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 61-69 of 69
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
58 Photos 9516 Waterford Oaks Boulevard Winter Haven, FL 33884

9516 Waterford Oaks Boulevard
Winter Haven, FL 33884
Waterford Oaks
Residential

MLS# P4935585 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3178 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Waterford Oaks

Welcome to this absolutely amazing 4 bedroom, 3 bathroom home that shows like a luxurious model home. Designed by Authur Rutenberg and build by Hen... 

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$719,990
Provided courtesy of LA ROSA REALTY PRESTIGE
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.
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.
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.
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.
54 Photos 105 Wyndham Drive Winter Haven, FL 33884

105 Wyndham Drive
Winter Haven, FL 33884
Wyndham At Lake Winterset
Residential

MLS# P4933716 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndham At Lake Winterset

Highly sought after guard-gated community of WYNDHAM AT LAKE WINTERSET, tree shaded private roads with a playground and tennis court. Enjoy the vie... 

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$749,900
Provided courtesy of COLDWELL BANKER REALTY
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
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

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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