14

Kissimmee, FL Homes for Sale with a Community Boat Dock

Section Image Section Image
  • /39

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 1,918 Sq Ft

    1255 Wispy Cypress Dr, Kissimmee, FL 34746

    Welcome to 1255 Wispy Cypress Drive, a beautifully maintained 4 bedroom, 2.5 bathroom townhome with a 2-car garage located in the desirable Cypress Hammock community of Kissimmee. Built by Hanover Family Builders, this Allendale floor plan offers 1,918 square feet of living space with an open first-floor layout, spacious great room, dining area, covered rear lanai, and all bedrooms conveniently

    Agent Photo

    Charlie Peterson

    KELLER WILLIAMS HERITAGE REALTY

    1255 Wispy Cypress Dr, Kissimmee, FL 34746
  • /86

    $819,000

    $46K PRICE DROP
    • 9 Beds
    • 6.5 Baths
    • 4,363 Sq Ft

    9043 Sunshine Ridge Loop, Kissimmee, FL 34747

    Discover this stunning 9-bedroom, 6-bathroom vacation retreat in the vibrant Solara Resort community, just 8 miles from Disney World! Perfect for families or investors, this high-end property features themed bedrooms, elegant suites, and a spacious game room that guarantees entertainment for all ages. Step outside to your private screened-in pool and spa, complete with a covered lanai for

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    9043 Sunshine Ridge Loop, Kissimmee, FL 34747
  • /61

    $389,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,094 Sq Ft

    3404 Great Pond Dr, Kissimmee, FL 34746

    Virtually Staged. Welcome to this well-maintained 4-bedroom, 2-bath home offering 2,094 square feet in the desirable Bellalago community. Featuring a split-bedroom floor plan, this home includes a spacious kitchen, separate living and family rooms, and plenty of space for everyday living and entertaining. Relax on the screened-in patio overlooking the peaceful pond. Recent updates include a newer

    Dawn Grigsby EXP REALTY LLC

    3404 Great Pond Dr, Kissimmee, FL 34746
  • /41

    $309,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    573 Eagle Ct, Kissimmee, FL 34759

    100% Special Financing available, low-down payment and Closing Cost incentive! Discover your dream Florida home in the thriving Poinciana community. This pristine single-family residence, featuring 3 bedrooms and 2 full bathrooms, is a sanctuary of comfort and style. The thoughtful layout is ideal for entertaining, and the lush backyard, brimming with fruit trees and native plants, creates a

    Geoffrey Lopez II RADIUS REALTY GROUP LLC

    573 Eagle Ct, Kissimmee, FL 34759
  • /33

    $648,000

    • 5 Beds
    • 5 Baths
    • 3,292 Sq Ft

    2734 Bookmark Dr, Kissimmee, FL 34746

    Welcome to your private paradise in one of Central Florida’s premier short-term rental communities, just minutes from Walt Disney World. This pristine 5-bedroom, 5-bathroom professionally furnished vacation home is ideal as a second home or income-producing vacation rental property. Designed for comfort and guest enjoyment, this spacious two-story house features high ceilings, contemporary

    Leidy Sanquiz ROMAN'S PRO REALTY LLC

    2734 Bookmark Dr, Kissimmee, FL 34746
  • /26

    $650,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 3 Baths
    • 2,655 Sq Ft

    2621 Lookout Ln, Kissimmee, FL 34746

    Experience resort-style living in Bellalago with this beautiful updated 4 bedroom, 3 bath home tucked away on a private cul-de-sac. Designed for both everyday comfort and entertainment, the home features a flexible floor plan, a stunning panoramic screened lanai, an extended patio, and a fenced backyard. Recent improvements includes maintenance to roof, water heater, lightings, cabinetry, and

    Jessica Salvant Worthy Realty LLC

    2621 Lookout Ln, Kissimmee, FL 34746
  • /27

    $449,000

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft

    4821 Brier Rose Ln, Kissimmee, FL 34746

    Your Orlando Income Story Begins Here — Turnkey 4BR/3BA Vacation Townhome with Private Heated Pool, Just Minutes from the Magic.Step inside and the Florida sun does the rest. Sliding glass doors open straight onto your screened lanai, where the private heated splash pool waits — the kind of "we made it" moment guests post the second they arrive. This is the postcard. This is the

    Lance Whipple XL REALTY, LLC

    4821 Brier Rose Ln, Kissimmee, FL 34746
  • /84

    $340,000

    • 4 Beds
    • 3 Baths
    • 1,440 Sq Ft

    2720 Roadster Ln, Kissimmee, FL 34746

    Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an

    Shawn McCormick ERA GRIZZARD REAL ESTATE

    2720 Roadster Ln, Kissimmee, FL 34746
  • /29

    $259,990

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,822 Sq Ft

    2543 Old Kent Cir, Kissimmee, FL 34758

    Virtually Staged. Welcome to this 4-bedroom, 3-bathroom townhome in Kissimmee, ideally located just about 20 minutes from Walt Disney World. This home offers a functional layout with a full bedroom and bathroom on the first floor, perfect for guests, extended family or added flexibility. Inside, you’ll find brand new carpet throughout the living areas and bedrooms, tile flooring in all wet areas

    Keith Miles, Jr PROPERTIES IN TOWN

    2543 Old Kent Cir, Kissimmee, FL 34758
  • /85

    $474,999

    • 3 Beds
    • 2 Baths
    • 2,398 Sq Ft

    3805 Bowfin Trail, Kissimmee, FL 34746

    Resort style living year-round in beautiful BELLALAGO! This immaculate Tivoli floor plan is 2,398 sf, 3 bedrooms,2 bathrooms, including a separate office and a 3-car garage and screened porch. The community is guard gated 24 hours a day. Enjoy all the amenities that BELLALAGO offers including fitness center, entertainment and game rooms, saunas, Olympic sized heated pool and spa, water playground

    Robert Armstrong PL LA ROSA REALTY CENTRAL FLORIDA LLC

    3805 Bowfin Trail, Kissimmee, FL 34746
  • /35

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,186 Sq Ft

    4751 Clock Tower Dr Unit 107, Kissimmee, FL 34746

    Beautifully furnished, successful short term rental in Storey Lake. In the kitchen, you'll find upgraded finishes such as quartz countertops, 42" cabinets, and stainless steel appliances. The home is professionally and elegantly furnished. This community offers the ultimate resort experience for Orlando vacationers. Storey Lake features an array of amenities for active families, sport courts,

    Lyra Martin GLASSTONE GROUP INC

    4751 Clock Tower Dr Unit 107, Kissimmee, FL 34746
  • /22

    $220,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,470 Sq Ft

    4012 Santa Maria Dr Unit 102, Kissimmee, FL 34741

    Beautiful 4-bedroom, 3-bath corner townhome- located in the guard-gated community of Venetian Bay Villages. Conveniently situated near major attractions, Orlando International Airport, The Loop shopping center, and main roadways. The community offers 3 pools, including a main heated pool open until late daily, as well as a fitness room and theater next to the clubhouse. Additional amenities

    Mike Danganan RE/MAX PRIME PROPERTIES

    4012 Santa Maria Dr Unit 102, Kissimmee, FL 34741
  • /63

    $510,000

    • 4 Beds
    • 4 Baths
    • 1,850 Sq Ft

    7996 Lost Shaker Ln, Kissimmee, FL 34747

    Welcome to this exceptional opportunity to own in the heart of the iconic Margaritaville Resort Orlando. This fully furnished 4-bedroom residence offers 4-private ensuite bathrooms, an open-concept floor plan, and a second-floor balcony, delivering both comfort and versatility for full-time living, a second home, or investment short-term use. The kitchen and bathrooms are finished with quartz

    Giovanni Sanginesi REAL BROKER, LLC

    7996 Lost Shaker Ln, Kissimmee, FL 34747
  • /31

    $249,990

    • 2 Beds
    • 2.5 Baths
    • 1,161 Sq Ft

    3003 White Orchid Rd, Kissimmee, FL 34747

    Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhome offering 1,161 square feet of fully furnished living space in Encantada Resort. Whether you're looking for a primary residence, vacation home or investment property, this home is move-in ready and ready to enjoy. Enjoy the security and convenience of a 24-hour guarded gated community, along with an outstanding selection of

    Keith Miles, Jr PROPERTIES IN TOWN

    3003 White Orchid Rd, Kissimmee, FL 34747

Home Price Trends

Median Sale Price
$365,490
Median Single Family Sale Price
$385,000
Median Townhouse Sale Price
$348,790
Median 2 Bedroom Sale Price
$257,000
Median 1 Bedroom Sale Price
$135,000
Average Price Per Sq Ft
$208
Number of Homes for Sale
2,992
Last 12 months Home Sales
5,650
Months of Supply
6.40
Median List Price
$385,045
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home