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 141-150 of 782
36 Photos 1334 Stately Oaks Drive Winter Haven, FL 33881

1334 Stately Oaks Drive
Winter Haven, FL 33881
Stately Oaks
Residential

MLS# S5147546 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1334 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Stately Oaks

One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath home in Winter Haven offering 1,334 sqft of comfortable ... 

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$236,900
Reduced -$10,000
Provided courtesy of REALTYCITY INC
48 Photos 333 Lake Howard Drive UNIT 212A Winter Haven, FL 33880

333 Lake Howard Drive UNIT 212A
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential

MLS# S5147514 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1030 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Harboursphases 01 & 02

Wake up to views of Lake Howard and enjoy maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. From the bright Flori... 

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$76,500
Reduced -$2,500
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
70 Photos 1138 Michelangelo Lane Winter Haven, FL 33884

1138 Michelangelo Lane
Winter Haven, FL 33884
Estates/lk Florence
Residential

MLS# S5147440 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2386 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Estates/lk Florence

*** No CDD fees!!***Welcome to this stunning smart home offering the perfect blend of modern design, space, and functionality. This impressive two-... 

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$394,900
Reduced -$5,000
Provided courtesy of JASON MITCHELL REAL ESTATE FLO
36 Photos
Open House: Sat Jun 20th, 11:00am - 2:00pm
287 Inman Boulevard Winter Haven, FL 33881

287 Inman Boulevard
Winter Haven, FL 33881
Inman Grvs Ph 2
Residential

MLS# S5147134 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1560 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inman Grvs Ph 2

Welcome to 287 Inman Blvdwhere modern comfort meets effortless Florida living in the heart of Winter Haven. This beautifully maintained home truly ... 

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$315,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
21 Photos 2500 21st Street UNIT #15 Winter Haven, FL 33881

2500 21st Street UNIT #15
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential

MLS# S5147117 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1184 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casa Del Sol Condo Village Ph 02

Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable... 

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$182,000
Reduced -$2,000
Provided courtesy of AROD PARTNERS REALTY
20 Photos 3732 Giorgio Drive Winter Haven, FL 33884

3732 Giorgio Drive
Winter Haven, FL 33884
Villamar Ph 6 & Ph 6d
Residential

MLS# S5147116 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1713 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 6 & Ph 6d

Short Sale. Welcome to this beautiful Winter Haven home! VillamarThis property offers a spacious layout, abundant natural light, and comfortable li... 

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$260,000
Reduced -$10,500
Provided courtesy of MY REALTY GROUP, LLC.
29 Photos 100 El Camino Drive UNIT #101 Winter Haven, FL 33884

100 El Camino Drive UNIT #101
Winter Haven, FL 33884
Orchid Spgs Vill 100 Condo
Residential

MLS# S5147114 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1361 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Spgs Vill 100 Condo

Owner motivated and ready to negotiate WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Lo... 

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$89,500
Reduced -$15,490
Provided courtesy of LPT REALTY, LLC
18 Photos 5347 Mickey Avenue Winter Haven, FL 33884

5347 Mickey Avenue
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5146851 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2077 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

This home offers, 9""4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living ... 

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$349,521
Reduced -$478
Provided courtesy of AXEN REALTY, LLC
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 KELLER WILLIAMS REALTY SMART 1
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

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 06-17-2026 7:58 PM EST.

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


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