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- School = Denison Middle
Single Family
- Price: $1,650,000.00
- Price sqft: $137.86 / sqft
- Days On Market: 140
- Bedrooms: 5
- Baths: 8
- Garage / Parking Spaces: 4
- Bldg sqft: 11969
- Acreage: 3.22 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 1962
MLS#: P4932432
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33880
- Subdivision: Cooper Estates
- Elementary School: Elbert Elem
- Middle School: Denison Middle
- High School: Winter Haven Senior
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
This Magnificent Custom Built Lakefront home is beautifully situated on 3.22 acres in Central Florida between Orlando and Tampa. A mid century modern home designed by the well known architect, Frances
Single Family
- Price: $1,299,000.00
- Price sqft: $232.50 / sqft
- Days On Market: 43
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5587
- Acreage: 1.05 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Freshwater,Lake
- Year Built: 2004
MLS#: O6275048
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33884
- Subdivision: Wyndsor At Lake Winterset
- Elementary School: Chain O Lakes Elem
- Middle School: Denison Middle
- High School: Lake Region High
- Provided by: EXP REALTY LLC
- DMCA Notice
With a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift providing direct water access via private canal to Lake Winterset and the chain of 16 lak
Single Family
- Price: $1,075,000.00
- Price sqft: $206.18 / sqft
- Previous Price: $1,100,000
- Last Price Change: 03/06/25
- Days On Market: 51
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5214
- Acreage: 0.58 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 2004
MLS#: P4933293
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33884
- Elementary School: Chain O Lakes Elem
- Middle School: Denison Middle
- High School: Lake Region High
- Provided by: THE STONES REAL ESTATE FIRM
- DMCA Notice
Exclusive gated & guarded community | tranquil pond frontage | extensive high end features | park like landscaping & more! Welcome to 221 mclean point, an impressive custom built 4 bedroom, 3. 5 bath
Single Family
- Price: $999,999.00
- Price sqft: $215.01 / sqft
- Previous Price: $1,070,000
- Last Price Change: 02/23/25
- Days On Market: 217
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 3
- Bldg sqft: 4651
- Acreage: 0.92 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 2015
MLS#: L4946733
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33881
- Subdivision: Hamilton Pointe Pb 90 Pg 2021
- Elementary School: Elbert Elem
- Middle School: Denison Middle
- High School: Winter Haven Senior
- Provided by: HARPER READ REALTY GROUP INC
- DMCA Notice
Experience the epitome of luxury living in this custom Mediterranean style Arther Rutenberg home, completed in 2015, located on the tranquil shores of Lake Hamilton in Winter Haven. Spanning 3,233 sq
Single Family
- Price: $940,000.00
- Price sqft: $232.56 / sqft
- Previous Price: $950,000
- Last Price Change: 03/11/25
- Days On Market: 38
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 4042
- Acreage: 0.97 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 2005
MLS#: P4933594
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33881
- Subdivision: Pollard Shores
- Elementary School: Elbert Elem
- Middle School: Denison Middle
- High School: Winter Haven Senior
- Provided by: LOCKHART & ASSOCIATES INC
- DMCA Notice
PRICE REDUCED! Stunning three bedroom, two and a half bath home on .97 acres with breathtaking views of Lake Hamilton. This beautifully designed residence features an open floor plan, ideal for both e
Single Family
- Price: $879,000.00
- Price sqft: $149.69 / sqft
- Previous Price: $965,000
- Last Price Change: 12/26/24
- Days On Market: 318
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5872
- Acreage: 0.58 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1989
MLS#: P4930184
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33884
- Subdivision: Eloise Pointe Estates
- Elementary School: Pinewood Elem
- Middle School: Denison Middle
- High School: Lake Region High
- Provided by: KELLER WILLIAMS REALTY SMART 1
- DMCA Notice
Welcome to 2412 Berkshire Drive, nestled in the heart of Winter Haven's prime enclave. This Colonial style home offers unparalleled craftsmanship and luxurious details throughout. With its 2 story des
Single Family
- Price: $875,000.00
- Price sqft: $191.93 / sqft
- Previous Price: $899,000
- Last Price Change: 03/11/25
- Days On Market: 54
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 4559
- Acreage: 0.57 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2002
MLS#: P4933374
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33884
- Subdivision: Wyndsor At Lake Winterset
- Elementary School: Chain O Lakes Elem
- Middle School: Denison Middle
- High School: Lake Region High
- Provided by: RE/MAX HERITAGE PROFESSIONALS
- DMCA Notice
Welcome to 2683 Wyndsor Oaks Way, Winter Haven, FL an extraordinary residence in the highly sought after gated Wyndsor at Lake Winterset community, offering a luxurious lifestyle with lake access, te
Single Family
- Price: $749,900.00
- Price sqft: $208.42 / sqft
- Days On Market: 28
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 3598
- Acreage: 0.80 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1998
MLS#: P4933716
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33884
- Subdivision: Wyndham At Lake Winterset
- Elementary School: Chain O Lakes Elem
- Middle School: Denison Middle
- High School: Lake Region High
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
Highly sought after guard gated community of WYNDHAM AT LAKE WINTERSET, tree shaded private roads with a playground and tennis court. Enjoy the view of the community pond with fountain while you relax
Single Family
- Price: $739,000.00
- Price sqft: $191.60 / sqft
- Previous Price: $745,000
- Last Price Change: 03/08/25
- Days On Market: 40
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3857
- Acreage: 0.60 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 1953
MLS#: O6276866
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33884
- Subdivision: Eloise Woods Resub
- Elementary School: Elbert Elem
- Middle School: Denison Middle
- High School: Winter Haven Senior
- Provided by: MAGNOLIA SUN REALTY LLC
- DMCA Notice
Price Reduced Motivated Sellers! Lakefront Retreat Perfect Primary Home, Short Term Rental, or Multi Family Investment!
Don't miss this incredible opportunitysellers are highly motivated! Welcome t
Multi-Family
- Price: $695,000.00
- Price sqft: $186.93 / sqft
- Days On Market: 168
- Bedrooms: 9
- Baths: 4
- Bldg sqft: 3718
- Acreage: 0.45 acres
- Pool: No
- Waterfront: No
- Year Built: 1945
MLS#: P4932190
- County: POLK
- City: WINTER HAVEN
- Zipcode: 33880
- Subdivision: Haven Terrace
- Elementary School: John Snively Elem
- Middle School: Denison Middle
- High School: Winter Haven Senior
- Provided by: KELLER WILLIAMS REALTY SMART 1
- DMCA Notice
This rare offering consists of three parcels with a mix of C 3 commercial and R 3 residential zoning, presenting an exceptional investment opportunity on 1st Street South in the heart of Winter Haven.

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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Listing Data ©2025 Royal Palm Coast Realtor® Association
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Datafeed Last updated on March 14, 2025 @ 12:00 am
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