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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40 Photos 1129 Bowline Street Winter Haven, FL 33880

1129 Bowline Street
Winter Haven, FL 33880
Shores At Lake Sears
Residential

MLS# L4953684 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1499 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shores At Lake Sears

***$10k PRICE REDUCTION***Welcome to 1129 Bowline Street - a beautifully maintained home nestled in a quiet and desirable GATED neighborhood in Win... 

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$299,900
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
23 Photos 3601 Avenue R Winter Haven, FL 33881

3601 Avenue R
Winter Haven, FL 33881
Inwood
Residential

MLS# L4953345 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1366 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

Move-in ready and beautifully updated in Winter Haven! Whether you're a first-time homebuyer, looking to downsize, or searching for a smart investm... 

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$299,900
Reduced -$15,100
Provided courtesy of EXP REALTY LLC
71 Photos 3912 Baldwin Lane Winter Haven, FL 33884

3912 Baldwin Lane
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# P4934217 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1719 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Location. Location. Location. Your maintenance-free lifestyle awaits! Welcome to Traditions at Lake Ruby, an active 55+ community! Upon arrival, yo... 

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$299,900
Reduced -$5,100
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
37 Photos 3817 Osprey Pointe Circle Winter Haven, FL 33884

3817 Osprey Pointe Circle
Winter Haven, FL 33884
Osprey Pointe
Residential

MLS# L4951621 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1729 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Osprey Pointe

This 3 bedroom 2 bath home is located in Osprey Pointe, a waterfront community on Lake Ned. The eat-in kitchen has beautiful wood cabinets complete... 

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$299,900
Provided courtesy of COLDWELL BANKER REALTY
20 Photos 2739 San Marco Way Winter Haven, FL 33884

2739 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6318444 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2068 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

READY NOW! Your Dream Home Awaits in the Gorgeous Villa Mar Community! This move-in-ready residence offers the perfect blend of modern elegance and... 

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$299,990
Reduced -$25,000
Provided courtesy of NEW HOME STAR FLORIDA LLC
3 Photos 2775 San Marco Way Winter Haven, FL 33884

2775 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6290604 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1564 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Pre-Construction. To be built. Discover the Ventura in VillaMar - A Thoughtfully Designed Smart Home in Winter HavenLocated in the beautiful VillaM... 

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$299,990
Reduced -$13,000
Provided courtesy of NEW HOME STAR FLORIDA LLC
3 Photos 2795 San Marco Way Winter Haven, FL 33884

2795 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6296983 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1564 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Pre-Construction. To be built. Welcome to The Ventura - a beautifully designed home that combines modern comfort with premium finishes, located in ... 

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$299,990
Reduced -$18,000
Provided courtesy of NEW HOME STAR FLORIDA LLC
21 Photos 2747 San Marco Way Winter Haven, FL 33884

2747 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6202057 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1680 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Pre-Construction. To be built. Welcome to the Vista model, a beautifully designed home offering the perfect combination of style, comfort, and func... 

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$299,990
Reduced -$16,000
Provided courtesy of NEW HOME STAR FLORIDA LLC
63 Photos 692 Augusta Road Winter Haven, FL 33884

692 Augusta Road
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# L4951361 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1785 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Modern, open concept, move in ready home! SELLER IS OFFERING ONE YEAR HOME WARRANTY. This home has NEW TILE ROOF (2023), NEW AC (2022), NEW WATER H... 

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$299,998
Reduced -$9,997
Provided courtesy of S & D REAL ESTATE SERVICE LLC
22 Photos 3082 Royal Tern Drive Winter Haven, FL 33881

3082 Royal Tern Drive
Winter Haven, FL 33881
Lakeside Lndgs Ph 3
Residential

MLS# S5121974 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1851 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeside Lndgs Ph 3

BACK ON MARKET DUE TO BUYER FINANCING!!!Beautiful Home in Winter Haven! This stunning 4-bedroom, 2-bathroom home offers 1,851 sq. ft. of spacious l... 

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$299,999
Reduced -$15,000
Provided courtesy of LPT 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 08-11-2025 11:57 AM EST.

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


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