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  1. City = Winter Haven
Details for  Monroe Road , WINTER HAVEN, FL 33880
Land
  1. Price: $6,000,000.00
  2. Days On Market: 524
  3. Acreage: 23.57 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6219782
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Provided by: PROPERTY INVESTMENT BROKERS
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Residential Land Location in Winter Haven, FL. Proposed 368 Units Residential Multi Family. Winter Haven is a city in central Florida, known for its canal linked Chain of Lakes. Several lakes have w
Listing Details for Thompson Nursery Road, WINTER HAVEN, FL 33884
Land
  1. Price: $4,500,000.00
  2. Acreage: 6.82 acres
  3. Pool: No
  4. Waterfront: No
  5. Year Built: Not Available
MLS#: O6026008
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Provided by: COMMERCIAL REAL ESTATE PROF IN
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6.82+/ Acre Self Storage Development Opportunity. Commercial zoning allows for Self Storage. The property is cleared and graded. This development project includes Lots S10, S11, and S12 shown on the
Listing Details for Cypress Gardens Boulevard, WINTER HAVEN, FL 33884
Land
  1. Price: $3,750,000.00
  2. Days On Market: 524
  3. Acreage: 5.42 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: P4931056
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Provided by: LAND SOURCE REALTY, LLC
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Property has access to traffic signal via Lake Fox Drive. Zoned C 3 in City of Winter Haven. Permitted uses include hotel/motel, retail center, professional offices, restaurants, & more. Seller will c
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: 37
  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: 241
  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: $1,575,000.00
  2. Price sqft: $180.93 / sqft
  3. Days On Market: 54
  4. Bedrooms: 7
  5. Baths: 7
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 8705
  8. Acreage: 0.64 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. 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 0 Havendale Boulevard Nw, WINTER HAVEN, FL 33881
Land
  1. Price: $1,500,000.00
  2. Previous Price: $1,100,000
  3. Last Price Change: 11/24/25
  4. Days On Market: 82
  5. Acreage: 3.75 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Privileges
  10. Year Built: Not Available
MLS#: P4936313
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33881
  4. Elementary School: Fred G. Garnier Elem
  5. Provided by: OSF REAL ESTATE SERVICE
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Great opportunity in NW Winter Haven area. This lake front parcel is 3.75 acres and has many potential uses such as Multi Family, Assisted living, professional Office, Medical Office, Convenience stor
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: 166
  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: 333
  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: 514
  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