Happy Trails Homes for Sale

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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
• Explore Happy Trails

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /67

  $679,000

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

  8834 Cabot Cliffs Dr, Kissimmee, FL 34747

  PRICED TO SELL!! 2020 BUILT, NO REAR NEIGHBORS, CORNER LOT, PRIVACY SCREENS, FULLY FURNISHED POOL HOME with 8 bedrooms and 5 full bathrooms in the highly sought-after resort community of Champions Gate! This impressive property features high-end furnishings throughout, and multiple themed bedrooms. It is perfect for your next getaway or as an investment opportunity. Corner lot and no rear

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 475-2692

  8834 Cabot Cliffs Dr, Kissimmee, FL 34747
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  /34

  $590,000

  • 5 Beds
  • 5.5 Baths
  • 2,587 Sq Ft

  8896 Bengal Ct, Four Corners, FL 34747

  Experience luxury and convenience in this immaculate vacation home, where the HOA covers lawn care, basic internet, and TV services! This community offers an impressive array of amenities, including an 8,000-square-foot resort-style clubhouse, a heated pool and spa, poolside WiFi, a lazy river, a cutting-edge fitness center, cabanas, an on-site store, playgrounds, and courts for volleyball,

  

  Peter Dang

  ALLIANCE REAL ESTATE GROUP

  (321) 252-6981

  8896 Bengal Ct, Four Corners, FL 34747
• 

  

  /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
• 

  

  /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
• 

  

  /24

  $560,000

  • 5 Beds
  • 5.5 Baths
  • 3,213 Sq Ft

  1781 Sawyer Palm Place, Kissimmee, FL 34747

  PRICED TO SELL! Income-Producing Vacation Home in Solara Resort – 5BD/5.5BA – Fully Furnished & Themed. This turnkey, income-generating vacation retreat is located in the highly sought-after Solara Resort, just 7 miles from Walt Disney World. Offering 5 bedrooms and 4.5 bathrooms, this beautifully furnished home is designed for both comfort and entertainment. Its versatile layout is perfect for

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 343-4158

  1781 Sawyer Palm Place, 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

  $865,000

  • 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
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  /38

  $378,000

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

  820 Pebble Beach Dr, Davenport, FL 33896

  PRICED TO SELL!! FULLY FURNISHED TURNKEY INVESTMENT OPPORTUNITY in the highly sought-after ChampionsGate Resort, with no rear neighbors for added privacy! Perfectly zoned for short-term rentals, this stunning 4-bedroom, 3-bathroom townhome is a gem. The property boasts a private heated pool within an enclosed lanai, making it ideal for year-round enjoyment. The open-concept first floor features a

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (863) 277-8909

  820 Pebble Beach Dr, Davenport, FL 33896
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  /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
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  /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
• 

  

  /51

  $629,900

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

  8888 Bengal Ct, Four Corners, FL 34747

  Experience resort living at its finest in this exceptional 8-bedroom, 5.5-bathroom home located in the highly sought-after Windsor at Westside community. Situated on a premium conservation lot, this fully furnished residence is ideal as a luxury vacation retreat or a short-term rental investment. The spacious open-concept layout features expansive living and dining areas, a gourmet kitchen with

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 529-0937

  8888 Bengal Ct, Four Corners, 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

  (321) 478-6663

  2370 Thacker 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
• 

  

  /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
• 

  

  /67

  $515,000

  • 4 Beds
  • 3 Baths
  • 2,180 Sq Ft

  8102 Pomo Dr, Kissimmee, FL 34747

  You will not want to miss out on this FANTASTIC opportunity to own a piece of paradise just minutes from DISNEY & other area attractions. This SPACIOUS 4 Bedroom 3 full bath private pool home is being offered FULLY FURNISHED and is POSITIONED SOUTH FACING to enjoy the Florida Sun! Located in the beautiful & quiet community of Indian Creek with NO HOA fee's this pristine home sits on a OVERSIZED

  

  Abby Anderson Hayes

  REAL BROKER, LLC

  (321) 339-1495

  8102 Pomo Dr, Kissimmee, FL 34747
• 

  

  /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
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  /59

  $545,000

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

  701 Drop Shot Dr, Davenport, FL 33896

  Priced to sell! Welcome to this stunning 5-bedroom, 5-bathroom pool home in the highly sought-after Retreat at ChampionsGate Resort. Featuring a private pool that faces a tranquil pond, this home offers added privacy and a serene backdrop—perfect for relaxation. Built in 2020 and meticulously maintained, this spacious residence offers over 3,000 square feet of stylish living space—ideal as a

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (863) 264-0276

  701 Drop Shot Dr, Davenport, FL 33896
• 

  

  /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

  $749,000

  • 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
• 

  

  /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
• 

  

  /59

  $549,000

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

  1801 Nice Ct, Kissimmee, FL 34747

  Welcome to this beautifully furnished six-bedroom, five-bathroom vacation home located in the desirable Windsor at Westside Resort in Kissimmee, Florida. This spacious two-story residence offers an open and modern layout designed to comfortably accommodate up to twelve guests, making it ideal for families or groups seeking a Central Florida retreat. The home features upscale furnishings, themed

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 218-3766

  1801 Nice Ct, Kissimmee, FL 34747
• 

  

  /40

  $559,000

  • 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
• 

  

  /51

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  8100 Princess Palm Ln Unit 201, Kissimmee, FL 34747

  Discover this fully furnished and recently renovated 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms. The home features a beautifully updated kitchen with new cabinets and countertops, luxury vinyl flooring in the main living area, and a functional split floor plan with the primary suite separate from the additional bedrooms. Tasteful décor throughout makes

  Corey Smallman MARKET CONNECT REALTY LLC

  8100 Princess Palm Ln Unit 201, Kissimmee, FL 34747
• 

  

  /26

  $745,262 New Construction

  • 6 Beds
  • 4.5 Baths
  • 3,021 Sq Ft

  2351 Sea Rock Rose Trail, Kissimmee, FL 34747

  Upon entering The Laguna III, guests are greeted by a grand foyer that leads to a home built with entertaining in mind. The kitchen features an expansive island complemented with granite counter tops, a breakfast bar, a chef-worthy pantry, a breakfast nook and stainless-steel appliances. At 2,700+ square feet, The Laguna III boasts 6 bedrooms, 4.5 bathrooms, a 2nd-story loft and a gathering room

  Mattamy Homes Builder

  2351 Sea Rock Rose Trail, Kissimmee, FL 34747
• 

  

  /57

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  8879 Cabot Cliffs Dr Unit 103, Four Corners, FL 34747

  Just 12 Minutes from Disney World! This fully furnished turnkey 3-bedroom, 2-bathroom condo with attached 1-car garage is zoned for short-term rentals, long term rental or use as a primary residence making it the perfect turnkey investment or home. The open floor plan features a spacious living room, dining area, and large kitchen, plus two beautifully themed bedrooms—Mickey Mouse and Star

  Marisol Rivera KELLER WILLIAMS ADVANTAGE III

  8879 Cabot Cliffs Dr Unit 103, Four Corners, FL 34747
• 

  

  /56

  $749,900

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

  1840 Caribbean View Terrace, Kissimmee, FL 34747

  **MASSIVE PRICE IMPROVEMENT** - Motivated Sellers! Extra Special Home with Private Rear Views – Not Overlooked! Welcome to 1840 Caribbean View Terrace—a spacious, fully furnished 9-bedroom, 6.5-bathroom vacation home in the sought-after Solara Resort. Successfully operated as an income-producing Airbnb, this property offers a proven track record for investors while remaining perfect for personal

  Matt Dixon COMPASS FLORIDA LLC

  1840 Caribbean View Terrace, Kissimmee, FL 34747
• 

  

  /85

  $660,000

  • 7 Beds
  • 5.5 Baths
  • 4,106 Sq Ft

  9051 Sunshine Ridge Loop, Kissimmee, FL 34747

  Motivated seller - this home is priced to sell. Book your private showing today. Located in Solara Resort, this fully furnished 7-bedroom and 6-bathroom home has 2 primary bedrooms, a spacious open floor plan, a newly added media room upstairs, a game room, a covered lanai, and a private heated swimming pool with spa. One primary ensuite bedroom is located on the first floor, one other bedroom is

  Iain Robinson CENTURY 21 EDGE

  9051 Sunshine Ridge Loop, Kissimmee, FL 34747
• 

  

  /29

  $485,000

  • 4 Beds
  • 2.5 Baths
  • 2,334 Sq Ft

  8833 Beth Page Ln, Davenport, FL 33896

  Former Model Home- This MOVE IN READY 4 Bedroom/2.5 bathroom sits on a spacious corner lot features numerous upgrades and a modern open floorplan in the sought-after Champions Gate community! FULL GOLF, TENNIS, PICKLEBALL MEMBERSHIP INCLUDED offering an incredible value. Champions Gate is a gated, resort-style community loaded with amenities. Highlights include the 14,000-square-foot Oasis Club

  Nancy Grabowski REDFIN CORPORATION

  8833 Beth Page Ln, Davenport, FL 33896
• 

  

  /39

  $440,000

  • 4 Beds
  • 2 Baths
  • 2,269 Sq Ft

  1109 Blackwolf Run Rd, Four Corners, FL 34747

  Welcome to this beautifully updated, move-in-ready home in the guard-gated Champions Gate Golf & Country Club, offering true resort-style living. Recent updates include new flooring, fresh interior paint, new appliances, and modern light fixtures throughout.Situated on an oversized conservation lot with no rear neighbors, the home offers exceptional privacy and a rare highlight—enjoy stunning

  Linda Santiago THE C SMITH REAL ESTATE GROUP LLC

  1109 Blackwolf Run Rd, Four Corners, FL 34747
• 

  

  /52

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  8101 Coconut Palm Way Unit 203, Kissimmee, FL 34747

  Step into this fully furnished, turnkey 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms—one of the closest resort-style neighborhoods to Disney World. Whether you're looking for a vacation home, investment property, or full-time residence, this condo delivers comfort, convenience, and strong rental appeal. Enjoy access to a full suite of resort amenities,

  Corey Smallman MARKET CONNECT REALTY LLC

  8101 Coconut Palm Way Unit 203, Kissimmee, FL 34747
• 

  

  /47

  $680,000

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

  1512 Nassau Point Trail, Kissimmee, FL 34747

  This standout 7-bedroom, 6.5-bath home in Solara Resort is the kind of property that checks every box for high-performing vacation rentals and unforgettable stays. Spanning 3,533 square feet, the layout is both impressive and intentional, featuring two private primary suites, one on the main level and one upstairs, offering flexibility, privacy, and broad rental appeal. From the moment you step

  Alejandra Nicholson PA REDFIN CORPORATION

  1512 Nassau Point Trail, Kissimmee, FL 34747

Showing Results 1 - 40, Page 1 of 11

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.

Learn more about living in Happy Trails

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. 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 6.09%, your estimated principal and interest payment would be $2,620 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $112K 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, 34772, 34759 and 34746.

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.

Home Trends in Happy Trails, FL

On average, homes in Happy Trails, Champions Gate sell after 116 days on the market compared to the national average of 53 days. The median sale price for homes in Happy Trails, Champions Gate over the last 12 months is $500,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$500,000

Median Single Family Sale Price

$598,750

Median Townhouse Sale Price

$430,000

Median 2 Bedroom Sale Price

$316,000

Average Price Per Sq Ft

$209

Number of Homes for Sale

426

Last 12 months Home Sales

370

Months of Supply

13.80

Median List Price

$540,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

4%