square feet of main-level living plus an additional 456 square feet of finished heated and cooled basement bonus space. The open layout features vaulted ceilings, abundant natural light, and a spacious feel throughout. The large kitchen includes Corian countertops, abundant cabinetry, breakfast nook, bay window, and charming window seat. All bedrooms and 2 full baths are conveniently located on the main level. The walk-out basement adds flexibility with finished bonus space, an additional full bath, and 615 square feet of unfinished heated and cooled space ideal for storage, workshop, hobbies, or future use. Recent updates include brand new carpet and a newer roof. Additional features include an oversized 2-car garage, separate main-level driveway access, precast Superior Walls foundation, solar-assisted hot water, and backup heat system. Situated on 0.47 acres, enjoy peaceful year-round pastoral views from the front porch while remaining conveniently close to downtown Hendersonville, shopping, dining, and everyday amenities.

1510 Chestnut Gap Road, Hendersonville

Listing courtesy of Century 21 Connected. ncdebbi@gmail.com

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