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.

Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.

Modify Search Criteria

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... 

More Details

$1,150,000
Provided courtesy of COLLANY PROPERTIES
55 Photos 3206 Heron Cove Winter Haven, FL 33884

3206 Heron Cove
Winter Haven, FL 33884
Heron Cay
Residential

MLS# L4949141 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3050 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Heron Cay

BACK ON MARKET! Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & di... 

More Details

$599,000
Reduced -$1,000
Provided courtesy of THE MARKET REALTY COMPANY
70 Photos 1540 N Lake Mirror Drive Winter Haven, FL 33881

1540 N Lake Mirror Drive
Winter Haven, FL 33881
Mirro Mac
Residential

MLS# P4934907 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 3885 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Mirro Mac

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 d... 

More Details

$950,000
Provided courtesy of THE STONES REAL ESTATE FIRM
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... 

More Details

$795,000
Reduced -$80,000
Provided courtesy of LOCKHART & ASSOCIATES INC
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... 

More Details

$500,000
Provided courtesy of GARCIA REALTY GROUP
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... 

More Details

$699,900
Reduced -$45,000
Provided courtesy of THE STONES REAL ESTATE FIRM
42 Photos 2964 Plantation Road Winter Haven, FL 33884

2964 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantations
Residential

MLS# O6352519 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3614 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Plantations

Welcome to this refined sanctuary where timeless elegance meets Floridas tranquil landscape. On a premium golf-adjacent lot within the guarded, gat... 

More Details

$579,900
Reduced -$20,000
Provided courtesy of PREMIER SOTHEBYS INT'L REALTY
70 Photos 13 Bogey Drive Winter Haven, FL 33881

13 Bogey Drive
Winter Haven, FL 33881
N/a
Residential

MLS# L4958559 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4708 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: N/a

Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natu... 

More Details

$1,799,900
Reduced -$95,100
Provided courtesy of THE MARKET REALTY COMPANY
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... 

More Details

$795,900
Reduced -$19,100
Provided courtesy of DALTON WADE INC
70 Photos 3050 Crump Road Winter Haven, FL 33881

3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential

MLS# L4959091 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2397 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Magnolia Shores

Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Ce... 

More Details

$769,000
Reduced -$10,000
Provided courtesy of ENGEL & VOELKERS LAKELAND

Broker Reciprocity The information being provided by © 2026 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 is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, 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 06-05-2026 7:58 PM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

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®.