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:
417 Bay Leaf Drive, KISSIMMEE

$240,000

↓ $10,000

417 Bay Leaf Drive, KISSIMMEE

4 Beds 2 Baths 1,780 SqFt Residential MLS® # T3552147
7671 Comrow Street 202, KISSIMMEE

$289,950

↓ $10,000

7671 Comrow Street 202, KISSIMMEE

2 Beds 2 Baths 1,081 SqFt Residential MLS® # S5111171
2647 Surrey Court 2647, KISSIMMEE

$190,000

↓ $4,000

2647 Surrey Court 2647, KISSIMMEE

2 Beds 2 Baths 1,062 SqFt Residential MLS® # S5111214
2204 Ernest Street, KISSIMMEE

$249,000

↓ $30,000

2204 Ernest Street, KISSIMMEE

2 Beds 1 Bath 728 SqFt Residential MLS® # O6235942
2635 Quarterdeck Court, KISSIMMEE

$399,900

↓ $5,000

2635 Quarterdeck Court, KISSIMMEE

4 Beds 2 Baths 2,201 SqFt Residential MLS® # O6227485
N/A, KISSIMMEE

$274,900

↑ $5,000

N/A, KISSIMMEE

2 Beds 1 Bath 1,023 SqFt Residential MLS® # S5110774
3663 Circle Hook Street, KISSIMMEE

$290,000

↓ $9,500

3663 Circle Hook Street, KISSIMMEE

3 Beds 3 Baths 1,365 SqFt Residential MLS® # O6235361
4980 West Castle Street W, KISSIMMEE

$370,000

↑ $30,000

4980 West Castle Street W, KISSIMMEE

6 Beds 4 Baths 2,323 SqFt Residential MLS® # S5110973
4704 Cheyenne Point Trail, KISSIMMEE

$379,900

↓ $10,000

4704 Cheyenne Point Trail, KISSIMMEE

3 Beds 2 Baths 1,225 SqFt Residential MLS® # O6234990
4814 Rockvale Drive, KISSIMMEE

$355,000

↓ $10,000

4814 Rockvale Drive, KISSIMMEE

4 Beds 2 Baths 1,820 SqFt Residential MLS® # B4901699
3211 Gold Lane, KISSIMMEE

$323,000

↓ $34,000

3211 Gold Lane, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential MLS® # O6233993
3161 Paradox Circle 202, KISSIMMEE

$355,000

↓ $5,000

3161 Paradox Circle 202, KISSIMMEE

2 Beds 2 Baths 1,186 SqFt Residential MLS® # O6233693
Arrow Left Prev
1 170 171 172 173 174 175 176 190
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 18th, 2025 at 2:20pm EDT.