David Shippey
863.521.4517

5 Bedroom Homes For Sale In Winter Haven - Page 2

Winter Haven 5 Bedroom Real Estate listings are included below. These 5 bedroom homes for sale in Winter Haven Florida are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL 5 bedroom 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 62
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
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
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
21 Photos 1022 Brimstone Circle Winter Haven, FL 33884

1022 Brimstone Circle
Winter Haven, FL 33884
Harmony On Lake Eloise
Residential

MLS# TB8366734 / Active
6 Beds, 3.00 Total Baths, 3 Full Bath, 2452 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harmony On Lake Eloise

Get ready for cutting-edge design to meet everyday luxurythis home is for you! The kitchen will elevate cooking and dining with quartz countertops,... 

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$499,999
Provided courtesy of CASA FRESCA REALTY
47 Photos 275 Sunfish Drive Winter Haven, FL 33881

275 Sunfish Drive
Winter Haven, FL 33881
Lake Lucerne Ph 2 3
Residential

MLS# O6277372 / Active
5 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3075 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Lucerne Ph 2 3

Extensively upgraded 5 bed 2.5 bath executive home with ultimate privacy in the backyard and located in the community of Lake Lucerne. No backyard ... 

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$480,000
Provided courtesy of BURNINGHAM REALTY
57 Photos 1102 Berkley Lane Winter Haven, FL 33880

1102 Berkley Lane
Winter Haven, FL 33880
Lake Thomas Woods 7th Add Pb 89 Pg 20
Residential

MLS# L4953889 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2589 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Thomas Woods 7th Add Pb 89 Pg 20

Versatile & Renovated Winter Haven Residence with Detached Mother-in-Law Suite on Over Half an Acre!Welcome to this beautifully updated and multifu... 

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$469,000
Provided courtesy of OPULENT REALTY INTERNATIONAL
54 Photos 856 Sun Burst Road Winter Haven, FL 33880

856 Sun Burst Road
Winter Haven, FL 33880
Squires Grove Ph 2
Residential

MLS# P4930041 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2601 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove Ph 2

Welcome to your dream home! This stunning two-story residence, built in 2022, boasts modern luxury and comfort in every detail. With 5 bedrooms, 3 ... 

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$463,000
Provided courtesy of THE STONES REAL ESTATE FIRM
45 Photos 2821 Cathy Boulevard Winter Haven, FL 33880

2821 Cathy Boulevard
Winter Haven, FL 33880
Sutton Preserve
Residential

MLS# S5125819 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2889 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Sutton Preserve

Welcome to your dream home! This beautifully designed residence offers a spacious layout with luxury vinyl flooring throughout for a seamless, mode... 

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$449,990
Provided courtesy of NAIM REAL ESTATE LLC
28 Photos 1476 Avenue F Winter Haven, FL 33881

1476 Avenue F
Winter Haven, FL 33881
Hills Lake Elbert
Residential

MLS# P4935120 / Active
5 Beds, 2.00 Total Baths, 2 Full Bath, 2680 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hills Lake Elbert

Spacious 5-Bedroom Home Near Beautiful Lake ElbertWelcome to this well-maintained 5-bedroom, 2-bathroom home featuring a spacious open floor plan w... 

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$435,900
Provided courtesy of COLDWELL BANKER REALTY
79 Photos 592 Lake Smart Boulevard Winter Haven, FL 33881

592 Lake Smart Boulevard
Winter Haven, FL 33881
Lake Smart Pointe
Residential

MLS# S5130971 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2944 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Pointe

Don't miss this rare opportunity to own a beautifully updated 5-bedroom, 3-bath home in the heart of Winter Haven! Perfectly situated on a desirabl... 

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$434,900
Increase +$99,910
Provided courtesy of KELLER WILLIAMS LEGACY 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 3:53 PM EST.

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