Paradise Cay Homes with Pool Community Features

Paradise Cay Homes with Pool Community Features

Welcome to Paradise Cay, a hidden gem nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This delightful subdivision offers an idyllic retreat for those seeking a blend of comfort, community, and convenience. With its charming streets and lush landscapes, Paradise Cay is more than just a place to live; it’s a lifestyle.

The homes in Paradise Cay are designed with your relaxation in mind, featuring stunning properties that often come with private pools. Imagine stepping out into your backyard oasis, where you can soak up the Florida sunshine or unwind with a refreshing swim after a long day. These homes are perfect for families, retirees, and anyone looking to embrace the joys of outdoor living year-round.

The community itself is enriched by a friendly atmosphere, where neighbors become friends and children can play freely. You’ll find beautifully maintained common areas, perfect for picnics or leisurely strolls. Plus, the proximity to local attractions, shopping, and dining makes Paradise Cay an ideal location for both relaxation and adventure.

Whether you’re a first-time homebuyer or seeking a vacation home, Paradise Cay offers a unique blend of tranquility and activity. With its beautiful homes featuring pools and a welcoming community spirit, it’s easy to see why so many are choosing to call this enchanting subdivision their home. Come discover your own slice of paradise in Paradise Cay!

Newest Paradise Cay Homes with Pool Community Features

5315 Paradise Cay Circle, Kissimmee
$275,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
Beautiful and spacious 3 bedroom, 3 bathroom townhouse in the GATED COMMUNITY of PARADISE CAY. This LARGER UNIT boasts 1,362 square feet under A/C and features an OPEN FLOOR PLAN with a recently UPGRADED kitchen including GRANITE COUNTERTOPS and FRESHLY PAINTED CABINETS. With 2 BEDROOMS and 2 FULL bathrooms upstairs, and a MASTER BEDROOM WITH FULL BATH ON THE FIRST FLOOR, this home is perfect for families. ALL APPLIANCES ARE NEW OR HAVE BEEN PURCHASED SINCE MARCH 2023 including the dryer, washer, refrigerator, garbage disposal, water heater, and AC/heating unit except for the stove and dishwasher, which were already new when the current owners purchased the home. All bedroom windows have blinds and curtains, while the living room window and patio have blinds. Located within WALKING DISTANCE to US 192, residents will enjoy easy access to restaurants, grocery stores, and other convenient stores. Paradise Cay is a Mediterranean-style community just 4 miles from the Disney main gate, offering a pool, cabana, and playground area for residents to enjoy making this home a great investment opportunity or a comfortable primary residence.

5315 Paradise Cay Circle, Kissimmee
5340 Paradise Cay Circle, Kissimmee
$275,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
LOCATION, UPDATES & INVESTMENT POTENTIAL! Welcome to this beautifully updated 3-bedroom, 3-bathroom home in the gated community of Paradise Cay, ideally located just 15 minutes from Walt Disney World and Orlando’s world-famous attractions. Whether you’re looking for an investment property, vacation home, or primary residence, this home offers an exceptional combination of location, amenities, and recent improvements. The desirable split-bedroom floor plan provides privacy and functionality, while the small, private backyard area offers a comfortable space to relax or entertain. Major updates include a new A/C system installed in March 2026, plus a new dishwasher, range, refrigerator, water heater, and flooring, all completed in May 2026. Enjoy resort-style living within the gated community, featuring a community pool, tennis courts, spa, pickleball, shuffleboard, bocce ball, BBQ area, clubhouse, and fitness center. The location is truly a standout feature—approximately 15 minutes to Walt Disney World and conveniently close to Orlando’s world-renowned theme parks, attractions, dining, shopping, entertainment, and major roadways. This prime location makes the property especially appealing to both long-term and vacation-oriented investors. The property has an established rental history- an additional appeal for investors. With its recent upgrades, flexible floor plan, extensive community amenities, and unbeatable proximity to Disney and the attractions, this property is an excellent opportunity for an investor, second-home buyer, or family looking to enjoy the best of the Central Florida lifestyle.

5340 Paradise Cay Circle, Kissimmee
5276 Paradise Cay Circle, Kissimmee
$270,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully maintained 3-bedroom, 3-bath townhome in the desirable gated community of Paradise Cay in Kissimmee. Thoughtfully designed across two levels, this home offers a versatile floor plan with a first-floor bedroom and full bath, ideal for guests, a home office, or added privacy. The second floor features two spacious bedrooms, each with its own full bathroom, along with a convenient laundry area. The well-appointed kitchen offers ample cabinetry, full-size appliances, and a comfortable dining area, creating a functional space for everyday living and entertaining. Enjoy the privacy and convenience of a gated community with access to a community pool and playground. Ideally located just off US-192, the property is minutes from Walt Disney World and other Central Florida attractions, while also offering easy access to Celebration, shopping, dining, entertainment, and major roadways. Whether you're looking for a primary residence, a Florida getaway, or an investment property, this townhome offers an excellent combination of location, functionality, and lifestyle. A wonderful opportunity in the heart of Kissimmee—schedule your private showing today!

5276 Paradise Cay Circle, Kissimmee
5520 Paradise Cay Circle, Kissimmee
$279,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
LOCATION, LOCATION, LOCATION! Beautiful fully furnished 3-bedroom, 3-bath townhouse located in a desirable gated community with NO lease restrictions — perfect for short-term rentals, long-term rentals, Airbnb, or Vrbo investment opportunities. Features 1 assigned parking space and access to community amenities including a pool and park. Ideally located just 10–14 minutes from Disney Theme Parks and close to shopping malls, restaurants, hospitals, pharmacies, and top-rated schools. Excellent opportunity for investors or vacation homeowners seeking strong rental income potential!

5520 Paradise Cay Circle, Kissimmee
5210 Paradise Cay Circle, Kissimmee
$269,990
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
FULLY FURNISHED. Beautiful 3-bedroom, 3-bathroom townhome located in a secure gated community, offering the perfect blend of comfort, convenience, and investment potential. This well-maintained property features a functional floor plan with spacious bedrooms and three full bathrooms, ideal for both residents and guests. The community allows short-term rentals, making this property a rare and highly desirable opportunity for buyers seeking flexibility. Recently operated as a successful Airbnb, the home already has confirmed bookings and an excellent reservation history, creating a true turnkey investment ready to produce income from day one. With a low HOA, this property is not only perfect for investors but also an outstanding choice for first-time homebuyers looking for affordability without compromising on location or amenities. The home is being sold fully furnished, ensuring a seamless transition whether you plan to continue renting, use it as a vacation getaway, or move in immediately. Centrally located with easy access to major theme parks, shopping centers, hospitals, and highways, residents enjoy both convenience and the security of a gated community in a highly desirable location.

5210 Paradise Cay Circle, Kissimmee
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