Osceola County, FL homes for sale & real estate

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ABOUT THIS HOME
Osceola County, FL Homes for Sale
Welcome to 229 Churchill Ct, a spacious home nestled in the heart of Kissimmee, FL. This inviting house features three generously sized bedrooms and two full bathrooms, providing ample space for personal comfort and privacy. With a living area encompassing 1825 square feet, the layout is thoughtfully designed to accommodate a variety of needs and lifestyles. The property sits on a substantial almost 1/2 acre lot 0.416-acre lot, Pie Shape Lot, offering plenty of outdoor space for relaxation or entertaining. Whether you are enjoying the spacious interiors or the expansive outdoor area, this property accords an abundance of possibilities. The location in Kissimmee ensures close proximity to lo

$339,000

3 beds2 baths1,825 sq ft

229 Churchill Ct, Kissimmee, FL 34758

Pie shape lot • Community amenities • Outdoor space

ABOUT THIS HOME
Osceola County, FL Homes for Sale
* * * BEAUTIFUL PROPERTY LOCATED IN BROADMOOR COMMUNITY * * * Completely renovated, brand new stucco walls, new electrical panel, new bathrooms, new kitchen cabinets, and new flooring in the whole house. Easy to show. The house is almost 2300 sq ft, 5 Bedrooms, 3 Full baths, and a separate family room, besides a combined huge living room and dining room. Come to see this property; you are sure to be impressed.

$299,900

5 beds3 baths2,280 sq ft

308 Evandee Ct, Kissimmee, FL 34758

Broadmoor community • New flooring • New kitchen cabinets

OPEN NOV 21, 11AM TO 2PM

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Make your next move with $12,000 toward closing costs, plus an additional brokerage credit of your loan amount when financing through the preferred lender. Incentives are subject to the terms and limitations below. Welcome to 2835 Harmonia Hammock Road in St. Cloud, where an open layout, a spacious kitchen, and inviting gathering spaces bring everyday comfort together. The kitchen anchors the main living area with granite countertops, stainless steel appliances, ample cabinetry, and a generous island with seating. Its connection to the dining and living areas makes everything from morning coffee to dinner with guests feel effortless. Neutral tile flooring throughout the main living areas of

$455,000

5 beds3 baths2,626 sq ft

2835 Harmonia Hammock Rd, Harmony, FL 34773

Generous island • Ample cabinetry • Spacious kitchen

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Turnkey, income-ready vacation home in Windsor at Westside, a gated resort community in Kissimmee and one of the area’s most popular destinations for short-term rentals. This fully furnished 5-bedroom, 4.5-bath residence combines resort-style living with proven guest appeal, making it an exceptional opportunity for investors and second-home buyers alike. The open-concept living area is filled with natural light and flows into a modern kitchen with stainless steel appliances and generous space for group dining and entertaining. Five spacious bedrooms comfortably accommodate large groups, including two custom character-themed bedrooms that create a memorable guest experience and help th

$409,990

5 beds4.5 baths2,263 sq ft

8843 Geneve Ct, Kissimmee, FL 34747

Resort clubhouse • Zero entry pool • Modern kitchen

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Enjoy this beautiful home in the Harmony community! Built less than two years ago, this nearly new home features an open floor plan, abundant natural light, neutral finishes, a spacious primary suite, flexible living spaces, and smart-home wiring. The covered lanai overlooks a fully fenced backyard that can be used for relaxing or entertaining. Residents have access to a community pool, splash pad, clubhouse, fitness center, playground, dog park, and walking and biking trails. Located near US-192, with access to shopping, dining, major attractions, and Florida's East Coast beaches. Schedule your showing today! This is a Fannie Mae HomePath property.

$335,000

3 beds2 baths1,501 sq ft

7112 Mottled Duck Dr, Harmony, FL 34773

Open floor plan • Smart-home wiring • Community pool

Property at 1586 Carey Palm Cir, Kissimmee, FL 34747, 4 beds, 4.5 baths

$449,500

4 beds4.5 baths2,090 sq ft

1586 Carey Palm Cir, Kissimmee, FL 34747

Property at 7732 Bent Tree Loop, Harmony, FL 34773, 4 beds, 2 baths

$392,900

4 beds2 baths1,820 sq ft

7732 Bent Tree Loop, Harmony, FL 34773

Property at 2493 Datura Loop, Saint Cloud, FL 34772, 2 beds, 2 baths

$330,000

2 beds2 baths1,464 sq ft

2493 Datura Loop, Saint Cloud, FL 34772

Property at 6562 Barnstorm Way, Saint Cloud, FL 34771, 3 beds, 2 baths

$519,900

3 beds2 baths1,881 sq ft

6562 Barnstorm Way, Saint Cloud, FL 34771

Property at 8882 Geneve Ct, Kissimmee, FL 34747, 4 beds, 3.5 baths

$415,000

4 beds3.5 baths2,102 sq ft

8882 Geneve Ct, Kissimmee, FL 34747

Property at 8900 Shine Dr, Kissimmee, FL 34747, 4 beds, 3 baths

$354,900

4 beds3 baths1,694 sq ft

8900 Shine Dr, Kissimmee, FL 34747

Property at 574 Windy Willow Way, Saint Cloud, FL 34771, 4 beds, 2.5 baths

$397,040

4 beds2.5 baths2,066 sq ft

574 Windy Willow Way, Saint Cloud, FL 34771

Property at 2579 Clear Night Ave, Kissimmee, FL 34744, 3 beds, 2 baths

$499,100

3 beds2 baths1,943 sq ft

2579 Clear Night Ave, Kissimmee, FL 34744

Property at 4970 Strand St, Kissimmee, FL 34758, 4 beds, 3 baths

$458,900

4 beds3 baths1,950 sq ft

4970 Strand St, Kissimmee, FL 34758

Property at 7083 Mottled Duck Dr, Harmony, FL 34773, 3 beds, 2 baths

$367,993

3 beds2 baths1,501 sq ft

7083 Mottled Duck Dr, Harmony, FL 34773

Property at 3170 Tamarind Cir, Kissimmee, FL 34747, 2 beds, 2 baths

$270,000

2 beds2 baths1,012 sq ft

3170 Tamarind Cir, Kissimmee, FL 34747

Property at 1601 Groveline Rd, Saint Cloud, FL 34771, 4 beds, 2 baths

$445,000

4 beds2 baths1,839 sq ft

1601 Groveline Rd, Saint Cloud, FL 34771

Property at 9113 Hooton Way, Davenport, FL 33896, 5 beds, 3 baths

$513,000

5 beds3 baths2,566 sq ft

9113 Hooton Way, Davenport, FL 33896

Property at 3081 Beach Palm Ave, Kissimmee, FL 34747, 4 beds, 3 baths

$365,000

4 beds3 baths1,902 sq ft

3081 Beach Palm Ave, Kissimmee, FL 34747

Property at 5030 Orinoco Ln, St Cloud, FL 34771, 4 beds, 3 baths

$423,990

4 beds3 baths2,055 sq ft

5030 Orinoco Ln, St Cloud, FL 34771

Property at 8971 Coco Palm Rd, Kissimmee, FL 34747, 4 beds, 3 baths

$440,000

4 beds3 baths1,884 sq ft

8971 Coco Palm Rd, Kissimmee, FL 34747

Property at 7624 Bent Tree Loop, Harmony, FL 34773, 3 beds, 2 baths

$366,900

3 beds2 baths1,780 sq ft

7624 Bent Tree Loop, Harmony, FL 34773

Property at 6712 Rucksack Rd, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$544,990

4 beds3.5 baths2,776 sq ft

6712 Rucksack Rd, Saint Cloud, FL 34771

Property at 1306 Twelve Oaks Rd, Saint Cloud, FL 34771, 4 beds, 3 baths

$439,990

4 beds3 baths2,510 sq ft

1306 Twelve Oaks Rd, Saint Cloud, FL 34771

Property at 880 Livestock Loop, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths2,244 sq ft

880 Livestock Loop, Saint Cloud, FL 34771

Property at 7678 Bent Tree Loop, Harmony, FL 34773, 3 beds, 2 baths

$378,900

3 beds2 baths1,970 sq ft

7678 Bent Tree Loop, Harmony, FL 34773

Property at 4790 Goodmans Bay Dr, Kissimmee, FL 34758, 3 beds, 2.5 baths

$349,990

3 beds2.5 baths1,866 sq ft

4790 Goodmans Bay Dr, Kissimmee, FL 34758

Property at 7696 Bent Tree Loop, Harmony, FL 34773, 3 beds, 2 baths

$378,900

3 beds2 baths1,970 sq ft

7696 Bent Tree Loop, Harmony, FL 34773

Property at 5847 Freshwater Canyon Dr, Saint Cloud, FL 34771, 4 beds, 2 baths

$426,980

4 beds2 baths1,819 sq ft

5847 Freshwater Canyon Dr, Saint Cloud, FL 34771

Property at 6855 Yellow Warbler Bnd, Harmony, FL 34773, 5 beds, 4.5 baths

$554,990

5 beds4.5 baths3,102 sq ft

6855 Yellow Warbler Bnd, Harmony, FL 34773

Property at 2702 Midsweet Ave, Saint Cloud, FL 34772, 2 beds, 2 baths

$493,560

2 beds2 baths1,917 sq ft

2702 Midsweet Ave, Saint Cloud, FL 34772

Property at 4435 Elliots Astor Blvd, Saint Cloud, FL 34772, 3 beds, 2.5 baths

$324,990

3 beds2.5 baths1,823 sq ft

4435 Elliots Astor Blvd, Saint Cloud, FL 34772

Property at 1830 Horsetail Dr, Saint Cloud, FL 34771, 5 beds, 3 baths

$479,990

5 beds3 baths2,434 sq ft

1830 Horsetail Dr, Saint Cloud, FL 34771

Property at 7708 Bent Tree Loop, Harmony, FL 34773, 3 beds, 2 baths

$381,900

3 beds2 baths1,780 sq ft

7708 Bent Tree Loop, Harmony, FL 34773

Property at 335 Steed Gait Loop, Saint Cloud, FL 34772, 4 beds, 3.5 baths

$699,900

4 beds3.5 baths2,394 sq ft

335 Steed Gait Loop, Saint Cloud, FL 34772

Property at 931 Livestock Loop, Saint Cloud, FL 34771, 3 beds, 2 baths

$408,000

3 beds2 baths1,709 sq ft

931 Livestock Loop, Saint Cloud, FL 34771

Property at 6832 Cranes Roost Rd, Harmony, FL 34773, 5 beds, 3 baths

$460,000

5 beds3 baths2,626 sq ft

6832 Cranes Roost Rd, Harmony, FL 34773

Property at 6366 Rover Way, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$598,772

3 beds2.5 baths2,120 sq ft

6366 Rover Way, Saint Cloud, FL 34771

Property at 6783 Yellow Warbler Bnd, Harmony, FL 34773, 5 beds, 3.5 baths

$559,990

5 beds3.5 baths3,120 sq ft

6783 Yellow Warbler Bnd, Harmony, FL 34773

Property at 4863 Cross Prairie Pkwy, Saint Cloud, FL 34772, 3 beds, 2.5 baths

$319,000

3 beds2.5 baths1,608 sq ft

4863 Cross Prairie Pkwy, Saint Cloud, FL 34772

Property at 3086 Bonfire Path, St Cloud, FL 34771, 3 beds, 2.5 baths

$467,990

3 beds2.5 baths1,993 sq ft

3086 Bonfire Path, St Cloud, FL 34771

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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%

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10 Redfin agents serving Osceola County

238

Deals*

4.9

Satisfaction

1221

Homes closed*

* Data from the last year

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