Osceola County, FL homes for sale & real estate

5,853 homes + 1 early access

Sort:

Recommended

SHORT SALE

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Short Sale. Discover a rare investment gem nestled between Lake Toho and Downtown St. Cloud—a distressed property, fixer-upper, and short sale offering boundless potential. This 2 bedroom, 1 bathroom, approximately 940 sq ft single-family home rests on about a 7,405 sq ft lot and was originally built in 1925. There is a separate garage with a shower unit. Calling all investors and contractors: bring your vision, your crew, and your offers. Properties like this in prime locations are rare.

$149,500

2 beds1 bath940 sq ft

433 Pennsylvania Ave, Saint Cloud, FL 34769

Separate garage • Fixer-upper • 7,492 sq ft lot

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Few vacation homes can match the scale, amenities and established rental performance of 1148 Grand Traverse Pkwy. This exceptional 16-bedroom luxury estate comfortably accommodates up to 36 guests, offers 21,397 total square feet and has built an impressive track record as a professionally managed vacation rental. Recognized by Reunion Resort as one of their top-performing rental properties, the estate offers a new owner the opportunity to step into an established luxury rental operation, with future confirmed reservations potentially conveying with the sale. Thoughtfully purpose-built for large family gatherings, multi-family vacations, golf groups, corporate retreats, milestone celebratio

$14,500,000

16 beds19 baths17,694 sq ft

1148 Grand Traverse Pkwy, Reunion, FL 34747

Arcade game room • In home gym • Basketball court

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Welcome to your own slice of paradise in Margaritaville Resort Orlando , where lifestyle, location, and income potential come together effortlessly . This beautifully designed Cottage Floorplan 1539 C offers 3 bedrooms and 3 full bathrooms, perfectly suited for a vacation home, or high performing short term rental near Walt Disney World . Ideally located within WALKING DISTANCE to the resort pool, spa, fitness center, and premier amenities, this home places you in the heart of one of Kissimmee’s most desirable vacation communities. Inside, the open concept layout creates a bright and inviting atmosphere, featuring upgraded countertops, stainless steel appliances, and stylish wood look

$475,000

3 beds3 baths1,564 sq ft

2988 Salted Rim Rd, Kissimmee, FL 34747

Resort pool • Upgraded countertops • Wood tile flooring

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Hi The garage was converted to ceramic room With no permit The converted room have a inlet for air condition And I used a more new big air condition Home is rented with not extended contract Home is rented from 2022 for same respectful tenant till now New roof in 2018 new air condition in 2022 Thanks

$210,000

3 beds2 baths1,380 sq ft

303 Cocoa Ct, Kissimmee, FL 34758

New air condition • Granite kitchen • Roof new

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Virtually Staged. Welcome! Experience effortless elegance in this exquisitely maintained, 2023-built villa nestled within a premier, GUARD GATED 55+ RESORT ENCLAVE. Virtually staged to showcase its refined potential, the luminous OPEN-CONCEPT layout seamlessly bridges a gourmet kitchen and expansive living spaces, culminating in a private covered space designed for sophisticated indoor-outdoor relaxation. Beyond the home lies an unparalleled lifestyle centered around a magnificent 12,000-sq-ft clubhouse, featuring a HEATED RESORT POOL, fitness studio, tennis, PICKLEBALL, and a vibrant social calendar. Offering ultimate lock-and-leave autonomy, the comprehensive HOA meticulously manages ALL

$293,000

2 beds2 baths1,437 sq ft

1991 Key Bay Trl, Kissimmee, FL 34747

Open lanai • Clubhouse • Resort-style pools

Property at 1402 Titian Ct, Reunion, FL 34747, 5 beds, 4.5 baths

$925,000

5 beds4.5 baths2,775 sq ft

1402 Titian Ct, Reunion, FL 34747

Property at 4735 Chelsea Ct, Kissimmee, FL 34744, 4 beds, 3 baths

$665,000

4 beds3 baths1,936 sq ft

4735 Chelsea Ct, Kissimmee, FL 34744

Property at 2540 Albany Dr, Kissimmee, FL 34758, 6 beds, 4 baths

$680,000

6 beds4 baths3,817 sq ft

2540 Albany Dr, Kissimmee, FL 34758

Property at 2530 Baykal Dr, Kissimmee, FL 34746, 4 beds, 2.5 baths

$380,000

4 beds2.5 baths2,396 sq ft

2530 Baykal Dr, Kissimmee, FL 34746

Property at 1801 Daniels St, Kissimmee, FL 34746, 8 beds, 7 baths

$499,999

8 beds7 baths5,000 sq ft

1801 Daniels St, Kissimmee, FL 34746

Property at 491 Whistling Duck Trl, Saint Cloud, FL 34771, 4 beds, 2.5 baths

$395,000

4 beds2.5 baths2,328 sq ft

491 Whistling Duck Trl, Saint Cloud, FL 34771

Property at 3018 Jardin St, Kissimmee, FL 34741, 4 beds, 2.5 baths

$615,000

4 beds2.5 baths2,962 sq ft

3018 Jardin St, Kissimmee, FL 34741

Property at 1839 Good Neighbor Loop, Kissimmee, FL 34744, 4 beds, 4 baths

$465,000

4 beds4 baths2,717 sq ft

1839 Good Neighbor Loop, Kissimmee, FL 34744

Property at 2206 Antigua Pl, Kissimmee, FL 34741, 24 beds, 22 baths

$2,250,000

24 beds22 baths12,004 sq ft

2206 Antigua Pl, Kissimmee, FL 34741

Property at 216 Aquamarine Ln, Kissimmee, FL 34758, 5 beds, 3 baths

$398,000

5 beds3 baths2,271 sq ft

216 Aquamarine Ln, Kissimmee, FL 34758

Property at 1284 Grand Traverse Pkwy, Reunion, FL 34747, 7 beds, 6 baths

$1,530,000

7 beds6 baths5,917 sq ft

1284 Grand Traverse Pkwy, Reunion, FL 34747

Property at 1403 Moon Valley Dr, Davenport, FL 33896, 8 beds, 5 baths

$720,000

8 beds5 baths3,909 sq ft

1403 Moon Valley Dr, Davenport, FL 33896

Property at 7740 Sandy Ridge Dr #121, Reunion, FL 34747, 3 beds, 3 baths

$280,000

3 beds3 baths1,500 sq ft

7740 Sandy Ridge Dr #121, Reunion, FL 34747

Property at 131 S Roma Way, Kissimmee, FL 34746, 4 beds, 3 baths

$399,000

4 beds3 baths1,740 sq ft

131 S Roma Way, Kissimmee, FL 34746

Property at 3011 Bransbury Ct, Kissimmee, FL 34747, 4 beds, 2.5 baths

$440,000

4 beds2.5 baths2,230 sq ft

3011 Bransbury Ct, Kissimmee, FL 34747

Property at 8063 Knee Deep Rd, Kissimmee, FL 34747, 2 beds, 2 baths

$379,000

2 beds2 baths1,188 sq ft

8063 Knee Deep Rd, Kissimmee, FL 34747

Property at 1068 Quaker Ridge Ln, Davenport, FL 33896, 2 beds, 2 baths

$250,000

2 beds2 baths1,505 sq ft

1068 Quaker Ridge Ln, Davenport, FL 33896

Property at 3167 Whisper Wind Dr, Saint Cloud, FL 34771, 6 beds, 6 baths

$2,999,999

6 beds6 baths5,820 sq ft

3167 Whisper Wind Dr, Saint Cloud, FL 34771

Property at 2514 Dharma Cir, Kissimmee, FL 34746, 6 beds, 5.5 baths

$519,500

6 beds5.5 baths2,874 sq ft

2514 Dharma Cir, Kissimmee, FL 34746

Property at 409 Fountainhead Cir, Kissimmee, FL 34741, 20 beds, 19 baths

$2,250,000

20 beds19 baths10,652 sq ft

409 Fountainhead Cir, Kissimmee, FL 34741

Property at 600 Muirfield Loop, Reunion, FL 34747, 11 beds, 12 baths

$2,999,000

11 beds12 baths7,901 sq ft

600 Muirfield Loop, Reunion, FL 34747

Property at 1502 Jadewood Way, Kindred, FL 34744, 4 beds, 2 baths

$359,000

4 beds2 baths1,846 sq ft

1502 Jadewood Way, Kindred, FL 34744

Property at 225 Celebration Pl #401, Kissimmee, FL 34747, 2 beds, 2 baths

$145,000

2 beds2 baths1,269 sq ft

225 Celebration Pl #401, Kissimmee, FL 34747

Property at 153 Barefoot Beach Way, Kissimmee, FL 34746, 5 beds, 3 baths

$425,000

5 beds3 baths1,940 sq ft

153 Barefoot Beach Way, Kissimmee, FL 34746

Property at 1321 Dunbarton Ct, Kissimmee, FL 34758, 4 beds, 2 baths

$300,000

4 beds2 baths2,093 sq ft

1321 Dunbarton Ct, Kissimmee, FL 34758

Property at 8945 Cuban Palm Rd, Kissimmee, FL 34747, 5 beds, 5 baths

$449,900

5 beds5 baths3,015 sq ft

8945 Cuban Palm Rd, Kissimmee, FL 34747

Property at 3850 Oakville Ave, Kissimmee, FL 34741, 6 beds, 6.5 baths

$683,000

6 beds6.5 baths3,701 sq ft

3850 Oakville Ave, Kissimmee, FL 34741

Property at 2208 Antigua Pl #932, Kissimmee, FL 34741, 2 beds, 2 baths

$190,000

2 beds2 baths1,026 sq ft

2208 Antigua Pl #932, Kissimmee, FL 34741

Property at 2211 San Vittorino Cir #102, Kissimmee, FL 34741, 4 beds, 3 baths

$239,500

4 beds3 baths1,470 sq ft

2211 San Vittorino Cir #102, Kissimmee, FL 34741

Property at 4722 Kilt Ct #65, St Cloud, FL 34769, 2 beds, 2 baths

$142,500

2 beds2 baths967 sq ft

4722 Kilt Ct #65, St Cloud, FL 34769

Property at 1555 Flange Dr, Davenport, FL 33896, 5 beds, 5.5 baths

$539,000

5 beds5.5 baths3,081 sq ft

1555 Flange Dr, Davenport, FL 33896

Property at 7612 Cabana Ct #101, Reunion, FL 34747, 3 beds, 3 baths

$295,999

3 beds3 baths1,755 sq ft

7612 Cabana Ct #101, Reunion, FL 34747

Property at 1725 Tanglewood Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$400,000

3 beds2 baths— sq ft

1725 Tanglewood Dr, Kissimmee, FL 34746

(305) 677-0125

Property at 5639 Timber Meadow Way, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$505,000

4 beds3.5 baths3,021 sq ft

5639 Timber Meadow Way, Saint Cloud, FL 34771

Property at 2952 Beach Palm Ave, Kissimmee, FL 34747, 6 beds, 5 baths

$464,000

6 beds5 baths3,291 sq ft

2952 Beach Palm Ave, Kissimmee, FL 34747

Property at 2615 Pawnall St, Kissimmee, FL 34747, 5 beds, 5 baths

$589,999

5 beds5 baths2,494 sq ft

2615 Pawnall St, Kissimmee, FL 34747

Viewing page 118 of 143

Based on information submitted to the MLS GRID as of Wed Oct 07 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
$400,000
Lake Hamilton homes for sale
$338,000
Dundee homes for sale
$284,900
Frostproof homes for sale
$254,950
Loughman homes for sale
$389,500
Indian Lake Estates homes for sale
$345,000
Haines City homes for sale
$327,158
Poinciana homes for sale
$289,900
St. Cloud homes for sale
$388,500
Lake Wales homes for sale
$259,000
Orlando homes for sale
$349,900
Kissimmee homes for sale
$349,450
Babson Park homes for sale
$332,450
Davenport homes for sale
$325,950
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)

$373,749

-2.9% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Osceola County, FL

$373,749

-2.9%

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

8 Redfin agents serving Osceola County

203

Deals*

4.9

Satisfaction

1064

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.

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.