Searching on:
- Subdivision Like Happy Trails
- 1
Single Family
- Price: $5,850,000.00
- Price sqft: $525.23 / sqft
- Previous Price: $5,800,000
- Last Price Change: 09/10/25
- Days On Market: 181
- Bedrooms: 5
- Baths: 9
- Garage / Parking Spaces: 5
- Bldg sqft: 11138
- Acreage: 5.00 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2009
MLS#: O6296135
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Provided by: THE AGENCY ORLANDO
- DMCA Notice
Description
- 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
Single Family
- Price: $815,000.00
- Price sqft: $306.39 / sqft
- Previous Price: $819,700
- Last Price Change: 09/01/25
- Days On Market: 130
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2660
- Acreage: 5.00 acres
- Pool: No
- Waterfront: No
- Year Built: 1988
MLS#: S5127367
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Elementary School: Westside Elem
- High School: Celebration High
- Provided by: HAPPY DAYS REALTY LLC
-
- DMCA Notice
Description
- Discover your own piece of paradise in Central Florida! This charming home on five acres is located in the gated area of the Happy Trails community. This special lot is completely fenced and has three
Single Family
- Price: $599,000.00
- Price sqft: $153.63 / sqft
- Previous Price: $624,926
- Last Price Change: 09/27/25
- Days On Market: 46
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 1
- Bldg sqft: 3899
- Acreage: 5.02 acres
- Pool: No
- Waterfront: No
- Year Built: 1997
MLS#: V4944376
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Elementary School: Westside K 8
- High School: Celebration High
- Provided by: REAGAN REALTY, LLC
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- DMCA Notice
Description
- At NO FAULT of the Seller, home is back on the market and ready for its lucky new owner! Nestled in the desirable Happy Trails neighborhood, just outside Disneys Animal Kingdom and world class resorts
Land
- Price: $425,000.00
- Days On Market: 218
- Acreage: 6.38 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: W7872619
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Elementary School: Westside Elem
- Middle School: West Side
- High School: Celebration High
- Provided by: RE/MAX CHAMPIONS
-
- DMCA Notice
Description
- THIS IS THE OPPORTUNITY YOU HAVE BEEN WAITING FOR!! Build your new home on this magnificent 6.38 acre parcel of land that is located on a cul de sac within the gated and quaintly named Happy Trails su
Land
- Price: $399,000.00
- Days On Market: 21
- Acreage: 5.00 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6342940
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Provided by: COLDWELL BANKER REALTY
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- DMCA Notice
Description
- Price improvement, 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
Land
- Price: $374,999.00
- Days On Market: 204
- Acreage: 5.98 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: S5122296
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Provided by: FUTURE HOME REALTY INC
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- DMCA Notice
Description
- 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
Land
- Price: $355,000.00
- Previous Price: $385,000
- Last Price Change: 09/03/25
- Days On Market: 209
- Acreage: 5.04 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: TB8357799
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Provided by: HOMELIFE REALTY COASTAL PROPERTIES LLC
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- DMCA Notice
Description
- ***Vacant Land for Sale 5.04 Acres in the serene Happy Trails Community in Kissimmee, FL*** If youve ever envisioned building your custom home in a peaceful, natural setting, this 5.04 acre parcel i
Land
- Price: $236,000.00
- Previous Price: $253,500
- Last Price Change: 08/26/25
- Days On Market: 105
- Acreage: 6.38 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6319328
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Elementary School: Westside K 8
- Middle School: Horizon Middle
- High School: Celebration High
- Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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- DMCA Notice
Description
- 6.38 Acres in Happy Trails Minutes from Disney, Unlimited Potential Tucked away in the peaceful, gated community of Happy Trails, this 6.38 acre lot offers the perfect blend of privacy, space, and c
Land
- Price: $140,000.00
- Previous Price: $154,000
- Last Price Change: 06/23/25
- Days On Market: 551
- Acreage: 7.06 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6191218
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Elementary School: Westside K 8
- Middle School: Horizon Middle
- High School: Celebration High
- Provided by: KELLER WILLIAMS REALTY AT THE LAKES
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- DMCA Notice
Description
- This 7 acre sanctuary offers a unique blend of secluded country charm and unmatched convenience with no HOA. Its distinct shape ensures utmost privacy, providing the perfect canvas for your dream oasi
Land
- Price: $97,000.00
- Previous Price: $97,500
- Last Price Change: 09/19/25
- Days On Market: 182
- Acreage: 5.01 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: S5123655
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Provided by: EMPIRE NETWORK REALTY
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- DMCA Notice
Description
- LOCATION, LOCATION...Parcel located in the exclusive GATED community of HAPPY TRAILS. This lot will require mitigation. Natural Flowing Stream on Property and Wetlands. Each Buyer must independently v
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