Homes in ZIP Code 33881

• 

  

  

  /73

  $144,990

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  282 Alpine Dr, Winter Haven, FL 33881

  Welcome to your new lakefront paradise at 282 Alpine Dr in Winter Haven, FL! This charming 2-bedroom, 2-bathroom home sits right on the shores of Lake Henry, offering stunning views and endless fun on the water. Built in 1981, this well-kept house has been lovingly updated to keep it fresh and modern. You'll love the recent improvements, including a brand-new roof from 2023 and a state-of-the-art

  

  Chrissy Walter

  Sunset Home Sales

  282 Alpine Dr, Winter Haven, FL 33881
• 

  

  

  /3

  $1,550 Per Month

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Condo for Rent

  2007 9th St NE, Winter Haven, FL 33881

  Welcome to your perfect rental in Winter Haven, Florida! This charming property offers a comfortable living space in a vibrant community, just minutes away from delightful dining options and major department stores. The Winter Haven Hospital is also conveniently located just six minutes from your doorstep, ensuring your peace of mind. Key property features include central heating and

  2007 9th St NE, Winter Haven, FL 33881
• 

  

  /2

  $290,640

  Sold Aug 11, 2026

  533 Ituna Cir, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $196/SF
  • 49 Days On Market

  Current Estimated Value $281,000

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  533 Ituna Cir, Winter Haven, FL 33881
• 

  

  

  /54

  Est $746,541

  Not Listed For Sale

  175 Blazing Star Ave, Lake Alfred, FL 33850

  • 3 Beds
  • 3.5 Baths
  • 3,385 Sq Ft
  • Built 2021

  175 Blazing Star Ave, Lake Alfred, FL 33850

  Last Sold Summary

  • 183 Days On Market

  Last Listing Agent Nathan Mercado DALTON WADE INC
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  /81

  $54,900

  $5K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  31 Alpine Dr, Winter Haven, FL 33881

  Discover a retirement retreat in the heart of sunny Central Florida! This 2-bedroom, 2-bathroom manufactured home is nestled within Swiss Village, a 55+ active community on Lake Henry. Step inside to find laminate flooring throughout and a spacious main bedroom. Major updates have already been handled - there is a rubber roof and is approximately 10 years old, the HVAC system is just 3 years

  

  Chrissy Walter

  Sunset Home Sales

  31 Alpine Dr, Winter Haven, FL 33881
• 

  

  /14

  $2,095 Per Month

  • 4 Beds
  • 2 Baths
  • 1,994 Sq Ft
  • House for Rent

  4124 Sophia Blvd, Winter Haven, FL 33881

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2279.90. That covers your base rent, $2095.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  4124 Sophia Blvd, Winter Haven, FL 33881
• 

  /2

  $28,000

  Sold Jun 30, 2026

  839 Sears Ave NE, Winter Haven, FL 33881

  • Land
  • 4,791 Sq Ft
  • $254,545 per Acre

  Last Sold Summary

  • 38% Below List Price
  • 18 Days On Market

  Current Estimated Value $38,500

  Last Listing Agent Kalanda Scarvers SPANN & ASSOCIATES REAL ESTATE

  839 Sears Ave NE, Winter Haven, FL 33881
• 

  

  /16

  Est $278,917

  Not Listed For Sale

  4174 Roberta Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft
  • Built 2017

  4174 Roberta Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Vivian Ortiz OAK AVENUE REAL ESTATE LLC
• 

  

  /30

  $54,900

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  385 Tennis Ln, Winter Haven, FL 33881

  Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

  

  Cindy Minnick

  Sun Resales, Inc.

  385 Tennis Ln, Winter Haven, FL 33881
• 

  

  /7

  $1,450 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  1043 30th St NW, Winter Haven, FL 33881

  Property Id: 1626145 2 Bedroom 1 Bathroom house, large fenced yard, Carport for rent. Taking applications. House will not be available until middle of November. Asking $1550 can leave it at $1450* per month. Outside showing and Driving at the moment. New floors planned to be installed. Area of Lake Cannon Winter Haven. If interested and for more information please call. Please leave a

  1043 30th St NW, Winter Haven, FL 33881
• 

  /2

  $370,000

  Sold Jan 02, 2026

  905 Hillside Ct S, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $178/SF
  • 27 Days On Market

  Current Estimated Value $379,579

  Last Listing Agent Tisha Talbot CENTURY 21 MYERS REALTY

  905 Hillside Ct S, Winter Haven, FL 33881
• 

  /2

  Est $335,422

  Not Listed For Sale

  3484 Julius Estates Blvd, Winter Haven, FL 33881

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft
  • Built 2013

  3484 Julius Estates Blvd, Winter Haven, FL 33881

  Last Sold Summary

  • 154 Days On Market

  Last Listing Agent Veronica Bard LA ROSA REALTY PRESTIGE
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  /39

  $44,000

  $21K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  369 Putter Cir, Winter Haven, FL 33881

  This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

  

  Cindy Minnick

  Sun Resales, Inc.

  369 Putter Cir, Winter Haven, FL 33881
• 

  

  /14

  $1,695 Per Month

  • 3 Beds
  • 1 Bath
  • House for Rent

  14-26 26th St NW, Winter Haven, FL 33881

  Property Id: 2817555 Nice yard Large 3 Bedroom 1 Bathroom house, nice yard, carport for rent. Taking applications. Asking $1775 can leave it at $1695* per month. Outside showing and Driving at the moment. Area of Lake Cannon Winter Haven NW 26 ST Havendale Blvd. One block from Lake Cannon and Park. If interested and for more information please call. Please leave a message if no answer

  14-26 26th St NW, Winter Haven, FL 33881
• 

  /2

  $260,000

  Sold Dec 11, 2025

  1032 Cambridge Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2021

  Last Sold Summary

  • 863% Above List Price
  • $173/SF
  • 57 Days On Market

  Current Estimated Value $260,667

  Last Listing Agent Fredy Plazas FLORIDA REALTY INVESTMENTS

  1032 Cambridge Dr, Winter Haven, FL 33881
• 

  

  /22

  Not Listed For Sale

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Built 1989

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881

  Last Sold Summary

  • 204 Days On Market

  Last Listing Agent Joyce Frazier JOYCE FRAZIER REALTY
• 

  

  /22

  $69,000

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft

  508 Century Dr, Winter Haven, FL 33881

  Rare gem, gorgeous 2 bedroom 2 bath, 1989 Homes of Merit, on beautiful golf course with a pond view. Renovated home with over 1400 sf, laminate flooring (2022) throughout, both bathrooms (2020), updated kitchen including granite counter tops (2018), screened patio (2021), windows surround the enclosed Fl room with mini split system to enjoy the golf course view and some of Florida's wildlife

  

  Cindy Minnick

  Sun Resales, Inc.

  508 Century Dr, Winter Haven, FL 33881
• 

  

  /15

  $1,575 Per Month

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft
  • Condo for Rent

  311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881

  Property Id: 1444878 For Rent: Cozy 2-Bedroom Rent: $1,575/month Deposit: $1,575 Lawn Service is included. Lease Term: 1 year minimum Utilities: Tenant responsible for all utilities. Small Pets Only - Pet Fee $50 a Month, per pet. 2 Pet Max No Smoking Background & Credit Check Every individual aged 18 or older residing at the property and/or any

  311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881
• 

  /2

  $253,000

  Sold Sep 04, 2026

  1516 Avenue D NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,089 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Below List Price
  • $232/SF
  • 236 Days On Market

  Current Estimated Value $247,992

  Last Listing Agent Karina Turcios LPT REALTY, LLC

  1516 Avenue D NE, Winter Haven, FL 33881
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  /56

  Not Listed For Sale

  1824 Pauline Dr, Lake Alfred, FL 33850

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 2002

  1824 Pauline Dr, Lake Alfred, FL 33850

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Maureen Sossa Nguyen REAL BROKER, LLC
• 

  

  /49

  $189,900

  $29K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft

  1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

  Virtually Staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
• 

  

  /20

  $6,152

  Total Monthly Price

  • 4 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Condo for Rent

  904 15th St NE Unit SI FL1-ID1520445P, Winter Haven, FL 33881

  The advertised rate of $6,152/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 30, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  904 15th St NE Unit SI FL1-ID1520445P, Winter Haven, FL 33881
• 

  /2

  $160,000

  Sold Feb 20, 2026

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Above List Price
  • $129/SF
  • 106 Days On Market

  Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881
• 

  /2

  Not Listed For Sale

  6471 Peppertree Path NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1985

  6471 Peppertree Path NE, Winter Haven, FL 33881

  Last Sold Summary

  • 181 Days On Market

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1
• 

  

  /63

  $54,990

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft

  104 Rigi Slope Dr, Winter Haven, FL 33881

  Discover retirement retreat in Swiss Village, a 55+ community nestled on Lake Henry. This maintained Palm Harbor manufactured home offers comfortable living with 2 bedrooms and 2 bathrooms, plus bonus spaces that make it truly special. Step inside to find updated polywood flooring throughout, replacing carpet in 2022 when subfloors were also reinforced with 3/4" plywood. Enjoy an enclosed front

  

  Chrissy Walter

  Sunset Home Sales

  104 Rigi Slope Dr, Winter Haven, FL 33881
• 

  

  /9

  $875 Per Month

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft
  • Property for Rent

  2854 Lake Alfred Rd Unit 3, Winter Haven, FL 33881

  MOVE IN SPECIAL--$300 OFF FIRST MONTH RENT IF YOU MOVE IN BY OCTOBER 1!Check out this awesome 2 bedroom, 1 bathroom remodeled mobile home. The home sits on the corner lot with private parking, covered patio and washer/dryer hookups. The home has new bathroom, new fixtures, new hot water heater, new roof, new flooring and freshly painted. Additional of $75.00 is required for water, sewer,

  Timothy Schmidt RIGHTHOUSE REALTY LLC

  2854 Lake Alfred Rd Unit 3, Winter Haven, FL 33881
• 

  /2

  $250,000

  Sold Feb 24, 2026

  509 Mckenna Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $166/SF
  • 191 Days On Market

  Current Estimated Value $264,158

  Last Listing Agent EJ Jimenez KELLER WILLIAMS ADVANTAGE III

  509 Mckenna Dr, Winter Haven, FL 33881
• 

  

  /26

  Est $313,413

  Not Listed For Sale

  1410 17th St NW, Winter Haven, FL 33881

  • 3 Beds
  • Built 1955

  1410 17th St NW, Winter Haven, FL 33881

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Kaili Ross KELLER WILLIAMS REALTY SMART 1
• 

  

  /56

  $44,990

  • 2 Beds
  • 2 Baths

  293 Alpine Dr, Winter Haven, FL 33881

  Discover your retreat in the heart of Central Florida! This **2-bedroom, 2-bathroom** furnished manufactured home is nestled within **Swiss Village**, an active **55+ retirement community** on beautiful **Lake Henry**. Move in with ease - this home comes furnished minus just a few personal items, so you can start enjoying the Florida lifestyle right away. Recent upgrades bring peace of mind,

  

  Chrissy Walter

  Sunset Home Sales

  293 Alpine Dr, Winter Haven, FL 33881
• 

  /2

  $1,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  1308 3rd St NE, Winter Haven, FL 33881

  Beautiful and spacious 2/1 for rent. Located at 1308 3rd st ne, Winter Haven, FL 33881.Freshly painted, newer kitchen cabinets, large backyard space.House is located across from an older community residence on a very quiet street.Requirements:-Show proof of income-First month and deposit to move in

  1308 3rd St NE, Winter Haven, FL 33881
• 

  /2

  $422,000

  Sold Sep 30, 2025

  235 Meredith Blvd, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 17 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  235 Meredith Blvd, Winter Haven, FL 33881
• 

  /2

  Not Listed For Sale

  6762 Brentwood Dr NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1994

  6762 Brentwood Dr NE, Winter Haven, FL 33881

  Last Sold Summary

  • 231 Days On Market

  Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS
• 

  

  /32

  $379,900

  • 5 Beds
  • 3 Baths
  • 2,696 Sq Ft

  204 Inman Blvd, Winter Haven, FL 33881

  Welcome home to this beautifully maintained 5-bedroom, 3-bath residence offering nearly 2,700 square feet of flexible living space in one of Winter Haven's fastest-growing areas. Priced at just $379,900, this spacious home delivers exceptional value with room for everyone.Designed with today's lifestyles in mind, the thoughtfully crafted floor plan includes five true bedrooms, three full

  

  Veronica Bard

  LA ROSA REALTY PRESTIGE

  204 Inman Blvd, Winter Haven, FL 33881
• 

  

  /32

  $1,895 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • House for Rent

  2753 Sycamore St, Winter Haven, FL 33881

  Virtually Staged. Spacious 3-Bedroom Winter Haven Home with 2.5 Baths – Comfort, Space & Convenience!Marketing DescriptionWelcome to 2753 Sycamore St, Winter Haven, FL 33881, a spacious 3-bedroom, 2.5-bathroom rental home offering the perfect combination of comfort and functionality. With plenty of room to spread out, this inviting home provides flexible living spaces ideal for relaxing,

  Jacob Hara TRANSCEND REALTY

  2753 Sycamore St, Winter Haven, FL 33881
• 

  /2

  $255,000

  Sold Jan 08, 2026

  6191 Grey Heron Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $149/SF
  • 16 Days On Market

  Current Estimated Value $263,420

  Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

  6191 Grey Heron Dr, Winter Haven, FL 33881
• 

  /2

  Est $143,648

  Not Listed For Sale

  2500 21st St NW Unit 77, Winter Haven, FL 33881

  • 2 Beds
  • 2.5 Baths
  • 1,184 Sq Ft
  • Built 1976

  2500 21st St NW Unit 77, Winter Haven, FL 33881

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Michele Elchin DALTON WADE INC
• 

  

  /38

  $49,990

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths

  75 Bern Dr, Winter Haven, FL 33881

  **Your Central Florida retreat awaits.** This 2-bedroom, 2-bathroom manufactured home in Swiss Village - a 55+ active adult community - delivers comfort, convenience, and a lifestyle most only dream about. Inside, you'll find a freshly painted interior that feels bright and inviting from the moment you walk through the door. A powerful 3-ton A/C unit installed in 2023 keeps every room cool during

  

  Chrissy Walter

  Sunset Home Sales

  75 Bern Dr, Winter Haven, FL 33881
• 

  

  /12

  $2,000 Per Month

  • 4 Beds
  • 2 Baths
  • 1,970 Sq Ft
  • House for Rent

  1960 White Hawk Way, Winter Haven, FL 33881

  ABOUT THE HOMESpacious home in the gated Buckeye Trace community of Winter Haven! This nearly 2,000 sq. ft. property features TWO separate living areas, a formal dining room, high ceilings, an eat-in kitchen, indoor laundry, and a 2-car garage. The flexible layout offers plenty of room for entertaining, working from home, or simply spreading out. Enjoy a spacious lot and convenient location

  1960 White Hawk Way, Winter Haven, FL 33881
• 

  /2

  $312,900

  Sold Dec 24, 2025

  737 Bayside Blvd, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $172/SF
  • 14 Days On Market

  Current Estimated Value $318,964

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  737 Bayside Blvd, Winter Haven, FL 33881
• 

  

  /17

  Not Listed For Sale

  6453 Hollyberry Ln NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1985

  6453 Hollyberry Ln NE, Winter Haven, FL 33881

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY

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