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 31-40 of 47
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
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
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
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
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 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.
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
58 Photos 44 Lake Eloise Court Winter Haven, FL 33884

44 Lake Eloise Court
Winter Haven, FL 33884
Harbour Estates
Residential

MLS# P4938605 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2916 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harbour Estates

BEAUTIFUL SE POOL HOME LOCATED ON A QUIET CUL-DE-SAC IN DESIRABLE HARBOR ESTATES. SITUATED ON A SPACIOUS WOODED LOT OF OVER 1/2 ACRE. THIS PROPERTY... 

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$619,500
Provided courtesy of FLORIDA HOME CHOICE REALTY
53 Photos 409 21st Street Winter Haven, FL 33880

409 21st Street
Winter Haven, FL 33880
West Winter Haven
Residential

MLS# P4938761 / Active
4 Beds, 1.00 Total Baths, 1 Full Bath, 2322 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: West Winter Haven

Stunning 2 story 3 bath Spanish home with attention to details. This home has been renovated, roof was complete in 2019, painted inside and out in ... 

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$550,000
Provided courtesy of COLDWELL BANKER REALTY
70 Photos 7 Lake Arrowhead Drive Winter Haven, FL 33880

7 Lake Arrowhead Drive
Winter Haven, FL 33880
Residential

MLS# P4938946 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: None

EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack r... 

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$750,000
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY

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