Searching on:
- Subdivision Like Happy Trails
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: 211
- 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: $1,790,000.00
- Price sqft: $171.85 / sqft
- Days On Market: 29
- Bedrooms: 3
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 10416
- Acreage: 5.00 acres
- Pool: No
- Waterfront: No
- Year Built: 2006
MLS#: O6349038
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Elementary School: Westside Elem
- Middle School: Horizon Middle
- High School: Celebration High
- Provided by: NESTA REAL ESTATE CONSULTANTS
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- DMCA Notice
Description
- 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 hal
Single Family
- Price: $815,000.00
- Price sqft: $306.39 / sqft
- Previous Price: $819,700
- Last Price Change: 09/01/25
- Days On Market: 160
- 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
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- 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: $799,000.00
- Price sqft: $385.62 / sqft
- Previous Price: $814,900
- Last Price Change: 10/28/25
- Days On Market: 12
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 8
- Bldg sqft: 2072
- Acreage: 5.01 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 1986
MLS#: O6353540
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- High School: Celebration High
- Provided by: FCG REALTY
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- DMCA Notice
Description
- Modern Farm Retreat on 5 Acres in Gated Happy Trails Kissimmee, FL Discover the perfect blend of country living and modern comfort in this stunning 3 bedroom, 2 bath home located in the exclusive
Land
- Price: $600,000.00
- Previous Price: $499,999
- Last Price Change: 09/01/25
- Days On Market: 239
- Acreage: 5.01 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6287188
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Provided by: PV LUXURY GROUP PA
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- DMCA Notice
Description
- 5 Acres of Prime Vacant Land in Kissimmee, FL Perfect for Your Dream Project! Discover the potential of this expansive 5 acre lot located in the heart of Kissimmee, FL. With plenty of room to buil
Land
- Price: $379,000.00
- Previous Price: $399,000
- Last Price Change: 10/15/25
- Days On Market: 51
- 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
- Final price drop, 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: $375,000.00
- Days On Market: 248
- 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
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- DMCA Notice
Description
- JUST REDUCED $50K!! 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 n
Land
- Price: $355,000.00
- Previous Price: $385,000
- Last Price Change: 09/03/25
- Days On Market: 239
- 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
- Days On Market: 135
- 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: 10/20/25
- Days On Market: 581
- 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
- Discover a truly unique opportunity to own 7 acres of untouched Florida wetlands, offering privacy, peace, and a front row seat to the natural world, all with no HOA and easy access to Kissimmee, Orla
