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906 Lake Jessie Drive
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Details for 906 Lake Jessie Drive, WINTER HAVEN, FL 33881
Single Family
  1. Price: $880,000.00
  2. Price sqft: $134.33 / sqft
  3. Days On Market: 56
  4. Bedrooms: 9
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6551
  8. Acreage: 0.47 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Privileges
  13. Year Built: 1954
MLS#: L4957757
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Subdivision: East View Pkwy
  5. Elementary School: Auburndale Central Elem
  6. Middle School: Westwood Middle
  7. High School: Auburndale High School
  8. Provided by: COLDWELL BANKER REALTY
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Discover unparalleled versatility and breathtaking lakefront living with this beautifully remodeled/converted dual unit home on the shores of Lake Jessie in Winter Haven, Florida. Although zoned singl
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3723 Osborn Harbor Ln
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Details for 3723 Osborn Harbor Ln, WINTER HAVEN, FL 33881
Single Family
  1. Price: $599,900.00
  2. Price sqft: $121.83 / sqft
  3. Previous Price: $649,900
  4. Last Price Change: 01/27/26
  5. Days On Market: 83
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4924
  10. Acreage: 0.65 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Privileges
  15. Year Built: 2007
MLS#: P4936984
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Subdivision: Hartridge Harbor Addition
  5. Elementary School: Walter Caldwell Elem
  6. Middle School: Westwood Middle
  7. High School: Winter Haven Senior
  8. Provided by: ASSOCIATE REALTY
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Auction Property. GORGEOUS LAKEVIEWS! Situated on a sprawling 0.65 acre lot, this 4 bedroom, 3.5 bath LAKEFRONT POOL HOME offers nearly 3,500 square feet of thoughtfully designed living space! Step in
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306-308 Ave P Nw
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Details for 306-308 Ave P Nw, WINTER HAVEN, FL 33881
Multi-Family
  1. Price: $457,000.00
  2. Price sqft: $162.98 / sqft
  3. Previous Price: $459,900
  4. Last Price Change: 01/21/26
  5. Days On Market: 141
  6. Bedrooms: 4
  7. Baths: 4
  8. Bldg sqft: 2804
  9. Acreage: 0.20 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 2025
MLS#: L4955835
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Subdivision: Harrington A B Sub
  5. Elementary School: Fred G. Garnier Elem
  6. Middle School: Westwood Middle
  7. High School: Lake Region High
  8. Provided by: LPT REALTY, LLC
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One or more photo(s) has been virtually staged. Brand New 2025 Duplex Appraised @$484,000 walk into this with equity build in An exceptional investment opportunity in the thriving heart of Winter Have
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0 Lake Millsite Rd E
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Details for 0 Lake Millsite Rd E, WINTER HAVEN, FL 33880
Land
  1. Price: $450,000.00
  2. Days On Market: 8
  3. Acreage: 28.56 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Front
  8. Year Built: Not Available
MLS#: O6376355
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Elementary School: Eagle Lake Elem
  5. Middle School: Westwood Middle
  6. High School: Lake Region High
  7. Provided by: KELLER WILLIAMS REALTY SMART 1
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Waterfront * no hoa * residential/agriculture * in the city buildable * clear lot * prime location * great investment this property located in the heart of winter haven city polk county with almost 3
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5009 Strada Drive
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Details for 5009 Strada Drive, WINTER HAVEN, FL 33880
Single Family
  1. Price: $425,000.00
  2. Price sqft: $128.63 / sqft
  3. Previous Price: $450,000
  4. Last Price Change: 10/02/25
  5. Days On Market: 182
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3304
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2004
MLS#: O6332654
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Subdivision: Sun Rdg Village East
  5. Elementary School: Eagle Lake Elem
  6. Middle School: Westwood Middle
  7. High School: Lake Region High
  8. Provided by: KELLER WILLIAMS ADVANTAGE 2 REALTY
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Welcome to this well maintained Winter Haven pool home, offering over 2,400 sq ft of living space on a corner lot. This 4 bedroom, 2.5 bathroom home includes a 3 car garage, wood floors in the kitchen
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107 Lake Howard Drive Nw
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Details for 107 Lake Howard Drive Nw, WINTER HAVEN, FL 33880
Single Family
  1. Price: $425,000.00
  2. Price sqft: $109.42 / sqft
  3. Previous Price: $435,000
  4. Last Price Change: 01/12/26
  5. Days On Market: 70
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3884
  10. Acreage: 0.37 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1926
MLS#: L4957484
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Elementary School: Inwood Elem
  5. Middle School: Westwood Middle
  6. High School: Winter Haven Senior
  7. Provided by: KELLER WILLIAMS REALTY SMART
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Welcome to this timeless 1926 brick craftsman located just steps from Lake Howard in Winter Haven. This beautifully maintained 4 bedroom, 2.5 bathroom home offers more than 2,600 sq ft of living space
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856 Sun Burst Road
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Details for 856 Sun Burst Road, WINTER HAVEN, FL 33880
Single Family
  1. Price: $399,999.00
  2. Price sqft: $129.20 / sqft
  3. Previous Price: $410,000
  4. Last Price Change: 12/17/25
  5. Days On Market: 655
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3096
  10. Acreage: 0.14 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2022
MLS#: P4930041
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Subdivision: Squires Grove Ph 2
  5. Elementary School: Pinewood Elem
  6. Middle School: Westwood Middle
  7. High School: Lake Region High
  8. Provided by: THE STONES REAL ESTATE FIRM
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BACK ON MARKET! Welcome to your dream home! This stunning two story residence, built in 2022, boasts modern luxury and comfort in every detail. With 5 bedrooms, 3 bathrooms, and spanning 2601 square f
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4612 Reynosa Drive Sw
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Details for 4612 Reynosa Drive Sw, WINTER HAVEN, FL 33880
Single Family
  1. Price: $395,000.00
  2. Price sqft: $150.13 / sqft
  3. Previous Price: $410,000
  4. Last Price Change: 01/23/26
  5. Days On Market: 177
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2631
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1984
MLS#: V4944212
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Subdivision: Plaza Sub
  5. Elementary School: Lake Shipp Elem
  6. Middle School: Westwood Middle
  7. High School: Lake Region High
  8. Provided by: LPT REALTY LLC
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Welcome home! Dont miss the opportunity to own this one of a kind, 3 bedroom, 2 bathroom, 2 car garage custom home. Upon arriving at the property, you are greeted by an oversized lot and mature trees
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1731 Avenue C Ne
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Details for 1731 Avenue C Ne, WINTER HAVEN, FL 33881
Single Family
  1. Price: $380,000.00
  2. Price sqft: $234.71 / sqft
  3. Days On Market: 71
  4. Bedrooms: 4
  5. Baths: 2
  6. Bldg sqft: 1619
  7. Acreage: 0.07 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 1952
MLS#: S5138718
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Subdivision: Elbert Acres
  5. Elementary School: Elbert Elem
  6. Middle School: Westwood Middle
  7. High School: Chain of Lakes Collegiate High
  8. Provided by: LA ROSA REALTY LLC
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Exclusive property in Winter Haven featuring a 4 bedroom main home, private pool, independent studio, and parking for up to 6 cars. Located in a peaceful and welcoming city known for its beautiful lak
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1806 17th Street Nw
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Details for 1806 17th Street Nw, WINTER HAVEN, FL 33881
Single Family
  1. Price: $370,000.00
  2. Price sqft: $211.43 / sqft
  3. Previous Price: $375,000
  4. Last Price Change: 01/01/26
  5. Days On Market: 122
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1750
  10. Acreage: 0.30 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1925
MLS#: P4936487
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Subdivision: Kenilworth Park
  5. Elementary School: Inwood Elem
  6. Middle School: Westwood Middle
  7. High School: Winter Haven Senior
  8. Provided by: THE STONES REAL ESTATE FIRM
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Beautifully restored and extensively renovated in 20212022, this Mediterranean Revival residence combines historic charm with modern comfort. Major system upgrades include a new roof, new electrical,
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