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Single Family

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1213 Lost Valley Road Scaly Mountain NC 28775

MLS Number 1002677

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Acreage 85.67

Scenic, Serene, and Sustainable! Tucked away in the Highland Gap community just minutes from Dillard Road, this extraordinary log estate offers panoramic mountain views, unmatched privacy, and purposeful design. Built in 2001 by renowned Lupoli Construction, the five-bedroom residence showcases authentic log construction with soaring vaulted ceilings, rich natural wood interiors, and a dramatic floor-to-ceiling stone fireplace that anchors the great room - a true gathering place for family and friends. Designed with sustainability in mind, the property features a fully integrated solar power system while still offering access to traditional electricity, creating an impressive balance of self-sufficiency and modern convenience. Beyond the main residence, the land tells its own story. Two additional homesites have development potential, creating the opportunity for a future family compound or multi-generational retreat. With 70+ acres preserved in a land trust, your views, privacy, and peace of mind remain protected for generations to come. Surrounded by North Carolina wilderness yet conveniently located near both Highlands and Clayton, you'll enjoy access to fine dining, boutique shopping, outdoor recreation, country clubs, and excellent schools - all within easy reach. A remarkable combination of privacy, scale, craftsmanship, and conservation - this is mountain living at its finest!

Listed by Patrick Gleeson and Jessica Haberkern of Christie's International Real Estate Highlands-Cashiers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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299 Oak Street Highlands NC 28741

Highlands, NC299 Oak Street, Unit 1

Price$2,600,000

Est. Mortgage: $/month

Pending

MLS Number 1001706

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.14

In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

Listed by Patrick Gleeson and Deborah Gleeson of Christie's International Real Estate Highlands-Cashiers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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299 Oak Street Highlands NC 28741

Highlands, NC299 Oak Street, Unit 2

Price$2,600,000

Est. Mortgage: $/month

Pending

MLS Number 1001723

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.14

In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

Listed by Patrick Gleeson and Deborah Gleeson of Christie's International Real Estate Highlands-Cashiers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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299 Oak Street Highlands NC 28741

Highlands, NC299 Oak Street, Unit 6

Price$2,600,000

Est. Mortgage: $/month

Active With Contract

MLS Number 1001728

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.14

In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

Listed by Patrick Gleeson and Deborah Gleeson of Christie's International Real Estate Highlands-Cashiers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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299 Oak Street Highlands NC 28741

Highlands, NC299 Oak Street, Unit 5

Price$2,600,000

Est. Mortgage: $/month

Pending

MLS Number 1001750

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.14

In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

Listed by Patrick Gleeson and Deborah Gleeson of Christie's International Real Estate Highlands-Cashiers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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517 Joshs Trail Cashiers NC 28717

Cashiers, NC517 Joshs Trail

Price$2,600,000

Est. Mortgage: $/month

MLS Number 1002257

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Acreage 9.86

A truly one-of-a-kind mountain sanctuary, this 9.86-acre retreat is a must-see to fully appreciate its beauty, serenity, & unmatched sense of escape. Just minutes from the center of Cashiers, this mind-body-&-soul oasis lies within the private, paved community of Josh's Trail & enjoys its own exclusive gated entrance, offering the perfect blend of convenience & seclusion. At the heart of the property is a charming main home featuring 2 bedrooms, a bonus lofted area, an additional bonus room, 1 full bathroom, & a warm kitchen & dining space. The cozy living room invites you to unwind beside the wood-burning fireplace, while the kitchen & dining area below create an intimate atmosphere enhanced by a gas fireplace. A private guest suite with a full ensuite bathroom is connected via an open-air walkway, giving visitors comfort and privacy. Step outside and immerse yourself in the true essence of this retreat. Enjoy the outdoor shower, unwind in the hot tub, or melt stress away in the sauna. A striking double-sided outdoor fireplace anchors the expansive gathering area, complemented by a built-in grill-perfect for hosting while overlooking mountain views & the soothing stream-fed pond. Thoughtfully crafted forest trails wind through the property, complete with a bridge, solar lighting, & views of your own private waterfall cascading into the pond. Mature native plants line the pathways, creating a magical setting for morning strolls or twilight walks. A spacious fenced dog area ensures your four-legged companions have room to roam, & nearly every doorway opens to a deck where you can relax in the cool mountain air. A secondary guest house adds even more flexibility, offering a kitchenette, lofted living area, & half bath. The separate bedroom-accessible exclusively through its own outdoor entrance-features an ensuite bathroom & a luxurious copper soaking tub on the deck, creating a spa-like experience immersed in nature. A brief drive away, your private boat slip on Lake Glenville offers an elevated summer experience with effortless access to boating, tranquil paddling along the shoreline, refreshing swims, & the comfort of cooler mountain temperatures. All this, just minutes from dining, boutique shopping, & entertainment in the heart of Cashiers. Don't miss the chance to own this peaceful, private, & restorative mountain escape.

Listed by Sarah Strawn and Nicole Ernst of Keller Williams Great Smokies

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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285 Streamside Drive Cashiers NC 28717

Cashiers, NC285 Streamside Drive

Price$2,599,000

Est. Mortgage: $/month

Pending

MLS Number 1002809

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Acreage 1.91

Welcome to this exceptional retreat in the gated community of Stonefly! This rare gem offers stunning curb appeal, a thoughtful floorplan, beautifully furnished interiors, and extraordinary outdoor living spaces-all just minutes from the shops, dining, and charm of Cashiers village and its many walking trails, making this an excellent choice for a walk-to-town location. The serene and quiet nature of this location, with its privacy and undisturbed surrounding woodlands will enable you to fully enjoy your home, whether it's a get-away or year-round residence. Entering the home, you're greeted by timeless hardwood floors, rich crown molding, and a stunning floor-to-cathedral-ceiling stone fireplace - a true focal point of the main living space. Just beyond, step into the spacious screened porch where the soothing sound of a stream-fed pond water feature invites you to unwind and let the day's stresses fade away. Adjacent to the great room is the large, eat-in chef's kitchen, complete with a charming keeping room - the perfect place for casual gatherings or morning coffee. The primary suite offers a serene retreat, decorated in peaceful spa-inspired tones. On the opposite end of the main floor, two guest rooms repurposed as a cozy den and dedicated office provide comfort and flexibility, allowing for convenient one-level living. Downstairs, enjoy a roomy family room featuring a wet bar, stone fireplace, screened porch, and comfortable guest accommodations. From this level, step out to the stone patio and outdoor fireplace - both overlooking the mesmerizing water feature that defines the property's tranquil setting. Exceptional in every way, this home offers privacy, quiet, and peace - the perfect blend of natural beauty and refined comfort.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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146 Satulah Road Highlands NC 28741

Highlands, NC146 Satulah Road

Price$2,580,000

Est. Mortgage: $/month

MLS Number 1003423

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acreage 0.63

NEWSFLASH: This property actually sleeps 10 people with a combined 4 separate sleeping quarters and a cute Sleeping Loft for the little ones! A MUST SEE total renovation is conveniently nestled behind the historic pillars of Satulah Mountain-one of Highland's most desirable addresses! With unbeatable ease of access to town and trails, including the hiker-only access to the Satulah summit, this bright and airy cottage has it all. A flexible and family friendly floor plan is fantastic for weekenders & guests, with two bedrooms on the main level, both housing ensuite bathrooms. Vaulted ceilings in the living room feature wormy Chestnut original to the home. The kitchen houses a breakfast bar, stainless steel appliances, and a gorgeous European range. The main level has designer finishes and a light-filled office that highlights the home's original windows. Don't miss the private guest suite steps from the main house! The lower level, accessible via the terraced deck, is complete with a den, kitchenette, full bathroom, and bunk room featuring king, queen, and twin beds. Full length back deck is ideal for morning coffee or a grilling steaks, let the dogs run in the private fenced-in yard, and enjoy the merriment of friends around the fire pit late into the night. A stone's throw from shopping, fine dining, hiking, and spa, this adorable cottage home is well appointed and fully furnished with a few exclusions, and offers the best of Highlands, just in time for summer! Don't miss this one, cottages like this do not come on the market very often!

Listed by Patrick Gleeson and Deborah Gleeson of Christie's International Real Estate Highlands-Cashiers

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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50 Laurel Terrace Highlands NC 28741

Highlands, NC50 Laurel Terrace

Price$2,550,000

Est. Mortgage: $/month

Pending

MLS Number 1000813

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Acreage 0.51

Welcome to this exceptional new home/ Home package located on a double lot in the prestigious Riverwalk community of Highlands, NC. Perfectly positioned to offer views of the Cullasaja River and featuring a flat, build-friendly homesite, this property is designed with both luxury and livability in mind. The main level showcases an open-concept layout with a dramatic wood-burning fireplace as the centerpiece, flowing seamlessly into a showstopping chef's kitchen outfitted with Wolf and Sub-Zero appliances, custom cabinetry, and a large island-ideal for gathering and entertaining. Expansive stacking doors from both the living and dining areas open to a spacious covered deck complete with a second wood-burning fireplace, allowing for effortless indoor-outdoor living. The main level also includes a tranquil primary suite with a spa-inspired bathroom, offering the perfect space to unwind. Upstairs, three well-appointed guest suites provide comfort and privacy for friends and family, while a separate one-bedroom guest apartment above the two-car garage adds flexibility for visitors, extended stays, or use as a home office. Riverwalk is a private, gated enclave nestled along the Cullasaja River and just minutes from the heart of downtown Highlands. With its scenic walking paths, serene water features, and close proximity to shopping, dining, and hiking, this boutique community offers an unmatched lifestyle in the Blue Ridge Mountains. This home presents a unique opportunity to enjoy refined mountain living in one of Highlands' most sought-after neighborhoods.

Listed by John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty - HF

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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159 Kerry Hill Road Cashiers NC 28717

Cashiers, NC159 Kerry Hill Road

Price$2,550,000

Est. Mortgage: $/month

MLS Number 1002672

  • Residential
  • Bedrooms 3
  • Bathroom 5
  • Acreage 2.71

Welcome to Big Sheepcliff, where timeless mountain architecture and exceptional privacy come together. Ideally located just a short drive from the heart of Cashiers, residents enjoy easy access to fantastic dining, boutique shopping, and the vibrant, welcoming social community that makes Cashiers so special. Designed by Tim Greene, this classic residence blends traditional craftsmanship with breathtaking natural surroundings. Set on a beautifully private homesite with gentle topography, the property welcomes you with a circular driveway and a charming, level-entry, covered stone front porch. Upon entering, the home immediately opens to abundant natural light and a warm, inviting mountain aesthetic. The main living area features soaring cathedral ceilings, custom built-ins, and a dramatic floor-to-ceiling stone wood-burning fireplace, creating a striking yet comfortable gathering space. Expansive windows frame sweeping long-range mountain vistas stretching toward Lake Glenville and beyond, filling the home with ever-changing natural beauty. The primary suite is thoughtfully positioned on the main level to capture the spectacular views. This serene retreat features custom built-ins, its own stone fireplace with gas logs, and the rare convenience of dual full bathrooms. A guest bedroom with an ensuite bathroom is also located on the main level, along with a powder room for guests. The kitchen flows seamlessly into the dining area, where large windows continue to showcase the remarkable mountain backdrop. Designed for both everyday living and entertaining, the kitchen also provides direct access to the attached two-car garage. A full-sized laundry room and pantry are conveniently located just off the kitchen. Upstairs, an additional bedroom with private ensuite bathroom, provides comfortable accommodations for family and guests, along with a large finished storage closet offering valuable extra space. Outdoor living is equally inviting. The rear covered deck provides the perfect setting for al fresco dining, grilling, or simply relaxing while taking in the expansive long-range views. A portion of the deck is open to the sky, ideal for enjoying the cool mountain air and vibrant sunsets that grace this property. Private, peaceful, and beautifully situated, this thoughtfully designed home captures some of the most remarkable sunset views in the area, making it a true mountain retreat within one of Cashiers' most coveted gated communities.

Listed by Parker Anderson of Silver Creek Real Estate Group,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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268 Tocami Trail Cullowhee NC 28723

Cullowhee, NC268 Tocami Trail

Price$2,500,000

Est. Mortgage: $/month

MLS Number 1000805

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acreage 2.52

Lake Glenville Luxury Retreat: Private Dock, Designer Renovation, and Turnkey Perfection! Mountain-lake living doesn't get more dialed-in than this. Nestled in the woods of Fenley Forest on the east side of Lake Glenville, this renovated lakefront log home offers the rare combination of rustic details and high-end features, complete with a private dock and move-in-ready furnishings curated from Restoration Hardware and more. Inside, the home's open floor plan is a breath of fresh air with vaulted A-frame ceilings, sky-high windows, and warm wood textures throughout. The main level features a spacious primary suite with double vanity bathroom and direct access to one of two expansive, wraparound porches. The gourmet kitchen shines with updated black leathered countertops, custom sink, and stylish upgrades - just one example of the thoughtful renovation that touches every room. Upstairs, two inviting guest bedrooms await, one featuring a cozy lofted reading nook accessible by ladder. The lower level is designed for both fun and comfort, offering a 4th guest bedroom, bonus room/office, two full bathrooms, a wet bar, and a fully loaded game room with shuffleboard, arcade games, and bumper pool. Guests can enjoy their own wraparound porch for added privacy and flexibility. Recent upgrades make this home a worry-free escape: New whole-home A/C and propane furnace; Third-floor mini-split system under warranty and primary bedroom mini-split for private climate control; Three massive 1,000-gallon below-ground propane tanks + whole-house generator for uninterrupted power; New private well plus access to a fully upgraded community well - an exclusive dual-water source setup; Expanded septic system for 4 bedrooms. To make lake life even easier, a nearly new lithium-powered EZ Go golf cart (1-2 seasons old) is included. It's quick with lots of torque for cruising effortlessly to your private dock in style. Located just 15 minutes from the shops and restaurants of Cashiers, this fully furnished home with only minor exclusions offers a rare opportunity to own a true luxury retreat on Lake Glenville. No renovations, no stress, just fresh mountain air and lake days from day one!

Listed by Kati Miller and Ali Moody of Caliber Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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498 Birchwood Drive Highlands NC 29871

MLS Number 1002001

  • Condo Residential
  • Bedrooms 3
  • Bathroom 4
  • Acreage 4.02

Welcome home to brand new townhomes in Wildcat Cliffs Country Club conveniently located halfway between Highlands and Cashiers, North Carolina. These luxury townhomes have top of the line finishes, top shelf appliances and attention to the smallest detail. The main level has an open floor plan with a spacious living area, a gourmet kitchen with a Thermador gas range, an inviting dining area opening to a large deck to enjoy the cool summer days. The modern elevator will carry you up to an exquisite primary suite and guest suite or take you to the terrace level with another guest suite and sitting area open to a terrace with a babbling stream. Two of the townhomes under construction will have a front balcony. With an anticipated finish date of December, 2025 for two homes, act quickly to start the 2026 season with a new home and membership to Wildcat Cliffs Country Club (upon approval and payment of initiation fees). Transfer fee of $1,500 will apply.

Listed by Josephine Lovell of Highlands Sotheby's International Realty - DT

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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 July 25, 2026 5:43 AM 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."