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 8.1 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
258 active listings in Winter Haven

$379,900
204 Inman Blvd
Winter Haven, FL 33881
5 bd · 3 ba · 2,696 sqft
Inman Groves
MLS ID #L4963802, LA ROSA REALTY PRESTIGE.
Listing provided by Stellar MLS

$347,300
544 Ituna Cir
Winter Haven, FL 33881
3 bd · 2 ba · 2,005 sqft
Harbor At Lake Henry
MLS ID #L4963770, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS

$303,900
611 Ituna Cir
Winter Haven, FL 33881
3 bd · 2 ba · 1,644 sqft
Harbor At Lake Henry
MLS ID #L4963768, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS

$324,625
512 Ituna Cir
Winter Haven, FL 33881
3 bd · 2 ba · 1,545 sqft
Harbor At Lake Henry
MLS ID #L4963767, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS


$291,680
724 Bayside Blvd
Winter Haven, FL 33881
3 bd · 2 ba · 1,486 sqft
Harbor At Lake Henry
MLS ID #L4963765, CAMBRIDGE REALTY OF CENTRAL FL.
Listing provided by Stellar MLS

$356,315
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

$295,000
1254/1256 Tangerine Pkwy Ne
Winter Haven, FL 33881
4 bd · 2 ba · 1,697 sqft
Tangerine Pkwy
MLS ID #P4939393, BROKERS REALTY OF CENTRAL FLOR.
Listing provided by Stellar MLS


$399,000
605 Sarner Pass Way
Winter Haven, FL 33881
4 bd · 3 ba · 2,676 sqft
Lake Lucerne Ph 5
MLS ID #G5108932, HOMESMART.
Listing provided by Stellar MLS


$399,000
1280 Denali Dr
Winter Haven, FL 33881
4 bd · 3 ba · 2,566 sqft
Lake Lucerne Ii
MLS ID #G5107453, LPT REALTY, LLC.
Listing provided by Stellar MLS


$208,000
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

$339,640
349 Meredith Blvd
Winter Haven, FL 33881
4 bd · 3 ba · 1,986 sqft
Willowbrook North
MLS ID #O6427421, DRB GROUP REALTY, LLC.
Listing provided by Stellar MLS


$290,000
6194 Grey Heron Dr
Winter Haven, FL 33881
3 bd · 2 ba · 1,711 sqft
Lakeside Landings Ph 01
MLS ID #L4961808, TRUE FLORIDA REALTY LLC.
Listing provided by Stellar MLS


$280,000
3136 Country Club Cir
Winter Haven, FL 33881
3 bd · 2 ba · 1,690 sqft
Country Walk/Winter Haven
MLS ID #L4961900, LA ROSA REALTY PRESTIGE.
Listing provided by Stellar MLS


$274,990
2021 Oliver Pl
Winter Haven, FL 33881
3 bd · 2 ba · 1,507 sqft
Leisure Shores
MLS ID #P4939187, TRUE FLORIDA REALTY LLC.
Listing provided by Stellar MLS


$319,990
811 Andrew St
Winter Haven, FL 33881
3 bd · 2 ba · 1,600 sqft
Willowbrook North
MLS ID #O6410787, DRB GROUP REALTY, LLC.
Listing provided by Stellar MLS


$294,990
337 Meredith Blvd
Winter Haven, FL 33881
3 bd · 2 ba · 1,480 sqft
Willowbrook North
MLS ID #O6379298, DRB GROUP REALTY, LLC.
Listing provided by Stellar MLS


$1,050,000
1645 Crump Rd
Winter Haven, FL 33881
5 bd · 4 ba · 3,612 sqft
Lake Regions Country Place
MLS ID #P4939113, THE K TEAM REAL ESTATE SERVICES LLC.
Listing provided by Stellar MLS

$350,000
6022 Grey Heron Dr
Winter Haven, FL 33881
5 bd · 3 ba · 2,577 sqft
Lakeside Landings Ph 01
MLS ID #O6424822, LPT REALTY, LLC.
Listing provided by Stellar MLS


$399,000
1151 Carefree Cove Dr
Winter Haven, FL 33881
3 bd · 2 ba · 1,734 sqft
Carefree Cove
MLS ID #TB8450979, HOMECOIN.COM.
Listing provided by Stellar MLS

$285,000
1593 Lemon Ave
Winter Haven, FL 33881
4 bd · 2 ba · 1,761 sqft
Eagle Crest
MLS ID #TB8531542, SOUTH CEDAR REAL ESTATE, INC.
Listing provided by Stellar MLS


$295,000
6103 Grey Heron Dr
Winter Haven, FL 33881
4 bd · 2 ba · 1,828 sqft
Lakeside Landings Ph 01
MLS ID #O6403532, BROKER HUB REALTY GROUP LLC.
Listing provided by Stellar MLS


$464,900
3749 Fieldstone Cir
Winter Haven, FL 33881
5 bd · 3 ba · 2,588 sqft
Country Club Estates
MLS ID #L4962714, KELLER WILLIAMS REALTY SMART 1.
Listing provided by Stellar MLS


$195,000
921 Avenue E Ne
Winter Haven, FL 33881
3 bd · 2 ba · 1,080 sqft
Anna Mar
MLS ID #P4939058, STAR REALTY OF WINTER HAVEN.
Listing provided by Stellar MLS


$269,000
1373 Lucerne Loop Rd Ne
Winter Haven, FL 33881
4 bd · 2 ba · 1,746 sqft
Lucerne Park
MLS ID #TB8506713, ENGEL & VOLKERS SOUTH TAMPA.
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 8.1 months of inventory. About 8.1 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, up about 4.9% from a year earlier.
How fast do homes sell in 33881?+
Homes in 33881 are selling in a median of about 53 days, at roughly 98% of asking price.
How many homes are for sale in 33881?+
There are currently 258 active residential listings in 33881, with homes selling at roughly 31.9 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.