About 250 N Big Bear Pen Road
This estate property blends timeless architecture and a versatile floor plan suitable for privacy and/or entertaining on a grand scale. Perched on a private lot in Highlands Falls Country Club, one of area’s most sought-after communities, the home features a two-story stone fireplace, coffered ceilings, a formal dining room, and a chef's kitchen with professional appliances that opens to a bright family room with an adjacent covered and heated porch. Additional highlights of the main level include an expansive primary suite, an office with a limestone fireplace, and a spacious laundry room. Upstairs are three guest bedrooms, each featuring a walk-in closet, ensuite baths, and private porches. Additional features include a multi-room, cedar-lined walk-in attic, encapsulated basement, rare three-car garage, and gorgeous grounds. Offered luxuriously furnished with minor exclusions. This property has been meticulously maintained with recent updates including, new roof with a 50-year transferable limited warranty, three (3) new HVAC systems, two (2) new hot water heaters and a Generac generator. Membership to Highlands Falls Country Club is not mandatory, but the amenities are legendary, and the environment is warm and welcoming. Highlands NC was selected by Travel & Leisure as “America’s Best Small Mountain Town” in 2023 and Outside magazine ranked Highlands as one of its top ten small adventure towns in the world for 2026.
Features of 250 N Big Bear Pen Road
| MLS® # | 1002507 |
|---|---|
| Price | $3,395,000 |
| Bedrooms | 4 |
| Full Baths | 3 |
| Half Baths | 1 |
| Acres | 1.02 |
| Year Built | 2005 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Traditional |
| Status | Active |
Community Information
| Address | 250 N Big Bear Pen Road |
|---|---|
| Area | Highlands |
| Subdivision | Highlands Falls CC |
| City | Highlands |
| County | Macon |
| State | NC |
| Zip Code | 28741 |
Amenities
| Amenities | Gated, Near National Forest, Trails/Paths |
|---|---|
| Utilities | Cable Available, Cable Connected, High Speed Internet Available, Sewer Connected, Water Connected |
| Parking | Additional Parking |
| # of Garages | 3 |
| View | Trees/Woods |
| Is Lakefront | No |
| Lakefront | None |
Interior
| Interior | Hardwood, Marble, Tile |
|---|---|
| Interior Features | Bookcases, Built-in Features, Tray Ceiling(s), Cedar Closet(s), Ceiling Fan(s), Chandelier, Crown Molding, Coffered Ceiling(s), Separate/Formal Dining Room, Double Vanity, Eat-in Kitchen, Granite Counters, Garden Tub/Roman Tub, High Ceilings, His and Hers Closets, High Speed Internet, Jetted Tub, Kitchen Island, Primary Downstairs, Multiple Closets, Open Floorplan |
| Appliances | Built-In Refrigerator, Convection Oven, Down Draft, Double Oven, Dryer, Dishwasher, Exhaust Fan, Disposal, Gas Water Heater, Induction Cooktop, Ice Maker, Microwave, Propane Cooktop, Self Cleaning Oven, Stainless Steel Appliance(s), Trash Compactor, Washer |
| Heating | Multi-Fuel |
| Cooling | Central Air, Ceiling Fan(s), Heat Pump |
| Has Basement | No |
| Basement | Crawl Space, Encapsulated, Concrete |
| Fireplace | Yes |
| Fireplaces | Gas Log, Library, Living Room, Propane |
| # of Stories | 2 |
| Stories | Two |
Exterior
| Lot Description | Landscaped |
|---|---|
| Roof | Asphalt |
| Construction | Frame |
Additional Information
| Date Listed | February 26th, 2026 |
|---|---|
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 4636 |
| HOA Fees Freq. | Annually |
Listing Details
| Office | Christie's International Real Estate Highlands-Cashiers |
|---|