Newest Homes for Sale in Winter Haven, FL

• 

  

  

  /29

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  5308 Green Dr, Winter Haven, FL 33884

  A 55+ resort style, guarded and gated community, plus incredible value make this home a MUST SEE! Welcome to a well maintained, bright and cheery 3 bedroom, 2 bathroom home. The entryway welcomes you with a soaring ceiling and gorgeous chandelier, and the home flows easily into a spacious kitchen and living and dining areas. Enjoy the lush yard and inviting screened-in outdoor living space-

  Misty McCracken FATHOM REALTY FL LLC

  5308 Green Dr, Winter Haven, FL 33884
• 

  

  

  /12

  $220,000

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  1858 4th St SE, Winter Haven, FL 33880

  Welcome to this charming Five-bedroom, three-bathroom single-story residence located in Lake Lulu Terrace, Winter Haven, Florida. The home is a great invesment opportunity with a newly installed roof and providing comfortable and efficient layout across one floor. With three full bathrooms complementing the three generously appointed bedrooms, this residence delivers practical functionality for

  1858 4th St SE, Winter Haven, FL 33880
• 

  

  

  /69

  $164,900

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

  312 Siberian Cypress Cir, Winter Haven, FL 33881

  Welcome to 312 Siberian Cypress Circle, a beautifully maintained 2019 home located in the highly desirable gated 55+ community of Cypress Creek Village in Winter Haven. One of this home's biggest advantages is its affordable lot rent of just **$616 per month**, making it an exceptional value in today's market while allowing you to enjoy all the benefits of this vibrant community. Offering

  Daniel Butler Sun Realty of Florida

  312 Siberian Cypress Cir, Winter Haven, FL 33881
• 

  

  

  /16

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  3129 Avenue W NW, Winter Haven, FL 33881

  Virtually Staged. 3129 Avenue W NW is a residence with a functional layout and modern finishes throughout. Clean interior finishes and updated flooring carry through the home, creating a well-maintained aesthetic throughout. This residence combines practical design with comfortable living spaces, delivering functional amenities throughout every room.. Included 100-Day Home Warranty with buyer

  Karen Albright OPENDOOR BROKERAGE LLC

  3129 Avenue W NW, Winter Haven, FL 33881
• 

  

  

  /39

  $679,900

  • 4 Beds
  • 2.5 Baths
  • 3,155 Sq Ft

  815 Lake Ned Rd, Winter Haven, FL 33884

  Enjoy the space and flexibility of this beautifully maintained property situated on 2.42 acres, offering a rare combination of privacy and convenience just minutes from shopping, dining, and everyday amenities in Winter Haven. With no HOA, no deed restrictions, and no CDD fees, this property provides exceptional versatility and is zoned for horses, creating opportunities for a variety of

  Barry Macchione REMAX EXPERTS

  815 Lake Ned Rd, Winter Haven, FL 33884
• 

  

  /58

  $359,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft

  122 Quailwood Dr, Winter Haven, FL 33880

  Pool pump replaced in 2026, hot water tank and HVAC unit 5 years old, 10 year old roof! Welcome home to this well-maintained 3-bedroom, 2-bath plan offering 1,666 square feet living on over a 1/2 acre of land, and no HOA!!! The desirable split floor plan provides privacy and functionality, while the spacious living area is perfect for everyday living and entertaining. The kitchen comes complete

  Lori Roberts GOLD HEART REALTY LLC

  122 Quailwood Dr, Winter Haven, FL 33880
• 

  

  /35

  $200,000

  Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,333 Sq Ft

  1525 Oakview Cir SE, Winter Haven, FL 33880

  Turn-key elegance in one of Winter Haven’s 55+ community! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel. This smokefree, move-in ready 2BR/2BA residence delivers the perfect balance of relaxation and functionality. You will love the attached neighbors. The heart of the home features a bright, open-concept living/dining area flowing into a kitchen with abundant cabinetry

  Rich Gant LPT REALTY, LLC

  1525 Oakview Cir SE, Winter Haven, FL 33880
• 

  

  /27

  $140,000

  • 3 Beds
  • 1 Bath
  • 1,088 Sq Ft

  129 Florida Dr, Winter Haven, FL 33881

  Calling all CASH investors! Tenant occupied till 3/31/2027 @ $1565/mo ------READ REALTORS NOTES!----- No HOA and no water bill since you're on a well! Located in the charming community of Winter Haven, this beautifully updated home sits on a large corner lot, offering a peaceful country retreat feel with serene views of nearby pasture land. No flood zone to worry about here, so enjoy peace of

  Dillon Cook WRIGHT DAVIS REAL ESTATE

  129 Florida Dr, Winter Haven, FL 33881
• 

  

  /49

  $300,000

  • 4 Beds
  • 3 Baths
  • 1,883 Sq Ft

  6549 Crescent Loop, Winter Haven, FL 33884

  **WELCOME TO CRESCENT VIEW – SPACIOUS LIVING IN A PRIME WINTER HAVEN LOCATION!** Perfectly positioned in the desirable Crescent View community, this beautifully maintained 4-bedroom, 3-bath home with a 2-car garage offers the ideal combination of comfort, space, and convenience. Built in 2008 and featuring soaring ceilings, an open-concept layout, and abundant natural light, this home is designed

  Angie Sheridan COASTAL PROPERTIES GROUP INTERNATIONAL

  6549 Crescent Loop, Winter Haven, FL 33884
• 

  

  /55

  $410,000

  • 4 Beds
  • 3 Baths
  • 2,356 Sq Ft

  136 Lake Mariam Rd, Winter Haven, FL 33884

  NEW ROOF 2026 * NEW INSULATION 2026 * NEW HOT WATER HEATER 2026* NEWER AIR CONDITIONER 2020*Welcome to the classic neighborhood of Lakewood, located in Southeast Winter Haven. This spacious 4 bedroom, 3 bath home, & with the additional 4th bedroom it offers versatility, including a closet, private sliding door access, making it ideal for a bedroom, office/flex room, guest space, or home

  Jill Baird KELLER WILLIAMS ADVANTAGE III

  136 Lake Mariam Rd, Winter Haven, FL 33884
• 

  

  /34

  $314,900

  New Construction $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft

  1738 Hummingbird Rd, Winter Haven, FL 33884

  Under Construction. Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  1738 Hummingbird Rd, Winter Haven, FL 33884
• 

  

  /31

  $254,900

  New Construction $9K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  2711 Gladiola Rd, Winter Haven, FL 33884

  Under Construction. The Glen is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  2711 Gladiola Rd, Winter Haven, FL 33884
• 

  

  /21

  $299,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  1104 Tyler Loop, Winter Haven, FL 33884

  Why wait to build when you can own this never-occupied former model home in the highly sought-after community of Peace Creek Reserve? Offering the ease of new construction without the wait, this beautifully designed single-story residence blends comfort, style, and functionality throughout. The spacious open-concept layout seamlessly connects the family room, dining area, and gourmet

  Nick Whitehouse RE/MAX PRIME PROPERTIES

  1104 Tyler Loop, Winter Haven, FL 33884
• 

  

  /29

  $319,900

  New Construction $2K PRICE DROP

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

  2519 Sage Valley Way, Winter Haven, FL 33884

  Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, 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 luxury

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  2519 Sage Valley Way, Winter Haven, FL 33884
• 

  $298,080

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  967 Lunar Ln, Winter Haven, FL 33884

  This offer is subject to certain terms, conditions, and restrictions. Specific terms apply and buyer is subject to FHA 2-1 temporary buy down qualification that include, but are not limited to, a minimum credit score of 720, Purchase Price of $303,080, $297,590 loan amount and is based on interest rates and terms available on February 27, 2026. Advertised payment is based off year 1 of the

  Southern Homes Builder

  967 Lunar Ln, Winter Haven, FL 33884
• 

  

  /22

  $307,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,447 Sq Ft

  951 Lunar Ln, Winter Haven, FL 33884

  Southern Homes Builder

  951 Lunar Ln, Winter Haven, FL 33884
• 

  

  /22

  $319,532

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,727 Sq Ft

  959 Lunar Ln, Winter Haven, FL 33884

  Southern Homes Builder

  959 Lunar Ln, Winter Haven, FL 33884
• 

  

  /27

  $334,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft

  981 Lunar Ln, Winter Haven, FL 33884

  Southern Homes Builder

  981 Lunar Ln, Winter Haven, FL 33884
• 

  

  /25

  $345,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,816 Sq Ft

  974 Lunar Ln, Winter Haven, FL 33884

  Southern Homes Builder

  974 Lunar Ln, Winter Haven, FL 33884
• 

  

  /23

  $98,590

  • 2 Beds
  • 2 Baths

  1255 Las Brisas Ln Unit 415, Winter Haven, FL 33881

  This beautiful, furnished 2-bedroom, 2-bath home with GARAGE is listed at $ 98590. This rare find is Located on the 2nd green in the wonderful gated Four Lakes Golf Club Community, featuring a Large 2-level Lanai with full windows throughout. Watch the golfers putt out or the wildlife that may appear in the woods and pond near this home. An Electric Golf cart is included for all your in-community

  Deb Bartholomew Sunset Home Sales

  1255 Las Brisas Ln Unit 415, Winter Haven, FL 33881
• 

  

  /42

  $44,900

  • 2 Beds
  • 2 Baths
  • 1,081 Sq Ft

  490 Lake Henry Cir Unit 490, Winter Haven, FL 33881

  Hidden Cove West / Lot #490 2 Bedroom/2 Bath / 1,081 Sq. Ft. / $44,900.00 This gorgeous home is light and bright and offers a buyer plenty of square footage to move about. It has a split, open-concept floor plan which is so popular. Plus: New Flooring in Master Bedroom and Both Bath Rooms New Kitchen Faucet with White Porcelain Sink Updated Windows Updated Sprinkler System 2024 Metal Roof Well

  Jennifer Torres CRF Communities

  490 Lake Henry Cir Unit 490, Winter Haven, FL 33881
• 

  

  /20

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft

  105 Lake Sears Dr, Winter Haven, FL 33880

  This home is located in a established neighborhood, Seller has done lots of updates, New windows,roof ,c/h/a, both bathrooms remodeled all done in 2023 and 2024 and new drainfield aproximately a year ago. Home still has a few things that need updating, but main remodels have been done. Come enjoy the inground pool. Home is surrounded by wood femce in the rear with chain link fence behind the wood

  Rita Stead SOUTHERN BELLE REALTY

  105 Lake Sears Dr, Winter Haven, FL 33880
• 

  

  /65

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,833 Sq Ft

  5337 Hogan Ln, Winter Haven, FL 33884

  Welcome to 5337 Hogan Lane, Winter Haven, Florida 33884. This home for sale in Lake Ashton is located behind the secure gates of Lake Ashton, a Premier, Florida 55 Plus Community. This Biscayne Floor Plan home offers 1,833 sq. ft. living area, a covered and screened lanai, concrete pad in the back of the home and a paver driveway and paver walkway from the driveway to the side garage door. 5337

  Lori Raath LAKE ASHTON REALTY INC.

  5337 Hogan Ln, Winter Haven, FL 33884
• 

  

  /32

  $320,000

  New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  1454 Austin St, Winter Haven, FL 33884

  Excellent investment opportunity in Winter Haven, one of Central Florida’s growing residential markets, known for its family-friendly lifestyle, beautiful lakes, peaceful atmosphere, and strategic location approximately one hour from Tampa and one hour from Orlando. The property is also just minutes from LEGOLAND Florida Resort, adding even more value to the area’s appeal for both residents and

  Carla Moreno Pineda DALTON WADE INC

  1454 Austin St, Winter Haven, FL 33884
• 

  /2

  $115,000

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

  333 Midnight Cypress Dr Unit 9, Winter Haven, FL 33881

  Lot #9 - 3 Bed /2 Bath /1,568 Sq. Ft./ $115,000.00 Spectacular Pond Views from this 2007 Kingswood Model in beautiful Cypress Creek Village! This spacious home is located on a waterfront lot with breathtaking views! It offers a paver parking alongside the carport with an additional pond view paver patio! This gorgeous home offers: *Vaulted Ceilings *Kitchen with soft close cabinets and solid

  Jennifer Meyers CRF Communities

  333 Midnight Cypress Dr Unit 9, Winter Haven, FL 33881
• 

  

  /42

  $264,900

  Open Sun 12PM - 3PM $5K PRICE DROP

  • 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
• 

  

  /18

  $92,000

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  1700 6th St NW Unit C21, Winter Haven, FL 33881

  Easy Florida living starts here in Winter Haven Harbour, a centrally located 55+ condominium community close to shopping, dining, medical facilities, public transportation, and downtown Winter Haven. This 2-bedroom, 1.5-bath end-unit condo offers 840 square feet of functional living space and a smart opportunity for a buyer looking to downsize, simplify, or create a comfortable seasonal Florida

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  1700 6th St NW Unit C21, Winter Haven, FL 33881
• 

  

  /10

  $179,000

  • Land
  • 8,712 Sq Ft
  • $895,000 per Acre

  702 Avenue A E, Winter Haven, FL 33880

  Rare development opportunity in the heart of Winter Haven's Urban Core. This corner parcel is zoned R-4 and designated Primary Mixed Use Hub (PMUH), placing it within one of the city's most flexible and growth-oriented future land use districts. According to the City of Winter Haven zoning and future land use maps, the property allows for a variety of residential development opportunities

  Veronica Bard LA ROSA REALTY PRESTIGE

  702 Avenue A E, Winter Haven, FL 33880
• 

  

  /19

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  622 Crystals Blvd, Winter Haven, FL 33884

  Beautiful 3/2 in Winter Haven area minutes from US-27 and just 3 minutes from LEGOLAND. Roof 2022, Water Heater 2023, A/C 2023, Bathrooms renovated and Low HOA. Enjoy the Florida lifestyle on a spacious lot, complete with a screened-in porch perfect for relaxing mornings or evening gatherings. Affordable, upgraded, and ideally located this home won't last long! Near hospital, shopping and

  Harrison Perez Collazo CAISSA REALTY INVESTMENT INC

  622 Crystals Blvd, Winter Haven, FL 33884
• 

  

  /47

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  681 Lake Dexter Cir, Winter Haven, FL 33884

  PRESENTING A BEAUTIFUL LAKEFRONT RETREAT ON LAKE DEXTER! Welcome to this charming 3 BD / 2.5 BA two-story residence that offers stunning water views, modern updates, and the perfect blend of comfort and Florida lakefront living. The spacious living room features a cozy gas fireplace and flows seamlessly into the beautifully remodeled kitchen and a convenient dining area. Bathrooms have been

  Erin Floyd COLDWELL BANKER REALTY

  681 Lake Dexter Cir, Winter Haven, FL 33884
• 

  

  /22

  $319,990

  New Construction $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  811 Andrew St, Winter Haven, FL 33881

  Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Ready in September 2026! The Atwood floor plan features 3 bedrooms, 2 full baths, approximately 1,600 sq. ft., an open-concept design, spacious kitchen island, private primarysuite, and thoughtfully designed living spaces that combine comfort, style, and everyday functionality in a growing Central Florida location.

  DRB Homes Builder

  811 Andrew St, Winter Haven, FL 33881
• 

  

  /27

  $288,900

  New Construction $1K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1726 Hummingbird Rd, Winter Haven, FL 33884

  The property is located at 1726 Hummingbird Road WINTER HAVEN FL 33884 priced at 288900, the square foot and stories are 1593, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  1726 Hummingbird Rd, Winter Haven, FL 33884
• 

  

  /20

  $324,999

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,050 Sq Ft

  5323 Mickey Ave, Lake Wales, FL 33859

  Discover this must-see Tarragon home. Included features: an inviting covered entry; an expansive great room; a quiet study; a well-appointed kitchen offering quartz countertops, stainless-steel appliances, 42 cabinets, a walk-in pantry, a center island and an adjacent dining area; a convenient laundry; an impressive primary suite showcasing a spacious walk-in closet and a private bath; a mudroom

  Richmond American Homes Builder

  5323 Mickey Ave, Lake Wales, FL 33859
• 

  

  /13

  $365,000

  • 4 Beds
  • 2 Baths
  • 2,460 Sq Ft

  302 Sterling Dr, Winter Haven, FL 33884

  Short Sale. Located in Winter Haven, this 4-bedroom, 2-bath home offers approximately 2,460 square feet of living space with a two-car garage, spacious layout, and private pool. The home's generous floor plan provides multiple living areas and ample space for everyday living, entertaining, or accommodating a variety of household needs. Based on available information and photographs, the property

  Jonathon, PA McLeod KELLER WILLIAMS ELITE REALTY

  302 Sterling Dr, Winter Haven, FL 33884
• 

  /2

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft

  3530 Evening Star Dr, Winter Haven, FL 33881

  Short Sale. Short Sale: roomy single-story residence crafted for ease and elegance. Its 4-bedroom design boasts an open-concept kitchen, dining, and family area perfect for gatherings and daily life. The sleek kitchen includes granite counters, stainless appliances, and premium cabinetry. Three bedrooms sit upfront, with the secluded primary suite featuring a walk-in closet and luxurious bath.

  Salvador Aguilar FAIR FEE REALTY

  3530 Evening Star Dr, Winter Haven, FL 33881
• 

  

  /20

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,054 Sq Ft

  4079 Lake Marianna Dr, Winter Haven, FL 33881

  Renovation opportunity at 4079 Lake Marianna Drive. NO HOA, this 3-bedroom, 2-bath home features a circular drive, single car garage, front family room with views of Lake Marianna, newer solar panels, and a new roof installed at the same time as the solar system. The large, fenced backyard includes two extra-wide gates for boat or RV access, plus a shed, workshop, and air-conditioned outbuilding.

  Mike Nolen COLDWELL BANKER REALTY

  4079 Lake Marianna Dr, Winter Haven, FL 33881
• 

  

  /54

  $390,000

  • 4 Beds
  • 3 Baths
  • 2,413 Sq Ft

  306 Terranova Blvd, Winter Haven, FL 33884

  Set on a spacious .24-acre homesite in the gated Terranova community, this beautifully designed 4-bedroom, 3-bathroom home offers over 2,400 square feet of comfortable living space with a layout that perfectly balances openness and privacy. Mature fruit trees, a low HOA, and no CDD fees make this an exceptional opportunity in one of Winter Haven’s most desirable neighborhoods. Inside, you'll find

  Andrew Duncan LPT REALTY LLC

  306 Terranova Blvd, Winter Haven, FL 33884
• 

  

  /12

  $271,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  2121 Greenway Dr, Winter Haven, FL 33881

  Updated 3/2 home with new flooring, driveway, windows and siding.

  Julie Tressler TCAT REALTY SERVICES INC

  2121 Greenway Dr, Winter Haven, FL 33881
• 

  

  /21

  $261,100

  $4K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,483 Sq Ft

  924 S Heron Cir, Winter Haven, FL 33884

  Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the back of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage along with access to the home's dining room. Rounding out this ranch style floorplan is the primary suite and two secondary bedrooms.

  Blake Keathley EVERYSTATE INC.

  924 S Heron Cir, Winter Haven, FL 33884
• 

  /2

  $290,640

  New Construction

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

  533 Ituna Cir, Winter Haven, FL 33881

  Move-in ready 3-bedroom home for sale in Winter Haven, Florida! Designed for your modern lifestyle, the Begonia features an open living area under an airy volume ceiling and luxury vinyl plank flooring. Relax in your owner's suite with a walk-in wardrobe and an en-suite bath with dual vanities, and a decorative tiled shower with glass enclosure. Plus, enjoy outdoor living on your front porch and

  Highland Homes Builder

  533 Ituna Cir, Winter Haven, FL 33881

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