Breckenridge Homes with Pool

Welcome to Breckenridge, a charming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This delightful community is perfect for those seeking a blend of convenience, comfort, and a touch of Florida’s sunny allure. Breckenridge is known for its family-friendly atmosphere, lush landscapes, and a variety of amenities that cater to residents of all ages.

One of the standout features of homes in Breckenridge is the abundance of properties with private pools. Imagine stepping into your own backyard oasis, where you can unwind and soak up the sun or host gatherings with friends and family. These homes are designed with outdoor living in mind, offering spacious decks and beautifully landscaped yards that enhance your Florida lifestyle. Whether you’re enjoying a refreshing dip on a hot summer day or hosting a barbeque under the stars, a pool adds an extra layer of enjoyment to your home.

Breckenridge is conveniently located near major highways, making commutes to Orlando and beyond a breeze. Residents can take advantage of the nearby shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. With its welcoming community vibe and the added luxury of homes with pools, Breckenridge is an ideal place to call home for families, retirees, or anyone looking to embrace the Florida lifestyle. Come discover the charm of Breckenridge and make your dream of owning a home with a pool a reality!

Newest Breckenridge Homes with Pool

$549,900

4 Beds ⋅ 2 Baths ⋅ Breckenridge SubDv. ⋅ 34744 Zip Code

Virtually Staged. Welcome to Breckenridge, an all-age community located just off Kings Highway in Kissimmee. This 4-bedroom, 2-bathroom fenced home offers expansive living on nearly half an acre with versatile spaces and major mechanical peace of mind. The front entryway opens directly to formal living and dining areas designed for fluid entertaining. In the heart of the home, a generous kitchen equipped with stainless steel appliances provides clear views out to the sparkling pool and overlooks the family room, complete with a cozy wood-burning fireplace and a casual dinette area. The primary retreat offers exceptional privacy, featuring a large walk-in closet and an en-suite layout with two separate vanities located in individual rooms—each featuring its own sink—alongside a soaking jacuzzi tub and separate shower. On the opposite wing, two comfortable guest bedrooms share a full bath with dual sinks, conveniently positioned near the interior laundry room. The fourth bedroom was converted from a one-car garage into a true bedroom complete with a closet and central air, while the fifth room is an air-conditioned bonus room converted into an office with private exterior access out to the spacious yard, all while still maintaining a functional two-car garage. Outdoor living shines with a 12x30 fiberglass pool and an outdoor prep sink within the fully fenced yard. The expansive parking footprint includes the two-car garage alongside a massive driveway built to accommodate 8 to 11 vehicles, offering ample space for multi-vehicle households and guest parking. Major capital improvements have all been completed, including a new roof installed in October 2024, energy-efficient replacement windows rated to withstand 140mph winds from 2021, and both the central air conditioning system and water heater replaced in April 2025. Make this your new home and schedule your private tour today!

1730 Kasey Court, Kissimmee

$620,000

4 Beds ⋅ 4 Baths ⋅ Breckenridge SubDv. ⋅ 34744 Zip Code

Looking for more than a cookie-cutter subdivision? Welcome to 1791 Lisa Lane! Discover the space, privacy, and lifestyle you’ve been looking for in this beautifully updated custom home, set on a generous .34-acre lot in a quiet, mature neighborhood of custom-built homes. With approximately 3,200 square feet, 4 spacious bedrooms, a versatile den, 3.5 bathrooms, and a spectacular pond and fountain view, this home offers the perfect blend of comfort, entertaining space, and Florida living. Step outside to your own private retreat featuring a heated pool and spa, expansive screened outdoor living area, and a fully fenced backyard with plenty of room for entertain and pets to play. Relax by the pool, enjoy the peaceful pond views, watch the birds and fish, or unwind while taking in magnificent Florida sunsets. Inside, the home has been thoughtfully updated. The renovated kitchen overlooks the pond and features granite countertops, an island, breakfast bar, and a new cooktop—making it the perfect gathering place for family and friends. All bathrooms have been renovated, adding a fresh, modern feel throughout the home. The spacious primary suite is a true retreat, offering beautiful pool views and an ensuite bath complete with a large soaking tub, double sinks, a separate double-head shower, and two oversized walk-in closets. And for today’s homeowner, this property is packed with smart-home technology, making it especially appealing as a second home or for anyone who wants to monitor and manage their property from anywhere. Features include: • Nest smart thermostat and smoke detectors • Ring alarm system, video doorbell, and security cameras • Wi-Fi-controlled light switches • Smart door locks and garage door • Rachio smart irrigation controller • Wi-Fi pool controller • Rheem 80-gallon hybrid smart water heater Additional peace of mind comes with a roof approximately 3 years old and an A/C system that has been professionally maintained every six months. Location is another major highlight! You’re approximately 30 minutes from Walt Disney World, Universal Orlando, SeaWorld, outlet shopping, Orlando International Airport, NeoCity, and Lake Nona Medical City, putting world-class entertainment, shopping, healthcare, technology, and travel conveniently within reach. 1791 Lisa Lane is more than a home—it’s a private Florida lifestyle. Enjoy the space of a larger homesite, the tranquility of a mature custom-home neighborhood, resort-style pool living, smart-home convenience, and beautiful natural surroundings—all without sacrificing access to Central Florida’s most popular destinations. Come see why this exceptional property deserves to be your next home or Florida retreat!

1791 Lisa Lane, Kissimmee

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