Osceola County, FL homes for sale & real estate

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ABOUT THIS HOME
Osceola County, FL Homes for Sale
Virtually Staged. Pond views through the trees, a screened paver patio, and mature fruit trees make the backyard a highlight of this three-bedroom, two-bath home in gated North Point. Inside, 1,941 square feet unfold across a single-story layout with separate front gathering rooms, an open kitchen and rear living area, and a primary suite with its own patio access. Fresh interior paint and recently updated major systems complement the home's architectural detail. A paver driveway and recessed entry lead to arched openings, decorative columns, and tray ceilings that give the front rooms definition without closing them off. The family room sits beside the foyer, with a bay-style arrangement o

$465,000

3 beds2 baths1,941 sq ft

4419 Azure Isle Way, Kissimmee, FL 34744

Mature fruit trees • Arched openings • Paver driveway

ABOUT THIS HOME
Osceola County, FL Homes for Sale
JUST LISTED! Welcome to this 2023-built, single-story home in Deer Run Estates, offering 4 bedrooms, 2 full bathrooms, 1,983 square feet of heated living space and a 2-car garage. The open floor plan features a split-bedroom design, vaulted ceilings, ceiling fans, and a spacious primary suite with a walk-in closet. Ceramic tile flooring flows through the main living areas, with carpet in the bedrooms. The kitchen features a large center island, dark cabinetry, and stainless-steel appliances including a refrigerator, range, microwave, and dishwasher. A dedicated interior laundry room adds everyday convenience. Outside, enjoy a vinyl-fenced backyard and covered patio. Deer Run Estates offers

$395,000

4 beds2 baths1,983 sq ft

3799 Whitetail Ct, Saint Cloud, FL 34772

Open floor plan • Vinyl fenced yard • Walk-in closet

ABOUT THIS HOME
Osceola County, FL Homes for Sale
This fully furnished 5-bedroom, 5-bathroom pool home offers the perfect blend of comfort, entertainment, and flexibility within the guard-gated ChampionsGate Resort community. The open-concept floor plan features high ceilings, spacious living and dining areas, and two full bedrooms and bathrooms on the first floor—ideal for families and guests. Upstairs, themed Star Wars and Harry Potter bedrooms add a memorable touch, while the generous loft provides the perfect space for games, movies, or a separate area for kids to hang out. Step outside to your private screened pool and spa with a covered lanai—the perfect place to relax, dine outdoors, or unwind after a day at the parks. R

$580,000

5 beds5 baths3,015 sq ft

9159 Sommerset Hills Dr, Davenport, FL 33896

Lazy river • Covered lanai • 4,792 sq ft lot

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Welcome to this beautifully furnished 5-bedroom, 4-bathroom pool home in the sought-after Windsor at Westside Resort! SHORT-TERM RENTAL ALLOWED. .. .. .. . Situated on a desirable corner lot, this spacious two-story property offers an open-concept layout designed for comfortable living, entertaining, and relaxing. The home comfortably accommodates up to 14 guests and features generous living spaces throughout. The first-floor primary suite provides a private retreat, while the well-appointed kitchen showcases granite countertops, stainless steel appliances, and a large island overlooking the dining and living areas. Enjoy the ultimate resort lifestyle with access to a zero-entry pool, water

$499,000

5 beds4 baths2,492 sq ft

2462 Dubai St, Kissimmee, FL 34747

Large island • Granite countertops • Corner lot

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven STR History Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 340 Southfield St, a top-performing 12-bedroom, 12-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 26 guests comfortably, this high-performing asset is a premier choice for large group travel, corporate retreats, and destina

$1,500,000

12 beds12.5 baths6,351 sq ft

340 Southfield St, Kissimmee, FL 34747

Turnkey condition • 9,148 sq ft lot • 5 parking spots

Property at 4175 Oakwood Dr, Saint Cloud, FL 34772, 2 beds, 1 bath

$329,000

2 beds1 bath1,350 sq ft

4175 Oakwood Dr, Saint Cloud, FL 34772

Property at 1002 Coyote Creek Way, Reunion, FL 34747, 4 beds, 4 baths

$3,950,000

4 beds4 baths5,162 sq ft

1002 Coyote Creek Way, Reunion, FL 34747

Property at 7107 Red Lantern Dr #7107, St Cloud, FL 34773, 2 beds, 2 baths

$209,900

2 beds2 baths1,316 sq ft

7107 Red Lantern Dr #7107, St Cloud, FL 34773

Property at 1323 Seven Eagles Ct #102, Reunion, FL 34747, 1 bed, 1 bath

$195,000

1 bed1 bath823 sq ft

1323 Seven Eagles Ct #102, Reunion, FL 34747

Property at 4594 Hickory Tree Rd, Saint Cloud, FL 34772, 4 beds, 3 baths

$1,499,999

4 beds3 baths3,504 sq ft

4594 Hickory Tree Rd, Saint Cloud, FL 34772

Property at 5019 Down Ct, Saint Cloud, FL 34772, 5 beds, 3.5 baths

$659,000

5 beds3.5 baths3,854 sq ft

5019 Down Ct, Saint Cloud, FL 34772

Property at 9033 Flamingo Key Way, Kissimmee, FL 34747, 6 beds, 4.5 baths

$530,000

6 beds4.5 baths2,987 sq ft

9033 Flamingo Key Way, Kissimmee, FL 34747

Property at 2771 Sunnyvale St, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$465,000

4 beds3.5 baths2,736 sq ft

2771 Sunnyvale St, Saint Cloud, FL 34771

Property at 137 S Roma Way, Kissimmee, FL 34746, 5 beds, 2.5 baths

$530,000

5 beds2.5 baths2,497 sq ft

137 S Roma Way, Kissimmee, FL 34746

Property at 1533 Cypress Woods Cir, Saint Cloud, FL 34772, 3 beds, 2 baths

$329,900

3 beds2 baths1,216 sq ft

1533 Cypress Woods Cir, Saint Cloud, FL 34772

Property at 2436 Blowing Breeze Ave, Kissimmee, FL 34744, 4 beds, 3.5 baths

$506,000

4 beds3.5 baths2,764 sq ft

2436 Blowing Breeze Ave, Kissimmee, FL 34744

Property at 1622 Windsor Oak Ct, Kissimmee, FL 34744, 3 beds, 2.5 baths

$275,000

3 beds2.5 baths1,380 sq ft

1622 Windsor Oak Ct, Kissimmee, FL 34744

Property at 2460 White Poppy Dr, Kissimmee, FL 34747, 6 beds, 3 baths

$560,000

6 beds3 baths2,626 sq ft

2460 White Poppy Dr, Kissimmee, FL 34747

Property at 3140 Via Otero Dr, Kissimmee, FL 34744, 3 beds, 2.5 baths

$320,000

3 beds2.5 baths1,540 sq ft

3140 Via Otero Dr, Kissimmee, FL 34744

Property at 625 Overpool Ave, Davenport, FL 33896, 4 beds, 2 baths

$435,000

4 beds2 baths1,983 sq ft

625 Overpool Ave, Davenport, FL 33896

Property at 771 Drop Shot Dr, Davenport, FL 33896, 5 beds, 5 baths

$550,000

5 beds5 baths3,081 sq ft

771 Drop Shot Dr, Davenport, FL 33896

Property at 1438 Pro Shop Ct, Davenport, FL 33896, 5 beds, 3 baths

$825,000

5 beds3 baths3,284 sq ft

1438 Pro Shop Ct, Davenport, FL 33896

Property at 7581 Brooklyn Dr, Kissimmee, FL 34747, 4 beds, 4.5 baths

$499,900

4 beds4.5 baths2,356 sq ft

7581 Brooklyn Dr, Kissimmee, FL 34747

Property at 3201 Tranquil Trl, Kissimmee, FL 34747, 3 beds, 3 baths

$389,000

3 beds3 baths1,372 sq ft

3201 Tranquil Trl, Kissimmee, FL 34747

Property at 255 Gardenia Rd, Kissimmee, FL 34743, 3 beds, 2 baths

$339,000

3 beds2 baths1,168 sq ft

255 Gardenia Rd, Kissimmee, FL 34743

Property at 7593 Gathering Dr #801, Reunion, FL 34747, 2 beds, 2 baths

$369,900

2 beds2 baths1,432 sq ft

7593 Gathering Dr #801, Reunion, FL 34747

Property at 5116 Dominica Dr, Kissimmee, FL 34746, 3 beds, 3 baths

$280,000

3 beds3 baths1,394 sq ft

5116 Dominica Dr, Kissimmee, FL 34746

Property at 2129 Jessa Dr, Kissimmee, FL 34743, 4 beds, 2.5 baths

$380,000

4 beds2.5 baths1,577 sq ft

2129 Jessa Dr, Kissimmee, FL 34743

Property at Undisclosed address, Kissimmee, FL 34741, 9 beds, 9.5 baths

$950,000

9 beds9.5 baths4,095 sq ft

Undisclosed address, Kissimmee, FL 34741

Property at 4104 Gooseberry Trl, Kissimmee, FL 34746, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,516 sq ft

4104 Gooseberry Trl, Kissimmee, FL 34746

Property at 401 Chancellor Ct, Saint Cloud, FL 34769, 3 beds, 2.5 baths

$430,000

3 beds2.5 baths1,901 sq ft

401 Chancellor Ct, Saint Cloud, FL 34769

Property at 7505 Mourning Dove Cir #302, Reunion, FL 34747, 3 beds, 2 baths

$295,000

3 beds2 baths1,354 sq ft

7505 Mourning Dove Cir #302, Reunion, FL 34747

Property at 7969 Hanson Bay Pl, Kissimmee, FL 34747, 3 beds, 2.5 baths

$749,000

3 beds2.5 baths2,194 sq ft

7969 Hanson Bay Pl, Kissimmee, FL 34747

Property at 7664 Comrow St #202, Kissimmee, FL 34747, 2 beds, 2 baths

$275,000

2 beds2 baths1,081 sq ft

7664 Comrow St #202, Kissimmee, FL 34747

Property at 7656 Whisper Way #103, Reunion, FL 34747, 3 beds, 3 baths

$290,000

3 beds3 baths1,630 sq ft

7656 Whisper Way #103, Reunion, FL 34747

Property at 2912 Protagonist St, Kissimmee, FL 34746, 6 beds, 5 baths

$629,000

6 beds5 baths3,343 sq ft

2912 Protagonist St, Kissimmee, FL 34746

Property at 3048 Seaview Castle Dr, Kissimmee, FL 34746, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths1,872 sq ft

3048 Seaview Castle Dr, Kissimmee, FL 34746

Property at 2873 Matera Dr, Saint Cloud, FL 34771, 6 beds, 5.5 baths

$875,000

6 beds5.5 baths5,246 sq ft

2873 Matera Dr, Saint Cloud, FL 34771

Property at 5006 Riverside Way, Saint Cloud, FL 34771, 4 beds, 2 baths

$389,990

4 beds2 baths2,025 sq ft

5006 Riverside Way, Saint Cloud, FL 34771

Property at 7697 Heritage Crossing Way #101, Reunion, FL 34747, 3 beds, 2 baths

$279,990

3 beds2 baths1,344 sq ft

7697 Heritage Crossing Way #101, Reunion, FL 34747

Property at 8427 Secret Key Cv, Kissimmee, FL 34747, 7 beds, 4.5 baths

$630,000

7 beds4.5 baths2,914 sq ft

8427 Secret Key Cv, Kissimmee, FL 34747

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Based on information submitted to the MLS GRID as of Thu Sep 24 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
$425,000
Lake Hamilton homes for sale
$335,595
Dundee homes for sale
$293,990
Frostproof homes for sale
$270,000
Loughman homes for sale
$389,500
Indian Lake Estates homes for sale
$350,000
Haines City homes for sale
$327,450
Poinciana homes for sale
$290,000
St. Cloud homes for sale
$385,500
Lake Wales homes for sale
$267,990
Orlando homes for sale
$354,945
Kissimmee homes for sale
$345,000
Babson Park homes for sale
$322,900
Davenport homes for sale
$324,900
Winter Haven homes for sale
$298,285

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%

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8 Redfin agents serving Osceola County

166

Deals*

4.9

Satisfaction

1099

Homes closed*

* Data from the last year

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