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 1-10 of 43
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
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
67 Photos 815 Lake Jessie Drive Winter Haven, FL 33881

815 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential

MLS# S5149974 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4128 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: East View Pkwy

Discover this unique Spanish/Mediterranean-inspired estate on an oversized lot across from Lake Jessie on the Chain of Lakes. Featuring a 3BR/2BA m... 

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$650,000
Provided courtesy of META ONE REALTY GROUP LLC
33 Photos 2656 Wyndsor Oaks Way Winter Haven, FL 33884

2656 Wyndsor Oaks Way
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# TB8501985 / Active
5 Beds, 5.00 Total Baths, 5 Full Bath, 3703 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

Discover refined living in Wyndsor at Lake Winterset, one of Winter Havens premier gated communities. Set on a half-acre lot, this beautifully main... 

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$750,000
Provided courtesy of HOMECOIN.COM
63 Photos 1818 6th Street Winter Haven, FL 33880

1818 6th Street
Winter Haven, FL 33880
Southeast Terrace
Residential

MLS# O6341480 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2006 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Southeast Terrace

Fully Renovated! Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 5-bedroom, 3-bathroom home. Featuring... 

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$500,000
Provided courtesy of GARCIA REALTY GROUP
51 Photos 530 Sanctuary Boulevard Winter Haven, FL 33881

530 Sanctuary Boulevard
Winter Haven, FL 33881
Sanctuary By the Lake Ph One
Residential

MLS# S5144344 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3619 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary By the Lake Ph One

Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, ... 

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$639,900
Reduced -$10,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
67 Photos 250 Brigham Road Winter Haven, FL 33881

250 Brigham Road
Winter Haven, FL 33881
N/a
Residential

MLS# L4962128 / Active
5 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 3235 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: N/a

Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter ... 

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$1,195,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
32 Photos 2935 Plantation Road Winter Haven, FL 33884

2935 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantation
Residential

MLS# L4959891 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2724 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Plantation

Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800... 

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$598,900
Provided courtesy of LBJ REALTY AND ASSOCIATES LLC
56 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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$699,900
Reduced -$45,000
Provided courtesy of THE STONES REAL ESTATE FIRM
70 Photos 153 Lake Otis Road Winter Haven, FL 33884

153 Lake Otis Road
Winter Haven, FL 33884
Lakewood
Residential

MLS# L4959536 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3913 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lakewood

Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-a... 

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$749,000
Reduced -$26,000
Provided courtesy of KELLER WILLIAMS REALTY SMART

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