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Colonial Homes for Sale in Kissimmee, FL

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  • /86

    $1,949,000

    • 5 Beds
    • 4.5 Baths
    • 4,730 Sq Ft

    403 Water St, Kissimmee, FL 34747

    Perfectly positioned in the heart of Celebrations Main Village, Canna Lily on Water Street represents a rare opportunity to own one of only five estate homes on iconic Water Street, known for its picturesque canal running down the center of the street. Just across from the Celebration Golf Club and only a short stroll to Market Street, community events, and Lakeside Park, the location is

    Keith Renner NECTAR REAL ESTATE

    403 Water St, Kissimmee, FL 34747
  • /76

    $1,098,000

    $102K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,621 Sq Ft

    1632 Regal Cove Ct, Kissimmee, FL 34744

    Welcome to Regal Cove – Modern Luxury Meets Country Charm!Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round.From the moment

    Rachel Coolidge FIERCE REALTY

    1632 Regal Cove Ct, Kissimmee, FL 34744
  • /10

    $160,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    2203 Key Ct W Unit 432, Kissimmee, FL 34741

    This two bedroom, two bath unit is located in the highly sought-after Villas del Sol community in Kissimmee, this beautifully maintained and fully flexible unit is a rare find for investors and vacation home seekers alike. This short-term rental friendly property offers incredible income potential and a low-maintenance ownership experience. Ideally positioned just minutes from Walt Disney World,

    Emidio Dinardo CENTURY 21 WOLF'S CROSSING REALTY

    2203 Key Ct W Unit 432, Kissimmee, FL 34741
  • /49

    $959,000

    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    331 Celebration Blvd, Kissimmee, FL 34747

    Is there a 4-bed townhouse in Celebration with rental potential and room for everyone? At 331 Celebration Blvd, you get over 3000 sq ft, 4bathrooms (no more morning traffic jams), and a detached garage apartment perfect for income, guests, or that one relative who “just needs a little space.” Welcome to life in Celebration where space, flexibility, and location finally agree with each other.

    Rick Winner ZIRO REALTY

    331 Celebration Blvd, Kissimmee, FL 34747
  • /26

    $621,990

    New Construction $90K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    1943 Seawall Way, Kissimmee, FL 34747

    MOVE IN READY - GREAT INCENTIVES - The Anastasia is a beautifully designed 2-story end unit featuring 3 bedrooms, 2.5 bathrooms, and a 2-car attached garage. With 9’4” ceilings on the first floor and 9’ ceilings upstairs, this home offers a bright, open-concept floorplan perfect for modern living. The kitchen includes stainless steel appliances, gas service to the range/cooktop, and a breakfast

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    1943 Seawall Way, Kissimmee, FL 34747
  • /2

    $789,000

    $10K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,518 Sq Ft

    501 Sumner St, Kissimmee, FL 34741

    JUST LISTED | FULLY REMODELED | NO HOA! Welcome to 501 W Sumner St, a stunning, move-in-ready property located right within city limits!! Features You'll Love! 5 Spacious Bedrooms! 4 Full Bathrooms; Bright Living & Formal Dining Areas, Private In-Law Suite with Separate Entrance (perfect for rental income or multi-generational living. Beautiful In-Ground Pool, Charming Front Porch! NO HOA –

    Paola Almonte REMAX PREMIER PROPERTIES

    501 Sumner St, Kissimmee, FL 34741
  • /30

    $279,900

    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft

    1118 Perpignan Ct, Kissimmee, FL 34759

    Completely remodeled 4-bed, 2-bath one-story home (built 2002) — approx. 2,100 sq ft A/C, 2,700 sq ft under roof. Spacious two-car garage. Features include: Brand-new kitchen with granite countertops, double pantry, and stainless-steel appliances (refrigerator, dishwasher, range/stove, microwave). Large living room plus bright Florida room. Split bedroom plan with a large master suite: vaulted

    Joe Kuruvila KURUVILA REALTY ASSOCIATES LLC

    1118 Perpignan Ct, Kissimmee, FL 34759
  • /31

    $561,990

    New Construction $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,651 Sq Ft

    1760 Headland Loop, Kissimmee, FL 34747

    Under Construction. Discover the charm of new construction living in Celebration with this beautifully designed Amelia floor plan offering 3 bedrooms, 2.5 bathrooms, 1,651 square feet, and a detached two-car garage. Located near the heart of Celebration FL, this two-story home blends timeless style with modern convenience in one of Central Florida’s most sought-after communities near Walt Disney

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    1760 Headland Loop, Kissimmee, FL 34747
  • /24

    $617,990

    New Construction $90K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    1931 Seawall Way, Kissimmee, FL 34747

    Move-In Ready Anastasia - This 2-story end-unit home features 3 bedrooms, 2.5 baths, a 2-car garage, and an open-concept layout with soaring ceilings. Enjoy a gourmet kitchen with stainless steel appliances, a breakfast bar, and a covered lanai perfect for outdoor living. Celebration offers walkable streets, scenic lakes, top-rated schools, boutique shops, and year-round community events, making

    Amanda Warren MATTAMY REAL ESTATE SERVICES

    1931 Seawall Way, Kissimmee, FL 34747
  • /76

    $299,000

    $150K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    176 Cape Florida Dr, Kissimmee, FL 34759

    100% Designer Remodel! New flooring, cabinets, lighting, tile, paint, trim, kitchen & baths! HUGE corner lot with the nicest neighbors.Water views & moon views from the glass conservatory overlooking a 122' garden. Designer kitchen has new floating shelves & cabinets with quartz countertops & NEW appliances. The 6 person seating peninsula will be the center of this entertainer's dream home.

    Helen Gable Coral Cove Realty Inc

    176 Cape Florida Dr, Kissimmee, FL 34759
  • /48

    $899,990

    $75K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,721 Sq Ft

    1666 Marina Lake Dr, Kissimmee, FL 34744

    *Price Improvement!* Welcome to this stunning 5-bedroom, 4-bathroom Colonial-style pool home located in the highly sought-after gated community of Ashley Cove. This exceptional residence blends timeless elegance with modern upgrades, offering a truly one-of-a-kind living experience. From the moment you enter, you’re greeted by a grand spiral staircase and soaring high ceilings, complemented by

    Rocki Sanchez MAINFRAME REAL ESTATE

    1666 Marina Lake Dr, Kissimmee, FL 34744
  • /24

    $425,000

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths

    2718 Chatham Cir, Kissimmee, FL 34746

    ALL CONTENTS INCLUDED! This 4-bedroom, 3-bath home is currently a successful Short Term Vacation Rental (STVR) and fully furnished and fully stocked, including all furniture, décor, fixtures, linens, housewares, electronics, and contents currently in the home. Property is located in Osceola County. Zoned for primary occupancy or rental occupancy. This home is located on a residential street in

    Rosemarie DeFonte EXP COMMERCIAL LLC

    2718 Chatham Cir, Kissimmee, FL 34746
  • /31

    $999,999

    • 5 Beds
    • 2.5 Baths
    • 3,796 Sq Ft

    3150 Appaloosa Ct, Kissimmee, FL 34746

    This elegant estate home is located in Kissimmee with close proximity to Central Florida business and Orlando communities with an astounding 5.47 total acres of land surrounding the actually developed almost 2 acres. This is privacy and land at an affordable price. The breathtaking tree-lined private drive creates eager anticipation for the primary residence. This is a compound for the large

    Sinan Zakaria LISTED SIMPLY

    3150 Appaloosa Ct, Kissimmee, FL 34746

Home Prices in Kissimmee, FL

Home Price Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$389,990
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$258,665
Median 1 Bedroom Sale Price
$135,000
Average Price Per Sq Ft
$209
Number of Homes for Sale
2,976
Last 12 months Home Sales
5,638
Months of Supply
6.30
Median List Price
$389,990
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-1%
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