The Orlando Real logo Skip to main content
1 (407) 813-2773
    • My Dashboard
    • My Homes
    • Favorites
    • Saved Searches
    • Messages
    • Preferences
    • Sign Out
  • Sign In
    • Search The Orlando MLS

      If you are searching for homes for sale in the Orlando area please use our MLS® search below

      • Orlando Homes
      • Orlando Condos
      • Search MLS Now
    • Orlando City

      • Baldwin Park
      • Bay Hill
      • College Park
      • Downtown Orlando
      • Dr Phillips
      • Golden Oak
      • Lake Nona
      • Thornton Park
      Search Orlando
    • Orlando City Downtown
    • Cities

      • Celebration
      • Clermont
      • Horizon West
      • Hunters Creek
      • Kissimmee
      • Lake Mary
      • Maitland
      • Mount Dora
      • Orlando
      • Reunion
      • Saint Cloud
      • Windermere
      • Winter Garden
      Search Orlando
    • Orlando City Downtown
    • Orlando Articles

      Learn more about everything Orlando has to offer with deep dives into Real Estate, Life in Orlando, & Theme Parks.

      View All Articles
      • Life In Orlando
      • Theme Parks
      • Real Estate
  • About Us
    • Our Story
    • Careers
Sunrise over Kissimmee's lakefront area
Home
Kissimmee Real Estate
Kissimmee Affordable Homes

Kissimmee Affordable Homes For Sale

Sidebar Open Sidebar Close Explore

Kissimmee Real Estate

  • Kissimmee Condos
  • Kissimmee Single-Family Homes
  • Kissimmee Townhomes
  • Kissimmee Vacant Land
  • Kissimmee Waterfront Real Estate
  • Kissimmee 400k-500k
  • Kissimmee 500k-600k
  • Kissimmee Affordable Homes

Search Kissimmee Homes For Sale Under $400k

Sort by:
1708 Casuarina Lane, KISSIMMEE

$360,000

1708 Casuarina Lane, KISSIMMEE

3 Beds 2 Baths 1,502 SqFt Residential MLS® # S5155638
2739 Coupe Street, KISSIMMEE

$309,400

↓ $5,500

2739 Coupe Street, KISSIMMEE

3 Beds 3 Baths 1,435 SqFt Residential MLS® # S5155453
237 Strathmore Circle, KISSIMMEE

$399,500

↑ $4,500

237 Strathmore Circle, KISSIMMEE

4 Beds 2 Baths 2,278 SqFt Residential MLS® # O6403214
411 Blue Lake Circle, KISSIMMEE

$325,000

411 Blue Lake Circle, KISSIMMEE

3 Beds 2 Baths 1,514 SqFt Residential MLS® # O6433405
725 Mabbette Street, KISSIMMEE

$315,000

↓ $14,900

725 Mabbette Street, KISSIMMEE

3 Beds 2 Baths 1,488 SqFt Residential MLS® # O6433268
461 Boxwood Court, KISSIMMEE

$415,000

↓ $30,000

461 Boxwood Court, KISSIMMEE

4 Beds 2 Baths 1,775 SqFt Residential MLS® # O6346030
3087 Pointe Place Avenue, KISSIMMEE

$385,000

3087 Pointe Place Avenue, KISSIMMEE

4 Beds 4 Baths 2,576 SqFt Residential MLS® # O6433161
1868 Kindle Street, KISSIMMEE

$400,000

↓ $6,990

1868 Kindle Street, KISSIMMEE

3 Beds 2 Baths 1,614 SqFt Residential MLS® # O6433579
138 Hollyhock Court, KISSIMMEE

$349,900

↓ $9,100

138 Hollyhock Court, KISSIMMEE

3 Beds 2 Baths 1,642 SqFt Residential MLS® # S5155423
1124 Dara Cay Drive, KISSIMMEE

$290,000

1124 Dara Cay Drive, KISSIMMEE

4 Beds 2 Baths 1,980 SqFt Residential MLS® # S5155459
4655 Cheyenne Point Trail, KISSIMMEE

$375,000

↓ $5,000

4655 Cheyenne Point Trail, KISSIMMEE

4 Beds 3 Baths 1,740 SqFt Residential MLS® # S5155596
517 Peppermill Circle, KISSIMMEE

$310,000

517 Peppermill Circle, KISSIMMEE

3 Beds 2 Baths 1,434 SqFt Residential MLS® # G5116445
Arrow Left Prev
1 40 41 42 43 44 45 46 183
Next Arrow right

Our Company

  • About Us
  • Careers
  • Read our blog
  • Contact Us
  • 270 W Plant Street Suite 230
    Winter Garden, FL 34787

Youtube Facebook LinkedIn

Communities

  • Orlando
  • Winter Garden
  • Windermere

Sellers

  • Request Valuation
  • Sell With Us

Buyers

  • Search Listings
  • Mortgage Calculator

Each Office Individually Owned and Operated

**Hablamos Español

© 2026 Real Estate Webmasters All Rights Reserved.
SitemapPrivacy Policy
Real Estate Webmasters will open a new window

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on September 16th, 2026 at 2:38pm EDT.