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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803 Lake Jessie Dr Drive
Winter Haven, FL 33881
Lake Jessie Or Carrs J A
Residential
MLS# TB8503132 / Active
Experience luxury living in this newly built (2023) modern style home featuring breathtaking views of Lake Jessie and no HOA! This spacious 4-bedro...
124 Pangola Drive
Winter Haven, FL 33880
Lakewood Acres
Residential
MLS# L4959175 / Active
Experience lakeside living in this custom-built home, perfectly situated on the shores of Lake Grassy. As you approach the property, you are greete...
1200 W Lake Otis Drive
Winter Haven, FL 33880
Lesnick Park
Residential
MLS# P4919411 / Active
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...
3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential
MLS# L4959091 / Active
Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Ce...
Reduced -$100
1540 N Lake Mirror Drive
Winter Haven, FL 33881
Mirro Mac
Residential
MLS# P4934907 / Active
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...
Reduced -$30,100
250 Brigham Road
Winter Haven, FL 33881
N/a
Residential
MLS# L4962128 / Active
Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter ...
23 Oakwood Rd
Winter Haven, FL 33880
N/a
Residential
MLS# L4961490 / Active
Privacy, space, and freedom this gated 2.38-acre Winter Haven estate has it all, with no HOA to tell you what to do with it. Tucked well back from ...
13 Bogey Drive
Winter Haven, FL 33881
N/a
Residential
MLS# L4958559 / Active
Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natu...
Reduced -$95,100
1280 W Lake Hamilton Drive
Winter Haven, FL 33881
N/a
Residential
MLS# L4961525 / Active
Spanish-inspired architecture, artistic flair, and breathtaking lakefront scenery come together in this truly one-of-a-kind estate on the shores of...
7 Lake Arrowhead Drive
Winter Haven, FL 33880
Residential
MLS# P4938946 / Active
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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MLS IDX data last updated on 06-19-2026 8:02 PM EST.
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