High atop the tranquil slopes of Highlands’ prestigious Big Bear Pen Mountain lies an enchanting retreat at 1135 Big Bear Pen Road. Imagine waking each morning to the gentle whispers of mountain breezes drifting through lush, mature trees, the early sun painting gold across rolling hills and distant peaks.
Recently transformed by a major renovation, this lovingly maintained home gracefully blends rustic elegance with sophisticated comfort. Rich wood accents create a warm, inviting atmosphere throughout, while expansive windows frame breathtaking vistas that evolve beautifully with each passing season. The generous living spaces, crowned by soaring ceilings, invite gatherings filled with laughter around the stone fireplace or peaceful afternoons enjoying the serenity from the spacious decks.
Cooking becomes a delight in the thoughtfully designed kitchen, where modern amenities blend seamlessly with classic charm, offering both function and beauty to inspire your culinary creativity. The primary suite is a true sanctuary, highlighted by a luxurious tub and spa-like shower that will rival any exclusive retreat, providing ample space to rest and rejuvenate amid tranquil views.
Rarely found, the property spans two flat lots just shy of an acre, completely fenced in, offering privacy, security, and abundant outdoor space. Outdoor enthusiasts will cherish the surrounding natural beauty, with opportunities for hiking, birdwatching, and simply reconnecting with nature just steps from your door. Yet, the convenience and charm of downtown Highlands, celebrated for its vibrant boutiques, fine dining, and cultural events, remain just moments away.
1135 Big Bear Pen Road is more than a home; it’s a lifestyle, a personal retreat, and a timeless sanctuary awaiting its next chapter with you. Owner/broker listed.
For sale
Price cut: $150K (11/23)
$2,750,000
1135 Big Bear Pen Road, Highlands, NC 28741
4beds
--sqft
Est.:
Single Family Residence
Built in 1961
0.92 Acres Lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Fenced-in flat landBrand-new composite deckViews of whiteside mountainBreathtaking mountain rangeMature treesLarge front yard
- 624 days |
- 571 |
- 31 |
Zillow last checked: 8 hours ago
Listing updated: November 23, 2025 at 11:47am
Listed by:
Brenda Calcavecchia,
Landmark Realty Group - Frank Allen, Cashiers
Source: HCMLS,MLS#: 103343Originating MLS: Highlands Cashiers Board of Realtors
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Level: Main
Bedroom 2
- Level: Main
Bedroom 3
- Level: Main
Bedroom 4
- Level: Main
Dining room
- Level: Main
Family room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Heating
- Gas, Heat Pump, Multi-Fuel
Cooling
- Central Air, Electric
Appliances
- Included: Built-In Refrigerator, Double Oven, Dryer, Exhaust Fan, Freezer, Disposal, Gas Oven, Ice Maker, Microwave, Range, Refrigerator, Wine Cooler, Washer
- Laundry: Washer Hookup, Dryer Hookup
Features
- Breakfast Bar, Eat-in Kitchen, Kitchen Island, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Laminate, Tile, Wood
- Windows: Skylight(s), Window Treatments
- Basement: Crawl Space,Encapsulated
- Has fireplace: Yes
- Fireplace features: Gas Log, Kitchen, Living Room, Stone, Wood Burning
Property
Parking
- Total spaces: 1
- Parking features: Additional Parking, Detached, Garage, One Car Garage, Gravel
- Garage spaces: 1
Features
- Levels: One
- Stories: 1
- Patio & porch: Rear Porch, Covered, Deck, Enclosed, Front Porch, Patio, Screened, Side Porch
- Exterior features: Garden
- Pool features: Community
- Fencing: Fenced
- Has view: Yes
- View description: Mountain(s)
Lot
- Size: 0.92 Acres
- Features: Level, Rolling Slope, City Lot
Details
- Additional structures: Guest House, Residence
- Parcel number: 7540841262
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow,Contemporary,Ranch
- Property subtype: Single Family Residence
Materials
- Frame, Wood Siding
- Roof: Shingle
Condition
- New construction: No
- Year built: 1961
Utilities & green energy
- Electric: Generator
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available, High Speed Internet Available
Community & HOA
Community
- Features: Clubhouse, Fitness Center, Pickleball, Pool, Tennis Court(s)
- Security: Security System
- Subdivision: Big Bear Pen
HOA
- Has HOA: No
Location
- Region: Highlands
Financial & listing details
- Tax assessed value: $889,790
- Annual tax amount: $8,424
- Date on market: 11/14/2023
- Cumulative days on market: 782 days
- Lease term: Other
Estimated market value
Not available
Estimated sales range
Not available
$4,652/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/23/2025 | Price change | $2,750,000-5.2% |
Source: HCMLS #103343 Report a problem | ||
| 9/12/2025 | Price change | $2,899,999-3.3% |
Source: HCMLS #103343 Report a problem | ||
| 7/2/2025 | Price change | $2,999,999-6.1% |
Source: HCMLS #103343 Report a problem | ||
| 6/11/2025 | Price change | $3,195,000-0.2% |
Source: HCMLS #103343 Report a problem | ||
| 4/15/2025 | Price change | $3,200,000-6.4% |
Source: HCMLS #103343 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2018 | $4,851 | $889,790 |
| 2017 | -- | $889,790 |
| 2016 | -- | $889,790 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$15,494/mo
Principal & interest
$13546
Property taxes
$985
Home insurance
$963
Climate risks
Neighborhood: 28741
Nearby schools
GreatSchools rating
- 6/10Highlands SchoolGrades: K-12Distance: 1.3 mi
- 6/10Macon Middle SchoolGrades: 7-8Distance: 12 mi
- 2/10Mountain View Intermediate SchoolGrades: 5-6Distance: 12.2 mi
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