Highlands Single Family Listings

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15E Cats Eye Run Highlands NC 28741

Highlands, NC15E Cats Eye Run

Price$749,000

Est. Mortgage: $/month

MLS Number 1001922

  • Mobile Residential
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.21

Looking for a fabulous mountain getaway cottage, we have the place for you. This | 2 Bedroom | 1 Bathroom Saltbox design cottage inspired by the classic “lean-to” Saltbox design, this tiny home floor plan is designed with simplicity in mind to maximize space and protect from the elements. Live simply and luxuriously with modern features like top of the line appliances from Summit Appliance, 7” oak hardwood flooring, Ply Gem aluminum clad wood windows, Delta faucets and much more This home with ample outdoor living space is situated on a homesite with rock face views of Whiteside Mountain and Black Rock Mountain. The home is in a gated access community with fiber optics to the home, so working from home is no problem. The Preserve at Whiteside Cliffs is halfway between downtown Highlands and Cashiers Village. Hiking trails, a community fire pit and picnic area next to a stream that flows into a class A trout stream with Whiteside Mountain views. Your mountain dream home awaits your arrival!

Listed by Grace Battle of Cashiers Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15F Cats Eye Run Highlands NC 28741

Highlands, NC15F Cats Eye Run

Price$749,000

Est. Mortgage: $/month

MLS Number 1001928

  • Mobile Residential
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.3

Looking for a fabulous mountain getaway cottage? We have exactly the place for you. Living the life of luxury while living simply has never been easier. This Jeffrey Dungan Low Country XL designed cottage allows you to embrace minimalism without giving up the modern home features you crave. This includes top of the line home appliances from Summit Appliance, Ply Gem aluminum clad wood windows optimized for energy efficiency, 7” oak hardwood flooring, Delta faucets and beautiful quartz countertops. Heated and cooled with 2 Mitsubishi mini splits for efficiency on each level.

Listed by Grace Battle of Cashiers Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1884 Dillard Road Highlands NC 28741

Highlands, NC1884 Dillard Road

Price$749,000

Est. Mortgage: $/month

Active With Contract

MLS Number 1002800

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.56

SHORT TERM RENTALS ALLOWED. Sold Furnished (with a few exceptions). Welcome to your pier-a-terre: a fun and easy weekend getaway place. Live among the treetops in this classic Highlands 2-bedroom, 2-bath cottage, perfectly tucked away in the nature yet just minutes from town. Located just 2 minutes from the historic Highlands Country Club and 7 min. from downtown, this charming retreat offers both seclusion and convenience. Surrounded by mature rhododendron & mountain laurel, this home requires no lawn maintenance. Inside, an open living room & dining room space flows into the kitchen, with both areas opening onto a spacious back deck nestled among mature trees. Large, energy-efficient windows allow an abundance of natural light and nature's beauty into the home. The rear of the property borders Glen Falls Road-a popular, well-marked, pet friendly hiking trail that leads to one of the area's most beautiful waterfalls, Glen Falls. Perfect for exploring nature with friends and family. The primary bedroom and bath are located on the main floor, while the second bedroom and bath upstairs offer privacy for guests. Whether you're looking for a peaceful Highlands retreat or a smart investment, this property is a rare find. While it boasts a Highlands address, it's outside the town's rental restrictions, allowing you to rent it by the day, week, or month-a major advantage for short-term rental income. And, no HOA! This is your chance to own a true Highlands hideaway-a completely renovated (2026), fully furnished home that blends mountain charm, prime location, and rental flexibility. Don't miss out! FEATURES: o New, Optimized HVAC: Carrier High Efficiency Heat Pump paired with Optimally Engineered Ductwork; Fully Encapsulated, Insulated; Humidity Controlled Crawlspace; and GENERAC LP Standby Generator o New Appliances :LG Washer/Dryer,LG Refrigerator, LG 5-Burner Cooktop/Multi-Mode Oven, Vent Hood, Garbage Disposal o Additional Appliances: SUB-ZERO Wine Cooler, Kitchen Aid Dishwasher o Safety: New Integrated Smoke Detector/Alarm oNew Flooring-Main Living Areas; Kitchen, Hardwood Floors-bedrooms o New Roof : Certanteed Landmark o Repainted -Cabot Exterior Stain; Benjamin Moore Interior Paint. Added: Guest Bath Vanity; Toilet, Rustica Metal Front Awning o Landscaping: Crab Orchard Stone Pathways; Front Porch o Renovated Parking Pad o New Furnishings: Artwork, Tables, Chairs, Dressers, Lamps, Light Fixtures, Bedding & Area Rugs.

Listed by Andrea Gabbard of Highlands Sotheby's International Realty - DT

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Woodlily Way Highlands NC 28741

Highlands, NC11 Woodlily Way

Price$749,000

Est. Mortgage: $/month

MLS Number 1003403

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.06

This thoroughly renovated 3 bedroom/2 bathroom cottage is one of the finest in Chestnut Hill and one of the most compelling values in Highlands. Enjoy low-maintenance, one-level mountain living in Chestnut Hill, a community in which exterior maintenance and landscaping are meticulously managed for you, permitting true “lock & leave” living just minutes from the fine shops and dining in Highlands town center. Enter through the private front-screened porch and step into the large, bright Great Room with stone fireplace that opens to the covered rear-deck perfect for entertaining. As you tour the home, you will note the extensive premium renovations throughout including the gourmet kitchen, two bathrooms, new flooring and upgraded finishes including custom trim and doors. The large primary suite features a large walk-in closet and truly luxurious bathroom featuring a top-of-the-line multi-function Toto toilet. There are two (2) guest bedrooms and full-size laundry with ample storage and closet space throughout. For convenience, there is an attached one-car garage and for guests there is ample additional parking. A dedicated back-up generator, proximity to Highlands' healthcare campus and easy, paved access provide confidence year-round. Whether you are looking for a private retreat, an income property or both, 11 Wood Lily Way awaits. 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. Recent updates and upgrades extend beyond the extensive interior remodel and include: o New Roof o Professionally encapsulated crawlspace with commercial dehumidifier o New heating and air-conditioning systems o Dual tankless hot water heaters o Back-Up Generator o Monitored underground propane tank. o Premium duo-fold (top-down, bottom-up) cellular window treatments

Listed by Clif Gottwals of Christie's International Real Estate Highlands-Cashiers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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226 Rock Face Trail Highlands NC 28741

Highlands, NC226 Rock Face Trail

Price$725,000

Est. Mortgage: $/month

MLS Number 1002607

  • Residential
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.3

Welcome to unobstructed, close-up views of both Whiteside and Blackrock Mountains in this luxury tiny cottage. Property features inlcude gated community, unmatched views from this luxury tiny cottage and a 500 SF deck that faces west for magnificent sunsets every evening. Architecture of this saltbox-style home by Jeffrey Dugan also features a back porch off the primary bedroom and high-end appliances for one-level living. Other features include fiber optic cable, a spacious yard area, perennial flower garden, generator, encapsulated walk-in basement with plenty of storage, updated nickel-board vaulted ceiling, reinforced metal roof flashings, double-paned insulated windows, custom 5% solar blinds by Highlands Decorating Center. Other features include Mini Split HVAC, dishwasher, disposal, Summit Washer/Dryer combo on main level, available hookup option for ice maker, Blink mounted external security cameras (five). No rental restrictions here in this community, if that's your desire. This gem of a home is ready for immediate enjoyment. Schedule your viewing today!

Listed by Merry Soellner of Cashiers Sotheby's International Realty, Josephine Lovell of Highlands Sotheby's International Realty - DT

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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66 Forrest Lane Highlands NC 28741

Highlands, NC66 Forrest Lane

Price$700,000

Est. Mortgage: $/month

MLS Number 1003260

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.51

Charming 3-Bedroom, 3-Bath Home with Lock-Off Unit - Unrestricted Property with Endless Potential! Located just outside the Highlands, NC city limits, this spacious home offers a unique opportunity for those looking to invest, renovate, or create a personalized mountain retreat. With 3 bedrooms, 3 bathrooms, and a generous amount of living space-including a separate lock-off unit-this property is ideal for long-term living, short-term rentals, or dual rental setups. Whether you're an investor or someone looking to create your dream getaway, there's plenty of room to reimagine and add value. Situated on an unrestricted property just off Flat Mountain Road, you'll enjoy privacy, flexibility, and easy access to all the charm and amenities of Highlands. With ample space inside and out, this property is full of potential and ready to become something truly special.

Listed by Katy Postell of Highlands Sotheby's International Realty - DT

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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371 Sassafras Gap Road Highlands NC 28741

Highlands, NC371 Sassafras Gap Road

Price$699,000

Est. Mortgage: $/month

MLS Number 1003405

  • Residential
  • Bedrooms 2
  • Bathroom 3
  • Acreage 0.97

Located off Sassafras Gap Road, this custom-built home sits overlooking a lush glen with a trickling spring and an acre of land. It has a pleasant great room, with lots of light and a mountain feel. It opens onto a lovely deck, nestled in the trees. 2 bedrooms, 2 baths above, another utility room below to read, work, or workout. Great custom stonework, a garden shed and treehouse and a small travel trailer to rent or put up guests. A double carport rounds out this great package.

Listed by W. Terry Potts of Country Club Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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181 Cherokee Drive Highlands NC 28741

Highlands, NC181 Cherokee Drive

Price$695,000

Est. Mortgage: $/month

MLS Number 1002152

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.5

Just a few minutes from Main Street, this inviting three-bedroom, two-bath cottage offers the best kind of mountain living-peaceful, comfortable, and close to everything Highlands has to offer. The home sits on a lovely half-acre lot with a lovely yard and plenty of room to enjoy the outdoors. A fresh coat of paint and a brand-new deck make it easy to move right in and start relaxing. Inside, you'll find all the ease of one-level living. The living room centers around a cozy fireplace, the perfect place to unwind on a cool evening. The kitchen has been nicely updated and includes two pantry spaces for extra storage. The primary suite features a vaulted ceiling, a walk-in closet, and its own private bath. A small porch just off the bedroom is a quiet spot to sip your morning coffee or watch the day wind down The outdoor spaces really make this home special. On one side, there's a level yard with a welcoming firepit area-great for roasting marshmallows or sharing stories under the stars. On the other, a charming picnic area offers the perfect place for lunch in the fresh mountain air. There's also plenty of room for pets, gardening, or simply enjoying the sunshine, along with a handy storage shed for tools and seasonal gear. Whether you're searching for a full-time home, a weekend retreat, or a rental investment, this charming furnished cottage with new couches and beds has the right mix of comfort, character, and convenience. It's a wonderful place to call home-just minutes from the heart of Highlands.

Listed by Judith Michaud and Mitzi Rauers of Berkshire Hathaway HomeServices Meadows Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19-A Whiteside Mountain Road Highlands NC 28741

MLS Number 1002708

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.99

Nestled in Wildcat Cliffs Country Club, this lovely, comfortable and affordable property offers a rare and flexible opportunity in the heart of Highlands. Perfectly positioned between Highlands and Cashiers, the location provides quick access to all that each town has to offer, as well as club facilities conveniently reached by golf cart or on foot. This home is thoughtfully designed as two beautifully appointed residences-available to purchase individually or together. Each side features two bedrooms and two full baths with a bonus loft area, updated kitchens, and a garage for your car AND golf cart. This creates endless possibilities for multi-generational living, fully separate guest accommodations, or rental income. Adding to the exclusivity, each residence sits on nearly one acre, providing privacy, space, and a serene bucolic setting not readily found within a luxury club community. Surrounded by championship golf, wooded views, and the refined lifestyle Wildcat Cliffs is known for, this is truly an unparalleled opportunity to own one-or both-sides of a wonderful mountain retreat. Elegant, versatile, and rare, this property is a standout offering in one of Highlands' most prestigious neighborhoods.

Listed by Andrea Gabbard of Highlands Sotheby's International Realty - DT

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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188 Valentine Lane Highlands NC 28741

Highlands, NC188 Valentine Lane

Price$685,000

Est. Mortgage: $/month

MLS Number 1002204

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.85

Discover the perfect balance of privacy and convenience in this beautifully wooded property located just beyond the city limits. Nestled among mature trees and bordered by a gentle creek, this home offers a serene escape with the comfort of nearby city amenities. Enjoy evenings by the fire pit next to the creek where you can unwind and listen to the soothing sounds of nature. Inside you will find an inviting living area perfect for gatherings or quiet nights in. Recent updates include a new roof.

Listed by Anna Wilson of Country Club Properties, Emily Chastain of John Cleaveland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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31 Chestnut Hill Highlands NC 28741

Highlands, NC31 Chestnut Hill

Price$675,000

Est. Mortgage: $/month

MLS Number 1002858

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.06

Life in the mountains often asks for a balance - beauty without burden, charm without complication- and this thoughtfully maintained cottage in the Chestnut Hill community delivers exactly that. Just minutes from the heart of Highlands and conveniently close to Highlands-Cashiers Hospital, the home offers a rare blend of accessibility and retreat. Whether it's a morning coffee run into town, an evening dinner on Main Street, or the peace of mind that comes with nearby medical care, everything you need is effortlessly within reach. What sets this property apart is its simplicity of living. Though it is a single-family home, it lives with the ease and freedom of a lock-and-leave condominium - no constant upkeep, no lingering to-do lists, just the ability to come and go as you please, knowing your home remains as pristine as you left it. Inside, the atmosphere is light and welcoming. A vaulted ceiling elevates the living room, where natural light filters in and creates a sense of openness that feels both airy and grounded. The kitchen has been tastefully updated, offering generous storage and a comfortable breakfast nook that invites slow mornings and unhurried conversation. From here, the transition to the back patio is seamless - perfect for enjoying cool mountain air or a quiet evening outdoors. Two well-proportioned bedrooms and two full baths provide both comfort and privacy, whether hosting guests or enjoying a quiet weekend alone. An attached one-car garage adds another layer of convenience, offering protected parking along with valuable storage space. This is mountain living reimagined - not as a project, but as a pleasure. A place where the pace slows, the surroundings inspire, and homeownership feels refreshingly uncomplicated.

Listed by Judith Michaud and Mitzi Rauers of Berkshire Hathaway HomeServices Meadows Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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55 Wood Lily Way Highlands NC 28741

Highlands, NC55 Wood Lily Way

Price$675,000

Est. Mortgage: $/month

MLS Number 1002609

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.06

Enjoy refined, low-maintenance mountain living in Chestnut Hill-an ideal setting for those who value both ease and independence. Here, exterior home maintenance and landscaping are thoughtfully managed for you, freeing your time to enjoy the lifestyle rather than the upkeep. This single-level three-bedroom, two-bath residence offers the simplicity of condominium living with the privacy, space, and comfort of a detached home-complete with its own garage. Located just moments from Highlands-Cashiers Hospital and the heart of downtown Highlands, you will appreciate the convenience of nearby medical services, dining, and shopping, all while returning home to a peaceful mountain setting. Chestnut Hill is perfectly suited for those seeking a full-time residence or a lock-and-leave retreat without sacrificing comfort, accessibility, or charm. HOA dues cover road maintenance, snow removal, water, and sewer, giving you true low-maintenance living. Tucked away at the end of a quiet cul-de-sac, the home features an open floor plan with beautiful new wood flooring, exposed wood beams in the great room, fully remodeled bathrooms, and an updated kitchen with new cabinetry, countertops, and stainless-steel appliances. Located just minutes from downtown Highlands, the community also offers a welcoming activity center where neighbors regularly gather for food, fun, and fellowship.

Listed by Judith Michaud and Mitzi Rauers of Berkshire Hathaway HomeServices Meadows Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 "Based on information submitted to HCBOR as of June 30, 2026 8:43 PM UTC. All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing."