Recently Sold Homes in 33881

/2
$495,000

Sold May 18, 2026

503 Hamilton Shores Ct NE, Winter Haven, FL 33881
- 3 Beds
- 2.5 Baths
- 2,375 Sq Ft
- Built 1991
Last Sold Summary
- 6% Below List Price
- $208/SF
- 44 Days On Market
Current Estimated Value $498,938

Last Listing Agent Wanda Dicks COLDWELL BANKER REALTY

503 Hamilton Shores Ct NE, Winter Haven, FL 33881
/2
$330,000

Sold Aug 26, 2025

447 Lanham Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,845 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $179/SF
- 140 Days On Market
Current Estimated Value $327,131

Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

447 Lanham Dr, Winter Haven, FL 33881
/2
$719,400

Sold Sep 25, 2025

1006 W Lake Hamilton Dr, Winter Haven, FL 33881
- 3 Beds
- 2.5 Baths
- 3,068 Sq Ft
- Built 2005
Last Sold Summary
- 24% Below List Price
- $234/SF
- 221 Days On Market
Current Estimated Value $711,838

Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

1006 W Lake Hamilton Dr, Winter Haven, FL 33881
/2
$380,000

Sold Oct 28, 2025

367 Sunfish Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 2,703 Sq Ft
- Built 2019
Last Sold Summary
- $141/SF
Current Estimated Value $373,617

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

367 Sunfish Dr, Winter Haven, FL 33881
/2
$440,000

Sold Mar 27, 2026

1730 2nd St NW Unit A, Winter Haven, FL 33881
- 6 Beds
- 3 Baths
- 2,496 Sq Ft
- Built 1982
Last Sold Summary
- 16% Above List Price
- $176/SF
- 18 Days On Market
Current Estimated Value $438,667

Last Listing Agent Steven Ray Burnett NUGGET REALTY

1730 2nd St NW Unit A, Winter Haven, FL 33881
/2
$228,500

Sold Dec 17, 2025

2219 Starboard, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 2,014 Sq Ft
- Built 1974
Last Sold Summary
- 12% Below List Price
- $113/SF
- 141 Days On Market
Current Estimated Value $224,567

Last Listing Agent Blake Simpson DREAM REALTY GROUP

2219 Starboard, Winter Haven, FL 33881
/2
$175,000

Sold Dec 31, 2025

201 Cleveland Ave, Winter Haven, FL 33881
- 3 Beds
- 1 Bath
- 1,296 Sq Ft
- Built 1946
Last Sold Summary
- 41% Below List Price
- $135/SF
- 260 Days On Market
Current Estimated Value $221,349

Last Listing Agent Tim Irby TOWN & COUNTRY REAL ESTATE

201 Cleveland Ave, Winter Haven, FL 33881
/2
$125,000

Sold Mar 20, 2026

6719 Canterbury Dr NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1981
Last Sold Summary
- 15% Below List Price
- $118/SF
- 342 Days On Market
Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

6719 Canterbury Dr NE, Winter Haven, FL 33881
/2
$279,900

Sold Aug 08, 2025

1754 35th St NW, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $175/SF
- 25 Days On Market
Last Listing Agent Maria Garcia Acosta INVESTOR'S HOME REALTY

1754 35th St NW, Winter Haven, FL 33881
/2
$115,000

Sold Mar 06, 2026

1776 6th St NW Unit 409, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,347 Sq Ft
- Built 1974
Last Sold Summary
- 8% Below List Price
- $85/SF
- 120 Days On Market
Current Estimated Value $116,976

Last Listing Agent Chris Goode JUDY B CLEAVES PROPERTIES INC

1776 6th St NW Unit 409, Winter Haven, FL 33881
/2
$235,000

Sold Oct 10, 2025

5796 Lakeside Landings Blvd, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 2008
Last Sold Summary
- $220/SF
- 7 Days On Market
Current Estimated Value $225,306

Last Listing Agent Dawn Walls MARK SPAIN REAL ESTATE

5796 Lakeside Landings Blvd, Winter Haven, FL 33881
/2
$182,900

Sold Jan 27, 2026

2153 Lois Blvd, Lake Alfred, FL 33850
- 2 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1981
Last Sold Summary
- 4% Below List Price
- $141/SF
- 39 Days On Market
Last Listing Agent Ashley Bearden KELLER WILLIAMS REALTY

2153 Lois Blvd, Lake Alfred, FL 33850
/2
$21,000

Sold Jun 05, 2026

124 1st St N, Winter Haven, FL 33881
- 2 Beds
- 1 Bath
- 680 Sq Ft
- Built 1943
Last Sold Summary
- 48% Below List Price
- $31/SF
- 390 Days On Market
Last Listing Agent Tony Kelly A BETTER LIFE REALTY

124 1st St N, Winter Haven, FL 33881
/33
$299,990

Sold May 12, 2026

244 Meredith Blvd, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 1,938 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $155/SF
- 69 Days On Market
Current Estimated Value $296,369

Dream Finders Homes Willowbrook North

244 Meredith Blvd, Winter Haven, FL 33881
/2
$135,000

Sold Sep 08, 2025

6300 Bayberry Blvd NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1991
Last Sold Summary
- 10% Below List Price
- $110/SF
- 11 Days On Market
Last Listing Agent Sam Daniels KELLER WILLIAMS REALTY SMART 1

6300 Bayberry Blvd NE, Winter Haven, FL 33881
/2
$160,600

Sold Jun 02, 2026

1246 31st St NW, Winter Haven, FL 33881
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1961
Last Sold Summary
- 11% Below List Price
- $191/SF
- 98 Days On Market
Current Estimated Value $164,236

Last Listing Agent Pablo Lluveras Matos PEOPLE'S CHOICE REALTY SVC LLC

1246 31st St NW, Winter Haven, FL 33881
/9
$279,990

Sold Jul 10, 2026

3307 Twilight Rd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,802 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 15% Below List Price
- $155/SF
- 24 Days On Market
Current Estimated Value $292,667

Starlight Homes Sunset Hills

3307 Twilight Rd, Winter Haven, FL 33881
/91
$45,000

Sold Jul 02, 2026

229 Alpine Dr, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- Built 1984
Last Sold Summary
- 31% Below List Price
- 134 Days On Market
Last Listing Agent Chrissy Walter Sunset Home Sales

229 Alpine Dr, Winter Haven, FL 33881
/2
$116,000

Sold Jul 12, 2026

1550 11th St NE Unit F2, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 1976
Last Sold Summary
- 11% Below List Price
- $101/SF
- 253 Days On Market
Current Estimated Value $122,000

Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

1550 11th St NE Unit F2, Winter Haven, FL 33881
/11
$332,500

Sold Sep 15, 2025

2561 Mariah Place, Lake Alfred, FL 33850
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $172/SF
- 8 Days On Market
Current Estimated Value $334,429

Holiday Builders Eden Hills

2561 Mariah Place, Lake Alfred, FL 33850
/19
$339,990

Sold Jan 16, 2026

3494 Evening Star Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,909 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $178/SF
- 43 Days On Market
Current Estimated Value $339,250

Starlight Homes Sunset Hills

3494 Evening Star Dr, Winter Haven, FL 33881
/2
$301,900

Sold Sep 21, 2025

467 Ituna Cir, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,545 Sq Ft
- Built 2025
Last Sold Summary
- $195/SF
- 3 Days On Market
Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

467 Ituna Cir, Winter Haven, FL 33881
/2
$490,000

Sold Sep 10, 2025

631 Avenue H NW, Winter Haven, FL 33881
- 6 Beds
- 5 Baths
- 3,569 Sq Ft
- Built 1920
Last Sold Summary
- 11% Below List Price
- $137/SF
- 108 Days On Market
Current Estimated Value $475,220

Last Listing Agent Tito Urbano FLORIDA REALTY INVESTMENTS

631 Avenue H NW, Winter Haven, FL 33881
/2
$47,900

Sold Sep 12, 2025

7072 Fairview Village Cir, Winter Haven, FL 33881
- 1 Bed
- 1 Bath
- 680 Sq Ft
- Built 1985
Last Sold Summary
- 19% Below List Price
- $70/SF
- 203 Days On Market
Last Listing Agent Casandra Vann KELLER WILLIAMS REALTY

7072 Fairview Village Cir, Winter Haven, FL 33881
/2
$280,000

Sold Aug 29, 2025

14 Morton Rd, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,407 Sq Ft
- Built 2015
Last Sold Summary
- 8% Below List Price
- $199/SF
- 62 Days On Market
Current Estimated Value $270,693

Last Listing Agent Viktoria Strudwick LIVE FLORIDA REALTY

14 Morton Rd, Winter Haven, FL 33881
/2
$100,000

Sold Apr 08, 2026

2072 Thelma Dr, Lake Alfred, FL 33850
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1985
Last Sold Summary
- 13% Below List Price
- $104/SF
- 14 Days On Market
Last Listing Agent John Carter KELLER WILLIAMS REALTY

2072 Thelma Dr, Lake Alfred, FL 33850
/2
$329,000

Sold Apr 30, 2026

246 Meadowbrook Blvd, Winter Haven, FL 33881
- 5 Beds
- 3 Baths
- 2,696 Sq Ft
- Built 2020
Last Sold Summary
- 8% Below List Price
- $122/SF
- 136 Days On Market
Current Estimated Value $336,726

Last Listing Agent Jason Braddock EXP REALTY LLC

246 Meadowbrook Blvd, Winter Haven, FL 33881
/2
$270,000

Sold Mar 27, 2026

1477 Lucerne Loop Rd NE, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,746 Sq Ft
- Built 2019
Last Sold Summary
- $155/SF
- 36 Days On Market
Current Estimated Value $268,249

Last Listing Agent Desiree Swanz ENGEL & VOLKERS SOUTH TAMPA

1477 Lucerne Loop Rd NE, Winter Haven, FL 33881
/2
$315,000

Sold Apr 17, 2026

1492 Haines Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,708 Sq Ft
- Built 2021
Last Sold Summary
- 3% Below List Price
- $184/SF
- 117 Days On Market
Current Estimated Value $308,165

Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

1492 Haines Dr, Winter Haven, FL 33881
/2
$928,000

Sold Jan 22, 2026

233 W Central Ave, Winter Haven, FL 33880
- Land
- 10,890 Sq Ft
- $3,712,000 per Acre
Last Sold Summary
- 2% Below List Price
- 147 Days On Market
Current Estimated Value $971,000

Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

233 W Central Ave, Winter Haven, FL 33880
/2
$143,000

Sold Apr 16, 2026

6667 Briarhill Dr NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
- Built 1985
Last Sold Summary
- 2% Above List Price
- $125/SF
- 39 Days On Market
Last Listing Agent Laura Villardi COLDWELL BANKER REALTY

6667 Briarhill Dr NE, Winter Haven, FL 33881
/2
$220,000

Sold Dec 05, 2025

3509 Avenue U NW, Winter Haven, FL 33881
- 3 Beds
- 1 Bath
- 1,020 Sq Ft
- Built 1955
Last Sold Summary
- $216/SF
- 6 Days On Market
Current Estimated Value $209,878

Last Listing Agent Phil and Yuliya Mariani EXP REALTY LLC

3509 Avenue U NW, Winter Haven, FL 33881
/7
$261,900

Sold Jan 14, 2026

215 Turtle Bay Ave, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $163/SF
- 43 Days On Market
Current Estimated Value $233,132

Highland Homes Harbor at Lake Henry - Townhomes

215 Turtle Bay Ave, Winter Haven, FL 33881
/2
$131,000

Sold Sep 26, 2025

1130 Carefree Cove Dr, Winter Haven, FL 33881
- 3 Beds
- 1.5 Baths
- 1,204 Sq Ft
- Built 1961
Last Sold Summary
- 34% Below List Price
- $109/SF
- 55 Days On Market
Current Estimated Value $251,092

Last Listing Agent Casandra Vann KELLER WILLIAMS REALTY

1130 Carefree Cove Dr, Winter Haven, FL 33881
/2
$270,000

Sold Jun 30, 2026

228 Krenson Bay Loop, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,801 Sq Ft
- Built 2022
Last Sold Summary
- 10% Below List Price
- $150/SF
- 146 Days On Market
Current Estimated Value $290,190

Last Listing Agent Mike Rance RE/MAX 200 REALTY

228 Krenson Bay Loop, Winter Haven, FL 33881
/22
$362,919

Sold Apr 30, 2026

296 Meredith Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,625 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 2% Below List Price
- $223/SF
- 7 Days On Market
Dream Finders Homes Willowbrook North

296 Meredith Blvd, Winter Haven, FL 33881
/2
$280,000

Sold May 26, 2026

525 7th St NE, Winter Haven, FL 33881
- 3 Beds
- 3 Baths
- 1,528 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $183/SF
- 31 Days On Market
Current Estimated Value $278,436

Last Listing Agent Veronica Figueroa EXP REALTY LLC

525 7th St NE, Winter Haven, FL 33881
/2
$55,000

Sold Mar 16, 2026

312 Ulrich Ave, Winter Haven, FL 33881
- Land
- 10,018 Sq Ft
- $239,130 per Acre
Last Sold Summary
- 27% Below List Price
- 90 Days On Market
Current Estimated Value $54,160

Last Listing Agent Angel Ayala KELLER WILLIAMS ADVANTAGE III

312 Ulrich Ave, Winter Haven, FL 33881
/2
$395,000

Sold Nov 25, 2025

1323 Stately Oaks Dr NW, Winter Haven, FL 33881
- 2 Beds
- 3 Baths
- 1,354 Sq Ft
- Built 1925
Last Sold Summary
- 4% Below List Price
- $292/SF
- 15 Days On Market
Current Estimated Value $379,021

Last Listing Agent Lisa Simpson KELLER WILLIAMS REALTY SMART 1

1323 Stately Oaks Dr NW, Winter Haven, FL 33881
/2
$460,000

Sold Apr 22, 2026

2512 Sherwood St, Winter Haven, FL 33881
- 4 Beds
- 3 Baths
- 2,697 Sq Ft
- Built 2017
Last Sold Summary
- 4% Below List Price
- $171/SF
- 104 Days On Market
Current Estimated Value $453,547

Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

2512 Sherwood St, Winter Haven, FL 33881

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