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 6.2 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
Aggregate statistics from Stellar MLS closed sales over the last 12 months and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.
Homes for Sale in 33881
248 active listings in Winter Haven
$349,990
816 Andrew St
Winter Haven, FL 33881
4 bd · 3 ba · 2,227 sqft
Willowbrook North
MLS ID #O6427399, DRB GROUP REALTY, LLC.
Listing provided by Stellar MLS
$409,900
427 W Lake Elbert Dr Ne
Winter Haven, FL 33881
3 bd · 3 ba · 1,867 sqft
Anna Mar
MLS ID #P4940340, ASSOCIATE REALTY.
Listing provided by Stellar MLS
$274,990
5007 Abigail Dr
Winter Haven, FL 33881
4 bd · 2 ba · 1,625 sqft
Annabelle Estates
MLS ID #G5119301, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$275,000
1354 Haines Dr
Winter Haven, FL 33881
3 bd · 2 ba · 1,292 sqft
Lakes/Lucerne Park Ph 6
MLS ID #S5159634, LPT REALTY, LLC.
Listing provided by Stellar MLS
$275,000
2025 Marilyn Ave
Winter Haven, FL 33881
3 bd · 2 ba · 1,400 sqft
Leisure Shores
MLS ID #L4966118, KELLER WILLIAMS REALTY.
Listing provided by Stellar MLS
$249,900
353 Wharf Way
Winter Haven, FL 33881
3 bd · 3 ba · 1,604 sqft
Harbor At Lake Henry
MLS ID #L4964803, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS
$364,900
1069 Sandpiper Loop
Winter Haven, FL 33881
4 bd · 3 ba · 2,034 sqft
Chestnut Crk
MLS ID #TB8543322, REAL BROKER, LLC.
Listing provided by Stellar MLS
$294,990
300 Meredith Blvd
Winter Haven, FL 33881
4 bd · 2 ba · 1,758 sqft
Willowbrook
MLS ID #G5113846, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$380,000
2925 E Lake Hartridge Dr
Winter Haven, FL 33881
4 bd · 3 ba · 2,684 sqft
Pine Terrace Rep
MLS ID #L4962765, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$200,000
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
$199,900
1015 Carefree Cove Dr
Winter Haven, FL 33881
4 bd · 2 ba · 1,104 sqft
Carefree Cove
MLS ID #L4960484, KELLER WILLIAMS REALTY SMART.
Listing provided by Stellar MLS
$314,990
1048 Luke Ave
Winter Haven, FL 33881
4 bd · 2 ba · 1,938 sqft
Willowbrook North
MLS ID #G5118812, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$304,990
1056 Luke Ave
Winter Haven, FL 33881
4 bd · 2 ba · 1,938 sqft
Willowbrook North
MLS ID #G5118814, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$294,990
1044 Luke Ave
Winter Haven, FL 33881
4 bd · 2 ba · 1,758 sqft
Willowbrook North
MLS ID #G5118811, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$218,494
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
$400,000
4840 Old Lucerne Park Rd
Winter Haven, FL 33881
3 bd · 2 ba · 1,927 sqft
Lucerne Shores
MLS ID #P4938821, POLK REAL ESTATE LLC.
Listing provided by Stellar MLS
$290,000
5780 Lakeside Landings Blvd
Winter Haven, FL 33881
4 bd · 3 ba · 2,526 sqft
Lakeside Landings Ph 01
MLS ID #L4966065, LIVE FLORIDA REALTY.
Listing provided by Stellar MLS
$235,000
1727 Second St Ne
Winter Haven, FL 33881
3 bd · 2 ba · 1,470 sqft
Smith Ida M Sub 2nd Replat Pb 33 Pg 16
MLS ID #TB8490278, REAL BROKER, LLC.
Listing provided by Stellar MLS
$320,000
5888 Windridge Dr
Winter Haven, FL 33881
4 bd · 3 ba · 2,836 sqft
Windridge
MLS ID #TB8535328, MARK SPAIN REAL ESTATE.
Listing provided by Stellar MLS
$174,000
2500 21st St Nw #15
Winter Haven, FL 33881
2 bd · 3 ba · 1,184 sqft
Casa Del Sol Condo Village Ph 02
MLS ID #S5147117, AGENT TRUST REALTY CORPORATION.
Listing provided by Stellar MLS
$324,000
5764 Royal Hills Cir
Winter Haven, FL 33881
4 bd · 3 ba · 2,278 sqft
Royal Hills
MLS ID #O6379870, MILLENNIUM REALTY CENTER LLC.
Listing provided by Stellar MLS
$329,900
1364 Salisbury Dr
Winter Haven, FL 33881
5 bd · 4 ba · 2,331 sqft
Dundee Station
MLS ID #O6454281, OAK AVENUE REAL ESTATE LLC.
Listing provided by Stellar MLS
$278,000
516 Mckenna Dr
Winter Haven, FL 33881
3 bd · 2 ba · 1,844 sqft
Lucerne Park Reserve
MLS ID #S5160571, REALTYCITY INC.
Listing provided by Stellar MLS
$198,000
6627 Westchester Dr Ne
Winter Haven, FL 33881
2 bd · 2 ba · 1,856 sqft
Lake N Golf Estates Add
MLS ID #S5156843, RE/MAX HERITAGE PROFESSIONALS.
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 6.2 months of inventory. About 6.2 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 $285K based on recent Stellar MLS closed sales.
How fast do homes sell in 33881?+
Homes in 33881 are selling in a median of about 46 days, at roughly 98% of asking price.
How many homes are for sale in 33881?+
There are currently 248 active residential listings in 33881, with homes selling at roughly 40.1 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.