David Shippey
863.521.4517

Winter Haven FL Homes for Sale


Winter Haven FL Real Estate listings are included below. These 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 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 51-60 of 831
71 Photos 1394 Oakmont Drive Winter Haven, FL 33884

1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential

MLS# L4952569 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2606 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2

Back on market! Buyer(s) contingency fell through. Discover an exceptional home for sale in the beautiful Lake Ashton Golf course community, which ... 

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$565,000
Provided courtesy of AGILE GROUP REALTY
72 Photos 5200 Pebble Beach Boulevard Winter Haven, FL 33884

5200 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4935325 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2443 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

With fabulous WATER VIEWS and GOLF COURSE views, this elegant residence offers a perfect tropical retreat. A large pool with a attached spa invites... 

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$555,000
Provided courtesy of LAKE ASHTON REALTY INC.
50 Photos 900 Lake Jessie Drive Winter Haven, FL 33881

900 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential

MLS# P4934787 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1828 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: East View Pkwy

Live the ultimate lakefront lifestyle on Lake Jessie. This beautifully maintained single-story home on a 189 acre lake on the South end of Winter H... 

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$550,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
55 Photos 19 Meadowlake Court Winter Haven, FL 33884

19 Meadowlake Court
Winter Haven, FL 33884
Cypresswood
Residential

MLS# O6279343 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3257 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood

New Price Reduction - Priced to Sell! Step into luxury with this stunning ranch-style home in the gated Cypresswood golf community! Nestled on a pe... 

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$549,900
Reduced -$40,100
Provided courtesy of REAL BROKER, LLC
25 Photos 1475 S Lake Howard Drive Winter Haven, FL 33880

1475 S Lake Howard Drive
Winter Haven, FL 33880
Hanna Sub
Residential

MLS# P4934004 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2118 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Hanna Sub

LAKE FRONT PROPERTY FOR SALE ON THE CHAIN OF LAKES ON LAKE HOWARD!!! This chain of lakes has 20 connecting lakes. If you enjoy water sports, fishin... 

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$549,900
Provided courtesy of COLDWELL BANKER REALTY
74 Photos 1 Lake Eloise Lane Winter Haven, FL 33884

1 Lake Eloise Lane
Winter Haven, FL 33884
Harbour Estates
Residential

MLS# L4951160 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2550 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harbour Estates

Don't miss out on this amazing 4/3 single-family home with a pool near Lake Eloise in winter Haven! This remarkable home features a newer roof, HVA... 

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$549,900
Provided courtesy of KELLER WILLIAMS REALTY SMART
30 Photos 1075 8th Street Winter Haven, FL 33881

1075 8th Street
Winter Haven, FL 33881
Haven Shores
Residential

MLS# T3540117 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1985 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Haven Shores

Price Adjustment and $4000 Seller Concession to Buyer. Gorgeous 4 Bedroom, 3 Bathroom, Single Family Home with 2 In-Law Apartments, on a huge lot, ... 

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$545,000
Provided courtesy of LPT REALTY, LLC
23 Photos 1548 Covey Rise Terrace Winter Haven, FL 33884

1548 Covey Rise Terrace
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7875302 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1815 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$541,990
Increase +$14,705
Provided courtesy of MALTBIE REALTY GROUP
84 Photos
Open House: Today 11:00am - 2:00pm
800 W Lake Elbert Drive Winter Haven, FL 33881

800 W Lake Elbert Drive
Winter Haven, FL 33881
Graydon Hills
Residential

MLS# TB8382290 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3221 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Graydon Hills

Historic Elegance with Modern Luxury - Built by Cypress Gardens Founder Dick Pope! Step into a piece of Winter Haven history with this stunning 4-b... 

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$535,000
Reduced -$10,000
Provided courtesy of FLORIDA LUXURY 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

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 08-02-2025 6:25 PM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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