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Kissimmee Real Estate Search

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Kissimmee: A Gateway to Central Florida Living

Tucked away in charming Osceola County, Kissimmee calls out as a top spot for Central Florida real estate. With plenty of sunshine and tons of amenities, it's the perfect pick for folks looking for a new home. Whether you're a first-time buyer, seeking a vacation escape, or eyeing a relaxing retirement spot, Kissimmee has something for everyone.

A History: From Cattle Town to Thriving Community

Kissimmee's history weaves a compelling tale, from its early roots as a cattle town to its present-day status as a thriving community. Every corner of Kissimmee holds a piece of its storied past, providing residents with a sense of connection to the heart of Central Florida.

Dining, Shopping, and Entertainment: Kissimmee's Vibrant Scene

From diverse dining experiences to retail therapy and entertainment galore, Kissimmee offers a myriad of options to indulge your senses. The bustling scene ensures that residents and visitors alike can explore an eclectic array of culinary delights, shops, and entertainment venues.

Recreation in Kissimmee: Pursuits for Every Passion

Kissimmee's parks, trails, and recreational facilities invite outdoor enthusiasts to explore and enjoy. Whether it's a round of golf at Osceola County Golf Course, a serene stroll through Lakefront Park, or a refreshing dip in the Kissimmee Lakefront Park Community Pool, Kissimmee caters to diverse interests. The city's commitment to recreation ensures that there's always an opportunity for leisure and active pursuits.

Investment Potential: Short-Term Rentals in Kissimmee

With Kissimmee's popularity as a tourist destination, short-term rentals present a lucrative opportunity for investors. The demand for vacation homes in the area continues to grow, making it an enticing option for those seeking to enter the rental market.

Beautiful Neighborhoods: Finding Your Place in Kissimmee

Kissimmee offers an array of neighborhoods, each with its unique charm. Whether you seek the tranquility of suburban life or the vibrant energy of city living, Kissimmee has something to offer everyone.

Celebration: A Community of Timeless Elegance - Situated minutes from Disney, Celebration offers spacious homes, lush landscapes, and a close-knit community. From starter homes to luxury estates, Celebration welcomes all.
Solivita: An Active Oasis in Southwest Kissimmee - Nestled in the southwestern part of Kissimmee, Solivita offers an active lifestyle, resort-style amenities, and beautiful homes. Its accessibility to major roads makes it an appealing choice for retirees and families alike.
Reunion: Where Luxury Meets Convenience - Located just minutes from Disney, Reunion is renowned for its opulent homes, championship golf courses, and resort-style amenities. This community seamlessly combines luxury with convenience, offering residents the best of both worlds.

Explore Kissimmee Real Estate with Ease

Our website offers the finest Kissimmee real estate search for homes, condos, land, and foreclosures. It's the one-stop destination you'll ever need, with user-friendly features and updates every 15 minutes. Save searches, receive daily email alerts for new listings, price changes, and sold data. Use our Interactive Map Search to refine your property search by drawing custom boundaries. Stay informed with our custom Kissimmee Real Estate Market Report, tracking active listings, contracts, and sold properties.

Curious about what’s happening in your neighborhood?

Are you considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can assist you!

Kissimmee Real Estate Listings

3148 Boggy Terrace Drive, Kissimmee image
3148 Boggy Terrace Drive, Kissimmee $440,000

Welcome to your dream waterfront retreat! This exceptional 3 bedroom 2 bath home is a rare find, boasting a unique blend of luxury and tranquility. Nestled on a spacious ...

  • 3 Beds
  • 2 Baths
  • Acreage & Unrec SubDv.
  • 34744 Zip Code
3213 Eagle Watch Drive, Kissimmee image
3213 Eagle Watch Drive, Kissimmee $640,000

PICTURES, VIDEO, AND 3-D TOUR is on the way! Welcome to your dream home in Kissimmee! This spacious, contemporary beauty is nestled in a quiet neighborhood with so much t...

  • 5 Beds
  • 4 Baths
  • Eagle Lake Ph 01 SubDv.
  • 34746 Zip Code
2610 N Beaumont Avenue, Kissimmee image
2610 N Beaumont Avenue, Kissimmee $254,900

Wonderful opportunity with loads of potential. Spacious 3 Bedroom with 2 Full Baths. Block home with carport and enclosed rear patio with separate utility/laundry room....

  • 3 Beds
  • 2 Baths
  • Kiss Highlands 4th Add SubDv.
  • 34741 Zip Code
1142 Normandy Drive, Kissimmee image
1142 Normandy Drive, Kissimmee $410,000

A once in a lifetime opportunity to own this beautiful 5 bedroom, 3 bath home with a screened in back porch and fenced in, large back yard with a storage shed. This beaut...

  • 5 Beds
  • 3 Baths
  • Poinciana Village 05 Neighborhood 01 SubDv.
  • 34759 Zip Code
8953 California Palm Road, Kissimmee image
8953 California Palm Road, Kissimmee — Na $400,000

One or more photo(s) has been virtually staged. Excellent luxury vacation home or investment rental property. Beautiful 4 bedrooms, 3 baths fully furnished two story tow...

  • 4 Beds
  • 3 Baths
  • Paradise Palms Residence Ph 01 SubDv.
  • 34747 Zip Code
7775 Westland Drive, Kissimmee image
7775 Westland Drive, Kissimmee $949,000

WELCOME TO YOUR DREAM VACATION HOME!! A stunning property that seamlessly combines luxury and comfort. FULLY FURNISHED and professionally decorated, this spacious residen...

  • 5 Beds
  • 4.5 Baths
  • Reunion West Ph 4 SubDv.
  • 34747 Zip Code
2274 Rapollo Drive, Kissimmee image
2274 Rapollo Drive, Kissimmee $610,000

Charming single-family home available for sale in the exclusive gated community of Tapestry, located in Kissimmee, Florida. This residence features a separate suite perfe...

  • 4 Beds
  • 3 Baths
  • Tapestry-Ph 4 SubDv.
  • 34741 Zip Code
3060 Mandolin Drive, Kissimmee image
3060 Mandolin Drive, Kissimmee $425,000

PRIME LOCATION, a fantastic opportunity on the Highly desirable Turnberry Reserve Community . This Home features 4 bedrooms & 2 full baths with modern interior and contai...

  • 4 Beds
  • 2 Baths
  • Turnberry Rsv U1 SubDv.
  • 34744 Zip Code
3924 Carrick Bend Drive, Kissimmee image
3924 Carrick Bend Drive, Kissimmee $430,000

This is a Beautiful river-view, and spacious One-story home featuring 3 bedrooms and 2 baths with 2200 sq. ft. of living space. Open Interior flows with an open kitchen D...

  • 4 Beds
  • 2 Baths
  • Bellalago-Ph 5j Sec 2 SubDv.
  • 34746 Zip Code
2925 Blooming Alamanda, Kissimmee image
2925 Blooming Alamanda, Kissimmee $464,900

LOCATION LOCATION LOCATION!! LOW HOA!!! Situated near Margaritaville Resort and minutes from Walt Disney World, shops, restaurants, and the popular Sunset Walk. This 4 b...

  • 4 Beds
  • 3 Baths
  • Oak Island Cove SubDv.
  • 34747 Zip Code
1211 Pleasant Oaks Court, Kissimmee image
1211 Pleasant Oaks Court, Kissimmee $375,000

DUPLEX CLOSE TO DOWNTOWN KISSIMMEE. This property comprises two units, each featuring 2 bedrooms, 1.5 baths, and a garage. Ideal for an extended family or as an investmen...

  • Pleasant Oaks SubDv.
  • 34741 Zip Code
302 Morgan Way, Kissimmee image
302 Morgan Way, Kissimmee $259,000

THAT'S ALL! Welcome to this amazing 4/2 manufactured home on corner lot. The community is centrally located near all area schools and has fantastic amenities for families...

  • 4 Beds
  • 2 Baths
  • Broadmoor SubDv.
  • 34758 Zip Code
3008 Villa Preciosa Drive, Kissimmee image
3008 Villa Preciosa Drive, Kissimmee $425,000

Discover the epitome of luxury living in Central Kissimmee's gated Villa Sol community. This newly painted 4-bed, 2-bath gem boasts a modern kitchen, upgraded baths, and ...

  • 4 Beds
  • 2 Baths
  • Villa Sol Ph 02 Village 05 SubDv.
  • 34744 Zip Code
1211 & 1209 Pleasant Oaks Court, Kissimmee image
1211 & 1209 Pleasant Oaks Court, Kissimmee $375,000

DUPLEX CLOSE TO DOWNTOWN KISSIMMEE. This property comprises two units, each featuring 2 bedrooms, 1.5 baths, and a garage. Ideal for an extended family or as an investmen...

  • 4 Beds
  • 2.5 Baths
  • Pleasant Oaks SubDv.
  • 34741 Zip Code
3715 Paradiso Circle, Kissimmee image
3715 Paradiso Circle, Kissimmee $525,000

Don't miss your chance to own this 3 bedroom 2 bathroom lakefront Mediterranean home just minutes away from Disney. Large yard perfect for entertaining guest and family f...

  • 3 Beds
  • 2 Baths
  • Bellalago Ph 5 O SubDv.
  • 34746 Zip Code
8908 Legacy Court Unit 203, Kissimmee image
8908 Legacy Court Unit 203, Kissimmee — 16 $305,000

Whether you seek an updated condo to enjoy for yourself just south of Disney OR are looking for a solid investment unit that allows for both short-term leasing as well as...

  • 3 Beds
  • 2 Baths
  • Legacy Dunes Condo SubDv.
  • 34747 Zip Code
3301 Amberley Park Circle, Kissimmee image
3301 Amberley Park Circle, Kissimmee $385,000

Discover the potential of this charming residence nestled in the desirable Amberley Park community. This 4-bedroom, 3-bathroom home, spanning an ample 2208 square feet, o...

  • 4 Beds
  • 3 Baths
  • Amberley Park SubDv.
  • 34743 Zip Code
4840 Noble Cypress Street, Kissimmee image
4840 Noble Cypress Street, Kissimmee — N/A $381,990

Our beautiful Powell floor plan features an open-concept design with 4 Bedrooms, 2.5 Baths, and 2 Car garage. Spacious Great Room overlooks rear covered Lanai - perfect ...

  • 4 Beds
  • 2.5 Baths
  • Cypress Hammock Ph 2 SubDv.
  • 34746 Zip Code
2551 Shanti Drive, Kissimmee image
2551 Shanti Drive, Kissimmee $969,000

Fully furnished luxury vacation home allowing you to move right in or start generating rental income immediately with low HOA, no CDD and located only 15 minutes away fro...

  • 12 Beds
  • 11.5 Baths
  • Veranda Palms Ph 2b2-2c SubDv.
  • 34746 Zip Code
504 Rosland Drive, Kissimmee image
504 Rosland Drive, Kissimmee $410,000

Fantastic investment opportunity close to Downtown Kissimmee! This rehabbed property is leased for $1,600 a unit. The property was reroofed in 2023, and each unit feature...

  • 4 Beds
  • Woodall & Doyle SubDv.
  • 34741 Zip Code
291 Falls Drive, Kissimmee image
291 Falls Drive, Kissimmee $1,398,000

Welcome to luxury living at 291 Falls Drive! This stunning villa, nestled in the heart of Kissimmee, is a true paradise for those seeking a magical getaway. Boasting 11 b...

  • 11 Beds
  • 10.5 Baths
  • Reunion West Ph 2a West SubDv.
  • 34747 Zip Code
1535 Kelby Road, Kissimmee image
1535 Kelby Road, Kissimmee $239,000

2 Bed 2 Bath Home needs work.

  • 2 Beds
  • 2 Baths
  • Shenandoah 1st Add SubDv.
  • 34744 Zip Code
1705 Petiole Place, Kissimmee image
1705 Petiole Place, Kissimmee $494,755

Under Construction. Ready in January. This Energy Star Certified home has 4-bedrooms, 2.5-baths, covered lanai, 2-car garage and is located on a homesite with no rear nei...

  • 4 Beds
  • 2 Baths
  • Pennyroyal SubDv.
  • 34744 Zip Code
220 Ballo Drive, Kissimmee image
220 Ballo Drive, Kissimmee $650,000

This amazing and FULLY FURNISHED vacation home is now available at Bellavida Resort!!!This home has been designed with vacationing groups in mind!!! Featuring 6 bedrooms ...

  • 6 Beds
  • 4 Baths
  • Bellavida Ph 2a SubDv.
  • 34746 Zip Code
3032 Parkway Boulevard Unit 204, Kissimmee image
3032 Parkway Boulevard Unit 204, Kissimmee — 3028 $220,000

Discover the perfect blend of location, luxury, and affordability with this stunning 2-bed, 2-bath condo, a stone's throw from Disney and Celebration. Boasting one of the...

  • 2 Beds
  • 2 Baths
  • Blossom Park Villas A Condo SubDv.
  • 34747 Zip Code
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