Big Bear Pen Real Estate

Welcome to Big Bear Pen, a hidden gem nestled in the picturesque town of Highlands, North Carolina. This enchanting subdivision offers a perfect blend of tranquility and natural beauty, making it an ideal retreat for those seeking a serene lifestyle amidst the stunning Blue Ridge Mountains.

Big Bear Pen is characterized by its spacious lots, each thoughtfully designed to maximize privacy while allowing residents to soak in the breathtaking views of the surrounding landscape. Here, you’ll find a harmonious mix of charming mountain cabins and elegant homes, each with unique architectural styles that complement the area’s rustic charm. The community is known for its friendly neighbors and a strong sense of camaraderie, making it a welcoming place for families and retirees alike.

Nature enthusiasts will revel in the outdoor activities that abound in and around Big Bear Pen. With access to hiking trails, pristine waterfalls, and lush forests, residents can enjoy year-round adventures, from hiking and birdwatching in the warmer months to cozying up by the fireplace during the snowy winters. The nearby Highlands town center offers delightful shops, gourmet dining, and vibrant local arts, ensuring that every day can be filled with exploration and enjoyment.

Whether you’re looking for a vacation getaway or a permanent residence, Big Bear Pen promises a lifestyle of peace, beauty, and community. Discover the magic of mountain living in Highlands, NC, and make Big Bear Pen your new home today!

Newest Listings in Big Bear Pen

$1,975,000

3 Beds ⋅ 2 Baths ⋅ 1004085 MLS ⋅ ACTIVE Status

BIG VIEWS. WALK-TO-TOWN!! For those who dream of waking up to spectacular mountain views and strolling into town, this exquisite Highlands retreat delivers it all. With commanding Whiteside Mountain views and just steps to the Highlands Plateau Greenway trails, this beautifully renovated 3-bedroom home blends sophisticated design with effortless mountain living. Virtually every room captures the stunning views, while the expansive covered porch creates the perfect setting for morning coffee, afternoon cocktails, or gathering with friends as the mountains stretch beyond. At the heart of the home is a spectacular chef’s kitchen, thoughtfully designed for both entertaining and everyday living, featuring a dramatic 48-inch Viking range, custom wood range hood, a massive island, beautiful cabinetry and exceptional attention to detail. Throughout the home, luxury details abound—from custom-tiled baths with Brizo brushed-brass fixtures to designer lighting and beautifully curated finishes. Every element of the renovation has been thoughtfully selected to create a timeless, elevated mountain aesthetic. Enjoy beautiful long-range views in every season, including wintertime views of Shortoff Mountain, revealing even more of the breathtaking scenery. Rarely does a home offer this combination of unparalleled Whiteside Mountain views, an extraordinary renovation, and convenient access to downtown Highlands. This is mountain living at its finest—and a home designed to be enjoyed in every season.

1084 Big Bear Pen Rd, Highlands

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty.

Listing courtesy of Berkshire Hathaway HomeServices Meadows Mountain Realty

$1,250,000

2 Beds ⋅ 3 Baths ⋅ 1003282 MLS ⋅ ACTIVE Status

Nestled in the highly sought-after Big Bear Pen area of Highlands, this charming furnished mountain home offers the perfect blend of comfort, convenience, and timeless Highlands appeal. Featuring two spacious bedrooms, each with its own private full bath, the thoughtfully designed floor plan also includes a versatile bonus room ideal for a guest room, den, study—or a combination of all three. An additional flex space near the kitchen provides the perfect spot for a pantry, extra storage, or a cozy home office. Warm wood floors throughout create an inviting atmosphere and complement the generously sized living spaces. The covered screened porch is perfect for entertaining friends over a small dinner party or simply enjoying a peaceful morning coffee surrounded by nature. Originally built in 1985 and extensively renovated in 2011, the home was expanded to include a spacious Primary Suite featuring a walk-in closet plus two additional closets, a tiled bath, dedicated laundry room, and attached two-car garage. Designed for easy mountain living, there are only four steps to enter, with the remainder of the home conveniently situated on one level. Lovingly maintained as a successful vacation rental for decades, this property offers excellent potential to help offset the cost of a second home investment. The naturally landscaped grounds provide beauty with minimal maintenance, allowing more time to enjoy everything Highlands has to offer. Offered furnished with very few exceptions, this is a rare opportunity to own a move-in-ready mountain retreat in one of Highlands’ most desirable neighborhoods.

955 Big Bearpen Rd, Highlands

Listing courtesy of Chambers Realty & Vacation Rentals.

Listing courtesy of Chambers Realty & Vacation Rentals

$2,990,000

4 Beds ⋅ 7 Baths ⋅ 1002403 MLS ⋅ ACTIVE Status

This highly desirable home is loaded with Highlands Charm and has great curb appeal. The main house has 4 bedrooms, 4 bathrooms, there is a free-standing guest quarters with one bedroom, one bath. The dwellings are completely renovated and ready to move in. Updated with the old Highlands Charm of real stone fireplaces, wood floors and wood walls. The kitchen was professionally designed, and it has a wonderful exterior Carolina room with a fireplace. Lower level has additional storage and utility/Mechanical space. This one has rental income and is grandfathered for rental with the city, has ample parking and a usable yard.

656 Big Bearpen Rd, Highlands

Listing courtesy of Country Club Properties.

Listing courtesy of Country Club Properties

$340,000

1001024 MLS ⋅ ACTIVE Status

Discover this beautiful 0.4 acre land lot within Highlands, NC town limits and only 1 mile to Main Street. The lot resides on the slopes of desirable Big Bear Pen mountain and is close to multiple luxury homes, providing a Buyer the opportunity to own within a highly respected area. The Seller has partially cleared the lot. Public water access available at the street. A key consideration is Highlands was voted the Best Small Mountain Town in 2024 by Travel and Leisure Magazine due to its remarkable shopping, restaurants, cultural activities, and hospitality. Located only 2.5 hours from Atlanta and only 1.5 hours to both Greenville and Asheville, this resort town is easily accessed. Build your dream home amidst the Rhododendrons and Mountain Laurel of this spectacular small town!

Tbd Upper Lake, Highlands

Listing courtesy of Mountain Life Real Estate, LLC.

Listing courtesy of Mountain Life Real Estate, LLC

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