29

Kissimmee, FL Homes for Sale under $2,000,000

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  • /80

    $1,950,000

    $50K PRICE DROP
    • 15 Beds
    • 15.5 Baths
    • 6,255 Sq Ft

    2477 Shanti Dr, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! TURNKEY 15-BEDROOM SHORT-TERM RENTAL | PROVEN PERFORMANCE | FULLY FURNISHED & THEMEDThis isn't simply a vacation home—it's an established hospitality business being sold as a fully furnished, turnkey income-producing asset.Built in 2020 and spanning more than 6,250 square feet,

    Agent Photo

    Vincent Cordaro

    SERHANT

    2477 Shanti Dr, Kissimmee, FL 34746
  • /2

    $1,550,000

    $425K PRICE DROP
    • Land
    • 2.98 Acres
    • $520,134 per Acre

    0 Nanaksar Ln, Kissimmee, FL 34741

    Beautiful lot in front of major road on Carrol street. Hard to find a vacant land within a city limits .

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    0 Nanaksar Ln, Kissimmee, FL 34741
  • /23

    $1,650,000

    $850K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    1886 Pleasant Hill Rd, Kissimmee, FL 34746

    Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746!The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel offers endless possibilities for development, whether you're envisioning residential, commercial, or investment projects. Boasting excellent road frontage and high visibility, this property is

    Aramis Rodriguez Sr. HOLISTIC REALTY FLORIDA, LLC

    1886 Pleasant Hill Rd, Kissimmee, FL 34746
  • /13

    $1,684,990

    New Construction
    • 15 Beds
    • 16.5 Baths
    • 6,374 Sq Ft

    Waterfall Plan at Sonoma Resort - Elevated, Kissimmee, FL 34741

    The Waterfall showcases the largest vacation home plan at 6,374 square feet | 592 m2 with 15 bedrooms with ensuite baths, a grand living room and kitchen, second floor loft, private pool and spa, and a three-car garage. Unique themed rooms exclusively for the model transport guests inside popular destinations including Harry Potter, The Lion King, Barbie and Marvel Superheroes. Watch a

    Park Square Homes Builder
    3901 Sonoma Blvd Unit 36471286, Kissimmee, FL 34741
  • /73

    $1,990,000

    $209K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 5,955 Sq Ft

    7863 Palmilla Ct, Kissimmee, FL 34747

    ** HUGE PRICE REDUCTION!!** PRICED TO SELL** This is a one of a kind, Architectural Masterpiece, custom built by one of the original luxury builders in Reunion Resort’s most coveted location in Central Florida. Close to the PRIVATE ENTRANCE of Reunion Resort with easy access to the I4 and 429. This exquisite property is positioned on a corner lot, high up with privacy along the 12th tee of the

    Noel Methot CHAMPION HOMES

    7863 Palmilla Ct, Kissimmee, FL 34747
  • /32

    $1,649,000

    $51K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,992 Sq Ft

    807 Neptune Rd, Kissimmee, FL 34744

    Welcome to the quintessential Florida lakefront lifestyle. Tucked beneath a breathtaking canopy of majestic Southern Live Oaks, this extraordinary 4-bedroom, 3-bath estate—with a detached 1-bedroom, 1-bath guest house—offers approximately 105 feet of shoreline on beautiful Lake Tohopekaliga (Lake Toho) and a setting unlike anything else on the market.Beyond the private wrought-iron gates

    Kristin Spivey FINE POINT REALTY LLC

    807 Neptune Rd, Kissimmee, FL 34744
  • /68

    $1,650,000

    • 3,189 Sq Ft

    304 Lakeshore Blvd, Kissimmee, FL 34741

    Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths.

    Petie Bilyk ROMAN'S PRO REALTY LLC

    304 Lakeshore Blvd, Kissimmee, FL 34741
  • /2

    $1,700,000

    • Land
    • 29.3 Acres
    • $58,020 per Acre

    0 Eagle Lake Blvd, Kissimmee, FL 34746

    Developer's dream: 29.3 acres with over 5,272 linear feet of waterfront. Road access available, a public boat ramp access is available. 5 acres already residential, 10.66 acres rural subject to zoning approval changes, and 13.64 acres of other land. Seller will entertain financing options under certain conditions. Comparables and other data available. Lake TOHOPEKALIGA is a beautiful lake with

    Rodrigo Vilches United Realty Group Inc

    0 Eagle Lake Blvd, Kissimmee, FL 34746
  • /2

    $1,500,000

    $500K PRICE INCREASE
    • Land
    • 5.01 Acres
    • $299,401 per Acre

    0 Pleasant Hill Rd Unit S5058073, Kissimmee, FL 34746

    5+ acres located directly across from the new Valencia College campus and Osceola County' s proposed 370+ acre College Station . Ideal for retail development with more than 300' of frontage on Pleasant Hill Road and exceptional exposure with more than 45,000 AADT. Located on Pleasant Hill Road, directly across from the new Valencia College and north of Bellalago.

    Tim Weisheyer DREAM BUILDERS REALTY

    0 Pleasant Hill Rd Unit S5058073, Kissimmee, FL 34746
  • /62

    $1,775,000

    $25K PRICE INCREASE
    • 5 Beds
    • 7 Baths
    • 4,966 Sq Ft

    1516 Sunset Pointe Place, Kissimmee, FL 34744

    Welcome to 1516 Sunset Pointe Place, an extraordinary luxury estate nestled within the exclusive gated Sunset Pointe community. Perfectly positioned on a beautifully landscaped half-acre corner lot overlooking a tranquil pond, this exceptional residence offers 4,966 square feet of elegant living space, 5 spacious bedrooms, each with its own private en-suite bathroom, 2 half bathrooms, a

    Josue Soto EXP REALTY LLC

    1516 Sunset Pointe Place, Kissimmee, FL 34744
  • /86

    $1,550,000

    • 14 Beds
    • 11 Baths
    • 6,404 Sq Ft

    3801 Sonoma Blvd, Kissimmee, FL 34741

    Stunning 14-bedroom, 11-bathroom corner villa in the heart of Kissimmee! Fully furnished and turnkey, this property features a private pool and spa, 16 Smart TVs, and an expansive open living area with tile floors, large windows overlooking the covered lanai, and a modern dining space with contemporary lighting. The chef’s kitchen is equipped with quartz or solid surface countertops, a large

    Romelia Galindez / Rommy AGENT TRUST REALTY CORPORATION

    3801 Sonoma Blvd, Kissimmee, FL 34741
  • /51

    $1,700,000

    $150K PRICE DROP Pre-Foreclosure
    • 5 Beds
    • 4.5 Baths
    • 3,519 Sq Ft

    815 Spring Park Loop, Kissimmee, FL 34747

    Price reduced! Stunning corner-lot home in Celebration, the charming town built by Disney, featuring 5 bedrooms, 4.5 bathrooms, and a fully equipped garage apartment. This beautifully appointed residence showcases hardwood flooring, wide crown molding, plantation shutters, and elegant architectural details throughout. The home offers formal living and dining rooms, two electric fireplaces, and a

    Tiago Ferreira AUTHENTIC REAL ESTATE TEAM

    815 Spring Park Loop, Kissimmee, FL 34747
  • /34

    $1,938,000

    • 6 Beds
    • 5 Baths
    • 3,429 Sq Ft

    2690 E Lake Rd, Kissimmee, FL 34744

    Rare 6.46-Acre Waterfront Development Opportunity on East Lake TohopekaligaAn exceptional opportunity to acquire 6.46± acres of waterfront property in one of Central Florida's fastest-growing areas. This offering includes two parcels totaling approximately 6.46 acres, consisting of a 2.66-acre improved parcel and an adjacent 3.80-acre vacant parcel, providing incredible flexibility for

    Abdul Shabir REALTY ONE GROUP INSPIRATION

    2690 E Lake Rd, Kissimmee, FL 34744
  • /24

    $1,650,000

    $40K PRICE DROP
    • 15 Beds
    • 15.5 Baths
    • 6,249 Sq Ft

    3820 Sonoma Blvd, Kissimmee, FL 34741

    This stunning fully furnished 15-bedroom, 15.5-bathroom vacation home offers an incredible great investment opportunity in the highly sought-after Sonoma Resort. Located in a premium resort-style community, this spacious 6,249 sq ft property is perfectly positioned in a great location — just minutes from Walt Disney World, theme parks, shopping, and dining. The home features multiple suites,

    Zoe Yao YANG REALTY INC

    3820 Sonoma Blvd, Kissimmee, FL 34741
  • /2

    $1,574,990

    New Construction
    • 13 Beds
    • 13 Baths
    • 5,619 Sq Ft

    Seacoast II Plan at Sonoma Resort - Elevated, Kissimmee, FL 34741

    Seacoast II is a 2-story home with 13 bedrooms, 13 bathrooms and 3-car garage. Features include bonus room, breakfast area, covered patio and family room.

    Park Square Homes Builder
    3901 Sonoma Blvd Unit 36480648, Kissimmee, FL 34741
  • /95

    $1,699,000

    $126K PRICE DROP
    • 13 Beds
    • 11 Baths
    • 5,504 Sq Ft

    2437 Shanti Dr, Kissimmee, FL 34746

    Welcome to a one-of-a-kind, fully furnished, professionally designed luxury vacation home in one of Central Florida’s top-performing vacation rental communities, Veranda Palms. This exceptional property is truly turnkey and income-producing from day one, offering a rare opportunity for investors seeking immediate cash flow and a high-performing short-term rental. An extra-large driveway provides

    Kelly French PALM CIRCLE REALTY

    2437 Shanti Dr, Kissimmee, FL 34746
  • /35

    $1,938,000

    • Land
    • 6.46 Acres
    • $300,000 per Acre

    0 Sharpey Rd, Kissimmee, FL 34744

    Rare 6.46-Acre Waterfront Land & Development OpportunityAn exceptional opportunity to acquire 6.46± acres of prime waterfront property on East Lake Tohopekaliga, offered with the 3.80-acre vacant parcel as the primary property and an adjoining 2.66-acre improved parcel included in the sale. This unique offering presents a rare chance to secure one of the largest privately owned waterfront

    Abdul Shabir REALTY ONE GROUP INSPIRATION

    0 Sharpey Rd, Kissimmee, FL 34744
  • /98

    $1,750,000

    • 15 Beds
    • 17 Baths
    • 6,374 Sq Ft

    3880 Sonoma Blvd, Kissimmee, FL 34741

    Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors!Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions!Key Features:- 6,249 sq. ft. of Luxury Living Space – Spacious single-family home

    Jianlin Shi PMI PRIME HOME

    3880 Sonoma Blvd, Kissimmee, FL 34741
  • /11

    $1,950,000

    • Land
    • 7.3 Acres
    • $267,123 per Acre

    0 Pleasant Hill Rd Rd Unit MFRS5152094, Kissimmee, FL 34746

    Excellent visibility with frontage along Pleasant Hill Road, a highly trafficked corridor with reported traffic volumes of approximately 40,500 vehicles per day. This commercial opportunity includes two parcels being sold together as one offering, totaling over 7 acres. Strategically located directly across from the Bellalago community at the intersection of Pleasant Hill Road and Bellalago

    Tim Weisheyer DREAM BUILDERS REALTY

    0 Pleasant Hill Rd Rd Unit MFRS5152094, Kissimmee, FL 34746
  • /2

    $1,500,000

    • Land
    • 5.89 Acres
    • $254,669 per Acre

    0 Granada Blvd Unit S4856294, Kissimmee, FL 34746

    GREAT LOCATION AND GREAT BUSINESS OPPORTUNITY ON THE CORNER OF PLEASANT HILL ROAD AND GRANADA BLVD.

    Tim Weisheyer DREAM BUILDERS REALTY

    0 Granada Blvd Unit S4856294, Kissimmee, FL 34746
  • /67

    $1,800,000

    • 5 Beds
    • 4 Baths
    • 4,230 Sq Ft

    906 Spring Park Loop, Kissimmee, FL 34747

    Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a

    Laurentiu Stanica STANICA REALTY GROUP

    906 Spring Park Loop, Kissimmee, FL 34747
  • /6

    $1,599,000

    $100K PRICE INCREASE
    • Land
    • 1.27 Acres
    • $1,259,055 per Acre

    0 E Osceola Pkwy Unit MFRO6353347, Kissimmee, FL 34743

    Prime Commercial Corner Opportunity | Osceola Pkwy & Simpson Rd consisting of 1.25± AcresLocation: Northwest Corner of Osceola Parkway & Simpson Road, Kissimmee, FLSize: Approx. 1.25 AcresPositioned at one of Osceola County’s most dynamic intersections, this premium 1.25± acre commercial site offers exceptional exposure and access on the signalized northwest corner of Osceola

    Patricia Sullivan OLDE TOWN BROKERS INC

    0 E Osceola Pkwy Unit MFRO6353347, Kissimmee, FL 34743
  • /6

    $2,000,000

    • Land
    • 4.21 Acres
    • $475,059 per Acre

    0 W Martin St Unit MFRS5150349, Kissimmee, FL 34741

    Rare builder’s opportunity! This massive 4.21-acre lot in Kissimmee offers 227 ft of road frontage and total land utility, allowing for residential use, this high and dry parcel with no HOA is the perfect canvas for a private luxury estate, a family compound with guest houses, or a hobbyist’s paradise. Access is via W Martin St, which is city-maintained and paved, ensuring a clean and easy

    Arelis Ravelo PROPERTY OUTLET INTERNATIONAL

    0 W Martin St Unit MFRS5150349, Kissimmee, FL 34741
  • /52

    $1,600,000

    • 15 Beds
    • 15.5 Baths
    • 6,249 Sq Ft

    3860 Sonoma Blvd, Kissimmee, FL 34741

    No Rear Neighbor. Water-view at the front.3860 Sonoma Blvd presents a rare opportunity to own a newly built, resort-style luxury vacation residence in the highly desirable Sonoma Resort community of Kissimmee. Designed for large-group stays and short-term rental appeal, this impressive 15-bedroom, 15.5-bath estate offers approximately 6,249 square feet of expansive living space, elevated

    Jing Yue INTEREALTY SERVICE

    3860 Sonoma Blvd, Kissimmee, FL 34741
  • /95

    $1,950,000

    $750K PRICE DROP
    • 9 Beds
    • 10.5 Baths
    • 6,300 Sq Ft

    7864 Palmilla Ct, Kissimmee, FL 34747

    *** HUGE PRICE IMPROVEMENT ***A One-of-a-Kind 9-Bedroom Luxury Villa Designed for Unforgettable ExperiencesWhat makes this exceptional 9-bedroom, 10.5-bathroom villa truly stand out? Is it the interactive themed rooms—like Super Mario Bros. and Castaway Island—that instantly transform with the push of a button for a unique, immersive experience? Or perhaps it’s the oversized

    David Gilmore PREFERRED REAL ESTATE BROKERS

    7864 Palmilla Ct, Kissimmee, FL 34747
  • /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
  • /50

    $1,850,000

    $150K PRICE DROP
    • 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
  • /78

    $1,950,000

    • 15 Beds
    • 17 Baths
    • 6,249 Sq Ft

    2441 Shanti Dr, Kissimmee, FL 34746

    Virtually Staged. Welcome to an extraordinary vacation home experience at 2441 Shanti Dr, featuring an impressive 15 bedrooms, 15 full bathrooms, and 1 half bathroom designed to create unforgettable memories. This one-of-a-kind property offers a private pool and incredible themed spaces that bring imagination and entertainment to life. Step into a world of magic with professionally designed

    MARCELLA REGINATO SELECTA REALTY LLC

    2441 Shanti Dr, Kissimmee, FL 34746
  • /3

    $1,600,000

    $250K PRICE DROP
    • Land
    • 43,124 Sq Ft
    • $1,616,162 per Acre

    0 Broadview Dr, Kissimmee, FL 34744

    Excellent investment opportunity featuring 1.9 acres across two parcels, including a fully renovated 875 SQFT building. The property is completely fenced, cleared, and ready for immediate use.Prime Location: Easy access to Florida Turnpike, Neo City, and newly developed retail centers.High Exposure: Direct visibility along Highway 192, offering strong traffic counts and business

    Andreina Maldonado Morocho AGENT TRUST REALTY CORPORATION

    0 Broadview Dr, Kissimmee, FL 34744

Home Price Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$339,990
Median 2 Bedroom Sale Price
$259,945
Median 1 Bedroom Sale Price
$130,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
2,535
Last 12 months Home Sales
5,016
Months of Supply
6.10
Median List Price
$377,195
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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