Osceola, FL Homes

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  /40

  $440,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft

  2776 Tropical Lake Dr, Kissimmee, FL 34741

  Looking for a just completed brand-new home? The home was completed in 2025. Located near all of Kissimmee’s major roads and attractions, have a piece of mind knowing you don’t have to go far to get to wherever you need to go. Stepping into the home, you are greeted by the big open-floor plan with ceramic tiles all throughout the home. Going into the kitchen, take in the beautiful granite

  Blanca Armada REMAX PREMIER PROPERTIES

  2776 Tropical Lake Dr, Kissimmee, FL 34741
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  Explore Columbia

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  /27

  $1,750 per month

  • 2 Beds
  • 2.5 Baths
  • 1,265 Sq Ft
  • Townhouse for Rent

  2444 Summerfield Way, Kissimmee, FL 34741

  This is a 2 bed 2 1/2 bath unit located to a walking distance from shopping and public transportation. New appliances are installed and the place is freshly painted. New microwave, new AC, new water heater, new dishwasher. Located 19 minutes from Disney. Call to schedule an appointment today!!

  

  Mesner Belidor

  KELLER WILLIAMS LEGACY REALTY

  (321) 241-2847

  2444 Summerfield Way, Kissimmee, FL 34741
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  /32

  $33,000 Sold Aug 05, 2025

  • 900 Sq Ft
  • $37/SF
  • 58 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  2528 John Young Pkwy Unit 1, Kissimmee, FL 34741

  Welcome to your friendly neighborhood at Kissimmee's Paraiso Mobile Estate Family Community! This mobile home features: 3 Bedrooms, 1 Bath: Kitchen: You'll love cooking in the open concept kitchen. Prime Location: Near Bus Stop: Easy commuting. Close to Publix: Grocery shopping made effortless. Restaurants and Shopping Centers: Explore nearby dining and retail options. Community Living: Enjoy

  Martha Castro

  2528 John Young Pkwy Unit 1, Kissimmee, FL 34741
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  /53

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft

  2781 Tropical Lake Dr, Kissimmee, FL 34741

  2781 Tropical Lake Dr, Kissimmee, FL 34741
• 

  

  

  /28

  $350,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,747 Sq Ft

  2690 Pleasant Cypress Cir, Kissimmee, FL 34741

  Under contract-accepting backup offers. Location, location, location! This beautifully well-maintained home is located in a desirable gated community in the heart of Kissimmee. Inside, you'll find a bright and functional layout, a water softener system, and a sense of pride of ownership throughout. Enjoy easy access to Disney parks, The Loop shopping and dining, and Orlando International Airport

  Luis Castellano EMPIRE NETWORK REALTY

  2690 Pleasant Cypress Cir, Kissimmee, FL 34741
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  /26

  $1,615 - $2,855 per month

  Ebbtide Villas and Flats

  1 - 3 Beds

  2775 Drift Ln, Kissimmee, FL 34741

  Discover coastal-inspired luxury at Ebbtide Villas & Flats, a premier apartment community nestled in the heart of Kissimmee, Florida. Offering upscale one-, two-, and three-bedroom apartments and townhomes, each residence is thoughtfully designed with modern interiors, open-concept living spaces, designer cabinetry, and elegant pendant lighting. Residents can indulge in resort-style amenities,

  2775 Drift Ln, Kissimmee, FL 34741
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  /2

  $315,000 Sold Aug 01, 2025

  • 1,186 Sq Ft
  • $266/SF
  • 253 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  3120 Paradox Cir Unit 102, Kissimmee, FL 34746

  Welcome to Storey Lake, a captivating and vibrant community in the heart of Kissimmee, Florida, where the magic of Central Florida living comes to life. Whether you're seeking a vacation home, an investment property, Storey Lake offers an extraordinary blend of comfort, convenience, and adventure. Storey Lake's world-class amenities are second to none. The clubhouse is a hub of activity, boasting

  Alex Silva VOYANCE REAL ESTATE LLC.

  3120 Paradox Cir Unit 102, Kissimmee, FL 34746
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  /20

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  700 W Tropicana Ct, Kissimmee, FL 34741

  700 W Tropicana Ct, Kissimmee, FL 34741
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  /10

  $340,000

  • 3 Beds
  • 1.5 Baths
  • 1,374 Sq Ft

  107 Dellwood Dr, Kissimmee, FL 34744

  More photos coming soon! Welcome to 107 Dellwood! This Pool home offers 3 bedrooms, 1.5 baths, plus two versatile bonus rooms that can be used as additional bedrooms, a home office, or a gym. The spacious layout provides endless possibilities—ideal for a growing household or an investor looking to rent out individual rooms. The backyard is perfect for entertaining, complete with a pool for those

  Sherley Paul LPT REALTY, LLC

  107 Dellwood Dr, Kissimmee, FL 34744
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  /14

  $1,900 per month

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

  418 Poinciana Cir, Kissimmee, FL 34744

  Beautiful, cozy and well-kept family home located in the quiet and friendly community of Dellwood Park, Kissimmee. Features 3 bedrooms and 2 full bathrooms, 1 car garage and lots of open space it has an open floor design with ceramic tile and carpet in the bedrooms.It is also conveniently located near Downtown Kissimmee, and close proximity to US Highway 192, Valencia College- Osceola

  Liabell Rivera HOLDING GOLDEN REAL ESTATE INC

  418 Poinciana Cir, Kissimmee, FL 34744
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  /2

  $189,000 Sold Jul 31, 2025

  • 1,350 Sq Ft
  • $140/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  2659 Crown Ct Unit 11, Kissimmee, FL 34741

  Opportunity Alert! Discover this exquisite partially furnished 3-bedroom, 2-bathroom, two-story condo mere minutes away from Walt Disney World! Two bedrooms reside on the second floor while one is conveniently located on the first floor. Each spacious bedroom features its own full bathroom and a private patio or balcony for added comfort. The open floor plan and dual levels of living space make

  Dilia Betancourt LA ROSA REALTY LLC

  2659 Crown Ct Unit 11, Kissimmee, FL 34741
• 

  

  /14

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  2743 Miami Terrace, Kissimmee, FL 34741

  2743 Miami Terrace, Kissimmee, FL 34741
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  /33

  $309,000

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  3120 Paradox Cir Unit 307, Kissimmee, FL 34746

  GREAT OPORTUNITY TO OWN AN INVESTMENT IN A SHORT OR LONG-TERM RENTAL COMMUNITY or fantastic family get-away!!! This condo is in a great location and turn-key furnished. Take the elevator to this 2-bedroom 2- bath 3rd floor unit with a peaceful view in the exclusive gated community of Storey Lake Resort. With just minutes from Disney this unit offers luxury and convenience. Beautifully furnished

  Aline De Araujo CENTURY 21 BEGGINS ENTERPRISES

  3120 Paradox Cir Unit 307, Kissimmee, FL 34746
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  /32

  $1,299 - $2,265 per month

  Camila

  1 - 3 Beds

  1880 Destiny Blvd, Kissimmee, FL 34741

  Come home to a Floridian sanctuary at Camila! Centered around our beautiful lake, Camila offers an alluring retreat from your busy day. Perfectly situated on the north side of Kissimmee, our community offers thoughtfully designed 1, 2, and 3-bedroom apartment residences nestled amongst mature oak trees, tropical palms, and Spanish moss. Relax, work, or play in our collection of lifestyle

  1880 Destiny Blvd, Kissimmee, FL 34741
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  /2

  $275,000 Sold Jul 31, 2025

  • 942 Sq Ft
  • $292/SF
  • 195 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  309 Poinciana Cir, Kissimmee, FL 34744

  HUGE PRICE ADJUSTMENT... SELLER SAYS LETS GET THIS SOLD!!! Charming 2-Bedroom Home with Modern Updates – A Must-See! Welcome to this beautifully remodeled 2-bedroom, 1-bathroom home, offering a perfect blend of comfort and style! This home has been completely updated with modern finishes and quality upgrades.Key Features: Fully Remodeled Interior – Fresh, contemporary design with brand-new

  Carolee Goodwin-Blackmore GOODWIN REALTY & ASSOCIATES, INC

  309 Poinciana Cir, Kissimmee, FL 34744
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  /22

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft

  2765 Tropical Lake Dr, Kissimmee, FL 34741

  2765 Tropical Lake Dr, Kissimmee, FL 34741
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  /21

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  3120 Paradox Cir Unit 401, Kissimmee, FL 34746

  Step into comfort and convenience with this beautifully furnished 3-bedroom condo, located in a secure gated community. The unit comes complete with all major appliances, including a washer and dryer, and features sleek tile flooring throughout. Relax on your private porch and enjoy the peace of your surroundings. Situated in a stunning resort-style community, you’ll have access to a wide

  Edwin Nieves CHARLES RUTENBERG REALTY ORLANDO

  3120 Paradox Cir Unit 401, Kissimmee, FL 34746
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  /22

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft
  • Condo for Rent

  433 Fountainhead Cir Unit 192, Kissimmee, FL 34741

  Dreams Do Come True! Spectacular FOR RENT or SALE the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bathroom first-floor condo located in the gated community of Bella Vista. Beginning with stylish Tile roof Designed with a split floor plan, this home offers privacy and functionality, with each bedroom featuring its own en-suite bathroom. Step inside to an open-concept

  Freddie Crespo INVESTOR'S REAL ESTATE LLC

  433 Fountainhead Cir Unit 192, Kissimmee, FL 34741
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  /2

  $372,500 Sold Jul 30, 2025

  • 1,598 Sq Ft
  • $233/SF
  • 30 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1989

  826 Long Bay Ct, Kissimmee, FL 34741

  One or more photo(s) has been virtually staged. Welcome to 826 Long Bay Court – A Rare Gem in the Heart of Kissimmee! Tucked away in its own peaceful corner of a quiet cul-de-sac, this beautifully updated home boasts the largest lot in the entire community — nearly a quarter acre of privacy, space, and stunning water views. From the moment you arrive, you’ll feel the serenity and exclusivity this

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  826 Long Bay Ct, Kissimmee, FL 34741
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  /36

  Est $396,542 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  2780 Tropical Lake Dr, Kissimmee, FL 34741

  2780 Tropical Lake Dr, Kissimmee, FL 34741
• 

  

  /29

  $329,800

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  3120 Paradox Cir Unit 206, Kissimmee, FL 34746

  Amazing Condo at Storey Lake. If you want to invest in short term rental, this is a great opportunity. Beautiful Two bedrooms & two bathrooms condo fully furnished and beautifully decorated, this open kitchen has quartz countertops, 42" cabinets, stainless steel appliances, washer and dryer, blinds. In Storey Lake Resort. Located in a community highly desirable and in a prime location in central

  Jose Collado DECONOVA INTERNATIONAL REALTY

  3120 Paradox Cir Unit 206, Kissimmee, FL 34746
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  /30

  $2,319 - $3,410 per month

  Cacema Townhomes

  3 - 4 Beds

  2670 Meadow Creek Rd, Kissimmee, FL 34741

  Elevated living with more space, privacy, patio and a personal brick-paved driveway and garage without any of the maintenance. Schedule a tour to discover the carefree lifestyle of 3-bedroom or 4-bedroom townhome living at Cacema. Life in a townhome provides fabulous amenities, well-appointed living spaces and convenient access to a plethora of shopping, dining, healthcare, entertainment and

  2670 Meadow Creek Rd, Kissimmee, FL 34741
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  /2

  $320,000 Sold Jul 30, 2025

  • 1,351 Sq Ft
  • $237/SF
  • 49 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  1021 Whalebone Bay Dr, Kissimmee, FL 34741

  Home back on the market due to the buyer defaulting on the contract! Act fast- This charming single-family home offers the perfect blend of comfort, convenience, and value—all just minutes from world-famous theme parks, shopping, dining, and entertainment!Situated in a family-friendly neighborhood, this well-maintained home features recent upgrades that offer peace of mind for years to come.

  Vanessa Rojas LUXE PROPERTIES

  1021 Whalebone Bay Dr, Kissimmee, FL 34741
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  /47

  Est $165,576 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 996 Sq Ft

  1251 Sago Palm Blvd Unit 1251, Kissimmee, FL 34741

  1251 Sago Palm Blvd Unit 1251, Kissimmee, FL 34741
• 

  

  /31

  $339,800

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  3120 Paradox Cir Unit 302, Kissimmee, FL 34746

  Amazing Condo at Storey Lake. If you want to invest in short term rental, this is a great opportunity. Beautiful Two bedrooms & two bathrooms condo fully furnished and beautifully decorated, this open kitchen has quartz countertops, 42" cabinets, stainless steel appliances, washer and dryer, blinds. In Storey Lake Resort. Located in a community highly desirable and in a prime location in central

  Jose Collado DECONOVA INTERNATIONAL REALTY

  3120 Paradox Cir Unit 302, Kissimmee, FL 34746
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  /27

  $2,148 per month

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Property for Rent

  255 Trailer Ln, Kissimmee, FL 34741

  Now Renting! This move-in-ready single-wide unit is located in the heart of the city, offering convenient parking spaces and is perfect for tenants seeking comfort and a prime location. 2 bedrooms, 1 bathroom, completely updated, you will love it. Make your appointment today !!!

  Corandi Contreras URBAN SQUARE REALTY INC

  255 Trailer Ln, Kissimmee, FL 34741
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  /2

  $295,000 Sold Jul 28, 2025

  • 1,321 Sq Ft
  • $223/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1984

  2563 Coral Ave, Kissimmee, FL 34741

  Welcome to this beautifully maintained 4 bedrooms, 2 bath home offering comfort, style, with a rare in-law suite and studio- perfect for multigenerational living, guests, or potential rental income. Nestled in the heart of Kissimmee! The main home boasts open concept living area, modern kitchen with stainless steel appliances, and tile flooring throughout plus two generously sized bedrooms and

  Stephanie Marrero GLOBALWIDE REALTY LLC

  2563 Coral Ave, Kissimmee, FL 34741
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  /10

  Est $83,709 Not Listed For Sale

  2778 Tropical Lake Dr, Kissimmee, FL 34741

  2778 Tropical Lake Dr, Kissimmee, FL 34741
• 

  

  /44

  $339,998

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft

  3120 Paradox Cir Unit 204, Kissimmee, FL 34746

  Don’t miss your chance to own this stunning 2-bedroom, 2-bathroom apartment designed for both luxury and profit! Fully furnished and move-in ready, this modern retreat features sleek quartz countertops, stainless steel appliances, and high-end finishes throughout.Indulge in resort-style amenities, including a lazy river, Tiki bar, clubhouse, and more, offering an unforgettable guest

  Silvia Beltran NONA LEGACY POWERED BY LA ROSA

  3120 Paradox Cir Unit 204, Kissimmee, FL 34746
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  /25

  $1,429 - $2,684 per month

  Lake Tivoli

  1 - 3 Beds

  851 Lake Tivoli Blvd, Kissimmee, FL 34741

  Nestled in the heart of Kissimmee, Lake Tivoli Apartments offer all the rewards and comforts of high-class living. Whether it be a relaxing night of beautiful Kissimmee views or a night out on the town, Lake Tivoli Apartments gives you the you're looking for at the price you want.We offer pet-friendly 1, 2, and 3-bedroom apartments that are just minutes from Kissimmee's finest shopping

  851 Lake Tivoli Blvd, Kissimmee, FL 34741
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  /2

  $188,000 Sold Jul 28, 2025

  • 950 Sq Ft
  • $198/SF
  • 70 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  Unlisted Address

  SOLD AS IS,CLOSE TO MAYORROADS AND SHOOPING CENTERS, INVESTORS WELCOME.

  Morelys Caraballo LA ROSA REALTY ORLANDO LLC

  Unlisted Address
• 

  

  /8

  Not Listed For Sale

  0 Cattleya Dr Unit MFRO6094544, Kissimmee, FL 34741

  0 Cattleya Dr Unit MFRO6094544, Kissimmee, FL 34741
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  /9

  $329,500 Pending

  • 4 Beds
  • 2 Baths
  • 1,000 Sq Ft

  2619 Milton Ave, Kissimmee, FL 34741

  Under contract-accepting backup offers. Rare opportunity to own a home in Kissimmee Highlands, just minutes from great shopping & restaurants. Great location! The home has four bedrooms but could easily be converted to more. The original home is approximately 1,000 square feet but an addition sees the available space grow to some 2,871 square feet according to public records. The home needs

  Nigel Worrall TOTAL REAL ESTATE SOLUTIONS

  2619 Milton Ave, Kissimmee, FL 34741
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  /16

  $2,320 per month

  • 4 Beds
  • 2 Baths
  • 1,217 Sq Ft
  • House for Rent

  214 Poinciana Cir, Kissimmee, FL 34744

  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

  214 Poinciana Cir, Kissimmee, FL 34744
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  /2

  $320,000 Sold Jul 25, 2025

  • 1,747 Sq Ft
  • $183/SF
  • 63 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  2789 Pleasant Cypress Cir, Kissimmee, FL 34741

  Beautiful Townhouse in Prime Kissimmee Location!Come see this exceptional 3-bedroom, 2.5-bath townhouse situated in one of Kissimmee’s best locations! Just minutes from The Loop shopping center, top dining options, grocery stores, Disney, and excellent schools, this home offers both convenience and comfort.Inside, you'll find tile and laminate flooring throughout, a sleek modern kitchen,

  Jhony Guzman ODRY VARGAS REALTY GROUP

  2789 Pleasant Cypress Cir, Kissimmee, FL 34741
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  /26

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,012 Sq Ft

  1123 Spring Meadow Dr Unit 1123, Kissimmee, FL 34741

  1123 Spring Meadow Dr Unit 1123, Kissimmee, FL 34741
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  /29

  $319,000

  • 2 Beds
  • 2 Baths
  • 1,159 Sq Ft

  2653 Whalebone Bay Dr, Kissimmee, FL 34741

  Move in ready, great location, two bedrooms and two bathrooms, two car garage. Roof from 2022. Close to shopping center, hospitals, major roads.

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  2653 Whalebone Bay Dr, Kissimmee, FL 34741
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  /18

  $1,399 - $2,354 per month

  Regatta Bay

  1 - 4 Beds

  801 Coastal Bay Ln, Kissimmee, FL 34741

  Learn more about our current Move-In Specials and save today!Regatta Bay is a mixed income community that offers apartment homes for unrestricted and restricted income residents. Restricted income residents are subject to the Maximum Allowable Household Incomes identified below. A great Kissimmee location at an affordable price! With quick and easy access to the SR-417/Central Florida

  801 Coastal Bay Ln, Kissimmee, FL 34741
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  /2

  $165,000 Sold Jul 08, 2025

  • 932 Sq Ft
  • $177/SF
  • 21 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  429 Fountainhead Cir Unit 223, Kissimmee, FL 34741

  Are you looking to add a new property to your rental portfolio or are you a first-time homebuyer? This is the perfect opportunity for you!This well-maintained property is ideally located near a hospital, schools, supermarkets, shopping centers, major highways, and all the theme parks. Whether you're an investor seeking a strong rental opportunity or a first-time buyer looking for an

  Yasmin Paulino HOME 21 REALTY & MANAGEMENT INC

  429 Fountainhead Cir Unit 223, Kissimmee, FL 34741
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  /43

  Est $349,929 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,747 Sq Ft

  2612 Pleasant Cypress Cir, Kissimmee, FL 34741

  2612 Pleasant Cypress Cir, Kissimmee, FL 34741

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