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  1. Subdivision Like Happy Trails
8590 Apache Trail
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Details for 8590 Apache Trail, KISSIMMEE, FL 34747
Single Family
  1. Price: $5,900,000.00
  2. Price sqft: $529.72 / sqft
  3. Previous Price: $5,990,000
  4. Last Price Change: 05/03/25
  5. Days On Market: 38
  6. Bedrooms: 5
  7. Baths: 9
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 11138
  10. Acreage: 5.00 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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
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8531 Sweetwater Trail
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Details for 8531 Sweetwater Trail, KISSIMMEE, FL 34747
Land
  1. Price: $900,000.00
  2. Days On Market: 66
  3. Acreage: 5.01 acres
  4. Pool: No
  5. Waterfront: No
  6. 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
  6. mfrmls
  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
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2478 Thacker Trail
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Details for 2478 Thacker Trail, KISSIMMEE, FL 34747
Single Family
  1. Price: $899,000.00
  2. Price sqft: $353.94 / sqft
  3. Days On Market: 18
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2540
  8. Acreage: 8.71 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2003
MLS#: O6301945
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails Sub
  5. Elementary School: Westside Elem
  6. Middle School: West Side
  7. High School: Celebration High
  8. Provided by: UNITED REALTY GROUP INC
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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,
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Thacker Trail
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Details for Thacker Trail, KISSIMMEE, FL 34747
Land
  1. Price: $425,000.00
  2. Days On Market: 75
  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 High
  8. Provided by: RE/MAX CHAMPIONS
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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
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2370 Thacker Trail
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Listing Details for 2370 Thacker Trail, KISSIMMEE, FL 34747
Land
  1. Price: $374,999.00
  2. Days On Market: 61
  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
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8674 Sweetwater Trail
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Details for 8674 Sweetwater Trail, KISSIMMEE, FL 34747
Land
  1. Price: $365,000.00
  2. Previous Price: $375,000
  3. Last Price Change: 04/09/25
  4. Days On Market: 87
  5. Acreage: 5.00 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Creek,Pond
  10. Year Built: Not Available
MLS#: S5120616
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Provided by: REALTY HUB
  6. mfrmls
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Prime Building Opportunity: 5 Acre Lot in Happy Trails, Kissimmee, Florida. This premium plot has been partially cleared and professionally surveyed, presenting a blank canvas ready for your dream c
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0 Robin Trail
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Details for 0 Robin Trail, KISSIMMEE, FL 34747
Land
  1. Price: $355,000.00
  2. Previous Price: $385,000
  3. Last Price Change: 05/07/25
  4. Days On Market: 66
  5. Acreage: 5.04 acres
  6. Pool: No
  7. Waterfront: No
  8. 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
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***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
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0 Patricia Trail
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Details for 0 Patricia Trail, KISSIMMEE, FL 34747
Land
  1. Price: $154,000.00
  2. Previous Price: $172,500
  3. Last Price Change: 04/17/25
  4. Days On Market: 408
  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 8
  6. Middle School: Horizon Middle
  7. High School: Celebration High
  8. Provided by: KELLER WILLIAMS REALTY AT THE LAKES
  9. mfrmls
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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
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Sweetwater Trail 156
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Details for Sweetwater Trail 156, KISSIMMEE, FL 34747
Land
  1. Price: $135,000.00
  2. Previous Price: $149,900
  3. Last Price Change: 05/08/25
  4. Days On Market: 174
  5. Acreage: 5.11 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: O6257016
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Happy Trails
  5. Provided by: RE/MAX ASSURED
  6. mfrmls
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Embrace the opportunity to build your dream home on this remarkable 5.11 acre lot located in the highly sought after Happy Trails community. With the freedom to select your own builder and tailor ever
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Keefer Trail
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Details for Keefer Trail, KISSIMMEE, FL 34747
Land
  1. Price: $100,000.00
  2. Days On Market: 39
  3. Acreage: 5.01 acres
  4. Pool: No
  5. Waterfront: No
  6. 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
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Tropic Shores Realty - Crystal River
Equal Housing Opportunity
Listing Data ©2025 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2025 REALTOR® Association of Citrus County
Listing Data ©2025 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on May 11, 2025 @ 12:00 am
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