This lovely town in Osceola County, Florida, is known for its proximity to the Kissimmee Chain of Lakes, a beautiful area with many lakes of different sizes that are all connected by meandering creeks and canals. This spot is very popular with tourists who love the out-of-doors; however, it is also close to the ever-popular Walt Disney World and the world-class city of Orlando.

Interested in purchasing a vacation home in the Kissimmee area?
Please visit our Orlando Vacation Homes

Kissimmee Homes for Sale

Reduced 4.1%

2441 Dubai Street

$508,000

KISSIMMEE

MLS® # S5089045

5 Beds, 5 Baths, 2,265 Sf

Reduced 4.3%

2753 Corbel Loop

$506,500

KISSIMMEE

MLS® # S5098650

5 Beds, 4 Baths, 3,092 Sf

New

2412 Tangier Drive

$505,000

KISSIMMEE

MLS® # O6203663

5 Beds, 5 Baths, 2,263 Sf

Reduced 1%

2662 Trafalgar Boulevard

$505,000

KISSIMMEE

MLS® # S5103252

4 Beds, 4 Baths, 2,808 Sf

2914 Sera Bella Way

$505,000

KISSIMMEE

MLS® # S5101377

3 Beds, 3 Baths, 2,427 Sf

Reduced 2.9%

2807 Alpine Meadow Lane

$505,000

KISSIMMEE

MLS® # O6178627

3 Beds, 3 Baths, 2,281 Sf

Reduced 5.6%

3048 Rockefeller Way

$504,900

KISSIMMEE

MLS® # O6180370

4 Beds, 5 Baths, 2,356 Sf

Reduced 4%

9033 Rhodes Street

$504,000

KISSIMMEE

MLS® # O6144754

5 Beds, 5 Baths, 2,263 Sf

Reduced 2%

N/A

$502,000

KISSIMMEE

MLS® # O6144685

4 Beds, 5 Baths, 2,090 Sf

Reduced 3.3%

8178 Fan Palm Way

$501,900

KISSIMMEE

MLS® # O6182577

6 Beds, 4 Baths, 2,368 Sf

New

4878 Clock Tower Drive

$500,000

KISSIMMEE

MLS® # O6203748

4 Beds, 3 Baths, 1,914 Sf

4350 Silver Creek Street

$500,000

KISSIMMEE

MLS® # O6195785

4 Beds, 3 Baths, 2,370 Sf

Reduced 1.6%

3032 Camino Real Drive S

$500,000

KISSIMMEE

MLS® # S5103558

5 Beds, 3 Baths, 2,264 Sf

7866 Spectrum Drive

$500,000

KISSIMMEE

MLS® # O6194043

3 Beds, 3 Baths, 1,707 Sf

Reduced 3.8%

2616 Marg Lane

$500,000

KISSIMMEE

MLS® # O6194240

6 Beds, 5 Baths, 2,724 Sf

9051 Rhodes Street

$500,000

KISSIMMEE

MLS® # O6190416

5 Beds, 5 Baths, 2,263 Sf

Reduced 2.9%

3304 Amberley Park Circle

$500,000

KISSIMMEE

MLS® # O6188888

4 Beds, 3 Baths, 2,769 Sf

Reduced 4.8%

2529 Calla Lily Cove

$500,000

KISSIMMEE

MLS® # O6185334

6 Beds, 3 Baths, 2,679 Sf

2213 Antilles Club Drive

$500,000

KISSIMMEE

MLS® # O6183470

3 Beds, 2 Baths, 1,904 Sf

Reduced 23.5%

Hoagland Boulevard

$500,000

KISSIMMEE

MLS® # O6178395

1 Acres

2405 W Lyndell Dr

$500,000

KISSIMMEE

MLS® # S5094032

4 Beds, 3 Baths, 2,231 Sf

2675 Emerald Island Boulevard

$499,999

KISSIMMEE

MLS® # S5097676

5 Beds, 3 Baths, 1,960 Sf

Amiens Way Road

$499,999

KISSIMMEE

MLS® # A4605100

2 Acres

Reduced 2%

7626 Recife Drive

$499,999

KISSIMMEE

MLS® # FC292833

3 Beds, 4 Baths, 2,181 Sf

Reduced 10.7%

2863 Picadilly Circle

$499,999

KISSIMMEE

MLS® # S5078498

4 Beds, 3 Baths, 2,078 Sf

1169 Grand Hammock Court

$499,990

KISSIMMEE

MLS® # O6197428

4 Beds, 3 Baths, 2,257 Sf

1210 Portage Street

$499,980

KISSIMMEE

MLS® # S5099848

1 Acres

Reduced 7.4%

141 Madiera Beach Boulevard

$499,950

KISSIMMEE

MLS® # S5094709

4 Beds, 4 Baths, 2,291 Sf

1789 Petiole Place

$499,900

KISSIMMEE

MLS® # W7858566

3 Beds, 3 Baths, 2,281 Sf

Reduced 3.8%

2640 Lookout Lane

$499,900

KISSIMMEE

MLS® # S5103267

4 Beds, 3 Baths, 2,724 Sf

2971 Castaway Lane

$499,900

KISSIMMEE

MLS® # O6178763

3 Beds, 3 Baths, 1,545 Sf

8839 Candy Palm Road

$499,900

KISSIMMEE

MLS® # L4942928

5 Beds, 4 Baths, 2,024 Sf

Reduced 3.8%

8806 Geneve Court

$499,900

KISSIMMEE

MLS® # O6141637

5 Beds, 5 Baths, 2,263 Sf

2227 Wandering Oak Terrace

$499,900

KISSIMMEE

MLS® # O6136445

4 Beds, 4 Baths, 3,341 Sf

2904 Sunset Retreat Court

$499,888

KISSIMMEE

MLS® # O6168464

4 Beds, 2 Baths, 1,701 Sf

New

2516 Caliente Trail

$499,000

KISSIMMEE

MLS® # S5104338

4 Beds, 3 Baths, 1,791 Sf

1615 The Oaks Boulevard

$499,000

KISSIMMEE

MLS® # O6198199

4 Beds, 3 Baths, 2,858 Sf

Reduced 5.7%

3814 Golden Feather Way

$499,000

KISSIMMEE

MLS® # O6189792

4 Beds, 4 Baths, 3,591 Sf

Reduced 4.8%

2994 Boating Boulevard

$499,000

KISSIMMEE

MLS® # T3508316

4 Beds, 4 Baths, 3,118 Sf

Reduced 2%

7646 Recife Drive

$499,000

KISSIMMEE

MLS® # O6130133

4 Beds, 5 Baths, 2,396 Sf

Reduced 10.1%

2828 Running Brook Circle

$499,000

KISSIMMEE

MLS® # S5098725

4 Beds, 3 Baths, 2,521 Sf

1080 Lake Berkley Drive

$499,000

KISSIMMEE

MLS® # R4907226

5 Beds, 3 Baths, 1,960 Sf

2961 Caribbean Soul Drive

$499,000

KISSIMMEE

MLS® # O6154819

2 Beds, 3 Baths, 1,394 Sf

N/A

$499,000

KISSIMMEE

MLS® # O6086906

3181 Brasilia Avenue

$499,000

KISSIMMEE

MLS® # O6151305

3 Beds, 4 Baths, 2,268 Sf

Reduced 5%

1905 Huron Way

$499,000

KISSIMMEE

MLS® # O6100006

6 Beds, 5 Baths, 3,884 Sf

922 Emerald Green Court

$499,000

KISSIMMEE

MLS® # S5091786

4 Beds, 2 Baths, 1,978 Sf

809 North John Young Parkway

$499,000

KISSIMMEE

MLS® # S5079783

2 Beds, 1 Baths, 610 Sf

One big draw for Kissimmee is that it is a popular place to stay for tourists, and there are a lot of people who buy homes in the town and rent them to other vacationers when they are back at home. These vacation home sales are making the Kissimmee real estate scene shimmer with activity because many who would not be able to afford a vacation home under normal circumstances can now have one in one of the country’s most beautiful natural areas.

Because of the tourist draw, the restaurants and shopping in Kissimmee are also well above average. There are over 100 hotels, and the dining needs to be top-notch to serve so many visitors—and it is. Also, new developments are being planned constantly in the town as well as the Chain of Lakes regions. People looking for investment properties and vacation homes can find affordable and beautiful surroundings in Kissimmee.

Even with all the development, Kissimmee home prices are staying attractive and steady. Whether a newcomer is buying a personal residence or vacation home, this little town has much to offer including great prices. However, it won’t last long, so when you think about relocating to Florida, check Kissimmee first.