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  1. School = Garden Grove Elem
341 Sterling Drive
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Details for 341 Sterling Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $415,000.00
  2. Price sqft: $174.66 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2376
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1991
MLS#: L4958307
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Berryhill
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: KELLER WILLIAMS REALTY SMART 1
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One or more photo(s) has been virtually staged. Experience refined living in this beautifully renovated residence designed for both elegance and comfort. This exceptional 4 bedroom, 3 bath home has a
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4914 Jackson Street
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Details for 4914 Jackson Street, WINTER HAVEN, FL 33884
Single Family
  1. Price: $389,800.00
  2. Price sqft: $121.06 / sqft
  3. Previous Price: $389,900
  4. Last Price Change: 11/15/25
  5. Days On Market: 188
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3220
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2022
MLS#: O6324016
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Jackson Lndg
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: PELLEGO, LLC
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NO CDD! Come and see this beautiful home and all it has to offer FOR YOU! located in one of the most desirable areas of Winter Haven FL. Built in 2022, this well maintained home features over 2,600 s
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3334 Fox Ridge Drive
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Details for 3334 Fox Ridge Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $375,000.00
  2. Price sqft: $202.27 / sqft
  3. Previous Price: $390,000
  4. Last Price Change: 12/04/25
  5. Days On Market: 88
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1854
  10. Acreage: 0.51 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1985
MLS#: P4936715
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Fox Ridge Ph 01
  5. Elementary School: Garden Grove Elem
  6. Provided by: COLDWELL BANKER REALTY
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LAKEFRONT LIVING WITH NO HOA Welcome to 3334 Fox Ridge Drive a beautifully maintained 3 bedroom, 3 bath pool home perfectly situated on over half an acre along the shores of Lake Fox in Winter Haven
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5328 Michael Drive
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Details for 5328 Michael Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $365,000.00
  2. Price sqft: $128.70 / sqft
  3. Previous Price: $380,000
  4. Last Price Change: 12/05/25
  5. Days On Market: 103
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2836
  10. Acreage: 0.13 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2006
MLS#: O6348750
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Bentley Place
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: ICON REALTY ASSOCIATES INC
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Welcome to this beautifully maintained 4 bedroom, 2.5 bathroom home located in the desirable Bentley Place community of Winter Haven! Offering over 2,800 square feet of living space, this spacious two
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112 Paine Drive
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Details for 112 Paine Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $350,000.00
  2. Price sqft: $145.11 / sqft
  3. Days On Market: 36
  4. Bedrooms: 5
  5. Baths: 2
  6. Bldg sqft: 2412
  7. Acreage: 0.20 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1965
MLS#: L4957763
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Fla Highlands Co Sub
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: COLDWELL BANKER REALTY
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Seller motivated. Welcome to your home in Winter Havenjust minutes from Legoland, shopping, medical facilities, and Highway 27 for easy commuting! Originally a 3 bedroom, 2 bath layout, this home has
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119 Doll Drive
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Details for 119 Doll Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $298,000.00
  2. Price sqft: $128.78 / sqft
  3. Days On Market: 20
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2314
  8. Acreage: 0.25 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1969
MLS#: TB8458460
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Summerhaven Shores
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: MARZUCCO REAL ESTATE
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This is a solid block home featuring 3 bedrooms and 1.5 bathrooms in a convenient and well established neighborhood. Enjoy canal access to Lake Daisy, perfect for kayaking, pedal boarding, fishing, or
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1452 Grand Cayman Circle
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Details for 1452 Grand Cayman Circle, WINTER HAVEN, FL 33884
Single Family
  1. Price: $295,000.00
  2. Price sqft: $118.81 / sqft
  3. Previous Price: $310,000
  4. Last Price Change: 08/21/25
  5. Days On Market: 304
  6. Bedrooms: 2
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2483
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 1990
MLS#: L4950037
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Lake Dexter Moorings
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: COLDWELL BANKER REALTY
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PRICE REDUCTION!! Discover this stunning lakefront gem on Lake Dextera peaceful 166 acre lake in southeast Winter Haven, accessible only through private community ramps. Perfect for fishing, waterskii
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1458 Grand Cayman Circle
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Details for 1458 Grand Cayman Circle, WINTER HAVEN, FL 33884
Single Family
  1. Price: $289,500.00
  2. Price sqft: $120.78 / sqft
  3. Days On Market: 4
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2397
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 1996
MLS#: P4937476
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Lake Dexter Moorings
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: FLORIDA HOME CHOICE REALTY
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Beautiful 3br 2ba home with corner fireplace in this great se winter haven community is move in ready. This well maintained property offers a comfortable design, perfect for everyday living. Open livi
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3817 Osprey Pointe Circle
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Details for 3817 Osprey Pointe Circle, WINTER HAVEN, FL 33884
Single Family
  1. Price: $285,000.00
  2. Price sqft: $122.42 / sqft
  3. Days On Market: 60
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2328
  8. Acreage: 0.12 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2006
MLS#: P4937019
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Osprey Pointe
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: COLDWELL BANKER REALTY
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Welcome to your next home in the highly desirable Osprey Pointe community of Winter Haven! This home is a one story block/brick home featuring 3 bedrooms, 2 full baths, 2 car garage, and approximately
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44 Saint Kitts Circle
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Details for 44 Saint Kitts Circle, WINTER HAVEN, FL 33884
Single Family
  1. Price: $284,900.00
  2. Price sqft: $147.31 / sqft
  3. Days On Market: 85
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 1934
  8. Acreage: 0.15 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1996
MLS#: P4936640
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Planters Walk Ph 03
  5. Elementary School: Garden Grove Elem
  6. Middle School: Denison
  7. High School: Winter Haven Senior
  8. Provided by: RE/MAX HERITAGE PROFESSIONALS
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Welcome to Planters Walk, one of Southeast Winter Havens most desirable established communities! This beautifully updated 3 bedroom, 2 bath home offers comfort, style, and convenience just minutes fro
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Tropic Shores Realty - Crystal River
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Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 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 January 13, 2026 @ 12:00 am
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