Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the charm of small-town living. Nestled in the heart of Osceola County, Kissimmee is just a stone's throw away from the world-renowned attractions of Walt Disney World, Universal Studios, and SeaWorld, making it an ideal destination for families and thrill-seekers alike.

Kissimmee boasts a rich history, with roots dating back to the late 1800s. Today, it thrives as a bustling community, offering a diverse array of dining, shopping, and recreational activities. Stroll through the historic downtown area, where you’ll find quaint boutiques, local eateries, and picturesque lakeside parks. The vibrant atmosphere is accentuated by community events throughout the year, including farmers' markets, festivals, and seasonal celebrations that bring residents together.

For outdoor enthusiasts, Kissimmee is a paradise. The city is surrounded by stunning natural landscapes, including the serene waters of Lake Tohopekaliga, where you can enjoy fishing, boating, and picnicking. The nearby Kissimmee Prairie Preserve State Park offers hiking trails and birdwatching opportunities, showcasing the region's unique wildlife.

With a variety of housing options, from cozy single-family homes to luxurious waterfront properties, Kissimmee is a fantastic place to call home. The city’s excellent schools, friendly neighborhoods, and convenient access to major highways make it an attractive choice for families and professionals alike.

Whether you’re seeking adventure, relaxation, or a tight-knit community, Kissimmee has something for everyone. Discover the magic of this charming city and make it your next home!

Newest Listings in Kissimmee

4 Beds ⋅ 3 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code

Under Construction. Inside this beautiful 4-bedroom, 3-bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Enjoy the Multi Gen room with it's own sitting room and bathroom. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1515 Beechmont Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Flora Ridge A Condo Ph 1 SubDv. ⋅ 34741 Zip Code

Bring all offers! 3 bedroom 2 bath Condo with balcony located near plenty of shopping and entertainment. Beautifully upgraded community, featuring essential exterior repairs and a fairly-new roof. This spacious three-bedroom condo boasts an open floor plan with a seamless flow throughout. The master bedroom is generously sized for your comfort. Located in the gated community of Flora Ridge, you'll enjoy amenities such as a community swimming pool, virtual guard-gated entry, and reserved parking under awnings. The prime location offers an abundance of shopping options, including supermarkets, dining, and entertainment at The LOOP. Minutes away from all Disney Theme Parks and all other theme parks, easy access to the airport. Quick access to John Young Parkway and 417 makes commuting a breeze. Spend your weekends exploring nearby attractions like Gatorland, Painting with a Twist, Altitude Trampoline Park, and Regal Cinemas at The LOOP. Don't miss out on this fantastic opportunity—call today to schedule a showing!

3351 Whitestone Circle Unit 305, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Royal Oaks Of Kissimmee Condo Ph 2 SubDv. ⋅ 34746 Zip Code

Welcome to 2332 Prime Circle, Unit B, located in the Royal Oaks community in Kissimmee. This spacious 3-bedroom, 2-bath home offers a comfortable layout with plenty of natural light and an inviting open living area featuring large windows and an attractive arched window detail. The primary bedroom includes a private en-suite bathroom, while the additional bedrooms provide flexibility for family, guests, a home office, or other needs. The kitchen offers ample cabinet and counter space, a double sink, and a practical layout with access to the main living area. A dedicated laundry area with washer and dryer adds everyday convenience. The home also features tile flooring throughout the main living spaces, making maintenance easy. The property is located across from the community pool and presents an excellent opportunity for a buyer looking to update and personalize the home to their own taste. With its functional floor plan, generous living spaces, and location within the Royal Oaks community, this home offers both potential and versatility. Conveniently located in Kissimmee with access to major roads, shopping, dining, entertainment, and the area's many attractions.

2332 Prime Circle Unit B, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Neptune Pointe SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully transformed, turn-key home in the desirable Neptune Pointe neighborhood! Showcasing a complete modern refresh, this spacious three-bedroom, 2.5-bathroom residence with an attached two-car garage offers peace of mind with major upgrades, including a Brand-New Architectural Roof (2026), a Newly Replaced 50-Gallon Water Heater (2026), and a Serviced Lennox HVAC System (2020). Step inside to a grand, open floor plan filled with natural light and fresh, modern paint throughout. Gorgeous MSI Luxury Vinyl Plank Flooring flows through the living areas, while plush New Carpet elevates the staircase. The heart of the home is the fully renovated kitchen, boasting brand-new White Shaker Cabinets with Soft-Close Drawers, stunning Sparkling White Quartz Countertops with a crescent break-fast bar, an undermount sink, and sleek Stainless Steel Appliances (including a electric glass-top range and built-in microwave). Relax in the expansive primary suite featuring a generous walk-in closet and a private ensuite bath with updated fixtures. Step outside to your fully fenced, private backyard—perfect for entertaining—accented by freshly enhanced landscaping and powerwashed grounds. Ideally located for an easy commute to major employers, Orlando International Airport, and premier attractions. Don't miss this complete transformation—schedule your private showing today!

2012 Bearing Lane, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Reunion Ph 01 Prcl 02 SubDv. ⋅ 34747 Zip Code

LOCATION LOCATION: This end-unit townhome in Reunion's Carriage Pointe section stands out on the details that matter: two-sided golf course views, the longest driveway in the section with extra parking right on the cul-de-sac, and a private, end-of-row position most units in the community don't have. Inside, you get 4 bedrooms and 2.5 baths, including a bedroom and half bath on the main floor and an oversized primary suite upstairs with a private balcony overlooking the 17th hole of the Tom Watson course. The kitchen offers ample storage and stainless steel appliances, opening to a combined dining and family room. 2 refrigerators convey. A new A/C system is already installed, and active resort membership is available for full access to Reunion's amenities. Priced for a buyer who wants golf-course living without compromising on space or parking. This is the perfect centralized location to all major theme parks, with WALT DISNEY WORLD being just 2 exits away. Reunion is complete with 6 onsite restaurants from burgers at The cove to fine dining and sushi in the Grande, 12 Swimming pools including a MULTIMILLION DOLLAR WATER PARK, and amazing views of the DISNEY FIREWORKS from Eleven Rooftop Restaurant.

906 Assembly Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Tapestry Ph 5 SubDv. ⋅ 34741 Zip Code

Welcome to this beautiful home located in the highly desirable Tapestry community in Kissimmee! This spacious residence features 3 bedrooms, 2 bathrooms, and a versatile den/office that can easily serve as a second living room, home office, playroom, or additional sleeping space to fit your needs. The home features high ceilings with tall interior doors, an updated kitchen, and all stainless steel appliances included, along with a convenient 2-car garage. Enjoy the exceptional lifestyle at Tapestry! This community offers a 24-hour guard-gated security and resort-style amenities, including a community pool with splash area, fitness center, clubhouse, BBQ pavilions, and scenic walking and biking trails. The community provides the perfect combination of comfort, recreation, and convenience for residents of all ages. Ideally situated near The Loop Shopping Center, major highways, shopping, dining, schools, Orlando International Airport, Lake Nona, Downtown Kissimmee, and Central Florida's world-famous theme parks, this home offers easy access. The Loop Shopping Center is just minutes away, providing convenient access to restaurants, retail, entertainment, and everyday essentials. Whether you're looking for a primary residence, second home, or investment opportunity, this property presents an excellent opportunity to enjoy the best of the Kissimmee lifestyle. Don't miss the opportunity to make this beautiful Tapestry home your own. Schedule your private showing today!

2480 Varenna Loop, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Blackstone Landing Ph 1 SubDv. ⋅ 34758 Zip Code

This beautiful, maintained 4-bedroom, 2-bath residence featuring a versatile bonus room that is complete with its own closet, perfect for an additional bedroom, home office, playroom, or guest space. Step inside to an inviting open layout filled with natural light, ideal for both everyday living and entertaining. The spacious kitchen flows into the dining and living areas. The private primary suite offers comfort and convenience with back patio access. The additional bedrooms provide plenty of room for family, guests, or additional workspace. Enjoy Florida living with a screened-in porch. The backyard offers endless potential for gardening, play, or future enhancements. The roof is less than 3yrs old. With its thoughtful layout, flexible spaces, this home is designed to appeal to today’s buyers. Don’t miss your chance, homes like this go quickly!

5287 Sunset Canyon Drive, Kissimmee

5 Beds ⋅ 4 Baths ⋅ South Pointe SubDv. ⋅ 34744 Zip Code

Welcome to 3318 Stratton Circle, an exceptional residence nestled within a small, exclusive community offering privacy, comfort, and an elevated Florida lifestyle. This beautifully designed 5-bedroom, 3.5-bath home offers approximately 3,208 square feet of spacious living and features a desirable primary suite conveniently located on the first floor. At the heart of the home is a stunning gourmet kitchen, thoughtfully designed for both everyday living and entertaining. The generous living spaces create an effortless flow throughout the main level, while the first-floor primary suite provides a private retreat away from the additional bedrooms upstairs. Entertainment comes naturally with a built-in sound system throughout the home, perfect for enjoying music, hosting gatherings, or creating the ideal atmosphere for relaxing at home. Step outside to your private pool and enjoy the Florida sunshine in your own backyard oasis. The second floor provides additional bedrooms and flexible living space, making this home ideal for families, guests, or those who desire room for a home office or media area. A spacious 3-car garage provides ample parking and storage. Located just minutes from Lake Nona, residents enjoy convenient access to premier dining, shopping, medical facilities, recreational amenities, Orlando International Airport, and major roadways. The home's location offers the best of both worlds—peaceful residential living within a private community while remaining close to the energy and amenities of Lake Nona and Central Florida. This is more than a home—it is an opportunity to enjoy sophisticated living, generous space, resort-style outdoor living, and an exceptional location. Schedule your private showing today! Don't miss the opportunity to make this spacious South Pointe pool home your own! Seller will contribute towards buyers closing costs with use of preferred lender. Agent is owner, All measurements, features, and property information should be independently verified by the buyer and buyer's agent. Some photos have been virtually staged.

3318 Stratton Circle, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code

OWN THIS beautifully updated and fully furnished end-unit townhouse in the 24-hour guard-gated community of Venetian Bay Village. Offering 4 bedrooms, 3 bathrooms, and a flexible two-story layout, this property is ideal as a vacation home, full-time residence, or income-producing investment. Recent 2025 upgrades include new flooring, a new water heater, quartz countertops throughout, and renovated bathrooms, giving the home a fresh and move-in-ready feel. The main level features an open living and dining area, a well-appointed kitchen, and a highly desirable first-floor primary suite with an en-suite bathroom and walk-in closet. Upstairs, a second primary suite provides extra flexibility for guests and family, while two additional bedrooms offer comfortable accommodations for family or visitors. Enjoy the charm of a covered front porch and side porch, along with access to resort-style amenities including community pool, clubhouse, fitness center, playground, tennis courts, and 24-hour security. Located just minutes from Disney, shopping, dining, major roadways, and Central Florida’s top attractions, this turnkey property offers comfort, convenience, and strong rental potential in one of Kissimmee’s established vacation communities. Schedule your showing today!

4006 San Gallo Drive Unit 108, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kiss Condo SubDv. ⋅ 34741 Zip Code

LOCATION, LIFESTYLE & FLEXIBILITY—PLUS A RARE BONUS FLEX SPACE! Welcome to a spacious 2-bedroom, 2-bath condominium in the gated, resort-style community of Villas del Sol at Kissimmee. What truly sets this unit apart is the additional dedicated office/flex room, a valuable and hard-to-find feature within the community—ideal for a home office, study, hobby room, media space or additional flexible living area. Inside, the bright and open floor plan offers comfortable living and dining spaces, a functional kitchen, generously sized bedrooms and tile flooring throughout the main living areas. The versatile bonus room adds functionality rarely found in the traditional 2-bedroom layouts within Villas del Sol. Enjoy the Florida lifestyle without leaving the community! Villas del Sol offers an impressive collection of resort-style amenities, including two swimming pools, clubhouse, fitness center, tennis courts, playground and beautifully maintained common areas, all within a gated setting. The location is another standout. Situated in the heart of Kissimmee with convenient access to US-192, John Young Parkway, Osceola Parkway and Florida's Turnpike, this property places shopping, dining and entertainment within easy reach. The Loop shopping and entertainment district, Walt Disney World Resort and Central Florida's world-renowned attractions are all conveniently accessible, while Orlando and surrounding employment and entertainment destinations are just a drive away. Whether you're searching for a primary residence, Florida snowbird retreat, vacation-area home or investment property, this condo offers an attractive combination of location, amenities and versatility. Seller is offering a contribution toward an interest rate buy-down when buyer uses preferred lender, subject to buyer qualification, lender approval and applicable loan/program guidelines. Ask for details. INVESTORS TAKE NOTE:The property is currently tenant-occupied through November 14, 2026, providing the opportunity to acquire an already-leased property while planning for its future use. With 2 bedrooms, 2 full bathrooms PLUS the rare additional office/flex space, resort-style community amenities and a central Kissimmee location near shopping, dining, major roadways and Orlando's attractions, this Villas del Sol condo offers something truly different. Schedule your private showing and discover the possibilities!

2212 Grand Cayman Court Unit 1617, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Storey Lake Ph 2 SubDv. ⋅ 34746 Zip Code

Turnkey furnished vacation home in the sought-after Storey Lake resort community, ideally located just minutes from Central Florida’s world-famous attractions. Approximately 6 miles to Walt Disney World Resort, 11 miles to Universal Orlando Resort, 7 miles to SeaWorld Orlando, and just a few miles to Disney Springs, this 4-bedroom, 3-bathroom home offers a location and layout well suited for short-term rental use, a vacation home, or a primary residence. The open-concept first floor features a spacious kitchen with 42-inch cabinets, stainless steel appliances, quartz countertops, and a large island with breakfast bar overlooking the dining and living areas. A first-floor bedroom and full bathroom with walk-in shower provide added flexibility for guests and multigenerational stays. Upstairs, the primary suite offers a walk-in closet and ensuite bathroom with dual sinks and a shower/tub combination. Two additional bedrooms share a full bathroom with dual sinks and a walk-in shower, with an upstairs laundry closet for added convenience. The covered patio and private screened-in pool overlook peaceful water views, creating a private outdoor retreat for guests after a day at the area's theme parks and attractions. Storey Lake offers an extensive selection of resort amenities, including two clubhouses, two lazy rivers, resort pools, water slides, splash pad, mini-golf, fitness centers, tennis, basketball, volleyball, playgrounds, scenic walking trails, canoe and kayak rentals, community dock, tiki bars and restaurants, private beach, dog parks, and shuttle service. The community is also conveniently located near shopping, dining, golf, entertainment, outlet malls, and Orlando International Airport. The HOA includes garage service, cable, internet, exterior maintenance, landscaping, and gated security. Fully furnished and positioned in one of Central Florida’s most popular vacation destinations, 4833 Romeo Circle offers the flexibility and amenities sought by today’s vacation rental market while also providing an ideal place to enjoy Central Florida yourself.

4833 Romeo Circle, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Indian Creek Phase Iv SubDv. ⋅ 34747 Zip Code

WELL-BOOKED SHORT TERM RENTAL PROPERTY! This TURNKEY, FULLY FURNISHED 5-bedroom, 4-bath pool home is a high-performing short-term rental located in the sought-after NO HOA / NO CDD community of Indian Creek. Professionally decorated and designed for guest appeal, the home features a flexible, semi-open floor plan with durable tile flooring throughout and modern finishes—ideal for low-maintenance ownership. The layout is perfectly suited for rental success, offering multiple bedroom suites and excellent privacy. A front guest bedroom and adjacent full bath provide convenience for early arrivals, while two additional bedrooms share a full bath on one wing of the home. A private en-suite bedroom with direct pool access adds strong guest appeal, and the spacious primary suite—separate from other bedrooms—features dual vanities, a soaking tub, glass-enclosed shower, two walk-in closets, and private access to the pool. The kitchen is fully equipped with modern cabinetry, granite countertops, stainless steel appliances, a breakfast bar, and dinette, flowing seamlessly into the dining and main living areas filled with natural light—perfect for hosting larger groups. Sliding doors open to a screened-in pool and lanai, set within a fully fenced backyard, creating a resort-style outdoor space guests love. Located just minutes from Disney and major theme parks, shopping, dining, and entertainment, this home benefits from consistent demand and easy access to major roadways. With no rental restrictions, no HOA fees, and no CDD, this property is an exceptional opportunity for investors seeking a ready-to-go Airbnb or short-term rental with STRONG INCOME POTENTIAL in the heart of Central Florida. ROOF 2019, A/C 2016. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**

8060 Santee Drive, Kissimmee

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