Big Bear Pen Homes for Sale

Welcome to Big Bear Pen, a hidden gem nestled in the picturesque mountains of Highlands, North Carolina. This charming subdivision offers a unique blend of tranquility and adventure, making it an ideal retreat for those seeking a serene lifestyle surrounded by nature’s beauty. With its lush landscapes, towering trees, and breathtaking views, Big Bear Pen is a place where you can truly escape the hustle and bustle of everyday life.

The homes for sale in Big Bear Pen are a testament to the area's enchanting character. Each property reflects a commitment to quality and craftsmanship, with designs that harmoniously blend with the stunning surroundings. Whether you’re looking for a cozy cabin, a modern mountain retreat, or a spacious family home, you’ll find a variety of options that cater to diverse tastes and preferences. Many of these homes feature expansive decks, perfect for sipping morning coffee while soaking in the crisp mountain air, or enjoying evening sunsets that paint the sky in vibrant hues.

Living in Big Bear Pen offers more than just beautiful homes; it provides an active lifestyle filled with outdoor adventures. Explore nearby hiking trails, indulge in fishing at pristine lakes, or take a leisurely drive through the scenic Blue Ridge Parkway. The charming town of Highlands is just a stone’s throw away, boasting delightful shops, gourmet dining, and vibrant community events.

Discover your dream home in Big Bear Pen, where every day feels like a vacation, and nature is your neighbor. Come and experience the magic of mountain living in Macon County, NC!

Newest Big Bear Pen Homes for Sale

$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

Start Your Search

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

Last Updated: