Highlands Homes with Pool

Highlands Homes with Pool

Welcome to Highlands County, Florida, a hidden gem in the heart of the Sunshine State! Nestled between the picturesque landscapes of lakes and rolling hills, Highlands County offers a serene lifestyle combined with a vibrant community spirit. Known for its beautiful lakes, including Lake Istokpoga and Lake June-in-Winter, this area is perfect for outdoor enthusiasts, whether you enjoy fishing, boating, or simply soaking up the sun.

One of the most appealing features of Highlands County is its diverse real estate market, particularly homes with pools. Imagine stepping into your own backyard oasis, where you can relax and unwind year-round. Homes with pools in this region are not just a luxury; they are a lifestyle choice. Whether you’re hosting summer barbecues, enjoying a quiet evening under the stars, or playing games with family, a pool adds an element of joy and relaxation to your daily routine.

Highlands County is also home to a variety of amenities, including charming local shops, delectable dining options, and engaging community events. The friendly atmosphere and welcoming neighborhoods make it an ideal place for families, retirees, and anyone looking to embrace a slower pace of life without sacrificing modern conveniences.

Explore the enchanting homes with pools in Highlands County, where your dream of a tranquil, sun-soaked lifestyle can become a reality. Let the warm Florida sunshine and the inviting community spirit welcome you home!

Newest Highlands Homes with Pool

$315,000
2 Beds 2 Baths Pine Hill Sub SubDv.
Welcome to 608 Cherokee Circle in Avon Park, a spacious 2-bedroom, 2-bath pool home offering 2,277 square feet of living space on a generous 0.30-acre lot. With no HOA and no CDD, this property offers plenty of room inside and out, along with flexible spaces that make it easy to create a home that fits your lifestyle. Inside, you'll find a comfortable single-story layout featuring a spacious living area, an eat-in kitchen, a large laundry room, and a primary bedroom with a walk-in closet. In addition to the two bedrooms, the home includes an oversized study/den, providing great flexibility for a home office, hobby room, game room, or additional living space. The property also features a studio-style in-law suite, adding even more versatility for guests or extended family. Step outside and enjoy your own private backyard retreat. The in-ground pool features a liner, a new pool pump, and a screened enclosure, creating a great space for relaxing, entertaining, and enjoying Florida living throughout the year. The large backyard offers plenty of additional outdoor space for gardening, recreation, pets, or simply enjoying the sunshine. One of the property's standout features is the detached workshop, wired for 220-volt electric—ideal for woodworking, projects, equipment, tools, hobbies, or additional storage. An attached one-car garage provides even more convenience and storage. Located in the Pine Hill subdivision, this home combines space, flexibility, a private pool, workshop, and a sizable lot—all without the added expense of HOA or CDD fees. With so much potential both indoors and out, 608 Cherokee Circle is ready for its next owner to make it their own.

608 Cherokee Circle, Avon Park

$4,850,000
5 Beds 10 Baths Allsopps Sub SubDv.
Some homes are beautiful. Others become a legacy. Every arrival feels unforgettable. A winding drive through meticulously maintained Italian-inspired gardens leads to a stately hand laid imported Chicago brick motor court, where timeless Mediterranean architecture and exceptional craftsmanship immediately set this estate apart. Set on approximately 250 feet of crystal clear, sand bottom shoreline on Lake Jackson, this extraordinary waterfront residence offers over 14,000 total square feet, breathtaking sunsets, a private beach and an unmatched lakefront lifestyle. From the quality of construction to the irreplaceable waterfront setting, this is a property that simply could not be duplicated today, all with no HOA. Designed to maximize panoramic lake views from nearly every major living space, the home welcomes you with 30 foot floor to ceiling windows, a grand limestone fireplace and an elegant wet bar overlooking the water. At the heart of the home, the gourmet kitchen was designed for everyday living and effortless entertaining, featuring premium appliances including an 8-burner gas range, double ovens, two dishwashers, warming drawers, built-in refrigerator, pot filler, oversized island and custom cabinetry. The private owner's wing offers a true retreat with a fireplace, lakefront sitting room, morning room, separate custom walk in closets, private laundry and a luxurious his and hers bath with separate vanities and water closets. Four additional ensuite bedrooms provide exceptional accommodations for family and guests, including a private lakefront casita with its own entrance, kitchenette and luxurious bath. For the automotive enthusiast, few private residences can compare. A climate controlled 10 car garage with showroom quality finishes, a full air conditioned workshop, oversized climate controlled storage and additional covered parking for approximately six vehicles create an exceptional collector's retreat. Just minutes from Sebring International Raceway, spend the day at one of the world's most iconic road courses before returning home to your own extraordinary private waterfront retreat. Outdoor living is exceptional. Approximately 250 feet of pristine Lake Jackson frontage, a private sand beach, expanded two story boathouse with newer lift, resort style pool, outdoor kitchen, fireplace, firepit and a spectacular hand painted gazebo imported from Mexico and assembled on site create a setting that feels more like a private resort than a residence. Spanning nearly 3,200 acres, Lake Jackson is one of Florida's premier recreational lakes, offering exceptional boating, fishing, water sports, breathtaking sunsets and the unique ability to accommodate seaplane access. Additional luxury amenities include a climate controlled wine cellar, private theater, elevator, two story executive office with custom built ins, upstairs gathering room with coffee/cocktail bar, spacious laundry with pet washing station, hurricane impact windows, cantilever construction, custom 10 foot doors, hand painted ceilings and artisan craftsmanship throughout. Homes can be renovated. Homes can be expanded. But approximately 250 feet of crystal clear Lake Jackson shoreline, a private beach and an estate of this caliber simply cannot be recreated. More than a luxury home, this is a legacy estate unlike any other. Private showings by appointment. Discover why estates of this caliber rarely become available.

2961 Lakeview Drive, Sebring

$339,900
3 Beds 3 Baths Sun N Lake SubDv.
Discover exceptional Florida new construction living in this beautifully finished home located in the highly desirable Sun ’N Lake community. Built with today’s most in-demand features, this property features an open-concept layout, luxury vinyl plank flooring, soaring ceilings, abundant natural light, and premium designer finishes throughout. The kitchen stands out with quartz countertops on all surfaces, a stylish backsplash, and modern fixtures. Bathrooms feature elegant tile work, a clean contemporary design, and windows that provide natural light and ventilation. The private primary suite includes a spacious walk-in closet, while all additional bedrooms are equipped with built-in closets, providing excellent functionality and storage. Additional highlights include an epoxy-coated 2-car garage, utility sink, full irrigation system, and a covered lanai with fans and lighting—perfect for year-round Florida indoor-outdoor living. Located in one of Sebring’s fastest-growing and most sought-after neighborhoods, this home provides quick access to championship golf courses, a resort-style pool, fitness center, tennis and pickleball courts, playgrounds, and scenic walking trails. Minutes from AdventHealth Sebring, schools, shopping, dining, and major commuter routes. Ideal for relocation buyers, first-time homeowners, and anyone seeking a high-quality home with low maintenance and strong future value.

6523 Orduna Drive, Sebring

$260,000
2 Beds 2 Baths Vantage Pointe Ph 02 SubDv.
Welcome to one of the finest homes in the highly sought-after Vantage Pointe community! Perfectly positioned on a beautifully landscaped corner lot, this meticulously maintained residence combines timeless elegance with thoughtful updates - offering peace of mind and exceptional value! Step inside and be greeted by soaring vaulted ceilings, abundant natural light, and an inviting open-concept floor plan centered around a warm vent-free fireplace—creating the perfect atmosphere for both everyday living and entertaining. Decorative plant shelves, expansive double paned windows, and easy-care tile & carpet flooring add character and charm throughout the home. The spacious kitchen is designed for both function and comfort, featuring solid surface countertops, ample cabinetry, spotless white appliances, and a sunny breakfast nook that's ideal for enjoying your mornings with an enjoyable community view. The flexible floor plan offers incredible versatility. In addition to the primary bedrooms, a bright 12' x 11' bonus room with closet & elegant French doors can easily serve as a third bedroom, home office, hobby room, or den to fit your lifestyle. Retreat to the impressive 17' x 12' primary suite, complete with a relaxing sitting area, generous walk-in closet, and plenty of space to unwind at the end of the day. This home has been lovingly cared for and extensively updated with major improvements, including: 2026 HVAC System, 2025 Water Heater, 2022 Rubber TPO Roof on the back porch, 2018 Main Shingle Roof, 2023 Skeeter Beater Garage Screen, 2022 Seamless Gutters, 2018 Whole-Home Surge Protector, 2020 custom Plantation Shutters. Adding even more confidence for buyers, the seller has already completed a pre-listing home inspection, available to view upon request! Enjoy the ease of maintenance with a low $100/month HOA, while taking pride in owning one of Vantage Pointe's most desirable homes. Homes of this caliber, with this level of care and updates, rarely become available. Schedule your private showing today and discover why this exceptional property stands out as one of the very best Vantage Pointe has to offer! Being sold AS IS. Seller requests a closing date after September 15, 2026.

2117 Vantage Trace, Sebring

$260,000
3 Beds 2 Baths Oaks Retmt Village SubDv.
Why wait to build when you can own a nearly new home that's already been thoughtfully upgraded? Welcome to The Oaks Village of Avon Park, Florida, where modern construction meets quality improvements that add value beyond new construction. Built in 2024, this beautifully maintained 3-bedroom, 2-bath home offers 1,372 square feet of comfortable living space designed for today's lifestyle. The open-concept floor plan creates a seamless flow between the kitchen, dining, and living areas, making everyday living and entertaining both effortless and enjoyable. At the heart of the home, the kitchen features a stylish backsplash and a full suite of LG Wi-Fi-enabled stainless steel appliances, including the refrigerator, range, microwave, washer, and dryer—making this home truly move-in ready. Designed with both efficiency and convenience in mind, this home includes a solar energy system that helps keep monthly electric costs remarkably low, along with a water softener and reverse osmosis drinking water system. Thoughtful upgrades continue throughout the home, including a decorative glass front door with a full-view storm door, remote-controlled ceiling fans, a Power Bug Screen for the garage, and a manual house generator for added peace of mind. Step outside and enjoy Florida living year-round from the enclosed back porch or relax on the extended patio featuring beautiful stone pavers, creating the perfect space for morning coffee, weekend gatherings, or quiet evenings outdoors. Conveniently located in The Oaks Village, you'll enjoy easy access to shopping, dining, medical facilities, schools, golf courses, and the beautiful lakes that make Avon Park and Highlands County such desirable places to call home. If you're searching for a move-in-ready home in Avon Park, a newer home with energy-efficient features, or a property that's already enhanced with valuable upgrades, 1153 Bishop Street is one you won't want to miss. Don't miss out on this opportunity! Call TODAY to schedule your showing.

1153 Bishop Street, Avon Park

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