136,950

Kissimmee, FL Homes

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  • /50

    $245,000

    $68K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,159 Sq Ft

    511 Kilimanjaro Dr, Kissimmee, FL 34758

    Short Sale. Welcome to 511 Kilimanjaro Drive, a 3-bedroom, 2-bath home located in the heart of Poinciana, Florida. This charming single-family residence features an open-concept living area perfect for both entertaining and everyday comfort.The kitchen boasts modern appliances and sleek cabinetry, while the spacious great room offers seamless views of the private, in-ground pool. The home

    Agent Photo

    Jacinto Romero

    LA ROSA REALTY LLC

    511 Kilimanjaro Dr, Kissimmee, FL 34758
  • /2

    Starting at $1,227 Per Month

    • 1 Bed

    1672 Sundew St, Kissimmee, FL 34758

    Under Construction/Preleasing - Tentative Certificate of Occupancy (CO) date of October 16, 2026Poinciana Parc is a new construction, mid- rise, attainable housing community in unincorporated Osceola County serving seniors 62+. Future residents will enjoy access to a fitness studio, business center, club/game room, 24-hour laundry room, and on-site management / maintenance.

    Poinciana Parc

    1672 Sundew St, Kissimmee, FL 34758
  • /16

    $359,550

    Sold Nov 13, 2025

    5668 Portico Place, Kissimmee, FL 34758

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $197/SF
    • 11 Days On Market

    Current Estimated Value $340,481

    Lennar Westview - Aden South Key III

    5668 Portico Place, Kissimmee, FL 34758
    • /15

      Est $258,228

      Not Listed For Sale

      1136 James Way, Kissimmee, FL 34759

      • 3 Beds
      • 2 Baths
      • 1,425 Sq Ft
      • Built 2018
      1136 James Way, Kissimmee, FL 34759

      Last Sold Summary

      • 154 Days On Market

      Last Listing Agent Don Jerue KELLER WILLIAMS REALTY SMART 1

  • /43

    $379,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    1374 Brentwood Dr, Kissimmee, FL 34746

    Experience the charm of brand-new living in this exceptional 3-bedroom home within the sought-after Knightsbridge community! Enjoy the ease of included internet and a prime location near the crossroads of Routes 17 and 192, providing seamless connectivity to all that Orlando has to showcase, including Kissimmee, Hunters Creek, Lake Buena Vista, Celebration, and St. Cloud. Whether it's work or

    Agent Photo

    Cheryl Rozanski

    JC FLORIDA REALTY LLC

    1374 Brentwood Dr, Kissimmee, FL 34746
  • /35

    Starting at $1,270 Per Month

    • 1 - 3 Beds

    2200 Villa Verano Way, Kissimmee, FL 34744

    Modern comfort welcomes you to Verano apartments in Kissimmee, FL. Select from an assortment of one, two and three bedroom apartment layouts, each designed with your well-being in mind. A Whirlpool flat top range and side-by-side refrigerator compliments our spacious kitchens. Step into style in our living rooms accented with a ceiling fan and hardwood-inspired plank flooring. For your

    Verano

    2200 Villa Verano Way, Kissimmee, FL 34744
  • /15

    $435,690

    Sold Dec 19, 2025

    1875 Howard Mesa Dr, Kissimmee, FL 34744

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $238/SF
    • 6 Days On Market

    Current Estimated Value $443,497

    D.R. Horton Kindred

    1875 Howard Mesa Dr, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

      1981 Ham Brown Rd, Kissimmee, FL 34746

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1965
      1981 Ham Brown Rd, Kissimmee, FL 34746

  • /20

    $280,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    2900 Edenshire Way Unit 107, Kissimmee, FL 34746

    WATER VIEW lovers — this is THE ONE that you've been waiting for! Welcome to your new home, where your mornings begin with sunshine sparkling off the lake and your evenings wind down under the trees beside a peaceful fountain — all from the comfort of your own backyard retreat. This bright and cheerful 3-bedroom, 2-bath home invites you into a life of calm, convenience, and charm. Featuring a

    Agent Photo

    Candice Collins

    COLDWELL BANKER REALTY

    2900 Edenshire Way Unit 107, Kissimmee, FL 34746
  • /35

    Starting at $1,665

    Total Monthly Price

    • 1 - 3 Beds

    3100 Domain Cir, Kissimmee, FL 34747

    Experience the allure of the Orlando area at Domain apartments and homes infused with unique energy. Our apartments feature gourmet kitchets with granite countertops, stainless steel appliances, and custom kitchen islands in select homes. Find plank-style flooring and large walk-in closets. You'll never get bored with what's in your backyard — Walt Disney World(R), Margaritaville™ Resort, Sunset

    Domain

    3100 Domain Cir, Kissimmee, FL 34747
  • /26

    $747,519

    Sold Oct 14, 2025

    2320 Distant Sun Trail, Kissimmee, FL 34741

    • 6 Beds
    • 4.5 Baths
    • 3,009 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $248/SF
    • 26 Days On Market

    2320 Distant Sun Trail, Kissimmee, FL 34741
    • /2

      Est $441,191

      Not Listed For Sale

      471 Bel Air Way, Kissimmee, FL 34743

      • 3 Beds
      • 3 Baths
      • 2,320 Sq Ft
      • Built 2017
      471 Bel Air Way, Kissimmee, FL 34743

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Vincent Paige, PA COLDWELL BANKER REALTY

  • /31

    $194,900

    $5K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,445 Sq Ft

    3050 Pirates Retreat Ct Unit 408, Kissimmee, FL 34747

    Under contract-accepting backup offers. NEW OPPORTUNITY!! Move In Ready Condo in Caribe Cove Resort — Fully Furnished & Renovated!Welcome to 3050 Pirates Retreat Ct, a beautifully renovated 2 bedroom, 2 bathroom condo in the highly desirable Caribe Cove Resort community! This turnkey unit comes fully furnished and ready for immediate occupancy — just bring your suitcase!Perfect for long

    Agent Photo

    Rodrigo Marsal

    LIFESTYLE INTERNATIONAL REALTY

    3050 Pirates Retreat Ct Unit 408, Kissimmee, FL 34747
  • /25

    Starting at $1,389 Per Month

    • 2 - 4 Beds

    501 Bald Cypress Dr, Kissimmee, FL 34744

    Learn more about our current Move-In Specials and save today!A great Kissimmee location at an affordable price! Osceola Pointe Apartments is located on West Osceola Parkway with quick and easy access to SR-417/Central Florida GreeneWay, SR-423/John Young Parkway, and SR-91/Florida's Turnpike. Nearby Osceola Parkway offers convenient access to major attractions, shopping, dining, and

    Osceola Pointe

    501 Bald Cypress Dr, Kissimmee, FL 34744
  • /2

    $354,900

    Sold Oct 03, 2025

    913 Tramells Trail, Kissimmee, FL 34744

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $182/SF
    • 48 Days On Market

    Current Estimated Value $361,343

    Last Listing Agent Andy Chen HAPPY HOME REAL ESTATE LLC

    913 Tramells Trail, Kissimmee, FL 34744
    • /2

      Est $409,135

      Not Listed For Sale

      3131 Brasilia Ave, Kissimmee, FL 34747

      • 4 Beds
      • 4.5 Baths
      • 2,396 Sq Ft
      • Built 2016
      3131 Brasilia Ave, Kissimmee, FL 34747

      Last Sold Summary

      • 205 Days On Market

      Last Listing Agent Daniel De Souza PREMIER SOTHEBYS INT'L REALTY

  • /3

    $299,999

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    121 Pompei Dr, Kissimmee, FL 34758

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering 1,594 square feet of comfortable living space in the heart of Poinciana. Designed with an open-concept floor plan, this home seamlessly connects the living, dining, and kitchen areas, creating the perfect space for everyday living and entertaining. The kitchen features quality cabinetry, ample counter space, and essential

    Agent Photo

    Milton James

    COLDWELL BANKER REALTY

    121 Pompei Dr, Kissimmee, FL 34758
  • /29

    Starting at $1,650 Per Month

    • 2 Beds

    180 Royal Palm Dr, Kissimmee, FL 34743

    Experience comfortable living in a peaceful community perfectly located in the heart of Kissimmee. Just 15 minutes from Orlando International Airport and 20 minutes from Walt Disney World, Universal Orlando Resort, and world-class shopping and entertainment, Locale Boggy Creek offers the convenience you deserve with the tranquility you'll love. Everything you need is just steps away. Enjoy

    Locale Boggy Creek

    180 Royal Palm Dr, Kissimmee, FL 34743
  • /2

    $215,000

    Sold May 22, 2026

    4009 Venetian Bay Dr Unit 102, Kissimmee, FL 34741

    • 4 Beds
    • 3 Baths
    • 1,470 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $146/SF
    • 8 Days On Market

    Current Estimated Value $214,570

    Last Listing Agent Clarissa Estevez WATSON REALTY CORP.

    4009 Venetian Bay Dr Unit 102, Kissimmee, FL 34741
    • /2

      Est $413,996

      Not Listed For Sale

      3121 Brasilia Ave, Kissimmee, FL 34747

      • 4 Beds
      • 4.5 Baths
      • 2,396 Sq Ft
      • Built 2016
      3121 Brasilia Ave, Kissimmee, FL 34747

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Daniel De Souza PREMIER SOTHEBYS INT'L REALTY

  • /10

    $269,000

    • 3 Beds
    • 2.5 Baths
    • 1,769 Sq Ft

    Unlisted Address

    Beautiful end unit townhouse offering 3 bedrms., 2.5 baths, 1 car garage. conveniently located walking distance to Walmart, Aldi, Wawa and major roads. Great for primary residence or investment. Zoned for short term rental.

    Agent Photo

    Paulo Alves

    COMPASS FLORIDA LLC

    Unlisted Address
  • /2

    $1,500

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 661 Sq Ft
    • Condo for Rent

    3034 Parkway Blvd Unit 208, Kissimmee, FL 34747

    One Bedroom, One Bath Furnished Condo Apt. For Rent NEAR CELEBRATION. GREAT LOCATION! Stove, refrigerator, microwave, dishwasher and washer, and dryer in unit. Two sofas, dining table with four chairs, full size bed with frame, picture frames on walls , desk and storage. Near I-4, 192, Public transportation. Condo amenities: Pool, fitness center, playground, and basketball court. First floor

    3034 Parkway Blvd Unit 208, Kissimmee, FL 34747
  • /2

    $263,000

    Sold Dec 30, 2025

    3811 Sepia St, Kissimmee, FL 34758

    • 3 Beds
    • 2.5 Baths
    • 1,616 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Above List Price
    • $163/SF
    • 8 Days On Market

    Current Estimated Value $267,470

    Last Listing Agent Alex DiMare COAST TO COAST REAL ESTATE PRO

    3811 Sepia St, Kissimmee, FL 34758
    • /2

      Est $343,172

      Not Listed For Sale

      1031 Wood Cove, Kissimmee, FL 34743

      • 3 Beds
      • 2.5 Baths
      • 1,963 Sq Ft
      • Built 2013
      1031 Wood Cove, Kissimmee, FL 34743

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Brandon Rincon LA ROSA REALTY KISSIMMEE

  • /16

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 1,762 Sq Ft

    4812 Coral Castle Dr, Kissimmee, FL 34746

    Welcome to this beautifully maintained two-story townhome in the highly desirable, gated community of Fiesta Key in Kissimmee! Featuring the spacious St. Thomas floor plan, this inviting home offers 3 bedrooms, 2.5 bathrooms, and a bright open-concept design ideal for everyday living and entertaining.The modern kitchen features stainless steel appliances, stylish cabinetry, generous

    Agent Photo

    JAY Caballer

    HOMETRUST REALTY GROUP

    4812 Coral Castle Dr, Kissimmee, FL 34746
  • 3213 Windover Ave, Kissimmee, FL 34741

    $1,500

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft
    • House for Rent

    3213 Windover Ave, Kissimmee, FL 34741

    Condo located in Chelsie Square in Kissimmee, near bus line, Hwy 192, restaurants, shopping ,schools, medical facilities. Unfurnished, 992 sq. ft., 2 bedrooms and 1.5 baths. Community pool ,playground for the residents. Located off Columbia and Dyer St., walking distance to shops, restaurants, school and bus stop

    3213 Windover Ave, Kissimmee, FL 34741
  • /2

    $300,000

    Sold May 11, 2026

    407 Eagle Dr, Kissimmee, FL 34759

    • 3 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 32 Days On Market

    Current Estimated Value $295,063

    Last Listing Agent Angel Ayala KELLER WILLIAMS ADVANTAGE III

    407 Eagle Dr, Kissimmee, FL 34759
    • /30

      Est $347,680

      Not Listed For Sale

      8952 Cat Palm Rd, Kissimmee, FL 34747

      • 4 Beds
      • 3 Baths
      • 1,902 Sq Ft
      • Built 2010
      8952 Cat Palm Rd, Kissimmee, FL 34747

      Last Sold Summary

      • 104 Days On Market

      Last Listing Agent Jannette Pena JMP REALTY, INC.

  • /40

    $274,995

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    1414 Anchor Bend Way, Kissimmee, FL 34746

    Settle into a move in ready and well-maintained townhome in the desirable Bella Lago community, where resort-style living offers a private boat lift to Lake Tohopekaliga, sparkling pools, fitness centers, scenic walking and biking trails, restaurants, and 24-hour gated security. The neighborhood boasts lush landscaping and a peaceful, upscale vibe. Conveniently located near attractions, shopping,

    Agent Photo

    Edwin Gomez

    REAL BROKER, LLC

    1414 Anchor Bend Way, Kissimmee, FL 34746
  • /20

    Starting at $1,694 Per Month

    • 1 - 5 Beds

    1901 Harbor Bay Ct, Kissimmee, FL 34741

    Spacious 5-Bedroom Apartments at Miramar - Your Perfect Home Awaits!Discover the ultimate in comfort and style at Miramar Apartments. Our spacious 5-bedroom, 5 bathroom apartments feature fully equipped kitchens, ceramic tile floors, and large walk-in closets - perfect for families, roommates, or those who need extra space for home offices.Enjoy our resort-style

    Miramar

    1901 Harbor Bay Ct, Kissimmee, FL 34741
  • /31

    $500,000

    Sold Aug 11, 2026

    5652 Nevis Terrace, Kissimmee, FL 34758

    • 3 Beds
    • 3 Baths
    • 2,296 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $218/SF
    • 345 Days On Market

    Current Estimated Value $478,000

    Taylor Morrison Esplanade at Westview - 62' Lot

    5652 Nevis Terrace, Kissimmee, FL 34758
    • /2

      Est $314,352

      Not Listed For Sale

      4878 Ashurst St, Kissimmee, FL 34758

      • 4 Beds
      • 2 Baths
      • 1,698 Sq Ft
      • Built 2012
      4878 Ashurst St, Kissimmee, FL 34758

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Madeline Rivera INNOVATION GROUP REALTY LLC

  • /24

    $279,000

    $70K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 829 Sq Ft

    8061 Vacation Ave Unit 216, Kissimmee, FL 34747

    JUST REDUCED $60,000! TURNKEY INVESTMENT OPPORTUNITY IN THE HEART OF SUNSET WALK! Welcome to this fully furnished 1-bedroom, 1-bath condo hotel unit located in Embassy Suites by Hilton Orlando Sunset Walk. Designed for both comfort and guest appeal, this spacious unit features a full kitchen, open-concept living area, and accommodations for up to 4 guests. The interior offers modern finishes

    Agent Photo

    Alexander Vazquez

    NONA LEGACY POWERED BY LA ROSA

    8061 Vacation Ave Unit 216, Kissimmee, FL 34747
  • /20

    Starting at $1,231 Per Month

    • 1 - 3 Beds

    151 N Osprey Park Rd, Kissimmee, FL 34758

    Welcome home to Osprey Park, an affordable community for residents 62 years and older! Our affordable senior apartments allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Kissimmee. Offering a selection of 1, 2, or 3 bedroom apartments and cottages for rent, Superior amenities, desirable services, and a well-connected address allow you to indulge

    Osprey Park 62+ Apartments & Cottages

    151 N Osprey Park Rd, Kissimmee, FL 34758
  • /2

    $347,000

    Sold May 01, 2026

    2384 Flamingo Lakes Dr, Kissimmee, FL 34743

    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft
    • Built 1992

    Last Sold Summary

    • 12% Below List Price
    • $290/SF
    • 110 Days On Market

    Current Estimated Value $343,663

    Last Listing Agent Kimberley Beaudry ORLANDO REGIONAL REALTY

    2384 Flamingo Lakes Dr, Kissimmee, FL 34743
    • /2

      Est $617,468

      Not Listed For Sale

      2704 Swoop Cir, Kissimmee, FL 34741

      • 4 Beds
      • 3 Baths
      • 2,815 Sq Ft
      • Built 2016
      2704 Swoop Cir, Kissimmee, FL 34741

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Gladys Thayer REMAX PREMIER PROPERTIES

  • /35

    $730,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    2830 Horton Rd, Kissimmee, FL 34744

    4-bedroom, 2.5-bath home situated on 5.5 acres +/- of cleared land with mature oak trees and fruit trees. Bring your livestock, outdoor toys, trailers, and equipment—there is plenty of room to enjoy country-style living with the convenience of being close to everything. This 1,980-square-foot property is partially fenced and offers space, privacy, and flexibility with no HOA and no CDD. Plenty of

    Agent Photo

    Milinda Knollinger

    CORCORAN CONNECT LLC

    2830 Horton Rd, Kissimmee, FL 34744
  • /8

    Starting at $1,193 Per Month

    • 1 - 3 Beds

    201 St Cloud Village Ct, Kissimmee, FL 34744

    Welcome HomeDiscover St.Cloud Village LLC, an affordable housing community where every resident is valued and the community flourishes. With comfortable living spaces and shared amenities, we are dedicated to creating a welcoming and inclusive environment for all.

    St. Cloud Village

    201 St Cloud Village Ct, Kissimmee, FL 34744
  • /19

    $427,473

    Sold Oct 31, 2025

    2133 Rock Maple Bend, Kissimmee, FL 34746

    • 4 Beds
    • 3 Baths
    • 2,205 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $194/SF
    • 16 Days On Market

    Current Estimated Value $436,235

    Lennar Storey Creek - Executive Key Collection

    2133 Rock Maple Bend, Kissimmee, FL 34746
    • /61

      Est $659,117

      Not Listed For Sale

      2541 Archfeld Blvd, Kissimmee, FL 34747

      • 6 Beds
      • 4 Baths
      • 2,812 Sq Ft
      • Built 2010
      2541 Archfeld Blvd, Kissimmee, FL 34747

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Wayde Hall EXP REALTY LLC

Showing Results 641 - 680, Page 17 of 18

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