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.
Features of 250 N Big Bear Pen Road
| MLS® # | 1001958 |
|---|---|
| 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 |
| 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 | November 2nd, 2025 |
|---|---|
| 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 |
|---|
