Happy Trails Homes for Sale

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  /37

  $590,000

  • 7 Beds
  • 5.5 Baths
  • 3,314 Sq Ft

  8900 Prague Way, Kissimmee, FL 34747

  Welcome to this stunning 7-bedroom, 5-bathroom pool home situated on a spacious corner lot in the highly sought-after Windsor at Westside Resort. Ideal for large families, multi-generational living, or short-term rental investment, this beautifully maintained home combines comfort, style, and resort-style amenities in a gated community just minutes from Disney and major attractions. The main

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 850-2024

  8900 Prague Way, Kissimmee, FL 34747
• Explore Happy Trails

• 

  

  

  /30

  $300,000

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

  2336 Silver Palm Dr, Kissimmee, FL 34747

  **2336 Silver Palm Dr, Kissimmee, FL 34747** This townhouse is priced right and sits in one of the most convenient locations in Kissimmee, just minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to this move-in ready 3-bedroom, 3-bathroom townhouse offering 1,440 square feet of comfortable living space. Step inside and you'll notice the high

  

  Scot Hartwell

  PLATINUM REAL ESTATE

  (407) 904-9344

  2336 Silver Palm Dr, Kissimmee, FL 34747
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  /41

  $490,000

  • 5 Beds
  • 4 Baths
  • 2,492 Sq Ft

  2472 Dubai St, Four Corners, FL 34747

  Welcome to your dream vacation home! This beautifully furnished 5-bedroom, 4-bathroom retreat is nestled in the Windsor at Westside resort, offering everything you need for the ultimate getaway. Designed with a spacious two-story layout and an open floor plan, this home is perfect for large families or groups of friends. The modern island kitchen features stainless steel appliances and granite

  

  Peter Dang

  ALLIANCE REAL ESTATE GROUP

  (321) 395-5317

  2472 Dubai St, Four Corners, FL 34747
• 

  

  

  /60

  $444,900

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

  1150 Kingsbarn St, Davenport, FL 33896

  One of the most desirable short term rental community in town, it has everything for you and your guest during your stay with club houses - pool - water park - golf course and much more... the community its pretty good located and the property is fully furniture plus if you are looking as an investment then we have the amazing rental history showing a great ROI, dont hesitate to contact me ASAP...

  

  Jorge Ruiz

  AGENT TRUST REALTY CORPORATION

  (863) 900-8280

  1150 Kingsbarn St, Davenport, FL 33896
• 

  

  

  /34

  $449,000

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

  1060 Leader St, Davenport, FL 33896

  Experience the ultimate in resort-style living with this incredible 4-bedroom, 3-bathroom townhome, perfectly located just minutes from Orlando’s most iconic theme parks. This home is thoughtfully designed to offer both comfort and luxury, making it ideal for families, vacationers, or investors. Step into an inviting open floor plan on the main level, featuring a beautifully appointed kitchen

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (863) 451-8259

  1060 Leader St, Davenport, FL 33896
• 

  

  /45

  $385,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,567 Sq Ft

  8152 Sun Palm Dr, Kissimmee, FL 34747

  CHECK OUT THE VIRTUAL TOUR!!! Come see this Amazing Fully Furnished single family POOL home in the gated Windsor Palms resort community with 24 hour security. Windsor Palms is just minutes from Walt Disney World, Sea World, Universal and provides an amazing Vacation for both you and your guests. This home has a New Roof and Solar Panels installed. The Buyer to assume the Solar Loan, and still

  

  Harold Olson

  EPIC FLORIDA REALTY LLC

  (321) 780-2987

  8152 Sun Palm Dr, Kissimmee, FL 34747
• 

  

  /19

  $600,000

  • 7 Beds
  • 5.5 Baths
  • 3,314 Sq Ft

  1724 Lima Ave, Kissimmee, FL 34747

  Luxurious 7-Bed, 5.5-Bath Retreat in Windsor at Westside! Nestled on a premium lot in the coveted Windsor at Westside gated community, this fully furnished 7-bedroom, 5.5-bathroom home is perfect for vacations, primary living, or investment, just minutes from Disney. Enjoy a spacious open floor plan with owner’s suites on both floors, a gourmet kitchen featuring stainless steel appliances,

  

  Peter Dang

  ALLIANCE REAL ESTATE GROUP

  (321) 463-3966

  1724 Lima Ave, Kissimmee, FL 34747
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  /86

  $819,000

  • 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

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 341-7018

  9043 Sunshine Ridge Loop, Kissimmee, FL 34747
• 

  

  /40

  $529,000

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

  8908 Prague Way, Four Corners, FL 34747

  Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends

  Ping Ma

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 926-9215

  8908 Prague Way, Four Corners, FL 34747
• 

  

  /55

  $649,900

  • 6 Beds
  • 4.5 Baths
  • 2,987 Sq Ft

  8913 Coconut Breeze Dr, Kissimmee, FL 34747

  Do you enjoy spending so much time in Orlando that you think it may make more sense to own a second home here? Wouldn't you like to save money on hotels, transportation and meals; and have the ultimate freedom to visit Orlando? Why not offset the entire cost of owning a home in Orlando by investing in a lucrative home like 8913 Coconut Grove, and one that will generate income while you're not

  

  Steven Horner

  RE/MAX PRIME PROPERTIES

  (321) 395-5115

  8913 Coconut Breeze Dr, Kissimmee, FL 34747
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  /46

  $340,000

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

  2364 Silver Palm Dr, Kissimmee, FL 34747

  Modern luxury design meets community convenience with this one-of-a-kind FULLY FURNISHED 3-bedroom & uniquely 3 en-suite Bathroom townhome located in the Windsor Palms community in Kissimmee! Step inside to the open-concept kitchen & living room with luxury vinyl wood flooring which continues throughout the majority of the home. Fully updated in 2024, the kitchen is one to be desired with ALL NEW

  

  Jay Patterson

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 449-2379

  2364 Silver Palm Dr, Kissimmee, FL 34747
• 

  

  /46

  $679,000

  • 8 Beds
  • 6 Baths
  • 4,041 Sq Ft

  1682 Lima Ave, Kissimmee, FL 34747

  Welcome to this stunning 8-bedroom, 6-bathroom vacation home located in the highly desirable resort community of Windsor at Westside. Built in 2019, this turn-key property features the same spacious floor plan as the most sought-after models in the community and comes fully furnished and professionally decorated to maximize short-term rental income. This home offers enhanced privacy with a

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 878-8270

  1682 Lima Ave, Kissimmee, FL 34747
• 

  

  /22

  $364,900

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft

  176 Bogey Dr, Four Corners, FL 33896

  One or more photo(s) has been virtually staged. Location, lifestyle and low maintenance on this newly built townhome, so why wait on construction when you can live where others vacation? Perfectly positioned in the heart of ChampionsGate, this like-new 3-bedroom, 2.5-bath home with a 2-car garage delivers the ultimate blend of convenience, comfort, and resort living. The open-concept main level

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 591-8027

  176 Bogey Dr, Four Corners, FL 33896
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  /51

  $520,000

  • 6 Beds
  • 4.5 Baths
  • 2,294 Sq Ft

  1700 Tropical Palms Cir, Kissimmee, FL 34747

  Discover exceptional resort-style living in this beautifully appointed vacation townhome, ideally located just minutes from Walt Disney World in Phase 2 of the highly regarded Solara Resort. Offering nearly 2,300 square feet of thoughtfully designed living space, this open-concept residence showcases a stylish kitchen with granite countertops and stainless steel appliances, perfect for

  

  Rochelle Warriner

  UNITED REAL ESTATE PREFERRED

  (321) 483-0067

  1700 Tropical Palms Cir, Kissimmee, FL 34747
• 

  

  /54

  $689,000

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

  8842 Cabot Cliffs Dr, Kissimmee, FL 34747

  BEST PRICED Fully FURNISHED POOL HOME in the beautiful, amenity-packed ChampionsGate Resort! This luxurious 8-bedroom, 5-bathroom home offers privacy with no rear neighbors and is beautifully designed for both relaxation and entertainment. Featuring high-end furnishings and multiple themed bedrooms, this property promises an unforgettable experience—perfect for family getaways or lucrative

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 449-2592

  8842 Cabot Cliffs Dr, Kissimmee, FL 34747
• 

  

  /98

  $790,000

  • 6 Beds
  • 4.5 Baths
  • 3,009 Sq Ft

  2358 Salty Winds Way, Kissimmee, FL 34747

  Welcome to this stylishly decorated home located at 2358 Salty Winds Way in the sought-after Solara Resort community of Kissimmee. This spacious residence offers six bedrooms and four and a half bathrooms, thoughtfully designed with both comfort and entertainment in mind. The open layout features a modern kitchen with granite countertops, stainless steel appliances, and a pantry, flowing

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 800-4869

  2358 Salty Winds Way, Kissimmee, FL 34747
• 

  

  /33

  $415,000

  • 4 Beds
  • 3 Baths
  • 1,778 Sq Ft

  2627 Oneida Loop, Kissimmee, FL 34747

  Well-located 4-bedroom, 3-bathroom home just 10 minutes from Disney World, with no HOA. Features a split-bedroom floor plan, new flooring throughout, and a fenced backyard. The screened-in pool and heated jacuzzi were recently resurfaced, with the pool drained, refilled, and upgraded with new filters. Covered porch. The home offers a spacious eat-in kitchen, separate dining room, and family room,

  

  Daniel Rodriguez

  NEW HEIGHTS REALTY GROUP

  (321) 449-3891

  2627 Oneida Loop, Kissimmee, FL 34747
• 

  

  /48

  $419,000

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

  1148 Kingsbarn St, Davenport, FL 33896

  Your Dream Vacation Home + Investment Opportunity at 1148 Kingsbarn Street Welcome to the lifestyle you've been waiting for at 1148 Kingsbarn Street, located in the heart of ChampionsGate—one of Central Florida’s most desirable resort communities. This beautifully maintained, fully furnished 4-bedroom, 3-bathroom townhome offers the perfect balance of luxury, comfort, and convenience, just

  

  Tim Veigle

  WATSON REALTY CORP

  (863) 265-5288

  1148 Kingsbarn St, Davenport, FL 33896
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  /100

  $745,000

  • 7 Beds
  • 6.5 Baths
  • 3,533 Sq Ft

  8940 Coconut Breeze Dr, Kissimmee, FL 34747

  Come make memories and a great ROI with your FULLY FURNISHED 7-Bedroom, 6.5 bath VACATION POOL HOME! As one of the most sought-after floor plans by Mattamy Homes, this turnkey, modern pool home offers a premium vacation experience, along with a solid history of great occupancy, valuable bookings and fan favorite reviews. The oversized custom theater room sets this property apart, enhancing guest

  

  Kenneth Burningham

  BURNINGHAM REALTY

  (321) 326-8456

  8940 Coconut Breeze Dr, Kissimmee, FL 34747
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  /67

  $750,000

  • 9 Beds
  • 6.5 Baths
  • 4,363 Sq Ft

  1840 Caribbean View Terrace, Kissimmee, FL 34747

  THE ONE YOU HAVE BEEN SEARCHING FOR, PRICED TO SELL!! Located less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. The HOA includes internet, cable, landscaping, and access to one of Central Florida’s most impressive amenity centers. Solara Resort

  

  Ariel Vargas

  EXP REALTY LLC

  (321) 353-8222

  1840 Caribbean View Terrace, Kissimmee, FL 34747
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  /38

  $599,000

  • 7 Beds
  • 6.5 Baths
  • 3,533 Sq Ft

  8951 Amelia Downs Trail, Kissimmee, FL 34747

  PRICED TO SELL! Turnkey Income-Generating Short-Term Rental Home! Seize a remarkable investment opportunity with this fully furnished, turnkey gem! Nestled in the desirable Solara community in Kissimmee, this stunning 7-bedroom, 6.5-bath residence masterfully combines luxury living with vacation-style comfort. With two primary suites—one on each floor—and an additional guest bedroom suite on the

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 285-1959

  8951 Amelia Downs Trail, Kissimmee, FL 34747
• 

  

  /13

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  1190 S Goodman Rd, Champions Gate, FL 33896

  CORNER PROPERTY! Value is in the land with 210' frontage on Bella Citta Blvd. and 250' frontage on S. Goodman Rd. The home is owner-occupied and in excellent condition. Potential to use this property as a rental or full conversion to commercial or office.

  

  Sean Fullerton

  RICHARD L. FULLERTON INC

  (863) 400-2715

  1190 S Goodman Rd, Champions Gate, FL 33896
• 

  /2

  $4,800,000

  • Land
  • 16.66 Acres
  • $288,115 per Acre

  0 S Goodman Rd Unit R4905868, Kissimmee, FL 34747

  The “Valencia at ChampionsGate” is one of the last entitled properties inside the boundaries of the ChampionsGate PUD. The property is 16+/- acres with vested development rights for 120 units, which was fully engineered and approved in 2007. Over 400' frontage on Interstate 4, and adjacent to Panera Bread, Red Robin, Chili's, and Miller's Ale House.

  

  Sean Fullerton

  RICHARD L. FULLERTON INC

  (321) 461-3964

  0 S Goodman Rd Unit R4905868, Kissimmee, FL 34747
• 

  

  /54

  $399,000

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

  1244 Challenge Dr, Four Corners, FL 34747

  Discover exceptional resort-style living in this beautifully maintained 4-bedroom, 3-bathroom townhome, ideally located just minutes from Orlando’s world-famous theme parks. Thoughtfully designed for comfort, functionality, and strong investment potential, this home is perfect as avacation getaway, or income-producing property. The main level features a bright, open-concept layout with a modern

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 339-1113

  1244 Challenge Dr, Four Corners, FL 34747
• 

  

  /47

  $585,000

  • 7 Beds
  • 5.5 Baths
  • 3,314 Sq Ft

  8894 Qin Loop, Kissimmee, FL 34747

  Located in Windsor at Westside – Just 15 Minutes from Disney! Welcome to this stunning 7-bedroom, 5.5-bathroom corner-lot home, perfectly designed for unforgettable family vacations and strong short-term rental performance.The spacious open-concept floor plan offers multiple living areas, a modern kitchen with granite countertops and stainless steel appliances, and a fun-filled game

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 343-3753

  8894 Qin Loop, Kissimmee, FL 34747
• 

  

  /70

  $890,900

  • 7 Beds
  • 4.5 Baths
  • 2,987 Sq Ft

  9194 Seascape Cove, Kissimmee, FL 34741

  Welcome to a beautifully designed home created for comfort, entertainment, and unforgettable experiences. A grand foyer opens to a bright, open-concept layout ideal for gathering and hosting. The gourmet kitchen features a large island with granite countertops, stainless-steel appliances, a breakfast bar, pantry, and breakfast nook, flowing seamlessly into the living area. Sliding doors lead to a

  Silvia Valebom Fumagalli

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 416-1358

  9194 Seascape Cove, Kissimmee, FL 34741
• 

  

  /40

  $572,000

  • 5 Beds
  • 5 Baths
  • 3,081 Sq Ft

  651 Drop Shot Dr, Davenport, FL 33896

  A turn-key, fully furnished ChampionsGate escape offering the ultimate Orlando vacation experience—ideal for unforgettable getaways and short-term rental potential. This inviting home features a private screened-in pool with peaceful pond views, two spacious living areas, a large loft, and a first-floor ensuite bedroom. With multiple ensuite bedrooms, guests can enjoy their own comfortable,

  

  Holly Hernandez

  REAL BROKER, LLC

  (863) 663-2718

  651 Drop Shot Dr, Davenport, FL 33896
• 

  

  /78

  $698,000

  • 7 Beds
  • 6.5 Baths
  • 3,533 Sq Ft

  8903 Coconut Breeze Dr, Kissimmee, FL 34747

  Turnkey Short-Term Rental Investment in Solara Resort! Experience the perfect blend of style, comfort, and strong rental potential with this beautifully furnished 7-bedroom vacation home in the sought-after Solara Resort. Built in 2023, this modern property features elegant tile flooring, professionally designed décor, and two primary suites—one upstairs and one downstairs—plus an additional

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 399-1144

  8903 Coconut Breeze Dr, Kissimmee, FL 34747
• 

  

  /34

  $649,000

  • 7 Beds
  • 6.5 Baths
  • 3,544 Sq Ft

  2016 Fleming Mist Place, Four Corners, FL 34747

  If you're looking for a turnkey, short-term rental, or vacation property in the heart of Kissimmee, this is the property for you! Built in 2022, this fully furnished 7-bedroom, 6.5-bathroom open floor plan property offers: Two Master Suites (one downstairs & one upstairs), an open floor plan with a formal dining area, a beautiful kitchen, themed bedrooms, and screened lanai with a luxurious pool

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 529-3929

  2016 Fleming Mist Place, Four Corners, FL 34747
• 

  

  /92

  $799,000

  • 10 Beds
  • 6 Baths
  • 4,169 Sq Ft

  8919 Tropical Haven Ct, Kissimmee, FL 34747

  TURN KEY RENTAL HOME!! Feast your eyes on this beautiful 10-bedroom THEMED mansion in beautiful SOLARA resort!! Tastefully decorated and well maintained by current owners! This home has proven rental history and has already been fully optimized to standout in the rental market with multiple THEMED ROOMS including an incredible WRECK-IT RALPH ARCADE THEMED GARAGE conversion complete with a mini

  

  Brandon Ramirez

  REAL BROKER, LLC

  (321) 343-3379

  8919 Tropical Haven Ct, Kissimmee, FL 34747
• 

  

  /54

  $1,195,000

  • 9 Beds
  • 6 Baths
  • 4,166 Sq Ft

  2312 Salty Winds Way, Kissimmee, FL 34741

  Welcome to an exceptional luxury retreat in Solara Resort, designed for comfort, style, and unforgettable memories. This stunning 9-bedroom home comfortably accommodates up to 19 guests and offers an elegant open-concept layout just minutes from Disney and Orlando’s world-famous attractions. The spacious living area is beautifully furnished and flows seamlessly into a fully equipped gourmet

  Silvia Valebom Fumagalli

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 475-2867

  2312 Salty Winds Way, Kissimmee, FL 34741
• 

  

  /51

  $495,000

  • 5 Beds
  • 4 Baths
  • 2,492 Sq Ft

  1512 Mumbai Way, Four Corners, FL 34747

  Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining

  Ping Ma

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 587-0639

  1512 Mumbai Way, Four Corners, FL 34747
• 

  

  /79

  $1,250,000

  • 10 Beds
  • 6.5 Baths
  • 4,363 Sq Ft

  2341 Salty Winds Way, Kissimmee, FL 34747

  Experience luxury, space, and unforgettable entertainment in this stunning home located in Solara Resort. Perfectly designed for family enjoyment or a high-performing short-term rental, this residence blends elegant style with immersive fun. A grand foyer opens to a spacious open-concept layout ideal for entertaining. The gourmet kitchen features an oversized island with granite countertops,

  Silvia Valebom Fumagalli

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 327-9368

  2341 Salty Winds Way, Kissimmee, FL 34747
• 

  

  /65

  $689,000

  • 8 Beds
  • 6 Baths
  • 4,041 Sq Ft

  8815 Macapa Dr, Kissimmee, FL 34747

  Enjoy breathtaking pond views and exceptional backyard privacy in this stunning 8-bedroom, 5.5-bathroom home located in the highly sought-after Windsor at Westside community. This fully furnished residence offers the perfect blend of luxury, comfort, and investment potential, ideal as a vacation retreat or a high-performing short-term rental. The spacious open-concept floor plan features

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 225-6829

  8815 Macapa Dr, Kissimmee, FL 34747
• 

  

  /69

  $545,000

  • 5 Beds
  • 5 Baths
  • 3,081 Sq Ft

  8942 Cabot Cliffs Dr, Kissimmee, FL 34747

  FULLY FURNISHED TURNKEY INVESTMENT OPPORTUNITY in the renowned ChampionsGate Resort with stunning pond views! This 5-bedroom, 5-bathroom retreat boasts a private heated pool within an enclosed lanai, offering the perfect space for relaxation and year-round enjoyment. Designed with comfort and entertainment in mind, the home features high ceilings, a modern kitchen with a large island, and a

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 475-0347

  8942 Cabot Cliffs Dr, Kissimmee, FL 34747
• 

  

  /25

  $569,000

  • 6 Beds
  • 4.5 Baths
  • 2,987 Sq Ft

  8937 Amelia Downs Trail, Kissimmee, FL 34747

  Investor Alert! High-Income Producing Property in Premier Vacation Resort!Welcome to this beautifully furnished 6-bedroom, 4.5-bath home located in the exclusive Solara Resort, just minutes from Walt Disney World, Universal Studios, and Orlando’s top destinations. This home is a proven income generator, producing over $62,000 in gross revenue in just 1.5 years, with additional income

  

  Gilberto Imery

  GILVAN REALTY CORP.

  (321) 252-7238

  8937 Amelia Downs Trail, Kissimmee, FL 34747
• 

  

  /61

  $1,095,000

  • 9 Beds
  • 6.5 Baths
  • 4,363 Sq Ft

  2314 Calm Shore Way, Kissimmee, FL 34747

  Stunning Turnkey Vacation Home in Solara Resort – Fully Furnished & Professionally Designed! Located in the highly desirable Solara Resort, one of Orlando’s premier short-term rental communities, this exceptional property stands out for its luxury décor valued at over $180,000 and its incredible rental potential. Step into a beautifully curated, modern-style home featuring an open and bright

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 321-3442

  2314 Calm Shore Way, Kissimmee, FL 34747
• 

  

  /7

  $479,000

  • 5 Beds
  • 4.5 Baths
  • 2,265 Sq Ft

  2452 Dubai St, Four Corners, FL 34747

  Welcome to Windsor at Westside! This stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated and comes fully furnished with top-of-the-line model home furniture. Zoned for short term rental this fantastic vacation home is the perfect investment property or second home. The home features open floor plan and a fantastic kitchen with granite countertops, 42-inch cabinets and

  Ping Ma

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 977-6418

  2452 Dubai St, Four Corners, FL 34747
• 

  /2

  $374,999

  • Land
  • 5.98 Acres
  • $62,709 per Acre

  2370 Thacker Trail, Kissimmee, FL 34747

  Discover Your Dream Oasis in Happy Trails! ??Location, location, location! Imagine waking up every day in a serene, gated community where your investment not only holds value but thrives! Welcome to Happy Trails—a 5.98-acre haven that seamlessly blends the tranquility of rural living with unparalleled convenience.Nestled close to Disney, ChampionsGate, and an array of shopping and dining

  

  Paul Shearn

  FUTURE HOME REALTY INC

  (689) 356-6334

  2370 Thacker Trail, Kissimmee, FL 34747
• 

  

  /31

  $555,000 New Construction

  • 6 Beds
  • 5 Baths
  • 3,291 Sq Ft

  9239 Sommerset Hills Dr, Davenport, FL 33896

  SELLER MOTIVATED!!! INVESTORS DREAM! **BEAUTIFUL HOME FULLY FURNISHED AND PROFESSIONAL DECORATED 6 BED / 5 BATH + Loft, Pool & Spa***. GARAGE CONVERTED INTO A GAME ROOM. Great Investment Property at Luxury Resort community of CHAMPIONS GATE. Great opportunity to own, over $90K in upgrades. Enjoy the open plan living room, dining, and kitchen that overlooks your private pool and outdoor living

  

  Faddy Carolina Jraissati

  FLORIDA HOMEGROUP REALTY LLC

  (863) 238-8305

  9239 Sommerset Hills Dr, Davenport, FL 33896

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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.

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Frequently Asked Questions

Is Happy Trails a good place to live?

Happy Trails is a good place to live. Happy Trails is considered very car-dependent and somewhat bikeable with minimal transit options. Happy Trails is a rural neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Happy Trails has 7 parks for recreational activities. It is sparse in population with 1.0 people per acre and a median age of 36. The average household income is $104,873 which is below the national average. College graduates make up 42% of residents. A majority of residents in Happy Trails are home owners, with 48.3% of residents renting and 51.7% of residents owning their home. A local real estate agent serving Happy Trails can help you decide if this neighborhood is the right one for you. Learn more on our Happy Trails neighborhood guide.

Is Happy Trails, FL a safe neighborhood?

Happy Trails, FL is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.

How much do you need to make to afford a house in Happy Trails?

The median home price in Happy Trails is $540,000. If you put a 20% down payment of $108,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $2,700 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $116K a year to afford the median home price in Happy Trails. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Happy Trails is $105K.

What are the best public schools in Happy Trails?

The best public schools that serve Happy Trails are:

• Celebration High School has a B+ Niche grade, a student teacher ratio of 22:1 and an average review score of 3.8.
• Poinciana High School has a C+ Niche grade, a student teacher ratio of 22:1 and an average review score of 3.4.
• Westside K-8 School has a C Niche grade, a student teacher ratio of 18:1 and an average review score of 2.5.

What are the most popular zip codes in Happy Trails, Champions Gate, FL?

The most popular zip codes in Happy Trails, Champions Gate, FL include 34747, 33896, 34759, 34746 and 33897.

What are the most popular neighborhoods near Happy Trails, Champions Gate, FL?

The most popular neighborhoods near Happy Trails, Champions Gate, FL are Westside, Reunion, Acadia Estates, Magic Village and Serenoa.

Are home prices dropping in Happy Trails?

Yes, home prices in Happy Trails are down 1% in the last 12 months.

Home Trends in Happy Trails, FL

On average, homes in Happy Trails, Champions Gate sell after 119 days on the market compared to the national average of 55 days. The median sale price for homes in Happy Trails, Champions Gate over the last 12 months is $501,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$501,000

Median Single Family Sale Price

$596,000

Median Townhouse Sale Price

$429,000

Median 2 Bedroom Sale Price

$295,000

Average Price Per Sq Ft

$210

Number of Homes for Sale

396

Last 12 months Home Sales

407

Months of Supply

11.70

Median List Price

$540,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

0%