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
63 Photos 2682 Wyndsor Oaks Place Winter Haven, FL 33884

2682 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# O6275048 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4070 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

PRICE JUST REDUCED $50,000! With and a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift prov... 

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$1,250,000
Reduced -$49,000
Provided courtesy of EXP REALTY LLC
46 Photos 2428 Wildwood Court Winter Haven, FL 33884

2428 Wildwood Court
Winter Haven, FL 33884
Eloise Pointe Estates
Residential

MLS# P4933270 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3001 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Pointe Estates

****Veterans: Take Advantage of a 4.875% Assumable VA Loan!****Welcome to the lifestyle youve been dreaming of. Nestled within the gated enclave of... 

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$640,000
Reduced -$10,000
Provided courtesy of EXP REALTY LLC
47 Photos 475 Archaic Drive Winter Haven, FL 33880

475 Archaic Drive
Winter Haven, FL 33880
Village Spirit Lake Ph 01
Residential

MLS# P4935399 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2643 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Village Spirit Lake Ph 01

Welcome to your perfect sanctuary in the heart of Central Florida! With a freshly repainted exterior, this one-level home offers rare and breathtak... 

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$725,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
41 Photos 5521 Hogan Lane Winter Haven, FL 33884

5521 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential

MLS# O6272702 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2512 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Atlee Add

Welcome to your Florida dream home! Nestled in a serene neighborhood with breathtaking water views, this stunning 3-bedroom, 2-bath property in Win... 

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$540,000
Provided courtesy of EXP REALTY LLC
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
81 Photos 121 E Lake Summit Drive Winter Haven, FL 33884

121 E Lake Summit Drive
Winter Haven, FL 33884
Eloise Woods
Residential

MLS# P4931785 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 4591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods

***The seller agrees to pay off the solar panels at closing.*** Step into a world of lakeside luxury with this majestic red-brick residence, where ... 

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$1,150,000
Reduced -$100,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
66 Photos 10 Webb Road Winter Haven, FL 33881

10 Webb Road
Winter Haven, FL 33881
N/a
Residential

MLS# L4953791 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2001 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: N/a

Auction Property. AUCTION! 10AM, Saturday, Sept. 13th.Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm!Discover the perfect ble... 

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$775,000
Provided courtesy of HIGGENBOTHAM AUCTIONEERS
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
89 Photos 255 Lake Link Road Winter Haven, FL 33884

255 Lake Link Road
Winter Haven, FL 33884
Lakewood Add
Residential

MLS# P4934836 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2627 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lakewood Add

Welcome to your dream retreat on the shimmering shores of Lake Link in beautiful Winter Haven, Florida offering a 2-year paid Home Warranty! This s... 

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$625,000
Reduced -$25,000
Provided courtesy of DALTON WADE INC
59 Photos 1215 Cypress Point Winter Haven, FL 33884

1215 Cypress Point
Winter Haven, FL 33884
Cypress Point
Residential

MLS# L4948609 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3400 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypress Point

SELLER IS OFFERING $5k towards buyers closings cost or rate buy down. This stunning 4 or 5 bedroom, 3.5 bath residence is designed for luxury livin... 

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$525,000
Provided courtesy of PAIGE WAGNER HOMES 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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