Recently Sold Homes in 33881

/17
$381,695

Sold Nov 14, 2025

308 Meredith Blvd, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 1,938 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $197/SF
- 20 Days On Market
Current Estimated Value $299,096

Dream Finders Homes Willowbrook North

308 Meredith Blvd, Winter Haven, FL 33881
/2
$289,999

Sold Oct 10, 2025

153 Rebecca Dr NE, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
- Built 1995
Last Sold Summary
- $203/SF
- 27 Days On Market
Current Estimated Value $286,236

Last Listing Agent Cliff Glansen FLATFEE.COM

153 Rebecca Dr NE, Winter Haven, FL 33881
/19
$339,990

Sold Mar 02, 2026

3223 Nightfall Rd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,909 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 1% Below List Price
- $178/SF
- 34 Days On Market
Current Estimated Value $345,118

Starlight Homes Sunset Hills

3223 Nightfall Rd, Winter Haven, FL 33881
/2
$40,000

Sold Dec 16, 2025

7015 Fairview Village Cir, Winter Haven, FL 33881
- 1 Bed
- 1 Bath
- 402 Sq Ft
- Built 1980
Last Sold Summary
- 18% Below List Price
- $100/SF
- 64 Days On Market
Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

7015 Fairview Village Cir, Winter Haven, FL 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 $500,245

Last Listing Agent Wanda Dicks COLDWELL BANKER REALTY

503 Hamilton Shores Ct NE, 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 $729,495

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 $383,793

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 $439,667

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 $230,608

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 $239,930

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
$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 $116,011

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 $230,391

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 $299,275

Dream Finders Homes Willowbrook North

244 Meredith Blvd, Winter Haven, FL 33881
/2
$336,000

Sold Sep 15, 2026

832 Cambridge Dr, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 1,980 Sq Ft
- Built 2021
Last Sold Summary
- 2% Above List Price
- $170/SF
- 28 Days On Market
Current Estimated Value $331,427

Last Listing Agent Curtis Yopp HARPER REALTY FL, LLC

832 Cambridge Dr, 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 $164,051

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 $295,667

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 $117,809

Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

1550 11th St NE Unit F2, Winter Haven, FL 33881
/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 $339,299

Starlight Homes Sunset Hills

3494 Evening Star Dr, Winter Haven, FL 33881
/51
$388,000

Sold Sep 09, 2026

4111 Island Lakes Dr, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,998 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $194/SF
- 81 Days On Market
Current Estimated Value $398,819

Last Listing Agent Amy Moline EXP REALTY LLC

4111 Island Lakes Dr, 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 $334,679

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 $275,122

Last Listing Agent Desiree Swanz ENGEL & VOLKERS SOUTH TAMPA

1477 Lucerne Loop Rd NE, 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 $979,000

Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

233 W Central Ave, Winter Haven, FL 33880
/2
$336,900

Sold Aug 28, 2026

3422 Evening Star Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,802 Sq Ft
- Built 2026
Last Sold Summary
- $187/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

3422 Evening Star Dr, 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 $308,891

Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

1492 Haines Dr, Winter Haven, FL 33881
/2
$199,900

Sold Aug 11, 2026

1055 30th St NW, Winter Haven, FL 33881
- 4 Beds
- 1 Bath
- 1,020 Sq Ft
- Built 1955
Last Sold Summary
- 9% Below List Price
- $196/SF
- 46 Days On Market
Current Estimated Value $174,634

Last Listing Agent Philips Joseph YELLOWFIN REALTY

1055 30th St NW, Winter Haven, FL 33881
/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 $215,288

Last Listing Agent Phil 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 $237,394

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 $247,457

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 $273,268

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 $279,517

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 $55,181

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 $384,089

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 $454,445

Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

2512 Sherwood St, Winter Haven, FL 33881

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