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983 listings in Winter Haven
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Winter Haven
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Listings

$279,000
884 CAMBRIDGE DR
WINTER HAVEN, 33881
4 bd·2.5 ba·2,368 sqft
111 days on market

New
$246,900
218 DENNIS AVE
WINTER HAVEN, 33880
3 bd·1 ba·1,174 sqft
1 day on market
Listed by Anne Halbert, LIVE FLORIDA REALTY

$189,000
1213 8TH ST NW
WINTER HAVEN, 33881
2 bd·2 ba·972 sqft
161 days on market
Listed by Holly Patterson, KELLER WILLIAMS REALTY

$175,000
128 AVENUE D SW
WINTER HAVEN, 33880
5 bd·1.5 ba·2,200 sqft
110 days on market
Listed by Chad Lindsey, LOKATION

$165,000
300 AVENUE V NE
WINTER HAVEN, 33881
3 bd·1 ba·912 sqft
153 days on market
Listed by Casandra Vann, KELLER WILLIAMS REALTY

$339,900
314 TERRANOVA BLVD
WINTER HAVEN, 33884
3 bd·2 ba·1,884 sqft
149 days on market
Pool
Listed by Jeff Jones, MARK SPAIN REAL ESTATE

$299,900
202 SAINT LUCIE RD
WINTER HAVEN, 33884
3 bd·2 ba·1,764 sqft
148 days on market
Listed by John Calhoun, CENTURY 21 WATSON & MYERS REALTY

$299,000
445 MCKENNA DR
WINTER HAVEN, 33881
4 bd·2 ba·1,694 sqft
88 days on market
Listed by Angel Pabon, PREN REAL ESTATE

$179,000
306 PALMETTO AVE NW
WINTER HAVEN, 33881
3 bd·1 ba·768 sqft
95 days on market
Listed by Hamid Dghirni, PREMIUM PROPERTIES R.E. SERVICE

$159,900
6114 GRAND OAKS DR SE
WINTER HAVEN, 33884
2 bd·2 ba·1,288 sqft
135 days on market
Listed by Kimberly Davis, CROSBY & ASSOCIATES, INC.

$74,900
4038 ROLLING OAKS DR
WINTER HAVEN, 33880
2 bd·2 ba·1,056 sqft
97 days on market

$392,175
1742 UPLAND LN
WINTER HAVEN, 33884
4 bd·3 ba·2,551 sqft
143 days on market
New construction
Listed by Bill Maltbie, MALTBIE REALTY GROUP

$386,990
1726 UPLAND LN
WINTER HAVEN, 33884
4 bd·2.5 ba·2,797 sqft
160 days on market
New construction
Listed by Bill Maltbie, MALTBIE REALTY GROUP

$250,000
3732 GIORGIO DR
WINTER HAVEN, 33884
4 bd·2 ba·1,713 sqft
61 days on market
Listed by Yoja Mirabal, MY REALTY GROUP, LLC.

$284,990
2747 SAN MARCO WAY
WINTER HAVEN, 33884
3 bd·2 ba·1,680 sqft
151 days on market
New construction
Listed by Vilmari Caraballo, RE/MAX ASSURED

$224,990
3056 CAPTAIN JAX WAY
WINTER HAVEN, 33884
3 bd·2.5 ba·1,386 sqft
39 days on market
New construction
Listed by Ben Goldstein, LENNAR REALTY

$205,000
323 ORANGE BLOSSOM DR #323
WINTER HAVEN, 33880
2 bd·2.5 ba·1,280 sqft
148 days on market
Waterfront
Listed by Rick Hemenway, CROSBY & ASSOCIATES, INC.

$395,000
3890 BEDFORD AVE
WINTER HAVEN, 33884
4 bd·3 ba·2,322 sqft
2 days on market
Listed by Christie Weeks, DREAM REALTY GROUP

$309,000
4669 OSPREY WAY
WINTER HAVEN, 33881
4 bd·2 ba·1,992 sqft
135 days on market
Listed by Greg Owen, EASY REALTY

$289,900
3971 CYPRESS LNDG W
WINTER HAVEN, 33884
3 bd·2 ba·1,674 sqft
115 days on market
Listed by Kevin Tison, LPT REALTY, LLC

$337,000
1192 NORMANDY HEIGHTS CIR
WINTER HAVEN, 33880
4 bd·3 ba·2,093 sqft
113 days on market
Listed by Annie Wood, HARPER REALTY FL, LLC

$251,900
909 CAMBRIDGE DR
WINTER HAVEN, 33881
3 bd·2 ba·1,506 sqft
169 days on market
Listed by Mariel Espinal, AXEN REALTY LLC

$364,900
1783 WHITE ELEPHANT LOOP
WINTER HAVEN, 33884
5 bd·3 ba·2,244 sqft
60 days on market
New construction
Listed by Gayle Van Wagenen, LGI REALTY- FLORIDA, LLC

$242,499
800 WARE AVE NE
WINTER HAVEN, 33881
3 bd·2 ba·1,000 sqft
74 days on market
Listed by Veronica Figueroa, EXP REALTY LLC
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: September 3, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.