Evening Shadows Real Estate

Welcome to Evening Shadows, a serene subdivision nestled in the picturesque town of Fleetwood, North Carolina. Located in Ashe County, this charming community offers a perfect blend of natural beauty and modern living, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle.

Evening Shadows is renowned for its stunning landscapes, where rolling hills meet the vibrant hues of the Blue Ridge Mountains. Residents enjoy breathtaking views and a peaceful ambiance, perfect for evening strolls or cozy gatherings around a fire pit. The subdivision features well-maintained homes that reflect a variety of architectural styles, catering to diverse preferences and lifestyles.

Nature enthusiasts will find plenty to love about this area. With easy access to hiking trails, fishing spots, and picnic areas, the great outdoors is right at your doorstep. The nearby New River offers opportunities for kayaking and tubing, while the surrounding forests are perfect for exploring on foot or by bike.

Community spirit thrives in Evening Shadows, where neighbors become friends and social events foster a warm, welcoming atmosphere. Local amenities, including grocery stores, restaurants, and parks, are conveniently located just a short drive away, ensuring residents have everything they need within reach.

Whether you’re looking to build your dream home or settle into a cozy retreat, Evening Shadows in Fleetwood, NC, offers an idyllic setting for a fulfilling lifestyle. Come and experience the charm and tranquility of this enchanting subdivision, where every sunset brings a promise of new beginnings.

Newest Listings in Evening Shadows

$595,000

3 Beds ⋅ 3 Baths ⋅ 263596 MLS

Tucked away on over five wooded acres, 103 Keith Street offers a rare mix of privacy and charm. A winding paved driveway leads to this rustic three-bedroom, three-bath retreat. The spacious great room features soaring ceilings, a striking stone fireplace, and an open kitchen with new Dekton countertops, a new sink, with a pull-down faucet. The main level includes two bedrooms and a bath, with all bathrooms recently remodeled. A covered front porch is perfect for morning coffee or evening breezes while watching the hummingbirds flit by. Upstairs, the primary bedroom has ample under-eave storage and its own bath. Recent updates include new double-pane windows (2023) mini splits with heat pump (2021) new kitchen appliances (2021) new water heater (2021). The lower level offers a full apartment with barn doors and private entrance, great for guests or rental income. Ideal for year-round living, vacations, or Airbnb, it’s perfect for multi-generational families, college students, or anyone seeking extra income. A lovely creek with rushing waters sits at the end of the driveway, and the peaceful neighborhood is great for long walks or enjoying the outdoors. This is the sweet spot everyone is looking for conveniently located between West Jefferson and Boone, this High Country gem offers the perfect blend of seclusion and accessibility, surrounded by the beauty of the Blue Ridge Mountains and just minutes from Appalachian State University, shopping, dining, healthcare, entertainment, and endless outdoor recreation.

103 Keith Street, Fleetwood

$339,900

2 Beds ⋅ 2 Baths ⋅ 262852 MLS

A true "Enchanted Cottage" tucked in the woods complete with the endless sounds of a mountain stream & Mother Nature. Move-in ready mountain house providing you with two cozy levels of living, perfect as either a permanent residence or second home. The main level provides two access doors to the open wrap-around sun deck. Step inside and the interior living area flows with a mix of carpet/hardwood floors and an open vaulted ceiling. The gas log fireplace provides both warmth & ambience on those cool summer nights or cold winter days. The kitchen, dining and living areas all flow together providing the needed space for family and guests. Multiple living room windows accent all vantage points to enjoy the views and simply fill this home’s main living space with natural light. The main level bedroom is adjacent to the full bath. Upstairs, the open 12' x 12' loft bedroom has carpet and a full bath overlooking the living room, fireplace and yard views. The basement/laundry level (exterior entry) offers 700+ sq. ft. plus of usable space. So if you are looking for a place to escape the summer heat. This one offers the cool mountain air and a easement to a large cold flowing mountain creek to relax by.

109 Sharon Street, Fleetwood

$20,900

262176 MLS

Welcome to Evening Shadows, where mountain charm meets everyday convenience. First time on the market since 1994, this beautiful 1.027-acre homesite is ideally located in the peaceful Ashe County mountains. Conveniently accessed from Highway 221, the property features gently laying terrain with two road frontages, offering flexibility for building and access. Underground utilities are already in place, making this an excellent setting for your dream mountain getaway or full-time residence. Located just minutes from downtown West Jefferson and a short drive to Boone, Blowing Rock, and the Jeffersons, you’ll enjoy easy access to shopping, dining, coffee shops, art galleries, medical facilities, and local churches — all while surrounded by the natural beauty and tranquility of the mountains. An adjacent lot is also available, offering the opportunity for additional acreage, privacy, or investment potential. A wonderful opportunity to own a slice of the North Carolina mountains in a highly desirable location.

Lot 61 Sams Drive and/or James Street, Fleetwood

$24,900

260576 MLS

Welcome to Evening Shadows, an ideal homesite offering the perfect blend of mountain tranquility and convenience. Located just a short drive to Blowing Rock, Boone, and the Jeffersons, and only minutes from downtown West Jefferson, you’ll enjoy easy access to shopping, dining, coffee shops, art galleries, and local amenities including medical facilities and places of worship. This property features easy access off Highway 221 and lays nicely, making it well-suited for building your dream vacation home or a full-time residence. Surrounded by natural beauty, you’ll appreciate the peaceful setting, abundant wildlife, and a charming creek along the drive to the property.

Lot 62 Sams Drive, Fleetwood

$315,000

1 Beds ⋅ 1 Baths ⋅ 260365 MLS

Located in the heart of the High Country between Boone and West Jefferson, this charming creekside cabin offers an excellent opportunity for a vacation rental investment or personal mountain getaway. Nestled on approx. 1 acre with beautiful creek frontage and a wooded hillside setting, the property delivers the peaceful mountain experience that visitors are searching for. Inside, the cabin features warm wood floors and a striking wood-burning stone fireplace that creates the cozy atmosphere guests love in a mountain retreat. The layout includes a main-level bedroom plus a loft sleeping area, allowing for flexible accommodations for couples, small families, or weekend groups. The spacious bathroom features a custom tile shower and convenient laundry closet. Large windows bring in natural light and showcase the surrounding forest, enhancing the cabin’s natural feel. Outdoor spaces invite guests to unwind on the deck and by the creek, enjoy cool mountain evenings, or explore the nearby attractions of Boone and West Jefferson, including dining, hiking, skiing, and the Blue Ridge Parkway. Spacious crawlspace for storing your kayaks and outdoor gear. With its desirable High Country location, authentic cabin character, and peaceful creekside setting, this property has strong potential as a short-term rental while also serving as the perfect personal mountain escape. House exterior was stained fall 2025. Chimney was swept fall 2025. Owner is licensed Real Estate Broker in NC.

274 Kevin Creek, Fleetwood

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The information from this search is provided by the High 'Country Multiple Listing Service. Please be aware that not all listings produced from this search will be of this real estate company. All information is deemed reliable, but not guaranteed. Please verify all property information before entering into a purchase.”