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Details for 950 Lake Otis Drive Se, WINTER HAVEN, FL 33880
Single Family
  1. Price: $2,250,000.00
  2. Price sqft: $244.41 / sqft
  3. Days On Market: 45
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9206
  8. Acreage: 1.11 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2006
MLS#: TB8443606
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Subdivision: El Otis Park Sub
  5. Provided by: MICHAEL SAUNDERS & COMPANY
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There was a time when homes were designed to last, and this is one of them. Designed by award winning architect Gene Leedy, this south facing lakefront residence embodies a legacy of modernism uniquel
Details for 3826 Gaines Court, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,859,999.00
  2. Price sqft: $251.52 / sqft
  3. Previous Price: $1,959,999
  4. Last Price Change: 12/02/25
  5. Days On Market: 249
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 7395
  10. Acreage: 1.86 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front,Lake Privileges
  15. Year Built: 1989
MLS#: P4934458
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Gaines Cove
  5. Elementary School: Pinewood Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: NEW HOME ADVANTAGE LLC
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Winter Haven Chain of Lakes Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two story home nestled on nearly 2 acres in a serene, park like setting on Lake Eloise. From
Details for 3824 Gaines Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,549,000.00
  2. Price sqft: $177.94 / sqft
  3. Previous Price: $1,575,000
  4. Last Price Change: 12/10/25
  5. Days On Market: 63
  6. Bedrooms: 7
  7. Baths: 7
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 8705
  10. Acreage: 0.64 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 1980
MLS#: P4936581
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Gaines Cove
  5. Elementary School: Pinewood Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
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A true luxury lakefront masterpiece on the shores of Lake Eloise, one of the most beautiful lakes on the world famous Winter Haven Chain of Lakes. This architecturally stunning modern estate delivers
Details for 669 Avenue B Nw, WINTER HAVEN, FL 33881
Multi-Family
  1. Price: $1,495,000.00
  2. Previous Price: $1,698,000
  3. Last Price Change: 10/23/25
  4. Days On Market: 175
  5. Bedrooms: 20
  6. Baths: 16
  7. Acreage: 0.73 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1925
MLS#: R4909517
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Provided by: BRG REALTY VENTURES
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Lucia Apartments is a unique historic 100 year old 16 unit apartment project with Lake Howard (624 acre lake) views near downtown Winter Haven, which is just east of Lakeland. The 16 units are across
Details for 3001 Crystal Beach Road, WINTER HAVEN, FL 33880
Single Family
  1. Price: $1,490,000.00
  2. Price sqft: $157.31 / sqft
  3. Previous Price: $1,595,000
  4. Last Price Change: 07/08/25
  5. Days On Market: 341
  6. Bedrooms: 8
  7. Baths: 7
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 9472
  10. Acreage: 1.45 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2004
MLS#: P4933259
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Subdivision: Bingham John A Jr Sub
  5. Elementary School: Lake Shipp Elem
  6. Middle School: Westwood
  7. High School: Lake Region
  8. Provided by: KELLER WILLIAMS REALTY SMART 1
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Welcome to your dream home at 3001 Crystal Beach Road in Winter Haven, FLa masterpiece of luxury and sophistication. This breathtaking 8 bedroom, 7 bathroom estate redefines opulence, offering unparal
Details for 1441 Lake Roy Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,350,000.00
  2. Price sqft: $285.84 / sqft
  3. Days On Market: 522
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 4723
  7. Acreage: 0.52 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Waterfront Type: Lake Privileges
  12. Year Built: 1956
MLS#: P4931110
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: South Roy Shores
  5. Provided by: THE K TEAM REAL ESTATE SERVICES LLC
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CHAIN OF LAKES!!! POOL!!! 5 BEDROOMS AND 4.5 BATHROOMS!!! This is the listing you have been waiting for look no further. This incredible residence is situated on over half an acre of maturely lan
Details for 3199 Spirit Lake Road, WINTER HAVEN, FL 33880
Single Family
  1. Price: $1,250,000.00
  2. Price sqft: $161.42 / sqft
  3. Previous Price: $1,350,000
  4. Last Price Change: 11/20/25
  5. Days On Market: 62
  6. Bedrooms: 7
  7. Baths: 8
  8. Garage / Parking Spaces: 7
  9. Bldg sqft: 7744
  10. Acreage: 13.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1994
MLS#: L4956566
  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
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Set on over 13 acres of peaceful countryside, this beautifully remodeled estate offers the perfect blend of luxury, comfort, and functionality. The main residence features six bedrooms and six and a h
Details for 1123 Cypress Point W, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,199,000.00
  2. Price sqft: $305.32 / sqft
  3. Previous Price: $1,250,000
  4. Last Price Change: 12/04/25
  5. Days On Market: 149
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3927
  10. Acreage: 0.72 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 1977
MLS#: P4934938
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Cypress Point
  5. Provided by: COLDWELL BANKER REALTY
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ELEGANT POOL HOME ON CHAIN OF LAKES! Paradise awaits you at this fabulous lakefront residence that offers the ultimate in comfort, space and sunset views Thoughtfully designed for lake living and ente
Details for 250 Brigham Road Nw, WINTER HAVEN, FL 33881
Single Family
  1. Price: $1,195,000.00
  2. Price sqft: $228.27 / sqft
  3. Days On Market: 221
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 5235
  8. Acreage: 1.30 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 1971
MLS#: P4934742
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Provided by: KELLER WILLIAMS REALTY SMART 1
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Prepare to be utterly enchanted by this stunning lakefront retreat on Lake Hartridge, perfectly positioned on the coveted Winter Haven Chain of Lakes. This gem sprawls over 1.3 picturesque acres, nest
Details for 1200 Lake Otis Drive Se, WINTER HAVEN, FL 33880
Single Family
  1. Price: $1,150,000.00
  2. Price sqft: $176.92 / sqft
  3. Bedrooms: 6
  4. Baths: 6
  5. Garage / Parking Spaces: 1
  6. Bldg sqft: 6500
  7. Acreage: 0.74 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Waterfront Type: Lake Front
  12. Year Built: 1926
MLS#: P4919411
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Subdivision: Lesnick Park
  5. Provided by: COLLANY PROPERTIES
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This property was originally 2 homes that were co joined. The current owner has recreated two fully separate living spaces. Owner lives in one side and has a very successful airbnb on the other side.
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