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:
205 Bell Tower Crossing W, KISSIMMEE

$289,900

↑ $900

205 Bell Tower Crossing W, KISSIMMEE

2 Beds 2 Baths 1,405 SqFt Residential MLS® # S5112358
501 Heritage Trail Street, KISSIMMEE

$330,000

501 Heritage Trail Street, KISSIMMEE

2 Beds 2 Baths 1,574 SqFt Residential MLS® # O6266294
573 Lago Matisse Street, KISSIMMEE

$305,000

573 Lago Matisse Street, KISSIMMEE

2 Beds 2 Baths 1,274 SqFt Residential MLS® # O6267789
306 Medina Court, KISSIMMEE

$295,000

↓ $30,000

306 Medina Court, KISSIMMEE

3 Beds 2 Baths 1,422 SqFt Residential MLS® # S5117746
3006 Seaview Castle Drive, KISSIMMEE

$355,000

↓ $10,000

3006 Seaview Castle Drive, KISSIMMEE

3 Beds 3 Baths 1,798 SqFt Residential MLS® # O6258740
34 Pine Island Circle, KISSIMMEE

$239,999

34 Pine Island Circle, KISSIMMEE

2 Beds 2 Baths 954 SqFt Residential MLS® # S5117681
3141 Britannia Boulevard D, KISSIMMEE

$249,000

↓ $6,000

3141 Britannia Boulevard D, KISSIMMEE

3 Beds 2 Baths 1,357 SqFt Residential MLS® # G5090748
1577 Diamond Loop, KISSIMMEE

$380,000

↓ $5,000

1577 Diamond Loop, KISSIMMEE

4 Beds 2 Baths 1,846 SqFt Residential MLS® # S5116839
1609 Pickerel Court, KISSIMMEE

$299,000

↓ $21,000

1609 Pickerel Court, KISSIMMEE

3 Beds 3 Baths 1,662 SqFt Residential MLS® # O6265818
441 Cinnamon Drive, KISSIMMEE

$334,990

↓ $5,000

441 Cinnamon Drive, KISSIMMEE

4 Beds 2 Baths 1,828 SqFt Residential MLS® # O6267024
8939 Bismarck Palm Road, KISSIMMEE

$329,000

↓ $11,000

8939 Bismarck Palm Road, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential MLS® # O6266983
447 Caraway Drive, KISSIMMEE

$372,980

↓ $5,000

447 Caraway Drive, KISSIMMEE

5 Beds 3 Baths 2,601 SqFt Residential MLS® # O6267005
Arrow Left Prev
1 148 149 150 151 152 153 154 191
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 20th, 2025 at 9:04am EDT.