David Shippey
863.521.4517

Luxury Homes for Sale in 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 Showing" or "Request More Info" button on any property detail pages.

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Displaying results 31-40 of 69
23 Photos 1548 Covey Rise Terrace Winter Haven, FL 33884

1548 Covey Rise Terrace
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7875302 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1815 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$541,990
Increase +$14,705
Provided courtesy of MALTBIE REALTY GROUP
71 Photos 1394 Oakmont Drive Winter Haven, FL 33884

1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential

MLS# L4952569 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2606 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2

Back on market! Buyer(s) contingency fell through. Discover an exceptional home for sale in the beautiful Lake Ashton Golf course community, which ... 

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$565,000
Provided courtesy of AGILE GROUP REALTY
28 Photos 1002 Lake Elbert Drive Winter Haven, FL 33880

1002 Lake Elbert Drive
Winter Haven, FL 33880
Coker A B Sub
Residential

MLS# O6303365 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2844 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Coker A B Sub

LAKE/POOL HOME with 160' of Lake Elbert Frontage! This beautiful brick residence offers resort-style living right at your doorstep with a private s... 

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$849,900
Provided courtesy of EPIQUE REALTY, INC.
42 Photos 1781 Lakehill Drive Winter Haven, FL 33884

1781 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential

MLS# P4934591 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2541 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Phase Three

New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home... 

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$789,900
Reduced -$20,000
Provided courtesy of JOHN WOOD REALTY, INC.
41 Photos 1787 Lakehill Drive Winter Haven, FL 33884

1787 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential

MLS# P4934590 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2818 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Phase Three

New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home... 

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$829,900
Reduced -$20,000
Provided courtesy of JOHN WOOD REALTY, INC.
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
26 Photos 1556 Covey Rise Terrace Winter Haven, FL 33884

1556 Covey Rise Terrace
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7874399 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2021 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$591,990
Increase +$4,000
Provided courtesy of MALTBIE REALTY GROUP
21 Photos 1560 Covey Rise Terrace Winter Haven, FL 33884

1560 Covey Rise Terrace
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7874370 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2551 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$632,990
Increase +$4,000
Provided courtesy of MALTBIE REALTY GROUP
39 Photos 1403 Hidden Creek Ln Winter Haven, FL 33880

1403 Hidden Creek Ln
Winter Haven, FL 33880
Grey Fox Hollow
Residential

MLS# P4934337 / Active
3 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3366 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Grey Fox Hollow

COUNTRY ATMOSPHERE! Situated on 3/4 acre lot on quiet, peaceful cul-de-sac street! This home has so much to like with 2-story design ,custom built,... 

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$699,999
Reduced -$25,901
Provided courtesy of SUN N LAKES REALTY, LLC
31 Photos 521 Sanctuary Boulevard Winter Haven, FL 33881

521 Sanctuary Boulevard
Winter Haven, FL 33881
Sanctuary By the Lake Ph 1
Residential

MLS# O6296386 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2827 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary By the Lake Ph 1

Winter Haven Chain Of Lakes! Come live the ultimate Florida lifestyle! Enjoy private lakefront living with a private dock situated on Lake Rochelle... 

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$649,000
Reduced -$20,000
Provided courtesy of COLDWELL BANKER REALTY

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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For a fresh updated list of Luxury Homes for sale in Winter Haven Florida, visit our website daily.

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


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