Vintage homes for sale & real estate in Osceola County, FL

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ABOUT THIS HOME
Vintage Home for sale in Osceola County, FL:
This investor property offers two bedrooms and two bathrooms with 1,119 square feet of interior living space. The kitchen and dining area feature an open-concept layout with wooden cabinetry, and the home includes a dedicated laundry area for added convenience. Situated on a corner lot, the property features a front patio and open space at the rear, providing flexibility for outdoor use or future improvements. A detached one-car garage offers additional storage space. The property is in need of roof, ceiling, and general TLC repairs, presenting an excellent opportunity for renovation.

$184,500

2 beds2 baths1,119 sq ft

1200 Massachusetts Ave, Saint Cloud, FL 34769

Front patio • Corner lot • Open-concept layout

NEW 32 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Osceola County, FL:
WELCOME HOME! This beautifully maintained property is move-in ready and cared for by a dedicated owner. Ideally located between Kissimmee and Davenport, it offers easy access to theme parks, Orlando, and surrounding cities. Enjoy a spacious backyard and side yard—perfect for relaxation and outdoor enjoyment. Best of all, there is no HOA, allowing worry-free parking for large trucks, RVs, and boats. The roof has been recently replaced for added peace of mind. Contact your Realtor today to schedule a private showing!

$220,000

2 beds2 baths541 sq ft

1615 Shepherd Ln, Intercession City, FL 33848

Spacious backyard • Side yard • No hoa

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Osceola County, FL:
Welcome to 1121 Illinois Ave, a renovated and remodeled 5-bedroom, 2-bathroom home located in one of St. Cloud’s most convenient and charming areas. This home offers a well-designed, functional layout where the living room, dining area, and kitchen flow together seamlessly, creating an inviting space for everyday living. The kitchen features stainless steel appliances and ample cabinet storage, making it both practical and efficient. Each of the five bedrooms is generously sized, providing flexibility for a variety of living needs, including guest space, home offices, or multi-purpose rooms. Situated on an oversized corner lot sitting on over 1/4 acre, the fully fenced yard offers ple

$325,000

5 beds2 baths1,379 sq ft

1121 Illinois Ave, Saint Cloud, FL 34769

Oversized corner lot • Functional layout • Fully fenced yard

ABOUT THIS HOME
Vintage Home for sale in Osceola County, FL:
Excellent single family. Located in Kissimmee near shopping , schools and hospital. 2 bed rooms 1 full bath porch and much more . Priced to sell. Call to make an appointment .

$197,000

2 beds1 bath744 sq ft

1418 Bay St, Kissimmee, FL 34744

Near schools • Near hospital • Single family

ABOUT THIS HOME
Vintage Home for sale in Osceola County, FL:
Welcome to 1563 Immokalee St, a charming and move-in-ready property offering fully Renovated with new roof wiring, plumbing, AC, windows, bathrooms, kitchen. Nestled on a spacious lot with no HOA, this home is perfect for first-time buyers, downsizers, or investors looking for a well-maintained Florida retreat. Step inside to an inviting open layout featuring bright natural light, a comfortable living area, and an efficient floor plan ideal for everyday living. The kitchen offers ample cabinet storage, modern finishes, and easy access to the dining and living spaces—perfect for entertaining. Outside, enjoy a generous fully fenced yard with plenty of room for gardening, outdoor activit

$249,990

3 beds2 baths1,132 sq ft

1563 Immocalee St, Intercession City, FL 33848

Fully renovated • New plumbing • New wiring

Property at 903 N Forrest Ave, Kissimmee, FL 34741, 2 beds, 1 bath

$270,000

2 beds1 bath1,104 sq ft

903 N Forrest Ave, Kissimmee, FL 34741

Property at 2331 W Oak St, Kissimmee, FL 34741, 4 beds, 2 baths

$334,900

4 beds2 baths1,335 sq ft

2331 W Oak St, Kissimmee, FL 34741

Property at 1020 Wisconsin Ave, Saint Cloud, FL 34769, 4 beds, 3 baths

$519,900

4 beds3 baths2,288 sq ft

1020 Wisconsin Ave, Saint Cloud, FL 34769

Property at 6365 Woods St, Saint Cloud, FL 34771, 1 bed, 1 bath

$175,000

1 bed1 bath696 sq ft

6365 Woods St, Saint Cloud, FL 34771

Property at 305 E Miami Ter, Kissimmee, FL 34741, 2 beds, 2 baths

$220,990

2 beds2 baths970 sq ft

305 E Miami Ter, Kissimmee, FL 34741

Property at 314 E Fletcher St, Kissimmee, FL 34744, 2 beds, 2 baths

$234,900

2 beds2 baths768 sq ft

314 E Fletcher St, Kissimmee, FL 34744

Property at 420 Jacks Memorial Rd, Saint Cloud, FL 34769, 4 beds, 3 baths

$499,900

4 beds3 baths2,502 sq ft

420 Jacks Memorial Rd, Saint Cloud, FL 34769

Property at 1010 Mississippi Ave, Saint Cloud, FL 34769, 2 beds, 2 baths

$349,999

2 beds2 baths1,124 sq ft

1010 Mississippi Ave, Saint Cloud, FL 34769

Property at 1700 Evergreen St, Kissimmee, FL 34746, 3 beds, 2 baths

$287,990

3 beds2 baths1,048 sq ft

1700 Evergreen St, Kissimmee, FL 34746

Property at 1200 Connecticut Ave, Saint Cloud, FL 34769, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,821 sq ft

1200 Connecticut Ave, Saint Cloud, FL 34769

Property at 433 Pennsylvania Ave, Saint Cloud, FL 34769, 2 beds, 1 bath

$170,000

2 beds1 bath940 sq ft

433 Pennsylvania Ave, Saint Cloud, FL 34769

Property at 812 Bryan St, Kissimmee, FL 34741, 2 beds, 2 baths

$350,000

2 beds2 baths1,070 sq ft

812 Bryan St, Kissimmee, FL 34741

Property at 608 Indiana Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$345,000

3 beds2 baths1,604 sq ft

608 Indiana Ave, Saint Cloud, FL 34769

Property at 6254 Alligator Lk E, Saint Cloud, FL 34771, 5 beds, 2 baths

$668,500

5 beds2 baths3,547 sq ft

6254 Alligator Lk E, Saint Cloud, FL 34771

Property at 2515 N Beaumont Ave, Kissimmee, FL 34741, 3 beds, 1 bath

$269,900

3 beds1 bath984 sq ft

2515 N Beaumont Ave, Kissimmee, FL 34741

Property at 302 E Drury Ave, Kissimmee, FL 34744, 3 beds, 2 baths

$399,000

3 beds2 baths1,528 sq ft

302 E Drury Ave, Kissimmee, FL 34744

Property at 704 Mississippi Ave, Saint Cloud, FL 34769, 1 bed, 1 bath

$239,000

1 bed1 bath843 sq ft

704 Mississippi Ave, Saint Cloud, FL 34769

Property at 6115 Lake Lizzie Dr, Saint Cloud, FL 34771, 2 beds, 2.5 baths

$499,999

2 beds2.5 baths1,332 sq ft

6115 Lake Lizzie Dr, Saint Cloud, FL 34771

Property at 2571 Ames Haven Rd, Kissimmee, FL 34744, 4 beds, 3 baths

$749,900

4 beds3 baths2,556 sq ft

2571 Ames Haven Rd, Kissimmee, FL 34744

Property at 22 S Clyde Ave, Kissimmee, FL 34741, 9 beds, 6 baths

$1,100,000

9 beds6 baths4,685 sq ft

22 S Clyde Ave, Kissimmee, FL 34741

Property at 1519 Illinois Ave, Saint Cloud, FL 34769, 4 beds, 4 baths

$314,900

4 beds4 baths1,456 sq ft

1519 Illinois Ave, Saint Cloud, FL 34769

Property at 1705 Delaware Ave, Saint Cloud, FL 34769, 1 bed, 1 bath

$240,000

1 bed1 bath700 sq ft

1705 Delaware Ave, Saint Cloud, FL 34769

Property at 212 S Clyde Ave, Kissimmee, FL 34741, 4 beds, 3 baths

$999,000

4 beds3 baths3,492 sq ft

212 S Clyde Ave, Kissimmee, FL 34741

Property at 1510 New York Ave, Saint Cloud, FL 34769, 2 beds, 1 bath

$230,000

2 beds1 bath1,005 sq ft

1510 New York Ave, Saint Cloud, FL 34769

Property at 1317 W Emmett St, Kissimmee, FL 34741, 2 beds, 2 baths

$315,000

2 beds2 baths825 sq ft

1317 W Emmett St, Kissimmee, FL 34741

Property at 817 Ohio Ave, Saint Cloud, FL 34769, 4 beds, 2 baths

$600,000

4 beds2 baths1,950 sq ft

817 Ohio Ave, Saint Cloud, FL 34769

Property at 6210 Alligator Lake Shr E, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$785,000

3 beds2.5 baths2,520 sq ft

6210 Alligator Lake Shr E, Saint Cloud, FL 34771

Property at 1416 Ohio Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$359,000

3 beds2 baths1,492 sq ft

1416 Ohio Ave, Saint Cloud, FL 34769

Property at 1423 Massachusetts Ave, Saint Cloud, FL 34769, 2 beds, 1 bath

$199,990

2 beds1 bath1,080 sq ft

1423 Massachusetts Ave, Saint Cloud, FL 34769

Property at 1905 Emmett St, Kissimmee, FL 34741, 2 beds, 1 bath

$299,000

2 beds1 bath1,124 sq ft

1905 Emmett St, Kissimmee, FL 34741

Property at 658 Hudson St, Kissimmee, FL 34741, 3 beds, 1 bath

$279,000

3 beds1 bath1,176 sq ft

658 Hudson St, Kissimmee, FL 34741

Property at 1614 Verona St, Kissimmee, FL 34741, 3 beds, 1 bath

$270,000

3 beds1 bath1,086 sq ft

1614 Verona St, Kissimmee, FL 34741

Property at 1418 Massachussetts Ave, Saint Cloud, FL 34769, 2 beds, 2 baths

$239,000

2 beds2 baths806 sq ft

1418 Massachussetts Ave, Saint Cloud, FL 34769

Property at 410 Still St, Kissimmee, FL 34744, 2 beds, 1.5 baths

$299,000

2 beds1.5 baths960 sq ft

410 Still St, Kissimmee, FL 34744

Property at 1137 Shawnee Dr, Kissimmee, FL 34744, 2 beds, 1 bath

$257,000

2 beds1 bath684 sq ft

1137 Shawnee Dr, Kissimmee, FL 34744

Property at 1010 Dakota Ave, Saint Cloud, FL 34769, 4 beds, 2.5 baths

$329,900

4 beds2.5 baths1,690 sq ft

1010 Dakota Ave, Saint Cloud, FL 34769

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Based on information submitted to the MLS GRID as of Thu Jan 01 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.

Vintage Homes for Sale in Osceola County

There are currently 51 vintage homes for sale in Osceola County at a median listing price of $420K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Osceola County stay on the market for 107 days and receive 2 offers. This map is refreshed with the newest listings in Osceola County every 15 minutes.

In the past month, 509 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 717 condos, 1269 townhouses, and 15 multi-family units for sale in Osceola County last month. Find your dream home in Osceola County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Osceola County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Osceola County. If you're looking to sell your home in the Osceola County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Osceola County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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