Happy Trails Homes for Sale

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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
• Explore Happy Trails

• 

  

  

  /24

  $659,000

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

  1781 Sawyer Palm Place, Kissimmee, FL 34747

  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 families,

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 343-4158

  1781 Sawyer Palm Place, Kissimmee, FL 34747
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  /37

  $725,000

  • 8 Beds
  • 5 Baths
  • 3,909 Sq Ft

  621 Pebble Beach Dr, Kissimmee, FL 34747

  BEAUTIFUL GOLF VIEW HOME – This fully furnished pool home backs directly onto a stunning 18-hole championship golf course in the sought-after, resort-style community of Champions Gate. Featuring 8 bedrooms and 5 bathrooms, this beautifully decorated home offers ample space for the entire family or a perfect short-term rental investment — comfortably accommodating up to 22 guests! The main floor

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 221-5781

  621 Pebble Beach Dr, Kissimmee, FL 34747
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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

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 850-2024

  8900 Prague Way, Kissimmee, FL 34747
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  /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
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  /93

  $615,000

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

  8912 Rhodes St, Kissimmee, FL 34747

  Welcome to a truly exceptional investment opportunity in the highly sought-after, guard-gated Windsor at Westside Resort Community. This beautifully maintained 7-bedroom, 5.5-bathroom home offers the perfect blend of comfort, style, and income potential. Thoughtfully designed and fully furnished, the home provides a seamless, turn-key experience for both owners and guests.The main level

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 455-5734

  8912 Rhodes St, Kissimmee, FL 34747
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  /45

  $685,000

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

  8801 Corcovado Dr, Kissimmee, FL 34747

  Welcome to this stunning 8-bedroom, 6-bathroom vacation home in the highly sought-after resort community of Windsor at Westside. Situated on a corner lot with a partial pond view, this turn-key property was built in 2019 and is fully furnished and professionally decorated to maximize short-term rental income. The home features a spacious open floor plan with a modern kitchen boasting granite

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 360-5531

  8801 Corcovado 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
• 

  

  /23

  $247,800

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

  2300 Silver Palm Dr Unit 303, Kissimmee, FL 34747

  *EXCLUSIVE CONSERVATION VIEW, PRIMARY, LONGTERM or LUCRATIVE AirBnb Short Term DISNEY THEME PARK GUESTS. This Beautiful (GATED) CONCRETE BLOCK Building is Located just **6.5 MILES TO DISNEY and MAJOR SHOPPING Walmart Supercenter 3 MILES AWAY. This Gorgeous Partially Furnished Unit Boasts **NO UPSTAIRS NEIGHBORS and PRIVATE REAR CONSERVATION VIEW. BREATH TAKING RESORT COMMUNITY WINDSOR PALMS

  

  John Hill

  TOP AGENCY REALTY INC

  (321) 366-7073

  2300 Silver Palm Dr Unit 303, 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
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  /38

  $628,000

  • 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) 341-7882

  8951 Amelia Downs Trail, Kissimmee, FL 34747
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  /48

  $430,000

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

  1148 Kingsbarn St, Davenport, FL 33896

  Your Dream Vacation Home + Investment Opportunity at 1148 Kingsbarn StreetWelcome 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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  /58

  $269,500 Open Sun 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft

  1078 Blackwolf Run Rd, Davenport, FL 33896

  YOUR SEARCH ENDS HERE!!! If you have been looking for a meticulously maintained home with upgrades, here it is! This one-owner, beautifully cared-for two-bedroom, two-bathroom villa with an open floor plan for daily living or entertaining has several upgrades including the following items: top/down or bottom/up custom blinds, large upgraded ceiling fans & light fixtures, tile floors in the lanai

  

  Amy Prill

  CHAMPIONSGATE REALTY

  (863) 296-2795

  1078 Blackwolf Run Rd, Davenport, FL 33896
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  /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
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  /51

  $650,000

  • 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

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 529-0937

  8888 Bengal Ct, Four Corners, FL 34747
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  /62

  $579,900

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

  1864 Gobi Dr, Kissimmee, FL 34747

  Investment potential, luxury and comfort are perfectly blended in this dream vacation home. This fully furnished, 6-bedroom, 4.5-bathroom Hideaway Model is located in the heart of the upscale, popular resort community of Windsor at Westside, one of Orlando's premier resort communities. Beautifully decorated by a professinal designer, this meticulously maintained, turnkey short-term rental is

  Bill Bliss

  EXP REALTY LLC

  (321) 410-8334

  1864 Gobi Dr, Kissimmee, FL 34747
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  /35

  $709,000

  • 8 Beds
  • 5 Baths
  • 3,909 Sq Ft

  531 Pebble Beach Dr, Davenport, FL 33896

  STUNNING GOLF COURSE VIEW – This fully furnished pool home overlooks a championship 18-hole golf course in the highly desirable, resort-style community of Champions Gate. Offering 8 bedrooms and 5 bathrooms, this spacious retreat is designed to host large families or operate as a premier short-term rental — comfortably accommodating up to 22 guests! The open-concept main floor features elegant

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (863) 209-7457

  531 Pebble Beach Dr, Davenport, FL 33896
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  /63

  $429,000

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

  8931 Sydney Ave, Four Corners, FL 34747

  Located in the popular Windsor at Westside this stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated with themed bedrooms and is being sold fully furnished. This lovely townhome boasts a roomy open floor plan and has a fantastic kitchen with granite countertops, 42-inch dark cabinets, stainless-steel appliances and a large breakfast bar. Upstairs in addition to 4 of the 5 bedrooms

  Ping Ma

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 351-4041

  8931 Sydney Ave, Four Corners, FL 34747
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  /55

  $469,900

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

  1877 Nice Ct, Kissimmee, FL 34747

  Discover this stunning, fully furnished 5-bedroom, 4-bathroom pool home in the highly sought-after Windsor at Westside Resort. Perfectly designed for both relaxation and entertainment, this spacious two-story residence features an open-concept floor plan, a gourmet island kitchen with granite countertops and stainless steel appliances, and a large living area ideal for gatherings. This home is an

  Wenyu Wang

  ANTS REALTY LLC

  (321) 382-4699

  1877 Nice Ct, Kissimmee, FL 34747
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  /92

  $815,000

  • 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
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  /7

  $519,000

  • 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
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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
• 

  

  /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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  /59

  $559,900

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

  701 Drop Shot Dr, Davenport, FL 33896

  *BACK ON MARKET! BUYER FINANCING FELL THROUGH* 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

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (863) 264-0276

  701 Drop Shot Dr, Davenport, FL 33896
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  /48

  $414,000

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

  1106 Kingsbarn St, Davenport, FL 33896

  TURN KEY CHAMPIONS GATE SHORT TERM RENTAL OPPORTUNITY!!! WITH AN AVERAGE OCCUPANCY OF 24 DAYS PER MONTH!!! This stunning 4-bedroom, 3-bathroom townhome, built in 2022, is a fully furnished, active short-term rental on Airbnb & Multiple STR Platforms, offering a prime investment opportunity in one of Orlando’s most sought-after Resort Communities. Designed for both comfort and style, this home

  

  Ryan Jarman

  HOMEVEST REALTY

  (863) 591-6310

  1106 Kingsbarn St, Davenport, FL 33896
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  /34

  $620,000

  • 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
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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
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  /53

  $675,000

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

  1812 Sandy Park Trail, Kissimmee, FL 34747

  CLOSE TO POOL AND RESORT AMENITIES! EXTRA parking lot to accomodate additional cars and guest on the same block. As part of the Solara resort, owners and guests enjoy access to 5 star amenities including a beautiful clubhouse and pool, Splash Pad, FlowRider, Game Room, Fitness Center, Yoga Lawn, onsite Restaurant, Tiki Bar, Sports fields, Volleyball court and Playground. This 7-bedroom, 6.5

  

  Debi Roldan

  KELLER WILLIAMS ADVANTAGE III

  (321) 485-7198

  1812 Sandy Park Trail, Kissimmee, FL 34747
• 

  /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
• 

  

  /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
• 

  

  /22

  $385,000

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

  968 Leader St, Davenport, FL 33896

  This is a remarkable Resort-Style property to call home or to invest. The beautiful Town home is a 4 bedrooms, 3 bath short-term property with lots of upgrades galore! The property is a resort-style property with plenty of things to do, must see it to believe it. A very modern kitchen equipped with all the essentials, and a very inviting living area that opens to a private backyard and the Pool

  

  Franc Marrero

  FREEDOM PROPERTY AGENT LLC

  (863) 264-2313

  968 Leader St, Davenport, FL 33896
• 

  

  /37

  $545,000

  • 4 Beds
  • 3.5 Baths
  • 2,472 Sq Ft

  9037 Flamingo Key Way, Four Corners, FL 34747

  Turnkey and fully furnished, this beautiful home is located in the highly sought-after Solara Resort, just a 5-minute walk to the Clubhouse. Perfect for short-term rentals or a vacation getaway, this property offers a modern open layout with stylish décor throughout. The kitchen features stainless steel appliances, granite countertops, and 42” wood cabinets. Enjoy the Florida lifestyle with a

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 850-4429

  9037 Flamingo Key Way, Four Corners, FL 34747
• 

  

  /40

  $599,000

  • 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
• 

  

  /26

  $599,990 New Construction

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

  9239 Sommerset Hills Dr, Davenport, FL 33896

  MAJOR PRICE REDUCTION!!! SELLER MOTIVATED. BUYER INCENTIVE: $10,000 TOWARD CLOSING COSTS OR RATE BUYDOWN. Professionally decorated, fully furnished 6 Beds / 5 Baths + Loft with private Pool & Spa in Champions Gate Resort. Garage converted to a game room—ideal for short-term rental performance. Over $90K in upgrades: quartz countertops, stainless steel appliances, modern furnishings, and an

  

  Faddy Carolina Jraissati

  FLORIDA HOMEGROUP REALTY LLC

  (863) 658-4718

  9239 Sommerset Hills Dr, Davenport, FL 33896
• 

  

  /28

  $349,995

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  1116 Lakeshore Breeze Place, Kissimmee, FL 34747

  Showing Model from Builder with all the upgrades, This 3 Bedroom 2 and a half bathroom Townhouse has everything your looking for. Enjoy the open floor concept and beautiful finishes like : Luxury Vinyl Planks, First floor Stain Appliances, Granite Counter tops, Kitchen Cabinets with Crown Molding and spacious principle suites includes 2 walk in closets and Dual sinks. This home is situated in a

  Rick Coles THE C SMITH REAL ESTATE GROUP LLC

  1116 Lakeshore Breeze Place, Kissimmee, FL 34747
• 

  

  /80

  $1,790,000

  • 3 Beds
  • 5 Baths
  • 6,559 Sq Ft

  222 Pawnee Trail, Kissimmee, FL 34747

  Welcome to this one-of-a-kind GOLF FRONT equestrian estate home on 5 high and dry private acres. This mediterranean property features over 6,500 of living SQFT with 3 bedrooms, 3 full bathrooms, 2 half bathrooms, extensive natural light throughout, 2 fireplaces, 2 laundry areas, a theater ready room, ample entertaining space all thoughtfully positioned between a North and South wing. The primary

  Nick Nesta, III NESTA REAL ESTATE CONSULTANTS

  222 Pawnee Trail, Kissimmee, FL 34747
• 

  

  /63

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  2302 Butterfly Palm Way Unit 301, Kissimmee, FL 34747

  This turnkey fully furnished three bedroom two bathroom third floor condo at Windsor (formerly Wyndham) Palms Resort is ready and waiting for your guests or yourselves. The sellers have provided everything to make this a home from home for vacationers. New air conditioning, new water heater and new stainless steel kitchen appliances were installed in June 2024.At the same time, the couches,

  Iain Robinson CENTURY 21 EDGE

  2302 Butterfly Palm Way Unit 301, Kissimmee, FL 34747
• 

  

  /57

  $385,000

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

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

  Rent or live full time – 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 or primary residence, making it the perfect turnkey investment or move-in ready home. The open floor plan features a spacious living room, dining area, and large kitchen, plus two beautifully themed bedrooms—Mickey Mouse

  Marisol Rivera KELLER WILLIAMS ADVANTAGE III

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

  

  /32

  $409,600

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft

  9160 Westside Hills Dr, Kissimmee, FL 34747

  One or more photo(s) has been virtually staged. Welcome to this stunning 3-bedroom, 2-bathroom home in the sought-after Bellaviva community. Offering 1,666 square feet of thoughtfully designed living space, this residence blends style, comfort, and convenience. Beautiful porcelain tile and luxury vinyl plank flooring flow seamlessly throughout the home, complementing the open floorplan. The

  David Zambrano REDFIN CORPORATION

  9160 Westside Hills Dr, Kissimmee, FL 34747
• 

  

  /31

  $349,000

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

  2382 Silver Palm Dr, Kissimmee, FL 34747

  Discover this fantastic 3-bedroom, 3-bathroom townhouse nestled within the secure, gated Windsor Palms Resort community. This home offers the perfect blend of comfort and convenience, with an open floorplan and tile flooring throughout the main living areas. Enjoy the ease of a first-floor bedroom with an ensuite bathroom, providing flexibility and privacy. Step out onto your private screened

  John Callahan REDFIN CORPORATION

  2382 Silver Palm Dr, Kissimmee, FL 34747

Showing Results 1 - 40, Page 1 of 12

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. 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 above 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.

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

The median home price in Happy Trails is $550,000. If you put a 20% down payment of $110,000 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $2,690 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $115K a year to afford the median home price in Happy Trails. 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 B- 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, Acadia Estates, Magic Village, Serenoa and Greater Groves.

Home Trends in Happy Trails, FL

On average, homes in Happy Trails, Champions Gate sell after 114 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 $518,794, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$518,794

Median Single Family Sale Price

$620,000

Median Townhouse Sale Price

$450,000

Median 2 Bedroom Sale Price

$329,000

Average Price Per Sq Ft

$210

Number of Homes for Sale

458

Last 12 months Home Sales

335

Months of Supply

16.40

Median List Price

$550,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

9%