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
Aerial view of Orlando area homes with cars in driveways
Home
Kissimmee Real Estate
Kissimmee 400k-500k

Kissimmee Homes ($400k-$500k)

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 Between $400k And $500k

Sort by:
3214 Herons Point Circle, KISSIMMEE

$499,900

3214 Herons Point Circle, KISSIMMEE

3 Beds 3 Baths 1,984 SqFt Residential MLS® # S5129082
3149 Brasilia Avenue, KISSIMMEE

$450,000

3149 Brasilia Avenue, KISSIMMEE

4 Beds 5 Baths 2,396 SqFt Residential MLS® # O6313607
1565 Diamond Loop Drive, KISSIMMEE

$407,000

↓ $8,000

1565 Diamond Loop Drive, KISSIMMEE

4 Beds 2 Baths 1,846 SqFt Residential MLS® # O6318518
2205 Wyndam Way, KISSIMMEE

$425,000

2205 Wyndam Way, KISSIMMEE

4 Beds 3 Baths 2,294 SqFt Residential MLS® # O6317162
1614 Oak Hill Trail, KISSIMMEE

$415,000

↓ $14,900

1614 Oak Hill Trail, KISSIMMEE

3 Beds 2 Baths 1,228 SqFt Residential MLS® # O6319828
1014 Prey Court, KISSIMMEE

$470,000

1014 Prey Court, KISSIMMEE

4 Beds 3 Baths 1,622 SqFt Residential MLS® # S5129344
1843 Harbor Boulevard, KISSIMMEE

$405,000

↓ $24,900

1843 Harbor Boulevard, KISSIMMEE

3 Beds 3 Baths 1,759 SqFt Residential MLS® # S5127998
3419 Fernwood Drive, KISSIMMEE

$415,000

3419 Fernwood Drive, KISSIMMEE

3 Beds 3 Baths 1,872 SqFt Residential MLS® # O6319939
3131 Regal Darner Drive, KISSIMMEE

$450,000

↓ $10,000

3131 Regal Darner Drive, KISSIMMEE

4 Beds 3 Baths 2,800 SqFt Residential MLS® # O6319245
746 Stonewyk Way, KISSIMMEE

$410,000

746 Stonewyk Way, KISSIMMEE

3 Beds 2 Baths 1,832 SqFt Residential MLS® # S5129290
8818 Tottenham Way, KISSIMMEE

$429,500

↓ $15,500

8818 Tottenham Way, KISSIMMEE

3 Beds 3 Baths 2,210 SqFt Residential MLS® # L4953814
1158 Stroupe Road, KISSIMMEE

$470,000

1158 Stroupe Road, KISSIMMEE

5 Beds 3 Baths 2,300 SqFt Residential MLS® # S5129252
Arrow Left Prev
1 15 16 17 18 19 20 21 63
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 August 5th, 2025 at 8:19am EDT.