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 11-20 of 69
79 Photos 1836 Woodpointe Drive Winter Haven, FL 33884

1836 Woodpointe Drive
Winter Haven, FL 33884
Woodpointe Ph 02
Residential

MLS# P4935305 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 4021 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Ph 02

Tucked inside one of Winter Havens most sought-after gated communities, this custom-built lakefront estate on the sparkling, spring-fed Lake Daisy ... 

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$1,050,000
Provided courtesy of JOHN WOOD REALTY, INC.
52 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

Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & dining areas, as w... 

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$645,000
Reduced -$4,900
Provided courtesy of THE MARKET REALTY COMPANY
65 Photos 180 Brigham Road Winter Haven, FL 33881

180 Brigham Road
Winter Haven, FL 33881
Hartridge Harbor Addition
Residential

MLS# O6293503 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3659 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hartridge Harbor Addition

PRICE ADJUSTMENT | NOW OFFERED UNDER APPRAISED VALUE ~ Click on the virtual tour link for a tour of the property. No HOA and conveniently between T... 

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$3,495,000
Reduced -$150,000
Provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
51 Photos 1793 Lakehill Drive Winter Haven, FL 33884

1793 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential

MLS# P4931194 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2549 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Phase Three

New custom home in established Woodpointe gated community. Quality construction and finishes. Floorplan attached. Seller will consider purchasing B... 

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$769,900
Reduced -$20,000
Provided courtesy of JOHN WOOD REALTY, INC.
63 Photos 1872 Eloise Cove Drive Winter Haven, FL 33884

1872 Eloise Cove Drive
Winter Haven, FL 33884
Eloise Cove
Residential

MLS# TB8405555 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3716 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Cove

Prepare to be impressed with this stunning home in the amazing Eloise Cove Community! Discover your dream home in the highly sought-after, gated la... 

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$524,900
Provided courtesy of RE/MAX COLLECTIVE
39 Photos 115 N Lake Florence Drive Winter Haven, FL 33884

115 N Lake Florence Drive
Winter Haven, FL 33884
Eloise Woods Resub
Residential

MLS# O6276866 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3203 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Resub

Easy to Show! Price Reduced - Motivated Sellers! Lakefront Retreat - Perfect Primary Home, Short-Term Rental, or Multi-Family Investment!Don't miss... 

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$689,000
Reduced -$6,000
Provided courtesy of MAGNOLIA SUN REALTY LLC
42 Photos 237 Manatee Road Winter Haven, FL 33884

237 Manatee Road
Winter Haven, FL 33884
Eloise Woods Lake Mariam Unit
Residential

MLS# P4935292 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 2880 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Mariam Unit

One or more photo(s) has been virtually staged. GORGEOUS LARGE FAMILY HOME!!! 5BR/4BA POOL HOME with 2 MASTER SUITES, MOTHER-IN-LAW OPTION & 3-CAR ... 

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$515,000
Provided courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY
32 Photos 952 N Heron Circle Winter Haven, FL 33884

952 N Heron Circle
Winter Haven, FL 33884
Garden Grove South Add
Residential

MLS# P4933451 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3058 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove South Add

PRICE REDUCED $61,000!!**Stunning Lakefront Home with Private Views, Pool, and Outdoor Living Spaces - Nestled in a serene lakeside setting, this b... 

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$589,000
Reduced -$10,000
Provided courtesy of DALTON WADE INC
49 Photos 720 Lake Jessie Drive Winter Haven, FL 33881

720 Lake Jessie Drive
Winter Haven, FL 33881
Lewellen Bay
Residential

MLS# L4950601 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 2982 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lewellen Bay

Welcome to your Winter Haven Chain of Lakes Lakefront home, a stunning 5-bedroom, 4-bathroom estate offering the perfect blend of luxury, privacy, ... 

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$624,990
Reduced -$14,910
Provided courtesy of LA ROSA REALTY PRESTIGE
45 Photos 530 Sanctuary Boulevard Winter Haven, FL 33881

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

MLS# O6277437 / 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

Located in the gated community Sanctuary by the Lake, this custom-built 4-bedroom, 3-bath home offers direct access to Lake Rochelle, part of the C... 

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$689,000
Reduced -$50,000
Provided courtesy of SERHANT

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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