Osceola County, FL homes for sale & real estate

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NEW 1 HR AGO

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Welcome to this beautiful POOL HOME retreat in the heart of one of Kissimmee’s well-established communities. With NO HOA and NO CDD, this property offers rare flexibility and freedom, whether you're looking for a primary residence, a vacation getaway, or a high-earning SHORT-TERM RENTAL, AIRBNB, or long-term rental. The interior has been thoughtfully redesigned with modern finishes, an open layout, and an emphasis on light, flow, and comfort. Updated fixtures, contemporary design touches, and fresh surfaces throughout provide a move-in-ready experience. This FIVE BEDROOM residence features an inviting living space that seamlessly connects to the kitchen and dining areas, creating an i

$439,900

5 beds3 baths1,864 sq ft

1653 Oak Hill Trl, Kissimmee, FL 34747

No cdd • Pool home • Short-term rental

NEW 49 MINS AGO

$345,000

3 beds2 baths1,341 sq ft

412 Tarpon St, Kissimmee, FL 34744

Quartz countertops • Bright open layout • New shaker cabinets

OPEN SAT, 11AM TO 3PM

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Exquisite David Weekley Craftsman “The Grady” residence tucked away on a serene, tree-lined cul-de-sac and backing to a private conservation setting. This elegant 3-bedroom home, complemented by a spacious flex room/office and 2.5 baths, offers a rare blend of architectural charm and upscale modern living. The fully renovated kitchen and baths showcase premium finishes, including soft-close cabinetry, striking 42" upper cabinets, and designer accent lighting above the cabinets. An inviting eat-in kitchen flows effortlessly into a sun-drenched sunroom, creating an ideal space for refined entertaining or relaxed everyday living. Plantation shutters throughout and engineered w

$910,000

3 beds2.5 baths2,453 sq ft

1105 Banks Rose Ct, Kissimmee, FL 34747

Eat in kitchen • Premium finishes • Sun drenched sunroom

NEW 1 HR AGO

ABOUT THIS HOME
Osceola County, FL Homes for Sale
Discover your private sanctuary in the heart of St. Cloud. Welcome to a truly unique property that blends the peace of country living with the convenience of city access. Situated on a generous, fenced lot with mature landscaping, this custom 2-story home stands out with its charming stone façade, vinyl siding, and architectural character. Whether you have a boat, RV, or need space for a workshop, this property delivers with no HOA restrictions, a dedicated boat port/canopy, and a backyard utility sheds/workshops ready for your projects. * * Spacious Interiors with Character. * * Step inside to a grand living space featuring soaring vaulted ceilings and a dramatic open-rail stair

$630,000

4 beds2.5 baths2,498 sq ft

4899 Sparrow Dr, Saint Cloud, FL 34772

Unique stone façade • Screened lanai • Boat port

NEW 2 HRS AGO3D & VIDEO TOUR

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

Property at 337 Bogey Dr, Davenport, FL 33896, 4 beds, 3.5 baths

$389,900

4 beds3.5 baths1,954 sq ft

337 Bogey Dr, Davenport, FL 33896

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 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 529 Greenbrier Ave, Kissimmee, FL 34747, 5 beds, 5 baths

$2,100,000

5 beds5 baths4,347 sq ft

529 Greenbrier Ave, Kissimmee, FL 34747

Property at 304 Cocoa Ct, Kissimmee, FL 34758, 4 beds, 2.5 baths

$360,000

4 beds2.5 baths2,844 sq ft

304 Cocoa Ct, Kissimmee, FL 34758

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 5322 Royal Pt, Kissimmee, FL 34746, 5 beds, 2.5 baths

$528,000

5 beds2.5 baths2,615 sq ft

5322 Royal Pt, Kissimmee, FL 34746

Property at 8007 Acadia Estates Ct, Kissimmee, FL 34747, 6 beds, 6.5 baths

$599,900

6 beds6.5 baths3,366 sq ft

8007 Acadia Estates Ct, Kissimmee, FL 34747

Property at 4321 Rummell Rd, Saint Cloud, FL 34769, 3 beds, 2 baths

$670,700

3 beds2 baths2,252 sq ft

4321 Rummell Rd, Saint Cloud, FL 34769

Property at 5024 Shady Pines Dr, Saint Cloud, FL 34772, 4 beds, 2 baths

$585,000

4 beds2 baths2,644 sq ft

5024 Shady Pines Dr, Saint Cloud, FL 34772

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 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 4760 Kings Castle Cir, Kissimmee, FL 34746, 5 beds, 5 baths

$625,900

5 beds5 baths3,081 sq ft

4760 Kings Castle Cir, Kissimmee, FL 34746

Property at 318 Plumwood Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$324,900

3 beds2 baths1,326 sq ft

318 Plumwood Cir, Kissimmee, FL 34743

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 231 Goldenrain Dr #101, Kissimmee, FL 34747, 2 beds, 2 baths

$389,000

2 beds2 baths1,320 sq ft

231 Goldenrain Dr #101, Kissimmee, FL 34747

Property at 2990 Protagonist St, Kissimmee, FL 34746, 4 beds, 3 baths

$459,000

4 beds3 baths1,914 sq ft

2990 Protagonist St, Kissimmee, FL 34746

Property at 8503 Arcadia Ln, Davenport, FL 33896, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths1,912 sq ft

8503 Arcadia Ln, Davenport, FL 33896

Property at 2761 Eagle Glen Cir, Kissimmee, FL 34746, 4 beds, 2 baths

$365,000

4 beds2 baths1,952 sq ft

2761 Eagle Glen Cir, Kissimmee, FL 34746

Property at 547 Brighton Ct, Kissimmee, FL 34758, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths2,691 sq ft

547 Brighton Ct, Kissimmee, FL 34758

Property at 1386 Olympic Club Blvd, Champions Gate, FL 33896, 4 beds, 3 baths

$599,000

4 beds3 baths2,287 sq ft

1386 Olympic Club Blvd, Champions Gate, FL 33896

Property at 5114 Sage Way, Kissimmee, FL 34758, 4 beds, 2 baths

$340,000

4 beds2 baths1,731 sq ft

5114 Sage Way, Kissimmee, FL 34758

$349,900

3 beds2 baths1,617 sq ft

6805 Sundrop St, Harmony, FL 34773

Property at 1396 Palmetto Dunes St, Davenport, FL 33896, 4 beds, 3 baths

$499,000

4 beds3 baths2,381 sq ft

1396 Palmetto Dunes St, Davenport, FL 33896

Property at 107 Grinnell Pl, Kissimmee, FL 34747, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths2,035 sq ft

107 Grinnell Pl, Kissimmee, FL 34747

Property at 1801 Eastern Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$475,000

3 beds2 baths2,027 sq ft

1801 Eastern Ave, Saint Cloud, FL 34769

Property at 4902 Monarch Ln, Kissimmee, FL 34746, 4 beds, 2.5 baths

$404,900

4 beds2.5 baths1,874 sq ft

4902 Monarch Ln, Kissimmee, FL 34746

Property at 8023 Acadia Estates Ct, Kissimmee, FL 34747, 7 beds, 6.5 baths

$595,000

7 beds6.5 baths2,884 sq ft

8023 Acadia Estates Ct, Kissimmee, FL 34747

Property at 4916 Parkview Dr, Saint Cloud, FL 34771, 5 beds, 3 baths

$775,000

5 beds3 baths3,138 sq ft

4916 Parkview Dr, Saint Cloud, FL 34771

Property at 701 Westpark Way #203, Kissimmee, FL 34747, 2 beds, 2 baths

$349,800

2 beds2 baths1,360 sq ft

701 Westpark Way #203, Kissimmee, FL 34747

Property at 4165 Key Colony Pl, Kissimmee, FL 34746, 4 beds, 2.5 baths

$385,000

4 beds2.5 baths2,156 sq ft

4165 Key Colony Pl, Kissimmee, FL 34746

Property at 1427 Thunderbird Rd, Davenport, FL 33896, 6 beds, 6 baths

$549,900

6 beds6 baths3,339 sq ft

1427 Thunderbird Rd, Davenport, FL 33896

Property at 8010 Tuscany Way #5101, Davenport, FL 33896, 3 beds, 2 baths

$195,000

3 beds2 baths1,244 sq ft

8010 Tuscany Way #5101, Davenport, FL 33896

Property at 1809 Edinburgh St, Kissimmee, FL 34743, 3 beds, 2 baths

$344,999

3 beds2 baths1,308 sq ft

1809 Edinburgh St, Kissimmee, FL 34743

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 2660 Breaker Ln, Kissimmee, FL 34746, 4 beds, 3.5 baths

$560,000

4 beds3.5 baths2,660 sq ft

2660 Breaker Ln, Kissimmee, FL 34746

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Based on information submitted to the MLS GRID as of Fri Jan 02 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
$313,999
Dundee homes for sale
$314,170
Frostproof homes for sale
$296,400
Loughman homes for sale
$389,745
Indian Lake Estates homes for sale
$340,000
Haines City homes for sale
$330,850
Poinciana homes for sale
$310,000
St. Cloud homes for sale
$418,000
Lake Wales homes for sale
$286,120
Orlando homes for sale
$329,000
Kissimmee homes for sale
$345,000
Babson Park homes for sale
$294,000
Davenport homes for sale
$330,000
Winter Haven homes for sale
$310,000

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)

$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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