Simply Real Estate Simply Real Estate
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Resources
      1. Mortgage Calculator
      2. Affordability Calculator
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Market Snapshot
  • Neighborhoods
    1. Ormond Beach
    2. Holly Hill
    3. Daytona Beach
    4. South Daytona
    5. Port Orange
    6. Palm Coast
    7. Flagler Beach
    8. New Smyrna Beach
    9. Edgewater
  • About
    1. About
    2. Past Transactions
  • Contact
  • Register
  • Sign In
Filters Reset
Save Search (1)
Save your search to get Alerts
610 Properties

610 Properties Available In 34744

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
List
FL >34744 >
Market Insights
  • 125 OWENSHIRE CIR, Kissimmee, FL 34744
    1/30 30
    3 Beds 2 Baths 1,286 SqFt
    $335,000
    Open Sat 9AM-2PM

    125 OWENSHIRE CIR, Kissimmee, FL 34744

    Listed by OAKSTRAND REALTY

    Single Family Home

    Stellar MLS
  • 2709 PRESTWICK LN, Kissimmee, FL 34744
    1/46 46
    4 Beds 3 Baths 1,719 SqFt
    $450,000
    Open Sun 12PM-4PM

    2709 PRESTWICK LN, Kissimmee, FL 34744

    Listed by HOME WISE REALTY GROUP, INC.

    Single Family Home

    Stellar MLS
  • 2019 SPRING SHOWER CIR, Kissimmee, FL 34744
    1/49 49
    3 Beds 3 Baths 2,175 SqFt
    $474,000
    Open Sat 11AM-2PM

    2019 SPRING SHOWER CIR, Kissimmee, FL 34744

    Listed by RE/MAX HERITAGE

    Single Family Home

    Stellar MLS
  • 4060 LONGWORTH LOOP, Kissimmee, FL 34744
    1/25 25
    4 Beds 2 Baths 1,654 SqFt
    $436,500
    Open Sat 11AM-2PM

    4060 LONGWORTH LOOP, Kissimmee, FL 34744

    Listed by VENCORP REAL ESTATE

    Single Family Home

    Stellar MLS
  • 2943 GAVIN SKY DR, Kissimmee, FL 34744
    1/23 23
    5 Beds 4 Baths 3,030 SqFt
    $582,247
    Open Wed 11AM-5PM

    2943 GAVIN SKY DR, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 2961 GAVIN SKY DR, Kissimmee, FL 34744
    1/24 24
    5 Beds 4 Baths 3,030 SqFt
    $580,881
    Open Wed 11AM-5PM

    2961 GAVIN SKY DR, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 2967 GAVIN SKY DR, Kissimmee, FL 34744
    1/21 21
    5 Beds 3 Baths 2,800 SqFt
    $557,404
    Open Wed 11AM-5PM

    2967 GAVIN SKY DR, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 1696 TOHOQUA BLVD, Kissimmee, FL 34744
    1/37 37
    3 Beds 3 Baths 1,615 SqFt
    $345,000
    Open Sat 11AM-3PM

    1696 TOHOQUA BLVD, Kissimmee, FL 34744

    Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY

    Townhouse

    Stellar MLS
  • 2985 GAVIN SKY DR, Kissimmee, FL 34744
    1/18 18
    4 Beds 3 Baths 2,070 SqFt
    $504,325
    Open Wed 11AM-5PM

    2985 GAVIN SKY DR, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 2506 VOLUNTEER AVE, Kissimmee, FL 34744
    1/31 31
    5 Beds 5 Baths 3,474 SqFt
    $549,000
    Open 6/1 1AM-4PM

    2506 VOLUNTEER AVE, Kissimmee, FL 34744

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Single Family Home

    Stellar MLS
  • 1455 AUGUST GRAY DR, Kissimmee, FL 34744
    1/18 18
    5 Beds 4 Baths 3,030 SqFt
    $585,110
    Open Wed 11AM-5PM

    1455 AUGUST GRAY DR, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 1479 AUGUST GRAY DR, Kissimmee, FL 34744
    1/17 17
    5 Beds 3 Baths 2,800 SqFt
    $556,641
    Open Wed 11AM-5PM

    1479 AUGUST GRAY DR, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 2978 SHARP RD, Kissimmee, FL 34744
    1/21 21
    5 Beds 3 Baths 2,800 SqFt
    $524,950
    Open Wed 11AM-5PM

    2978 SHARP RD, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 1413 AUGUST GRAY DR, Kissimmee, FL 34744
    1/23 23
    5 Beds 4 Baths 3,030 SqFt
    $583,920
    Open Wed 11AM-5PM

    1413 AUGUST GRAY DR, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 1416 MADDIE BERRY LN, Kissimmee, FL 34744
    1/26 26
    5 Beds 3 Baths 2,800 SqFt
    $582,867
    Open Wed 11AM-5PM

    1416 MADDIE BERRY LN, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 2918 SHARP RD, Kissimmee, FL 34744
    1/23 23
    5 Beds 4 Baths 3,030 SqFt
    $559,950
    Open Wed 11AM-5PM

    2918 SHARP RD, Kissimmee, FL 34744

    Listed by THE REALTY EXPERIENCE POWERED BY LRR

    Single Family Home

    Stellar MLS
  • 4735 CHELSEA CT, Kissimmee, FL 34744
    1/48 48
    4 Beds 3 Baths 1,936 SqFt
    $749,900
    New

    4735 CHELSEA CT, Kissimmee, FL 34744

    Listed by MUSA REALTY COMPANY INC

    Single Family Home

    Stellar MLS
  • 1555 DAWNVIEW WAY, Kissimmee, FL 34744
    1/31 31
    3 Beds 3 Baths 1,624 SqFt
    $365,000
    New

    1555 DAWNVIEW WAY, Kissimmee, FL 34744

    Listed by NEW HEIGHTS REALTY GROUP

    Townhouse

    Stellar MLS
  • 1771 LEE JANZEN DR, Kissimmee, FL 34744
    4 Beds 3 Baths 3,213 SqFt
    $720,000
    New

    1771 LEE JANZEN DR, Kissimmee, FL 34744

    Listed by MDO REALTY LLC

    Single Family Home

    Stellar MLS
  • 7 WESTCHESTER DR, Kissimmee, FL 34744
    1/60 60
    3 Beds 2 Baths 1,786 SqFt
    $498,500
    New

    7 WESTCHESTER DR, Kissimmee, FL 34744

    Listed by BRIGHT TRUST REALTY LLC

    Single Family Home

    Stellar MLS
  • 3063 MANDOLIN DR, Kissimmee, FL 34744
    1/52 52
    6 Beds 5 Baths 3,948 SqFt
    $600,000
    New

    3063 MANDOLIN DR, Kissimmee, FL 34744

    Listed by MARK SPAIN REAL ESTATE

    Single Family Home

    Stellar MLS
  • 2517 OAK HOLLOW DR, Kissimmee, FL 34744
    1/21 21
    2 Beds 2 Baths 936 SqFt
    $305,000
    New

    2517 OAK HOLLOW DR, Kissimmee, FL 34744

    Listed by THE CORNERSTONE GROUP

    Single Family Home

    Stellar MLS
  • 4008 LONGWORTH LOOP, Kissimmee, FL 34744
    1/9 9
    1 Bed 1 Bath 300 SqFt
    $800
    New

    4008 LONGWORTH LOOP, Kissimmee, FL 34744

    Listed by LA ROSA REALTY ORLANDO LLC

    Single Family Home

    Stellar MLS
  • 2441 SPRING TUNE ALY, Kissimmee, FL 34744
    1/18 18
    4 Beds 3 Baths 2,023 SqFt
    $424,990
    New

    2441 SPRING TUNE ALY, Kissimmee, FL 34744

    Listed by LENNAR REALTY

    Single Family Home

    Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 26

explore listings in 34744

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
ChrissyLogo1
Simply Real Estate
Chrissy Fabian | License ID: BK3217104
73 W. Granada Blvd, Ormond Beach, Florida 32174 USA

+1(386) 299-3026

chrissy@simplyrefl.com

Get My App

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

ChrissyLogo1
Simply Real Estate
Chrissy Fabian | License ID: BK3217104
73 W. Granada Blvd, Ormond Beach, Florida 32174 USA

+1(386) 299-3026

chrissy@simplyrefl.com

Get My App

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.