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 371-380 of 784
21 Photos 317 Avenue G Winter Haven, FL 33880

317 Avenue G
Winter Haven, FL 33880
Havencrest Add
Residential

MLS# O6406631 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1610 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Havencrest Add

Discover a truly unique architectural gem in the heart of Winter Haven. Inspired by the timeless design style of Frank Lloyd Wright, this beautiful... 

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$255,000
Reduced -$10,000
Provided courtesy of MBA REALTY GROUP, INC
35 Photos 740 Squires Grove Drive Winter Haven, FL 33880

740 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove Ph 2
Residential

MLS# S5144206 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2616 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove Ph 2

PRICE REDUCTION!!! Bring your buyers. Great opportunity at new price.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residenc... 

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$364,990
Reduced -$5,000
Provided courtesy of NORTHGROUP REAL ESTATE, INC
33 Photos 1108 Sawgrass Drive Winter Haven, FL 33884

1108 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# S5149437 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1533 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

This is a must see charming oasis located behind the secure gates of Lake Ashton, you dont want to miss this opportunity of becoming an homeowner i... 

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$422,999
Reduced -$2,001
Provided courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
51 Photos 4 Casarena Court Winter Haven, FL 33881

4 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential

MLS# P4938356 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3911 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lakes

This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake ... 

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$524,000
Reduced -$5,000
Provided courtesy of LA ROSA REALTY PRESTIGE
62 Photos 131 Ruby Lake Drive Winter Haven, FL 33884

131 Ruby Lake Drive
Winter Haven, FL 33884
Ruby Lake Ph 01
Residential

MLS# P4938379 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1914 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 01

Virtually Staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the... 

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$369,000
Reduced -$6,000
Provided courtesy of STAR REALTY OF WINTER HAVEN
23 Photos 607 Country Lane UNIT #607 Winter Haven, FL 33881

607 Country Lane UNIT #607
Winter Haven, FL 33881
Country Lake Condo Ph 01
Residential

MLS# P4938221 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1252 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Country Lake Condo Ph 01

WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE... 

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$149,500
Provided courtesy of FLORIDA HOME CHOICE REALTY
59 Photos 3831 Gaines Drive Winter Haven, FL 33884

3831 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# L4962328 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2678 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning... 

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$775,000
Provided courtesy of THE MARKET REALTY COMPANY
29 Photos 207 Avenue E Winter Haven, FL 33880

207 Avenue E
Winter Haven, FL 33880
Twin Oaks Add Pb 12 Pg 16
Residential

MLS# L4961631 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 2093 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Twin Oaks Add Pb 12 Pg 16

This is the ONE! Great location centrally located in Winter Haven. Needing an attached Mother N Law suite with a separate entrance or want an Air B... 

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$420,000
Reduced -$5,000
Provided courtesy of ADVANTAGE REALTY 1
23 Photos 316 Lake Smart Circle Winter Haven, FL 33881

316 Lake Smart Circle
Winter Haven, FL 33881
Lake Smart Pointe
Residential

MLS# L4961472 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1500 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Pointe

This property is eligible under the 30 Day Freddie Mac First Look Initiative through 05/28/2026. OWNER OCCUPIED BUYERS and NSP offers will only be ... 

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$274,900
Reduced -$15,000
Provided courtesy of REMAX EXPERTS
13 Photos 1100 Martinique Drive UNIT #117 Winter Haven, FL 33884

1100 Martinique Drive UNIT #117
Winter Haven, FL 33884
Orchid Spgs Vill 300 Barcelona
Residential

MLS# S5135085 / Active
1 Beds, 1.00 Total Baths, 1 Full Bath, 1078 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Spgs Vill 300 Barcelona

PRICED TO SELL! Beautifully maintained 1-bedroom, 1-bath condo in the desirable Orchid Springs community. This ground-floor unit features an open l... 

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$95,000
Provided courtesy of LA ROSA REALTY 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 06-19-2026 5:46 PM EST.

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


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