Osceola Homes with Association Recreation - Owned Community Features

Osceola Homes with Association Recreation - Owned Community Features

Welcome to Osceola County, Florida – a vibrant and picturesque destination that perfectly blends the charm of small-town living with the excitement of urban amenities. Nestled in the heart of Central Florida, Osceola County boasts stunning natural beauty, with its lush landscapes, sparkling lakes, and proximity to world-renowned attractions like Walt Disney World and Universal Studios. This thriving region is not only a haven for adventure seekers but also a fantastic place to call home.

One of the standout features of Osceola County is its diverse range of homes, particularly those within Association Recreation-Owned Communities. These thoughtfully designed neighborhoods offer a unique lifestyle, combining the comforts of home with a wealth of recreational amenities. Residents can enjoy access to pristine pools, state-of-the-art fitness centers, and beautifully maintained parks, all while fostering a strong sense of community. Whether you’re looking to socialize at community events, take a leisurely stroll along scenic walking trails, or engage in friendly competition at sports facilities, these communities have something for everyone.

Living in Osceola County means embracing a lifestyle that prioritizes leisure and connection. The Association Recreation-Owned Communities not only enhance your living experience but also provide a supportive environment where neighbors become friends. With a variety of home styles to choose from, you can find the perfect residence that fits your needs while enjoying the benefits of a tight-knit community. Discover the charm of Osceola County and make it your next home sweet home!

Newest Osceola Homes with Association Recreation - Owned Community Features

$679,000
5 Beds 5 Baths Windsor Hills Ph 06 SubDv. 34747 Zip Code
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee

$695,000
4 Beds 5 Baths Weslyn Park SubDv. 34771 Zip Code
Virtually Staged. PREMIUM CONSERVATION HOMESITE, exceptional outdoor living and thoughtful upgrades throughout make this Weslyn Park home truly stand out. Completed at the end of 2024 and first occupied in January 2025, this Dream Finders home offers the feel of nearly new construction with an impressive list of enhancements already completed. Backing to conservation with a canal beyond, the homesite offers a private natural backdrop with no homes directly behind you. Step inside to a floor plan as functional as it is beautiful. Double doors open to a flex space at the front of the home, perfect for a private home office, den or study. Also on the main level is a bedroom with its own ensuite bath, ideal for overnight guests, extended family or multigenerational living, along with a conveniently located half bath. The main living space makes an immediate impression with soaring two-story ceilings, abundant natural light and an open design made for gathering. At the center of it all is a beautifully appointed kitchen with an oversized island, abundant cabinetry and counter space, built-in appliances and a walk-in pantry, all flowing effortlessly into the living and dining areas. One of the home’s most desirable features is that every bedroom has its own ensuite bath, offering a level of privacy and convenience rarely found. Every full bath has been beautifully upgraded with tile extending from floor to ceiling in the shower and bath areas, creating a sophisticated, custom feel throughout. Upstairs, the expansive primary suite feels like a true retreat, with plenty of room to create a comfortable sitting area. Its generous walk-in closet connects directly to the laundry room, a brilliantly convenient design feature you’ll appreciate every day. The laundry room itself is finished with built-in cabinetry for added storage and organization. An additional upstairs sitting nook creates a charming bonus space for reading, studying or relaxing. The outdoor living spaces are every bit as impressive. The lanai opens to an expansive extended paver patio overlooking the conservation backdrop, while a second patio with a built-in fire pit creates the perfect setting for evenings outdoors. The fenced backyard combines modern wood and aluminum fencing with three gates, and additional pavers along the side of the home provide even more usable space. Thoughtful upgrades continue throughout with paid-off solar for energy efficiency and low monthly electric bills, Philips Hue smart lighting throughout the home, eight-foot interior doors and a Tesla EV charger. The three-car tandem garage features epoxy flooring, and the already-generous paver driveway has been widened on both sides for additional space. Located within Weslyn Park in Sunbridge, residents enjoy Acorn Park with a neighborhood pool, open-air pavilion, playground and expansive lawns, along with a community garden and miles of trails woven throughout the community. Even more is on the horizon, with a new waterfront amenity center planned for 2027 featuring a zero-entry resort-style pool, fitness center, restaurant and bar, event spaces, trail access and waterfront recreation. Weslyn Park offers a lifestyle centered around nature, recreation and connection, all in a growing St. Cloud location convenient to the Lake Nona area and Orlando.

6236 Trailblaze Bend, St Cloud

$590,000
7 Beds 5 Baths Emerald Island Resort SubDv. 34747 Zip Code
Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This property has a very good rental history, ($81,080.40 in 2025) & ($60,097.00 ytd in 2026). This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee

$515,000
2 Beds 2 Baths Mirasol At Celebration Condo SubDv. 34747 Zip Code
The best homes don't just offer a place to live—they offer a lifestyle. Welcome to this beautifully maintained third-floor condominium in the highly sought-after Mirasol at Celebration, where elegant living meets the timeless charm of one of Central Florida's most iconic communities. With 2 bedrooms, 2 bathrooms, and the convenience of elevator access, this residence offers the perfect blend of comfort, sophistication, and low-maintenance living. Step inside to an inviting open-concept floor plan where rich wood flooring flows throughout the main living areas, creating a warm and refined atmosphere. At the heart of the home, the beautifully appointed kitchen features gleaming quartz countertops, stainless steel appliances, a spacious eat-in dining area, and a built-in desk—perfect for working from home, meal planning, or keeping everyday life organized. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike, while plush carpeting adds warmth and comfort to each bedroom. The spacious primary suite serves as a peaceful retreat, complete with an oversized walk-in closet and a spa-inspired ensuite bath featuring a double sink vanity, relaxing garden tub, and separate walk-in shower. Beyond your front door, Mirasol offers an impressive collection of resort-style amenities designed to complement your lifestyle. Residents enjoy a heated swimming pool and spa, a 24-hour fitness center, an on-site day spa and salon, a resident clubroom with billiards, a library, business center with conference room, cyber café, concierge service, and beautifully maintained grounds—all just moments from Celebration's charming downtown. From morning walks along Celebration's scenic trails to evenings spent dining at award-winning restaurants, browsing boutique shops, or attending one of the community's many events, every day feels like a getaway. Conveniently located just minutes from Walt Disney World, Orlando International Airport, and major highways, this exceptional residence offers the perfect balance of tranquility, accessibility, and luxury. Whether you're searching for a full-time residence, a seasonal retreat, or a place to simply enjoy life at a slower pace, this exceptional condominium delivers the Celebration lifestyle you've been waiting for. Welcome home to Mirasol at Celebration—where luxury, convenience, and community come together beautifully.

501 Mirasol Circle Unit 313, Celebration

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