Homes in ZIP Code 33884

• 

  

  

  /25

  $265,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,379 Sq Ft

  8 Saint Kitts Cir, Winter Haven, FL 33884

  Welcome to 8 St. Kitts Circle in Winter Haven—a move-in ready home that checks all the right boxes. Freshly painted and well-maintained, this property offers comfort and peace of mind with a metal roof (2023) and a newer A/C unit (2020). Even better, a brand-new water heater will be installed prior to closing, making this home truly ready for its next owner. Step outside to enjoy the vinyl-fenced

  

  Michelle Smith

  KELLER WILLIAMS REALTY SMART 1

  8 Saint Kitts Cir, Winter Haven, FL 33884
• 

  

  

  /16

  $2,585 Per Month

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • House for Rent

  557 Reddicks Cir, Winter Haven, FL 33884

  EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent

  557 Reddicks Cir, Winter Haven, FL 33884
• 

  

  /2

  $285,000

  Sold Mar 16, 2026

  5316 Hogan Ln, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Below List Price
  • $213/SF
  • 13 Days On Market

  Current Estimated Value $286,029

  Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

  5316 Hogan Ln, Winter Haven, FL 33884
• 

  

  /2

  Est $405,322

  Not Listed For Sale

  2973 Dayton Dr, Winter Haven, FL 33884

  • 3 Beds
  • 3 Baths
  • 2,659 Sq Ft
  • Built 2018

  2973 Dayton Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 99 Days On Market
• 

  

  

  /40

  $365,000

  • 3 Beds
  • 3 Baths
  • 2,042 Sq Ft

  340 Vail Dr, Winter Haven, FL 33884

  Beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus room that can easily function as a 4th bedroom. Inside, bright

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  340 Vail Dr, Winter Haven, FL 33884
• 

  

  /15

  $2,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • House for Rent

  2065 Whispering Trails Blvd, Winter Haven, FL 33884

  Welcome to your future home in beautiful Winter Haven, Florida! This charming property is conveniently located near an array of delightful restaurants and department stores, making it an ideal spot for both leisure and shopping.Key property features include a spacious layout thoughtfully designed for comfort. Enjoy the benefits of central heating and cooling, alongside air conditioning

  2065 Whispering Trails Blvd, Winter Haven, FL 33884
• 

  

  /16

  $279,304

  Sold Oct 08, 2025

  2126 Chris Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $188/SF
  • 8 Days On Market

  Current Estimated Value $281,997

  Lennar Peace Creek Reserve - Estate Key Collection

  2126 Chris Dr, Winter Haven, FL 33884
• 

  

  /23

  Est $318,105

  Not Listed For Sale

  2972 Whispering Trails Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft
  • Built 2013

  2972 Whispering Trails Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 159 Days On Market
• 

  

  /45

  $459,000

  $6K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,663 Sq Ft

  148 Lake Otis Rd, Winter Haven, FL 33884

  Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level home offers a perfect blend of modern luxury and comfort. With a spacious layout, a private pool, and an abundance of natural light, this home is designed for both relaxation and entertaining. As you enter, you’ll immediately notice the bright and airy

  

  Michelle Armbruster

  LOCKHART & ASSOCIATES INC

  148 Lake Otis Rd, Winter Haven, FL 33884
• 

  

  /20

  $2,010 Per Month

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft
  • House for Rent

  104 Lake Daisy Terrace, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

  104 Lake Daisy Terrace, Winter Haven, FL 33884
• 

  /2

  $369,900

  Sold Feb 11, 2026

  7044 Summit Cir, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 2,113 Sq Ft
  • Built 2005

  Last Sold Summary

  • $175/SF
  • 6 Days On Market

  Current Estimated Value $367,452

  Last Listing Agent Arturo Matamoros EXP REALTY LLC

  7044 Summit Cir, Winter Haven, FL 33884
• 

  /2

  Not Listed For Sale

  225 Sweet Cir, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1986

  225 Sweet Cir, Winter Haven, FL 33884

  Last Sold Summary

  • 64 Days On Market
• 

  

  /42

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  4622 Cypress Gardens Rd, Winter Haven, FL 33884

  Move-In Ready with Major Updates! Welcome home to this beautifully refreshed 3-bedroom, 2-bath, 2-car garage residence offering over 1,700 square feet of comfortable living space in the heart of Winter Haven. Featuring a NEW ROOF, a NEW HVAC SYSTEM, and stylish interior finishes throughout, this home is ready for its next owner to move right in! Inside, you'll find a spacious open living and

  

  Sam Daniels

  KELLER WILLIAMS REALTY SMART 1

  4622 Cypress Gardens Rd, Winter Haven, FL 33884
• 

  

  /16

  $1,800 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,356 Sq Ft
  • House for Rent

  5850 Cypress Gardens Blvd, Winter Haven, FL 33884

  Property Id: 987474Spacious 3BR / 2.5BA Townhome in Cypress Gardens AreaWelcome to this well maintained 3-bedroom, 2.5-bath townhome located in a convenient and desirable area of Cypress Gardens. This home features a bright, open living space, a functional kitchen, and a comfortable layout ideal for everyday living. All three bedrooms are generously sized, with the primary suite

  5850 Cypress Gardens Blvd, Winter Haven, FL 33884
• 

  /2

  $300,000

  Sold Apr 13, 2026

  561 Cody Caleb Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 2,773 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $108/SF
  • 61 Days On Market

  Current Estimated Value $301,784

  Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

  561 Cody Caleb Dr, Winter Haven, FL 33884
• 

  /2

  Not Listed For Sale

  5947 Silver Fox Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 1,987 Sq Ft
  • Built 1981

  5947 Silver Fox Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 132 Days On Market
• 

  

  /16

  $114,000

  $6K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 851 Sq Ft

  831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

  Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

  

  Steven Perkins

  CLARK REALTY LLC

  831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
• 

  

  /20

  $2,345 Per Month

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • House for Rent

  397 Corso Loop, Winter Haven, FL 33884

  Property Id: 1220815Beautiful and spacious 4-bedroom, 2-bath single-family home located in the highly desirable Villamar community in Winter Haven. Built in 2020, this modern home features an open-concept floor plan with a bright living area, spacious kitchen, stainless steel appliances, laminate floor throughout, and a large island perfect for entertaining. The split-bedroom layout

  397 Corso Loop, Winter Haven, FL 33884
• 

  /2

  $290,000

  Sold Nov 26, 2025

  1480 Leamington Ln, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft
  • Built 2024

  Last Sold Summary

  • 17% Below List Price
  • $132/SF
  • 402 Days On Market

  Current Estimated Value $300,496

  Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

  1480 Leamington Ln, Winter Haven, FL 33884
• 

  

  /24

  Not Listed For Sale

  6328 Grove Pointe Dr SE, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 2002

  6328 Grove Pointe Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 64 Days On Market
• 

  

  /67

  $795,000

  $180K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,555 Sq Ft

  200 Island Way, Winter Haven, FL 33884

  Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining,

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  200 Island Way, Winter Haven, FL 33884
• 

  

  /16

  $1,780 Per Month

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • House for Rent

  206 Kingshill Ct SE, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

  206 Kingshill Ct SE, Winter Haven, FL 33884
• 

  

  /16

  $269,990

  Sold Apr 02, 2026

  6448 Domizio Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 13% Below List Price
  • $144/SF
  • 60 Days On Market

  Lennar Villa Mar

  6448 Domizio Dr, Winter Haven, FL 33884
• 

  

  /33

  Not Listed For Sale

  6132 Grand Oaks Dr SE, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1994

  6132 Grand Oaks Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 6 Days On Market
• 

  

  /99

  $299,900

  Pending

  • 2 Beds
  • 2 Baths
  • 1,784 Sq Ft

  5024 Pebble Beach Blvd, Winter Haven, FL 33884

  Welcome to your personal haven in Lake Ashton—Central Florida’s premier 55+ active-adult community. This beautifully maintained 2-bedroom, 2-bath home offers 1,805 square feet of thoughtfully designed living space, and the CDD DEBT IS FULLY PAID. The home feels bright, crisp, and truly move-in ready with all home furnishings, the golf cart and charger conveying with purchase. Most important, the

  

  Brad Kirwan

  GLOBAL LIFESTYLE LLC

  5024 Pebble Beach Blvd, Winter Haven, FL 33884
• 

  

  /16

  $2,250 Per Month

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • Condo for Rent

  1708 Teagan Ln, Winter Haven, FL 33884

  Welcome to this charming property located in the beautiful city of Winter Haven, Florida. Offering a spacious living environment, this home is ideal for anyone looking to embrace a comfortable lifestyle in a welcoming community. With nearby conveniences, including a department store and the AdventHealth Lake Wales just 13 minutes away, everything you need is just around the corner.Key

  1708 Teagan Ln, Winter Haven, FL 33884
• 

  /2

  $325,000

  Sold May 27, 2026

  569 Reggie Rd, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Above List Price
  • $168/SF
  • 9 Days On Market

  Current Estimated Value $314,871

  Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

  569 Reggie Rd, Winter Haven, FL 33884
• 

  /2

  Est $276,268

  Not Listed For Sale

  256 Ruby Lake Ln, Winter Haven, FL 33884

  256 Ruby Lake Ln, Winter Haven, FL 33884

  Last Sold Summary

  • 15 Days On Market
• 

  

  /97

  $380,000

  $10K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft

  5137 Winged Foot Ln, Winter Haven, FL 33884

  Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this delightful, remarkably private, and fully updated 3-bedroom, 2-bath home awaits your arrival. To the west lies a forested nature preserve that circles to the north and then east, providing absolute privacy on two sides of the oversized lot and creating a serene,

  

  Brad Kirwan

  GLOBAL LIFESTYLE LLC

  5137 Winged Foot Ln, Winter Haven, FL 33884
• 

  

  /16

  $1,850 Per Month

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • House for Rent

  144 Shelley Dr, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

  144 Shelley Dr, Winter Haven, FL 33884
• 

  /2

  $315,000

  Sold Jun 01, 2026

  689 Vittorio Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $153/SF
  • 83 Days On Market

  Current Estimated Value $318,498

  Last Listing Agent Kelly Martinez CORCORAN CONNECT LLC

  689 Vittorio Dr, Winter Haven, FL 33884
• 

  

  /46

  Est $236,662

  Not Listed For Sale

  3389 Raleigh Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft
  • Built 2017

  3389 Raleigh Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 40 Days On Market
• 

  

  /67

  $134,900

  $30K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft

  200 El Camino Dr Unit 101, Winter Haven, FL 33884

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. THREE BEDROOM--TWO AND A HALF BATH CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This building has a brand new roof (2025) and all new exterior painting is coming soon. This is a large (1,617 sq ft) triple-split bedroom plan condo. This

  

  Brenda J. Quinn

  QUINN & COMPANY REALTORS, LLC

  200 El Camino Dr Unit 101, Winter Haven, FL 33884
• 

  

  /18

  $2,385 Per Month

  • 3 Beds
  • 2 Baths
  • 2,315 Sq Ft
  • House for Rent

  40 St Kitts Cir, Winter Haven, FL 33884

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. Enjoy the privacy

  40 St Kitts Cir, Winter Haven, FL 33884
• 

  /2

  $266,490

  Sold Jul 28, 2025

  4904 Kaia Ave, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $177/SF
  • 23 Days On Market

  Current Estimated Value $269,818

  Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4904 Kaia Ave, Winter Haven, FL 33884
• 

  

  /29

  Est $272,842

  Not Listed For Sale

  2168 Bretton Ridge Loop, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2017

  2168 Bretton Ridge Loop, Winter Haven, FL 33884

  Last Sold Summary

  • 51 Days On Market
• 

  

  /54

  $535,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,268 Sq Ft

  6710 Winterset Gardens Rd, Winter Haven, FL 33884

  CUSTOM BUILT POOL HOME IN WINTERSET GARDENS WITH CHAIN OF LAKES ACCESS. Welcome to this beautifully maintained, one-owner custom home located in desirable, lake front Winterset Gardens. This spacious 4-bedroom, 3-bath residence is directly across the street from little Lake Winterset and features 10 foot ceilings, 8 foot custom doors and two true master suites (One with attached pool bathroom),

  

  Brad Martin

  BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  6710 Winterset Gardens Rd, Winter Haven, FL 33884
• 

  

  /16

  $2,075 Per Month

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • House for Rent

  608 Terranova Dr, Winter Haven, FL 33884

  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 $2219.90. That covers your base rent, $2075.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  608 Terranova Dr, Winter Haven, FL 33884
• 

  /2

  $275,000

  Sold Jul 11, 2025

  555 Heather Glen Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Built 2001

  Last Sold Summary

  • $182/SF
  • 14 Days On Market

  Current Estimated Value $277,888

  Last Listing Agent Lindsey Thibodeau COMPASS FLORIDA LLC

  555 Heather Glen Dr, Winter Haven, FL 33884
• 

  /2

  Est $223,617

  Not Listed For Sale

  2327 Whispering Trails Place, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 2006

  2327 Whispering Trails Place, Winter Haven, FL 33884

  Last Sold Summary

  • 21 Days On Market

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