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Kissimmee, FL Homes for Sale with Acreage

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  • /15

    $350,000

    • Land
    • 5.06 Acres
    • $69,170 per Acre

    0 Twilight Trail, Kissimmee, FL 34746

    Discover a rare opportunity to own 5 acres of undeveloped land in the heart of Kissimmee — perfect for residential development, ranching, agricultural use, or your private estate. This parcel offers privacy with convenient access to city amenities, major roadways, and Central Florida attractions. Close to schools, hospitals and shopping.

    Nene Khan KELLER WILLIAMS LEGACY REALTY

    0 Twilight Trail, Kissimmee, FL 34746
  • /4

    $1,600,000

    • Land
    • 4.82 Acres
    • $331,950 per Acre

    4051 Pleasant Hill Rd, Kissimmee, FL 34746

    Situated on the Pleasant Hill Road corridor between Poinciana and Kissimmee, the subject property has great exposure with its 295+ feet of road frontage. The 4.82 acres and 32,000 AADT make the site ideal to address the needs of the expanding rooftop being developed in the area. Situated north of the new 65,000 SF Valencia College campus and Osceola County's proposed 370+ acre "College Station"

    Tim Weisheyer DREAM BUILDERS REALTY

    4051 Pleasant Hill Rd, Kissimmee, FL 34746
  • /44

    $975,000

    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    3105 Pastures Rd, Kissimmee, FL 34746

    This stunning property offers a spacious and versatile living experience, perfect for those who value both luxury and functionality. Situated on a serene 5-acre lot, this 4-bedroom, 3-bathroom home is designed to provide a comfortable and private retreat. The highlight of the outdoor space is the screened-in pool, ideal for relaxing and entertaining, surrounded by a well-maintained fenced yard

    Sao Lima DALTON WADE INC

    3105 Pastures Rd, Kissimmee, FL 34746
  • /11

    $5,500,000

    • Land
    • 5.22 Acres
    • $1,053,640 per Acre

    4553 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

    Fully Permitted 159-Unit Development Site | High-Growth Corridor | CT Zoning Shovel-ready multifamily development site totaling ±5.22 acres across two parcels in Kissimmee’s booming W. Irlo Bronson (US-192) corridor. Approved for 159 market-rate rental units with no affordable housing requirements, the project is fully permitted and ready for pre-construction meeting with Osceola County.

    Brad Kuskin COMPASS FLORIDA LLC

    4553 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
  • /10

    $890,000

    • Land
    • 1.03 Acres
    • $864,078 per Acre

    0 John Young Pkwy Unit 11365500, Kissimmee, FL 34741

    Prime Mixed-Use Development Opportunity in Kissimmee! This rare 1.03-acre parcel occupies an entire city block with frontage on all four sides, offering exceptional visibility and exposure with strong daily traffic counts. As part of preliminary planning discussions, the City of Kissimmee has shared two non-binding conceptual studies for this property illustrating potential mixed-use

    Freddy Burgos La Rosa Realty Kissimmee

    0 John Young Pkwy Unit 11365500, Kissimmee, FL 34741
  • /15

    $367,900 New Construction

    • Studio
    • 1 Bath
    • 531 Sq Ft

    3251 Secret Lake Dr Unit 1220, Kissimmee, FL 34747

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. March 2027. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and

    Alejandro Salazar UBIICA LLC

    3251 Secret Lake Dr Unit 1220, Kissimmee, FL 34747
  • /50

    $2,200,000

    • 4 Beds
    • 3 Baths
    • 2,932 Sq Ft

    4147 Boggy Creek Rd, Kissimmee, FL 34744

    This property has it all! 2.50 Acres with a 3 bed/2 bath pool home and a 2016 1 bed/1 bath Guest House. The main house is 3250 total sq. ft. and the guest house is 968 sq. ft. with a total of 4218 sq. ft. Both of these homes have real brick exteriors. The sunken living room has a beautiful wood burning brick fireplace, high ceilings and Italian Porcelain Tile. There's a beautiful salt water

    Chuck Dunnick DUNNICK REAL ESTATE COMPANY

    4147 Boggy Creek Rd, Kissimmee, FL 34744
  • /40

    $413,700

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    3394 Hawkin Dr, Kissimmee, FL 34746

    Charming 3-Bedroom Home in The Wilderness – A Peaceful Retreat with Privacy and Space Nestled at the end of a quiet cul-de-sac in the desirable Wilderness community, this delightful 3-bedroom, 2-bathroom home offers the perfect blend of peace, privacy, and convenience. With no neighbors behind the property, you can enjoy the serenity of nature and the expansive outdoor space that this unique home

    Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

    3394 Hawkin Dr, Kissimmee, FL 34746
  • /18

    $3,000,000

    • Land
    • 5.01 Acres
    • $598,802 per Acre

    4121 Boggy Creek Rd, Kissimmee, FL 34744

    5-15 acres on The Boggy Creek Road corridor which is South Orlando's best undeveloped opportunity. Surrounded by affluent communities, minutes from the Airport, Medical City and across from a very busy Austin Tindal Park , makes this location exceptional. The demographics are right with 4 already built 300+ unit, luxury rental communites within minutes of the property. To further enhance its

    Bernardo Reynoso LA ROSA REALTY LLC

    4121 Boggy Creek Rd, Kissimmee, FL 34744
  • /29

    $995,000

    • Land
    • 5.25 Acres
    • $189,524 per Acre

    1290 Cinder Ln, Kissimmee, FL 34744

    THIS PROPERTY IS ABSOLUTELY BEAUTIFUL. THE PROPERTY IS VERY SECLUDED AT THE END OF A DEAD END ROAD. IT HAS TREES ALL THE WAY AROUND BUT OPEN IN THE MIDDLE AND CLEARED. IT IS A VERY IDEAL PLACE FOR A LARGE HOME WITH LOTS OF PRIVACY. THERE IS ONLY ONE ROAD SEPARATING IT FROM EAST LAKE TOHO. THERE IS ELECTRIC,WELL AND SEPTIC. AS THERE IS AN OLD TRAILER ON THE FRONT LEFT OF THE PROPERTY THAT IS

    Susan Graves KELLER WILLIAMS REALTY AT THE LAKES

    1290 Cinder Ln, Kissimmee, FL 34744
  • /5

    $3,300,000

    • Land
    • 2.68 Acres
    • $1,231,343 per Acre

    Unlisted Address

    Prime Commercial Corner Development Opportunity | Osceola Pkwy & Simpson Rd consisting of 2.68± Acres Location: Southeast Corner of Osceola Parkway & Simpson Road, Kissimmee, FLSize: Approx. 2.68 Acres (Three Combined Parcels) Discover a high-visibility commercial development site perfectly positioned at the signalized intersection of Osceola Parkway and Simpson Road in one of Osceola

    Patricia Sullivan OLDE TOWN BROKERS INC

    Unlisted Address
  • /92

    $670,000

    • 6 Beds
    • 4 Baths
    • 3,817 Sq Ft

    2540 Albany Dr, Kissimmee, FL 34758

    QUALIFIES FOR USDA 100% FINANCING!Step into this extraordinary English-style single-family home, a true gem nestled in a community with NO HOA fees. Spanning an impressive 3,817 square feet, this property boasts 4 bedrooms, 4 bathrooms, and sits on a sprawling 1.13-acre lot, offering endless possibilities for relaxation and recreation.The home is fully furnished with new furniture,

    Andres Ospina Rivera LPT REALTY, LLC

    2540 Albany Dr, Kissimmee, FL 34758
  • /46

    $300,000

    • Land
    • 1.23 Acres
    • $243,902 per Acre

    0 Citrus St, Kissimmee, FL 34746

    This is the piece of land you were looking for!!!!!!Water well installed in 2024, Electric-500' of cable trenched underground 3' deep, from street to the property along with a transformer and a 60-amp meter.30 loads of fill dirt. 165' wooden fence 9' tall. 270' plastic fence 6' tall. rail road ties fencing for picnic area. 20x10 gazebo picnic. the 10x20 metal shed on property is not

    Ursula Santana DGL REALTY, LLC

    0 Citrus St, Kissimmee, FL 34746
  • /19

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    3171 Paradox Cir Unit 403, Kissimmee, FL 34746

    New price!!!! Welcome to your new home! LOCATION, LOCATION, LOCATION! GREAT RENTAL INCOME OPPORTUNITY. This impressive & spacious floor plan with a water view features two bedrooms (no carpet), two bathrooms. Your sunny second home or an Orlando vacation rental investment home, this community offers the ultimate resort-style community for Orlando vacationers and is open for business and

    thiago Fowler FLORIDA REALTY INVESTMENTS

    3171 Paradox Cir Unit 403, Kissimmee, FL 34746
  • /34

    $449,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    7438 Excitement Dr Unit B4101, Kissimmee, FL 34747

    One or more photo(s) has been virtually staged. Under Construction. One or more photo(s) has been virtually staged. Under Construction. The best all-around investment properties in Orlando ****CURRENTLY UNDER CONSTRUCTION 102 new units****, SOON TO BE DELIVERED!! RESERVE WITH ONLY $5,000 (NON REFUNDABLE) Live, Vacation, Enjoy a luxury lifestyle and/or generate income through NIGHTLY short term or

    Franz Pinzon EXP REALTY LLC

    7438 Excitement Dr Unit B4101, Kissimmee, FL 34747
  • /45

    $345,000

    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    3120 Boggy Terrace Dr, Kissimmee, FL 34744

    PAY ATTENTION!!!!!!!! Builders & Discerning Investors,Presenting a rare and private 1.25-acre waterfront estate parcel featuring 200 feet of pristine creek frontage with direct access to East Lake Tohopekaliga. Tucked away in a serene setting, this property offers an exceptional blend of seclusion, natural beauty, and convenience. Enjoy refined country-style living while being just minutes

    Ingrid Reyes LA ROSA REALTY PRESTIGE

    3120 Boggy Terrace Dr, Kissimmee, FL 34744
  • /50

    $305,000

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3141 Paradox Cir Unit 404, Kissimmee, FL 34746

    This fully furnished, 2BD/2BA, second-floor condo in Storey Lake is the definition of a turnkey revenue play. Just 14 minutes from Disney, this unit is already a high-performing Airbnb with strong occupancy and glowing guest reviews — no ramp-up period, no setup costs, no guesswork. Inside, you get a bright, modern, open layout with stylish furnishings, a private balcony, and a full,

    Tony Ubaldini EXP REALTY LLC

    3141 Paradox Cir Unit 404, Kissimmee, FL 34746
  • /60

    $735,000

    • 5 Beds
    • 3 Baths
    • 2,345 Sq Ft

    4050 Citrus St, Kissimmee, FL 34746

    Discover the perfect blend of space, comfort, and nature in this beautifully maintained 5-bedroom, 2-bathroom home, featuring a fully independent mother-in-law suite complete with its own kitchen, bathroom, and private entrance — ideal for guests, extended family, or rental income. Nestled on over 2 peaceful acres surrounded by nature, this property offers serenity and privacy while being just

    Luzmar Diaz Clavijo LA ROSA REALTY LLC

    4050 Citrus St, Kissimmee, FL 34746

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