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Happy Trails Homes for Sale

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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

    (321) 926-9215

    8908 Prague Way, Four Corners, FL 34747
  • /55

    $624,900

    $25K 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

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    Steven Horner

    RE/MAX PRIME PROPERTIES

    (321) 395-5115

    8913 Coconut Breeze Dr, Kissimmee, FL 34747
  • /46

    $340,000

    $10K PRICE DROP
    • 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

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    Jay Patterson

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 449-2379

    2364 Silver Palm Dr, 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

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    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 591-8027

    176 Bogey Dr, Four Corners, FL 33896
  • /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

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    Rochelle Warriner

    UNITED REAL ESTATE PREFERRED

    (321) 483-0067

    1700 Tropical Palms Cir, Kissimmee, FL 34747
  • /77

    $588,000

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

    8947 Amelia Downs Trail, Kissimmee, FL 34747

    Welcome to 8947 Amelia Downs Trail, Kissimmee, FL 34747, a 7-bedroom, 4.5-bathroom single-family home located in the Solara Resort community, just minutes from Walt Disney World, Universal Orlando, and SeaWorld. This 2,987 sq ft property is situated in a high-demand Central Florida vacation corridor with convenient access to major highways, shopping, and dining. The home features an open floor

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    Scot Hartwell

    PLATINUM REAL ESTATE

    (321) 478-2450

    8947 Amelia Downs Trail, 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

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    Juliana Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 800-4869

    2358 Salty Winds Way, Kissimmee, FL 34747
  • /22

    $232,000

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

    2300 Silver Palm Dr Unit 303, Kissimmee, FL 34747

    **LOWEST PRICED 3 BEDROOM CONSERVATION VIEW UNIT***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.

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    John Hill

    TOP AGENCY REALTY INC

    (321) 780-2229

    2300 Silver Palm Dr Unit 303, Kissimmee, FL 34747
  • /60

    $444,900

    $5K PRICE DROP
    • 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...

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    Jorge Ruiz

    AGENT TRUST REALTY CORPORATION

    (863) 900-8280

    1150 Kingsbarn St, Davenport, FL 33896
  • /45

    $335,000

    $50K PRICE DROP Pre-Foreclosure
    • 4 Beds
    • 2 Baths
    • 1,567 Sq Ft

    8152 Sun Palm Dr, Kissimmee, FL 34747

    BIG PRICED REDUCTION!! 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

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    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,

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    Peter Dang

    ALLIANCE REAL ESTATE GROUP

    (321) 463-3966

    1724 Lima Ave, Kissimmee, FL 34747
  • /67

    $520,000

    Open Sun 7AM - 7PM
    • 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

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    Katherine Figueroa Santiago

    WATSON REALTY CORP., REALTORS

    (863) 251-6201

    795 Overpool Ave, Davenport, FL 33896
  • /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

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    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 341-7018

    9043 Sunshine Ridge Loop, Kissimmee, FL 34747
  • /67

    $725,000

    $25K 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

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    Ariel Vargas

    EXP REALTY LLC

    (321) 353-8222

    1840 Caribbean View Terrace, Kissimmee, FL 34747
  • /21

    $549,999

    $10K 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.Seller very motivated! Seller will help buyer with some closing costs.

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    Richard Fernandez

    WEICHERT, REALTORS-HALLMARK PR

    (863) 281-4905

    9660 Westside Hills Dr, Davenport, FL 33896
  • /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

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    Laura Teixeira

    NOBSKA REAL ESTATE LLC

    (689) 314-6158

    1987 Majorca Dr, Kissimmee, FL 34747
  • /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

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    Silvia Valebom Fumagalli

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 475-2867

    2312 Salty Winds Way, Kissimmee, FL 34741
  • /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

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    Matt Dixon

    COMPASS FLORIDA LLC

    (321) 252-7216

    2346 Silver Palm Dr, Kissimmee, FL 34747
  • /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

    (321) 587-0639

    1512 Mumbai Way, Four Corners, FL 34747
  • /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,

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    Silvia Valebom Fumagalli

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 327-9368

    2341 Salty Winds Way, Kissimmee, FL 34747
  • /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

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    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (689) 334-2268

    9029 Flamingo Key Way, Kissimmee, FL 34747
  • /53

    $734,900

    • 9 Beds
    • 6.5 Baths
    • 4,387 Sq Ft

    8934 Coconut Breeze Dr, Kissimmee, FL 34747

    Welcome to your new home at 8934 Coconut Breeze Dr, Kissimmee, FL 34747, a 9-bedroom, 6.5-bath pool and spa home located in Phase 2 of Solara Resort, just steps from the clubhouse and resort amenities. Built in 2022 and offered fully furnished, this luxury vacation home accommodates up to 25 guests, making it an ideal primary residence, second home, or high-performing short-term rental. The

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    Matt Dixon

    COMPASS FLORIDA LLC

    (321) 326-9859

    8934 Coconut Breeze Dr, Kissimmee, FL 34747
  • /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

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    Gilberto Imery

    GILVAN REALTY CORP.

    (321) 252-7238

    8937 Amelia Downs Trail, Kissimmee, FL 34747
  • /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,

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    Matt Dixon

    COMPASS FLORIDA LLC

    (321) 475-2238

    1864 Nice Ct, Kissimmee, FL 34747
  • /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

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    Juliana Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 321-3442

    2314 Calm Shore Way, Kissimmee, FL 34747
  • /39

    $515,000

    Open House 6/07
    • 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. Spacious 5-bedroom, 4-bathroom move-in ready home offering a highly desirable layout with a main-floor primary suite and no rear neighbors in the peaceful community of Murano at Westside. Seller is offering up to $5,000 toward buyer’s closing costs and prepaids, subject to offer terms—an incredible added value! Located in Kissimmee just minutes from

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    Anne Day

    PREMIER AGENT NETWORK

    (321) 320-6958

    2464 White Poppy Dr, Kissimmee, FL 34747
  • /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

    (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

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    Paul Shearn

    FUTURE HOME REALTY INC

    (321) 497-0573

    2370 Thacker Trail, Kissimmee, FL 34747
  • /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.

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    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.

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    Sean Fullerton

    RICHARD L. FULLERTON INC

    (321) 461-3964

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

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    Tim Veigle

    WATSON REALTY CORP

    (863) 265-5288

    1148 Kingsbarn St, Davenport, FL 33896
  • /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

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    Silvia Valebom Fumagalli

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 416-1358

    9194 Seascape Cove, Kissimmee, FL 34741
  • /45

    $572,000

    • 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

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    Holly Hernandez

    REAL BROKER, LLC

    (863) 663-2718

    651 Drop Shot Dr, Davenport, FL 33896
  • /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

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    Brandon Ramirez

    REAL BROKER, LLC

    (321) 343-3379

    8919 Tropical Haven Ct, Kissimmee, FL 34747
  • /37

    $334,700

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,674 Sq Ft

    9043 Carlotta Way, Kissimmee, FL 34747

    Corner unit with fenced patio and no rear neighbors near Disney! Welcome to this beautiful townhome located at 9043 Carlota Way, Kissimmee, FL 34747, in the desirable Murano at Westside community. Built just 5 years ago, this modern home offers the perfect combination of comfort, efficiency, and location. The property offers 3 spacious bedrooms and 2.5 bathrooms, along with 18”x18” ceramic tile

    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
  • /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
  • /40

    $599,900

    • 5 Beds
    • 5 Baths
    • 3,015 Sq Ft

    9199 Sommerset Hills Dr, Davenport, FL 33896

    Beautifully furnished 5-bedroom vacation home located in the highly desirable gated community of ChampionsGate Resort. This well-appointed property features a private west-facing pool and spa, spacious living areas, an upstairs loft, and tastefully designed themed bedrooms. The home is fully equipped with Smart TVs in all bedrooms, the living room, and loft area, offering comfort and convenience

    Ya-Lan Chien CINO INTERNATIONAL INC

    9199 Sommerset Hills Dr, Davenport, FL 33896
  • /47

    $610,000

    $70K PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 3,533 Sq Ft

    1512 Nassau Point Trail, Kissimmee, FL 34747

    PRICE IMPROVEMENT - This standout 7-bedroom, 6.5-bath Turnkey, Fully Furnished, Income-Generating Short-Term Rental 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,

    Alejandra Nicholson PA REDFIN CORPORATION

    1512 Nassau Point Trail, Kissimmee, FL 34747
  • /69

    $264,999

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,505 Sq Ft

    1051 Quaker Ridge Ln, Davenport, FL 33896

    WAKE UP ON THE FAIRWAY ... Lock the Door ... PLAY PICKLEBALL ... ENJOY the LAZY RIVER ... Enjoy Dinner ... Love Where You Live! REPEAT.Some homes just feel right the moment you walk in. This one feels like a permanent vacation.Nestled in the heart of Champions Gate — one of Central Florida’s most coveted golf and resort communities — this beautifully finished end-unit villa at 1051 Quaker

    Dana Thomas REALTY ONE GROUP MVP

    1051 Quaker Ridge Ln, 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.

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 $520,000. If you put a 20% down payment of $104,000 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $2,630 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $113K 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, 33897 and 34741.
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 5% in the last 12 months.

Home Trends in Happy Trails, FL

Housing Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$585,000
Median Townhouse Sale Price
$415,999
Median 2 Bedroom Sale Price
$284,900
Average Price Per Sq Ft
$205
Number of Homes for Sale
400
Last 12 months Home Sales
426
Months of Supply
11.30
Median List Price
$520,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-2%
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