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59 Rocky Ridge Rd, Highlands
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 1004456 MLS
Spectacular Golf Course and Long-Range Mountain Views — Beautifully Renovated Highlands Mountain Retreat Experience the best of Highlands mountain living in this beautifully renovated and updated residence, ideally situated near the gated entrance to Highlands Falls Country Club. Offering approximately 5,500 square feet of heated living space across two spacious levels, this exceptional home combines breathtaking long-range mountain vistas, sweeping views of the 8th and 9th holes of Highlands Falls Golf Course, and a versatile floor plan designed for comfortable living and gracious entertaining. A distinguishing feature of this remarkable property is its thoughtfully designed two-level layout, with each level offering two bedrooms, three bathrooms, a spacious great room with dining area, a fully equipped bespoke kitchen featuring Thermador appliances and an expansive back deck overlooking the golf course and surrounding mountains. This unique arrangement provides exceptional flexibility for hosting extended family and guests, allowing each level to function as a comfortable, private living environment. The beautifully updated main level showcases an inviting open-concept design, highlighted by a stunning gourmet kitchen featuring custom white cabinetry, elegant quartz countertops, a generous center island with seating, stainless steel appliances, and sophisticated finishes. The kitchen flows naturally into the adjoining living and dining spaces, where soaring ceilings, abundant natural light, rich hardwood flooring, and a dramatic stone fireplace create an atmosphere of warmth and mountain elegance. The lower level offers equally appealing accommodations, complete with its own kitchen, great room, dining area, two bedrooms, three bathrooms, and access to a spacious covered deck. Whether entertaining guests, accommodating extended family, or simply enjoying additional living and recreational space, this level provides outstanding versatility without sacrificing comfort or privacy. Outdoor living is equally impressive. Expansive decks on both levels provide inviting settings for morning coffee, alfresco dining, entertaining, or simply relaxing while enjoying the panoramic golf course and magnificent long-range mountain views, along with a beautiful water feature visible from both decks. The ever-changing scenery, from lush summer greens to the brilliant colors of autumn, creates a spectacular backdrop year-round.

59 Rocky Ridge Rd, Highlands

1094 Moorewood Rd, Highlands
$2,950,000
3 Beds ⋅ 5 Baths ⋅ 1003871 MLS
Step into this stately property located in the center of the Highlands Country Club and start living. This 2-story masterpiece touches all the senses. The lifestyle offered by this residence is part cottage, part lodge, part manor home, and part arboretum. Offering versatility for family, guests, and entertaining. Graciously designed with several living & lounging areas on the main level creating both formal and casual settings for all, especially with the way the Chef's Kitchen, Family Room, and Dining Area work in concert! The Main Floor Primary Suite is must see for its parlor area and abounding spaciousness. Two Guest Suites are private upper enclaves in and of themselves. There's a well-appointed separate Garden Living Suite with a private entrance on the lower level to house In-Laws and other dignitaries. The Screened Porch, Decking, Grilling Area and stone pathways serve the terraced gardens below that traverse an active brook/stream to a private Gazebo at the end of the property. The feel of an Estate, with the quaintness of a cottage in the French countryside...all just minutes from Downtown Highlands.

1094 Moorewood Rd, Highlands

1955 Dillard Rd, Highlands
$5,695,000
3 Beds ⋅ 3 Baths ⋅ 1003624 MLS
Frog Pond Farm is a 27-acre gated sanctuary just beyond the Highlands city limits, offering exceptional privacy, natural beauty, and a rich sense of place. The estate is framed by formal gardens, two tranquil lakes, and multiple winding creeks, creating a landscape that feels both curated and timeless. The property spans more than 27 acres, including a section suitable for adding additional homes, presenting a rare opportunity for a multi-residence compound or future expansion. The residence is artfully maintained and beautifully decorated, featuring a distinguished library, a sun-filled garden room, three bedrooms, and three bathrooms. Elegant living spaces include a formal living room and formal dining room, all anchored by a gracious covered front porch and a circular drive with covered parking. Adding to its historic charm, the estate includes a pottery shed built upon the original separate kitchen area, along with a large entertainment and equipment barn, ideal for gatherings, hobbies, or versatile storage. Frog Pond Farm is a rare offering — a private, historic oasis where refined living meets extraordinary natural surroundings.

1955 Dillard Rd, Highlands

556 Shortoff Rd, Highlands
$450,000
3 Beds ⋅ 1 Baths ⋅ 1002514 MLS
Built in 1966 on the original caretaker's lot. Renovated in 2023. This enchanting 3-bedroom, 1 bath hidden artist's haven is nestled in the peaceful Cold Springs community, just 4 miles from the charm of Main Street, Highlands and offers the perfect blend of inspiration and tranquility. Step inside to find refinished, narrow-planked hardwood floors that glow with warmth, setting the tone for a home that invites creativity, reflection, and escape. You will find a beautifully renovated kitchen with granite counter tops, modern tile back splash and new cabinets. In 2020, all the kitchen appliances were replaced with stainless steel refrigerator, dishwasher, microwave, and electric stove and there’s a washer and dryer in a separate laundry/storage room. In 2002, lifetime vinyl windows were installed, inviting the mountain light to pour in while keeping the elements at bay. And a full bathroom remodel was done in 2020 with a granite countertop sink, vanity, shower/bath with frameless glass sliding doors, and tile flooring. The two car garage is spacious and is wired for 220 voltage, enough power for an artist's studio or workshop. Enhancing the feel of quiet enchantment are the tall rhododendrons that offer seclusion and privacy, and a pollinating garden landscaped along the fence that frames the yard. Whether you're sipping coffee as the morning mist rises or watching horses run in the fenced pasture across the way, this sanctuary is ideal for painters, writers, and dreamers alike. Recently installed fiber optic internet, and a Generac generator ready for any season, this mountain retreat offers both serenity and reliability. The home is in a desired area of Highlands and is ideal as a vacation rental, investment opportunity, or first home. It is nestled behind a lush wall of Rhododendron making for private, peaceful sanctuary and the level, circular driveway makes for easy access, year-round. Over the years, this home has been well-maintained. The well pump was replaced in 2005 on the shared well, as well as the LP gas furnace in 2009, ensuring warmth through crisp mountain winters. The home’s solid metal roof was installed, and the interior was painted in 2014. The exterior was painted along with the installation of oversized gutters and guards to protect the home through all seasons in 2018. And the hot water heater was just replaced to ensure comfort well into the future.

556 Shortoff Rd, Highlands

265 Cardwell Eaton Rd, Highlands
$1,163,460
3 Beds ⋅ 3 Baths ⋅ 1001902 MLS
Just minutes from downtown Highlands, this renovated mountain home combines modern updates with classic mountain style. The great room features a wall of windows showcasing Blue Valley views and a brick wood-burning fireplace with an ash chute for easy clean-up. Main Level: Includes a primary suite and guest suite, both with king beds. The updated kitchen offers modern appliances, plenty of workspace, and natural light. The back deck provides mountain views, rocking chairs for relaxing, and a nearby fire pit for cool evenings. The great room also includes a sleeper sofa for additional guests. Lower Level: A versatile space with a queen bed, bunk beds, and another sleeper sofa, plus a sitting area and a second wood-burning fireplace—ideal for guests or extra living space. Outdoor Living: Enjoy long-range Blue Valley views from the covered porch or gather around the stone fire pit below for evenings under the stars. This well-maintained home is offered fully furnished with a few exclusions and includes thoughtful features like a lifetime, transferable mold remediation contract, a dehumidifier, and a recently inspected septic system in good order. Move-in ready and perfect as a primary residence, mountain getaway, or investment property.

265 Cardwell Eaton Rd, Highlands

210 5th St, Highlands
$1,841,910
3 Baths ⋅ 1001664 MLS
Superior investment opportunity in downtown Highlands, Completely reimagined and rebuilt in 2020, 210 N. 5th Street anchors the Highlands Village Square shopping area and enjoys high visibility. Just one block from Main Street and adjacent to Kelsey Hutchinson Park, it is an excellent location for foot traffic, especially during park events. There is a commercial space on the main level perfect for business or professional offices, retail or light food service. It is fully ADA compliant. There is currently a lease in place as a Real Estate office. There are a few private/reserved parking spaces and ample street parking. The upstairs unit is a luxury two bedroom (one king, one queen), two full bath apartment. The open living space includes a full kitchen, large sitting area with fireplace and covered front porch overlooking the lawn and 5th Street. It is offered beautifully furnished right down to the silverware and linens. It is a fully legal short term rental with rental history available upon request. It would also be perfect as a long term rental orowner occupied.

210 5th St, Highlands

141 Big View Dr, Highlands
$1,750,000
4 Beds ⋅ 6 Baths ⋅ 1000516 MLS
This Highlands classic awaits your loving touches. Views galore from this large and very well loved family home. Huge decks and porches promise hours of relaxing, dining or playing games and working puzzles for everyone in the family. The large well equipped kitchen with a pleasant table of its own leads to a lovely and private dining room. The large living area with high ceilings will handle the crowd, but there are also more private spaces in a small den and sunroom leading to the large primary. The primary suite takes advantage of the huge views as well with a wood burning fireplace and large closets and bath. The large office on the main has a full bath as well. The lower level has a game room with built in bar and wood stove. More bedrooms and sleeping areas assure everyone has a space. One of the rooms has built in shelves and cabinets which could also make a great second office. At the end of the hall, you find a large room which can be a second primary bedroom or a fabulous work out room with an ensuite bath with steam shower and jetted tub. Every room in the lower level also has great views.

141 Big View Dr, Highlands

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