Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, Florida—a vibrant city where the magic of Central Florida comes alive! Nestled in Osceola County, Kissimmee is a charming community that offers a perfect blend of natural beauty, rich history, and modern amenities. With its close proximity to world-renowned attractions like Walt Disney World Resort, Universal Studios, and SeaWorld, Kissimmee is a dream destination for families and thrill-seekers alike.

Beyond the theme parks, Kissimmee boasts stunning landscapes, including picturesque lakes and lush parks. Outdoor enthusiasts can explore the scenic Shingle Creek Regional Park, where you can enjoy hiking, biking, and even canoeing. The city is also home to a variety of recreational activities, from fishing and boating on Lake Tohopekaliga to golfing at pristine courses that cater to all skill levels.

Kissimmee's downtown area is a delightful mix of quaint shops, delicious dining options, and cultural attractions. Stroll along the historic streets, where you can find local boutiques and eateries serving up everything from classic Southern cuisine to international flavors. The city hosts a range of events throughout the year, including vibrant festivals and farmers' markets, fostering a strong sense of community and connection among residents.

With a variety of housing options—ranging from cozy single-family homes to luxurious waterfront properties—Kissimmee is an ideal place to call home. Whether you’re looking to invest in a vacation rental or seeking a permanent residence, Kissimmee offers an inviting atmosphere and endless opportunities for fun and adventure. Discover the magic of Kissimmee today—your new home awaits!

Newest Listings in Kissimmee

7 Beds ⋅ 5 Baths ⋅ S5155272 MLS

Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! 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

5 Beds ⋅ 5 Baths ⋅ G5116066 MLS

Vacation every day in this luxury lakefront home, extensively renovated in 2024 and designed for both comfort and style. Enjoy the most beautiful view in the community, creating a serene backdrop for everyday living. The home features new luxury vinyl flooring throughout (2024) and custom built-in cabinetry in the kitchen and hearth room, blending functionality with elegance. The spa-inspired primary bathroom has been completely renovated, offering a private retreat. Perfect for entertaining, the home seamlessly connects indoor and outdoor living with custom folding sliding doors that open to a spacious lanai—ideal for gatherings or relaxing evenings by the water. A dedicated media room provides the perfect setting for family movie nights. Dog lovers will appreciate the thoughtfully designed custom dog wash, adding convenience and luxury for every member of the household. Located in a resort-style community, this home offers the ultimate in lakefront living and lifestyle.

3713 Dockside Dr, Kissimmee

4 Beds ⋅ 2 Baths ⋅ S5155268 MLS

Welcome to this beautifully maintained, one-owner home conveniently located just 17 minutes from the Lake Nona VA Medical Center and approximately 15 minutes from Orlando International Airport. This 4-bedroom, 2-bath home offers a comfortable and functional layout, a two-car garage, and no carpet throughout. The home has been meticulously cared for and features several recent improvements, including fresh interior and exterior paint completed in July 2026 and a brand-new interior A/C unit, also replaced in July 2026. Additional features include a water softener, high-efficiency water heater, solar panels, a fully fenced yard, and an extended screened-in back porch that provides a comfortable space to relax, entertain, or simply enjoy the Florida weather year-round. With thoughtful upgrades, a well-maintained interior, and a convenient Central Florida location, this home is truly move-in ready and ready for its next owner.

2587 Tanner Terrace, Kissimmee

3 Beds ⋅ 3 Baths ⋅ S5154753 MLS

Settle into a move in ready and well-maintained townhome in the desirable Bella Lago community, where resort-style living offers a private boat lift to Lake Tohopekaliga, sparkling pools, fitness centers, scenic walking and biking trails, restaurants, and 24-hour gated security. The neighborhood boasts lush landscaping and a peaceful, upscale vibe. Conveniently located near attractions, shopping, dining, and major highways, it perfectly blends luxury with convenience. Enjoy tennis and basketball courts, playgrounds, a clubhouse, boat ramp, and fishing pier. This maintenance-free property is even more stunning in person—pictures simply can’t capture its charm!

1414 Anchor Bend Way, Kissimmee

4 Beds ⋅ 3 Baths ⋅ S5154846 MLS

Welcome to this spacious 4-bedroom, 3-bathroom home in the desirable Waterview community of Kissimmee. Featuring over 2,800 square feet of living space, this beautifully designed home offers an open-concept floor plan with a spacious kitchen overlooking the living and dining areas—perfect for everyday living and entertaining. Upstairs, the generous primary suite includes a walk-in closet and private bath, while the additional bedrooms provide plenty of space for family or guests. Step outside to enjoy the fully fenced backyard, ideal for relaxing, entertaining, or pets. Conveniently located near shopping, dining, major highways, Orlando International Airport, and world-renowned attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld. Don't miss this incredible opportunity—schedule your private showing today!

2259 Waukegan Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ O6431257 MLS

Welcome Home to Kindred living at its finest! Built in 2022, this move-in-ready, single-story home offers 4 spacious bedrooms, 2 full bathrooms, and 1,846 sq. ft. of open-concept living space. Step inside to discover a bright, airy floor plan featuring seamless flow between the living, dining, and kitchen areas—perfect for everyday living and effortless entertaining. The kitchen comes equipped with ample cabinetry, counter space, and a center island, overlooking the expansive living room filled with natural light. The primary suite serves as your private retreat, complete with a generous walk-in closet and an en-suite bathroom featuring dual sinks and a walk-in shower. Three additional bedrooms provide flexibility for family, guests, or a dedicated home office. Unbeatable Neighborhood Location: Situated on Park Side Ave, this home is conveniently located close to both the community Kindred K-8 school and Kindred’s main clubhouse complex, making daily routines and weekend relaxation effortless! Beyond the front door, experience the ultimate Florida lifestyle with Kindred’s resort-style amenities, including multiple community pools, splash pads, fully equipped fitness centers, sports courts (tennis and volleyball), miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for easy commuting. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today and make this gorgeous Kindred home yours!

1735 Park Side Avenue, Kissimmee

This is a great piece of Commercial lot, .41 acres, and is vacant. It is zoned commercial, OPD. It's a very busy commercial area, just off Boggy Creek Rd. Some of the businesses around includes Medical and Dental offices, martial arts, gas station, Mc Donalds, and lots of shopping. This is located just about 25 minutes from Orlando International airport. Buyers are responsible for their own Due Diligence.

Plaza Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ O6431673 MLS ⋅ Taylor Morrison BLDG.

SELLER MOTIVATED! Offering a LIMITED floorplan in the Stepping Stone community - this METICULOUSLY MAINTAINED 4 bd , 2 ba home is perfect for your growing family! Built just under 4 years ago, take advantage of all of the NEW HOME LUXURIES and BUILDER WARRANTIES without having to worry about the new home installations with thoughtful upgrades and ADDITIONS ALREADY COMPLETED for you! This includes LUXURY VINYL flooring in all rooms (no carpet) and a BRAND NEW VINYL FENCE surrounding the back yard. LANDSCAPING has also been updated and refreshed! UPDATED lighting and ceilings fans have already been installed along with a EPOXY garage floor, making this home truly better than new. LOCATION! LOCATION! Just minutes from KOA highway with convenient access to major highways, shopping, dining, and surrounding communities! Enjoy resort-style neighborhood amenities including a community pool, fitness center, playgrounds, basketball courts, and a dog park. This home is MOVE-IN READY - WELCOME HOME!

124 Citrine Loop, Kissimmee

4 Beds ⋅ 5 Baths ⋅ S5155205 MLS

Turnkey investment opportunity in a gated resort community minutes from Walt Disney World! This fully furnished 4-bedroom, 4.5-bath corner unit townhouse offers 2,396 sq ft of heated living space, complete with a private outdoor kitchen. Magic Village delivers exactly what vacation guests book: a heated community pool, fitness center, concierge service, on-site restaurant with villa delivery, and a complimentary Disney shuttle. Rentals can be run through a partnership with Wyndham Hotels and Resorts, giving owners global booking exposure and hands-off management or they can be privately managed. With a flexible 1-7 day minimum lease policy and pet-friendly community, this property is positioned to perform in one of Kissimmee's premier vacation rental communities. Move-in and rental-ready from day one, just add guests.

7628 Recife Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6431499 MLS

Beautiful 3 Bedroom/2 Bathroom Home with a Private Pool. This home includes newer floors, newer plumbing (i.e. hot and cold water lines replaced to new), newer roof (2018), a screened pool, stainless steel appliances, updated AC May 2021, newer ceiling fans, and a 2 car garage. It is located in a golf course community which features a gated entry, community pool, walkways, tennis courts, shopping marts, an elementary school, a charter school, clubhouse, playgrounds, fitness center, basketball courts and much more. Close to shopping, dining and entertainment. Pet friendly. This property won't last! Call today!

209 Westmoreland Circle, Kissimmee

4 Beds ⋅ 3 Baths ⋅ O6431259 MLS

Welcome Home to Kindred living at its finest! Built in 2021, this impressive single-story home features 4 spacious bedrooms, 3 full bathrooms, over 2,100 sq. ft. of beautifully designed open-concept living space, and no rear neighbors! Step inside to an expansive floor plan boasting high ceilings and seamless flow between the living, dining, and chef’s kitchen areas. The open kitchen features modern finishes, a large center island, and plenty of cabinet storage—making it perfect for hosting guests or enjoying family meals. With a 3-full-bathroom layout, this floor plan offers exceptional convenience, ideal for multi-generational living, guests, or a private home office setup with its own dedicated bath. The primary suite serves as a tranquil retreat with a walk-in closet and a spa-like en-suite bathroom. Step outside to your own private backyard retreat with no rear neighbors, featuring a variety of bearing fruit trees including oranges, grapefruit, star fruit, ice cream bananas, and concord grapes. Unbeatable Neighborhood Location: Located directly on Park Side Ave, this home is within easy walking distance to the community Kindred K-8 Elementary school as well as Kindred’s main clubhouse, resort pool, and amenity complex—giving you effortless daily access right out your front door! Beyond the home, enjoy Kindred’s resort-style community amenities, including multiple pools, splash pads, fully equipped fitness centers, sports courts (tennis and sand volleyball), Soccer field, miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for smooth daily commutes. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today to experience everything about this home and community!

1621 Park Side Avenue, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6430841 MLS ⋅ Villas At Somerset/153 BLDG.

Virtually Staged. Move-In Ready First-Floor Condo – Resort-Style Living & Investment Opportunity! Welcome home to this move-in ready first-floor condo, offering the perfect opportunity for both investors and primary homeowners. Enjoy a resort-style lifestyle with exceptional community amenities, including tennis courts, basketball courts, a fitness center, community pool, clubhouse, and more. This well-maintained condo provides convenient first-floor living with easy access and a comfortable layout designed for everyday enjoyment. Whether you are looking for a full-time residence, vacation home, or investment opportunity, this property offers flexibility to meet your needs. The seller is open to long-term rental opportunities, making this an attractive option for investors seeking rental potential. Don’t miss the opportunity to own a condo in a desirable community with great amenities and a convenient location. Schedule your showing today!

2723 N Poinciana Boulevard Unit 153, Kissimmee

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