Luxury Homes for Sale Winter Haven FL


Winter Haven FL Real Estate featuring Luxury Homes are listed below. These luxury homes for sale in Winter Haven Florida are updated everyday from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL luxury homes for sale, please call 863-521-4517 or just click the "Schedule a Tour" or "More Info" button on any property detail pages.

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Displaying results 11-20 of 47
51 Photos 4 Casarena Court Winter Haven, FL 33881

4 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential

MLS# P4938356 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3911 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lakes

This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake ... 

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$524,000
Reduced -$5,000
Provided courtesy of LA ROSA REALTY PRESTIGE
70 Photos 5457 Hogan Lane Winter Haven, FL 33884

5457 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential

MLS# P4938326 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2676 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Atlee Add

Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community wit... 

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$589,000
Provided courtesy of LAKE ASHTON REALTY INC.
70 Photos 5365 Hogan Lane Winter Haven, FL 33884

5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4938226 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main... 

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$599,900
Provided courtesy of GLOBAL LIFESTYLE LLC
70 Photos 1028 S Lake Mariam Drive Winter Haven, FL 33884

1028 S Lake Mariam Drive
Winter Haven, FL 33884
Waters Lake Mariam
Residential

MLS# P4938222 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3255 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Waters Lake Mariam

Welcome to your slice of LAKEFRONT, LAKE VIEW, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-b... 

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$850,000
Provided courtesy of CENTURY 21 MYERS REALTY
48 Photos 601 Lake Pansy Drive Winter Haven, FL 33881

601 Lake Pansy Drive
Winter Haven, FL 33881
Not In Subdivision
Residential

MLS# P4937480 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2140 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Not In Subdivision

Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home of... 

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$765,900
Reduced -$30,000
Provided courtesy of DALTON WADE INC
50 Photos 226 Ruby Lake Lane Winter Haven, FL 33884

226 Ruby Lake Lane
Winter Haven, FL 33884
Ruby Lake Ph 04
Residential

MLS# P4936048 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2295 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 04

Feature highlight The home features a newly installed roof (May 2026), ensuring durability and reduced maintenance for the next owner! Welcome to t... 

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$679,999
Reduced -$19,901
Provided courtesy of THE STONES REAL ESTATE FIRM
67 Photos 200 Island Way Winter Haven, FL 33884

200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential

MLS# P4935447 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3555 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Unrecorded

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 Esta... 

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$795,000
Reduced -$80,000
Provided courtesy of LOCKHART & ASSOCIATES INC
70 Photos 1540 N Lake Mirror Drive Winter Haven, FL 33881

1540 N Lake Mirror Drive
Winter Haven, FL 33881
Mirro Mac
Residential

MLS# P4934907 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 3885 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Mirro Mac

Lakefront living on the Winter Haven Chain of Lakes takes on a completely different feel at The Guest House, a rare Mid-Century Modern residence de... 

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$919,900
Reduced -$30,100
Provided courtesy of THE STONES REAL ESTATE FIRM
29 Photos 1200 W Lake Otis Drive Winter Haven, FL 33880

1200 W Lake Otis Drive
Winter Haven, FL 33880
Lesnick Park
Residential

MLS# P4919411 / Active
6 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 6100 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lesnick Park

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... 

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$1,150,000
Provided courtesy of COLLANY PROPERTIES
12 Photos 1213 Michelangelo Lane Winter Haven, FL 33884

1213 Michelangelo Lane
Winter Haven, FL 33884
Estates/lk Florence
Residential

MLS# O6408212 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2894 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Estates/lk Florence

NO CDD Fees Low HOA *Lower Taxes Luxury Heated Pool Resort-style backyard Move-In Ready Home.Welcome to this beautifully maintained and gently live... 

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$564,900
Reduced -$2,000
Provided courtesy of BEYCOME OF FLORIDA LLC

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The luxury homes above are brought to you by David Shippey REALTOR®.