Osceola County, FL homes for sale & real estate

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ABOUT THIS HOME
Osceola County, FL Homes for Sale
Welcome to your DREAM VACATION HOME in the highly sought-after, Airbnb-friendly resort community of Windsor at Westside. This property comes with strong rental history and over $40,000 in updates to the home which were just done in 2024! This exceptional vacation home stands out for several reason. The prime location of this property, stunning water views, and numerous recent upgrades. Ideally situated just steps from the clubhouse, gym, pool, and restaurant, convenience is at your doorstep. Enjoy water views from the front of the home and multiple rooms inside. Unlike many other short-term rentals on the market this home was recently updated. Recent upgrades include all-new appliances,

$610,000

6 beds4.5 baths3,142 sq ft

8869 Rhodes St, Kissimmee, FL 34747

Private pool • Open concept kitchen • Hot tub

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Escape to your own slice of paradise with this beautiful home situated on over half an acre directly on East Lake Toho. This property is perfect for outdoor enthusiasts and anyone looking to unwind. Enjoy the all St. Cloud Lakefront events from your back yard! Fireworks and Festivals, oh my! This charming residence boasts 3 spacious bedrooms and 2 elegantly redesigned bathrooms, combining comfort with modern style. The upgraded kitchen features exquisite stone countertops and stainless steel appliances, ideal for culinary adventures and gatherings. Enjoy seamless indoor outdoor living with brand new French doors off the family room, office, and primary bedroom, flooding the space with natu

$670,700

3 beds2 baths2,252 sq ft

4321 Rummell Rd, Saint Cloud, FL 34769

Over half an acre • Lakefront events • Stone countertops

3D WALKTHROUGH

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Welcome to 1270 Celebration Avenue, a charming and well-maintained 2-bedroom home located in one of Celebration’s most desired areas, directly across from scenic walking trails. Enjoy a large private yard and truly carefree living, with the association covering lawn care, pest control, roof, and exterior maintenance—perfect for full-time residents or a low-maintenance second home. This home has been thoughtfully updated with numerous recent improvements, offering peace of mind for years to come. Highlights include a new AC system (2024), new water heater (2022), sump pump installed (2023), and roof replaced by the HOA (2018). The exterior was freshly painted by the HOA in 2024,

$495,000

2 beds2.5 baths1,440 sq ft

1270 Celebration Ave, Kissimmee, FL 34747

New water heater • Private yard • New ac system

ABOUT THIS HOME
Osceola County, FL Homes for Sale
This bright, gated first-floor condo is perfect for investors or owner-occupants seeking flexibility! You’ll love the open 3-bed, 2-bath layout with sleek laminate floors, soaring ceilings and a spacious eat-in kitchen featuring a granite breakfast bar. The oversized great room easily accommodates both living and dining areas. Located just 7 miles from Disney and zoned for short-term rentals, you’re never far from top attractions like SeaWorld, Universal Studios and Gatorland. Shop ’til you drop at The Loop or Orlando Vineland Premium Outlets, just minutes away. The community delivers resort-style living: stay active in the gym, tennis or basketball courts; dive into the p

$244,900

3 beds2 baths1,202 sq ft

2798 Club Cortile Cir Unit A, Kissimmee, FL 34746

Open layout • Oversized great room • $375 HOA

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Live like a champion in this stunning and timeless 3-bedroom, 2.5-bath townhouse. Designed with elegance and modern convenience, the spacious kitchen overlooks the expansive great room and dining area, creating a perfect space for entertaining and everyday living. With a combination of tile and carpet flooring, a garage, and proximity to world-class amenities, this property exudes both comfort and refinement. Residents enjoy exclusive access to the Vista Club, featuring a heated pool and spa, game room, golf simulator, fitness center, and more. Additionally, residents have access to the Oasis Club, a 14,000 sq ft clubhouse that includes a restaurant, movie theater, fitness center, game room

$299,000

3 beds2.5 baths1,912 sq ft

8503 Arcadia Ln, Davenport, FL 33896

Fitness center • Spacious kitchen • Expansive great room

Property at 1200 Massachusetts Ave, Saint Cloud, FL 34769, 2 beds, 2 baths

$184,500

2 beds2 baths1,119 sq ft

1200 Massachusetts Ave, Saint Cloud, FL 34769

Property at 130 Harness Ln, Kissimmee, FL 34743, 4 beds, 3 baths

$475,000

4 beds3 baths1,775 sq ft

130 Harness Ln, Kissimmee, FL 34743

Property at 3308 Primrose Willow Dr, Saint Cloud, FL 34773, 4 beds, 2.5 baths

$425,000

4 beds2.5 baths2,552 sq ft

3308 Primrose Willow Dr, Saint Cloud, FL 34773

Property at 2601 Blowing Breeze Ave, Kissimmee, FL 34744, 4 beds, 2 baths

$370,000

4 beds2 baths1,580 sq ft

2601 Blowing Breeze Ave, Kissimmee, FL 34744

Property at 3964 Carrick Bend Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$509,990

4 beds3 baths2,424 sq ft

3964 Carrick Bend Dr, Kissimmee, FL 34746

Property at 7649 Fairfax Dr, Kissimmee, FL 34747, 8 beds, 6.5 baths

$849,900

8 beds6.5 baths3,609 sq ft

7649 Fairfax Dr, Kissimmee, FL 34747

Property at 9092 Sommerset Hills Dr, Davenport, FL 33896, 7 beds, 6 baths

$695,000

7 beds6 baths3,843 sq ft

9092 Sommerset Hills Dr, Davenport, FL 33896

Property at 2360 Eagle Talon Ct, Kissimmee, FL 34746, 4 beds, 3 baths

$550,000

4 beds3 baths2,604 sq ft

2360 Eagle Talon Ct, Kissimmee, FL 34746

Property at 5271 Brydon Woods Cir, Saint Cloud, FL 34771, 5 beds, 3 baths

$530,000

5 beds3 baths2,677 sq ft

5271 Brydon Woods Cir, Saint Cloud, FL 34771

Property at 3680 Circle Hook St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$259,900

3 beds2.5 baths1,365 sq ft

3680 Circle Hook St, Kissimmee, FL 34746

Property at 2045 Rankin St, Kindred, FL 34744, 4 beds, 3 baths

$524,900

4 beds3 baths2,142 sq ft

2045 Rankin St, Kindred, FL 34744

Property at 4213 Paragprah Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$949,000

8 beds5 baths4,289 sq ft

4213 Paragprah Dr, Kissimmee, FL 34746

Property at 8623 Wellington Loop, Kissimmee, FL 34747, 3 beds, 2 baths

$369,000

3 beds2 baths1,492 sq ft

8623 Wellington Loop, Kissimmee, FL 34747

Property at 2731 Creekmore Ct, Kissimmee, FL 34746, 3 beds, 2 baths

$355,000

3 beds2 baths1,474 sq ft

2731 Creekmore Ct, Kissimmee, FL 34746

Property at 3028 Parkway Blvd #105, Kissimmee, FL 34747, 2 beds, 2 baths

$241,000

2 beds2 baths937 sq ft

3028 Parkway Blvd #105, Kissimmee, FL 34747

Property at 3523 Forest Park Dr, Kissimmee, FL 34746, 4 beds, 2.5 baths

$580,000

4 beds2.5 baths2,123 sq ft

3523 Forest Park Dr, Kissimmee, FL 34746

Property at 1700 Missouri Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$290,000

3 beds2 baths1,494 sq ft

1700 Missouri Ave, Saint Cloud, FL 34769

Property at 6805 Sundrop St, Harmony, FL 34773, 3 beds, 2 baths

$349,900

3 beds2 baths1,617 sq ft

6805 Sundrop St, Harmony, FL 34773

Property at 1797 Red Canyon Dr, Kindred, FL 34744, 3 beds, 2.5 baths

$329,900

3 beds2.5 baths1,870 sq ft

1797 Red Canyon Dr, Kindred, FL 34744

Property at 4686 Tribute Trl #4686, Kissimmee, FL 34746, 3 beds, 2.5 baths

$385,000

3 beds2.5 baths1,797 sq ft

4686 Tribute Trl #4686, Kissimmee, FL 34746

Property at 2317 Tay Wes Dr, Saint Cloud, FL 34771, 3 beds, 2 baths

$385,500

3 beds2 baths1,608 sq ft

2317 Tay Wes Dr, Saint Cloud, FL 34771

Property at 4899 Sparrow Dr, Saint Cloud, FL 34772, 4 beds, 2.5 baths

$630,000

4 beds2.5 baths2,498 sq ft

4899 Sparrow Dr, Saint Cloud, FL 34772

Property at 4801 Apple Blossom Ln, Saint Cloud, FL 34771, 4 beds, 3 baths

$350,000

4 beds3 baths1,928 sq ft

4801 Apple Blossom Ln, Saint Cloud, FL 34771

Property at 4221 Paragraph Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$949,000

8 beds5 baths4,289 sq ft

4221 Paragraph Dr, Kissimmee, FL 34746

Property at 8103 Coconut Palm Way #302, Kissimmee, FL 34747, 2 beds, 2 baths

$232,500

2 beds2 baths1,022 sq ft

8103 Coconut Palm Way #302, Kissimmee, FL 34747

Property at 2737 Pleasant Cypress Cir, Kissimmee, FL 34741, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,771 sq ft

2737 Pleasant Cypress Cir, Kissimmee, FL 34741

Property at 2952 Lucayan Harbour Cir #106, Kissimmee, FL 34746, 3 beds, 2 baths

$288,999

3 beds2 baths1,300 sq ft

2952 Lucayan Harbour Cir #106, Kissimmee, FL 34746

Property at 2526 Volta Cir, Kissimmee, FL 34746, 3 beds, 2 baths

$359,999

3 beds2 baths1,949 sq ft

2526 Volta Cir, Kissimmee, FL 34746

Property at 1490 Woodmont Blvd, Kissimmee, FL 34746, 5 beds, 2.5 baths

$469,900

5 beds2.5 baths2,060 sq ft

1490 Woodmont Blvd, Kissimmee, FL 34746

Property at 2956 Penelope Loop, Kissimmee, FL 34746, 8 beds, 5 baths

$949,000

8 beds5 baths4,289 sq ft

2956 Penelope Loop, Kissimmee, FL 34746

Property at 1514 Wisconsin Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$324,900

3 beds2 baths1,415 sq ft

1514 Wisconsin Ave, Saint Cloud, FL 34769

Property at 8851 Geneve Ct, Kissimmee, FL 34747, 5 beds, 4.5 baths

$419,000

5 beds4.5 baths2,265 sq ft

8851 Geneve Ct, Kissimmee, FL 34747

Property at 1615 Shepherd Ln, Intercession City, FL 33848, 2 beds, 2 baths

$220,000

2 beds2 baths541 sq ft

1615 Shepherd Ln, Intercession City, FL 33848

Property at 3180 Paradox Cir #108, Kissimmee, FL 34746, 3 beds, 2 baths

$389,000

3 beds2 baths1,329 sq ft

3180 Paradox Cir #108, Kissimmee, FL 34746

Property at 2395 Rama Dr, Kissimmee, FL 34746, 15 beds, 16 baths

$1,650,000

15 beds16 baths6,249 sq ft

2395 Rama Dr, Kissimmee, FL 34746

Property at 4403 Twisted Twig Bnd, Kissimmee, FL 34746, 3 beds, 2 baths

$380,000

3 beds2 baths1,432 sq ft

4403 Twisted Twig Bnd, Kissimmee, FL 34746

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Based on information submitted to the MLS GRID as of Mon Jan 05 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
$390,000
Lake Hamilton homes for sale
$315,995
Dundee homes for sale
$314,535
Frostproof homes for sale
$299,945
Loughman homes for sale
$384,500
Indian Lake Estates homes for sale
$349,000
Haines City homes for sale
$329,990
Poinciana homes for sale
$310,000
St. Cloud homes for sale
$418,990
Lake Wales homes for sale
$285,000
Orlando homes for sale
$340,000
Kissimmee homes for sale
$345,000
Babson Park homes for sale
$289,000
Davenport homes for sale
$330,000
Winter Haven homes for sale
$310,245

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)

$405,000

+3.8% YoY | Nov 2025

1 year
3 year
5 year

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

Location

Data

Nov 2025

Growth

% YoY

Osceola County, FL

$405,000

+3.8%

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