44,541

Osceola, FL Homes

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  • /27

    $264,999 Pending

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

    7673 Heritage Crossing Way Unit 202, Reunion, FL 34747

    Welcome to Reunion Resort the only neighborhood with all three big names in signature Golf courses, Watson, Palmer and Nicklaus. Reunion is the premier luxury and vacation rental neighborhood in the Disney corridor, with 2,300 acres of wide-open views, luxury homes and world class amenities. The Heritage Crossing condos have some of the best views in Reunion, this home has a spectacular view of

    Agent Photo

    Dustin Nunnelley

    REAL BROKER, LLC

    (321) 462-5141

    7673 Heritage Crossing Way Unit 202, Reunion, FL 34747
  • /15

    $2,700 per month

    • 4 Beds
    • 2.5 Baths
    • 2,269 Sq Ft
    • House for Rent

    745 Riggs Cir, Davenport, FL 33897

    FOR RENT4 Bedrooms and 2.5 Bathrooms | Pool | Office/Den Discover comfort, space, and style in this beautifully maintained 4-bedroom, 2.5-bathroom pool home available for immediate rental in a sought-after location near major highways and Orlando’s top attractions. The first-floor primary suite offers privacy and relaxation, featuring a spacious ensuite bathroom with

    Marilu Rodriguez LPT REALTY, LLC

    745 Riggs Cir, Davenport, FL 33897
  • /2

    $400,000 Sold Jun 30, 2025

    • 1,637 Sq Ft
    • $244/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2025

    3293 Rolling Plains Cir, Clermont, FL 34714

    Under Construction. : This beautifully designed, single-story home showcases an open floor plan with stylish tile flooring and volume ceilings throughout main living area. The kitchen boasts an island, granite countertops, 36-in. upper cabinets, a Moen® chrome faucet, Kohler® sink and Whirlpool® stainless steel appliances. The private primary bedroom features soft carpeting, a generous walk-in

    Tara Garkowski KELLER WILLIAMS ADVANTAGE REALTY

    3293 Rolling Plains Cir, Clermont, FL 34714
    • /32

      Est $293,255 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,893 Sq Ft

      8318 Foster Dr, Davenport, FL 33896

      8318 Foster Dr, Davenport, FL 33896
  • /77

    $809,000 Pending

    • 9 Beds
    • 6 Baths
    • 4,391 Sq Ft

    8801 Macapa Dr, Kissimmee, FL 34747

    Under contract-accepting backup offers. Exceptional 9-bedroom, 5.5-bathroom pond-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water views, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 485-6029

    8801 Macapa Dr, Kissimmee, FL 34747
  • /20

    $5,540 per month

    • 6 Beds
    • 4 Baths
    • 3,131 Sq Ft
    • Condo for Rent

    8969 Rhodes St Unit ID1039217P, Kissimmee, FL 34747

    Welcome to Windsor at Westside, a luxurious resort community in the Orlando/Kissimmee area, just a few miles away from Disney and within easy reach of all attractions, shopping, and dining. This spacious home features six bedrooms and 4.5 bathrooms, offering ample space for relaxation and entertainment. Enjoy the private pool and hot tub, with the option to add heat, and feel at home in the

    8969 Rhodes St Unit ID1039217P, Kissimmee, FL 34747
  • /2

    $410,000 Sold Jun 30, 2025

    • 1,541 Sq Ft
    • $266/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    3481 Sanctuary Dr, Clermont, FL 34714

    This beautifully designed, single-story home showcases an open floor plan with tile flooring and a spacious great room that boasts volume ceilings. A dedicated laundry room with direct garage access adds everyday convenience. The modern kitchen is equipped with an island, 36-in. upper cabinets, granite countertops, a Moen® faucet, a Kohler® stainless steel sink and Whirlpool® stainless steel

    Tara Garkowski KELLER WILLIAMS ADVANTAGE REALTY

    3481 Sanctuary Dr, Clermont, FL 34714
    • /54

      Est $330,514 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,323 Sq Ft

      50989 Highway 27 Unit 343, Davenport, FL 33897

      50989 Highway 27 Unit 343, Davenport, FL 33897
  • /26

    $330,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    2821 Almaton Loop Unit 105, Kissimmee, FL 34747

    Under contract-accepting backup offers. Turnkey Short-Term Rental Near Disney – Ground Floor Condo with Resort Style Amenities! Welcome to your FULLY FURNISHED, INCOME-PRODUCING property just minutes from Walt Disney World in the sought-after Windsor Hills Resort! This beautifully maintained 3-bedroom, 2-bath ground floor condo is not only vacation-ready—it’s guest-loved and booking-ready. Step

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    (321) 655-2006

    2821 Almaton Loop Unit 105, Kissimmee, FL 34747
  • /73

    $3,300 per month

    • 3 Beds
    • 3 Baths
    • 1,410 Sq Ft
    • House for Rent

    3001 Latitude Ln, Kissimmee, FL 34747

    READY FOR YOU! BEAUTIFUL Cottage Located in Margaritaville Resort Orlando! Utilities (Electric, Gas and Water) INCLUDED in Rent Up to $300 Per Month! This home has 3 Bedrooms and 3 Full Bathrooms! Upgraded Appliances and Flooring, Kitchen has QUARTZ Countertops, Full Pantry and an ISLAND KITCHEN, SIDE BY SIDE High Capacity Samsung Washer and Dryer. One Bathroom has a Shower/Tub Combo. The Door

    Suzanne Docobo EXP REALTY LLC

    3001 Latitude Ln, Kissimmee, FL 34747
  • /2

    $501,952 Sold Jun 30, 2025

    • 2,118 Sq Ft
    • $237/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    2225 Seagrass Point Unit 470, Kissimmee, FL 34747

    Move-in ready! K Hovnanian's Four Seasons at Orlando is located minutes from Disney and encompasses everything a 55+ community should be. Greeted by manned guard house. The 12,000 sq ft amenity center is truly amazing! From 3 pools, tennis, bocce and pickleball courts to a crafting room and test kitchen; it has everything you could want! This state of the art clubhouse offers a resort lifestyle

    Gretta Akellino K HOVNANIAN FLORIDA REALTY

    2225 Seagrass Point Unit 470, Kissimmee, FL 34747
    • /32

      Est $243,304 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft

      50989 Highway 27 Unit 197, Davenport, FL 33897

      50989 Highway 27 Unit 197, Davenport, FL 33897
  • /47

    $719,000 Pending

    • 8 Beds
    • 5 Baths
    • 3,915 Sq Ft

    905 Ocean Course Ave, Davenport, FL 33896

    BEST-PRICED Oversized Lot – 10,000 Sq. Ft.! A Rare Find in ChampionsGate!This luxurious, fully furnished 8-bedroom, 5-bathroom home sits on an expansive lot with no rear neighbors, offering both privacy and space—perfect for relaxation and entertainment. Designed for unforgettable vacations or lucrative short-term rentals, this home features beautiful furnishings, themed bedrooms, and

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (863) 485-6389

    905 Ocean Course Ave, Davenport, FL 33896
  • /20

    $7,760 per month

    • 9 Beds
    • 5 Baths
    • 3,906 Sq Ft
    • Condo for Rent

    1432 Wexford Way Unit ID1018227P, Four Corners, FL 33896

    Step into a world of luxury and comfort in this spacious and inviting villa located in the highly sought-after ChampionsGate community. This oasis features a game room, a private heated pool and hot tub, and is designed to cater to large families. Enjoy a prime location near Orlando's best theme parks, just a 20-minute drive from Disney, 28 minutes from Universal Studios, and 25 minutes from

    1432 Wexford Way Unit ID1018227P, Four Corners, FL 33896
  • /2

    $435,000 Sold Jun 30, 2025

    • 1,902 Sq Ft
    • $229/SF
    • 51 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2016

    1580 Moon Valley Dr, Davenport, FL 33896

    Vacation Living or Your Everyday Escape – Just Minutes from Disney! Welcome to this beautiful 4-bedroom, 3-bathroom townhome in the highly desirable Retreat at ChampionsGate—one of Central Florida’s top resort-style communities. Fully furnished and move-in ready, this home is perfect as a primary residence, vacation getaway, or income-generating rental. Inside, you’ll find a bright, open layout

    Mayling Marrero KELLER WILLIAMS ADVANTAGE III

    1580 Moon Valley Dr, Davenport, FL 33896
    • /48

      Est $372,128 Not Listed For Sale

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

      8957 California Palm Rd, Kissimmee, FL 34747

      8957 California Palm Rd, Kissimmee, FL 34747
  • /36

    $300,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    304 Piano Ln, Davenport, FL 33896

    Under contract-accepting backup offers. Fantastic opportunity in a prime Davenport location! This 3-bedroom, 2-bathroom home is full of potential and ready for your personal touch. Whether you’re an investor or a buyer looking for a primary residence close to everything, this property fits the bill. Just minutes from I-4, Disney parks, shopping, and top dining options, the location can’t be beat.

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    (863) 312-0122

    304 Piano Ln, Davenport, FL 33896
  • /17

    $2,350 per month

    • 2 Beds
    • 2 Baths
    • 1,445 Sq Ft
    • Condo for Rent

    9051 Treasure Trove Ln Unit 401, Kissimmee, FL 34747

    Welcome to your ideal retreat in the heart of Central Florida, where comfort meets convenience just minutes from Disney, Margaritaville, world-class dining, shopping, and vibrant nightlife.This beautifully updated 4th-floor condo combines style and serenity, featuring a brand-new A/C system, water heater, refrigerator, and dishwasher—all designed to enhance your daily living experience

    Caroline Valentino GLASSTONE GROUP INC

    9051 Treasure Trove Ln Unit 401, Kissimmee, FL 34747
  • /2

    $543,900 Sold Jun 30, 2025

    • 2,714 Sq Ft
    • $200/SF
    • 57 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2025

    7756 Somersworth Dr, Kissimmee, FL 34747

    The Toho is a beautiful two-story home that features six large bedrooms and four bathrooms. The open-concept layout and wide-stretched entertainment space perfect for hosting. Connected to the family room, the spacious kitchen features quartz countertops and a spacious kitchen island. An upstairs loft also provides the perfect space for a home office or a cozy area for everyone to enjoy. The Toho

    Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

    7756 Somersworth Dr, Kissimmee, FL 34747
    • /39

      Est $543,474 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 2,752 Sq Ft

      9039 Paolos Place, Kissimmee, FL 34747

      9039 Paolos Place, Kissimmee, FL 34747
  • /36

    $399,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,402 Sq Ft

    2170 Derwent Dr, Davenport, FL 33896

    Under contract-accepting backup offers. BEST PRICE IN THE COMMUNITY – PRICED TO SELL! Welcome to The Glen at West Haven, located in the highly sought-after ChampionsGate area! This stunning two-story home, built in 2023, features 4 bedrooms, 2.5 bathrooms, and a 2-car garage. Enjoy added privacy with a large backyard and no rear neighbors.Designed with both comfort and style in mind, the

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (863) 509-4861

    2170 Derwent Dr, Davenport, FL 33896
  • /20

    $6,440 per month

    • 9 Beds
    • 6 Baths
    • 4,379 Sq Ft
    • Condo for Rent

    2100 Tripoli Ct Unit ID1018207P, Kissimmee, FL 34747

    Looking to be just a few miles away from Disney and within easy reach of all attractions, shopping, and dining? This is it! Not only does the resort offer a fabulous water park, clubhouse with fitness center, and heated pool with lazy river, but this home offers even more with its 9 spacious bedrooms and 6 full bathrooms. Enjoy the comfort of a living room, dining room, and a large full kitchen

    2100 Tripoli Ct Unit ID1018207P, Kissimmee, FL 34747
  • /2

    $536,900 Sold Jun 30, 2025

    • 2,714 Sq Ft
    • $198/SF
    • 25 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2025

    7717 Somersworth Dr, Kissimmee, FL 34747

    This stunning two-story home is designed with both space and luxury in mind! The Toho features six large bedrooms and four bathrooms. The open downstairs layout includes a large family room with an adjoining kitchen and dining room. A spacious loft also provides the perfect space for a home office or a cozy area for everyone to enjoy. The Toho features a generously sized laundry room, providing

    Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

    7717 Somersworth Dr, Kissimmee, FL 34747
    • /36

      Est $538,859 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,286 Sq Ft

      8598 Sunrise Key Dr, Kissimmee, FL 34747

      8598 Sunrise Key Dr, Kissimmee, FL 34747
  • /49

    $545,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,291 Sq Ft

    17676 Passionflower Cir, Clermont, FL 34714

    Under contract-accepting backup offers. Welcome to 17676 Passionflower Cir – a stunning home that has been meticulously maintained and tastefully upgraded. Situated on an oversized lot that backs up to serene preservation land, this home offers a rare combination of privacy and space with no rear neighbors in sight. Step inside to discover wide plank oak vinyl flooring that flows throughout the

    Agent Photo

    Nick Nelson

    EXP REALTY LLC

    (352) 720-2711

    17676 Passionflower Cir, Clermont, FL 34714
  • /39

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft
    • House for Rent

    447 Via Del Sol Dr, Davenport, FL 33896

    For rent in the prestigious Champions Gate community: fully renovated single-family pool home, ready for move-in and enjoyment.This property features 3 bedrooms, 2 bathrooms, and a private pool. Every detail has been carefully updated to offer comfort and modern style, making it the perfect home for your family.Located just minutes from Orlando’s theme parks, golf courses, shopping, and

    Silvana Freinquel LA ROSA REALTY LLC

    447 Via Del Sol Dr, Davenport, FL 33896
  • /2

    $412,000 Sold Jun 30, 2025

    • 2,024 Sq Ft
    • $204/SF
    • 45 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2012

    8990 Cuban Palm Rd, Kissimmee, FL 34747

    Welcome to Paradise Palms, a prestigious vacation community, where elegance meets opportunity. This stunning 5-bedroom, 4-bathroom townhome is the perfect blend of luxury, comfort, and smart investing—whether as a private family retreat or a high-performing short-term rental. As an end-unit, this property offers enhanced privacy and a thoughtfully designed layout. The main level features an

    Laura Teixeira NOBSKA REAL ESTATE LLC

    8990 Cuban Palm Rd, Kissimmee, FL 34747
    • /22

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,960 Sq Ft

      Unlisted Address

      Unlisted Address
  • /82

    $749,900 Pending

    • 10 Beds
    • 5 Baths
    • 4,356 Sq Ft

    9106 Sommerset Hills Dr, Davenport, FL 33896

    Under contract-accepting backup offers. Discover this exceptional 10-bedroom, 5-bathroom, fully furnished vacation home boasting over 4,300 sq. ft. of luxurious living space in the sought-after, gated resort community of ChampionsGate. Perfectly positioned just steps from a newly constructed state-of-the-art clubhouse and world-class amenities, this home is an investor's dream and a haven for

    Wenyu Wang

    ANTS REALTY LLC

    (863) 270-3933

    9106 Sommerset Hills Dr, Davenport, FL 33896
  • /20

    $3,750 per month

    • 5 Beds
    • 5 Baths
    • 2,260 Sq Ft
    • Condo for Rent

    2058 Rome Dr Unit ID1035498P, Kissimmee, FL 34747

    Welcome to Windsor at Westside, a luxurious resort community in the Orlando/Kissimmee area. This spacious 5-bedroom home offers 4.5 bathrooms, a large living room, and a fully equipped kitchen with stainless steel appliances. Enjoy the private pool with an option to add heat, and feel at home in the spacious indoor and outdoor dining areas. Located just a short drive from Disney World, SeaWorld,

    2058 Rome Dr Unit ID1035498P, Kissimmee, FL 34747
  • /2

    $430,000 Sold Jun 30, 2025

    • 1,410 Sq Ft
    • $305/SF
    • 74 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2019

    2967 Latitude Ln, Kissimmee, FL 34747

    CHARMING COTTAGE at Margaritaville Resort Orlando! Model 1384-A with 3 Bedrooms, 3 Bathrooms and a Bonus Room! CORNER UNIT withGorgeous Backyard with Paved Patio and Landscaping with Beautiful Tropical Foliage! This Home also features "WOOD" Tile Floors, Side-By-Side Washer and Dryer and Abundant Natural Light. Primary En-Suite Bedroom on First Floor has French Doors Leading to Spacious

    Suzanne Docobo EXP REALTY LLC

    2967 Latitude Ln, Kissimmee, FL 34747
    • /41

      Est $625,297 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 2,342 Sq Ft

      7820 Beechfield St, Kissimmee, FL 34747

      7820 Beechfield St, Kissimmee, FL 34747
  • /28

    $249,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    8819 Dunes Ct Unit 208, Kissimmee, FL 34747

    Stunning fully furnished 2-Bedroom Condo Near Disney – Resort-Style Living!Welcome to 8819 Dunes Court, #208, Kissimmee, FL 34747, a beautifully updated 2-bedroom, 2-bathroom condo located in the highly sought-after Resort-Style Community just minutes from Disney Parks and Orlando’s Top Attractions!This second-floor unit is located in the highly desired corner of the building,

    Agent Photo

    Carlos German

    EXP REALTY LLC

    (321) 342-2629

    8819 Dunes Ct Unit 208, Kissimmee, FL 34747
  • /28

    $2,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,742 Sq Ft
    • Townhouse for Rent

    619 Longboat Dr, Davenport, FL 33896

    Enjoy the comfort and convenience of this beautiful, fully furnished, renovated, and well-maintained townhome located in the desirable Festiva community. This spacious 3-bedroom, 2-bathroom unit is move-in ready and thoughtfully designed for comfortable living. It features an open-concept layout with a kitchen overlooking a combined living and dining area, ideal for entertaining. Quality

    elimar placido AGENT TRUST REALTY CORPORATION

    619 Longboat Dr, Davenport, FL 33896
  • /2

    $415,000 Sold Jun 30, 2025

    • 2,128 Sq Ft
    • $195/SF
    • 82 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    16035 Wilkinson Dr, Clermont, FL 34714

    Excellent Ready to go INVESTMENT PROPERTY or stunning FULL-TIME HOME! Welcome to a beautifully remodelled home in a truly central location, just a few miles from Historic Downtown Clermont!! *** LOCATION LOCATION LOCATION *** This home benefits from complete redecoration throughout, modern, light and bright kitchen with all stainless steel appliances and modern range hood. All cabinetry

    Tanya Pannett OLYMPUS EXECUTIVE REALTY INC

    16035 Wilkinson Dr, Clermont, FL 34714
    • /33

      Est $565,888 Not Listed For Sale

      • 7 Beds
      • 4.5 Baths
      • 2,881 Sq Ft

      8512 Sunrise Key Dr, Kissimmee, FL 34747

      8512 Sunrise Key Dr, Kissimmee, FL 34747
  • /47

    $379,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,246 Sq Ft

    7650 Comrow St Unit 403, Kissimmee, FL 34747

    Under contract-accepting backup offers. In all of Windsor Hills, there is only one corner, penthouse condominium that overlooks the pool and clubhouse... This is the one! This crown jewel delivers the kind of views and lifestyle most people only dream about. Perched on the top floor, this rare 3-bed, 2-bath gives you front-row seats to the best sights in the resort. Step inside, the open layout

    Agent Photo

    Cathy Starkweather

    LA ROSA REALTY LLC

    (321) 341-6487

    7650 Comrow St Unit 403, Kissimmee, FL 34747
  • /20

    $6,890 per month

    • 8 Beds
    • 5 Baths
    • 3,906 Sq Ft
    • Condo for Rent

    1496 Moon Valley Dr Unit ID1018184P, Four Corners, FL 33896

    Leave the real world behind and feel at home in this humble oasis featuring a private pool, game room with pool table, and a real movie theater equipped with theater-style seating. Located in the beautiful ChampionsGate community, this spacious 8-bedroom, 5-bathroom home offers a perfect retreat for families. Enjoy a 20-minute drive to Disney, 28 minutes to Universal Studios, and 25 minutes to

    1496 Moon Valley Dr Unit ID1018184P, Four Corners, FL 33896
  • /2

    $320,000 Sold Jun 30, 2025

    • 1,246 Sq Ft
    • $257/SF
    • 73 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    2784 Almaton Loop Unit 301, Kissimmee, FL 34747

    Welcome to your new oasis at 2784 Almaton Loop, Unit 301, in the beautiful resort community of Windsor Hills! This delightful 3-bedroom, 2-bathroom fully furnished condo offers a perfect blend of comfort and style, all wrapped up in 1,246 square feet of inviting living space.Step inside and feel instantly at home in the open and airy living area, where natural light streams in, creating a

    David Purdie COMPASS FLORIDA LLC

    2784 Almaton Loop Unit 301, Kissimmee, FL 34747
    • /38

      Est $413,547 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,875 Sq Ft

      3811 Ryegrass St, Clermont, FL 34714

      3811 Ryegrass St, Clermont, FL 34714

Showing Results 641 - 680, Page 17 of 18

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