6,472

Osceola, FL Homes

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  • /35

    $199,000

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

    8101 Resort Village Dr Unit 31308, Orlando, FL 32821

    High floor unit at LBV Resort, overlooking the famous pirate ship plunge! Welcome to a vacationer's paradise. Located a few miles from Disney, Universal and Seaworld, Lake Buena Vista Resort was recently awarded Travelers Choice Best of the Best and Travelers Choice Award by TripAdvisor. This beautiful 2 bed 2 bathroom on the 13th floor (out of 14) comes with a balcony with direct views on the

    Agent Photo

    Stephane Loth

    COLDWELL BANKER REALTY

    (321) 478-2513

    8101 Resort Village Dr Unit 31308, Orlando, FL 32821
  • /24

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft
    • Condo for Rent

    5259 Cane Island Loop Unit 404, Kissimmee, FL 34746

    Lake View Condo Near Disney with Resort-Style Amenities! Beautifully furnished 3-bedroom, 2-bathroom condo in the gated Cane Island Resort. Features include a private balcony with serene lake views and elevator access. Located just minutes from Disney, I-4, and 417, this community offers a clubhouse, gym, pool, game room, and more. Close to Publix, Walmart, restaurants, and shopping. Don’t miss

    Agent Photo

    Paulo Alves

    DE PAULA REALTY USA INC.

    (321) 385-8546

    5259 Cane Island Loop Unit 404, Kissimmee, FL 34746
  • /2

    $170,000 Sold Aug 01, 2025

    • 1,231 Sq Ft
    • $138/SF
    • 166 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    8112 Poinciana Blvd Unit 1514, Orlando, FL 32821

    Luxury Resort Living Just Minutes from Disney – Fully Furnished 3-Bedroom Condo! Welcome to the ultimate blend of luxury, convenience, and investment potential at Lake Buena Vista Resort & Spa—a premier condo-hotel just minutes from Walt Disney World, Universal Studios, and SeaWorld! This fully furnished 3-bedroom, 2-bathroom condo, on the 5th floor of building 1, is the perfect getaway or

    Corey Smallman MARKET CONNECT REALTY LLC

    8112 Poinciana Blvd Unit 1514, Orlando, FL 32821
    • /28

      Est $103,039 Not Listed For Sale

      • Studio
      • 1 Bath
      • 325 Sq Ft

      5245 W Irlo Bronson Memorial Hwy Unit 221, Kissimmee, FL 34746

      5245 W Irlo Bronson Memorial Hwy Unit 221, Kissimmee, FL 34746
  • /22

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft

    5007 Laguna Bay Cir Unit 31, Kissimmee, FL 34746

    This beautifully maintained 3-bedroom, 2-bathroom first-floor condo offers a fantastic opportunity as a turnkey, income-producing short-term rental in the Villas at Laguna Bay. Sold FULLY FURNISHED and equipped, it boasts an inviting open layout filled with natural light, complemented by tastefully remodeled bathrooms. Residents and guests will love the resort-style amenities, including a

    Agent Photo

    Rob Aponte

    REAL BROKER, LLC

    (321) 616-8721

    5007 Laguna Bay Cir Unit 31, Kissimmee, FL 34746
  • /7

    $850 per month

    • 1 Bath
    • 300 Sq Ft
    • Apartment for Rent

    5399 W Irlo Bronson Memorial Hwy Unit 101, Kissimmee, FL 34746

    Robert Beyer

    Robert Beyer

    (702) 283-1987

    5399 W Irlo Bronson Memorial Hwy Unit 101, Kissimmee, FL 34746
  • /2

    $286,000 Sold Jul 31, 2025

    • 1,300 Sq Ft
    • $220/SF
    • 165 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2014

    5352 Diplomat Ct Unit 103, Kissimmee, FL 34746

    NEW Air Conditioning – Beautiful, fully furnished 3-bedroom, 2-bathroom townhouse located in the sought-after Lucaya Village community, just minutes from Disney and with easy access to Orlando’s main highways. This property is perfect for residential living, vacation rentals, or as your new home. Move-in or rental ready—don’t miss this incredible opportunity!

    Rodrigo Dias de Freitas CELEBRITY GLOBAL REALTY LLC

    5352 Diplomat Ct Unit 103, Kissimmee, FL 34746
    • /29

      Est $211,308 Not Listed For Sale

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

      8101 Resort Village Dr Unit 3902, Orlando, FL 32821

      8101 Resort Village Dr Unit 3902, Orlando, FL 32821
  • /32

    $159,000 Pending

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

    8112 Poinciana Blvd Unit 1610, Orlando, FL 32821

    Now priced at $159,000, this fully furnished 2-bedroom, 2-bathroom condo is one of the best values in the entire resort community! Located on the peaceful 6th floor, this unit sits in the same building as the property's top amenities, including the fitness center, meeting space, convenience store, restaurant, game room, and relaxation pool — offering unbeatable access and convenience for

    Agent Photo

    Brendy Calderon

    EXP REALTY LLC

    (321) 485-7237

    8112 Poinciana Blvd Unit 1610, Orlando, FL 32821
  • /14

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,677 Sq Ft
    • House for Rent

    2598 Chatham Cir, Kissimmee, FL 34746

    Beautiful, spacious, furnished home with a pool available for August. This property is equipped with all you need, just bring your suitcase and floaties for the pool to start enjoying some Florida sunshine! Internet, water, pool maintenance, and lawn maintenance all included for one low price! The owner's suite has a king size bed, walk in closet, garden bathtub, separate shower, and it opens to

    Agent Photo

    Jennifer Arguello

    MERCEDES INVESTMENTS LLC

    (321) 510-9173

    2598 Chatham Cir, Kissimmee, FL 34746
  • /2

    $155,000 Sold Jul 31, 2025

    • 1,231 Sq Ft
    • $126/SF
    • 290 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    8112 Poinciana Blvd Unit 1301, Orlando, FL 32821

    New price! Great opportunity to own a condo near the World Disney theme parks. Located in the heart of it all! The resort has an amazing reputation of providing world class amenities to their guest, including a full service spa, fitness center, game room, onsite restaurants/bar, and The Pirate Ship Pool that will keep the family busy all day long. The pool area also has a full service bar so the

    Kenneth Esco COLDWELL BANKER REALTY

    8112 Poinciana Blvd Unit 1301, Orlando, FL 32821
    • /24

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 924 Sq Ft

      5113 Biscayne Rd, Kissimmee, FL 34746

      5113 Biscayne Rd, Kissimmee, FL 34746
  • /20

    $339,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    5265 Broken Arrow Dr, Kissimmee, FL 34746

    Charming Pool Home in Desirable Zipcode 34746!Welcome to a great opportunity to own a 3-bedroom, 2-bathroom traditional-style home nestled in the highly wanted area. Boasting 1,328 square feet of comfortable living space on a 5,227 sq ft lot, this home has a the perfect blend of charm, functionality, and relaxation.Enjoy Florida living at its best with your own private pool and

    Agent Photo

    Catalina Puerta

    LPT REALTY, LLC

    (407) 270-3075

    5265 Broken Arrow Dr, Kissimmee, FL 34746
  • /27

    $1,185 - $1,323 per month

    The Teale

    Studio

    4960 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

    Kissimmee Studio ApartmentsLife CAN be a fairytale. All you need is a home close to everything Orlando has to offer, from Disney's family of resorts to the best shopping and dining around. A place like The Teale Apartments, where every resident gets the royal treatment.Our studio apartment homes in Kissimmee, FL, offer a low-maintenance, high-satisfaction lifestyle. All the utilities

    4960 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
  • /2

    $280,000 Sold Jul 30, 2025

    • 1,377 Sq Ft
    • $203/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1993

    5396 Lonesome Dove Dr, Kissimmee, FL 34746

    Great rehab project in India n Wells community! One story house, 3 bedroom, 2 bathroom and 2 car garage and almost 1400 sq.ft of living area in popular India n Wells community!Close proximity to downtown Disney and local shopping and dinning destinations, makes this property a great investment. Great for short-term or long term rent.

    Edouard Sarkissian COLDWELL BANKER REALTY

    5396 Lonesome Dove Dr, Kissimmee, FL 34746
    • /13

      Est $324,953 Not Listed For Sale

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

      2650 Roadster Ln, Kissimmee, FL 34746

      2650 Roadster Ln, Kissimmee, FL 34746
  • /42

    $309,000

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

    2653 Roadster Ln, Kissimmee, FL 34746

    Nestled in the highly sought-after Regal Oaks Resort, this beautifully furnished 2-bedroom, 2.5-bathroom townhome offers the perfect blend of comfort, luxury, and convenience. Located just minutes from Disney and top Orlando attractions, this home is ideal for vacationers and investors alike. Step inside to an open-concept living and dining area, designed for relaxation and entertaining.

    Agent Photo

    Juliana Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 306-4613

    2653 Roadster Ln, Kissimmee, FL 34746
  • /19

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Townhouse for Rent

    2900 Edenshire Way Unit 106, Kissimmee, FL 34746

    Gorgeous townhouse in a gated community in Kissimmee. Beautiful interior decoration, stainless steel appliances, open floor plan with a cozy living and dining space to entertain family and friends. The community is located close to shopping centers, outlets, restaurants and major theme Parks.

    Gleyson Silva GOLDEN KEY REAL ESTATE SOLUTIONS LLC

    2900 Edenshire Way Unit 106, Kissimmee, FL 34746
  • /2

    $198,000 Sold Jul 30, 2025

    • 1,066 Sq Ft
    • $186/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    5017 Laguna Bay Cir Unit 96, Kissimmee, FL 34746

    This spacious open floor plan offers 2 bedrooms and 2 bathrooms, located in the Villas at Laguna Bay. Centrally positioned, this beautiful community provides easy access to Central Florida's premier attractions. An ideal investment opportunity, this unit is suitable for both short-term and long-term rental purposes. The home features an open floor plan with large windows in the living area,

    Samir Naim NAIM REAL ESTATE LLC

    5017 Laguna Bay Cir Unit 96, Kissimmee, FL 34746
    • /16

      Not Listed For Sale

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

      8000 Poinciana Blvd Unit 2506, Orlando, FL 32821

      8000 Poinciana Blvd Unit 2506, Orlando, FL 32821
  • /74

    $349,500

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

    5372 Diplomat Ct Unit 108, Kissimmee, FL 34746

    PRIME LOCATION • CORNER LOT • FULLY FURNISHED • PRICED TO SELL!Don’t miss this stunning 4 BED / 3 BATH townhome perfectly situated in the sought-after vacation community of Lucaya Village Resort — just 10 minutes from Disney Parks!This beautiful home features laminate flooring throughout all main living areas and wet spaces, making maintenance a breeze. The spacious kitchen is

    Ana Pagotto KELLER WILLIAMS REALTY AT THE LAKES

    5372 Diplomat Ct Unit 108, Kissimmee, FL 34746
  • /55

    $1,315 - $4,039 per month

    The Lucent at Sunrise

    Studio - 4 Beds

    4950 Lunar Ln, Kissimmee, FL 34746

    Located in the heart of Kissimmee, just outside Orlando, The Lucent at Sunrise offers a unique blend of waterfront living and modern elegance. This community stands out with its exceptional amenities, including a lazy river with three waterfalls, two zero-entry pools, and a wellness spa featuring a hot tub, sauna, and steam room. Experience the Northwood Ravin difference with meticulously

    4950 Lunar Ln, Kissimmee, FL 34746
  • /2

    $290,000 Sold Jul 30, 2025

    • 1,364 Sq Ft
    • $213/SF
    • 34 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    5515 Paradise Cay Cir, Kissimmee, FL 34746

    Discover comfort, convenience, and investment potential in this spacious 3-bedroom, 2.5-bathroom townhome located in a gated Kissimmee community just 4 miles from Disney! With 1,364 square feet spread across two stories, this corner unit offers added natural light and a more open feel. Move right in—this home comes completely furnished and is approved for short-term rentals, making it ideal for

    Emily Espinoza DALTON WADE INC

    5515 Paradise Cay Cir, Kissimmee, FL 34746
    • /33

      Est $315,871 Not Listed For Sale

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

      2629 Corvette Ln, Kissimmee, FL 34746

      2629 Corvette Ln, Kissimmee, FL 34746
  • /25

    $132,000

    • 1 Bed
    • 1 Bath
    • 665 Sq Ft

    5263 Images Cir Unit 306, Kissimmee, FL 34746

    Calling all Investors and Cash Buyers looking for a fully remodeled and ready to move in Condo. The Images Condo is a gated community. This unit features a 1 car garage, New AC 2023, New Appliances, New Roof, new flooring, carpet and Fresh paint. This one bedroom, one bathroom condo is well located close to major highways, close to Disney and other theme parks with access to high rated schools,

    Maite Martinez COLDWELL BANKER RESIDENTIAL RE

    5263 Images Cir Unit 306, Kissimmee, FL 34746
  • /21

    $2,400 per month

    • 4 Beds
    • 3.5 Baths
    • 1,649 Sq Ft
    • Townhouse for Rent

    3131 Tocoa Cir, Kissimmee, FL 34746

    Discover comfort and convenience in this beautifully maintained 4-bedroom, 3-bathroom townhome, ideally located near some of Central Florida’s most popular destinations. Step outside to enjoy your own private patio, perfect for relaxing after a day out or enjoying your morning coffee. Inside, the home offers 9’4” ceilings on the first floor and an open-concept layout, creating a bright and

    Gladys Bezerra FLORIDA CONNEXION PROPERTIES

    3131 Tocoa Cir, Kissimmee, FL 34746
  • /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
    • /2

      Est $207,782 Not Listed For Sale

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

      2729 N Poinciana Blvd Unit 119, Kissimmee, FL 34746

      2729 N Poinciana Blvd Unit 119, Kissimmee, FL 34746
  • /25

    $207,000

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    5005 Laguna Bay Cir Unit 18, Kissimmee, FL 34746

    Welcome to 5005 Laguna Bay Circle #18, Kissimmee, FL—a beautifully maintained 2-bedroom, 2-bathroom end-unit villa in the sought-after Villas at Laguna Bay community. This bright and airy home boasts plenty of natural light and is just steps away from the pool, fitness center, tennis court, and park, making it an ideal retreat for both residents and guests. Perfectly located minutes from

    Kaley Clopton RE/MAX REALTY UNLIMITED

    5005 Laguna Bay Cir Unit 18, Kissimmee, FL 34746
  • /16

    $1,199 - $1,485 per month

    The Teale Siesta Lago

    Studio

    4694 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

    Kissimmee Studio ApartmentsWelcome to The Teale Siesta Lago, where local charm meets sophistication. Brand new and ready to redefine upscale living, our pet-friendly apartments in Kissimmee, FL, are here to offer you a unique living experience. Discover our collection of stylish studio apartment homes and embrace the numerous amenities and impeccable services that come with our premium

    4694 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
  • /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
    • /13

      Est $264,744 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,304 Sq Ft

      5077 Dominica Dr, Kissimmee, FL 34746

      5077 Dominica Dr, Kissimmee, FL 34746
  • /48

    $308,000

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

    5360 Diplomat Ct Unit 107, Kissimmee, FL 34746

    PRIME LOCATION – FULLY FURNISHED – PRICED TO SELL!Discover this 3-BEDROOM, 2-BATHROOM townhome in the highly sought-after LUCAYA VILLAGE RESORT, a PREMIER VACATION COMMUNITY just 10 MINUTES FROM DISNEY PARKS! Perfect for SHORT-TERM RENTALS, LONG-TERM STAYS, OR A PERMANENT RESIDENCE, this property offers both COMFORT and INVESTMENT POTENTIAL.The home features LAMINATE FLOORING

    Ana Pagotto KELLER WILLIAMS REALTY AT THE LAKES

    5360 Diplomat Ct Unit 107, Kissimmee, FL 34746
  • /19

    $2,150 per month

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

    3132 Arrow Dr, Kissimmee, FL 34746

    Welcome to this charming 3-bedroom, 2-bathroom POOL house in a prime location. Situated near Disney world, and other popular attractions, this home offers convenience and accessibility. Centrally located, easy access to shopping, dining, and entertainment options. With a spacious layout and comfortable living spaces, enjoy privacy with a fully fenced yard with vinyl panels and a large covered

    Said Elmatemour REALTY HUB

    3132 Arrow Dr, Kissimmee, FL 34746
  • /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
    • /23

      Est $550,936 Not Listed For Sale

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

      8000 Poinciana Blvd Unit 2704, Orlando, FL 32821

      8000 Poinciana Blvd Unit 2704, Orlando, FL 32821
  • /27

    $308,500

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

    2627 Bugatti Ct, Kissimmee, FL 34746

    Vacant Lovely 2 BD 2.5 Bath townhome is the very popular Regal Oaks. Seconds away from the amusement park FUN SPOT, and 10 minutes to Walt Disney World. Open floor plan, turnkey furnished. Kitchen with granite countertops. Large screened lanai with hot tub and double sliding doors. There is a powder room and laundry on the ground floor and 2 ensuite bedrooms on the 2nd floor. State-of-the-art

    James Williams REMAX PREMIER PROPERTIES

    2627 Bugatti Ct, Kissimmee, FL 34746
  • /23

    $1,590 - $2,617 per month

    Prime

    1 - 3 Beds

    3251 Prime Park Cir, Kissimmee, FL 34746

    Enjoy spacious floor plans that are completely outfitted with top-of-the-line appliances to give each resident a sense of elegance and style, a washer and dryer unit, and beautifully designed cabinets throughout. You and your guests will feel like your home is a lush destination with our resort-style pool and the state of the art fitness center. Once you move into Prime Apartments, everything you

    3251 Prime Park Cir, Kissimmee, FL 34746
  • /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
    • /35

      Est $301,978 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,551 Sq Ft

      3017 Seaview Castle Dr, Kissimmee, FL 34746

      3017 Seaview Castle Dr, Kissimmee, FL 34746

Showing Results 1 - 40, Page 1 of 18

Home Trends in North Kissimmee, FL

Housing Trends

Median Sale Price
$479,900
Median Single Family Sale Price
$484,900
Median Townhouse Sale Price
$16,500,000
Median 2 Bedroom Sale Price
$520,000
Average Price Per Sq Ft
$358
Number of Homes for Sale
5
Last 12 months Home Sales
105
Months of Supply
0.60
Median List Price
$484,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
34%
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