Osceola, FL Homes

• 

  

  

  /27

  $485,500

  • 4 Beds
  • 3 Baths
  • 1,914 Sq Ft

  432 Ocean Course Ave, Kissimmee, FL 34747

  Investor’s Dream in Davenport’s Premier Resort Community – Turnkey Luxury & Location!Welcome to a rare opportunity to own a fully furnished 4-bedroom, 3-bathroom townhome in one of Davenport’s most coveted resort destinations. Thoughtfully designed for both personal enjoyment and income generation, this elegant residence offers a seamless combination of space, style, and

  

  Yadira Bello

  COLDWELL BANKER REALTY

  (321) 215-7621

  432 Ocean Course Ave, Kissimmee, FL 34747
• 

  Explore Mill Slough

• 

  

  

  /10

  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • House for Rent

  2131 Rj Cir, Kissimmee, FL 34744

  Ready to move in. 4 bedroom 2 bathroom single family home with fenced yard in Kissimmee. Newly painted master bedroom and bathroom. New range, microwave and dishwasher. Tile throughout the home. Rent can be paid on line or brought to the office in Kissimmee. Call now to view.

  

  Janet Summerton

  FIRST AMERICAN REAL ESTATE

  (321) 878-8884

  2131 Rj Cir, Kissimmee, FL 34744
• 

  

  /2

  $280,000 Sold Aug 21, 2025

  • 2,140 Sq Ft
  • $131/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  1421 Lund Ave, Kissimmee, FL 34744

  This beautifully family home features three spacious bedrooms plus a versatile bonus room with a full bath, ideal for guests or in-law accommodations. The generous kitchen offers stainless steel appliances, ample cabinet and counter space, and a convenient pass-through to the open-concept dining and living areas—perfect for entertaining.The primary suite includes a walk-in closet and a

  Ivette Rodriguez Rivera FORTEX REALTY INC

  1421 Lund Ave, Kissimmee, FL 34744
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  /49

  Est $431,015 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,873 Sq Ft

  908 Lacey Oaks Ct, Kissimmee, FL 34744

  908 Lacey Oaks Ct, Kissimmee, FL 34744
• 

  

  

  /13

  $234,900

  • 2 Beds
  • 2 Baths
  • 768 Sq Ft

  314 E Fletcher St, Kissimmee, FL 34744

  Welcome home to this charming 2 bedroom, 2 bathroom, with 768 Square feet of living space, built in 1957. Great home for first time homeowner or investor. Freshly painted interior. Exterior of the home is concrete block. Split plan with the master bedroom suite with the master bathroom on one side for privacy and one bedroom and a bathroom on the other side of the home. The eat-in-kitchen

  

  Carmen Vazquez

  REALTY TECH INC

  (321) 635-1173

  314 E Fletcher St, Kissimmee, FL 34744
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  /101

  $1,475 - $2,850 per month

  Aston Square Apartments

  1 - 3 Beds

  1387 E Vine St, Kissimmee, FL 34744

  Experience modern living like never before at Aston Square. Our luxury apartments located in the highly desirable Kissimmee area offer keyless entry, custom designer closets, and chef-inspired kitchens that together, creates a luxury home that is yours to personalize.

  1387 E Vine St, Kissimmee, FL 34744
• 

  /2

  $235,000 Sold Aug 19, 2025

  • 1,341 Sq Ft
  • $175/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  412 Tarpon St, Kissimmee, FL 34744

  FIXER UPPER-INVESTOR SPECIAL! NO HOA! 3 Bed- 2 bath home with 1341 sqft of living space. With a little TLC this property could be an amazing primary resistance, investment or rental. The possibilities are endless. It is located in a desirable area of Kissimmee Benita Park which is close to all amenities, schools, attractions, shopping, dining, entertainment, and major highways for easy commuting

  Leah Longhorn ORLANDO 4 VILLAS REALTY LLC

  412 Tarpon St, Kissimmee, FL 34744
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  /27

  Est $367,691 Not Listed For Sale

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

  707 E Jackson St, Kissimmee, FL 34744

  707 E Jackson St, Kissimmee, FL 34744
• 

  

  /25

  $278,900

  • 3 Beds
  • 2 Baths
  • 1,263 Sq Ft

  1621 Emily Ct, Kissimmee, FL 34744

  Welcome Home! Stylish 3-Bedroom Villa – Move-In Ready with Investment Potential. seller motivated and will be doing a closing cost contribution of $8000, don't miss this opportunity, schedule the appointment to see the property, won't last long!!!!Discover comfort, convenience, and opportunity in this beautifully maintained one-story town villa featuring 3 spacious bedrooms, 2 full

  

  Yadira Bello

  COLDWELL BANKER REALTY

  (321) 353-6737

  1621 Emily Ct, Kissimmee, FL 34744
• 

  

  /6

  $1,275 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Townhouse for Rent

  2009 Kelley Ave, Kissimmee, FL 34744

  Discover the perfect blend of comfort and convenience in this charming 2-bedroom, 1-bath end-unit apartment. Freshly painted with sleek tile flooring throughout, this home is designed for easy living and low maintenance. The bright and open layout offers more space than you’d expect, creating a welcoming atmosphere for relaxing or entertaining.All appliances are included, and with washer

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  2009 Kelley Ave, Kissimmee, FL 34744
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  /2

  $290,000 Sold Aug 18, 2025

  • 1,442 Sq Ft
  • $201/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  1525 Lay Ct, Kissimmee, FL 34744

  Multiple Offers Received. Offer Deadline 07/28 - 7pm INVESTOR SPECIAL! Sold AS-IS with the right to inspect. This 3-bedroom, 2-bath home is bursting with potential and ready for your vision. With a new roof (2024) and new HVAC system (2024), plus two beautifully remodeled bathrooms the groundwork is already in place for a rewarding renovation. Enjoy a spacious living room, flexible bonus area,

  Monique Sola CENTURY 21 INTEGRA

  1525 Lay Ct, Kissimmee, FL 34744
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  /7

  Not Listed For Sale

  0 Barn St Unit 2009177, Kissimmee, FL 34744

  0 Barn St Unit 2009177, Kissimmee, FL 34744
• 

  

  /21

  $359,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  2518 Bowmer Dr, Kissimmee, FL 34744

  Move-in ready, completely remodeled. Single family home featuring 3 bedrms., 2 baths, 2 car garage. The welcoming great room offers plenty of space to entertain family and friends. The fully equipped kitchen has plenty of cabinets, storage space, and granite countertops (2023). Relax in the privacy and comfort of the spacious Florida room. Bathrooms, granite countertops, roof, and fence were

  

  Michael Solomon

  COLDWELL BANKER SOLOMON

  (321) 449-8065

  2518 Bowmer Dr, Kissimmee, FL 34744
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  /56

  $1,646 - $3,847 per month

  19 South Apartments

  Studio - 3 Beds

  3050 Station Square, Kissimmee, FL 34744

  Sunny Summer Savings! Half Off Rent for 2 Months! Plus, Look and Lease for Waived Fees! Now leasing spacious one-, two-, and three-bedroom apartments for rent in Kissimmee, FL. 19 South, upscale apartment living is a beautifully planned and award-winning luxury community ideally located in Kissimmee, FL! 19 South is perfectly located right off the Florida Turnpike on Osceola Parkway perfectly

  3050 Station Square, Kissimmee, FL 34744
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  /2

  $315,000 Sold Aug 15, 2025

  • 1,108 Sq Ft
  • $284/SF
  • 78 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  1343 Rocky Rd, Kissimmee, FL 34744

  Price Adjustment! Welcome Home to this cozy 3 bedroom/2 bath home that shows pride in ownership. Enjoy peace of mind with a 2019 roof replacement. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating an ideal space for entertaining and everyday living. The bathrooms have been updated and the primary bedroom is a private retreat with a large walk in closet

  Arla Howell CHARLES RUTENBERG REALTY ORLANDO

  1343 Rocky Rd, Kissimmee, FL 34744
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  /7

  Not Listed For Sale

  0 Barn St Unit 107245, Kissimmee, FL 34744

  0 Barn St Unit 107245, Kissimmee, FL 34744
• 

  

  /24

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  1603 Emily Ct, Kissimmee, FL 34744

  Charming 3-bedroom, 2-bath home located in Kissimmee, near Hunters Creek and Buenaventura Lakes, across the street from Valencia Community College This well-kept property features a bright living and dining area, and a functional kitchen with plenty of storage. The primary bedroom includes a private bath and walk-in closet. Located in a quiet community with easy access to major roads like 417 and

  

  Yadira Bello

  COLDWELL BANKER REALTY

  (321) 382-1298

  1603 Emily Ct, Kissimmee, FL 34744
• 

  

  /16

  $2,385 per month

  • 2 Beds
  • 3 Baths
  • 1,381 Sq Ft
  • House for Rent

  1478 Eldra Dr, 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

  1478 Eldra Dr, Kissimmee, FL 34744
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  /2

  $264,000 Sold Aug 14, 2025

  • 1,240 Sq Ft
  • $213/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  1651 Windsor Oak Ct, Kissimmee, FL 34744

  This charming one-story town villa offers 3 spacious bedrooms and 2 full bathrooms, with laminate flooring in the main living areas, ceramic tile in the wet areas, and cozy carpeted bedrooms. Enjoy high ceilings and walk-in closets in every bedroom. Recent upgrades include a brand-newer roof (2023), water heater (2025), and an A/C unit replaced in 2020.Ideally located just minutes from

  Lissette Escobar PREFERRED REAL ESTATE BROKERS

  1651 Windsor Oak Ct, Kissimmee, FL 34744
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  /7

  Not Listed For Sale

  0 Barn St Unit MFRO6139040, Kissimmee, FL 34744

  0 Barn St Unit MFRO6139040, Kissimmee, FL 34744
• 

  

  /30

  $274,250 Pending

  • 3 Beds
  • 3 Baths
  • 1,406 Sq Ft

  1642 Windsor Oak Ct, Kissimmee, FL 34744

  Under contract-accepting backup offers. One-of-a-Kind 3 Bed, 3 Bath Townhome in Kissimmee! This is the best value for square footage in all of Windsor Oaks! This rare gem stands out with three full bathrooms, including a custom-tiled shower with bench, perfect for guests or multi-gen living! Enjoy soaring vaulted ceilings, spacious rooms, and wood laminate flooring throughout. Skylights flood the

  Tara Kabella IRON VALLEY REAL ESTATE CENTRAL FLORIDA

  1642 Windsor Oak Ct, Kissimmee, FL 34744
• 

  

  /20

  $2,225 per month

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • House for Rent

  2344 Valley Ave, Kissimmee, FL 34744

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2369.90. That covers your base rent, $2225.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2344 Valley Ave, Kissimmee, FL 34744
• 

  /2

  $95,000 Sold Aug 11, 2025

  • Land
  • 0.19 Acre
  • $500,000 per Acre

  • 89 Days On Market

  714 E Martin St, Kissimmee, FL 34744

  Vacant Land and NO HOA! Welcome to 714 Martin Street, Kissimmee, FL – a prime piece of vacant land located in a well-established neighborhood just minutes from historic downtown Kissimmee. This cleared, ready-to-build lot offers the perfect blend of suburban tranquility and city convenience. Whether you’re a developer, investor, or future homeowner, this property is a rare opportunity with NO

  Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

  714 E Martin St, Kissimmee, FL 34744
• 

  

  /26

  Not Listed For Sale

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

  2744 Burrows Ave, Kissimmee, FL 34744

  2744 Burrows Ave, Kissimmee, FL 34744
• 

  

  /79

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  1606 Liggins Ave, Kissimmee, FL 34744

  Welcome to this beautifully maintained residence in the desirable Oak Run community. Prime Location Ideally located near to airport, top-rated schools, shopping, dining, and major highways—offering both convenience and community in one of Kissimmee’s most established neighborhoods. Situated on an oversized corner lot, this 3-bedroom, 2-bathroom home blends comfort, style, and functionality.

  Alberto Sanchez CENTURY 21 ALL HOMES & PROPERT

  1606 Liggins Ave, Kissimmee, FL 34744
• 

  

  /21

  $1,399 per month

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Townhouse for Rent

  1719 Michigan Ave Unit A, Kissimmee, FL 34744

  SPECIAL!! $200 OFF THE 1ST MO RENT Terms apply! Discover this charming 2-bedroom, 2-bathroom first-floor condo located in Kissimmee! The spacious layout features durable tile and laminate flooring throughout, making maintenance a breeze. The well-equipped kitchen includes all appliances, while one of the bedrooms offers direct outdoor access perfect for outdoor living or easy coming and

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  1719 Michigan Ave Unit A, Kissimmee, FL 34744
• 

  /2

  $300,000 Sold Aug 05, 2025

  • 1,410 Sq Ft
  • $213/SF
  • 57 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  950 Windway Cir, Kissimmee, FL 34744

  Discover your inviting HOME in Kissimmee with this charming 3-bedroom, 2-bathroom home. Picture relaxing evenings on the back porch, overlooking a peaceful canal perfect for outdoor living. Inside, the home offers a comfortable layout, featuring a spacious living room for cozy gatherings, a separate family room for entertainment, and a dining area ideal for hosting. The master suite provides a

  Melchire St. Ville KARIZA CAPITAL REALTY, LLC

  950 Windway Cir, Kissimmee, FL 34744
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  /7

  Not Listed For Sale

  0 Boyd St, Kissimmee, FL 34744

  0 Boyd St, Kissimmee, FL 34744
• 

  

  /31

  $409,500

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2539 Christine Dr, Kissimmee, FL 34744

  Come see this beautifully remodeled home in a quiet neighborhood! ?Take advantage of a seller-paid promotion, $3,000 credit toward the buyer’s closing costs (which can also be used to buy down rates).Income-Producing Opportunity! This home features a 4th bedroom with a private entrance, perfect for rental income or guest use. LOCATION, LOCATION, LOCATION!Minutes away

  Navid Rokh EQUITYPRO LLC

  2539 Christine Dr, Kissimmee, FL 34744
• 

  

  /16

  $2,110 per month

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • House for Rent

  1340 Sierra Cir, Kissimmee, FL 34744

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  1340 Sierra Cir, Kissimmee, FL 34744
• 

  /2

  $343,000 Sold Aug 01, 2025

  • 1,235 Sq Ft
  • $278/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  1533 Elmwood Ave, Kissimmee, FL 34744

  This beautiful property in the heart of Kissimmee has all the right factors working in its favor, NO HOA, centrally located just 5 minutes from Walmart, and with quick access to major expressways including the Turnpike and 417. It's also conveniently close to Orlando International Airport, Valencia College, The Loop Mall and the Disney theme parks. Enjoy Florida's sunny weather with a

  Letisia Alonso LPT REALTY, LLC

  1533 Elmwood Ave, Kissimmee, FL 34744
• 

  

  /3

  Not Listed For Sale

  0 W Carroll St Unit O6095181, Kissimmee, FL 34744

  0 W Carroll St Unit O6095181, Kissimmee, FL 34744
• 

  

  /30

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft

  2542 Camphorwood Cir, Kissimmee, FL 34744

  Welcome to this charming 3-bedroom, 2-bath home located in the desirable community of Oak Hollow with no HOA! This well-maintained property offers a spacious layout with tile flooring throughout the main areas and brand-new carpet in all bedrooms for comfort. The kitchen is equipped with a new dishwasher, and the home also features a brand-new water heater. Sitting on a generous lot, this home

  Jennifer Franco EXP REALTY LLC

  2542 Camphorwood Cir, Kissimmee, FL 34744
• 

  

  /10

  $1,250 per month

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Townhouse for Rent

  1717 Michigan Ave Unit C, Kissimmee, FL 34744

  SPECIAL!! $200 OFF THE 1ST MO RENT IF YOU MOVE IN BEFORE 7/15!Discover this charming 2-bedroom, 2-bathroom 2nd floor condo located in Kissimmee! The spacious layout features durable tile flooring throughout, making maintenance a breeze. The well-equipped kitchen includes all appliances, while one of the bedrooms offers direct outdoor access perfect for outdoor living or easy coming and

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  1717 Michigan Ave Unit C, Kissimmee, FL 34744
• 

  /2

  $370,000 Sold Aug 01, 2025

  • 1,482 Sq Ft
  • $250/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  1631 Woodbay Ct, Kissimmee, FL 34744

  $10,000 BUYER CREDIT THIS WEEK ONLY! This 3-bedroom, 2-bath home has been thoughtfully maintained and updated over time, boasting a PAID OFF solar system providing low utility payments on a new roof (2023), water softener (2023), newer AC and insulation (2020), and energy-efficient, double-pane windows that provide year-round comfort and energy savings (2021). Enjoy the freedom of NO HOA on an

  Jonny Grymes EXP REALTY LLC

  1631 Woodbay Ct, Kissimmee, FL 34744
• 

  

  /26

  Est $294,500 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  2119 N Seminole St, Kissimmee, FL 34744

  2119 N Seminole St, Kissimmee, FL 34744
• 

  

  /54

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft

  2529 Quail Run Blvd N, Kissimmee, FL 34744

  “Move-In Ready Home with Room to Grow”Discover a home that blends comfort, charm, and opportunity in Kissimmee—with NO HOA! This 3BR/2BA residence features an open floor plan, a light and neutral palette, screened lanai, and a private primary suite with en suite bath. The kitchen is spotless and fully functional, offering a wonderful foundation for your personal style.Step outside to

  Shelayna West KELLER WILLIAMS LEGACY REALTY

  2529 Quail Run Blvd N, Kissimmee, FL 34744
• 

  

  /16

  $2,050 per month

  • 3 Beds
  • 2 Baths
  • 1,134 Sq Ft
  • House for Rent

  1431 Londra Ln, Kissimmee, FL 34744

  Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own

  1431 Londra Ln, Kissimmee, FL 34744
• 

  /2

  $405,000 Sold Aug 01, 2025

  • 1,758 Sq Ft
  • $230/SF
  • 81 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1975

  2336 Meadow Ct, Kissimmee, FL 34744

  Take advantage of this great property in an amazing location! This stunning home has everything one would want! Plenty of space with four bedrooms and two bathrooms, amazing upgrades such as solar panels and a pool, and located near several shopping centers and Valencia College, a fantastic community college! However, that is not all. This charming home also has marvelous upgrades, having solar

  Blanca Armada REMAX PREMIER PROPERTIES

  2336 Meadow Ct, Kissimmee, FL 34744
• 

  

  /3

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  2808 Jessup Ave, Kissimmee, FL 34744

  2808 Jessup Ave, Kissimmee, FL 34744

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