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
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
74 Photos 3340 Crump Road Winter Haven, FL 33881

3340 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential

MLS# P4933336 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2947 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Magnolia Shores

Welcome to 3340 Crump Road, an exquisite lakefront sanctuary in Winter Haven, Florida! Currently being used as a 3-bedroom, this 4-bedroom, 3-bathr... 

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$624,500
Reduced -$75,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
64 Photos 2683 Wyndsor Oaks Way Winter Haven, FL 33884

2683 Wyndsor Oaks Way
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# P4933374 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3440 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

Welcome to 2683 Wyndsor Oaks Way, Winter Haven, FL - an extraordinary residence in the highly sought-after gated Wyndsor at Lake Winterset communit... 

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$849,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
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
49 Photos 4225 Shadow Wood Court Winter Haven, FL 33880

4225 Shadow Wood Court
Winter Haven, FL 33880
Shadow Wood
Residential

MLS# L4950216 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3680 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shadow Wood

No HOA or CDD fees! This expansive 3,600 sq. ft. residence is perfectly designed for a multi generational family with a mother in-law suite! With 5... 

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$639,000
Reduced -$21,000
Provided courtesy of S & D REAL ESTATE SERVICE LLC
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
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
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
56 Photos
Open House: Today 11:00am - 1:00pm
1006 W Lake Hamilton Drive Winter Haven, FL 33881

1006 W Lake Hamilton Drive
Winter Haven, FL 33881
Pollard Shores
Residential

MLS# P4933594 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3068 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Pollard Shores

PRICE REDUCED! Stunning three-bedroom, two-and-a-half-bath home on .97 acres with breathtaking views of Lake Hamilton. This beautifully designed re... 

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$855,000
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
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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