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 the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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Displaying results 371-380 of 758
19 Photos 4450 Rapallo Avenue Winter Haven, FL 33884

4450 Rapallo Avenue
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6394240 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2480 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Rare opportunity to own a spacious two-story home in the highly sought-after Villamar communityhomes like this dont last long. Designed with an ope... 

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$339,000
Reduced -$6,000
Provided courtesy of UNITED REALTY GROUP INC
34 Photos 352 Alexzander Way Winter Haven, FL 33881

352 Alexzander Way
Winter Haven, FL 33881
Jace Lndg
Residential

MLS# L4960645 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1867 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Jace Lndg

2021 built beautiful house with 4 beds and 2 baths and inside laundry room and double car garage totaling 2395 Sqft under roof. Centrally located i... 

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$269,900
Reduced -$9,100
Provided courtesy of KELLER WILLIAMS REALTY SMART
18 Photos 220 King Road Winter Haven, FL 33880

220 King Road
Winter Haven, FL 33880
Not In Subdivision
Residential

MLS# B4902220 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 672 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Not In Subdivision

***Investor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investo... 

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$119,000
Reduced -$1,071,000
Provided courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
10 Photos 5850 Cypress Gardens Boulevard UNIT #302 Winter Haven, FL 33884

5850 Cypress Gardens Boulevard UNIT #302
Winter Haven, FL 33884
Royal Crescent Condo
Residential

MLS# P4938197 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1332 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Royal Crescent Condo

Welcome to this charming and updated, move-in ready 2-bedroom, 1.5-bath condo nestled right on Cypress Gardens Blvd in Winter Haven just minutes fr... 

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$134,990
Reduced -$10
Provided courtesy of HAVEN REALTY & INVESTMENTS
44 Photos 6775 Brentwood Drive Winter Haven, FL 33881

6775 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential

MLS# S5146696 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1320 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake N Golf Estates

One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, ... 

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$132,500
Reduced -$4,400
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
50 Photos 900 Lake Jessie Drive Winter Haven, FL 33881

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

MLS# S5146723 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1828 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: East View Pkwy

Virtually Staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Havens ... 

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$450,000
Reduced -$19,900
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
6 Photos 2642 Rutledge Court Winter Haven, FL 33884

2642 Rutledge Court
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# A4688023 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1419 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Light and bright 2/2/1 in The Verandah's at Lake Reeves. The Verandahs offers a community pool and fishing dock on Lake Reeves. The low HOA fee inc... 

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$179,900
Reduced -$10,000
Provided courtesy of FLATFEE.COM
30 Photos 551 Lake Smart Boulevard Winter Haven, FL 33881

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

MLS# S5146731 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1936 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Pointe

HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a... 

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$344,900
Reduced -$15,000
Provided courtesy of LA ROSA REALTY CW PROPERTIES L
31 Photos 321 Orange Blossom Drive Winter Haven, FL 33880

321 Orange Blossom Drive
Winter Haven, FL 33880
Waters Edge Unit 01 A Rep
Residential

MLS# S5146754 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1407 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Waters Edge Unit 01 A Rep

Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Wi... 

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$205,000
Reduced -$10,500
Provided courtesy of THE PROPERTY ADVISERS
70 Photos 5365 Hogan Lane Winter Haven, FL 33884

5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4938226 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main... 

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$599,900
Provided courtesy of GLOBAL LIFESTYLE LLC

Broker Reciprocity The information being provided by © 2026 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 is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, 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 06-15-2026 7:44 PM EST.

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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