Kissimmee, FL Homes

• 

  

  

  /30

  $329,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,671 Sq Ft

  4692 Ross Lanier Ln, Kissimmee, FL 34758

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover comfort and convenience in this beautifully maintained single-family home in Kissimmee, ideally located near major roads for easy access to everything Central Florida has to offer. This inviting property features 3 bedrooms and 2 bathrooms, along with a spacious open-concept layout that seamlessly

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  4692 Ross Lanier Ln, Kissimmee, FL 34758
• 

  

  

  /35

  Starting at $1,234

  Total Monthly Price

  • 1 - 3 Beds

  2101 Vinyard Blvd, Kissimmee, FL 34741

  Formerly known as The Vinyards, our newly rebranded community offers the same great living experience with an exciting new look. Discover modern amenities, stylish apartments, and a vibrant neighborhood that you’ll love to call home. Explore Cadia on the Loop today!

  Cadia on the Loop

  

  2101 Vinyard Blvd, Kissimmee, FL 34741
• 

  

  

  /15

  $287,990

  Sold Aug 27, 2025

  3008 Chromatic St, Kissimmee, FL 34758

  • 3 Beds
  • 2.5 Baths
  • 1,834 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $157/SF
  • 26 Days On Market

  Lennar Westview - Overlook Townhomes

  3008 Chromatic St, Kissimmee, FL 34758
• 

  

  /2

  Est $375,001

  Not Listed For Sale

  3129 Arrow Dr, Kissimmee, FL 34746

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft
  • Built 1993

  3129 Arrow Dr, Kissimmee, FL 34746

  Last Sold Summary

  • 5 Days On Market
• 

  

  

  /52

  $499,000

  • 5 Beds
  • 4 Baths
  • 2,136 Sq Ft

  2619 Summer Creek Dr, Kissimmee, FL 34747

  **BACK ON THE MARKET DUE TO BUYER'S DEFAULT!**WELL-BOOKED SHORT TERM RENTAL PROPERTY! This TURNKEY, FULLY FURNISHED 5-bedroom, 4-bath pool home is a high-performing short-term rental located in the sought-after NO HOA / NO CDD community of Indian Creek. Professionally decorated and designed for guest appeal, the home features a flexible, semi-open floor plan with durable tile flooring throughout

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  2619 Summer Creek Dr, Kissimmee, FL 34747
• 

  

  /47

  $2,150 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft
  • Townhouse for Rent

  9377 Westside Hills Dr, Kissimmee, FL 34747

  Ready to move your family into this beautiful townhome in the Champions Gate area? It comes fully equipped with state-of-the-art stainless steel appliances. The kitchen features 36-inch cabinetry, granite countertops, and an open-concept design, making it spacious and perfect for family entertaining. This townhome offers 3 bedrooms, 2 full bathrooms, and 1 half-bath, plus a one-car garage. Its

  

  Sonia Chacon

  AGENT TRUST REALTY CORPORATION

  9377 Westside Hills Dr, Kissimmee, FL 34747
• 

  

  /46

  $368,990

  Sold Aug 22, 2025

  1541 Isleta Loop, Kissimmee, FL 34741

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $210/SF
  • 38 Days On Market

  Current Estimated Value $358,109

  1541 Isleta Loop, Kissimmee, FL 34741
• 

  /2

  Est $365,513

  Not Listed For Sale

  117 Honeywood Dr, Kissimmee, FL 34743

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1989

  117 Honeywood Dr, Kissimmee, FL 34743

  Last Sold Summary

  • 13 Days On Market
• 

  

  /64

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,397 Sq Ft

  1021 Tourmaline Dr, Kissimmee, FL 34746

  SHORT-TERM RENTAL APPROVED! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home located in the gated Crystal Cove Resort community. Whether you’re looking for a primary residence, vacation home, or an income-producing investment property, this home offers the perfect combination of comfort, convenience, and low-maintenance ownership. Inside, you’ll find an open and inviting

  

  Maria Carolina Lopez

  LOKATION

  1021 Tourmaline Dr, Kissimmee, FL 34746
• 

  

  /55

  Starting at $1,320 Per Month

  • Studio - 4 Beds

  2089 Heritage Key Blvd, Kissimmee, FL 34744

  Rooted in Kissimmee since 2007, Heritage Key Villas offers a living experience that is both established and evolving. Heritage Key provides a genuine sense of home with mature oaks, peaceful fountains, and scenic ponds. Whether you are looking for a modern apartment or a spacious townhome, our community serves as the ultimate home base for recharging. We offer a diverse range of floor plans, from

  Heritage Key Villas

  2089 Heritage Key Blvd, Kissimmee, FL 34744
• 

  /2

  $370,000

  Sold Jun 18, 2026

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1988

  Last Sold Summary

  • $264/SF

  Current Estimated Value $345,679

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  Unlisted Address
• 

  /2

  Est $378,291

  Not Listed For Sale

  1410 Rena Ln, Kissimmee, FL 34744

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1985

  1410 Rena Ln, Kissimmee, FL 34744

  Last Sold Summary

  • 91 Days On Market
• 

  

  /11

  $202,000

  $46K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft

  640 Koala Ct, Kissimmee, FL 34759

  HUD CASE #098-134440This home includes three bedrooms,? 2 full bathrooms, and a great room with vinyl flooring. The property also boasts a large kitchen and a Florida room that opens directly to the pool area? great for entertaiment. Located in a vibrant neighborhood, the home offers convenient access to schools, shopping centers, restaurants, hospitals, and major highways.

  

  Jannette Pena

  JMP REALTY, INC.

  640 Koala Ct, Kissimmee, FL 34759
• 

  

  /18

  $1,580 Per Month

  • 2 Beds
  • 1.5 Baths
  • 908 Sq Ft
  • Apartment for Rent

  504 Blackbird Ln Unit A, Kissimmee, FL 34759

  Available for immediate move-in, this solid 2BR/1.5BA duplex provides the perfect balance of space and convenience. The property features a clean and functional interior with a private garage and a screened-in rear porch overlooking a large, established lot. Located in a prime Poinciana location, you are just minutes away from HCA Florida Poinciana Hospital, Vance Harmon Park, and major shopping

  

  Maria Carolina Lopez

  LoKation

  504 Blackbird Ln Unit A, Kissimmee, FL 34759
• 

  /2

  $200,000

  Sold Jun 08, 2026

  2200 San Cristobolo Dr Unit 105, Kissimmee, FL 34741

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $154/SF
  • 77 Days On Market

  Current Estimated Value $204,547

  Last Listing Agent Erica Diaz HOMEVEST REALTY

  2200 San Cristobolo Dr Unit 105, Kissimmee, FL 34741
• 

  /2

  Est $203,673

  Not Listed For Sale

  3208 W Tower Ct, Kissimmee, FL 34741

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1986

  3208 W Tower Ct, Kissimmee, FL 34741

  Last Sold Summary

  • 10 Days On Market
• 

  

  /43

  $325,000

  $55K PRICE DROP

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

  916 Nancy Ct, Kissimmee, FL 34759

  Price Drop Sellers Relocated - Location! Location!! beautiful Pool Home is just minutes from Disney Parks and SeaWorld!!! Perfect for primary residents. Welcome to this charming 3-bedroom, 2-bath Pool home nestled in Kissimmee, offering the perfect blend of comfort, space, and Florida living. Designed with first-time homebuyers and families in mind, the open-concept layout features a bright

  Matilda Carroll

  HOME WISE REALTY GROUP, INC.

  916 Nancy Ct, Kissimmee, FL 34759
• 

  

  /38

  Starting at $1,411 Per Month

  • 1 - 3 Beds

  3000 Marta Cir, Kissimmee, FL 34741

  Hello Summer - Hellos Savings! Extended Memorial Day Pricing On Select Homes. PLUS, $99 Moves You In On Approved Credit. Tour Today & See Leasing Team For Details.Experience elegant apartment living in one of Orlando's most desirable areas, Hunters Creek. Rapallo Apartments offers beautifully designed 1-, 2-, and 3-bedroom homes for rent in Kissimmee, FL, with upscale features including gourmet

  Rapallo

  

  3000 Marta Cir, Kissimmee, FL 34741
• 

  /2

  $320,000

  Sold Sep 26, 2025

  554 Heartwell Dr, Kissimmee, FL 34759

  • 2 Beds
  • 2.5 Baths
  • 2,049 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $156/SF
  • 169 Days On Market

  Current Estimated Value $324,332

  Last Listing Agent Paul Maiatico PELLEGO, LLC

  554 Heartwell Dr, Kissimmee, FL 34759
• 

  /2

  Est $361,769

  Not Listed For Sale

  2707 Barnsley Ln, Kissimmee, FL 34744

  • 4 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • Built 1999

  2707 Barnsley Ln, Kissimmee, FL 34744

  Last Sold Summary

  • 45 Days On Market
• 

  

  /42

  $514,900

  Pending

  • 4 Beds
  • 2 Baths
  • 2,424 Sq Ft

  2178 N Stewart St, Kissimmee, FL 34746

  Under contract-accepting backup offers. No HOA - 1 Acre!!! Beautifully maintained and loaded with upgrades, this spacious 4-bedroom, 2-bath home offers 2,424 heated square feet of comfortable living in a highly desirable, quiet community with no HOA. Situated on a private 1-acre lot, there’s plenty of room for all your vehicles, boats, RVs, and toys. Designed for both everyday living and

  

  Norquy Pagan

  NONA LEGACY POWERED BY LA ROSA

  2178 N Stewart St, Kissimmee, FL 34746
• 

  

  /8

  $850 Per Month

  • 1.5 Baths
  • 13,520 Sq Ft
  • Apartment for Rent

  2295 E Irlo Bronson Memorial Hwy Unit 100, Kissimmee, FL 34744

  Robert Beyer

  Robert Beyer

  2295 E Irlo Bronson Memorial Hwy Unit 100, Kissimmee, FL 34744
• 

  /2

  $390,000

  Sold Dec 30, 2025

  2262 Stonehedge Loop, Kissimmee, FL 34743

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $203/SF
  • 146 Days On Market

  Current Estimated Value $389,301

  Last Listing Agent Katherine Guzman Rivas FUSILIER MANAGEMENT GROUP

  2262 Stonehedge Loop, Kissimmee, FL 34743
• 

  /2

  Est $318,821

  Not Listed For Sale

  602 Milan Dr, Kissimmee, FL 34758

  • 4 Beds
  • 2.5 Baths
  • 2,242 Sq Ft
  • Built 2005

  602 Milan Dr, Kissimmee, FL 34758

  Last Sold Summary

  • 9 Days On Market
• 

  

  /14

  $259,900

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,418 Sq Ft

  2027 Balboa Way, Kissimmee, FL 34741

  Under contract-accepting backup offers. Seize the chance to explore this inviting townhome, ready for you to move in and make it your own. Featuring two spacious bedrooms and a versatile loft, this area can easily be transformed into a third bedroom, a productive home office, or a cozy family room—tailored to fit your lifestyle. Recent upgrades, including a brand-new roof finished in January 2025

  

  Luis Cabrera

  FLORIDA PROPERTY HOMES

  2027 Balboa Way, Kissimmee, FL 34741
• 

  

  /38

  Starting at $1,286 Per Month

  • 1 - 3 Beds

  5299 Images Cir, Kissimmee, FL 34746

  Welcome to Images Condo Rentals, our garden-style community designed to make home the place you want to be. Each pet-friendly one, two, or three bedroom apartment entices you to stay longer with a private balcony, layouts that invite in natural light, and a cozy, mellow vibe. When you make this your new spot in Osceola County, you get a quiet location near Old Town and community perks to better

  Images Condominiums

  

  5299 Images Cir, Kissimmee, FL 34746
• 

  /2

  $399,900

  Sold Dec 19, 2025

  3600 Fountainbleu Blvd, Kissimmee, FL 34746

  • 4 Beds
  • 2 Baths
  • 1,765 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $227/SF
  • 172 Days On Market

  Current Estimated Value $392,701

  Last Listing Agent Kenneth Felix FELIX REALTY

  3600 Fountainbleu Blvd, Kissimmee, FL 34746
• 

  /2

  Est $315,513

  Not Listed For Sale

  116 Alcala Dr, Kissimmee, FL 34758

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft
  • Built 1980

  116 Alcala Dr, Kissimmee, FL 34758

  Last Sold Summary

  • 31 Days On Market
• 

  

  /19

  $269,000

  $29K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  1520 Hill St, Kissimmee, FL 34741

  Grey Location, Large corner lot near shopping, close to schools, principal roads, Disney and all theme parks & transportation, close to restaurants, cvs pharmacy, gas station, hospital, Mail Office.

  

  Pilar Ramirez

  HOMETRUST REALTY GROUP

  1520 Hill St, Kissimmee, FL 34741
• 

  

  /20

  $1,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • House for Rent

  568 Kingfisher Dr, Kissimmee, FL 34759

  Beautiful and well maintained home featuring an open floor plan, spacious kitchen with granite countertops, large island, ample cabinets, and pantry.Enjoy 3 bedrooms, 2 bathrooms, a 2-car garage, and a fully fenced backyard for added privacy.The primary suite offers double closets, dual sinks, garden tub, and separate shower. Conveniently located near shopping, schools, and major

  

  Sheryl Cury

  LA ROSA REALTY LLC

  568 Kingfisher Dr, Kissimmee, FL 34759
• 

  /2

  $743,262

  Sold Mar 02, 2026

  2367 Sea Rock Rose Trail, Kissimmee, FL 34747

  • 6 Beds
  • 4.5 Baths
  • 3,009 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $247/SF
  • 96 Days On Market

  Current Estimated Value $590,193

  2367 Sea Rock Rose Trail, Kissimmee, FL 34747
• 

  /2

  Est $120,248

  Not Listed For Sale

  5271 Images Cir Unit 303, Kissimmee, FL 34746

  • 2 Beds
  • 2 Baths
  • 969 Sq Ft
  • Built 1990

  5271 Images Cir Unit 303, Kissimmee, FL 34746

  Last Sold Summary

  • 56 Days On Market
• 

  

  /69

  $317,500

  $3K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,359 Sq Ft

  169 Big Black Dr, Kissimmee, FL 34759

  Under contract-accepting backup offers. Looking for space, privacy, and flexibility under one roof? This 4-bedroom home features a rare private ensuite suite behind a pocket door—perfect for multigenerational living, guests, or a home office setup. Welcome to this beautifully maintained, move-in ready home offering the perfect blend of comfort, space, and Florida living in one of Poinciana’s

  

  Katie Sweet

  WATSON REALTY CORP.

  169 Big Black Dr, Kissimmee, FL 34759
• 

  

  /20

  Starting at $1,224

  Total Monthly Price

  • 1 - 4 Beds

  302 Parkland Cir, Kissimmee, FL 34744

  Innovative, affordable and stylish! Heritage Park Apartments in Kissimmee, FL is comprised of three story mid-rise and carriage homes located on Parkland Circle, just off-US 192, east of Downtown Kissimmee. With easy access to Florida's Turnpike, Osceola Parkway and John Young Parkway, find yourself just minutes from the Silver Spurs Arena, The Crosslands Shopping Center, The Loop West Shopping

  Heritage Park

  

  302 Parkland Cir, Kissimmee, FL 34744
• 

  /2

  $412,000

  Sold Apr 06, 2026

  1110 van Lieu St, Kissimmee, FL 34744

  • 4 Beds
  • 3 Baths
  • 1,744 Sq Ft
  • Built 2022

  Last Sold Summary

  • 6% Below List Price
  • $236/SF
  • 152 Days On Market

  Current Estimated Value $409,206

  Last Listing Agent Laurie Varner REMAX PREMIER PROPERTIES

  1110 van Lieu St, Kissimmee, FL 34744
• 

  /2

  Est $216,643

  Not Listed For Sale

  2214 Grand Cayman Ct Unit 1538, Kissimmee, FL 34741

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1999

  2214 Grand Cayman Ct Unit 1538, Kissimmee, FL 34741

  Last Sold Summary

  • 32 Days On Market
• 

  

  /45

  $475,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft

  7920 Golden Pond Cir, Kissimmee, FL 34747

  Under contract-accepting backup offers. Proven Income. Prime Location. Move-In Ready Investment. Located just 3 miles from Orlando’s major theme parks, and close to the Route 192 shopping district, water park, and numerous restaurants, this well-maintained 4-bedroom, 3-bath pool home in Rolling Hills Estates is a short-term vacation rental, income-generating property offering 2,177 sq ft of

  

  Mark Breymeier

  IN TOUCH REAL ESTATE LLC

  7920 Golden Pond Cir, Kissimmee, FL 34747
• 

  

  /56

  $1,950 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,255 Sq Ft
  • Townhouse for Rent

  3133 Skyline Loop, Kissimmee, FL 34758

  Townhome Home! Experience modern living in a 2-bedroom, 2.5-bathroom. The open-concept main floor features a bright living and dining area, a stylish kitchen with a generous pantry, and direct access to a private patio overlooking serene lake views—perfect for relaxing or entertaining. Upstairs, the primary suite boasts two large closets and a private en-suite bathroom. On the second level,

  

  Yamile Albornoz

  EXP REALTY LLC

  3133 Skyline Loop, Kissimmee, FL 34758
• 

  /2

  $305,000

  Sold Oct 08, 2025

  2340 Grasmere View Pkwy S, Kissimmee, FL 34746

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $198/SF
  • 171 Days On Market

  Current Estimated Value $303,518

  Last Listing Agent Maritza Jimenez WATSON REALTY CORP

  2340 Grasmere View Pkwy S, Kissimmee, FL 34746
• 

  /2

  Est $623,053

  Not Listed For Sale

  2721 Swoop Cir, Kissimmee, FL 34741

  • 5 Beds
  • 4 Baths
  • 2,672 Sq Ft
  • Built 2012

  2721 Swoop Cir, Kissimmee, FL 34741

  Last Sold Summary

  • 36 Days On Market

Showing Results 441 - 480, Page 12 of 18