Winter Haven, FL Homes

• 

  $415,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,336 Sq Ft

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

  Introducing the Denham at Harmony at Lake Eloise, in Winter Haven, Florida. A stunning 2,336 square foot, single-story home featuring 4 bedrooms, 3 bathrooms, and a spacious 3-car garage. As you step inside a grand foyer draws you in, leading you through a thoughtfully designed layout where every detail shines. Bedrooms 2, and 3, and 4 branch off from the foyer, creating a private wing for family

  D.R. Horton Builder

  1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880
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  /15

  $1,250 Per Month

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • House for Rent

  2366 Lake Dr NW, Winter Haven, FL 33881

  Welcome to 2366 Lake Dr in Winter Haven — a freshly updated home offering both style and functionality. Inside, you’ll find spacious bedrooms with modern flooring, ceiling fans, and ample natural light. The bathrooms feature clean tile finishes and practical layouts, while the kitchen is equipped with essential appliances including a range oven, range hood, and dishwasher, making everyday living

  2366 Lake Dr NW, Winter Haven, FL 33881
• 

  

  /2

  $235,000

  Sold Dec 12, 2025

  620 Crystals Blvd, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $146/SF
  • 44 Days On Market

  Current Estimated Value $238,765

  Last Listing Agent Kim Reaves HELLO FLORIDA REAL ESTATE LLC

  620 Crystals Blvd, Winter Haven, FL 33884
• 

  

  

  /29

  Est $261,204

  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
• 

  

  

  /21

  $324,499

  New Construction $11K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,039 Sq Ft

  5377 San Pietro Dr, Winter Haven, FL 33884

  Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the

  Dale Human CASA FRESCA REALTY

  5377 San Pietro Dr, Winter Haven, FL 33884
• 

  

  /7

  $1,050 Per Month

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

  710 Avenue C SW Unit 4A, Winter Haven, FL 33880

  This well maintained first floor 1 BD/1 BA apartment is on a quiet street near Lake Howard. Centrally located, approximately 10 min. walking distance to downtown Winter Haven. The apartment has been freshly painted for the new residence and is ready for immediate move in! The building has a free on site laundry facility and off street parking. Call today to schedule your private tour!

  Pedro Cartagena 1513 REALTY LLC

  710 Avenue C SW Unit 4A, Winter Haven, FL 33880
• 

  /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
• 

  

  /16

  Est $280,194

  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
• 

  

  /57

  $369,990

  New Construction

  • 4 Beds
  • 2 Baths
  • 2,267 Sq Ft

  Highbourne Plan at Willowbrook North, Winter Haven, FL 33881

  HIGHBOURNE: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and up to 5 Bedrooms! The Highbourne plan is available in Coastal, Farmhouse or Traditional exterior designs. The inviting front porch opens to a gracious foyer with spacious flex space that leads to the island kitchen that overlooks the cafe and family room. The primary suite boasts an en suite bathroom with shower,

  DRB Homes Builder

  0 Fl-544 St Unit 36849118, Winter Haven, FL 33881
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  /9

  $1,400 Per Month

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

  638 W Central Ave, Winter Haven, FL 33880

  Updated downstairs apartment at 638 W Central Ave featuring vinyl flooring throughout, no carpet, in-unit washer and dryer, and a convenient 2 bed/1.5 bath layout.Located in a fenced triplex property near Downtown Winter Haven, this home offers easy access to local dining, shopping, medical offices, parks, and everyday conveniences.Schedule your showing today.Resident

  638 W Central Ave, Winter Haven, FL 33880
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  /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 $255,065

  Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

  6191 Grey Heron Dr, Winter Haven, FL 33881
• 

  /2

  Est $222,975

  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
• 

  

  /18

  $299,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  ARIA Plan at Willowbrook South, Winter Haven, FL 33881

  The Aria is one of our one-story floorplans featured in Willowbrook South in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area,

  D.R. Horton Builder

  2815 Adeline Ave Unit 38507573, Winter Haven, FL 33881
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  /34

  $1,795 Per Month

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

  2752 Sycamore St, Winter Haven, FL 33881

  Virtually Staged. Stunning Waterfront Retreat in Winter Park | 3 Bedrooms, 2.5 Baths & Breathtaking Water Views! Welcome to 2752 Sycamore Street, where modern elegance meets peaceful waterfront living in one of Winter Park's most sought-after neighborhoods. This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect combination of style, comfort, and an unbeatable location. Wake up

  Jacob Hara TRANSCEND REALTY

  2752 Sycamore St, Winter Haven, FL 33881
• 

  /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 $195,959

  Last Listing Agent Reggie Ward PREMIER REALTY OF TAMPA

  505 Avenue G SE, Winter Haven, FL 33880
• 

  /2

  Est $307,184

  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
• 

  

  /31

  $215,000

  $15K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  3426 Hickory St, Winter Haven, FL 33881

  Virtually Staged. NO HOA! LOW TAXES! ASSUMABLE FHA LOAN! NEW FLOORS! NEW FENCE! Bring your boat, your work vehicle and your RV! This home is has plenty of yard to hold all your toys and you won't be bothered by an HOA! This home home also comes with a SHE SHED/WORKSHOP/ART STUDIO with electricity! This move-in ready property features brand new flooring and fresh interior paint, offering a clean,

  Heather Carr, PA BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  3426 Hickory St, Winter Haven, FL 33881
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  /12

  $1,850 Per Month

  • 3 Beds
  • 2 Baths
  • 1,373 Sq Ft
  • 3 Bedroom/2 Bath Fully Furnished Pool Home for Rent

  2416 Ave B SW, Winter Haven, FL 33880

  Welcome to this Fully Furnished Pool Home for RentA stunning property located in the beautiful Winter Haven, FL. This home boasts three spacious bedrooms and two full bathrooms, offering ample space for comfortable living. The property is fully furnished, allowing you to move in with ease and start enjoying your new home immediately. The private swimming pool is a standout

  2416 Ave B SW, Winter Haven, FL 33880
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  /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 $314,239

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  737 Bayside Blvd, Winter Haven, FL 33881
• 

  

  /30

  Est $227,246

  Not Listed For Sale

  1621 Vienna Square Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,497 Sq Ft
  • Built 2015

  1621 Vienna Square Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 61 Days On Market
• 

  

  /3

  $389,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,011 Sq Ft

  Valenica Plan at Villa Mar, Winter Haven, FL 33884

  Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and

  Casa Fresca Homes Builder

  5512 Taverna Loop Unit 40423297, Winter Haven, FL 33884
• 

  

  /14

  $1,350 Per Month

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft
  • Townhouse for Rent

  139 Avenue D SW, Winter Haven, FL 33880

  Virtually Staged. This inviting two-bedroom, one-bath home places you just moments from First Street and the lively downtown Winter Haven district, giving you quick access to local restaurants, coffee shops, lakes, parks, and the growing downtown scene. Inside, the bright living area leads into a kitchen with a comfortable eating space that’s perfect for casual meals or a quiet start to your day.

  Christin Davis PROPERTY MANAGEMENT OF POLK

  139 Avenue D SW, 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

  Not Listed For Sale

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,681 Sq Ft
  • Built 1989

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881

  Last Sold Summary

  • 22 Days On Market
• 

  

  /33

  $345,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,077 Sq Ft

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

  Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a

  D.R. Horton Builder

  1651 Hummingbird Rd Unit 36202793, Winter Haven, FL 33880
• 

  

  /16

  $2,195 Per Month

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • House for Rent

  6228 Botticella Blvd, Winter Haven, FL 33884

  Discover contemporary Florida living at its best! This stunning 5-bed, 2-bath home in Villa Mar features a bright open floor plan, sleek finishes, and smart home technology designed for convenience. The spacious kitchen includes energy-efficient appliances, ample storage, and a breakfast bar perfect for entertaining. With quick access to I-4 and major attractions, this home gives you the best of

  6228 Botticella Blvd, Winter Haven, FL 33884
• 

  /2

  $78,000

  Sold Apr 13, 2026

  211 Sweet Cir, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1986

  Last Sold Summary

  • 29% Below List Price
  • $61/SF
  • 332 Days On Market

  Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

  211 Sweet Cir, Winter Haven, FL 33884
• 

  /2

  Est $360,116

  Not Listed For Sale

  359 Mandolin Ln, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 2,356 Sq Ft
  • Built 2009

  359 Mandolin Ln, Winter Haven, FL 33884

  Last Sold Summary

  • 60 Days On Market
• 

  

  /35

  $299,000

  $60K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,093 Sq Ft

  1676 Teagan Ln, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to Peace Creek Reserve! Built in 2024, this move-in-ready home offers the benefits of newer construction and a 1 Year Home Warranty, without the wait! The Lennar Next Gen® single-story plan, this spacious home features an attached private suite with its own separate entrance, living room, kitchenette, bedroom, and full bathroom. In the main

  Amy Long REDFIN CORPORATION

  1676 Teagan Ln, Winter Haven, FL 33884
• 

  

  /15

  $1,700 Per Month

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • House for Rent

  168 Southern Breeze Loop, Winter Haven, FL 33880

  SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Beautiful home offers 3 bedroom and 2 bathroom with ceramic tile type flooring. Home has 2 attached car garage. This home offers a spacious kitchen, updated bathrooms and is located in a beautiful

  Ethel Gumaru FIRSTKEY HOMES LLC

  168 Southern Breeze Loop, Winter Haven, FL 33880
• 

  /2

  $259,990

  Sold Apr 24, 2026

  2735 Gladiola Rd, Winter Haven, FL 33884

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $148/SF
  • 76 Days On Market

  Current Estimated Value $259,092

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

  2735 Gladiola Rd, Winter Haven, FL 33884
• 

  /2

  Est $294,437

  Not Listed For Sale

  4723 Mandolin Loop, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 1,860 Sq Ft
  • Built 2011

  4723 Mandolin Loop, Winter Haven, FL 33884

  Last Sold Summary

  • 24 Days On Market
• 

  

  /25

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft

  392 Kensington View Dr, Winter Haven, FL 33880

  Fresh Updates & Move-In Ready! Welcome home to 392 Kensington View Drive! This beautifully refreshed 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and functionality. The open-concept floor plan creates a bright, inviting living space that's ideal for both everyday living and entertaining. Enjoy the fresh feel of new interior and exterior paint, making this home truly move-in

  Dayna Grimmett LIVE FLORIDA REALTY

  392 Kensington View Dr, Winter Haven, FL 33880
• 

  

  /13

  $1,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • House for Rent

  304 Ave P NW, Winter Haven, FL 33881

  This newly built duplex is ready for its next tenants. This unit comes with stainless steel appliances, open living concept, private master bedroom and bathroom, large back yard and so much more. Professionally managed so tenants can be assured their needs are being met. Call us today to set up a showing. All Pro X Property Management The Swain Group. LLC residents are enrolled in the

  304 Ave P NW, Winter Haven, FL 33881
• 

  

  /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 $241,034

  Highland Homes Harbor at Lake Henry - Townhomes

  207 Turtle Bay Ave, Winter Haven, FL 33881
• 

  /2

  Not Listed For Sale

  313 Thornhill Estates Ct, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1997

  313 Thornhill Estates Ct, Winter Haven, FL 33880

  Last Sold Summary

  • 42 Days On Market
• 

  

  /37

  $274,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  Magenta Plan at Villa Mar, Winter Haven, FL 33884

  Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

  Casa Fresca Homes Builder

  6614 Crescent Loop Unit 36787202, Winter Haven, FL 33884
• 

  

  /34

  $1,895 Per Month

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

  2575 Pine St, Winter Haven, FL 33880

  Virtually Staged. Waterfront Living at Its Finest | Beautiful 3-Bedroom Home in Winter Haven! Welcome to 2575 Pine Place, Winter Haven, FL—a beautifully maintained 3-bedroom, 2.5-bath home where modern elegance meets peaceful waterfront living. Perfectly designed for comfort, style, and everyday convenience, this exceptional home offers breathtaking water views and a lifestyle you'll love coming

  Jacob Hara TRANSCEND REALTY

  2575 Pine St, Winter Haven, FL 33880
• 

  /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 $256,641

  Last Listing Agent Ryan Odenweller RE/MAX HERITAGE PROFESSIONALS

  5750 Harbor Isle Blvd, Winter Haven, FL 33884
• 

  /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

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