Winter Haven, FL Homes

• 

  

  

  /22

  $357,835 Pending

  • 3 Beds
  • 2 Baths
  • 2,021 Sq Ft

  1509 Covey Rise Terrace, Winter Haven, FL 33884

  Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

  

  William Maltbie

  MALTBIE REALTY GROUP

  (863) 310-1719

  1509 Covey Rise Terrace, Winter Haven, FL 33884
• 

  

  

  /15

  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • House for Rent

  506 Eagle Landing Blvd, Winter Haven, FL 33880

  Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining

  Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

  506 Eagle Landing Blvd, Winter Haven, FL 33880
• 

  $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 $293,980

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  737 Bayside Blvd, Winter Haven, FL 33881
• 

  

  /2

  Est $406,132 Not Listed For Sale

  149 Okaloosa Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,581 Sq Ft
  • Built 1974

  149 Okaloosa Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 2% Above List Price
  • $154/SF
  • 38 Days On Market

  Last Sold Price $398,000

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP
• 

  

  

  /15

  $582,194 Pending

  • 4 Beds
  • 3 Baths
  • 2,551 Sq Ft

  1552 Covey Rise Terrace, Winter Haven, FL 33884

  Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

  

  William Maltbie

  MALTBIE REALTY GROUP

  (863) 766-1375

  1552 Covey Rise Terrace, Winter Haven, FL 33884
• 

  

  /17

  $1,975 per month

  • 4 Beds
  • 2.5 Baths
  • 1,889 Sq Ft
  • House for Rent

  2753 Whispering Trails Dr, Winter Haven, FL 33884

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  2753 Whispering Trails Dr, Winter Haven, FL 33884
• 

  /2

  $160,000 Sold Dec 11, 2025

  505 Avenue G SE, Winter Haven, FL 33880

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft
  • Built 1955

  Last Sold Summary

  • 18% Below List Price
  • $90/SF
  • 73 Days On Market

  Current Estimated Value $194,857

  Last Listing Agent Reggie Ward PREMIER REALTY OF TAMPA

  505 Avenue G SE, Winter Haven, FL 33880
• 

  /2

  Est $221,147 Not Listed For Sale

  439 San Jose Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft
  • Built 1980

  439 San Jose Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 3% Above List Price
  • $122/SF
  • 105 Days On Market

  Last Sold Price $214,000

  Last Listing Agent Bethany Cromwell KELLER WILLIAMS REALTY SMART
• 

  

  /13

  $313,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft

  1917 Quail Fields Cir, Winter Haven, FL 33884

  Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

  

  William Maltbie

  MALTBIE REALTY GROUP

  (863) 400-2535

  1917 Quail Fields Cir, Winter Haven, FL 33884
• 

  

  /18

  $899 per month

  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  2227 9th St SE, Winter Haven, FL 33880

  Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  2227 9th St SE, Winter Haven, FL 33880
• 

  /2

  $110,000 Sold Oct 13, 2025

  6501 Raintree Ln NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1985

  Last Sold Summary

  • $109/SF
  • 19 Days On Market

  Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.

  6501 Raintree Ln NE, Winter Haven, FL 33881
• 

  /2

  Est $211,339 Not Listed For Sale

  407 San Jose Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,213 Sq Ft
  • Built 1984

  407 San Jose Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 2% Below List Price
  • $177/SF
  • 6 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Patricia de Graaff RE/MAX
• 

  

  /21

  $335,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,021 Sq Ft

  1913 Quail Fields Cir, Winter Haven, FL 33884

  Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

  

  William Maltbie

  MALTBIE REALTY GROUP

  (863) 323-8732

  1913 Quail Fields Cir, Winter Haven, FL 33884
• 

  

  /18

  $2,045 per month

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • House for Rent

  5882 Windridge Dr, 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 $2189.90. That covers your base rent, $2045.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  5882 Windridge Dr, Winter Haven, FL 33881
• 

  

  /34

  $310,000 Sold May 14, 2025

  1802 Emily Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Above List Price
  • $141/SF
  • 137 Days On Market

  Current Estimated Value $307,492

  Last Listing Agent Johany Utrera AVID REALTY LLC

  1802 Emily Dr, Winter Haven, FL 33884
• 

  /2

  Est $274,737 Not Listed For Sale

  1518 Avenue C NE, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1959

  1518 Avenue C NE, Winter Haven, FL 33881

  Last Sold Summary

  • 4% Below List Price
  • $183/SF
  • 13 Days On Market

  Last Sold Price $287,500

  Last Listing Agent Matt Mesimer KELLER WILLIAMS REALTY SMART 1
• 

  

  /15

  $628,510 Pending

  • 5 Beds
  • 3 Baths
  • 2,021 Sq Ft

  1548 Covey Rise Terrace, Winter Haven, FL 33884

  Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

  

  William Maltbie

  MALTBIE REALTY GROUP

  (863) 375-8979

  1548 Covey Rise Terrace, Winter Haven, FL 33884
• 

  

  /11

  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 2,234 Sq Ft
  • House for Rent

  3511 Costello Cir, Winter Haven, FL 33884

  Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The

  Patricia Padron PROPERTY PARTNERS REALTY INC

  3511 Costello Cir, Winter Haven, FL 33884
• 

  /2

  $332,990 Sold Apr 23, 2025

  3432 Costello Cir, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 2024

  Last Sold Summary

  • $136/SF
  • 62 Days On Market

  Current Estimated Value $341,158

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

  3432 Costello Cir, Winter Haven, FL 33884
• 

  /2

  Est $276,705 Not Listed For Sale

  497 Mckenna Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,461 Sq Ft
  • Built 2021

  497 Mckenna Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 2% Below List Price
  • $194/SF
  • 116 Days On Market

  Last Sold Price $283,500

  Last Listing Agent Colleen Murphy CENTURY 21 MYERS REALTY
• 

  

  /72

  $399,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,386 Sq Ft

  1138 Michelangelo Ln, Winter Haven, FL 33884

  *** No CDD fees!!***Welcome to this stunning smart home offering the perfect blend of modern design, space, and functionality. This impressive two-story residence features 5 bedrooms, 3 full bathrooms, and a spacious 3-car garage, making it ideal for growing families or those who love to entertain. Step inside to discover a bright and open floor plan designed for today’s lifestyle. The main

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  (863) 343-0543

  1138 Michelangelo Ln, Winter Haven, FL 33884
• 

  

  /16

  $1,930 per month

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • House for Rent

  92 Lake Daisy Blvd, 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-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

  92 Lake Daisy Blvd, Winter Haven, FL 33884
• 

  

  /5

  $244,990 Sold Jan 09, 2026

  207 Turtle Bay Ave, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $153/SF
  • 30 Days On Market

  Current Estimated Value $254,333

  Highland Homes Harbor at Lake Henry - Townhomes

  207 Turtle Bay Ave, Winter Haven, FL 33881
• 

  /2

  Est $316,663 Not Listed For Sale

  5880 Marsh Landing Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft
  • Built 2019

  5880 Marsh Landing Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 1% Below List Price
  • $176/SF
  • 67 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Mike Hamic KELLER WILLIAMS REALTY SMART
• 

  

  /28

  $346,990 New Construction

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft

  Robie Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

  The Robie is a two-story floorplan featured in Harmony at Lake Eloise in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious

  D.R. Horton Builder

  1651 Hummingbird Rd Unit 36202785, Winter Haven, FL 33880
• 

  

  /23

  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • House for Rent

  213 Lake Lucerne Way, Winter Haven, FL 33881

  Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends.Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for

  Yashira Arroyo UNITED REALTY GROUP INC

  213 Lake Lucerne Way, Winter Haven, FL 33881
• 

  /2

  $272,000 Sold Mar 30, 2026

  5750 Harbor Isle Blvd, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 2002

  Last Sold Summary

  • 10% Above List Price
  • $220/SF
  • 7 Days On Market

  Current Estimated Value $246,569

  Last Listing Agent Ryan Odenweller RE/MAX HERITAGE PROFESSIONALS

  5750 Harbor Isle Blvd, Winter Haven, FL 33884
• 

  /2

  Est $258,622 Not Listed For Sale

  1170 Yumuri St, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,491 Sq Ft
  • Built 2021

  1170 Yumuri St, Winter Haven, FL 33884

  Last Sold Summary

  • 1% Above List Price
  • $172/SF
  • 154 Days On Market

  Last Sold Price $257,000

  Last Listing Agent Jeena Sanchez Frias THE PARKS REALTY GROUP
• 

  

  /7

  $332,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,909 Sq Ft

  Firefly Plan at Sunset Hills, Winter Haven, FL 33881

  As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

  Starlight Homes Builder

  3136 Sunset Hills Rd Unit 36487044, Winter Haven, FL 33881
• 

  

  /16

  $1,700 per month

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • House for Rent

  240 16th St NE, Winter Haven, FL 33881

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  240 16th St NE, Winter Haven, FL 33881
• 

  

  /5

  $244,990 Sold Sep 17, 2025

  222 Turtle Bay Ave, Winter Haven, FL 33881

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

  Move in Ready Sold Summary

  • $153/SF
  • 30 Days On Market

  Highland Homes Harbor at Lake Henry - Townhomes

  222 Turtle Bay Ave, Winter Haven, FL 33881
• 

  /2

  Est $266,967 Not Listed For Sale

  3184 Royal Tern Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft
  • Built 2020

  3184 Royal Tern Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 1% Above List Price
  • $153/SF
  • 166 Days On Market

  Last Sold Price $263,500

  Last Listing Agent Luceyda Rodriguez Otero AGENT TRUST REALTY CORPORATION
• 

  

  /4

  $369,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,292 Sq Ft

  Esperanza Plan at VillaMar, Winter Haven, FL 33884

  Meet the Esperanza, a single-story, multi-generational home designed for modern living with flexibility and comfort. This 4-bedroom, 3-bathroom, 2-car garage home features a separate multi-gen suite with its own bathroom and kitchenette, ideal for extended family or guests. The spacious layout offers distinct areas for gathering and relaxing, including an open-concept living and dining space

  Casa Fresca Homes Builder

  6614 Crescent Loop Unit 37807416, Winter Haven, FL 33884
• 

  

  /37

  $2,150 per month

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft
  • House for Rent

  312 Kayden Cove, Winter Haven, FL 33884

  Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community.

  Ashley Porto GLASSTONE GROUP INC

  312 Kayden Cove, Winter Haven, FL 33884
• 

  /2

  $334,990 Sold Mar 26, 2026

  4069 Giorgio Dr, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 2026

  Last Sold Summary

  • $137/SF
  • 11 Days On Market

  Current Estimated Value $334,478

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

  4069 Giorgio Dr, Winter Haven, FL 33884
• 

  /2

  Est $290,418 Not Listed For Sale

  4728 Magnolia Preserve Ave, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Built 2015

  4728 Magnolia Preserve Ave, Winter Haven, FL 33880

  Last Sold Summary

  • 3% Above List Price
  • $165/SF
  • 166 Days On Market

  Last Sold Price $283,000

  Last Listing Agent Anieska Arias Laguna Mark Spain
• 

  

  /6

  $312,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  Glimmer Plan at Sunset Hills, Winter Haven, FL 33881

  From the covered porch, you step into the foyer, where you're greeted by a coat closet and welcomed into the open dining area, kitchen, and family room. Just off the kitchen is the laundry room, which also provides access to the two-car garage. The family room leads to a back patio for outdoor living, as well as the private primary bedroom featuring a walk-in closet and a spacious primary bath.

  Starlight Homes Builder

  3136 Sunset Hills Rd Unit 36493568, Winter Haven, FL 33881
• 

  

  /15

  $1,715 per month

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • House for Rent

  104 Southern Breeze Lp, Winter Haven, FL 33880

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  104 Southern Breeze Lp, Winter Haven, FL 33880
• 

  

  /21

  $294,990 Sold Mar 04, 2026

  6464 Domizio Dr, Winter Haven, FL 33884

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 2% Above List Price
  • $127/SF
  • 31 Days On Market

  Current Estimated Value $305,469

  Lennar VillaMar

  6464 Domizio Dr, Winter Haven, FL 33884
• 

  /2

  Not Listed For Sale

  22 Mallard Dr, Winter Haven, FL 33884

  • 2 Beds
  • 3 Baths
  • 1,804 Sq Ft
  • Built 2004

  22 Mallard Dr, Winter Haven, FL 33884

  Last Sold Summary

  • $95/SF
  • 33 Days On Market

  Last Sold Price $172,000

  Last Listing Agent Emily Muscarella A+ REALTY LLC

Showing Results 401 - 440, Page 11 of 18