Homes in ZIP Code 33881

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  /2

  $254,000

  Sold May 20, 2026

  4108 Island Lakes Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,507 Sq Ft
  • Built 2014

  Last Sold Summary

  • 12% Below List Price
  • $169/SF
  • 157 Days On Market

  Current Estimated Value $258,889

  Last Listing Agent Roque Acevedo ONE TEAM REALTY

  4108 Island Lakes Dr, Winter Haven, FL 33881
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  /2

  Est $144,253

  Not Listed For Sale

  297 Winter Ridge Blvd Unit 284, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1994

  297 Winter Ridge Blvd Unit 284, Winter Haven, FL 33881

  Last Sold Summary

  • 86 Days On Market
• 

  

  

  /15

  $296,500

  $14K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft

  3356 Avenue Q NW, Winter Haven, FL 33881

  BACK ON MARKET — NOW PRICED UNDER $300K! Seller offering a $5,000 buyer closing cost credit. Occupied Winter Haven duplex generating $2,550/month in gross rental income. Both units are 2 bed / 1 bath and feature stone countertops, laminate flooring, and separate living spaces. No carpet. No HOA. No current vacancy. This property offers immediate income from day one with a practical two-unit setup

  Enrique Ojeda BANERSY REAL ESTATE, LLC

  3356 Avenue Q NW, Winter Haven, FL 33881
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  /2

  $540,000

  Sold Dec 12, 2025

  214 Spring Azure Dr, Lake Alfred, FL 33850

  • 4 Beds
  • 2.5 Baths
  • 1,934 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $279/SF
  • 98 Days On Market

  Current Estimated Value $539,799

  Last Listing Agent Tony Insua Jr. LOCKHART & ASSOCIATES INC

  214 Spring Azure Dr, Lake Alfred, FL 33850
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  /2

  Est $272,596

  Not Listed For Sale

  112 Sunfish Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • Built 2024

  112 Sunfish Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 64 Days On Market
• 

  

  /36

  $37,900

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  500 Cheyenne Dr Unit 69, Winter Haven, FL 33881

  Hidden Cove East / Lot #69 / 2 Bedroom/2 Bath / 784 Sq. Ft. / ONLY $37,900.00 This gorgeous home is fully furnished & truly TURN-KEY and ready for the next person to call it home. Because this community only has 83 homes, it is rare that homes come onto the market (once folks purchase, they love it so much they stay)! Put your name on this beautiful home that offers: New Roof (2024) New A/C with

  Jennifer Torres CRF Communities

  500 Cheyenne Dr Unit 69, Winter Haven, FL 33881
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  /2

  $259,900

  Sold Jul 10, 2025

  313 Wharf Way, Winter Haven, FL 33881

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $162/SF
  • 165 Days On Market

  Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  313 Wharf Way, Winter Haven, FL 33881
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  /2

  Not Listed For Sale

  303 Winter Ridge Blvd Unit 303, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1994

  303 Winter Ridge Blvd Unit 303, Winter Haven, FL 33881

  Last Sold Summary

  • 38 Days On Market
• 

  

  /16

  $105,000

  • Land
  • 13,939 Sq Ft
  • $328,125 per Acre

  250 Amaryllis Way, Lake Alfred, FL 33850

  Prime Vacant Land Opportunity in Water Ridge – 250 Amaryllis Way, Lake Alfred, Florida Build your dream home in the highly sought-after community of Water Ridge. This beautiful vacant homesite at 250 Amaryllis Way offers the perfect canvas for a custom residence in one of Central Florida’s premier gated lakefront neighborhoods. Positioned to capture peaceful water views and beautiful sunrise

  Mark Loewenberg KELLER WILLIAMS REALTY/P B

  250 Amaryllis Way, Lake Alfred, FL 33850
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  /2

  $520,000

  Sold Dec 12, 2025

  349 Quentin Ave NW, Winter Haven, FL 33881

  • 8 Beds
  • 8 Baths
  • 3,744 Sq Ft
  • Built 1970

  Last Sold Summary

  • 15% Below List Price
  • $139/SF
  • 37 Days On Market

  Current Estimated Value $525,018

  Last Listing Agent KaLeena Laubach LPT REALTY, LLC

  349 Quentin Ave NW, Winter Haven, FL 33881
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  /46

  Not Listed For Sale

  601 Lake Henry Dr, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • Built 1984

  601 Lake Henry Dr, Winter Haven, FL 33881

  Last Sold Summary
• 

  

  /41

  $375,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  1212 W Lake Buckeye Dr, Winter Haven, FL 33881

  Under contract-accepting backup offers. Tucked away on a dead-end street in Winter Haven, this spacious lakefront home on Lake Buckeye offers almost 2,400 square feet of living space, a private dock, and a rare combination of privacy, character, and major updates. Situated on over 1/3 of an acre, the property features low traffic, peaceful waterfront views, and a fenced backyard area for pets or

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  1212 W Lake Buckeye Dr, Winter Haven, FL 33881
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  /2

  $270,000

  Sold Jul 11, 2025

  2138 Mirasol Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft
  • Built 2012

  Last Sold Summary

  • 10% Below List Price
  • $165/SF
  • 52 Days On Market

  Current Estimated Value $272,376

  Last Listing Agent Keegan Siegfried LPT REALTY, LLC

  2138 Mirasol Dr, Winter Haven, FL 33881
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  /50

  Est $370,474

  Not Listed For Sale

  36 Golfview Cir NE, Winter Haven, FL 33881

  • 4 Beds
  • 3 Baths
  • 3,226 Sq Ft
  • Built 1960

  36 Golfview Cir NE, Winter Haven, FL 33881

  Last Sold Summary

  • 4 Days On Market
• 

  /2

  $242,900

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft

  117 Loma Dr, Winter Haven, FL 33881

  Brand-new 3-bedroom, 2.5-bath two-story townhome with garage in Winter Haven, FL. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s

  George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  117 Loma Dr, Winter Haven, FL 33881
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  /2

  $142,000

  Sold Feb 25, 2026

  64 Winter Ridge Rd, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $105/SF
  • 95 Days On Market

  Current Estimated Value $142,941

  Last Listing Agent Susan Rohlfing QUINN & COMPANY REALTORS, LLC

  64 Winter Ridge Rd, Winter Haven, FL 33881
• 

  /2

  Est $280,545

  Not Listed For Sale

  1517 Haines Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • Built 2021

  1517 Haines Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 56 Days On Market
• 

  

  /29

  $89,900

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  2019 Wentworth Place Unit 584, Winter Haven, FL 33881

  2 Bedroom | 2 Bath | 1,310 Sq Ft | $89,900 Four Lakes Golf Club Lot 584 Welcome to this well-maintained and thoughtfully designed home offering comfort, space, and exceptional value. From the moment you arrive, the decorator driveway adds a polished touch of curb appeal, setting the stage for what's inside. Step into a bright and inviting open floor plan, perfect for both everyday living and

  Cheryl Dobbs CRF Communities

  2019 Wentworth Place Unit 584, Winter Haven, FL 33881
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  /2

  $139,900

  Sold Feb 17, 2026

  6619 Westchester Dr NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,642 Sq Ft
  • Built 1987

  Last Sold Summary

  • $85/SF
  • 3 Days On Market

  Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6619 Westchester Dr NE, Winter Haven, FL 33881
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  /2

  Est $466,147

  Not Listed For Sale

  3909 Conine Dr E, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft
  • Built 1974

  3909 Conine Dr E, Winter Haven, FL 33881

  Last Sold Summary

  • 31 Days On Market
• 

  

  /40

  $669,000

  • 4 Beds
  • 4 Baths
  • 3,050 Sq Ft

  803 Lake Jessie Dr, Winter Haven, FL 33881

  Experience luxury living in this newly built (2023) modern style home featuring breathtaking views of Lake Jessie and no HOA! This spacious 4-bedroom, 4-bath single-family residence offers an expansive open floor plan, soaring ceilings, and porcelain tile throughout. The elegant living room features a dramatic porcelain tile fireplace, creating a warm and stylish focal point. The chef’s kitchen

  Asley Garcia LANTES REAL ESTATE LLC

  803 Lake Jessie Dr, Winter Haven, FL 33881
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  /31

  $45,000

  Sold Oct 31, 2025

  147 Zermatt Dr, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths

  Last Sold Summary

  • 10% Below List Price
  • 7 Days On Market

  Last Listing Agent Cynthia Cole Sunset Home Sales

  147 Zermatt Dr, Winter Haven, FL 33881
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  /50

  Not Listed For Sale

  0 Lucerne Park Rd Unit MFRP4930710, Winter Haven, FL 33881

  0 Lucerne Park Rd Unit MFRP4930710, Winter Haven, FL 33881

  Last Sold Summary

  • 37 Days On Market
• 

  

  /35

  $178,000

  • 2 Beds
  • 2.5 Baths
  • 1,334 Sq Ft

  2500 21st St NW Unit 23, Winter Haven, FL 33881

  Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative farmhouse wall paneling

  Tomi Miller-Troupe COLDWELL BANKER REALTY

  2500 21st St NW Unit 23, Winter Haven, FL 33881
• 

  /2

  $339,900

  Sold Jan 13, 2026

  412 Ituna Cir, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $168/SF
  • 13 Days On Market

  Current Estimated Value $338,777

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  412 Ituna Cir, Winter Haven, FL 33881
• 

  /2

  Est $322,821

  Not Listed For Sale

  485 Lanham Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • Built 2022

  485 Lanham Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 51 Days On Market
• 

  

  /26

  $226,000

  $11K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,000 Sq Ft

  221 Avenue L NE, Winter Haven, FL 33881

  Cozy 3-Bed, 3-Bath Home Near Downtown Winter Haven Welcome to your next chapter in the heart of Winter Haven. This warm and inviting 3-bedroom, 3-bathroom home offers the perfect blend of comfort, convenience, and Florida charm. Just minutes from downtown, you’ll enjoy easy access to local shops, dining, parks, and community events while still coming home to a peaceful, cozy retreat. Step inside

  Vanessa Marshall COLDWELL BANKER REALTY

  221 Avenue L NE, Winter Haven, FL 33881
• 

  /2

  $360,000

  Sold Mar 16, 2026

  1734 3rd St NE, Winter Haven, FL 33881

  • 5 Beds
  • 3 Baths
  • 2,454 Sq Ft
  • Built 1913

  Last Sold Summary

  • 17% Below List Price
  • $147/SF
  • 97 Days On Market

  Current Estimated Value $363,185

  Last Listing Agent Devin Lofton EXP REALTY LLC

  1734 3rd St NE, Winter Haven, FL 33881
• 

  /2

  Est $254,975

  Not Listed For Sale

  1960 13th St NW, Winter Haven, FL 33881

  • 3 Beds
  • 2.5 Baths
  • 1,629 Sq Ft
  • Built 1959

  1960 13th St NW, Winter Haven, FL 33881

  Last Sold Summary

  • 38 Days On Market
• 

  

  /7

  $245,000

  $35K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1540 Avenue C NE, Winter Haven, FL 33881

  Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.

  Robert Miller MILLSHIRE REALTY

  1540 Avenue C NE, Winter Haven, FL 33881
• 

  /2

  $370,000

  Sold Jul 16, 2025

  2222 12th St NW, Winter Haven, FL 33881

  • 4 Beds
  • 4 Baths
  • 1,408 Sq Ft
  • Built 1927

  Last Sold Summary

  • 4% Below List Price
  • $263/SF
  • 67 Days On Market

  Current Estimated Value $353,843

  Last Listing Agent Daniel Hut HUT REALTY, LLC

  2222 12th St NW, Winter Haven, FL 33881
• 

  /2

  Est $273,890

  Not Listed For Sale

  1306 37th St NW, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2023

  1306 37th St NW, Winter Haven, FL 33881

  Last Sold Summary

  • 89 Days On Market
• 

  

  /40

  $310,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  1004 Avenue G NE, Winter Haven, FL 33881

  Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range. Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers

  Austin Towns STACEY TOWNS REALTY LLC

  1004 Avenue G NE, Winter Haven, FL 33881
• 

  /2

  $275,000

  Sold Jul 23, 2025

  3205 Royal Tern Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Built 2020

  Last Sold Summary

  • 10% Below List Price
  • $149/SF
  • 51 Days On Market

  Current Estimated Value $278,721

  Last Listing Agent Susan Shoemaker COASTAL PROPERTIES GROUP

  3205 Royal Tern Dr, Winter Haven, FL 33881
• 

  

  /20

  Est $260,659

  Not Listed For Sale

  1254 Tangerine Pkwy NE Unit 1254/1256, Winter Haven, FL 33881

  • 2 Beds
  • 1,697 Sq Ft
  • Built 1976

  1254 Tangerine Pkwy NE Unit 1254/1256, Winter Haven, FL 33881

  Last Sold Summary

  • 7 Days On Market
• 

  

  /52

  $384,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,061 Sq Ft

  Castaway Multi-Gen Plan at Willowbrook North, Winter Haven, FL 33881

  CASTAWAY MULTI-GEN: Beautiful 1 Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Featuring a Private Retreat: Whether it’s space for extended family, a private retreat for guests, or room to grow, these thoughtfully designed homes offer flexibility without added monthly costs.Designed for flexibility, the Castaway Retreat offers the ideal solution for extended family, guests,

  DRB Homes Builder

  0 Fl-544 St Unit 40596591, Winter Haven, FL 33881
• 

  /2

  $130,000

  Sold May 15, 2026

  6617 Westchester Dr NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $108/SF
  • 6 Days On Market

  Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6617 Westchester Dr NE, Winter Haven, FL 33881
• 

  /2

  Est $309,750

  Not Listed For Sale

  328 Avenue Y NE, Winter Haven, FL 33881

  • 4 Beds
  • 4 Baths
  • 1,808 Sq Ft
  • Built 2024

  328 Avenue Y NE, Winter Haven, FL 33881

  Last Sold Summary

  • 69 Days On Market
• 

  

  /57

  $59,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  281 Putter Cir, Winter Haven, FL 33881

  2 Bed | 2 Bath | 1620 square foot | $64,900 (Swiss Golf and Tennis- Lot 281) PRICE DROP! Seller is motivated. Beautifully updated and move-in ready home in a highly sought-after 55+ active golf community! This spacious open-layout home offers comfort, style, and plenty of room to relax or entertain. Partially furnished and loaded with upgrades, including a newer roof and double carport (2023), AC

  Brandi Sappington CRF Communities

  281 Putter Cir, Winter Haven, FL 33881
• 

  /2

  $495,000

  Sold May 07, 2026

  1988 Crossroads Blvd, Winter Haven, FL 33881

  • 4 Beds
  • 3 Baths
  • 2,781 Sq Ft
  • Built 2008

  Last Sold Summary

  • 14% Below List Price
  • $178/SF
  • 154 Days On Market

  Current Estimated Value $485,847

  Last Listing Agent Cindy Thornton AGILE GROUP REALTY

  1988 Crossroads Blvd, Winter Haven, FL 33881

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