Osceola, FL Homes

/25
$55,000
- 2 Beds
- 2 Baths
- 874 Sq Ft
760 Siesta Dr Unit 119, Kissimmee, FL 34741

2 Bed, 2 Bath, Clean and well kept Mobile Home, nice 55+ Community.

Martha Castro

760 Siesta Dr Unit 119, Kissimmee, FL 34741
Selling your home? Sell it faster and for more with a Homes.com Boost.
Learn More
/34
$2,400 per month
- 3 Beds
- 2.5 Baths
- 1,747 Sq Ft
- Townhouse for Rent
2789 Pleasant Cypress Cir, Kissimmee, FL 34741

Stunning 3 bedroom 2.5 bath townhome located in the highly desirable, gated community of Cypress Ridge in Kissimmee! This spacious and beautifully maintained home offers the perfect blend of comfort, style, and convenience just minutes from The Loop, dining, shopping, theme parks, and major highways. Upon entry, you're greeted by a stylish open-concept living and dining area featuring expansive

Dinah Zessin DON ASHER & ASSOCIATES, INC.

2789 Pleasant Cypress Cir, Kissimmee, FL 34741
/2
$140,000 Sold Jun 27, 2025
- 996 Sq Ft
- $141/SF
- 191 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
1234 Sago Palm Blvd Unit 1234, Kissimmee, FL 34741

Ground-Floor Apartment - Kissimmee, Near Hunters Creek!Prime Location:Just 3 minutes from The Loop, with easy access to shops, restaurants, and entertainment.property Details:2 bedrooms, including 1 suite2 full bathroomsLiving area: 996 sqFtFully floored, offering practicality and eleganceNew A/C unit, less than 2 years oldFully equipped kitchen and

Kiko Neto Pereira Da Silva Neto FLORIDA CONNEXION PROPERTIES

1234 Sago Palm Blvd Unit 1234, Kissimmee, FL 34741

/25
Est $364,761 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,605 Sq Ft
2807 Newcombe Ln, Kissimmee, FL 34741

2807 Newcombe Ln, Kissimmee, FL 34741

/29
$319,000
- 2 Beds
- 2 Baths
- 1,159 Sq Ft
2653 Whalebone Bay Dr, Kissimmee, FL 34741

Move in ready, great location, two bedrooms and two bathrooms, two car garage. Roof from 2022. Close to shopping center, hospitals, major roads.

Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

2653 Whalebone Bay Dr, Kissimmee, FL 34741
/18

$1,339 - $2,344 per month

Regatta Bay

1 - 4 Beds

801 Coastal Bay Ln, Kissimmee, FL 34741

Learn more about our current Move-In Specials and save today!Regatta Bay is a mixed income community that offers apartment homes for unrestricted and restricted income residents. Restricted income residents are subject to the Maximum Allowable Household Incomes identified below. A great Kissimmee location at an affordable price! With quick and easy access to the SR-417/Central Florida

801 Coastal Bay Ln, Kissimmee, FL 34741
/2
$385,000 Sold Jun 26, 2025
- 2,048 Sq Ft
- $188/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1972
2316 Irlo Dr, Kissimmee, FL 34741

Welcome to this beautifully renovated three-bedroom, two-bath single-family home in the heart of Kissimmee. Offering 2,048 square feet of living space on a .26-acre oversized lot, this spacious and updated home is just 2.5 miles from The Loop, one of Central Florida’s popular destinations for shopping, dining and entertainment. In a non-HOA neighborhood, this property offers ownership freedom

Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

2316 Irlo Dr, Kissimmee, FL 34741

/21
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,698 Sq Ft
220 E Miami Terrace, Kissimmee, FL 34741

220 E Miami Terrace, Kissimmee, FL 34741

/47
$350,000
- 3 Beds
- 2.5 Baths
- 1,747 Sq Ft
2700 Pleasant Cypress Cir, Kissimmee, FL 34741

Stylish 3-Bedroom Townhome in Gated Cypress Ridge – Prime Kissimmee Location!Welcome to easy Florida living! This well-maintained 3 bed / 2.5 bath townhome is tucked inside Cypress Ridge, a quiet gated community just minutes from The Loop, Disney, dining, shopping, and major highways.Step inside to an open-concept layout with upgraded tile floors downstairs, a large island, and

David Plasencia COLDWELL BANKER RESIDENTIAL RE

2700 Pleasant Cypress Cir, Kissimmee, FL 34741
/11
$1,600 per month
- 2 Beds
- 2 Baths
- 967 Sq Ft
- Condo for Rent
429 Fountainhead Cir Unit 122, Kissimmee, FL 34741

QUALIFIED APPLICANTS PAY FIRST MONTHS RENT TO MOVE INCharming 2-bedroom, 2-bath condo in the gated Bella Vista community, ideally located near shopping, entertainment, and public transit. Features a screened-in porch for enjoying morning coffee or peaceful Florida evenings. Residents enjoy access to a community pool, fitness center, and tennis court.$60 application fee per adult,

Carlos Rovira ROVIRA PROPERTY MANAGEMENT LLC

429 Fountainhead Cir Unit 122, Kissimmee, FL 34741
/2
$350,000 Sold Jun 16, 2025
- 1,771 Sq Ft
- $198/SF
- 55 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2019
2760 Pleasant Cypress Cir, Kissimmee, FL 34741

Welcome to 2760 Pleasant Cypress Cir, a charming 3-bedroom, 2.5-bathroom townhouse nestled in the heart of Kissimmee, FL 34741. Built in 2019, this contemporary residence offers 1,771 square feet of heated living space and a total of 2,220 square feet. The home features a modern kitchen equipped with top-of-the-line appliances, ample counter space, and stylish cabinetry. The open-concept design

Charles Watson MARK SPAIN REAL ESTATE

2760 Pleasant Cypress Cir, Kissimmee, FL 34741

/15
Est $176,059 Not Listed For Sale
- 2 Beds
- 1 Bath
- 924 Sq Ft
1121 Spring Meadow Dr Unit 11221, Kissimmee, FL 34741

1121 Spring Meadow Dr Unit 11221, Kissimmee, FL 34741

/37
$205,000
- 2 Beds
- 2.5 Baths
- 1,188 Sq Ft
2638 Crown Ct Unit 2638, Kissimmee, FL 34741

Welcome to Windsor Pines Condominiums! This 2 story, corner unit condo has been remodeled and is the perfect location to call home if you're looking for a quiet and comfortable area that's close to everything! Enjoy 2 large bedrooms both with balcony's on the second floor along with a full bathroom and a vanity room that includes an additional sink perfect for hair and makeup! The half bath is

Chelo Ferreira TOP FLORIDA HOMES

2638 Crown Ct Unit 2638, Kissimmee, FL 34741
/29

$1,095 - $1,799 per month

Goldelm at Valencian

Studio - 3 Beds

1400 W Donegan Ave, Kissimmee, FL 34741

HAVE FUN AND MAKE FRIENDS at our community as you enjoy your spacious apartment home. Ask any Valencian resident and they will tell you why The Valencian is their choice: The unusual floorplans that offers spacious studios,1, 2, and 3 bedroom units along with the giant 9' by 16' private screened patios or balconies. They all agree that The Valencian gives them the best value for their rental

1400 W Donegan Ave, Kissimmee, FL 34741
/2
$412,000 Sold Jun 12, 2025
- 2,130 Sq Ft
- $193/SF
- 8 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1978
2506 Bali Cir, Kissimmee, FL 34741

***EXCELLENT LOCATION*** Near Tapestry and The Loop shopping center in N Kissimmee 34741. Close to John Young Pkway, Turnpike and 417 Greenway & 528 Beachline Expressway. This large Screened POOL HOME with 3 bedrooms and two bathrooms offers many amenities; including the ability to live FREE and rent two units or rent them all three. There is a detached IN LAW SUITE with bedroom, bathroom and

Francis Franqui LA ROSA REALTY KISSIMMEE

2506 Bali Cir, Kissimmee, FL 34741

/23
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 728 Sq Ft
2820 California Blvd, Kissimmee, FL 34741

2820 California Blvd, Kissimmee, FL 34741

/10
$340,000
- 3 Beds
- 1.5 Baths
- 1,374 Sq Ft
107 Dellwood Dr, Kissimmee, FL 34744

More photos coming soon! Welcome to 107 Dellwood! This Pool home offers 3 bedrooms, 1.5 baths, plus two versatile bonus rooms that can be used as additional bedrooms, a home office, or a gym. The spacious layout provides endless possibilities—ideal for a growing household or an investor looking to rent out individual rooms. The backyard is perfect for entertaining, complete with a pool for those

Sherley Paul LPT REALTY, LLC

107 Dellwood Dr, Kissimmee, FL 34744
/12
$1,600 per month
- 2 Beds
- 2 Baths
- 932 Sq Ft
- Condo for Rent
429 Fountainhead Cir Unit 221, Kissimmee, FL 34741

Welcome to Bella Vista in Kissimmee! This charming 2-bedroom, 2-bathroom condo offers a comfortable and low-maintenance lifestyle in a well-kept community. The open-concept floor plan features a spacious living and dining area filled with natural light, perfect for relaxing or entertaining. The kitchen is equipped with ample cabinet space and a breakfast bar, making meal prep easy.The primary

Suzanne Santamaria WHITE OAK REALTY, LLC

429 Fountainhead Cir Unit 221, Kissimmee, FL 34741
/2
$360,000 Sold Jun 06, 2025
- 1,771 Sq Ft
- $203/SF
- 6 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2020
2788 Pleasant Cypress Cir, Kissimmee, FL 34741

This modern two-story, end unit, townhouse offers the perfect blend of comfort, style, and convenience with its spacious and contemporary layout. Located in a gated community and featuring three bedrooms and two and a half bathrooms, this home is designed for modern living with an open-concept first floor that boasts abundant natural light, sleek finishes, and ample space for entertaining. The

Abby Greenberg COMPASS FLORIDA LLC

2788 Pleasant Cypress Cir, Kissimmee, FL 34741

/7
Not Listed For Sale
- 2 Beds
- 1 Bath
- 700 Sq Ft
2741 Miami Terrace, Kissimmee, FL 34741

2741 Miami Terrace, Kissimmee, FL 34741

/16
$208,900
- 2 Beds
- 2.5 Baths
- 1,265 Sq Ft
2421 Summerfield Way, Kissimmee, FL 34741

Charming 2-Story Townhome – Prime Location Near Disney! Welcome to this beautifully maintained 2-story townhome offering comfort, convenience. Featuring 2 spacious bedrooms upstairs, each with its own private en-suite bathroom, this home is perfect for both homeowners and investors alike.The first floor boasts a bright and open layout with a spacious living room, kitchen, and dining area, plus a

Muhammad Gadit LA ROSA REALTY KISSIMMEE

2421 Summerfield Way, Kissimmee, FL 34741
/35

$1,299 - $2,310 per month

Belleza

1 - 3 Beds

1365 W Donegan Ave, Kissimmee, FL 34741

Belleza Apartments offers spacious 1, 2 and 3 bedroom units with oversized walk-in closets and washer / dryer connections. Our gorgeous community is pet friendly and offer the best amenities; on-site laundry, fitness center, sparkling swimming pool with sun deck, sand volleyball, bark park and playground. Our stellar location is just 10 miles from Disney World and 2 miles from the shops at The

1365 W Donegan Ave, Kissimmee, FL 34741
/2
$200,000 Sold May 05, 2025
- 1,380 Sq Ft
- $145/SF
- 62 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1983
1910 Cattleya Dr Unit 1A, Kissimmee, FL 34741

Amazing opportunity in Kissimmee! Discover this spectacular property located in the exclusive community Orchid Creek, in the heart of Kissimmee. This beautiful residence combines comfort, style and an unbeatable location, ideal for both families and investors.Upon entering, you will be greeted by a spacious and bright open-plan layout, with modern flooring and elegant finishes that create a

Vincenza Di Cesare De Vieira LPT REALTY, LLC

1910 Cattleya Dr Unit 1A, Kissimmee, FL 34741

/12
Est $192,389 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,012 Sq Ft
1045 Spring Meadow Dr Unit 1, Kissimmee, FL 34741

1045 Spring Meadow Dr Unit 1, Kissimmee, FL 34741

/36
$304,990
- 3 Beds
- 2.5 Baths
- 1,418 Sq Ft
2031 Balboa Way, Kissimmee, FL 34741

Welcome to this beautiful and cozy Townhouse, completely renovated! This home boasts a new roof -replaced in 2024- new flooring, and has been recently painted. It also features a water heater and A/C unit from 2021. Located in the highly sought-after community of Royal Bermuda in Kissimmee, this property is close to Loop Mall and just minutes from Disney parks and SeaWorld. The Townhouse is two

Nury Bedoya HOMETRUST REALTY GROUP

2031 Balboa Way, Kissimmee, FL 34741
/17
$2,250 per month
- 2 Beds
- 2 Baths
- 1,159 Sq Ft
- House for Rent
2647 Horseshoe Bay Dr, Kissimmee, FL 34741

Stunning 2-Bed, 2-Bath Home with Breathtaking Water Views! ? Welcome to your dream home! This beautifullymaintained 2-bedroom, 2-bathroom single-family home offers spectacular water views and prime location. Close byfood and clothes stores, restaurants, banks, movie theater, The LOOP mall, attraction parks, and much more. It is fullof natural light; it has an open floor plan and it is

Hilda Vazquez Salgado CHARLES RUTENBERG REALTY ORLANDO

2647 Horseshoe Bay Dr, Kissimmee, FL 34741
/2
$179,500 Sold Apr 25, 2025
- 1,247 Sq Ft
- $144/SF
- 48 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
Unlisted Address

IT'S AN OPPORTUNITY! CAN'T FIND ANOTHER ONE OF SIMILAR KIND FOR THIS PRICE IN KISSIMMEE!! NOT A FORECLOSED, REO OR SHORT SALE PROPERTY. STRAIGHT SALE AND QUICK RESPONSE. Townhome type villa on the top of condo with new tiles roof. There are 2 bedrooms and 1 bathroom upstairs. The villa also has an spacious living room, laundry room, storage space , screened balcony, vaulted ceilings and ceiling

Mohammed Saifulhuda CHARLES RUTENBERG REALTY ORLANDO

Unlisted Address

/24
Est $338,954 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,196 Sq Ft
3120 Paradox Cir Unit 303, Kissimmee, FL 34746

3120 Paradox Cir Unit 303, Kissimmee, FL 34746

/46
$194,900
- 3 Beds
- 2 Baths
- 1,246 Sq Ft
445 Fountainhead Cir Unit 262, Kissimmee, FL 34741

BELLA VISTA in Kissimmee 34741 //// 3 Story-Unit, 3 Bedrooms and 2 Bathrooms. RECENTLY RENOVATED!!! with all VINYL FLOORS & FRESH COAT OF PAINT. OPEN AND BRIGHT! Entry on Ground Floor, Living/Dining Room, Kitchen, Laundry, Screen in Balcony with Storage and Master Bedroom and a Full Bathroom on the Second Level, and 2 Bedrooms with built on closet and ceiling fans with a Jack & Jill Bathroom on

Irina Kempe NEW SOLUTIONS REALTY INC

445 Fountainhead Cir Unit 262, Kissimmee, FL 34741
/4

$1,080 - $1,668 per month

Kensington Apartments

1 - 4 Beds

1700 Kenyon Cir, Kissimmee, FL 34741

Experience design and quality rolled together in our collection of one, two, three, and four-bedroom apartment homes. From spacious closets to in-home washers and dryers, we provide all the details to create a true sense of home. Our community also features a range of amenities to enjoy, including our swimming pool, fitness center, and laundry centers. We're pet-friendly too, and ready to welcome

1700 Kenyon Cir, Kissimmee, FL 34741
/2
$335,000 Sold Apr 18, 2025
- 1,402 Sq Ft
- $239/SF
- 20 Days On Market
- 4 Beds
- 2 Baths
- Built 1954
403 Poinciana Cir, Kissimmee, FL 34744

Fully Renovated Single-Family Home in a Prime Kissimmee Location – No HOA!This beautifully updated home offers modern upgrades, quality finishes, and no HOA restrictions—making it a perfect choice for a primary residence, vacation home, or investment property.Recent Renovations (Last Two Years):New porcelain tile flooring throughout for a sleek, modern look.Fresh interior

Claudia Panameno Ahmady EXP REALTY LLC

403 Poinciana Cir, Kissimmee, FL 34744

/47
Est $346,304 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,747 Sq Ft
2723 Pleasant Cypress Cir, Kissimmee, FL 34741

2723 Pleasant Cypress Cir, Kissimmee, FL 34741

/19
$180,000
- 2 Beds
- 2 Baths
- 932 Sq Ft
437 Fountainhead Cir Unit 283, Kissimmee, FL 34741

Discover this spacious 2-bedroom, 2-bathroom condominium located in a gated community in the heart of Kissimmee. Conveniently close to schools, grocery stores, major roads, and entertainment areas—including parks and attractions. The property features updated bathrooms and kitchen, a recently replaced electric water heater, and a fully functional A/C unit. There is no carpet throughout the unit,

Gaby Castellanos MY REALTY GROUP, LLC.

437 Fountainhead Cir Unit 283, Kissimmee, FL 34741
/18
$1,400 per month
- 1 Bed
- 1 Bath
- 733 Sq Ft
- Condo for Rent
1229 Bermuda Lakes Ln Unit 303, Kissimmee, FL 34741

Welcome to Bermuda Lakes! This recently painted 1-bedroom, 1-bath condo is located on the 3rd floor, offering extra privacy with no upstairs neighbors. The unit features no carpet flooring throughout and a screened-in balcony with additional storage space. Enjoy the convenience of assigned parking plus guest parking, and pest control is included in the rent. Ideally situated just minutes from

Neyla Alvarez EXP REALTY LLC

1229 Bermuda Lakes Ln Unit 303, Kissimmee, FL 34741
/2
$208,000 Sold Apr 18, 2025
- 995 Sq Ft
- $209/SF
- 59 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
810 Christian Way, Kissimmee, FL 34741

Charming 3-Bedroom Villa/Townhome – Prime Location! Don’t miss out on this beautiful one-story, 3-bedroom, 2-bath villa/townhome situated in a highly desirable area! It’s conveniently located near shopping centers, churches, schools, banks, hospitals, a bus stop, and US 192.This community offers a prime location that is quiet and peaceful. Enjoy a screened and covered porch, perfect for

Maria Acevedo PACHECO INTERNATIONAL REALTY,

810 Christian Way, Kissimmee, FL 34741

/13
Not Listed For Sale
- 2 Beds
- 2 Baths
- 728 Sq Ft
Unlisted Address

Unlisted Address

/17
$198,900
- 2 Beds
- 1.5 Baths
- 1,012 Sq Ft
1024 Spring Meadow Dr Unit 8THL, Kissimmee, FL 34741

Well maintained 2 bedroom, 1 1/2 bath condo with an attached one car garage, perfectly located in central Kissimmee. Move in ready with fresh interior paint throughout, new carpets in bedrooms and hallway, both bathrooms have been updated and upgraded and it has a newer A/C and water heater. Interior electric panel has been updated. The first floor of the condo features tile flooring, a bright

Karen Orriss-Ross RAMADA PROPERTY GROUP

1024 Spring Meadow Dr Unit 8THL, Kissimmee, FL 34741
/19

$1,569 per month

Tiffany Square Apartments

2 Beds

333 W Columbia Ave, Kissimmee, FL 34741

333 W Columbia Ave, Kissimmee, FL 34741
/2
$371,000 Sold Apr 18, 2025
- 1,548 Sq Ft
- $240/SF
- 83 Days On Market
- 4 Beds
- 2 Baths
- Built 1978
2507 Bali Cir, Kissimmee, FL 34741

One or more photo(s) has been virtually staged. Welcome to your dream home, where elegance meets functionality. The interior is adorned with a neutral color paint scheme, complemented by new flooring throughout the home. The kitchen boasts all stainless steel appliances, offering a sleek, modern feel. The primary bedroom features double closets, providing ample storage space. Relaxation awaits on

GREGORY BLACKALL VERANDA REALTY GROUP

2507 Bali Cir, Kissimmee, FL 34741

/48
Est $335,094 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,126 Sq Ft
3120 Paradox Cir Unit 205, Kissimmee, FL 34746

3120 Paradox Cir Unit 205, Kissimmee, FL 34746

Showing Results 41 - 80, Page 2 of 18

Florida Osceola County Kissimmee Columbia

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage