David Shippey
863.521.4517

Winter Haven FL Lake Front Homes For Sale

Winter Haven FL Lake Front Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL lake front homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 11-20 of 30
48 Photos 1441 S Lake Roy Drive Winter Haven, FL 33884

1441 S Lake Roy Drive
Winter Haven, FL 33884
South Roy Shores
Residential

MLS# P4931110 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 4513 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: South Roy Shores

CHAIN OF LAKES!!! POOL!!! 5 BEDROOMS AND 4.5 BATHROOMS!!! This is the listing you have been waiting for - look no further. This incredible residenc... 

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$1,350,000
Provided courtesy of THE K TEAM REAL ESTATE SERVICES LLC
56 Photos
Open House: Today 11:00am - 1:00pm
1006 W Lake Hamilton Drive Winter Haven, FL 33881

1006 W Lake Hamilton Drive
Winter Haven, FL 33881
Pollard Shores
Residential

MLS# P4933594 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3068 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Pollard Shores

PRICE REDUCED! Stunning three-bedroom, two-and-a-half-bath home on .97 acres with breathtaking views of Lake Hamilton. This beautifully designed re... 

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$855,000
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
10 Photos 333 Lake Howard Drive UNIT 202-A Winter Haven, FL 33880

333 Lake Howard Drive UNIT 202-A
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential

MLS# P4933347 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1030 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Harboursphases 01 & 02

This 2 bedroom 2 bath condo is located in the Imperial Harbour 55+ complex on Lake Howard. The unit has a great view of the lake from the master be... 

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$100,000
Reduced -$20,000
Provided courtesy of HAVEN REALTY SERVICES, INC.
22 Photos 700 Mirror Terrace UNIT #403 Winter Haven, FL 33881

700 Mirror Terrace UNIT #403
Winter Haven, FL 33881
Spring Lake Towers
Residential

MLS# B4901839 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1190 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Spring Lake Towers

Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the Chain of Lakes. Be the first to enj... 

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$168,000
Provided courtesy of KLINE REAL ESTATE SERVICES
63 Photos 2682 Wyndsor Oaks Place Winter Haven, FL 33884

2682 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# O6275048 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4070 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

PRICE JUST REDUCED $50,000! With and a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift prov... 

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$1,250,000
Reduced -$49,000
Provided courtesy of EXP REALTY LLC
81 Photos 121 E Lake Summit Drive Winter Haven, FL 33884

121 E Lake Summit Drive
Winter Haven, FL 33884
Eloise Woods
Residential

MLS# P4931785 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 4591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods

***The seller agrees to pay off the solar panels at closing.*** Step into a world of lakeside luxury with this majestic red-brick residence, where ... 

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$1,150,000
Reduced -$100,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
25 Photos 2180 San Marcos Circle UNIT #401 Winter Haven, FL 33880

2180 San Marcos Circle UNIT #401
Winter Haven, FL 33880
Park Lake Assoc 06 Ph Onea Condo
Residential

MLS# P4934720 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1306 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Park Lake Assoc 06 Ph Onea Condo

Discover the perfect blend of lakeside relaxation and city convenience in this beautifully situated condo on Winter Havens famous Chain of Lakes. W... 

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$199,999
Reduced -$5,001
Provided courtesy of LAND SOURCE REALTY, LLC
39 Photos 804 Magnolia Place UNIT #804 Winter Haven, FL 33884

804 Magnolia Place UNIT #804
Winter Haven, FL 33884
Winterset 03 A Condo Ph 01
Residential

MLS# B4901906 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1012 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Winterset 03 A Condo Ph 01

What a wonderful way to end your day! Sitting on your private, screened porch, relaxing and watching amazing sunsets over Lake Winterset. Plus, you... 

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$259,000
Reduced -$11,000
Provided courtesy of KLINE REAL ESTATE SERVICES
65 Photos 700 Mirror Terrace UNIT #702 Winter Haven, FL 33881

700 Mirror Terrace UNIT #702
Winter Haven, FL 33881
Spring Lake Towers
Residential

MLS# P4935137 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1029 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Spring Lake Towers

LAKEFRONT! MUST SEE! Charming 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best v... 

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$119,900
Provided courtesy of HUT TEAM REALTY
100 Photos 3826 Gaines Court Winter Haven, FL 33884

3826 Gaines Court
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# P4934458 / Active
6 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 5400 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

***PRICE REDUCTION*** Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two-story home nestled o... 

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$1,999,990
Reduced -$400,009
Provided courtesy of NEW HOME ADVANTAGE LLC

Broker Reciprocity The information being provided by © 2025 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 07-20-2025 8:01 PM EST.

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