Winter Haven, FL Homes

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  /28

  $334,990

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  Valeria Plan at Villa Mar, Winter Haven, FL 33884

  Discover a world of effortless elegance and comfort with the Valeria, a single-story home featuring 4 bedrooms, 2 bathrooms and a 2-car garage. The foyer leads to three bedrooms, a full bathroom, and a convenient laundry room with washer and dryer included. The vaulted-ceilings and open concept living, dining, and kitchen areas are perfect for entertaining or cozy family nights, all enhanced by

  Casa Fresca Homes Builder

  6614 Crescent Loop Unit 36787326, Winter Haven, FL 33884
• 

  

  

  /16

  $1,300 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  8305 Waterview Way, Winter Haven, FL 33884

  PROFESSIONALLY MANAGED!! This upstairs unit features hard surface flooring throughout, a beautiful open living space, spacious bedroom with walk-in closet, huge bathroom with washer/dryer, walk-in shower, and garden tub, and you get 2 balconies! Located in the quiet, gated community of Winterset, you'll have amenities like a pool, clubhouse, tennis courts, lakefront views, all while being close

  8305 Waterview Way, Winter Haven, FL 33884
• 

  

  /2

  $408,000

  Sold Nov 25, 2025

  1676 Tressel Ct, Winter Haven, FL 33881

  • 5 Beds
  • 3.5 Baths
  • 2,805 Sq Ft
  • Built 2018

  Last Sold Summary

  • 9% Below List Price
  • $145/SF
  • 65 Days On Market

  Current Estimated Value $399,879

  Last Listing Agent Twanna Dewdney LA ROSA REALTY PRESTIGE

  1676 Tressel Ct, Winter Haven, FL 33881
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  /2

  Not Listed For Sale

  6750 Kensington Dr NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Built 1983

  6750 Kensington Dr NE, Winter Haven, FL 33881

  Last Sold Summary

  • 71 Days On Market
• 

  

  

  /33

  $324,999

  New Construction $27K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  5444 San Pietro Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a

  Dale Human CASA FRESCA REALTY

  5444 San Pietro Dr, Winter Haven, FL 33884
• 

  

  /15

  $2,050 Per Month

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • House for Rent

  1734 Carnostie Rd, Winter Haven, FL 33884

  Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last

  Hillorie Knight CHARLES RUTENBERG REALTY INC

  1734 Carnostie Rd, Winter Haven, FL 33884
• 

  

  /19

  $219,990

  Sold Jun 15, 2026

  3048 Captain Jax Way, Winter Haven, FL 33884

  • 3 Beds
  • 2.5 Baths
  • 1,386 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $159/SF
  • 6 Days On Market

  Current Estimated Value $233,000

  Lennar Peace Creek Reserve - Serenity

  3048 Captain Jax Way, Winter Haven, FL 33884
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  /65

  Not Listed For Sale

  4326 Cherrywood St, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1983

  4326 Cherrywood St, Winter Haven, FL 33880

  Last Sold Summary

  • 14 Days On Market
• 

  

  /27

  $311,490

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  CALI Plan at VillaMar, Winter Haven, FL 33884

  Introducing the Cali floorplan at Villamar, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside,

  D.R. Horton Builder

  3744 Giorgio Dr Unit 36202851, Winter Haven, FL 33884
• 

  

  /19

  $1,675 Per Month

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Two-Bedroom Condo for Rent in Winterset

  415 Laurel Cove Way, Winter Haven, FL 33884

  Lovely second floor 2-Bedroom, 2-Bath in gated Winterset community.Living room has stacked stone wall, no carpet, and screened lanai with a lakeview.Updated appliances in the kitchen that boast a large walk-in pantry.primary walk-in closet is built-out with closet organization.Small pets allowed based on PetScreening results. Fees/rents based on results.*Photos

  415 Laurel Cove Way, Winter Haven, FL 33884
• 

  /2

  $262,000

  Sold Jul 27, 2026

  1826 Wallace Manor Ln, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 19 Days On Market

  Current Estimated Value $264,369

  Last Listing Agent Robert Salmons ENTERA REALTY LLC

  1826 Wallace Manor Ln, Winter Haven, FL 33880
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  /2

  Not Listed For Sale

  6792 Brentwood Dr NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1984

  6792 Brentwood Dr NE, Winter Haven, FL 33881

  Last Sold Summary

  • 26 Days On Market
• 

  

  /16

  $364,999

  New Construction $5K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,470 Sq Ft

  5464 San Pietro Dr, Winter Haven, FL 33884

  Under Construction. IndigoBELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas

  Dale Human CASA FRESCA REALTY

  5464 San Pietro Dr, Winter Haven, FL 33884
• 

  

  /9

  $850 Per Month

  • 1 Bed
  • 1 Bath
  • 456 Sq Ft
  • Apartment for Rent

  310 Farnol St SW Unit 3, Winter Haven, FL 33880

  Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the

  Christin Davis PROPERTY MANAGEMENT OF POLK

  310 Farnol St SW Unit 3, Winter Haven, FL 33880
• 

  /2

  $312,000

  Sold Mar 06, 2026

  499 Highfin Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $157/SF
  • 37 Days On Market

  Current Estimated Value $310,304

  Last Listing Agent Melissa Witter KELLER WILLIAMS REALTY SMART 1

  499 Highfin Dr, Winter Haven, FL 33881
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  /59

  Est $152,659

  Not Listed For Sale

  2938 Avenue G NW, Winter Haven, FL 33880

  • 2 Beds
  • 1 Bath
  • 878 Sq Ft
  • Built 1933

  2938 Avenue G NW, Winter Haven, FL 33880

  Last Sold Summary

  • 8 Days On Market
• 

  

  /35

  $323,990

  New Construction

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

  ROBIE Plan at VillaMar, Winter Haven, FL 33884

  The Robie is a two-story floorplan featured in Villamar 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 open-concept first floor

  D.R. Horton Builder

  3744 Giorgio Dr Unit 36202855, Winter Haven, FL 33884
• 

  

  /8

  $1,250 Per Month

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft
  • Condo for Rent

  163 Ave a SE, Winter Haven, FL 33880

  Discover comfortable living in this spacious 854 sq ft 2-bedroom, 1-bath apartment at 163 Avenue A SE, Winter Haven, FL. Featuring modern vinyl flooring, ample natural light with window coverings, and essential conveniences like air conditioning, heat, and a full kitchen equipped with a range, microwave, and refrigerator. Enjoy the convenience of a washer/dryer hookup for your laundry needs. This

  163 Ave a SE, Winter Haven, FL 33880
• 

  /2

  $275,000

  Sold Oct 15, 2025

  701 Reflections Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 2001

  Last Sold Summary

  • $185/SF
  • 13 Days On Market

  Current Estimated Value $273,453

  Last Listing Agent Hailey Cornell REAL BROKER, LLC

  701 Reflections Dr, Winter Haven, FL 33884
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  /2

  Not Listed For Sale

  122 Avenue C NE, Winter Haven, FL 33881

  • 7 Beds
  • 4 Baths
  • 2,352 Sq Ft
  • Built 1927

  122 Avenue C NE, Winter Haven, FL 33881

  Last Sold Summary

  • 74 Days On Market
• 

  

  /42

  $200,000

  $35K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,190 Sq Ft

  104 Avenue K NE, Winter Haven, FL 33881

  SELLER VERY MOTIVATED. NO HOA!!!!! MAKE OFFER! Looking for an affordable, move-in ready home under $210k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find

  April Spaulding LPT REALTY, LLC

  104 Avenue K NE, Winter Haven, FL 33881
• 

  

  /25

  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft
  • House for Rent

  2005 N Lake Eloise Dr, Winter Haven, FL 33884

  3 Bedroom 2 bath home for lease AVAILABLE OCTOBER 2026: Ideally located near the Lake Summit Boat Ramp and Park, 2005 N Lake Eloise is a beautifully maintained and spacious single-family home offering comfort, convenience, and charm. Enjoy relaxing evenings, morning coffee, or peaceful outdoor living from the private screened-in patio overlooking the fully fenced backyard. The patio also features

  Oswald Carrerou CARREROU ENTERPRISES, LLC

  2005 N Lake Eloise Dr, Winter Haven, FL 33884
• 

  /2

  $251,962

  Sold Mar 30, 2026

  1201 5th St NE, Winter Haven, FL 33881

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft
  • Built 1945

  Last Sold Summary

  • 8% Below List Price
  • $124/SF
  • 10 Days On Market

  Last Listing Agent George Waller, JR BTW PROPERTIES OF LAKELAND

  1201 5th St NE, Winter Haven, FL 33881
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  /49

  Not Listed For Sale

  6029 Grand Oaks Dr SE, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1982

  6029 Grand Oaks Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 4 Days On Market
• 

  

  /19

  $349,499

  New Construction $11K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,471 Sq Ft

  5456 San Pietro Dr, Winter Haven, FL 33884

  Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and

  Dale Human CASA FRESCA REALTY

  5456 San Pietro Dr, Winter Haven, FL 33884
• 

  

  /16

  $2,045 Per Month

  • 4 Beds
  • 2 Baths
  • 1,855 Sq Ft
  • Home for rent - 4/2

  616 Sunway Ln, Winter Haven, FL 33880

  Well-kept, 4/2 home for rent, located off Hwy 17. Luxury vinyl plank (LVP) flooring through home. The kitchen has plenty of counter space and opens to the living area as part of an open and spacious floorplan. The master bath has a walk-in shower and a tub. The home has a two-car garage, long driveway and large, partially fenced lot.Washer and dryer not included (hook-up available).

  616 Sunway Ln, Winter Haven, FL 33880
• 

  

  /21

  $319,990

  Sold Dec 24, 2025

  6420 Domizio Dr, Winter Haven, FL 33884

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $138/SF
  • 23 Days On Market

  Current Estimated Value $298,055

  Lennar Villa Mar

  6420 Domizio Dr, Winter Haven, FL 33884
• 

  

  /65

  Est $524,015

  Not Listed For Sale

  3100 Gerber Dairy Rd, Winter Haven, FL 33880

  • 5 Beds
  • 3 Baths
  • 2,318 Sq Ft
  • Built 2003

  3100 Gerber Dairy Rd, Winter Haven, FL 33880

  Last Sold Summary

  • 345 Days On Market
• 

  

  /25

  $182,000

  $5K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  3421 Hickory St, Winter Haven, FL 33881

  Under contract-accepting backup offers. NO HOA! This 2 bedroom, 1 bathroom property has an eat-in kitchen with granite countertops & dining space, and a separate living room for gathering. There is luxury vinyl plank (LVP) floors throughout the home and the bathroom has been newly tiled. The home has UV double-insulated windows, 8x10 shed with finished interior, electricity & wall A/C unit, and a

  Juan Castro REDFIN CORPORATION

  3421 Hickory St, Winter Haven, FL 33881
• 

  

  /17

  $2,030 Per Month

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • House for Rent

  409 Corso Loop, Winter Haven, FL 33884

  FOR RENT - 4 Bedroom/2 Bath Single Family Home. This lovely home is being rented with all of the kitchen appliances. The home features Smart Home Technology with Alexa. The rent also includes the internet. Close to schools, shopping and LEGOLAND...come see it today!

  Linda Andre COLDWELL BANKER REALTY

  409 Corso Loop, Winter Haven, FL 33884
• 

  

  /11

  $259,490

  Sold Aug 20, 2025

  2199 Chris Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $182/SF
  • 19 Days On Market

  Current Estimated Value $270,629

  2199 Chris Dr, Winter Haven, FL 33884
• 

  

  /20

  Not Listed For Sale

  5887 Fox Haven Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 720 Sq Ft
  • Built 1982

  5887 Fox Haven Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 99 Days On Market
• 

  

  /77

  $580,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,512 Sq Ft

  6261 Pinehurst Loop, Winter Haven, FL 33884

  Experience the best of Florida resort-style living in this exceptional Ashton floor plan located in the sought-after Lake Ashton Golf Club Community. Offering 3 bedrooms, 2 baths, a den, and 2,512 square feet of thoughtfully designed living space, this beautifully maintained home combines elegance, comfort, and functionality.A paver driveway, manicured landscaping, and stunning leaded-glass

  Anita Lowe LOCKHART & ASSOCIATES INC

  6261 Pinehurst Loop, Winter Haven, FL 33884
• 

  

  /14

  $1,945 Per Month

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • House for Rent

  1924 Bretton Ridge Dr, Winter Haven, FL 33884

  Rent easily and live comfortably with ResiHome, a leader in single-family rentals. This refreshed, pet-friendly home has all the features and space that you and your entire family will enjoy, including state-of-the-art -appliances, stylish kitchens and countertops, and ample outdoor space to call your own. Plus, our streamlined application process makes it easy to apply for your new home!This

  1924 Bretton Ridge Dr, Winter Haven, FL 33884
• 

  /2

  $208,000

  Sold Jun 26, 2026

  2813 Wingfoot Ct, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1990

  Last Sold Summary

  • 10% Below List Price
  • $124/SF
  • 96 Days On Market

  Current Estimated Value $213,007

  Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.

  2813 Wingfoot Ct, Winter Haven, FL 33884
• 

  /2

  Not Listed For Sale

  323 Thornhill Estates Ct, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1997

  323 Thornhill Estates Ct, Winter Haven, FL 33880

  Last Sold Summary

  • 9 Days On Market
• 

  

  /70

  $354,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,334 Sq Ft

  Ponte Vedra Plan at Willowbrook North, Winter Haven, FL 33881

  PONTE VEDRA: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living , Loft and up to 5 Bedrooms! The Ponte Vedra plan is available in Coastal, Farmhouse or Traditional exterior designs. The gracious foyer leads to the cafe area and the well-appointed island kitchen that overlooks the spacious family room. The 2nd level primary suite boasts an en suite bathroom with dual sink vanity,

  DRB Homes Builder

  0 Fl-544 St Unit 36849126, Winter Haven, FL 33881
• 

  

  /19

  $1,100 Per Month

  • 2 Beds
  • 2 Baths
  • 2,732 Sq Ft
  • Apartment for Rent

  521 20th St SW Unit c, Winter Haven, FL 33880

  Winter Haven.. private home with rental unit. Only mins walk to Food and shopping, Lake Howard and Lake Howard Nature Park This unit is currently available for June 1 .Plenty of windows, enclosed/covered porch, sccond floor unit Only minutes from major shopping and dining, and directly across from Lake Howard. This one bedroom unit is ground floor has large living space. Open floor plan with

  Scott Butts KIMBRIDGE REALTY, LLC

  521 20th St SW Unit c, Winter Haven, FL 33880
• 

  

  /7

  $234,990

  Sold Jan 30, 2026

  223 Turtle Bay Ave, Winter Haven, FL 33881

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

  Move in Ready Sold Summary

  • $147/SF
  • 7 Days On Market

  Current Estimated Value $233,703

  Highland Homes Harbor at Lake Henry - Townhomes

  223 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /26

  Not Listed For Sale

  6135 Grand Oaks Dr SE, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1997

  6135 Grand Oaks Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 182 Days On Market

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