Osceola, FL Homes

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  /24

  $365,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft

  2553 Montego Bay Blvd, Kissimmee, FL 34746

  Welcome to 2553 Montego Bay Blvd, a beautifully maintained home in the heart of Kissimmee’s Montego Bay community. This spacious residence features an open floor plan filled with natural light, a well-equipped kitchen, and comfortable living and dining areas.The highlight of the home is the screened-in private pool with a serene lake view, creating a perfect setting for relaxation and

  Asher Chen AAA GLOBAL VENTURES PA

  2553 Montego Bay Blvd, Kissimmee, FL 34746
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  /6

  $1,101 - $1,320 per month

  The San Juan Senior Living - NO AVAILABILITY

  1 - 2 Beds

  0 W Irlo Bronson Hwy, Kissimmee, FL 34746

  0 W Irlo Bronson Hwy, Kissimmee, FL 34746
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  /2

  $260,000 Sold Jul 30, 2025

  • 1,304 Sq Ft
  • $199/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2009

  3112 Seaview Castle Dr, Kissimmee, FL 34746

  One or more photo(s) has been virtually staged. Beautiful townhome now available in the sought-after Gated community of Compass Bay in Kissimmee! This charming 2-bedroom, 1.5-bathroom townhome is ideally located less than 5 miles from Walt Disney World! Zoned for short-term rentals, this is an ideal opportunity for those looking to generate income as a rental investment property with a

  Kim Hogan HOGAN REALTY GROUP INC

  3112 Seaview Castle Dr, Kissimmee, FL 34746
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  /36

  Est $335,092 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,694 Sq Ft

  2966 Lucayan Harbour Cir Unit 8-105, Kissimmee, FL 34746

  2966 Lucayan Harbour Cir Unit 8-105, Kissimmee, FL 34746
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  /27

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2903 Edenshire Way Unit 102, Kissimmee, FL 34746

  Great townhouse 3 bedrooms 2 bathrooms fully furnished ready to live in or have your vacation home close to the best parks, entreteinment, shopping centers, schools, super market lot of restaurants and more. Gated community with club house, pool, fitness center, playroom, business center. Low HOA $493Short-term-rental allowed. Do not miss this opportunity.

  Jose Velasquez NV REALTY

  2903 Edenshire Way Unit 102, Kissimmee, FL 34746
• 

  

  /15

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft
  • Condo for Rent

  2719 N Poinciana Blvd Unit 186, Kissimmee, FL 34746

  Welcome to 2719 N Poinciana Blvd! This charming rental offers an open floor plan with vaulted ceilings, an open-concept kitchen, a spacious primary bedroom, and a full guest bathroom. Located in a desirable community, you’ll enjoy resort-style amenities including a sparkling pool, relaxing sauna, fitness center, tennis courts, and clubhouse. Conveniently positioned near major attractions, just 13

  Joyce Teixeira THE OUTLIER GROUP

  2719 N Poinciana Blvd Unit 186, Kissimmee, FL 34746
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  /2

  $205,000 Sold Jul 25, 2025

  • 1,220 Sq Ft
  • $168/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  2442 Sweetwater Club Cir Unit 43, Kissimmee, FL 34746

  Take advantage of this price reduction! Experience the charm of this delightful 3-bedroom, 2-bathroom downstairs condo located within the enchanting Sweetwater Club community, right in the vibrant Disney area. This lovely condo boasts an open floor plan, soaring ceilings, and expansive windows that flood the space with natural light, creating a bright and airy atmosphere perfect for relaxation or

  Nena Mercer SPECIALIZED PROPERTY MANAGEMENT

  2442 Sweetwater Club Cir Unit 43, Kissimmee, FL 34746
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  /66

  Est $343,174 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,474 Sq Ft

  2696 Corvette Ln, Kissimmee, FL 34746

  2696 Corvette Ln, Kissimmee, FL 34746
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  /46

  $365,000

  • 4 Beds
  • 3.5 Baths
  • 1,649 Sq Ft

  5112 Killarney Way, Kissimmee, FL 34746

  Compass Bay Resort, Kissimmee, is approved for SHORT-TERM LEASE. Furnished 4-Bed / 3.5-Bath Townhouse with Pool. Spacious and beautifully furnished townhouse in the gated community. Featuring 4 bedrooms (including 2 primary suites), 3.5 bathrooms, and all ceramic tile on the first floor, and new carpet on the second floor. Open living space, full-size washer & dryer, and a converted garage

  Claudia Bolognesi United Realty Group Inc

  5112 Killarney Way, Kissimmee, FL 34746
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  /15

  $1,300 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  2415 Berkshire Ct Unit Apartment 1bed1bath, Kissimmee, FL 34746

  This private apartment is located in a Magical Neighborhood very quiet and peaceful just about 15 mints away from most Theme Parks. 5 mints away from I92 near Aldy, Walmart, Target, Sams, shopping areas. Is very magical. We take pride into providing excellent service and extremely clean, with great amenities including Welcoming Sheets, Blanquet's, Pillows, Towels. Kitchen is private and

  2415 Berkshire Ct Unit Apartment 1bed1bath, Kissimmee, FL 34746
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  /2

  $390,000 Sold Jul 25, 2025

  • 1,502 Sq Ft
  • $260/SF
  • 200 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  2622 Montego Bay Blvd, Kissimmee, FL 34746

  Honey, stop the car! It's hard to find a better location to be able to experience all Kissimmee/Orlando has to offer. Located near multiple major thoroughfares, getting to some of the highest class experiences in the world in mere minutes. Just a short drive to Orlando International Airport, some of the most famous theme parks in the world, prestigious golf courses, and world-class dining and

  Cuc Dinh DALTON WADE INC

  2622 Montego Bay Blvd, Kissimmee, FL 34746
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  /62

  Est $307,608 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  5772 Lesabre Dr, Kissimmee, FL 34746

  5772 Lesabre Dr, Kissimmee, FL 34746
• 

  

  /20

  $469,900

  • 4 Beds
  • 2.5 Baths
  • 1,725 Sq Ft

  2605 Montego Bay Blvd, Kissimmee, FL 34746

  This attractive property offers a unique open floor plan with spectacular high ceiling that impress visitors and maximizes the natural light. It features updated bathrooms and kitchen with quartz countertops. Two French doors connect the dining room and the porch for relaxing near to the screened aquamarine pool area, and 2 years old roof.Move in ready home in the well-located Montego Bay

  Yaima Gamez Mirabal FLORIDA INVESTMENT REALTY GRP

  2605 Montego Bay Blvd, Kissimmee, FL 34746
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  /17

  $2,840 per month

  • 4 Beds
  • 3 Baths
  • 1,874 Sq Ft
  • House for Rent

  2600 Chatham Cir, Kissimmee, FL 34746

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  2600 Chatham Cir, Kissimmee, FL 34746
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  /2

  $224,500 Sold Jul 24, 2025

  • 1,326 Sq Ft
  • $169/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  2020 Royal Bay Blvd Unit 91, Kissimmee, FL 34746

  Move-in-ready. Tankless water heater. 3-bed, 2-bath first-floor condo with serene pond and fountain views. “This home has been cherished and carefully maintained by its owners. Upgraded unit features a spacious, open floor plan with classic solid bamboo flooring in the great room, upgraded ceramic tile in hallway and bedrooms, and bay windows that flood the space with natural light. From the

  Yana Ogor CHARLES RUTENBERG REALTY ORLANDO

  2020 Royal Bay Blvd Unit 91, Kissimmee, FL 34746
• 

  

  /22

  Est $81,093 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 325 Sq Ft

  5245 W Irlo Bronson Memorial Hwy Unit 180, Kissimmee, FL 34746

  5245 W Irlo Bronson Memorial Hwy Unit 180, Kissimmee, FL 34746
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  /33

  $370,000

  • 4 Beds
  • 3 Baths

  5362 Diplomat Ct, Kissimmee, FL 34746

  Fully furnished, cozy 4-bedroom, 3-bathroom home at 5362 Diplomat Ct, offering a bright and open living space. The kitchen is equipped with modern appliances and ample cabinet space. The master suite features an ensuite bathroom, and the additional bedrooms are spacious. The backyard provides a great area for outdoor enjoyment. Conveniently located near schools, parks, and shopping—this home is a

  Ricardo Romero Phantom Real Estate

  5362 Diplomat Ct, Kissimmee, FL 34746
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  /3

  $2,250 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  2731 N Poinciana Blvd Unit Kissimme apt, Kissimmee, FL 34746

  Freshly painted n modified .. we hardly lived in this property .. non smoking .. no oets

  2731 N Poinciana Blvd Unit Kissimme apt, Kissimmee, FL 34746
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  /2

  $120,000 Sold Jul 23, 2025

  • 918 Sq Ft
  • $131/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  5287 Images Cir Unit 307, Kissimmee, FL 34746

  INVESTORS OPPORTUNITY1111Beautiful 2 bedrooms 2 bath condo on third floor on resort like condominium, near Disney , full of amenities.Property has tiles all over the property.all appliances are included

  Joseph Fernandini MY REALTY GROUP, LLC.

  5287 Images Cir Unit 307, Kissimmee, FL 34746
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  /18

  Est $212,699 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,231 Sq Ft

  8100 Poinciana Blvd Unit 2712, Orlando, FL 32821

  8100 Poinciana Blvd Unit 2712, Orlando, FL 32821
• 

  

  /29

  $319,000 Open Sat 9AM - 5PM

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  3007 Seaview Castle Dr, Kissimmee, FL 34746

  Step into this nearly new, barely lived-in 3-bedroom, 2.5-bath townhome in a secure gated community with very low HOA fees. Featuring a brand-new roof, brand-new AC, and included refrigerator, washer, and dryer, this residence offers true move-in readiness. The open floor plan creates a bright, flowing living space ideal for both everyday living and entertaining. Located minutes from world-class

  Ariya Mobed MOBED REALTY, P.A.

  3007 Seaview Castle Dr, Kissimmee, FL 34746
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  /34

  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft
  • House for Rent

  2505 Kingston Ct, Kissimmee, FL 34746

  Welcome to your dream home! This beautifully designed 3-bedroom home, 2-bathroom, 2 garage, Pool Home, Cul De Sac Lot, single-family residence offers 1,565 square feet of spacious in the Subdivision MONTEGO BAY, just minutes away from DISNEY WOLD PARK ATTRACTIONS! FRESH PAINT, NEW BLINDS. Open floor plan, the floors include tile on the floors.This place is perfect for you. Natural light

  Sunshine Home Ma Jacky Montes Mays SUNSHINE HOME MANAGEMENT INC

  2505 Kingston Ct, Kissimmee, FL 34746
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  /2

  $47,500 Sold Jul 22, 2025

  • Land
  • 0.14 Acre
  • $339,286 per Acre

  • 11 Days On Market

  0 Palmetto Rd, Kissimmee, FL 34746

  Opportunity awaits with this prime vacant lot in Kissimmee—less than 15 minutes to the magic of Disney World Resort and under 30 minutes to Universal Studios and Orlando International Airport! Whether you're looking to build your dream home or an income-producing short- or long-term rental, this property offers the flexibility and location you’ve been searching for. Manufactured homes are allowed

  Jeffrey Borham EXP REALTY LLC

  0 Palmetto Rd, Kissimmee, FL 34746
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  /26

  Est $181,801 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  8112 Poinciana Blvd Unit 1310, Orlando, FL 32821

  8112 Poinciana Blvd Unit 1310, Orlando, FL 32821
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  /24

  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  2613 Bugatti Ct, Kissimmee, FL 34746

  Beautiful Resort Community! This Tastefully decorated 2 Bedrooms 2.5 Bath Townhome in Regal Oaks at Old Town comes furnished and is perfect for a Vacation Rental or Primary Residence. Luxury Vinyl Plank was recently put on stairs and upstairs. Tile throughout the first floor. Stone countertops in kitchen and bathrooms. Location is key and close to all of the magic! You can ride your golf cart

  Lori Walker CENTURY 21 CARIOTI

  2613 Bugatti Ct, Kissimmee, FL 34746
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  /38

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Condo for Rent

  5009 Laguna Bay Cir Unit 41, Kissimmee, FL 34746

  Beautiful remodeled and fully furnished apartment very spacious with 3 bedrooms and 2 bathrooms with an excellent location close to the 192, 5 minutes from supermarkets and shopping centers, 15 minutes from Disney. The complex has a beautiful pool, sauna and gym in the club house. Very safe and quiet, the rent includes water, you only have to pay electricity.

  5009 Laguna Bay Cir Unit 41, Kissimmee, FL 34746
• 

  /2

  $335,000 Sold Jul 21, 2025

  • 1,474 Sq Ft
  • $227/SF
  • 157 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  2621 Bugatti Ct, Kissimmee, FL 34746

  Escape to your own magical retreat at 2621 Bugatti Court, a beautifully furnished 3-bedroom, 2.5-bathroom townhouse nestled within the vibrant Regal Oaks Resort community. Picture yourself starting each day with a refreshing dip in the sparkling resort-style pool, followed by a leisurely breakfast on your private screened patio. After a day of thrills at nearby theme parks, return to unwind with

  James Donovan TEAM DONOVAN

  2621 Bugatti Ct, Kissimmee, FL 34746
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  /14

  Est $95,144 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 325 Sq Ft

  5245 W Irlo Bronson Memorial Hwy Unit 115, Kissimmee, FL 34746

  5245 W Irlo Bronson Memorial Hwy Unit 115, Kissimmee, FL 34746
• 

  

  /20

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,251 Sq Ft

  2323 Prime Cir Unit 2323A, Kissimmee, FL 34746

  Welcome to 2323 Prime Circle #A — a beautifully maintained 3-bedroom, 2-bathroom ground-floor condo located in the heart of Kissimmee. Whether you're seeking a primary residence, vacation home, or investment opportunity, this home checks all the boxes.Spacious Split Floorplan with Open Living & Dining AreasUpdated Kitchen with Breakfast Bar & Plenty of Cabinet SpacePrimary Suite

  Rocio Naranjo RIANCE REALTY LLC

  2323 Prime Cir Unit 2323A, Kissimmee, FL 34746
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  /44

  $1,995 per month

  • 3 Beds
  • 3 Baths
  • 1,488 Sq Ft
  • Townhouse for Rent

  4804 Everglades Cir, Kissimmee, FL 34746

  Welcome home to 4804 EVERGLADES CIRCLE, a spacious and inviting 3-BEDROOM, 3-BATHROOM TOWNHOME in the gated ESTATES AT LAKE CECILE community. Perfectly located near DISNEY, HWY 192, and FOUR CORNERS, this property features ONE BEDROOM AND FULL BATH DOWNSTAIRS for flexibility, while the upper level includes a PRIMARY SUITE WITH PRIVATE EN SUITE and another bedroom with an additional full bath. The

  Traci Prantner ROCK WELL REAL ESTATE

  4804 Everglades Cir, Kissimmee, FL 34746
• 

  /2

  $249,900 Sold Jul 18, 2025

  • 1,287 Sq Ft
  • $194/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  2743 N Poinciana Blvd Unit 55, Kissimmee, FL 34746

  Welcome to The Villas at Somerset, in Kissimmee, FL! Fully furnished 1st floor, end unit with mostly BRAND NEW furniture and accessories, this BEAUTIFUL condo is ready to go! When you walk in, you'll be impressed with this newly updated 3-bedroom, 2-bathroom, 1,287 sq. ft. condo! This is a prime opportunity for qualified buyers and investors since all they would have left to do is stock the

  Amy Prill CHAMPIONSGATE REALTY

  2743 N Poinciana Blvd Unit 55, Kissimmee, FL 34746
• 

  

  /20

  Est $381,471 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,782 Sq Ft

  5115 Crown Haven Dr, Kissimmee, FL 34746

  5115 Crown Haven Dr, Kissimmee, FL 34746
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  /26

  $204,999

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  8125 Resort Village Dr Unit 51006, Orlando, FL 32821

  Welcome to 8125 Resort Village Dr Unit 51006 – a fully furnished 2-bedroom, 2-bath condo located in the award-winning Lake Buena Vista Resort Village & Spa. This spacious unit features an open floor plan with a modern kitchen, dining area, and living room, plus large sliding doors that open to a private balcony with stunning views of the iconic pirate-themed pool. The master suite includes a

  Carolina Hernandez AROD PARTNERS REALTY

  8125 Resort Village Dr Unit 51006, Orlando, FL 32821
• 

  

  /20

  $2,900 per month

  • 4 Beds
  • 3 Baths
  • 1,679 Sq Ft
  • Condo for Rent

  2901 Edenshire Way Unit ID1280916P, Kissimmee, FL 34746

  Immerse yourself in a fantastical world with this delightful four-bedroom home, where each room celebrates the joy of childhood through the beloved themes of Snoopy and Mickey Mouse. Accommodating up to 10 guests, this home features four bedrooms and three bathrooms, offering a unique and playful living experience.The living room is equipped with a 50" Smart TV, and each bedroom has a 32" TV.

  2901 Edenshire Way Unit ID1280916P, Kissimmee, FL 34746
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  /2

  $321,800 Sold Jul 17, 2025

  • 1,694 Sq Ft
  • $190/SF
  • 131 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2014

  2903 Edenshire Way Unit 108, Kissimmee, FL 34746

  New Price Alert! Ideal location for vacationers and local residents alike. End unit townhouse features 4 bedrooms with 2 primary suites, 1 upstairs, 1 downstairs. 3 full baths and fully furnished ready for short or long-term income. Granite countertops, stainless steel appliances, open 1st floor plan with elegant faux wood floors and carpet in bedrooms. The gated community boasts a clubhouse with

  Ivan Petkov FLORIDA REALTY INVESTMENTS

  2903 Edenshire Way Unit 108, Kissimmee, FL 34746
• 

  

  /22

  Est $94,007 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 325 Sq Ft

  5245 W Irlo Bronson Memorial Hwy Unit 186, Kissimmee, FL 34746

  5245 W Irlo Bronson Memorial Hwy Unit 186, Kissimmee, FL 34746
• 

  

  /24

  $189,995

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft

  2735 N Poinciana Blvd Unit 103, Kissimmee, FL 34746

  Beautifully updated 3-bedroom, 2-bath ground-floor condo located in the sought-after Villas of Somerset community. Featuring laminate flooring throughout and tile in the wet areas, this bright and spacious floorplan offers comfort and convenience. Ideally situated directly next to the clubhouse and pool, the unit provides easy access to top-notch amenities, including a fitness center, sauna, and

  Debbie Winston JBM REALTY LLC

  2735 N Poinciana Blvd Unit 103, Kissimmee, FL 34746
• 

  

  /44

  $2,189 per month

  • 3 Beds
  • 3 Baths
  • 1,488 Sq Ft
  • Townhouse for Rent

  4826 Everglades Cir, Kissimmee, FL 34746

  Discover 4826 EVERGLADES CIRCLE, a beautifully maintained 3-BEDROOM, 3-BATHROOM TOWNHOME FOR RENT in the sought-after ESTATES AT LAKE CECILE community—just minutes from DISNEY, HWY 192, and the FOUR CORNERS area. The thoughtful floor plan includes ONE BEDROOM AND FULL BATHROOM ON THE MAIN LEVEL, perfect for guests, home office use, or added privacy, while upstairs offers a PRIMARY SUITE WITH EN

  Traci Prantner ROCK WELL REAL ESTATE

  4826 Everglades Cir, Kissimmee, FL 34746
• 

  /2

  $392,500 Sold Jul 16, 2025

  • 1,410 Sq Ft
  • $278/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  3260 Pinto Dr, Kissimmee, FL 34746

  A group showing is scheduled in the area to preview several income-generating homes—contact your agent for access. This fully furnished pool home stands out in one of Kissimmee’s top-performing short-term rental zones and comes with no required HOA, offering exceptional flexibility. Whether you're looking for a vacation retreat, a reliable income property, or a primary residence with proven cash

  Narda Miranda EXP REALTY LLC

  3260 Pinto Dr, Kissimmee, FL 34746
• 

  

  /31

  Est $343,077 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  2527 Bright Jewel St, Kissimmee, FL 34746

  2527 Bright Jewel St, Kissimmee, FL 34746

Showing Results 81 - 120, Page 3 of 18