Osceola County Real Estate

Osceola County Real Estate

Welcome to Osceola County, Florida, a vibrant and enchanting destination that beautifully blends natural beauty, rich culture, and modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its diverse landscapes, from lush wetlands and serene lakes to sprawling parks and lively urban areas. With its close proximity to Orlando, residents enjoy the perfect balance of tranquility and excitement, making it an ideal place to call home.

Osceola County boasts a variety of charming communities, each with its unique character and amenities. The county seat, Kissimmee, is famous for its historic downtown, bustling with shops, restaurants, and cultural attractions. Meanwhile, St. Cloud offers a picturesque small-town atmosphere with beautiful waterfront parks and a strong sense of community. For those seeking adventure, the nearby Kissimmee Prairie Preserve State Park is a haven for outdoor enthusiasts, offering hiking, birdwatching, and stunning views of Florida’s diverse wildlife.

Education is a priority in Osceola County, with a range of public and private schools, as well as higher education institutions that cater to students of all ages. The county is also home to a thriving economy, with ample job opportunities in tourism, healthcare, and technology sectors.

Whether you're looking for a peaceful retreat, a family-friendly neighborhood, or a vibrant urban lifestyle, Osceola County has it all. With its warm climate, friendly residents, and abundant recreational options, it’s no wonder that so many people are choosing to make Osceola County their forever home. Come explore the possibilities and discover the charm of this delightful Florida gem!

Newest Listings in Osceola County

$420,000
4 Beds 3 Baths A12049628 MLS
Live the Florida resort lifestyle or own a turnkey income property — this 4BR/3BA, 1,902 SqFt home in the Retreat at ChampionsGate (Stoneybrook South) delivers both. Currently an active short-term rental on Airbnb and conveying FULLY FURNISHED, it's truly move-in or rent-ready from day one — no setup, no sourcing furniture, no guesswork. The open layout lives large across three full baths and four bedrooms, ideal for hosting guests or family. Owners enjoy guard-gated security and the Oasis Club resort amenities: lazy river, waterslides, resort pool, golf, tennis, fitness center, and on-site dining. Minutes to Disney, Orlando theme parks, championship golf, and major highways — the location guests search for and buyers value. Whether you're an investor adding a turnkey unit or a second-home buyer who wants the option to rent, this one is ready now. Income history available to qualified buyers upon request. TURNKEY SHORT-TERM RENTAL IN THE RETREAT AT CHAMPIONSGATEThis 4-bedroom, 3-bathroom townhome (1,902 sq ft heated / 2,119 sq ft total) sits inside The Retreat at ChampionsGate, part of the guard-gated Stoneybrook South community in Osceola County, Florida — minutes from Walt Disney World and Orlando's theme park corridor.CURRENT USE: The property is an active short-term rental listed on Airbnb. It conveys FULLY FURNISHED, turnkey — move-in or rent-ready from day one, with no setup, furniture sourcing, or guesswork required. Income and occupancy history can be made available to qualified buyers upon request; buyers evaluating the income component should request current-year platform reports through the listing agents.LAYOUT AND FEATURES: The two-story home offers an open floor plan connecting kitchen, living, and dining areas across four bedrooms and three full bathrooms — a layout suited to hosting groups or extended family. The home includes a private, screened-in-ground pool (approx. 148 sq ft pool / 872 sq ft screen enclosure), providing guests and owners a private outdoor retreat.COMMUNITY AND AMENITIES: Stoneybrook South is 24-hour guard-gated and anchored by the Oasis Club, ChampionsGate's signature resort amenity center, offering a lazy river, water slides, a resort-style pool, poolside cabanas, a fitness center, tennis courts, and on-site dining. The community sits near championship golf and offers quick access to I-4, US-192, and the broader Central Florida attractions corridor — a location profile that both vacation guests and investment buyers actively search for.BUYER PROFILE: Well suited to an investor seeking a turnkey, furnished income property with an established rental history, or a second-home buyer who wants the flexibility to occupy part-time and rent the remainder of the year, subject to community rules.IMPORTANT NOTES FOR BUYERS AND COOPERATING AGENTS: This community may carry specific short-term-rental, leasing, and association-approval requirements. Buyers and their agents should independently verify the current HOA/association rules, approval processes, and any short-term rental registration or licensing requirements applicable to this address before relying on continued STR use. The property is shown by appointment only; please coordinate with the listing agents in advance given the active guest booking calendar. All room dimensions, square footage, and community amenities are approximate and should be independently verified by the buyer.

1555 Sandbagger Drive, Davenport

$615,000
3 Beds 2 Baths A12053754 MLS Margaritaville BLDG.
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from two private balconies.**Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rentals. While never enrolled in a rental program, it is fully eligible for short-term rental, making it an excellent primary residence, vacation home, or investment opportunity.The home features tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces with tasteful coastal décor. The spacious kitchen flows seamlessly into the living and dining areas, creating the perfect setting for entertaining.Enjoy peaceful water views, morning coffee, or spectacular Florida sunsets from either of the two private balconies.Margaritaville Resort Orlando offers resort-style amenities including multiple pools, a fitness center, Island H2O Water Park, shopping, dining, live entertainment, and the Promenade at Sunset Walk. Located just minutes from Walt Disney World and Orlando's major attractions, this rare waterfront property is an exceptional opportunity to own one of Margaritaville's most desirable cottages. **Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee

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