Happy Trails Homes for Sale

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  /67

  $495,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,387 Sq Ft

  795 Overpool Ave, Davenport, FL 33896

  One or more photo(s) has been virtually staged. Move-in ready 4-bedroom home in Davenport near Disney with no rear neighbors!Welcome to 795 Overpool Ave, a beautifully built 2023 home offering 2,387 sq ft of modern living space on a 45 x 125 lot. This spacious two-story residence combines functionality, comfort, and location ideal for primary residence or long-term investment (12-month

  

  Katherine Figueroa Santiago

  WATSON REALTY CORP., REALTORS

  795 Overpool Ave, Davenport, FL 33896
• Explore Happy Trails

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  /86

  $819,000

  $46K PRICE DROP

  • 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

  9043 Sunshine Ridge Loop, Kissimmee, FL 34747
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  /33

  $416,999

  • 4 Beds
  • 3.5 Baths
  • 2,263 Sq Ft

  1987 Majorca Dr, Kissimmee, FL 34747

  INCOME-PRODUCING OPPORTUNITY in Windsor at Westside, one of Kissimmee’s most sought-after short-term rental communities near Orlando’s world-famous theme parks. Unlike many investment properties in the area, this FULLY FURNISHED and TURNKEY 4-bedroom, 3.5-bath townhome has been primarily owner-used and exceptionally maintained, offering investors and second-home buyers a rare combination of

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  1987 Majorca Dr, Kissimmee, FL 34747
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  /40

  $529,000

  $70K PRICE DROP

  • 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

  8908 Prague Way, Four Corners, FL 34747
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  /55

  $599,900

  $50K PRICE DROP

  • 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

  8913 Coconut Breeze Dr, Kissimmee, FL 34747
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  /73

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  8801 Beth Page Ln, Davenport, FL 33896

  If you have been looking for a house that you can just move into, STOP LOOKING! The owner of this BEAUTIFUL home has already completed the home inspection and addressed all of the issues! Now you can buy with peace of mind! Freshly painted inside and outside, and professionally cleaned, even the appliances look like new! The owner has screened in the lanai, replaced the windows with Anderson

  

  Amy Prill

  CHAMPIONSGATE REALTY

  8801 Beth Page Ln, Davenport, FL 33896
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  /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

  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

  1700 Tropical Palms Cir, Kissimmee, FL 34747
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  /45

  $445,000

  • 5 Beds
  • 4 Baths
  • 2,263 Sq Ft

  2436 Dubai St, Kissimmee, FL 34747

  Beautiful fully furnished townhouse located in the highly sought-after resort-style community of Windsor at Westside. This 2-story property features an open-concept floor plan, modern kitchen, and spacious living areas designed for comfort and entertainment. Perfect as a primary residence, vacation home, or short-term rental investment. The home offers excellent income potential and is fully

  

  Marcela Andrade Drummond

  DEBRASSI REALTY LLC

  2436 Dubai St, Kissimmee, FL 34747
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  /98

  $699,000

  $91K PRICE DROP

  • 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

  2358 Salty Winds Way, Kissimmee, FL 34747
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  /36

  $470,000

  $115K PRICE DROP

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

  1660 Tropical Palms Cir, Kissimmee, FL 34747

  Back on the Market! - Buyers financing Failed - Modern Elegance Meets Vacation-Style Living – Fully Furnished and Move-In Ready!Welcome to a one-of-a-kind residence that blends comfort, character, and resort-style luxury in one of Central Florida’s most sought-after gated communities. Whether you're looking for a high-performing short-term rental or your next dream home, this professionally

  

  Ancizar Alzate

  EXP REALTY LLC

  1660 Tropical Palms Cir, Kissimmee, FL 34747
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  /51

  $574,900

  • 4 Beds
  • 3 Baths
  • 2,272 Sq Ft

  2427 Zaballina Place, Davenport, FL 33897

  Beautifully upgraded 4-bedroom, 3-bath home with office/flex space offering modern living near Disney, US-192, Hwy 27, and I-4. From the moment you enter, you’ll appreciate the high ceilings, and elegant modern finishes throughout. This open-concept home features high ceilings, luxury vinyl flooring throughout, ceramic tile in baths and laundry room, and modern sliding glass privacy doors. The

  

  Blanca Sanchez

  WATSON REALTY CORP

  2427 Zaballina Place, Davenport, FL 33897
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  /45

  $335,000

  $50K PRICE DROP

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

  8152 Sun Palm Dr, Kissimmee, FL 34747

  BIG PRICED REDUCTION!! CHECK OUT THE VIRTUAL TOUR!!! The buyer will need to assume the Solar Loan at approximately $86K. Easily Assumable. 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

  

  Harold Olson

  EPIC FLORIDA REALTY LLC

  8152 Sun Palm Dr, Kissimmee, FL 34747
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  /19

  $570,000

  $30K PRICE DROP

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

  1724 Lima Ave, Kissimmee, FL 34747

  New Price! 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

  

  Peter Dang

  ALLIANCE REAL ESTATE GROUP

  1724 Lima Ave, Kissimmee, FL 34747
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  /67

  $715,000

  $35K PRICE DROP

  • 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

  1840 Caribbean View Terrace, Kissimmee, FL 34747
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  /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

  9194 Seascape Cove, Kissimmee, FL 34741
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  /45

  $559,000

  $13K PRICE DROP

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

  651 Drop Shot Dr, Davenport, FL 33896

  Fresh touches throughout, 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

  

  Holly Hernandez

  REAL BROKER, LLC

  651 Drop Shot Dr, Davenport, FL 33896
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  /92

  $799,000

  $16K PRICE DROP

  • 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

  8919 Tropical Haven Ct, Kissimmee, FL 34747
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  /21

  $539,999

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,999 Sq Ft

  9660 Westside Hills Dr, Davenport, FL 33896

  STUNNING CHAMPIONS GATE BELLAVIVA RESIDENCE FOR SALE! Gorgeous 5 bed, 3 bath home with open space loft upstairs, flooded with natural light. Corner lot location with 3,000 sqft of living space, featuring laminate floors, French doors opening to a porch, and state-of-the-art appliances. Low HOA approximately $10 a month! Seller is offering $10,000 in concessions to buyer towards closing costs.

  

  Richard Fernandez

  WEICHERT REALTORS-HALLMARK PR

  9660 Westside Hills Dr, Davenport, FL 33896
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  /54

  $1,195,000

  $45K PRICE INCREASE

  • 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

  2312 Salty Winds Way, Kissimmee, FL 34741
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  /36

  $412,900

  • 5 Beds
  • 4.5 Baths
  • 2,263 Sq Ft

  2015 Majorca Dr, Kissimmee, FL 34747

  Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept

  

  Fernando Peralta

  REALTY ONE GROUP INSPIRATION

  2015 Majorca Dr, Kissimmee, FL 34747
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  /48

  $329,900

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

  2346 Silver Palm Dr, Kissimmee, FL 34747

  Turnkey Disney Area Pool Home | Fully Updated | Income-Producing Opportunity Welcome to 2346 Silver Palm Drive, a fully furnished, turnkey vacation home located in the highly sought-after Windsor Palms Resort, just minutes from Walt Disney World®. This move-in ready, income-producing property is ideal as a short-term rental (Airbnb investment), second home, or full-time residence. This updated

  

  Matt Dixon

  COMPASS FLORIDA LLC

  2346 Silver Palm Dr, Kissimmee, FL 34747
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  /51

  $495,000

  $14K PRICE DROP

  • 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

  1512 Mumbai Way, Four Corners, FL 34747
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  /79

  $1,250,000

  $60K PRICE INCREASE

  • 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

  2341 Salty Winds Way, Kissimmee, FL 34747
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  /59

  $530,000

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

  9029 Flamingo Key Way, Kissimmee, FL 34747

  Welcome to this beautifully maintained 4-bedroom, 3.5-bath pool home located in the highly desirable Solara Resort community in Kissimmee. Built in 2018, this spacious two-story residence offers 2,472 square feet of living space and is perfectly suited as a primary residence, vacation retreat, or income-producing short-term rental property. Featuring an open-concept layout, the home boasts a

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  9029 Flamingo Key Way, Kissimmee, FL 34747
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  /25

  $569,000

  $70K PRICE DROP

  • 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.

  8937 Amelia Downs Trail, Kissimmee, FL 34747
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  /63

  $629,900

  • 9 Beds
  • 6 Baths
  • 4,391 Sq Ft

  1678 Lima Ave, Kissimmee, FL 34747

  Virtually Staged. Partially Virtually Staged. Welcome to 1678 Lima Avenue, an exceptional 9 bedroom, 6 bathroom vacation home located in the highly sought-after Windsor at Westside Resort—one of Central Florida's premier short-term rental communities just minutes from Walt Disney World. Whether you're searching for a high-performing Airbnb investment, a luxury second home, or a spacious family

  

  Matt Dixon

  COMPASS FLORIDA LLC

  1678 Lima Ave, Kissimmee, FL 34747
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  /35

  $695,900

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

  1864 Nice Ct, Kissimmee, FL 34747

  Welcome to 1864 Nice Ct, Davenport, FL - this 8-bedroom, 6-bath, 4,041 sq ft turnkey vacation home at Windsor at Westside is just 20 minutes from Orlando’s top theme parks. Perfect for large groups, this home comfortably sleeps up to 20 guests, offering the ultimate combination of comfort, space, and Florida-style fun. The open-concept great room brings everyone together with a gourmet kitchen,

  

  Matt Dixon

  COMPASS FLORIDA LLC

  1864 Nice Ct, Kissimmee, FL 34747
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  /61

  $1,095,000

  Pre-Foreclosure

  • 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

  2314 Calm Shore Way, Kissimmee, FL 34747
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  /41

  $499,900

  $15K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,845 Sq Ft

  2464 White Poppy Dr, Kissimmee, FL 34747

  One or more photo(s) has been virtually staged. Enjoy the benefits of PAID-OFF SOLAR PANELS-current owners' electric bills averaging approximately $33/MONTH, and the privacy of NO REAR NEIGHBORS, in this spacious 5-BEDROOM, 4-BATHROOM move-in ready home located in the RESIDENTIAL ONLY community of Murano at Westside. Lovingly cared for by ONE OWNER, this home combines exceptional energy

  

  Anne Day

  PREMIER AGENT NETWORK

  2464 White Poppy Dr, Kissimmee, FL 34747
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  /7

  $479,000

  $40K PRICE DROP

  • 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

  2452 Dubai St, Four Corners, FL 34747
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  /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

  2370 Thacker Trail, Kissimmee, FL 34747
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  /13

  $750,000

  $150K PRICE DROP

  • 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

  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

  0 S Goodman Rd Unit R4905868, Kissimmee, FL 34747
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  /48

  $419,000

  $51K PRICE DROP

  • 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

  1148 Kingsbarn St, Davenport, FL 33896
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  /37

  $334,700

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,674 Sq Ft

  9043 Carlotta Way, Kissimmee, FL 34747

  It's your opportunity! Seller is contributing 10,000 Dollars toward buyer’s closing costs. Assumable FHA loan available! Seller's existing FHA loan features a 3.125% fixed interest rate. Original loan date: 09/27/2019 (30-year term). Current loan balance is approximately $201,000. Buyer must qualify with the current loan servicer. Corner unit with fenced patio and no rear neighbors near Disney!

  Victor Barroeta MBT REALTY LLC

  9043 Carlotta Way, Kissimmee, FL 34747
• 

  

  /12

  $349,990

  New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  Plan 1852 Modeled at Bellaviva III at Westside, Davenport, FL 33896

  * Expansive great room * Powder bath * Ample kitchen counter space * Walk-in closet at primary bedroom * Dual-sink vanity at primary bath * Stainless steel appliance package * Front porch * Open floor plan * Kitchen island * Loft * Dedicated laundry room * ENERGY STAR certified home * Swimming pool * Cabana * Tot lot * Near entertainment and leisure * Great shopping nearby * Close to golf courses

  KB Home Builder

  748 Overpool Ave Unit 36514145, Davenport, FL 33896
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  /31

  $325,000

  • 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 offersthe perfect blend of comfort and convenience, with an open floorplan and tile flooring throughout the main living areas. Enjoy the ease of a firstfloor 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
• 

  

  /45

  $585,000

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

  1881 Nice Ct, Kissimmee, FL 34747

  Welcome to your dream vacation retreat in the highly sought-after Windsor at Westside Resort! This stunning 7-bedroom, 5.5-bath pool home is professionally furnished, beautifully decorated, and completely turnkey—offering everything you need for a successful vacation rental investment, a family getaway, or the perfect combination of both. From the moment you step inside, you'll appreciate the

  Danae Pitcher FLORIDA RESORT REALTY LLC

  1881 Nice Ct, Kissimmee, FL 34747
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  /57

  $385,000

  $15K PRICE DROP

  • 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

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

Happy Trails Home Prices vs. Nearby Champions Gate, FL Neighborhoods

	Happy Trails	Pebble Creek Village	West Meadows	Champions Gate
Median Home Price	$519,999	$459,950	$549,950	$450,000
Median Sale Price	$482,500 -6% YoY	$435,000 -4% YoY	$525,000 +4% YoY	$351,000 -13% YoY
Median Single Family Price	$578,000	$459,500	$552,500	$619,900
Median Townhouse Price	$414,000	$222,500	$330,995	$357,000
Total Active Listings	437	13	15	214
Market Conditions	11 Months of Supply Buyer's Market	2 Months of Supply Seller's Market	5 Months of Supply Balanced Market	11 Months of Supply Buyer's Market

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 2.0 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% of residents renting and 52% 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 $519,999. If you put a 20% down payment of $104,000 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $2,610 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, 33897, 34741 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 Providence.

Are home prices dropping in Happy Trails?

Yes, home prices in Happy Trails are down 7% in the last 12 months.