Newest Homes for Sale in Winter Haven, FL

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  /38

  $180,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  213 Cleveland Ave, Winter Haven, FL 33881

  Welcome to this charming 2-bedroom, 1-bath home in the growing city of Winter Haven. Situated on a .16-acre oversized lot, this property offers both comfort and opportunity. The home features a functional layout and a new AC installed in 2024, providing added efficiency and peace of mind. The spacious backyard includes a detached shed with great potential, perfect for a workshop, studio, storage,

  Pedro Perez, Jr DALTON WADE INC

  213 Cleveland Ave, Winter Haven, FL 33881
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  /18

  $349,521

  New Construction

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

  5347 Mickey Ave, Winter Haven, FL 33884

  This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are

  Stephanie Morales AXEN REALTY, LLC

  5347 Mickey Ave, Winter Haven, FL 33884
• 

  

  

  /100

  $599,900

  • 3 Beds
  • 2 Baths
  • 2,591 Sq Ft

  5365 Hogan 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 immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 71⁄2' x 36' bromine pool awaiting your enjoyment. From the striking stone

  

  Brad Kirwan

  GLOBAL LIFESTYLE LLC

  5365 Hogan Ln, Winter Haven, FL 33884
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  /31

  $205,000

  $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,407 Sq Ft

  321 Orange Blossom Dr, Winter Haven, FL 33880

  Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to

  Jay Scharff KELLER WILLIAMS REALTY SMART 1

  321 Orange Blossom Dr, Winter Haven, FL 33880
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  /30

  $344,900

  Open Sat 12PM - 3PM $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft

  551 Lake Smart Blvd, Winter Haven, FL 33881

  HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a brand new roof replaced in 2025. This beautiful home features 4 bedrooms, 2 bathrooms, and 1936 square feet of open concept living space. Imagine relocating to central Florida and stepping into a bright, airy floor plan where natural light fills the

  Kenneth Gonzalez LA ROSA REALTY CW PROPERTIES L

  551 Lake Smart Blvd, Winter Haven, FL 33881
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  /50

  $450,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,828 Sq Ft

  900 Lake Jessie Dr, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  900 Lake Jessie Dr, Winter Haven, FL 33881
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  /44

  $132,500

  $4K PRICE DROP

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

  6775 Brentwood Dr NE, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable, no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms & 2 bathrooms with a spacious & functional layout, including a Florida room, formal dining room, breakfast nook & a dedicated

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6775 Brentwood Dr NE, Winter Haven, FL 33881
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  /31

  $42,900

  $6K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 784 Sq Ft

  895 Bunker Cir Unit 895, Winter Haven, FL 33881

  2 Bed | 1 1/2 Bath | 784 square foot | $42,900 (Hidden Golf Club- Lot 895) PRICE DROP! Located in highly sought after 55+ community! This well maintained furnished home offers a bright, comfortable layout. Highlights include- Newer roof (2024), AC (2018). Kitchen offers updated cabinets. Home has a large lanai for relaxing and shed for additional storage. Home is located on a quiet street. This

  Brandi Sappington CRF Communities

  895 Bunker Cir Unit 895, Winter Haven, FL 33881
• 

  

  /22

  $33,500

  • 2 Beds
  • 2 Baths

  687 Century Ln, Winter Haven, FL 33881

  Charming 2 bed, 2 bath home offering 784 sq ft with a desirable split floor plan for added privacy. Major updates include a shingle/metal roof, gutters, and downspouts (2023) and a recently updated A/C motor (2026), providing peace of mind for years to come. Enjoy Florida living from the screened lanai-perfect for relaxing or entertaining. The home features a large double driveway with a separate

  

  Cindy Minnick

  Sun Resales, Inc.

  687 Century Ln, Winter Haven, FL 33881
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  /55

  $24,900

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  39 Morningside Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Contact listing agent below for ALL showings and offers.** PRETTY 2BED/2BATH SPLIT PLAN WITH NEWER METAL ROOF! You can afford to soon be living the easy life as the new owner of this well maintained and nicely updated 1981 Fleetwood Broadmore. Priced to sell at $24,900, and measuring 14x60, plus the 11x16 screen room, this home will provide an approximate total of 1010

  Shawna Kemp Mobile Home Spot Inc.

  39 Morningside Rd, Winter Haven, FL 33881
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  /100

  $344,900

  $5K PRICE DROP

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

  4184 Aberdeen Ln, Lake Wales, FL 33859

  You don't want to miss out on this ready-to-move-in, well-maintained BISCAYNE floor plan home. This 3-bedroom, 2-bath open-floor-plan home features many special upgrades and updates. In addition to being located in a cul-de-sac, this home was built on a premium, oversized, and irregularly shaped pond-frontage lot with views of a nature preserve. Upon arrival, the curb appeal catches the eye. The

  

  Michael Krigelski

  A+ REALTY LLC

  4184 Aberdeen Ln, Lake Wales, FL 33859
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  /18

  $119,000

  $1M PRICE DROP

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  220 King Rd, Winter Haven, FL 33880

  ***Investor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investor. It is situated on .6 acres of land with room on the back of the lot for a garden, chickens or storage building. This property is located in Winter Haven and is close to everything you need.

  Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

  220 King Rd, Winter Haven, FL 33880
• 

  

  /23

  $149,500

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  607 Country Ln NE, Winter Haven, FL 33881

  WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET.YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A BEAUTIFUL VIEW, NEW

  Glenda Pruitt FLORIDA HOME CHOICE REALTY

  607 Country Ln NE, Winter Haven, FL 33881
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  /18

  $308,915

  New Construction $6K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5139 Kinsley Dr, Lake Wales, FL 33859

  Discover this exciting Azure home. Included features: an inviting covered entry; a thoughtfully designed kitchen offering quartz countertops, 42 white cabinets, stainless-steel appliances, a walk-in pantry and a center island; an elegant dining room; a large great room; a beautiful primary suite showcasing a spacious walk-in closet and a private bath; a convenient laundry; a mudroom and a covered

  Richmond American Homes Builder

  5139 Kinsley Dr, Lake Wales, FL 33859
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  /63

  $54,990

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft

  104 Rigi Slope Dr, Winter Haven, FL 33881

  Discover retirement retreat in Swiss Village, a 55+ community nestled on Lake Henry. This maintained Palm Harbor manufactured home offers comfortable living with 2 bedrooms and 2 bathrooms, plus bonus spaces that make it truly special. Step inside to find updated polywood flooring throughout, replacing carpet in 2022 when subfloors were also reinforced with 3/4" plywood. Enjoy an enclosed

  

  Chrissy Walter

  Sunset Home Sales

  104 Rigi Slope Dr, Winter Haven, FL 33881
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  /30

  $89,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,900 Sq Ft

  2222 Tamarron Ln Unit 467, Winter Haven, FL 33881

  2BR | 2BA | 1,900 Sq Ft | $89,900 Four Lakes Golf Club Lot 467 Price just reduced $10K from $100,000 to $89,900! Location, space and character-this home truly has it all! Situated on a desirable corner lot just steps from the clubhouse, pool, and restaurant, you'll love the convenience and vibrant lifestyle this home offers. This home is designed to maximize Florida living, featuring both a front

  Cheryl Dobbs CRF Communities

  2222 Tamarron Ln Unit 467, Winter Haven, FL 33881
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  /25

  $129,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1256 Las Brisas Ln Unit 365, Winter Haven, FL 33881

  2BR | 2BA | 1,400 Sq Ft | $129,900 Four Lakes Golf Club Lot 365 Where lifestyle meets luxury views... Step into this beautifully updated home and be instantly captivated by the panoramic golf course and water views showcased in the stunning windowed Florida room-your personal sanctuary for relaxation or entertaining. Thoughtfully designed with modern laminate flooring and upgraded countertops,

  Cheryl Dobbs CRF Communities

  1256 Las Brisas Ln Unit 365, Winter Haven, FL 33881
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  /55

  $44,500

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  120 Hideaway Ln Unit 120, Winter Haven, FL 33881

  Hidden Cove / Lot #120 / 2 Bedroom/2 Bath / 1,040 Sq. Ft. / ONLY $44,500.00 !!! This home may be a 1983, but it doesn't look a day over 2024 with all of the work that has been done! Located in beautiful Hidden Cove, this gorgeous home boasts: New A/C New Vapor Barrier, Tie Downs & Insulation New Thermo-Pane Windows & Siding Luxury Vinyl Plank Flooring Throughout Large Covered Patio w/BBQ Grill

  Jennifer Torres CRF Communities

  120 Hideaway Ln Unit 120, Winter Haven, FL 33881
• 

  

  /42

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  144 Morning Glory Cir, Winter Haven, FL 33884

  Welcome to the beautiful waterfront resort-style gated community of Winterset. ! Enjoy the charming 3-bedroom, 2-bathroom home offering a delightful living experience. Built in 2006, this well maintained home is move in ready. The open floor plan seamlessly connects the main living areas, creating a spacious and airy feel throughout. The master bedroom is a serene retreat, complete with ample

  Sharon Watson CENTURY 21 WATSON & MYERS REALTY

  144 Morning Glory Cir, Winter Haven, FL 33884
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  /63

  $125,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  4918 Rosewood St, Winter Haven, FL 33880

  This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the remodeled bathrooms. All flooring is either ceramic or vinyl flooring. The Singled roof is approximately 11 years old and the ac was installed in 2025. The water heater was installed in 2024. This home will be sold mostly furnished. If that isn't

  Kathy Devor COLDWELL BANKER REALTY

  4918 Rosewood St, Winter Haven, FL 33880

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