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  1. City = Winter Haven
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: 48
  4. Bedrooms: 7
  5. Baths: 7
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 8705
  8. Acreage: 0.64 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake,LakeFront,LakePrivileges
  13. 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 Middle
  7. High School: Lake Region High
  8. Provided by: THE STONES REAL ESTATE FIRM
  9. Provided through
  10. DMCA Notice
Impressive architectural presence along the shores of Lake Eloiseone of the most scenic destinations on the famed Winter Haven Chain of Lakesthis striking modern masterpiece redefines the art of luxur
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: 09/19/25
  4. Days On Market: 76
  5. Acreage: 3.75 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake
  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
  6. Provided through
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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: 09/04/25
  4. Days On Market: 160
  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
  5. Provided through
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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: 05/23/25
  5. Days On Market: 327
  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: LakeFront,LakePrivileges
  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
  9. Provided through
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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 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: 10/27/25
  5. Days On Market: 48
  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. Subdivision: Not In Subdivison
  5. Elementary School: Eagle Lake Elem
  6. Middle School: Westwood
  7. High School: Lake Region
  8. Provided by: KELLER WILLIAMS REALTY SMART
  9. Provided through
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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 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: 207
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 5235
  8. Acreage: 1.30 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake,LakeFront,LakePrivileges
  13. Year Built: 1971
MLS#: P4934742
  1. County: POLK
  2. City: Winter Haven
  3. Zipcode: 33881
  4. Subdivision: Na
  5. Provided by: KELLER WILLIAMS REALTY SMART 1
  6. Provided through
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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 Brigham Road, Winter Haven, FL 33881
Land
  1. Price: $980,000.00
  2. Acreage: 9.80 acres
  3. Pool: No
  4. Waterfront: No
  5. Year Built: Not Available
MLS#: P4922426
  1. County: POLK
  2. City: Winter Haven
  3. Zipcode: 33881
  4. Provided by: LOCKHART & ASSOCIATES INC
  5. Provided through
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9.8 ACRES (8.5 acres of R 3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R 3). Additional unit count with potential
Details for 1540 Lake Mirror Drive Nw, Winter Haven, FL 33881
Single Family
  1. Price: $950,000.00
  2. Price sqft: $194.04 / sqft
  3. Days On Market: 179
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4896
  8. Acreage: 0.63 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake,LakeFront,LakePrivileges
  13. Year Built: 1967
MLS#: P4934907
  1. County: POLK
  2. City: Winter Haven
  3. Zipcode: 33881
  4. Subdivision: Mirro Mac
  5. Elementary School: Inwood Elem
  6. Middle School: Westwood Middle
  7. High School: Winter Haven Senior
  8. Provided by: THE STONES REAL ESTATE FIRM
  9. Provided through
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One of a Kind Architectural Treasure by Gene Leedy on the Winter Haven Chain of Lakes: Gene Leedy and the Winter Haven Chain of Lakesan extraordinarily combination and opportunity to own a true archit
Details for 200 Island Way, Winter Haven, FL 33884
Single Family
  1. Price: $925,000.00
  2. Price sqft: $172.87 / sqft
  3. Days On Market: 147
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5351
  8. Acreage: 1.05 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakeFront,LakePrivileges
  13. Year Built: 1970
MLS#: P4935447
  1. County: POLK
  2. City: Winter Haven
  3. Zipcode: 33884
  4. Subdivision: Orchid Springs Unrecorded
  5. Elementary School: Elbert Elem
  6. Middle School: Denison Middle
  7. High School: Winter Haven Senior
  8. Provided by: LOCKHART & ASSOCIATES INC
  9. Provided through
  10. DMCA Notice
Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought after gated community of Orchid Springs Estates! This stunning Mediterranean style estate offers
Details for 157 Lake Roy Drive, Winter Haven, FL 33884
Single Family
  1. Price: $919,000.00
  2. Price sqft: $201.62 / sqft
  3. Days On Market: 16
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 4558
  8. Acreage: 0.65 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake,LakeFront,LakePrivileges
  13. Year Built: 1987
MLS#: L4957283
  1. County: POLK
  2. City: Winter Haven
  3. Zipcode: 33884
  4. Subdivision: Eloise Woods Lake Roy Unit
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison Middle
  7. High School: Lake Region High
  8. Provided by: THE STONES REAL ESTATE FIRM
  9. Provided through
  10. DMCA Notice
One or more photo(s) has been virtually staged. Experience prime lakefront living on the world famous Winter Haven Chain of Lakes at 157 Lake Roy Driveone of the most exceptional and hard to find prop