The Orlando Real logoxLogo 2
Skip to main content
1 (407) 813-2773
    • My Dashboard
    • 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:
2416 Oak Mill Drive, KISSIMMEE

$409,999

2416 Oak Mill Drive, KISSIMMEE

3 Beds 2 Baths 1,303 SqFt Residential MLS® # S5120940
8824 Grand Palms Circle A, KISSIMMEE

$278,800

8824 Grand Palms Circle A, KISSIMMEE

3 Beds 2 Baths 1,245 SqFt Residential MLS® # S5120611
830 East Flag Lane, KISSIMMEE

$335,000

830 East Flag Lane, KISSIMMEE

4 Beds 2 Baths 2,616 SqFt Residential MLS® # S5120893
2556 Brookstone Drive, KISSIMMEE

$399,999

↓ $20,000

2556 Brookstone Drive, KISSIMMEE

4 Beds 2 Baths 1,916 SqFt Residential MLS® # O6278108
5354 Diplomat Court 106, KISSIMMEE

$315,000

↓ $10,000

5354 Diplomat Court 106, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential MLS® # O6281681
3587 Davenport Creek Court, KISSIMMEE

$310,000

3587 Davenport Creek Court, KISSIMMEE

3 Beds 3 Baths 1,373 SqFt Residential MLS® # O6281748
41 Redwood Court, KISSIMMEE

$324,990

41 Redwood Court, KISSIMMEE

5 Beds 2 Baths 2,052 SqFt Residential MLS® # O6281750
5356 Diplomat Court 105, KISSIMMEE

$350,000

↓ $25,000

5356 Diplomat Court 105, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential MLS® # O6281547
2212 Grand Cayman Court 1616, KISSIMMEE

$224,995

↓ $5

2212 Grand Cayman Court 1616, KISSIMMEE

2 Beds 2 Baths 1,026 SqFt Residential MLS® # S5120772
2605 Gala Road 103, KISSIMMEE

$279,990

↓ $10

2605 Gala Road 103, KISSIMMEE

3 Beds 2 Baths 1,296 SqFt Residential MLS® # O6281572
350 Corsica Court, KISSIMMEE

$369,000

↑ $10,000

350 Corsica Court, KISSIMMEE

4 Beds 3 Baths 2,844 SqFt Residential MLS® # S5120751
3121 Paradox Circle 203, KISSIMMEE

$368,000

↓ $2,000

3121 Paradox Circle 203, KISSIMMEE

2 Beds 3 Baths 1,196 SqFt Residential MLS® # O6281561
Arrow Left Prev
1 120 121 122 123 124 125 126 191
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
Pozek Group Logo Keller Williams Elite Partners III Logo

Each Office Individually Owned and Operated

**Hablamos Español

© 2025 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 June 22nd, 2025 at 3:49am EDT.