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  1. Subdivision Like Happy Trails
Details for 8590 Apache Trail, KISSIMMEE, FL 34747
Single Family
  1. Price: $5,900,000.00
  2. Price sqft: $529.72 / sqft
  3. Days On Market: 110
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 11138
  8. Acreage: 5.00 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2009
MLS#: O6296135
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Provided by: THE AGENCY ORLANDO
  6. mfrmls
  7. DMCA Notice
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
Details for 8590 Apache Trail, Kissimmee, FL 34747
Single Family
  1. Price: $5,850,000.00
  2. Price sqft: $525.23 / sqft
  3. Previous Price: $5,900,000
  4. Last Price Change: 06/06/25
  5. Days On Market: 110
  6. Bedrooms: 5
  7. Baths: 9
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 11138
  10. Acreage: 5.00 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2009
MLS#: O6296135
  1. County: OSCEOLA
  2. City: Kissimmee
  3. Zipcode: 34747
  4. Subdivision: Happy Trails Unit 5
  5. Provided by: THE AGENCY ORLANDO
  6. Provided through
  7. DMCA Notice
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
Details for 8310 Happy Trails, Kissimmee, FL 34747
Single Family
  1. Price: $819,700.00
  2. Price sqft: $308.16 / sqft
  3. Days On Market: 59
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2660
  8. Acreage: 5.00 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1988
MLS#: S5127367
  1. County: OSCEOLA
  2. City: Kissimmee
  3. Zipcode: 34747
  4. Subdivision: Happy Trails Units 1 & 2 Unrec
  5. Elementary School: Westside Elem
  6. High School: Celebration
  7. Provided by: HAPPY DAYS REALTY LLC
  8. Provided through
  9. DMCA Notice
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
Details for 8531 Sweetwater Trail, KISSIMMEE, FL 34747
Land
  1. Price: $600,000.00
  2. Previous Price: $900,000
  3. Last Price Change: 06/28/25
  4. Days On Market: 138
  5. Acreage: 5.01 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: O6287188
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Provided by: PV LUXURY GROUP PA
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  7. DMCA Notice
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
Details for Thacker Trail, KISSIMMEE, FL 34747
Land
  1. Price: $425,000.00
  2. Days On Market: 147
  3. Acreage: 6.38 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: W7872619
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Elementary School: Westside Elem
  6. Middle School: West Side
  7. High School: Celebration
  8. Provided by: RE/MAX CHAMPIONS
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  10. DMCA Notice
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
Listing Details for 2370 Thacker Trail, KISSIMMEE, FL 34747
Land
  1. Price: $374,999.00
  2. Days On Market: 133
  3. Acreage: 5.98 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: S5122296
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Provided by: FUTURE HOME REALTY INC
  6. mfrmls
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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
Details for 0 Robin Trail, KISSIMMEE, FL 34747
Land
  1. Price: $355,000.00
  2. Days On Market: 138
  3. Acreage: 5.04 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: TB8357799
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Provided by: HOMELIFE REALTY COASTAL PROPERTIES LLC
  6. mfrmls
  7. DMCA Notice
***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
Details for Amelia Trail, KISSIMMEE, FL 34747
Land
  1. Price: $253,500.00
  2. Days On Market: 34
  3. Acreage: 6.38 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6319328
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Elementary School: Westside K
  6. Middle School: Horizon
  7. High School: Celebration
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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  10. DMCA Notice
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
Details for 0 Patricia Trail, KISSIMMEE, FL 34747
Land
  1. Price: $140,000.00
  2. Previous Price: $154,000
  3. Last Price Change: 06/24/25
  4. Days On Market: 480
  5. Acreage: 7.06 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: O6191218
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Elementary School: Westside K
  6. Middle School: Horizon
  7. High School: Celebration
  8. Provided by: KELLER WILLIAMS REALTY AT THE LAKES
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  10. DMCA Notice
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
Details for Keefer Trail, KISSIMMEE, FL 34747
Land
  1. Price: $99,000.00
  2. Previous Price: $99,500
  3. Last Price Change: 07/18/25
  4. Days On Market: 111
  5. Acreage: 5.01 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: S5123655
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Provided by: EMPIRE NETWORK REALTY
  6. mfrmls
  7. DMCA Notice
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