Osceola, FL Homes

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  /47

  $698,999

  • 8 Beds
  • 5 Baths
  • 3,248 Sq Ft

  2610 Calistoga Ave, Kissimmee, FL 34741

  Indulge in luxury at this beautifully furnished 8-bedroom vacation retreat, located in the exclusive Sonoma Resort in Orlando, just minutes from Disney and next to The Loop, a premier shopping and entertainment hub. With a guest capacity of 18, this home is perfect for large families or groups, even offering pet-friendly accommodations.Upon arrival, you’ll be captivated by the stunning

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (321) 321-6141

  2610 Calistoga Ave, Kissimmee, FL 34741
• 

  Explore Tapestry

• 

  

  

  /16

  $1,600 per month

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft
  • Townhouse for Rent

  3157 Windover Ave, Kissimmee, FL 34741

  Promotion **** NO DEPOSIT REQUIRED**** This 2-story, 2 bedrooms, 1.5 bath townhome offers a convenient location in the heart of Kissimmee, close to major roads, shopping, dining, and schools. The tiled entry leads to a cozy living area and kitchen with a breakfast bar that opens to a screened-in patio perfect for relaxing. Both bedrooms are upstairs, including a master bedroom with dual closets

  

  Jose De Jesus

  RELIABLE PROPERTY MGMT & SALES

  (321) 339-3725

  3157 Windover Ave, Kissimmee, FL 34741
• 

  

  /2

  $255,000 Sold Jul 28, 2025

  • 1,433 Sq Ft
  • $178/SF
  • 178 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  3300 Whitestone Cir Unit 306, Kissimmee, FL 34741

  ***FURNISHED **** MOTIVATED SELLER ! Come see your spacious and modern corner apartment in the beautiful gated community of Florida Ridge, offering security and privacy. The comfortable 3 bedrooms and 2 bathrooms are located on the third floor with elevator access. And this apartment benefits from extra windows, bathing the space in natural light and enhancing the already spacious feel. The

  Odair Magalhaes LOKATION

  3300 Whitestone Cir Unit 306, Kissimmee, FL 34741
• 

  

  

  /36

  Est $478,498 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,337 Sq Ft

  3320 Mt Vernon Way, Kissimmee, FL 34741

  3320 Mt Vernon Way, Kissimmee, FL 34741
• 

  

  

  /30

  $550,000

  • 5 Beds
  • 3.5 Baths
  • 2,636 Sq Ft

  3571 Maple Ridge Loop, Kissimmee, FL 34741

  NEW AC, pool pump, and kitchen renovated with appliances in 2022. New roof and water heater in 2018. Welcome to 3571 Maple Ridge Loop, a spacious and beautifully maintained 5-bedroom, 3.5-bath pool home located in the highly desirable gated community of Forest Edge at Weston Reserve in Kissimmee, FL. With over 2,600 square feet of living space, this two-story home offers the perfect blend of

  

  Bent Danholm

  MAXIM REALTY ORLANDO

  (321) 471-0335

  3571 Maple Ridge Loop, Kissimmee, FL 34741
• 

  

  /8

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Townhouse for Rent

  4001 Santa Maria Dr Unit 105, Kissimmee, FL 34741

  SPACIOUS 3 BEDROOM TOWNHOUSE IN 24 HR GATED COOMUNITY. TWO BEDROOMS UPSTAIRS, MASTER DOWNSTAIRS. COMMUNITY OFFERS MANY AMENITIES SUCH AS POOL, CLUBHOUSE, BASKETBALL, PLAYGROUND, TENNIS AND MUCH MORE

  

  Licinio Cruz

  L & L REALTY GROUP

  (321) 385-8428

  4001 Santa Maria Dr Unit 105, Kissimmee, FL 34741
• 

  /2

  $187,500 Sold Jul 25, 2025

  • 1,296 Sq Ft
  • $145/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  4008 San Gallo Dr Unit 106, Kissimmee, FL 34741

  Investment opportunity in Venetian Bay! Nestled within the 24-hour guard-gated community of Venetian Bay, this 3-bedroom, 2-bathroom townhouse-style condo is not just a home; it's an investment opportunity that provides immediate income!With a current tenant in place under a lease that extends through March 31st, 2026, you can start earning income from day one! This property is perfect

  Janet Summerton FIRST AMERICAN REAL ESTATE

  4008 San Gallo Dr Unit 106, Kissimmee, FL 34741
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  /47

  Est $372,211 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  2825 Plymouth Place, Kissimmee, FL 34741

  2825 Plymouth Place, Kissimmee, FL 34741
• 

  

  /52

  $484,990

  • 3 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  2933 White Cedar Cir, Kissimmee, FL 34741

  Welcome to 2933 White Cedar Circle, a beautifully updated 3-bedroom, 2.5-bathroom home that has been thoughtfully designed and recently upgraded. Nestled in the sought-after gated community of Windsor Point, this home is packed with modern upgrades while maintaining a warm and inviting feel. As you enter the foyer, you’ll be greeted by the open, airy layout that flows effortlessly from one space

  

  Nick Nelson

  EXP REALTY LLC

  (321) 398-4344

  2933 White Cedar Cir, Kissimmee, FL 34741
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  /39

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Townhouse for Rent

  3120 River Branch Cir, Kissimmee, FL 34741

  Beautiful 3-bedroom, 2.5-bath townhome located just minutes from The Loop, top-rated supermarkets, restaurants, and entertainment. Ideal for families or professionals seeking convenience and comfort in one of Kissimmee’s most connected areas. Move-in ready and close to everything you need.

  

  Diana Osorio

  MY REALTY GROUP, LLC.

  (321) 517-2845

  3120 River Branch Cir, Kissimmee, FL 34741
• 

  /2

  $115,000 Sold Jul 25, 2025

  • 635 Sq Ft
  • $181/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  2131 Cascades Blvd Unit 306, Kissimmee, FL 34741

  1 bedroom 1 bath 3rd floor Cascades Kissimmee condo boasts laminate and tile flooring throughout, a spacious living room/dining room area and a screened balcony! New AC 2023! Amenities include community pool, a playground and tennis courts! Awesome location near The Loop shopping district and Disney!

  Michael Barr PREMIUM PROPERTIES REAL ESTATE

  2131 Cascades Blvd Unit 306, Kissimmee, FL 34741
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  /58

  Est $558,278 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,416 Sq Ft

  2940 Avian Loop, Kissimmee, FL 34741

  2940 Avian Loop, Kissimmee, FL 34741
• 

  

  /31

  $275,000

  • 4 Beds
  • 3 Baths
  • 1,470 Sq Ft

  4004 San Gallo Dr Unit 107, Kissimmee, FL 34741

  Welcome to this beautiful two-story townhouse-style condominium in the highly sought-after Venetian Bay Village in Kissimmee. This 4-bedroom, 3-bathroom home is currently tenant-occupied, offering immediate rental income and presenting a turnkey investment opportunity. Ideal for investors seeking short-term or long-term rental potential, the property is conveniently located just minutes from

  

  Victoria Price

  VP SIGNATURE GROUP

  (321) 399-2994

  4004 San Gallo Dr Unit 107, Kissimmee, FL 34741
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  /44

  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Condo for Rent

  2206 Antigua Place Unit 1025, Kissimmee, FL 34741

  Location, Location, Location.. Freshly Painted. Beautiful Large and spacious 2 Bedroom, 2 Bathroom Condo with updated Kitchen and appliances. Washer/Dryer. Large walk in closets. Bathrooms are being renovated and will be completed prior to move in. Located in the gated community of Villas del Sol, just a few minutes from 192 in Kissimmee. Updated appliances, tile flooring throughout. Just Minutes

  Marcus Navarro

  FLORIDA REALTY INVESTMENTS

  (321) 490-1972

  2206 Antigua Place Unit 1025, Kissimmee, FL 34741
• 

  /2

  $153,000 Sold Jul 23, 2025

  • 1,235 Sq Ft
  • $124/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  2002 Cascades Blvd Unit 207, Kissimmee, FL 34741

  Beautiful 3 bedrooms 2 bath condo on second fllor in gated community near great schools, shopping areas, major roads.Unit has all appliancesGreat income rental

  Joseph Fernandini MY REALTY GROUP, LLC.

  2002 Cascades Blvd Unit 207, Kissimmee, FL 34741
• 

  

  /20

  Est $341,569 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,603 Sq Ft

  2550 Fassona Dr, Kissimmee, FL 34741

  2550 Fassona Dr, Kissimmee, FL 34741
• 

  

  /12

  $260,000

  • 4 Beds
  • 3 Baths
  • 1,470 Sq Ft

  2280 San Vital Dr Unit 108, Kissimmee, FL 34741

  Welcome to this beautifully renovated two-story townhouse-style condominium in the highly sought-after Venetian Bay Village in Kissimmee. This beautiful 4-bedroom, 3-bathroom home is ready for a new owner and makes a great primary residence, vacation home, or investment property. This unit has a current tenant in place until September, 2025. This community allows both short-term and long-term

  

  Victoria Price

  VP SIGNATURE GROUP

  (321) 275-3588

  2280 San Vital Dr Unit 108, Kissimmee, FL 34741
• 

  

  /22

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,603 Sq Ft
  • Townhouse for Rent

  2232 Centerra Loop, Kissimmee, FL 34741

  You'll fall in love with this beautiful 3 bedroom, 2 1/2 bath townhome! This home is full of natural light, neutral colors, granite counters, stainless appliances and updated lighting. The open kitchen and huge family room are perfect for entertaining. The bedrooms are spacious and the bathrooms are lovely. The master bathroom has double sinks and a walk-in shower. You'll find no carpet in this

  

  Shelley Davis

  REMI EMERSON RESIDENTIAL

  (321) 490-3307

  2232 Centerra Loop, Kissimmee, FL 34741
• 

  /2

  $153,000 Sold Jul 23, 2025

  • 1,235 Sq Ft
  • $124/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  2002 Cascades Blvd Unit 108, Kissimmee, FL 34741

  Beautiful 3 bedrooms 2 baths condo on first floor, unit has all appliances.Community is gated and has plenty of amenitiesClose to schools, shopping areas, major roads

  Joseph Fernandini MY REALTY GROUP, LLC.

  2002 Cascades Blvd Unit 108, Kissimmee, FL 34741
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  /32

  Est $356,373 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,603 Sq Ft

  2648 Amati Dr, Kissimmee, FL 34741

  2648 Amati Dr, Kissimmee, FL 34741
• 

  

  /32

  $275,000

  • 4 Beds
  • 3 Baths
  • 1,470 Sq Ft

  4012 Santa Maria Dr Unit 102, Kissimmee, FL 34741

  Welcome to this two-story corner unit townhouse-style condominium in the highly sought-after Venetian Bay Village in Kissimmee. This beautiful 4-bedroom, 3-bathroom home is move-in ready, featuring fresh paint and modern upgrades, making it perfect for a primary residence, vacation home, or investment property. Offering both short-term and long-term rental opportunities, this home is ideally

  

  Victoria Price

  VP SIGNATURE GROUP

  (321) 483-2338

  4012 Santa Maria Dr Unit 102, Kissimmee, FL 34741
• 

  

  /14

  $1,595 per month

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Condo for Rent

  2218 Grand Cayman Ct Unit 1338, Kissimmee, FL 34741

  Updated 2 Beds / 2 Baths Condo – Move-In Ready!This beautifully updated unit features brand-new vinyl flooring throughout and has been freshly painted, offering a modern and clean living space. The kitchen includes a refrigerator/freezer, electric stove, dishwasher, and a breakfast bar that opens to the living area—perfect for casual dining and entertaining.Located in a

  

  Faddy Carolina Jraissati

  FLORIDA HOMEGROUP REALTY LLC

  (321) 496-7813

  2218 Grand Cayman Ct Unit 1338, Kissimmee, FL 34741
• 

  /2

  $225,000 Sold Jul 22, 2025

  • 1,470 Sq Ft
  • $153/SF
  • 60 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  4001 San Sabastian Dr Unit 107 of 51, Kissimmee, FL 34741

  Corner Unit. Right time to buy for short term rental just before the summer. Unique opportunity to own a Luxury Resort Style Condo, Located at Venetian Bay. Beautiful 4 bedrooms and 3 bathrooms, ceiling fans, recently painted, Newer roof. Condominium Amenities: Sport & Fitness Center, Gorgeous Pools 4, Grills & Hot Spa, Play grounds, Game Room, Sand Volleyball, basketball court, tennis courts,

  Mohammed Saifulhuda CHARLES RUTENBERG REALTY ORLANDO

  4001 San Sabastian Dr Unit 107 of 51, Kissimmee, FL 34741
• 

  

  /20

  Est $456,389 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,972 Sq Ft

  2630 Interlock Dr, Kissimmee, FL 34741

  2630 Interlock Dr, Kissimmee, FL 34741
• 

  

  /30

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2200 San Vittorino Cir Unit 104, Kissimmee, FL 34741

  Welcome to this two-story townhouse-style condominium in the highly sought-after Venetian Bay Village in Kissimmee. This beautiful 3-bedroom, 2-bathroom home is move-in ready, making it perfect for a primary residence, vacation home, or investment property. Offering both short-term and long-term rental opportunities, this home is ideally located just minutes from Disney World, Universal, and

  

  Victoria Price

  VP SIGNATURE GROUP

  (321) 306-0411

  2200 San Vittorino Cir Unit 104, Kissimmee, FL 34741
• 

  

  /56

  $1,390 - $1,690 per month

  Arbors of Sendera

  1 - 2 Beds

  3815 Hideaway Bay Blvd, Kissimmee, FL 34741

  Arbors of Sendera is the residence for those who demand the best in living accommodations, location, amenities and neighbors. Escape from the hectic city life to an intimate hideaway positioned within a conservation preserve, exuding the true feeling of a natural Florida landscape. Our community offers a beautiful pool, car care center, picnic areas w/barbecue grills, fitness center, basketball,

  3815 Hideaway Bay Blvd, Kissimmee, FL 34741
• 

  /2

  $650,000 Sold Jul 21, 2025

  • 3,805 Sq Ft
  • $171/SF
  • 142 Days On Market

  • 8 Beds
  • 6 Baths
  • Built 2018

  2639 Calistoga Ave, Kissimmee, FL 34741

  Luxurious Home in Sonoma Resort - 8 Bedrooms & 6 Bathrooms Welcome to this stunning 8-bedroom, 6-bathroom home located in the Sonoma Resort in Kissimmee, FL. This beautifully designed property offers a perfect blend of modern elegance and comfort, ideal for both personal use and short-term rentals.Property Features:Spacious 8 bedrooms, including a beautifully designed master

  Pedro Vieira Neto MS LAND & BUILDING LLC

  2639 Calistoga Ave, Kissimmee, FL 34741
• 

  

  /49

  Est $469,047 Not Listed For Sale

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

  2424 Chateau Loop, Kissimmee, FL 34741

  2424 Chateau Loop, Kissimmee, FL 34741
• 

  

  /28

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  4004 Santa Maria Dr Unit 105, Kissimmee, FL 34741

  Motivated Seller. Welcome to this beautifully renovated two-story townhouse-style condominium in the highly sought-after Venetian Bay Village in Kissimmee. This beautiful 3-bedroom, 2-bathroom home is move-in ready, featuring fresh paint and modern upgrades, making it perfect for a primary residence, vacation home, or investment property. Offering both short-term and long-term rental

  

  Victoria Price

  VP SIGNATURE GROUP

  (321) 326-9695

  4004 Santa Maria Dr Unit 105, Kissimmee, FL 34741
• 

  

  /25

  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Condo for Rent

  4009 Venetian Bay Dr Unit 106, Kissimmee, FL 34741

  Experience resort-style living in this beautifully maintained 3-bedroom, 2-bathroom townhome totaling 1,296 sqft in Venetian Bay Villages Phase I. Located within a gated community just minutes from The Loop, major shopping centers, theme parks, and Orlando International Airport. This UNFURNISHED unit features renovated laminate flooring throughout, a spacious master suite with walk-in closet, and

  Lorenzino Salerno AGENT TRUST REALTY CORPORATION

  4009 Venetian Bay Dr Unit 106, Kissimmee, FL 34741
• 

  /2

  $420,000 Sold Jul 18, 2025

  • 1,894 Sq Ft
  • $222/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  2830 Alton Dr, Kissimmee, FL 34741

  Welcome home to this beautifully maintained, move-in-ready residence nestled within the desirable gated community of Cypress Reserve. From the moment you step inside, you’ll be struck by the impeccable cleanliness and care that has gone into every detail of this home. Featuring 4 spacious bedrooms and 2 updated bathrooms, this home boasts thoughtful upgrades throughout—including tile flooring in

  Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  2830 Alton Dr, Kissimmee, FL 34741
• 

  

  /18

  Est $538,158 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,534 Sq Ft

  2708 Monticello Way, Kissimmee, FL 34741

  2708 Monticello Way, Kissimmee, FL 34741
• 

  /2

  $1,795,000

  • Land
  • 2.98 Acres
  • $602,349 per Acre

  0 Nanaksar Ln, Kissimmee, FL 34741

  Beautiful lot in front of major road on Carrol street. Hard to find a vacant land within a city limits .

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (321) 407-3912

  0 Nanaksar Ln, Kissimmee, FL 34741
• 

  

  /19

  $1,394 - $2,495 per month

  Element Luxury Apartments

  1 - 4 Beds

  4100 Arrow Ridge Place, Kissimmee, FL 34741

  Enjoy One Month Free Plus Reduced Rates! Schedule A Visit Today.

  4100 Arrow Ridge Place, Kissimmee, FL 34741
• 

  /2

  $250,000 Sold Jul 15, 2025

  • 1,465 Sq Ft
  • $171/SF
  • 233 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  3301 Whitestone Cir Unit 308, Kissimmee, FL 34741

  LOCATION LOCATION!!! Welcome to the beautiful condo with 3 bedrooms and 2 baths. This condo lets you make the most out of life! All of the things you could wish for can be found within this privately gated community; starting with the pool and lavish sundeck with everything included. Take advantage of the proximity to all Orlando important areas. Near all the Theme Parks! 5 Minute drive to Disney

  Rufina Luna ACCESS GROUP

  3301 Whitestone Cir Unit 308, Kissimmee, FL 34741
• 

  

  /25

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft

  1764 Foxhall Cir Unit 1764, Kissimmee, FL 34741

  1764 Foxhall Cir Unit 1764, Kissimmee, FL 34741
• 

  

  /65

  $2,000,000 Pending

  • Land
  • 4.40 Acres
  • $454,545 per Acre

  1500 N Hoagland Blvd, Kissimmee, FL 34741

  Beautiful 4.417 acre (MOL) lot all clear, high and dry, buildable lot(s). This is great opportunity to purchase a great piece of land located in the heart of Kissimmee. This property is currently zoned High-Density, situated in the most strategic area of Osceola County. Just minutes to Walt Disney World, Orlando International Airport, malls, restaurants, hospitals, resort areas and more.

  

  Max Cawal

  PREMIER SOTHEBYS INT'L REALTY

  (321) 486-8705

  1500 N Hoagland Blvd, Kissimmee, FL 34741
• 

  

  /15

  $1,985 per month

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • House for Rent

  1923 Bentley Blvd, Kissimmee, FL 34741

  NO SECURITY DEPOSIT REQUIRED FOR SELECTED QUALIFIED CANDIDATESCharming 3-bedroom, 2-bathroom villa located just minutes from Vine and John Young, with convenient access to public transportation. The property includes use of a community pool, offering a nice option for occasional relaxation.Please read our application and rental Requirements In order to qualify for this

  Carlos Rovira ROVIRA PROPERTY MANAGEMENT LLC

  1923 Bentley Blvd, Kissimmee, FL 34741
• 

  /2

  $235,000 Sold Jul 14, 2025

  • 1,296 Sq Ft
  • $181/SF
  • 343 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  2211 San Vittorino Cir Unit 105, Kissimmee, FL 34741

  Reduced! Welcome to your ideal retreat in this beautifully furnished, 3-bedroom, 2-bath townhouse-style condominium. Whether you’re seeking a private getaway, a permanent residence, or a lucrative Airbnb investment, this versatile property caters to all your needs.Step inside to discover a spacious and inviting living area, thoughtfully designed with modern furnishings and tasteful decor.

  Peggy Cullen UNITED REAL ESTATE PREFERRED

  2211 San Vittorino Cir Unit 105, Kissimmee, FL 34741
• 

  

  /73

  Est $357,342 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,602 Sq Ft

  2570 Amati Dr, Kissimmee, FL 34741

  2570 Amati Dr, Kissimmee, FL 34741

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