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.

Buyer's Market
7.5
months of inventory

About 7.5 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).

Median Sale Price
$285K
409 sold / yr
1-Yr Appreciation
+3.6%
median price
Days on Market
50
median
Sale-to-List
97.7%
of asking
Sales Pace
34.1/mo
last 12 mo
Active Listings
254
for sale now
Median Sale Price — Trailing 24 Months

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

254 active listings in Winter Haven

View all 33881 listings
1100 Carefree Cove Dr, FL1100 Carefree Cove Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

255 Haines Blvd, FL255 Haines Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$289,999

255 Haines Blvd

Winter Haven, FL 33881

4 bd · 2 ba · 1,793 sqft

Lakes At Lucerne Park Ph 02

MLS ID #B4902269, LAND SOUTH REALTY, LLC.

Listing provided by Stellar MLS

709 Sarner Pass Way, FL
Stellar MLS
ActiveSingle Family Residence

$294,500

709 Sarner Pass Way

Winter Haven, FL 33881

4 bd · 3 ba · 3,016 sqft

Lake Lucerne Ph 5

MLS ID #S5153498, REALTYCITY INC.

Listing provided by Stellar MLS

28 Casarena Ct, FL28 Casarena Ct, FL
Stellar MLS
ActiveTownhouse

$155,000

28 Casarena Ct

Winter Haven, FL 33881

2 bd · 3 ba · 2,045 sqft

Casarena On Lakes

MLS ID #S5146381, REALTYCITY INC.

Listing provided by Stellar MLS

5871 Windridge Dr, FL5871 Windridge Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$300,000

5871 Windridge Dr

Winter Haven, FL 33881

4 bd · 4 ba · 3,050 sqft

Windridge

MLS ID #O6409535, CENTURY 21 CARIOTI.

Listing provided by Stellar MLS

1207 32nd St Nw, FL1207 32nd St Nw, FL
Stellar MLS
ActiveSingle Family Residence360°

$229,000

1207 32nd St Nw

Winter Haven, FL 33881

3 bd · 1 ba · 1,189 sqft

West Cannon Heights

MLS ID #O6429800, URBAN-O REAL ESTATE SOLUTIONS.

Listing provided by Stellar MLS

107 Sanderling Dr, FL
Stellar MLS
ActiveSingle Family Residence

$385,000

107 Sanderling Dr

Winter Haven, FL 33881

4 bd · 2 ba · 2,567 sqft

Hamilton West Ph 02

MLS ID #O6433016, TRUDEALS REALTY CORP.

Listing provided by Stellar MLS

1450 W Lake Cannon Dr Nw, FL1450 W Lake Cannon Dr Nw, FL
Stellar MLS
ActiveSingle Family Residence

$299,000

1450 W Lake Cannon Dr Nw

Winter Haven, FL 33881

5 bd · 2 ba · 4,053 sqft

Inwood

MLS ID #L4960456, EXP REALTY LLC.

Listing provided by Stellar MLS

238 College Grove Cir Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$365,000

238 College Grove Cir Ne

Winter Haven, FL 33881

3 bd · 2 ba · 1,834 sqft

College Grove Rep

MLS ID #P4939455, LA ROSA REALTY PRESTIGE.

Listing provided by Stellar MLS

6022 Grey Heron Dr, FL6022 Grey Heron Dr, FL
Stellar MLS
ActiveSingle Family Residence

$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

3821 Avenue J Nw, FL3821 Avenue J Nw, FL
Stellar MLS
ActiveSingle Family Residence360°

$211,900

3821 Avenue J Nw

Winter Haven, FL 33881

3 bd · 2 ba · 1,252 sqft

Deerwood

MLS ID #TB8508879, POWERS REAL ESTATE SOLUTIONS LLC.

Listing provided by Stellar MLS

3356 Avenue Q Nw, FL
Stellar MLS
ActiveDuplex360°

$295,700

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

2710 Woodlawn Dr, FL2710 Woodlawn Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$206,000

2710 Woodlawn Dr

Winter Haven, FL 33881

3 bd · 1 ba · 1,092 sqft

Idyl Ridge View

MLS ID #O6428252, MARK SPAIN REAL ESTATE.

Listing provided by Stellar MLS

1522 Eckart Dr, FL1522 Eckart Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$349,999

1522 Eckart Dr

Winter Haven, FL 33881

3 bd · 2 ba · 1,524 sqft

Rochelle Gardens

MLS ID #L4959745, EXP REALTY LLC.

Listing provided by Stellar MLS

6825 S Lake Henry Dr Ne, FL6825 S Lake Henry Dr Ne, FL
Stellar MLS
ActiveManufactured Home360°

$220,000

6825 S Lake Henry Dr Ne

Winter Haven, FL 33881

2 bd · 2 ba · 1,790 sqft

Lucerne Park Fruit Assn

MLS ID #S5143698, RE/MAX HERITAGE PROFESSIONALS.

Listing provided by Stellar MLS

218 Lake Hartridge Dr Nw, FL
Stellar MLS
ActiveSingle Family Residence360°

$369,900

218 Lake Hartridge Dr Nw

Winter Haven, FL 33881

3 bd · 2 ba · 2,123 sqft

Hartridge Hills

MLS ID #TB8538203, LISTED SIMPLY.

Listing provided by Stellar MLS

3328 Avenue T Nw, FL
Stellar MLS
ActiveSingle Family Residence360°

$199,990

3328 Avenue T Nw

Winter Haven, FL 33881

3 bd · 1 ba · 1,208 sqft

Inwood

MLS ID #S5153207, AXEN REALTY, LLC.

Listing provided by Stellar MLS

1830 2nd St Nw #A, FL1830 2nd St Nw #A, FL
Stellar MLS
ActiveDuplex360°

$455,000

1830 2nd St Nw #A

Winter Haven, FL 33881

6 bd · 2 ba · 1,944 sqft

Laramore Sub

MLS ID #S5149227, EXP REALTY LLC.

Listing provided by Stellar MLS

3035 Buckeye Pointe Dr, FL3035 Buckeye Pointe Dr, FL
Stellar MLS
ActiveSingle Family Residence

$369,900

3035 Buckeye Pointe Dr

Winter Haven, FL 33881

4 bd · 3 ba · 2,070 sqft

Buckeye Pointe

MLS ID #TB8537697, EXP REALTY LLC.

Listing provided by Stellar MLS

300 Avenue V Ne, FL300 Avenue V Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$175,000

300 Avenue V Ne

Winter Haven, FL 33881

3 bd · 1 ba · 912 sqft

Eula Vista Sub

MLS ID #L4961309, KELLER WILLIAMS REALTY SMART.

Listing provided by Stellar MLS

5621 Forest Ridge Dr, FL5621 Forest Ridge Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$259,000

5621 Forest Ridge Dr

Winter Haven, FL 33881

3 bd · 2 ba · 1,256 sqft

Forest Ridge

MLS ID #P4939557, CENTURY 21 MYERS REALTY.

Listing provided by Stellar MLS

133 Rebecca Dr Ne, FL133 Rebecca Dr Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$299,000

133 Rebecca Dr Ne

Winter Haven, FL 33881

3 bd · 2 ba · 1,342 sqft

Saxon Myers Rep Ph 2

MLS ID #L4964187, THE STONES REAL ESTATE FIRM.

Listing provided by Stellar MLS

525 Avenue A Ne, FL525 Avenue A Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$345,000

525 Avenue A Ne

Winter Haven, FL 33881

4 bd · 3 ba · 1,870 sqft

Revised Map Of Fernwood Add

MLS ID #S5146036, NORKIS & CO REALTY.

Listing provided by Stellar MLS

3136 Country Club Cir, FL3136 Country Club Cir, FL
Stellar MLS
ActiveSingle Family Residence

$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

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 7.5 months of inventory. About 7.5 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 3.6% from a year earlier.

How fast do homes sell in 33881?+

Homes in 33881 are selling in a median of about 50 days, at roughly 98% of asking price.

How many homes are for sale in 33881?+

There are currently 254 active residential listings in 33881, with homes selling at roughly 34.1 per month.

See the greater Orlando market →

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.