Searching on:
- Subdivision Like Happy Trails
Single Family
- Price: $1,590,000.00
- Price sqft: $152.65 / sqft
- Previous Price: $1,790,000
- Last Price Change: 11/14/25
- Days On Market: 59
- 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
- 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: $805,000.00
- Price sqft: $302.63 / sqft
- Previous Price: $815,000
- Last Price Change: 11/01/25
- Days On Market: 191
- 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: $749,000.00
- Price sqft: $361.49 / sqft
- Previous Price: $799,000
- Last Price Change: 11/27/25
- Days On Market: 43
- 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
- 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: $600,000.00
- Previous Price: $499,999
- Last Price Change: 09/01/25
- Days On Market: 269
- 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
- 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
Single Family
- Price: $575,000.00
- Price sqft: $147.47 / sqft
- Days On Market: 18
- Bedrooms: 6
- Baths: 4
- Garage / Parking Spaces: 1
- Bldg sqft: 3899
- Acreage: 5.00 acres
- Pool: No
- Waterfront: No
- Year Built: 1997
MLS#: O6359905
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Happy Trails
- Elementary School: Westside K 8
- High School: Celebration High
- Provided by: WATSON REALTY CORP.
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Welcome to a rare gem tucked away in the Happy Trails community, where peace, privacy, and proximity to the everything you need perfectly meet. Just min
Land
- Price: $379,000.00
- Previous Price: $399,000
- Last Price Change: 10/15/25
- Days On Market: 81
- 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
- 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
- Previous Price: $425,000
- Last Price Change: 10/30/25
- Days On Market: 278
- 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
- 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: 265
- 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
- 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: 269
- 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: $119,000.00
- Previous Price: $236,000
- Last Price Change: 11/26/25
- Days On Market: 165
- 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: REAL BROKER, LLC
- 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


















