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Happy Trails Multifamily Homes & Duplexes for Sale

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    $650,000

    • 6 Beds
    • 5 Baths
    • 3,142 Sq Ft

    2467 Dubai St, Four Corners, FL 34747

    Turnkey Vacation Retreat & Income-Producing Gem in Windsor at Westside.Discover the perfect blend of luxury, convenience, and investment potential with this fully furnished 6-bedroom, 4.5-bath home in the highly sought-after Windsor at Westside Resort. Designed with both comfort and profitability in mind, this spacious property features an open-concept floor plan, multiple gathering

    Ursula Mullen ARTERRA LUXE-FLORIDA LLC

    2467 Dubai St, Four Corners, FL 34747
  • /97

    $925,000 Pre-Foreclosure

    • 9 Beds
    • 5 Baths
    • 3,922 Sq Ft

    8844 Cruden Bay Ct, Davenport, FL 33896

    Welcome to the “Marauder’s Mansion” at 8844 Cruden Bay Ct, a stunning Disney-themed, income-producing retreat in the world-class Champions Gate Community of Davenport, Florida. Boasting 9 bedrooms, 5 full bathrooms, and 14 total beds, this spacious two-story home is designed to deliver unforgettable vacation experiences for large groups. This home sits on over 1 quarter of an acre corner

    Maria Marte, PA 21 NEW HOMES INC

    8844 Cruden Bay Ct, Davenport, FL 33896

Why Live in Happy Trails

Happy Trails in Kissimmee is a rural enclave offering secluded, country living close to urban amenities. This gated community features upscale ranches, custom-built modern mansions, and traditional Craftsman-style homes on large wooded lots. The 1,900-acre neighborhood has approximately 150 houses, with many lots available for new construction. Residents enjoy the tranquility and privacy of spacious lots, often equipped with amenities for horse enthusiasts, such as barns and fenced paddocks. Major thoroughfares provide quick access to Walt Disney World Resort, 7 miles away, and other Central Florida attractions within 10 miles. Residents stay active by biking, walking, and using golf carts. Nearby Northeast Regional Park offers sports fields, a playground, tennis courts, a boat launch, and a fishing pier. Old Lake Davenport is popular for fishing, kayaking, and jet skiing. Golf enthusiasts have access to three nearby courses, including the private Champions Gate Country Club and the public Highlands Reserve Golf Club. Shopping and dining options are a few miles west along Highway 27, with Berry Town Center and Rolling Oaks Commons Plaza offering various retail and dining choices. The Promenade at Sunset Walk, 7 miles north, provides additional boutiques, fine dining, and nightlife. Students attend Westside K-8 School and the highly rated Celebration High School. Happy Trails is a low crime risk area compared to the national average. Its location near U.S. Highway 27 and Route 429 makes commuting easy. Downtown Kissimmee is 22 miles away, and Orlando International Airport is 28 miles away. The nearest hospital, Orlando Health Emergency Room and Medical Pavilion—Four Corners, is 5 miles north. Residents will need a car as there is no public transit.

Home Trends in Happy Trails, FL

Housing Trends

Median Sale Price
$510,000
Median Single Family Sale Price
$599,990
Median Townhouse Sale Price
$440,000
Median 2 Bedroom Sale Price
$322,400
Average Price Per Sq Ft
$210
Number of Homes for Sale
445
Last 12 months Home Sales
367
Months of Supply
14.60
Median List Price
$541,450
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
7%
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