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Searching on:
- Subdivision Like Happy Trails
Single Family
- Price: $5,850,000.00
- Price sqft: $525.23 / sqft
- Previous Price: $5,900,000
- Last Price Change: 07/22/25
- Days On Market: 284
- 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: $1,390,000.00
- Price sqft: $133.45 / sqft
- Previous Price: $1,590,000
- Last Price Change: 12/29/25
- Days On Market: 102
- 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
- High School: Celebration
- 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: $860,000.00
- Price sqft: $338.58 / sqft
- Previous Price: $879,000
- Last Price Change: 08/25/25
- Days On Market: 264
- Bedrooms: 4
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2540
- Acreage: 8.71 acres
- Pool: No
- Waterfront: No
- Year Built: 2003
MLS#: O6301945
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails Sub
- Elementary School: Westside Elem
- Middle School: West Side
- High School: Celebration
- Provided by: UNITED REALTY GROUP INC
-
- DMCA Notice
Description
- 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,
Single Family
- Price: $749,000.00
- Price sqft: $361.49 / sqft
- Previous Price: $799,000
- Last Price Change: 11/28/25
- Days On Market: 85
- 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
- Provided by: FCG REALTY
-
- DMCA Notice
Description
- Priced to sell ! This is by far the best deal in Happy Trails. Quite possibly priced below appraisal. Seize the opportunity to become the new owner of this modern Farm Retreat on 5 Acres located in th
Land
- Price: $375,000.00
- Previous Price: $425,000
- Last Price Change: 10/31/25
- Days On Market: 321
- 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
- Provided by: RE/MAX CHAMPIONS
-
- 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: $374,999.00
- Days On Market: 307
- 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
- Days On Market: 312
- 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
-
- 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: $349,900.00
- Previous Price: $379,000
- Last Price Change: 12/28/25
- Days On Market: 124
- 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: $299,000.00
- Days On Market: 13
- Acreage: 5.00 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6369754
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Provided by: CHARLES RUTENBERG REALTY ORLANDO
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- DMCA Notice
Description
- Ready to build! This 5 acre Happy Trails property includes a boundary survey and building plans for a stunning 4,000 sqft home. The lot is partially cleared, offering mature trees, natural beauty, and
Land
- Price: $80,000.00
- Previous Price: $96,000
- Last Price Change: 11/26/25
- Days On Market: 285
- 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
