Osceola County, FL homes for sale & real estate

5,929 homes + 2 early access

Sort:

Recommended

FLOOR PLAN

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Virtually Staged. PRICE REDUCED, 30k! ! Welcome to Celebration, Florida! This beautiful David Weekley Single-Family Pool Home offers an exceptional combination of space, comfort, and location. Situated on a cornet lot with nice water view, this approximately 3,000-square-foot home features 4 bedrooms, 4.5 bathrooms, sunroom, pool and 2 car garage providing plenty of room for family and guests. Step inside to an inviting open floor plan designed for both everyday living and entertaining. The first floor features a spacious bedroom with a private full bathroom and a generously sized closet, offering an ideal retreat for guests, extended family, or anyone seeking convenient first-floor living.

$1,159,000

4 beds4.5 baths2,987 sq ft

902 Waterside Dr, Celebration, FL 34747

Private pool • 6,490 sq ft lot • 2 garage spots

SHORT SALE

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Short Sale. SUBJECT TO LENDER APPROVAL. Cash or Conventional only. Opportunity awaits with this home offering plenty of potential for the right buyer. The property is in need of TLC and interior updating, making it a great option for buyers looking to renovate and make it their own. Major improvements include a NEW A/C in 2026 and ROOF replaced in 2021.

$199,000

3 beds2 baths1,382 sq ft

150 Barrington Dr, Kissimmee, FL 34758

New a/c • Roof replaced • 7,710 sq ft lot

3D WALKTHROUGH

ABOUT THIS HOME
Osceola County, FL Homes for Sale
If square footage is on your wish list, 2887 Sweetspire Cir delivers plenty of it: 5 bedrooms, 3 bathrooms and 3,387 sq. ft. of living space on a 0.25-acre corner lot, plus a three-car garage and an enclosed porch. The finishes may not be the newest on the block—and that may be exactly the point. Instead of paying for someone else’s renovation choices, this home gives you the space to create your own version. Modernize the kitchen, rethink the finishes, bring in your favorite colors, or take it one project at a time. Let's talk location! Fountains Town Center is approximately a 9-minute drive, with additional shopping and services at Pleasant Hill Center about 12 minutes away. T

$409,900

5 beds3 baths3,387 sq ft

2887 Sweetspire Cir, Kissimmee, FL 34746

Enclosed porch • Corner lot • 0.26 acre lot

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Prime Kissimmee Investment Opportunity – Dual Rental Flexibility! Discover the ultimate real estate asset at 3002 Rio Grande Trail #3002 in the highly desirable Shadow Bay Villas community. This spacious 1,250 sq. ft. condo features an open-concept layout where the kitchen flows seamlessly into the main living and dining spaces—perfect for entertaining. Massive windows fill the home with abundant natural light, highlighting low-maintenance ceramic tile flooring throughout. This residence allows for both short-term vacation rentals and long-term leasing, giving you complete freedom to maximize your rental income strategy. Community pools is right down the street from this unit. L

$199,000

3 beds2 baths1,250 sq ft

3002 Rio Grande Trl #3002, Kissimmee, FL 34741

Shopping centers • Natural light • Community pools

OPEN NOV 21

ABOUT THIS HOME
Osceola County, FL Homes for Sale
TWO HOMES UNDER ONE ROOF! Imagine coming home to a place where there’s room for everyone—and room to make memories. Nestled on approximately 1/3 acre, this charming 3-bedroom, 3-bath single-family home offers the space, flexibility, and privacy that today’s buyers are looking for. One of the most unique features is the home’s two primary-bedroom options, providing incredible flexibility for families, guests, or creating your own private retreat. Need space for extended family? The separate in-law suite, located under the same roof with its own private entrance, offers a wonderful opportunity for multigenerational living while allowing everyone to maintain their own

$443,900

3 beds3 baths2,077 sq ft

1508 Jenni Lee Ct, Kissimmee, FL 34744

Easy access to work • Workshop and shed • Fully fenced yard

Property at 1158 Liberty Hall Dr, Kissimmee, FL 34746, 6 beds, 4 baths

$448,000

6 beds4 baths2,725 sq ft

1158 Liberty Hall Dr, Kissimmee, FL 34746

Property at 1705 Evergreen St, Kissimmee, FL 34746, 2 beds, 2 baths

$180,000

2 beds2 baths520 sq ft

1705 Evergreen St, Kissimmee, FL 34746

Property at 24 Miramar Way, Kissimmee, FL 34758, 3 beds, 2 baths

$229,900

3 beds2 baths1,140 sq ft

24 Miramar Way, Kissimmee, FL 34758

Property at 843 Ognon Ct, Kissimmee, FL 34759, 4 beds, 2.5 baths

$335,000

4 beds2.5 baths2,847 sq ft

843 Ognon Ct, Kissimmee, FL 34759

Property at 3611 MT Vernon Way, Kissimmee, FL 34741, 4 beds, 4 baths

$629,000

4 beds4 baths3,497 sq ft

3611 MT Vernon Way, Kissimmee, FL 34741

Property at 1805 Verona St, Kissimmee, FL 34741, 3 beds, 2 baths

$329,900

3 beds2 baths1,396 sq ft

1805 Verona St, Kissimmee, FL 34741

Property at 5664 Oak Knoll Dr, Saint Cloud, FL 34771, 5 beds, 4.5 baths

$649,990

5 beds4.5 baths3,593 sq ft

5664 Oak Knoll Dr, Saint Cloud, FL 34771

Property at 269 Coralwood Ct, Kissimmee, FL 34743, 3 beds, 2 baths

$358,888

3 beds2 baths1,396 sq ft

269 Coralwood Ct, Kissimmee, FL 34743

Property at 1503 Bunker Dr, Davenport, FL 33896, 4 beds, 2 baths

$385,000

4 beds2 baths2,269 sq ft

1503 Bunker Dr, Davenport, FL 33896

(954) 237-0400

Property at 4855 Lillian Black Rd, Saint Cloud, FL 34771, 5 beds, 5 baths

$849,900

5 beds5 baths2,982 sq ft

4855 Lillian Black Rd, Saint Cloud, FL 34771

Property at 2581 Oneida Loop, Kissimmee, FL 34747, 5 beds, 4 baths

$524,999

5 beds4 baths2,136 sq ft

2581 Oneida Loop, Kissimmee, FL 34747

Property at 762 Celebration Ave #2201, Celebration, FL 34747, 2 beds, 2 baths

$639,000

2 beds2 baths1,681 sq ft

762 Celebration Ave #2201, Celebration, FL 34747

Property at 6495 Cyrils Dr, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$310,000

3 beds2.5 baths1,854 sq ft

6495 Cyrils Dr, Saint Cloud, FL 34771

Property at 1266 S Beach Cir, Kissimmee, FL 34746, 4 beds, 3.5 baths

$299,900

4 beds3.5 baths1,642 sq ft

1266 S Beach Cir, Kissimmee, FL 34746

Property at 23 Peterlee Ct, Kissimmee, FL 34758, 4 beds, 2 baths

$264,000

4 beds2 baths1,704 sq ft

23 Peterlee Ct, Kissimmee, FL 34758

Property at 127 Lakeview Dr, Saint Cloud, FL 34769, 2 beds, 1.5 baths

$299,900

2 beds1.5 baths1,242 sq ft

127 Lakeview Dr, Saint Cloud, FL 34769

Property at 2462 Albany Dr, Kissimmee, FL 34758, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths2,870 sq ft

2462 Albany Dr, Kissimmee, FL 34758

Property at 2957 Sunset Vista Blvd, Kissimmee, FL 34747, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,604 sq ft

2957 Sunset Vista Blvd, Kissimmee, FL 34747

Property at 8028 Dreamsicle Dr, Kissimmee, FL 34747, 2 beds, 2.5 baths

$399,000

2 beds2.5 baths1,305 sq ft

8028 Dreamsicle Dr, Kissimmee, FL 34747

Property at 2605 Fern Cove Way, Kissimmee, FL 34758, 3 beds, 2 baths

$325,000

3 beds2 baths1,876 sq ft

2605 Fern Cove Way, Kissimmee, FL 34758

Property at 319 Celebration Blvd, Celebration, FL 34747, 3 beds, 3.5 baths

$729,000

3 beds3.5 baths2,544 sq ft

319 Celebration Blvd, Celebration, FL 34747

Property at 834 Deer Woods Rd #203, Celebration, FL 34747, 3 beds, 2 baths

$464,900

3 beds2 baths1,430 sq ft

834 Deer Woods Rd #203, Celebration, FL 34747

Property at 2486 Sweetwater Club Cir #75, Kissimmee, FL 34746, 3 beds, 2 baths

$217,000

3 beds2 baths1,220 sq ft

2486 Sweetwater Club Cir #75, Kissimmee, FL 34746

Property at 803 Front St #4101, Celebration, FL 34747, 1 bed, 1 bath

$433,000

1 bed1 bath1,082 sq ft

803 Front St #4101, Celebration, FL 34747

Property at 2729 Camper Ave, Kissimmee, FL 34744, 2 beds, 2 baths

$75,000

2 beds2 baths403 sq ft

2729 Camper Ave, Kissimmee, FL 34744

Property at 72 Pine Island Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$282,500

3 beds2 baths1,214 sq ft

72 Pine Island Cir, Kissimmee, FL 34743

Property at 2577 Oneida Loop, Kissimmee, FL 34747, 5 beds, 4 baths

$499,000

5 beds4 baths2,136 sq ft

2577 Oneida Loop, Kissimmee, FL 34747

Property at 77 Harness Ln, Kissimmee, FL 34743, 4 beds, 2 baths

$379,900

4 beds2 baths1,480 sq ft

77 Harness Ln, Kissimmee, FL 34743

Property at 2367 Biscotto Cir, Davenport, FL 33897, 3 beds, 2 baths

$335,000

3 beds2 baths1,558 sq ft

2367 Biscotto Cir, Davenport, FL 33897

Property at 211 Longview Ave #101, Celebration, FL 34747, 2 beds, 2 baths

$330,000

2 beds2 baths1,296 sq ft

211 Longview Ave #101, Celebration, FL 34747

(305) 662-7325

Property at 3519 Sunset Isles Blvd, Kissimmee, FL 34746, 4 beds, 3.5 baths

$570,000

4 beds3.5 baths3,823 sq ft

3519 Sunset Isles Blvd, Kissimmee, FL 34746

Property at 2621 Eagle Cliff Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$347,000

3 beds2 baths1,809 sq ft

2621 Eagle Cliff Dr, Kissimmee, FL 34746

Property at 3079 Rambler Ave, Saint Cloud, FL 34772, 9 beds, 13 baths

$15,880,000

9 beds13 baths12,980 sq ft

3079 Rambler Ave, Saint Cloud, FL 34772

Property at 7770 Sandy Ridge Dr #239, Reunion, FL 34747, 5 beds, 4.5 baths

$350,000

5 beds4.5 baths1,726 sq ft

7770 Sandy Ridge Dr #239, Reunion, FL 34747

(954) 384-1616

Property at 3221 White Dove Ln, Kissimmee, FL 34746, 2 beds, 2 baths

$362,999

2 beds2 baths1,330 sq ft

3221 White Dove Ln, Kissimmee, FL 34746

Property at 5232 Hammock Cir, Saint Cloud, FL 34771, 4 beds, 3 baths

$599,900

4 beds3 baths2,317 sq ft

5232 Hammock Cir, Saint Cloud, FL 34771

Viewing page 37 of 145

Based on information submitted to the MLS GRID as of Sun Nov 15 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Osceola County, FL

Cities

Alturas homes for sale
$499,900
Lake Hamilton homes for sale
$320,995
Dundee homes for sale
$289,798
Frostproof homes for sale
$235,000
Loughman homes for sale
$382,500
Indian Lake Estates homes for sale
$350,000
Haines City homes for sale
$324,945
Poinciana homes for sale
$288,000
St. Cloud homes for sale
$386,500
Lake Wales homes for sale
$275,000
Orlando homes for sale
$349,900
Kissimmee homes for sale
$345,000
Babson Park homes for sale
$302,900
Davenport homes for sale
$324,950
Winter Haven homes for sale
$299,000

Counties

Osceola County, FL real estate trends

All Home Types trends in Osceola County, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$378,726

-2.4% YoY | Oct 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2026

Growth

% YoY

Osceola County, FL

$378,726

-2.4%

See more Osceola County, FL market insights

More to explore in Osceola County, FL

How to buy a house in Osceola County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

10 Redfin agents serving Osceola County

238

Deals*

4.9

Satisfaction

1221

Homes closed*

* Data from the last year

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.