24

Happy Trails Homes for Sale

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  • /23

    $299,000

    • Land
    • 5 Acres
    • $59,800 per Acre

    8401 Amelia Trail, Four Corners, FL 34747

    Rare 5-Acre Custom Estate Lot on Amelia Trail – Happy Trails CommunityDiscover the Perfect Canvas for Your Dream Estate Tucked away in the highly sought-after, gated enclave of Happy Trails, this premier 5-acre parcel on Amelia Trail offers an unparalleled blend of country serenity and modern convenience. If you’ve been searching for true residential privacy without sacrificing proximity to

    Bertrand Lehelly FCG REALTY

    8401 Amelia Trail, Four Corners, FL 34747
  • /4

    $299,000

    • Land
    • 5 Acres
    • $59,800 per Acre

    0 Sioux Trail Unit MFRO6422199, Kissimmee, FL 34747

    Discover an Exceptional 5-Acre Lot in Happy Trails – A Rare Opportunity Near Champions Gate, Reunion, and Disney. Nestled in the prestigious Happy Trails community, this expansive 5-acre vacant lot presents a one-of-a-kind opportunity to bring your dream estate to life. Perfectly situated in one of the highest-elevated areas of the neighborhood, this property offers both privacy and

    Mario Restrepo, Sr COLDWELL BANKER REALTY

    0 Sioux Trail Unit MFRO6422199, Kissimmee, FL 34747
  • /2

    $260,000

    • Land
    • 6.05 Acres
    • $42,975 per Acre

    0 Thacker Trail, Four Corners, FL 34747

    Discover the perfect opportunity to own a spacious piece of land in Kissimmee! This beautiful 6.05-acre vacant parcel located on Thacker Trail offers endless possibilities for those seeking privacy, space, and future potential. Surrounded by the natural beauty of Central Florida, this property provides a rare opportunity to create your dream estate, invest for the future, or explore development

    Flavia Cabral FLORIDA SCANDI REALTY LLC

    0 Thacker Trail, Four Corners, FL 34747
  • /2

    $165,000

    • Land
    • 7.06 Acres
    • $23,371 per Acre

    0 Patricia Trail Unit MFRS5151533, Kissimmee, FL 34747

    Are you looking for a challenge? This lot is an unusual lot deep in the woods and surrounded by woods. Triangle in shape. Plenty big for your home or toys at 7 acres. In a great location that is close to Disney, shopping, entertainment, and more. Go direct and check it out today.

    Susan Graves KELLER WILLIAMS REALTY AT THE LAKES

    0 Patricia Trail Unit MFRS5151533, Kissimmee, FL 34747
  • /2

    $18,000

    • Land
    • 1.29 Acres
    • $13,953 per Acre

    0 Sweetwater Trail Unit MFRS5151287, Kissimmee, FL 34747

    Great investment opportunity, 1.25 acres lot located in the Four Corners tourist area, close to Disney parks and hotels, shops and restaurants in the surrounding area. Is a land locked area (no access by roads yet)

    Rafael Rodriguez PARTNERSHIP REALTY INC.

    0 Sweetwater Trail Unit MFRS5151287, Kissimmee, FL 34747
  • /2

    $27,000

    • Land
    • 1.88 Acres
    • $14,362 per Acre

    0 Sweetwater Trail Unit MFRS5151305, Kissimmee, FL 34747

    Great investment opportunity, 1.88 acres lot located in the Four Corners tourist area, close to Disney parks and hotels,shops and restaurants in the surrounding area. Is a land locked area (no access by roads yet)

    Rafael Rodriguez PARTNERSHIP REALTY INC.

    0 Sweetwater Trail Unit MFRS5151305, Kissimmee, FL 34747
  • /2

    $36,900

    • Land
    • 2.54 Acres
    • $14,528 per Acre

    0 Sweetwater Trail Unit MFRS5151237, Kissimmee, FL 34747

    Great investment opportunity, 2.54 Acres lot, located in Four Corners tourist area, close to Disney theme parks, hotels, shopping, Margaritaville attractions and restaurants. Is a Landlocked lot (Is not access or street road)

    Rafael Rodriguez PARTNERSHIP REALTY INC.

    0 Sweetwater Trail Unit MFRS5151237, Kissimmee, FL 34747
  • /5

    $285,000

    $115K PRICE DROP
    • Land
    • 5.02 Acres
    • $56,773 per Acre

    0 Sweetwater Trail Unit Lot 145, Kissimmee, FL 34747

    !!!PRICE REDUCTION!!! Location truly is everything! Happy Trails offers an unparalleled combination of privacy, natural beauty, and convenience, this property delivers the best of both worlds—peaceful country living just minutes from Orlando's world-class attractions, dining, shopping, and entertainment. Discover a rare opportunity to build your dream estate on this exceptional 5+ acre corner

    Gillian Williams ASPIRE REALTY INC

    0 Sweetwater Trail Unit Lot 145, Kissimmee, FL 34747
  • /31

    $239,900

    • Land
    • 9.34 Acres
    • $25,685 per Acre

    0 Choctaw Trail, Kissimmee, FL 34747

    Over 9 acre of land with pure nature to build your dream home. Private and secluded location, country style living yet so close to the city. You must visit Happy Trails community to see the huge mansions that are there. This parcel has two entrances and if you follow Shelley trail side, has a nice home build next to this lot. All theme parks are within 20 minutes drive from this location and so

    Maya Singh MARKET CONNECT REALTY LLC

    0 Choctaw Trail, Kissimmee, FL 34747
  • /67

    $1,099,000

    New Construction Open Wed 10AM - 3PM $101K PRICE DROP
    • 8 Beds
    • 6.5 Baths
    • 3,544 Sq Ft

    2308 Distant Sun Trail, Kissimmee, FL 34747

    REDUCED PRICE. Enjoy the luxury and excitement with this professionally decorated vacation home PRETTY NEW. 8 BEDROOMS (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring a true Theme Park sensation right into your home—perfect for guests of all ages. Whether you’re

    Monica Gallo MS LAND & BUILDING LLC

    2308 Distant Sun Trail, Kissimmee, FL 34747
  • /77

    $790,000

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

    2328 Salty Winds Way, Kissimmee, FL 34741

    Welcome to a beautifully and brand new 6 bedrooms and 4 1/2 baths 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 living room are integrated with a beautiful kitchen features a large island with granite countertops, stainless-steel appliances, a breakfast bar, pantry, and

    Danielle Rotondo CELEBRITY GLOBAL REALTY LLC

    2328 Salty Winds Way, Kissimmee, FL 34741
  • /3

    $275,000

    • Land
    • 10.08 Acres
    • $27,282 per Acre

    Lot 48 Amelia Trail, Four Corners, FL 34747

    10 acre wooded parcel in a peaceful country setting located in the desirable Happy Trails gated community. This beautiful property offers privacy, natural surroundings and perfect opportunity for horses and abundant wildlife. Surrounded by mature trees and quiet open space. It's an ideal location for anyone looking to build a custom home with a true country feel. Although the propety offers a

    Susan Graves KELLER WILLIAMS REALTY AT THE LAKES

    Lot 48 Amelia Trail, Four Corners, FL 34747
  • /2

    $799,000

    • Land
    • 5.41 Acres
    • $147,689 per Acre

    0 S Goodman Rd Unit MFRR4910912, Kissimmee, FL 34747

    Perfect 5.4 acreage property is a diamond in the woods for building your dream home. X zoning should be totally buildable.You have the privacy and community 1 hour to beaches each way and many lakes around for boating.What a fantastic location, close to I-4, 417, the parks, shopping, doctors, hospitals, nightlife, anything your 2nd home or residence could want. In the middle of

    Tina Herrmann EASY REALTY

    0 S Goodman Rd Unit MFRR4910912, Kissimmee, FL 34747
  • /62

    $990,000

    • 4 Beds
    • 3 Baths
    • 2,554 Sq Ft

    2477 Thacker Trail, Kissimmee, FL 34747

    Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled

    Mirta Sucena UNITED REALTY GROUP INC.

    2477 Thacker Trail, Kissimmee, FL 34747
  • /3

    $358,007

    New Construction $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,573 Sq Ft

    9620 Westside Hills Dr, Davenport, FL 33896

    If you’re searching for a high-quality new construction home by a top builder in Orlando, FL, this two-story residence offers the perfect blend of style and functionality. The open floor plan showcases 9-ft. ceilings and tile flooring throughout the main living areas, designed for modern lifestyles. The contemporary kitchen features granite countertops, 36-in. cabinetry, and Whirlpool® stainless

    Tara Garkowski KELLER WILLIAMS ADVANTAGE REALTY

    9620 Westside Hills Dr, Davenport, FL 33896
  • /50

    $920,000

    $21K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 2,120 Sq Ft

    2478 Thacker Trail, Kissimmee, FL 34747

    Welcome to beautiful Happy Trails. A gated community. This unique property combines rural living and modern living just minutes from Disney, This 8.7 acre property holds a 4 Bedroom, 2 bathroom home, with a Master suite and oversized walking closet. The kitchen features large windows with abundant natural light, facing the beauty of nature, a perfect place to enjoy your morning coffee. The living

    Selenia Gutierrez UNITED REALTY GROUP INC

    2478 Thacker Trail, Kissimmee, FL 34747
  • /15

    $79,000

    $21K PRICE DROP
    • Land
    • 5.01 Acres
    • $15,768 per Acre

    0 Keefer Trail, Kissimmee, FL 34747

    LOCATION, LOCATION...Parcel located in the exclusive GATED community of HAPPY TRAILS. Offering seclusion and privacy, Happy Trails is in a fantastic location, just a few miles from Walt Disney World and nearby Champions Gate. This lot will require mitigation. Natural Flowing Stream on Property and Wetlands. Each Buyer must independently verify and is solely responsible for the feasibility study,

    Kenia Williams-Calderon EMPIRE NETWORK REALTY

    0 Keefer Trail, Kissimmee, FL 34747
  • /100

    $5,250,000

    $740K PRICE DROP Pre-Foreclosure
    • 5 Beds
    • 9 Baths
    • 11,138 Sq Ft

    8590 Apache Trail, Kissimmee, FL 34747

    Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. As you enter through the private gate, you are greeted by a stunning family room featuring a handcrafted

    Brian Hyser THE AGENCY FL

    8590 Apache Trail, Kissimmee, FL 34747
  • /3

    $385,000

    • Land
    • 5.04 Acres
    • $76,389 per Acre

    0 Robin Trail Unit MFRTB8357799, Kissimmee, FL 34747

    ***Vacant Land for Sale – 5.04 Acres in the serene Happy Trails Community in Kissimmee, FL***If you’ve ever envisioned building your custom home in a peaceful, natural setting, this 5.04 acre parcel in the coveted Happy Trails community is exactly what you’ve been waiting for. Offering both space and tranquility, this rare opportunity provides ample room for your dream home, set against a

    Angelita Lopez HOMELIFE REALTY COASTAL PROPERTIES LLC

    0 Robin Trail Unit MFRTB8357799, Kissimmee, FL 34747
  • /2

    $99,000

    $59K PRICE INCREASE
    • Land
    • 2.55 Acres
    • $38,824 per Acre

    0 Robin Trail Unit MFRO6241759, Kissimmee, FL 34747

    2.53-acre lot located on Robin Trail in Kissimmee, Florida 34747. "Zoning: OAC" Rural acreage not build able. Conveniently located with access to nearby highways, shopping, and outdoor attractions, this property provides the perfect escape while still being within reach of modern conveniences..Pin Location: Latitude 28.31114085, Longitude -81.63167859. Note: buyers I emphasize the importance of

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 Robin Trail Unit MFRO6241759, Kissimmee, FL 34747
  • /2

    $99,000

    $57K PRICE INCREASE
    • Land
    • 2.53 Acres
    • $39,130 per Acre

    0 Robin Trail Unit MFRO6241760, Kissimmee, FL 34747

    2.53-acre agricultural lot located on Robin Trail in Kissimmee, Florida 34747. "Zoning: OAC" Rural acreage not build able. this acreage is ideal for recreational use, long-term investment, or enjoying the privacy and natural surroundings away from the city. this generous parcel presents excellent potential and versatility. Pin Location: Latitude 28.31625040, Longitude -81.62719913. Note: buyers I

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 Robin Trail Unit MFRO6241760, Kissimmee, FL 34747
  • /16

    $255,000

    • Land
    • 5.01 Acres
    • $50,898 per Acre

    8673 Sweetwater Trail, Four Corners, FL 34747

    8673 SWEETWATER TRL, KISSIMMEE, FL 34747Amazing location! 5.01 acres in the exclusive equestrian gated community of Happy Trails. This acreage has a small creek at the left side of the property. Build your dream home or keep it for investment. Happy trails is a short drive to Disney, Universal, Sea World, and other major attractions. Close to shopping and restaurants, including Champions

    Christopher Service KEY SERVICE REALTY

    8673 Sweetwater Trail, Four Corners, 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.

    Agent Photo

    Sean Fullerton

    RICHARD L. FULLERTON INC

    0 S Goodman Rd Unit R4905868, 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.

    Agent Photo

    Sean Fullerton

    RICHARD L. FULLERTON INC

    1190 S Goodman Rd, Champions Gate, FL 33896

Happy Trails Home Prices vs. Nearby Four Corners, FL Neighborhoods

Happy Trails Champions Gate Reunion Celebration
Median Home Price
$899,500
$449,000
$591,495
$604,500
Median Sale Price
$730,000
-21% YoY
$385,000
-8% YoY
$583,990
-10% YoY
$615,000
-5% YoY
Median Single Family Price
$840,000
$572,500
$635,000
$900,000
Median Townhouse Price
--
$375,000
$367,495
$519,000
Median Condo Price
--
$230,000
$315,000
$365,000
Total Active Listings
4 listings
363 listings
316 listings
81 listings
Market Conditions
12 Months of Supply
Buyer's Market
12 Months of Supply
Buyer's Market
9 Months of Supply
Buyer's Market
4 Months of Supply
Seller'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 $899,500. If you put a 20% down payment of $179,900 and had a 30-year fixed mortgage with an interest rate of 6.69%, your estimated principal and interest payment would be $4,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $199K 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 24:1 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 19:1 and an average review score of 2.5.
What are the most popular zip codes in Happy Trails, Four Corners, FL?
The most popular zip codes in Happy Trails, Four Corners, FL include 34747, 33896, 34741, 34759 and 33897.
What are the most popular neighborhoods near Happy Trails, Four Corners, FL?
The most popular neighborhoods near Happy Trails, Four Corners, FL are Reunion, Eastside, Champions Gate, Magic Village and Providence.
Are home prices dropping in Happy Trails?
Yes, home prices in Happy Trails are down 12% in the last 12 months.
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