Live Market Tracker · 33881
Winter Haven Housing Market
Buyer's or seller's market in 33881? Here's the live read — measured from recent Stellar MLS sales and active inventory, updated automatically.
About 6.6 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
Aggregate statistics from recent Stellar MLS closed sales and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.
Homes for Sale in 33881
239 active listings in Winter Haven
$339,990
256 Meredith Blvd
Winter Haven, FL 33881
5 bd · 3 ba · 2,531 sqft
Willowbrook
MLS ID #G5111558, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$259,990
248 Meredith Blvd
Winter Haven, FL 33881
4 bd · 2 ba · 1,598 sqft
Willowbrook North
MLS ID #G5111557, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$259,999
1701 36th St Nw
Winter Haven, FL 33881
4 bd · 2 ba · 1,815 sqft
Inwood
MLS ID #S5143914, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$620,000
815 Lake Jessie Dr
Winter Haven, FL 33881
4 bd · 4 ba · 4,128 sqft
East View Pkwy
MLS ID #S5149974, META ONE REALTY GROUP LLC.
Listing provided by Stellar MLS
$265,000
3022 Hickory St Nw
Winter Haven, FL 33881
3 bd · 1 ba · 1,602 sqft
Biltmore Shores
MLS ID #A4674941, THE URBAN GROUP, INC..
Listing provided by Stellar MLS
$339,000
2021 Buckeye Rd Ne
Winter Haven, FL 33881
4 bd · 4 ba · 2,144 sqft
Saxon-Myers Rep Ph 1
MLS ID #O6415489, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$387,500
5828 Marsh Landing Dr
Winter Haven, FL 33881
4 bd · 2 ba · 2,078 sqft
Lakeside Landings Ph 01
MLS ID #L4958953, FLORIDA REAL ESTATE COMPANY.
Listing provided by Stellar MLS
$249,611
2436 Edwin St Ne
Winter Haven, FL 33881
4 bd · 2 ba · 1,813 sqft
Smart Sub
MLS ID #P4937644, J&T PROPERTY SOLUTIONS GROUP LLC.
Listing provided by Stellar MLS
$284,999
111 Krenson Bay Loop
Winter Haven, FL 33881
3 bd · 2 ba · 1,543 sqft
Krenson Bay
MLS ID #S5145191, LPT REALTY, LLC.
Listing provided by Stellar MLS
$175,000
6733 Kensington Dr Ne
Winter Haven, FL 33881
2 bd · 2 ba · 1,224 sqft
Lake N Golf Estates
MLS ID #G5113718, FLORIDA REALTY MARKETPLACE.
Listing provided by Stellar MLS
$177,000
2500 21st St Nw #47
Winter Haven, FL 33881
2 bd · 3 ba · 1,229 sqft
Casa Del Sol Condo Village Ph 01
MLS ID #L4962052, S & D REAL ESTATE SERVICE LLC.
Listing provided by Stellar MLS
$214,000
1100 Carefree Cove Dr
Winter Haven, FL 33881
3 bd · 2 ba · 1,019 sqft
Carefree Cove
MLS ID #O6407265, OPENDOOR BROKERAGE LLC.
Listing provided by Stellar MLS
$980,000
Brigham Rd
Winter Haven, FL 33881
9.8 acres
MLS ID #P4922426, LOCKHART & ASSOCIATES INC.
Listing provided by Stellar MLS
$768,900
3050 Crump Rd
Winter Haven, FL 33881
4 bd · 3 ba · 2,397 sqft
Magnolia Shores
MLS ID #L4959091, ENGEL & VOELKERS LAKELAND.
Listing provided by Stellar MLS
$187,000
3421 Hickory St Nw
Winter Haven, FL 33881
2 bd · 1 ba · 690 sqft
Biltmore Shores
MLS ID #O6412571, REDFIN CORPORATION.
Listing provided by Stellar MLS
$305,000
961 Drexel Ave Ne
Winter Haven, FL 33881
3 bd · 2 ba · 1,856 sqft
Anna Mar
MLS ID #L4959592, KELLER WILLIAMS REALTY SMART.
Listing provided by Stellar MLS
$199,900
1055 30th St Nw
Winter Haven, FL 33881
4 bd · 1 ba · 1,020 sqft
Rosewood Manor
MLS ID #TB8507249, YELLOWFIN REALTY.
Listing provided by Stellar MLS
$300,000
2235 Lakeridge Dr
Winter Haven, FL 33881
3 bd · 2 ba · 1,893 sqft
Lakeridge Estates
MLS ID #P4938412, LA ROSA REALTY CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$225,000
3420 Avenue T Nw
Winter Haven, FL 33881
3 bd · 3 ba · 1,088 sqft
Inwood
MLS ID #L4961252, KELLER WILLIAMS REALTY SMART 1.
Listing provided by Stellar MLS
$220,000
3426 Hickory St Nw
Winter Haven, FL 33881
3 bd · 1 ba · 1,044 sqft
Biltmore Shores
MLS ID #O6398170, BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.
Listing provided by Stellar MLS
$409,000
1280 Denali Dr
Winter Haven, FL 33881
3 bd · 3 ba · 2,566 sqft
Lake Lucerne Ii
MLS ID #G5107453, LPT REALTY, LLC.
Listing provided by Stellar MLS
$297,500
3356 Avenue Q Nw
Winter Haven, FL 33881
4 bd · 2 ba · 1,488 sqft
Inwood
MLS ID #S5132588, BANERSY REAL ESTATE, LLC.
Listing provided by Stellar MLS
$244,999
419 Avenue M Ne
Winter Haven, FL 33881
3 bd · 2 ba · 1,232 sqft
Silvercrest Add
MLS ID #TB8507931, FLAT FEE MLS REALTY.
Listing provided by Stellar MLS
$318,900
448 Ituna Cir
Winter Haven, FL 33881
3 bd · 2 ba · 1,744 sqft
Harbor At Lake Henry
MLS ID #L4962701, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS
33881 Market — Common Questions
Is Winter Haven (33881) a buyer's or seller's market in 2026?+
33881 (Winter Haven) is currently a buyer's market with about 6.6 months of inventory. About 6.6 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
What is the median home price in 33881?+
The median sale price in 33881 over the last 12 months is approximately $280K based on recent Stellar MLS closed sales, up about 2.7% from a year earlier.
How fast do homes sell in 33881?+
Homes in 33881 are selling in a median of about 55 days, at roughly 98% of asking price.
How many homes are for sale in 33881?+
There are currently 239 active residential listings in 33881, with homes selling at roughly 36.2 per month.
Thinking of buying or selling in 33881?
Get a precise, broker-prepared read on your home or your search — real local expertise, not an algorithm.