15

North Kissimmee Houses for Sale

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  • /24

    $365,000 Open Sat 2PM - 5PM

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    2553 Montego Bay Blvd, Kissimmee, FL 34746

    Welcome to 2553 Montego Bay Blvd, a beautifully maintained home in the heart of Kissimmee’s Montego Bay community. This spacious residence features an open floor plan filled with natural light, a well-equipped kitchen, and comfortable living and dining areas.The highlight of the home is the screened-in private pool with a serene lake view, creating a perfect setting for relaxation and

    Asher Chen AAA GLOBAL VENTURES PA

    2553 Montego Bay Blvd, Kissimmee, FL 34746
  • /55

    $750,000

    • 4 Beds
    • 4.5 Baths
    • 4,370 Sq Ft

    4984 Lake Cecile Dr, Kissimmee, FL 34746

    Welcome to this custom-built luxury residence offering 4 bedrooms, 4.5 bathrooms, and 4,370 sq. ft. of living space over a half-acre lot with no HOA restrictions. Designed for comfort, and entertainment, this elegant home is a rare find in the heart of Kissimmee. This is a turnkey home with space, upgrades, and a prime location—ready to welcome its new owner. Step inside to a flawless floor

    Realtor Analis SELLING TOWN REALTY LLC

    4984 Lake Cecile Dr, Kissimmee, FL 34746
  • /29

    $474,900

    • 4 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    2605 Montego Bay Blvd, Kissimmee, FL 34746

    This attractive property offers a unique open floor plan with spectacular high ceiling that impress visitors and maximizes the natural light. It features updated bathrooms and kitchen with quartz countertops. Two French doors connect the dining room and the porch for relaxing near to the screened aquamarine pool area, and 2 years old roof.Move in ready home in the well-located Montego Bay

    Yaima Gamez Mirabal FLORIDA INVESTMENT REALTY GRP

    2605 Montego Bay Blvd, Kissimmee, FL 34746
  • /33

    $370,000

    • 4 Beds
    • 3 Baths

    5362 Diplomat Ct, Kissimmee, FL 34746

    Fully furnished, cozy 4-bedroom, 3-bathroom home at 5362 Diplomat Ct, offering a bright and open living space. The kitchen is equipped with modern appliances and ample cabinet space. The master suite features an ensuite bathroom, and the additional bedrooms are spacious. The backyard provides a great area for outdoor enjoyment. Conveniently located near schools, parks, and shopping—this home is a

    Ricardo Romero Phantom Real Estate

    5362 Diplomat Ct, Kissimmee, FL 34746
  • /62

    $470,000

    • 4 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    2629 Chatham Cir, Kissimmee, FL 34746

    Discover your perfect Florida getaway or your next investment! Whether you’re looking for a vacation escape, a full-time residence, or a short-term rental opportunity, this rare 4-bedroom pool home in the desirable Chatham Park community has it all.With 1,874 sq ft of living space, this home sits on an oversized lot backing onto a wooded conservation area, offering peaceful views and

    Emilia Faria KARDOSH REALTY

    2629 Chatham Cir, Kissimmee, FL 34746
  • /36

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    Unlisted Address

    Beautiful vacation home - Short term rental. Close to the parks and shopping. Brand new roof installed in December 2024.

    Pascale Trosch MBT HOMES

    Unlisted Address
  • /39

    $599,999

    • 4 Beds
    • 3.5 Baths
    • 2,764 Sq Ft

    2561 Montego Bay Blvd, Kissimmee, FL 34746

    Just 6 miles from the magic of Walt Disney World, 2561 Montego Bay Blvd is more than a vacation home — it’s a turnkey escape built for relaxation and return on investment. Tucked inside the quiet, well-kept Montego Bay community, this fully furnished 4-bedroom, 3.5-bath gem blends comfort, convenience, and charm in all the right ways. It’s been lovingly maintained as a family getaway and only

    James Donovan TEAM DONOVAN

    2561 Montego Bay Blvd, Kissimmee, FL 34746
  • /13

    $404,900

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft

    5371 Lonesome Dove Dr, Kissimmee, FL 34746

    A group showing is scheduled in the area to preview multiple income-producing properties—ask your agent for details. Turn-key, fully furnished pool home in a high-demand short-term rental zone with no mandatory HOA. This well-maintained single-family property is already generating income as an active Airbnb and offers rare flexibility: ideal for investors seeking short-term or long-term rental

    Narda Miranda EXP REALTY LLC

    5371 Lonesome Dove Dr, Kissimmee, FL 34746
  • /48

    $479,480

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft

    3192 Running Deer Path, Kissimmee, FL 34746

    Situated just minutes from Walt Disney World, this 1,377 square foot, incredibly cared for home features 3 bedrooms, 2 bathrooms and clever upgrades that make this property an unbeatable buy! First impressions are everything and the beautifully manicured lawn sets the tone for what’s inside. Upon entry, you’ll notice the updated tile flooring, crown molding, and an inviting open

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    3192 Running Deer Path, Kissimmee, FL 34746
  • /23

    $415,000

    • 4 Beds
    • 2.5 Baths
    • 1,732 Sq Ft

    4798 Windwood Dr, Kissimmee, FL 34746

    Charming 4-Bedroom Home in the Heart of Kissimmee. New HVAC and Roof in 2018. New Hot Water Heater in 2024 and Pool Resurfaced 2023, New Pool Pump 2025. Flooring, Kitchen and all Baths remodeled in 2020.Welcome to 4798 Windwood Drive, a beautiful 4-bedroom, 2 1/2 bathroom single-family pool home home located in the highly desirable community of Windward Cay. Built in 1993, this spacious residence

    Bryan Rogers HOLIDAY REALTY LLC

    4798 Windwood Dr, Kissimmee, FL 34746
  • /20

    $434,900

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft

    3149 Bear Path, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. Now scheduling group previews of active, income-generating vacation homes in one of Kissimmee’s hottest rental corridors—don’t miss this opportunity! Located in one of the most desirable areas, this 1,713 sq ft fully renovated gem is the ultimate blend of style, comfort, and income potential. With short-term rentals allowed and a voluntary HOA, this

    Narda Miranda EXP REALTY LLC

    3149 Bear Path, Kissimmee, FL 34746
  • /55

    $440,000

    • 4 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    2430 Berkshire Ct, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. This stunning 4-bedroom, 2.5-bath home located on a cul-de-sac has been completely upgraded and is move-in ready! Located just 10 minutes from Disney theme parks, this property is perfect as an Airbnb, a vacation retreat, or a primary residence. Recent upgrades include a brand-new roof (installed just two months ago), NEW AC, a modern kitchen, brand

    Letisia Alonso LPT REALTY, LLC

    2430 Berkshire Ct, Kissimmee, FL 34746
  • /47

    $300,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,330 Sq Ft

    3350 Smoke Signal Cir, Kissimmee, FL 34746

    Don't miss this amazing opportunity in the highly desirable community of Indian Wells! This 2 bed, 2 bath home is truly a must see. This home has been FRESHLY PAINTED inside and out, features a NEWER ROOF (2023), NEW WATER HEATER (2025), and a full set of BRAND NEW APPLIANCES in the kitchen. Both bedrooms are incredibly spacious, each with walk-in closets and private en-suite

    Amber Koepke LPT REALTY, LLC

    3350 Smoke Signal Cir, Kissimmee, FL 34746
  • /33

    $100,000

    • 1 Bed
    • 1 Bath
    • 325 Sq Ft

    5245 W Irlo Bronson Memorial Hwy Unit 276, Kissimmee, FL 34746

    Excellent Investment Opportunity! Introducing this condo-hotel located in the heart of Kissimmee, Florida, just under 4 miles from the Main Entrance of Walt Disney World. It is ideally situated on the main US-192 Avenue, with easy access to Celebration and a wide range of tourist attractions such as Universal Studios, Old Town, SeaWorld, Medieval Times, ESPN Wide World of Sports, Fun Spot

    Gisell De Sousa La Rosa Realty Llc

    5245 W Irlo Bronson Memorial Hwy Unit 276, Kissimmee, FL 34746
  • /32

    $100,000

    • 1 Bed
    • 1 Bath
    • 325 Sq Ft

    5245 W Irlo Bronson Memorial Hwy Unit 210, Kissimmee, FL 34746

    Excellent Investment Opportunity! Introducing this condo-hotel located in the heart of Kissimmee, Florida, just under 4 miles from the Main Entrance of Walt Disney World. It is ideally situated on the main US-192 Avenue, with easy access to Celebration and a wide range of tourist attractions such as Universal Studios, Old Town, SeaWorld, Medieval Times, ESPN Wide World of Sports, Fun Spot

    Gisell De Sousa La Rosa Realty Llc

    5245 W Irlo Bronson Memorial Hwy Unit 210, Kissimmee, FL 34746

Why Live in North Kissimmee

North Kissimmee, located just outside Walt Disney World Resorts, is a vibrant community in Central Florida’s bustling tourist scene. Despite the influx of visitors, the neighborhood maintains a local feel with scenic parks and community hubs. Homes here, mostly built after 2004, include spacious contemporary styles and midsized traditional and coastal contemporary designs, often featuring multi-car garages and manicured landscaping. Townhomes are also available along sidewalk-lined streets. Residents enjoy outdoor activities at Lakefront Park, KUA Crumbie Canine Court, and Bob Makinson Aquatic Center. Shingle Creek Regional Park offers hiking, biking, fishing, and canoeing. Dining options include World Food Trucks with 60 vendors and Tortilleria La Mexicana known for its homemade salsa and tortillas. For shopping, The Loop outdoor complex and Old Town’s 18-acre entertainment hub are popular spots. Walt Disney World is just 10 miles away, and Universal Studios Florida is 13 miles away. North Kissimmee is safer than the national average, and its proximity to John Young Parkway and Interstate 4 allows easy access to Orlando’s downtown and Central Business District. Local amenities include grocery stores, retail shops at Plaza del Sol, and medical services at HCA Florida Osceola Hospital. Public transportation options include Amtrak at Kissimmee Station and the LYNX bus system.

Home Trends in North Kissimmee, FL

Housing Trends

Median Sale Price
$280,000
Median Single Family Sale Price
$302,000
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$153,000
Median 1 Bedroom Sale Price
$127,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
163
Last 12 months Home Sales
236
Months of Supply
8.30
Median List Price
$281,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-7%
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