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
408 sold / yr
1-Yr Appreciation
+3.6%
median price
Days on Market
50
median
Sale-to-List
97.7%
of asking
Sales Pace
34/mo
last 12 mo
Active Listings
256
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

256 active listings in Winter Haven

View all 33881 listings
800 W Lake Elbert Dr Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$479,900

800 W Lake Elbert Dr Ne

Winter Haven, FL 33881

4 bd · 4 ba · 3,221 sqft

Graydon Hills

MLS ID #TB8535903, SILVER DOOR REALTY LLC.

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

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

1903 3rd St Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$160,000

1903 3rd St Ne

Winter Haven, FL 33881

3 bd · 1 ba · 988 sqft

Florence Village

MLS ID #P4939237, LA ROSA REALTY PRESTIGE.

Listing provided by Stellar MLS

629 Avenue A Ne, FL629 Avenue A Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$225,000

629 Avenue A Ne

Winter Haven, FL 33881

2 bd · 2 ba · 1,293 sqft

Yonnally W P Resub

MLS ID #O6423096, MBA REALTY GROUP, INC.

Listing provided by Stellar MLS

204 Avenue D Ne, FL204 Avenue D Ne, FL
Stellar MLS
ActiveSingle Family Residence360°

$250,000

204 Avenue D Ne

Winter Haven, FL 33881

6 bd · 3 ba · 2,102 sqft

Winter Haven Heights

MLS ID #O6413665, MBA REALTY GROUP, INC.

Listing provided by Stellar MLS

5764 Royal Hills Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$329,900

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

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

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, FL3356 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

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 256 active residential listings in 33881, with homes selling at roughly 34 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.