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, $200,000 - $300,000

New

2211 San Vittorino Circle 105

$300,000

KISSIMMEE

MLS® # O6196948

3 Beds, 2 Baths, 1,296 Sf

312 Dolphin Way

$300,000

KISSIMMEE

MLS® # O6194208

4 Beds, 2 Baths, 1,932 Sf

3008 Bird Of Paradise Lane

$300,000

KISSIMMEE

MLS® # O6192146

2 Beds, 3 Baths, 1,161 Sf

218 Abbotsbury Drive

$300,000

KISSIMMEE

MLS® # W7862798

3 Beds, 2 Baths, 1,459 Sf

Reduced 1.6%

3001 Laurel Park Lane 107

$300,000

KISSIMMEE

MLS® # O6184404

4 Beds, 2 Baths, 1,779 Sf

4008 San Sabastian Drive 105

$300,000

KISSIMMEE

MLS® # T3507237

3 Beds, 2 Baths, 1,296 Sf

Reduced 1.3%

545 Casanova Court

$300,000

KISSIMMEE

MLS® # S5100113

2 Beds, 2 Baths, 1,507 Sf

Reduced 14.3%

3100 Rosie O Grady Court

$300,000

KISSIMMEE

MLS® # S5098453

2 Beds, 2 Baths, 1,052 Sf

Reduced 3.2%

1118 Park Ridge Circle

$300,000

KISSIMMEE

MLS® # S5094285

3 Beds, 3 Baths, 1,291 Sf

Reduced 4.8%

1280 South Beach Circle

$300,000

KISSIMMEE

MLS® # O6152134

3 Beds, 3 Baths, 1,468 Sf

Reduced 3.2%

8407 Crystal Cove Cove

$300,000

KISSIMMEE

MLS® # O6111954

3 Beds, 3 Baths, 1,291 Sf

Choctaw Trail

$300,000

KISSIMMEE

MLS® # O6078904

5 Acres

Reduced 2.3%

8410 Crystal Cove Loop

$299,999

KISSIMMEE

MLS® # O6183889

3 Beds, 3 Baths, 1,277 Sf

Reduced 5%

638 Kangaroo Drive

$299,999

KISSIMMEE

MLS® # S5085180

4 Beds, 3 Baths, 2,150 Sf

Reduced 3.2%

1320 Banbridge Drive

$299,995

KISSIMMEE

MLS® # S5102025

3 Beds, 2 Baths, 1,465 Sf

1146 Chesterfield Court

$299,990

KISSIMMEE

MLS® # S5100368

4 Beds, 2 Baths, 1,546 Sf

Reduced 3.2%

654 Cotulla Drive

$299,990

KISSIMMEE

MLS® # C7486514

3 Beds, 2 Baths, 1,477 Sf

Reduced 1.7%

2723 Andros Lane

$299,950

KISSIMMEE

MLS® # O6185713

3 Beds, 3 Baths, 1,187 Sf

Reduced 6%

2703 Impala Lane

$299,950

KISSIMMEE

MLS® # S5094178

4 Beds, 3 Baths, 1,440 Sf

2 Haddock Way

$299,900

KISSIMMEE

MLS® # O6168589

3 Beds, 2 Baths, 1,764 Sf

8443 Crystal Cove Loop

$299,900

KISSIMMEE

MLS® # O6192714

3 Beds, 3 Baths, 1,291 Sf

2662 Emerald Lake Court 2662

$299,900

KISSIMMEE

MLS® # S5101917

3 Beds, 2 Baths, 1,463 Sf

2725 Cecile Street

$299,900

KISSIMMEE

MLS® # S5102080

2 Beds, 2 Baths, 1,373 Sf

2280 San Vital Drive 106

$299,900

KISSIMMEE

MLS® # S5101621

3 Beds, 2 Baths, 1,296 Sf

103 Talavera Lane

$299,900

KISSIMMEE

MLS® # O6184712

3 Beds, 2 Baths, 1,694 Sf

208 Bedford Drive

$299,900

KISSIMMEE

MLS® # O6177342

3 Beds, 2 Baths, 1,862 Sf

420 Cardinal Court

$299,900

KISSIMMEE

MLS® # T3505278

4 Beds, 2 Baths, 1,524 Sf

Reduced 7.7%

501 Brentford Court

$299,900

KISSIMMEE

MLS® # OM668278

3 Beds, 2 Baths, 1,506 Sf

Reduced 10.5%

1068 Park Ridge Circle

$299,900

KISSIMMEE

MLS® # O6148862

3 Beds, 3 Baths, 1,291 Sf

Reduced 4.8%

2601 Gala Road S 106

$299,900

KISSIMMEE

MLS® # S5086665

3 Beds, 2 Baths, 1,296 Sf

408 Ohio Lane

$299,845

KISSIMMEE

MLS® # S5099435

3 Beds, 2 Baths, 1,438 Sf

Reduced 1.7%

607 Reindeer Drive

$299,780

KISSIMMEE

MLS® # O6193737

3 Beds, 2 Baths, 1,510 Sf

3050 Pirates Retreat Court 406

$299,000

KISSIMMEE

MLS® # O6146171

3 Beds, 2 Baths, 1,700 Sf

Reduced 3.2%

4004 San Gallo Drive 108

$299,000

KISSIMMEE

MLS® # O6191719

4 Beds, 3 Baths, 1,470 Sf

Reduced 2%

109 Lakepointe Circle

$299,000

KISSIMMEE

MLS® # S5101364

3 Beds, 3 Baths, 1,471 Sf

2785 Almaton Loop 302

$299,000

KISSIMMEE

MLS® # O6185414

2 Beds, 2 Baths, 1,081 Sf

Reduced 6.3%

2307 Butterfly Palm Way 201

$299,000

KISSIMMEE

MLS® # S5099931

3 Beds, 2 Baths, 1,268 Sf

Reduced 6.6%

2305 Butterfly Palm Way 303

$299,000

KISSIMMEE

MLS® # O6149774

3 Beds, 2 Baths, 1,268 Sf

Reduced 5.1%

1001 Dartmoor Place

$299,000

KISSIMMEE

MLS® # S5092255

4 Beds, 2 Baths, 1,888 Sf

Reduced 3.2%

8552 Crystal Cove Loop

$299,000

KISSIMMEE

MLS® # S5092004

3 Beds, 3 Baths, 1,291 Sf

4005 Santa Maria Drive 108

$298,990

KISSIMMEE

MLS® # O6186337

4 Beds, 3 Baths, 1,470 Sf

37 Trophy Lane

$298,900

KISSIMMEE

MLS® # O6153588

3 Beds, 2 Baths, 1,676 Sf

Reduced 0.4%

3789 Sepia Street

$298,315

KISSIMMEE

MLS® # T3498038

3 Beds, 3 Baths, 1,373 Sf

Reduced 3.8%

4001 Santa Maria Drive 101

$298,000

KISSIMMEE

MLS® # S5099305

4 Beds, 3 Baths, 1,470 Sf

1520 Hill Street

$298,000

KISSIMMEE

MLS® # S5095453

2 Beds, 1 Baths, 768 Sf

2063 Estancia Circle B

$297,900

KISSIMMEE

MLS® # L4938056

3 Beds, 3 Baths, 1,716 Sf

2247 Portrait Street

$297,215

KISSIMMEE

MLS® # O6163420

3 Beds, 3 Baths, 1,373 Sf

Reduced 1.7%

17 Bradford Court

$297,000

KISSIMMEE

MLS® # O6185526

3 Beds, 2 Baths, 1,535 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.