Winter Haven, FL Homes for Sale

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  /36

  $289,500

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

  1663 W Lake Cannon Dr NW, Winter Haven, FL 33881

  ANOTHER PRICE REDUCTION!! Enjoy peaceful lake views from this beautifully updated 2-bedroom, 2-bathroom home overlooking Lake Cannon. Freshly painted with all-new luxury vinyl flooring throughout, this home offers both comfort and style. A spacious Living Room provides a clear view of the lake, while the Bonus Room offers flexible space for an office, den, or potential 3rd bedroom. Step out onto

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 343-1270

  1663 W Lake Cannon Dr NW, Winter Haven, FL 33881
• Explore Winter Haven

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  /30

  $58,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  76 Greenview Dr, Winter Haven, FL 33881

  Welcome to your new happy place! This charming 2-bedroom, 2-bath home, nestled in the sought-after 55+ Community of Swiss Golf & Tennis, offers around 1200 square feet of cozy living space. Picture this: your backyard is the lush golf course, right between the 14th and 15th holes! You can kick back in your living room or lanai, both bathed in natural light, while you sip your morning coffee and

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 356-7943

  76 Greenview Dr, Winter Haven, FL 33881
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  /37

  $99,900

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  92 Greenview Dr, Winter Haven, FL 33881

  This beautifully maintained 2-bedroom, 2-bathroom Homes of Merit (1988) offers 1,680 sq. ft. of comfortable living space with a bright, open layout and serene golf course views. A 2023 membrane roof covers the home, shed, and Florida room for added peace of mind. Enjoy the welcoming living room featuring bay windows overlooking the golf course, and a den with a wet bar that opens to the kitchen -

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 264-5309

  92 Greenview Dr, Winter Haven, FL 33881
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  /21

  $42,900

  • 2 Beds
  • 1.5 Baths
  • 728 Sq Ft

  678 Century Ln, Winter Haven, FL 33881

  Discover comfort and charm in this beautifully updated 2-bedroom, 1.5-bath home designed for easy Florida living. Enjoy morning coffee or evening breezes from the screened Florida room, the perfect spot to unwind. The eat-in kitchen invites casual gatherings, while the renovated full bath adds a touch of modern elegance. Recent updates include a 2024 roof, gutters and downspouts, fresh interior

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 343-3344

  678 Century Ln, Winter Haven, FL 33881
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  /48

  $155,000

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881

  Whether you’re starting your morning with coffee and calm lake views or winding down to a glowing sunset over Lake Conine, this home offers a peaceful retreat you’ll love coming back to. Perfectly situated in the waterfront community of Winter Ridge, this 2-bedroom, 2-bath home combines low-maintenance living with direct access to the Chain of Lakes (Lake Smart). Inside, laminate floors connect

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 375-8052

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881
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  /31

  $69,500

  • 2 Beds
  • 2 Baths
  • 1,920 Sq Ft

  488 Putter Cir, Winter Haven, FL 33881

  Welcome to this delightful 2-bedroom, 2-bath home where comfort meets convenience. Recent updates include a new AC (2025) and roof (2024), giving you peace of mind for years to come. A circular driveway and golf cart make life easy, while a large shed offers plenty of storage. Inside, you'll love the bonus room with a wet bar, perfect for entertaining, along with the convenience of indoor laundry

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 349-7230

  488 Putter Cir, Winter Haven, FL 33881
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  /20

  $174,500

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft

  2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880

  Welcome to this charming first-floor condominium in the heart of Winter Haven! Conveniently located on the renowned Chain of Lakes, this spacious 2-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Step inside to enjoy an open and inviting floorplan with plenty of natural light throughout. The private outdoor patio provides a perfect space for morning coffee, relaxing

  

  Tony Insua Jr.

  CRAIG BURKE REAL ESTATE GROUP, LLC

  (863) 310-1224

  2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880
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  /71

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,363 Sq Ft

  5357 Hogan Ln, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! A true gem in Lake Ashton.Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022).Experience Florida living at its finest in this

  

  Emily Muscarella

  A+ REALTY LLC

  (863) 431-8559

  5357 Hogan Ln, Winter Haven, FL 33884
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  /30

  $419,000

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft

  357 Ruby Lake Loop, Winter Haven, FL 33884

  Located in the gated community of Ruby Lake, this stunning 3-bedroom, 2-bath Cassidy Ox floor plan offers a perfect blend of style and functionality. The home features a spacious layout with a formal living room, formal dining room, and a large family room, all designed for comfortable living. The updated kitchen serves as the heart of the home, boasting quartz countertops, a breakfast bar, a

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 328-0549

  357 Ruby Lake Loop, Winter Haven, FL 33884
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  /39

  $190,977

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  307 Eagle Pond Dr, Winter Haven, FL 33884

  Price Improvement!!! Plus $2,000 towards buyers closing cost with a full price offer! This beautiful furnished condo in the 24/7 guard-gated Cypresswood Golf & Country Club offers peaceful POND VIEWS you’ll love, visible from both bedrooms and the living room. With tall 10-foot ceilings and warm wood cabinets, the open living and dining area flows right into the breakfast bar kitchen, perfect for

  

  Mabel Vassallo

  CENTURY 21 MYERS REALTY

  (863) 431-4399

  307 Eagle Pond Dr, Winter Haven, FL 33884
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  /39

  $65,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  369 Putter Cir, Winter Haven, FL 33881

  This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 250-7593

  369 Putter Cir, Winter Haven, FL 33881
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  /66

  $314,900

  • 3 Beds
  • 2 Baths
  • 2,109 Sq Ft

  2925 Dayton Dr, Winter Haven, FL 33884

  Charming HOME in Winter Haven’s Traditions Community, check those amenities! Well maintained 3-bed, 2-bath home + den/office with open floor plan, fully equipped kitchen, and spacious master suite. Enjoy a nice backyard with screened lanai, plus a 2-car garage with extra storage. Community perks include a clubhouse, pool, fitness center, pickleball, dock, and boat ramp on Reeves. Conveniently

  

  Clarisa Moody

  MARZUCCO REAL ESTATE

  (863) 343-0578

  2925 Dayton Dr, Winter Haven, FL 33884
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  /45

  $179,900

  • 2 Beds
  • 2 Baths
  • 2,208 Sq Ft

  194 Fairway Cir, Winter Haven, FL 33881

  This beautifully updated 2-bedroom, 2-bathroom unfurnished home offers modern comfort and timeless charm, nestled on a spacious private lot along the 14th hole of the golf course. Step inside to discover a fully renovated interior featuring luxury finishes throughout. A chef's dream kitchen, boasting a 5' double-door pantry, additional storage closet with shelving, tile backsplash, deep

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 336-6201

  194 Fairway Cir, Winter Haven, FL 33881
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  /32

  $47,600

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  590 Century Dr, Winter Haven, FL 33881

  This beautifully updated 2-bedroom, 2-bathroom unfurnished home offers 728 sq ft of interior living space, plus an additional 187 sq ft heated and cooled lanai, perfect for year-round enjoyment. Recent upgrades, including fresh neutral interior paint, make this home move-in ready and worry-free! 2023 Updates Include: • Membrane roof over the home, shed, and carport, New windows and HVAC system,

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 651-8938

  590 Century Dr, Winter Haven, FL 33881
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  /57

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft

  5751 Lakeside Landings Blvd, Winter Haven, FL 33881

  LIKE NEW! Beautiful and well maintained 3 BR 2 BA single family home in Winter Haven, FL. This home features a wonderful open floor plan connecting the living and dining areas. The highlight of the kitchen is its island. The island contains a built-in sink, and the added surface area is perfect as an additional dining space or cooking area. Next to the dining room is a fully screened porch with a

  

  Daniel Hut

  HUT REALTY, LLC

  (863) 532-7380

  5751 Lakeside Landings Blvd, Winter Haven, FL 33881
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  /65

  $119,900

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881

  LAKEFRONT! MUST SEE! Charming 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best views in the building. The Spring Lake Towers community offers many amenities and social events. The association fee covers cable, internet, building and grounds maintenance, common facilities including a gym, library, community kitchen, laundry area,

  

  Daniel Hut

  HUT REALTY, LLC

  (863) 356-1216

  700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881
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  /14

  $129,900

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft

  1100 Martinique Dr Unit 203, Winter Haven, FL 33884

  SO close to HWY 27, Legoland, shopping, golf, and MORE! This beautifully renovated 2/1 condo comes complete with all new appliance suite, including a gas range for the home chef in you! (Gad is included in your HOA) Brand new cabinetry, ceiling fans, laminate flooring, and so much more. There are no age restrictions, and the LOW HOA covers exterior maintenance, grounds maintenance, gas for

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  (863) 328-4197

  1100 Martinique Dr Unit 203, Winter Haven, FL 33884
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  /21

  $365,000

  • 5 Beds
  • 3 Baths
  • 2,523 Sq Ft

  1404 Axel Cir, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Welcome to this beautifully crafted, newly built home offering over 2,500 square feet of modern living space in the peaceful PINNACLE POINT neighborhood of Winter Haven. This spacious 5-bedroom, 3-bathroom home features a thoughtfully designed layout that perfectly balances comfort, style, and functionality. Just off the foyer, a private guest suite

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 204-5093

  1404 Axel Cir, Winter Haven, FL 33880
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  /18

  $69,500

  • 2 Beds
  • 2 Baths
  • 792 Sq Ft

  471 Putter Cir, Winter Haven, FL 33881

  Welcome to your dream oasis! This stunning 2-bedroom, 2-bathroom home is a perfect blend of comfort and style. Step into a beautifully renovated kitchen that will inspire your inner chef! Enjoy the luxury of updated bathrooms, including a fabulous primary bath. The spacious enclosed Florida Room, equipped with HVAC, is perfect for year-round relaxation and adding an additional 160 sq ft. Plus,

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 622-7245

  471 Putter Cir, Winter Haven, FL 33881
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  /62

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft

  577 6th St SE, Winter Haven, FL 33880

  TWO Income-Producing Properties, One Amazing Opportunity! This unique corner-lot package includes two CB 2-bedroom, 1-bath homes being sold together – ideal for investors, multi-generational living, or those looking to live in one and rent the other! Situated on a spacious 140x105 lot, Unit 577, boasts a brand-new roof, new HVAC system, and an all-new screened-in L-shaped lanai, that expands your

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 264-4920

  577 6th St SE, Winter Haven, FL 33880
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  /27

  $84,900

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  645 Century Ln, Winter Haven, FL 33881

  Experience comfortable living in this beautifully updated two-bedroom, two-bath home. Enjoy brand-new flooring installed in 2022, enhancing the modern feel throughout. The spacious bonus room offers versatile options for your lifestyle needs, while the large shed provides ample storage. Relax in the inviting Florida room, equipped with an efficient HVAC system for year-round comfort. The primary

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 431-1518

  645 Century Ln, Winter Haven, FL 33881
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  /35

  $245,900

  • 3 Beds
  • 1 Bath
  • 985 Sq Ft

  2122 Lake Blvd, Winter Haven, FL 33881

  Winter Haven Dream Home Alert!This charming 3-bedroom, 1-bath home checks all the boxes—spacious living areas, an updated kitchen, peaceful bedrooms, and a huge fenced backyard perfect for BBQs, pets, and play.Nothing’s wrong with this beauty—it’s simply waiting for the right buyer. And with homes like this, the right buyer never waits long. ?? Prime location near schools,

  

  Catherine Torres

  IAD FLORIDA LLC

  (863) 264-1624

  2122 Lake Blvd, Winter Haven, FL 33881
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  /100

  $284,900

  • 2 Beds
  • 2 Baths
  • 1,319 Sq Ft

  5325 Nicklaus Dr, Winter Haven, FL 33884

  Pride of ownership is evident in this well-maintained "snowbird" owned Caribbean floor plan home. The curb appeal comes from the quality landscaping, which includes tasteful plantings, palms, and a paver walk and drive. All the landscaping is "watered" by an automatic irrigation system. The home has many special features and recent upgrades that frees up the new owners. The roof was replaced in

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 663-6182

  5325 Nicklaus Dr, Winter Haven, FL 33884
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  /100

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  4168 Aberdeen Ln, Lake Wales, FL 33859

  THE CDD BOND IS FULLY PAID on this well-maintained, ready-to-move-in, "snowbird-owned" Devon floor plan home. But what sets this Lake Ashton Golf Club home apart is its location on a pond-frontage lot with a nature preserve view and a street that ends at a cul-de-sac. Upon arrival, the outstanding curb appeal catches your eye. The exterior of this home was painted just last year. The roof was

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 264-5201

  4168 Aberdeen Ln, Lake Wales, FL 33859
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  /100

  $369,900

  • 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

  (863) 310-1418

  4184 Aberdeen Ln, Lake Wales, FL 33859
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  /86

  $424,000

  • 3 Beds
  • 2 Baths
  • 2,027 Sq Ft

  4081 Dunmore Dr, Lake Wales, FL 33859

  New Price! Stunning waterfront home with amazing views, 2.5/2.599APR assumable VA loan, and CDD bond paid in full! Enjoy breathtaking views of Lake Ashton, golf course greens, and serene ponds from this beautifully updated Provence split floor plan, ideally situated in the heart of Lake Ashton with convenient access to both clubhouses and the golf pro shop. Best of all, this home offers a

  

  Emily Muscarella

  A+ REALTY LLC

  (863) 341-0015

  4081 Dunmore Dr, Lake Wales, FL 33859
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  /67

  $950,000

  • 4 Beds
  • 4 Baths
  • 3,555 Sq Ft

  200 Island Way, Winter Haven, FL 33884

  Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining,

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 343-1106

  200 Island Way, Winter Haven, FL 33884
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  /5

  $850,000

  • Land
  • 8.5 Acres
  • $100,000 per Acre

  0 Brigham Rd NW, Winter Haven, FL 33881

  8.5 acres of R-3 zoning in the City of Winter Haven. Prime location and already zoned for multifamily development. Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are approximate to be determined by accurate survey.

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 270-8616

  0 Brigham Rd NW, Winter Haven, FL 33881
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  /33

  $279,000

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft

  2030 Leisure Dr, Winter Haven, FL 33881

  Possible Short Sale! Updated 3BR/2BA home with 3 versatile flex rooms for office, hobbies, or storage. Recent remodel includes LVP flooring, fresh paint, modern kitchen with new countertops, cabinets, sink & newer appliances. Both baths updated with sleek finishes. New lighting, brand-new A/C (2023), and solar panels (2024) add comfort & efficiency. No HOA restrictions offer extra freedom.

  

  Yvette Toledo-Baste

  Compass Florida, LLC

  (863) 343-3369

  2030 Leisure Dr, Winter Haven, FL 33881
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  /69

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,681 Sq Ft

  263 Mariposa, Winter Haven, FL 33884

  A BEAUTIFUL HOME! 2 BONUS ROOMS, UPDATED JUST ABOUT ALL SYSTEMS REPLACED SINCE 2008, INCLUDING: ROOF, DRYWALL, FLOORING, KITCHEN, BATHROOMS, BEDROOMS, A/C, TANKLESS WATER HEATER, ELECTRICAL SYSTEM, PLUMBING, CEILING, INSULATION, AND MORE. VERY SPACIOUS, A LOT OF NATURAL LIGHT. DESIGNER DOORS. OWNER artistically INSPIRED, GIVING THE HOME A UNIQUE FLAIR. A MANUAL IS AVAILABLE FOR MOST OF THE

  

  Tina Marie

  TINA MARIE LLC

  (863) 336-6205

  263 Mariposa, Winter Haven, FL 33884
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  /37

  $389,900

  • 4 Beds
  • 2.5 Baths
  • 2,659 Sq Ft

  4914 Jackson St, Winter Haven, FL 33884

  Welcome to this beautiful home, located in one of the most desirable areas of Winter Haven FL. Built in 2022, this well-maintained home features 2,659 sf, 4 bedrooms, 2.5 baths, with a dedicated office with French doors offering functionality to your workspace or easily convert it to suit your needs! As you walk through, you will notice the home boast lots of ceramic tile, stainless steel

  

  Brenton Renaldo

  PELLEGO, LLC

  (863) 341-0010

  4914 Jackson St, Winter Haven, FL 33884
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  /32

  $157,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  5863 Red Fox Dr, Winter Haven, FL 33884

  NO LOT RENT – NO HOA- NO CDD PAYMENT. Spacious 3BR/2BA mobile home on a large 11,378 SF corner lot! No HOA and no lot rent—you OWN THE LAND! Features an open floor plan, bonus room, brand-new storage shed, and tools room. Home needs some TLC but has great bones and tons of potential. Plenty of outdoor space to garden, expand, or entertain. A rare find with freedom, space, and opportunity. Contact

  

  Beatriz Zuccaro

  ZUCCARO REALTY GROUP INC

  (863) 622-9375

  5863 Red Fox Dr, Winter Haven, FL 33884
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  /42

  $299,999

  • 3 Beds
  • 2 Baths
  • 1,705 Sq Ft

  1332 Coventry Ct, Winter Haven, FL 33880

  Welcome to this well-maintained 3-bedroom, 2-bathroom home located in the quiet and sought-after community of Coventry Cove. Designed with comfort and functionality in mind, this home features an open-concept layout that seamlessly connects the living room and kitchen—perfect for both everyday living and entertaining.The kitchen offers a convenient breakfast bar, ideal for casual dining

  

  Brooke Boyette

  KELLER WILLIAMS TAMPA PROP.

  (863) 264-2833

  1332 Coventry Ct, Winter Haven, FL 33880
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  /46

  $179,000

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft

  6149 Grand Oaks Dr SE, Winter Haven, FL 33884

  You own the land and very low cost HOA! Golf Cart included! Welcome to this move-in ready home in a highly sought-after 55+ community in Winter Haven, FL. Offering a peaceful, resort-style lifestyle, this home is perfectly situated in a serene neighborhood that boasts exceptional amenities, including a sparkling community pool & HOT TUB, clubhouse, and shuffleboard courts—all designed for your

  

  Corey Lott

  NEXTHOME LOTT PREMIER REALTY

  (863) 328-4617

  6149 Grand Oaks Dr SE, Winter Haven, FL 33884
• 

  

  /19

  $159,000

  • 3 Beds
  • 1 Bath
  • 1,339 Sq Ft

  3462 Avenue T NW, Winter Haven, FL 33881

  PRICE REDUCED!! Charming three-bedroom, one-bath home located in NW Winter Haven. This property features wood laminate flooring throughout, with carpet in two of the bedrooms. Recent updates include a new water heater (2023), replumbing (2024), and a brand-new septic system (2025). Living room with fireplace and separate formal dining room. The A/C unit is just five years old, providing peace of

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 302-7991

  3462 Avenue T NW, Winter Haven, FL 33881
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  /33

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  368 Niblick Cir, Winter Haven, FL 33881

  Welcome to this immaculate one-owner home. Purchased as a second home, this was rarely used and is in like-new condition! Located in the sought-after Gates of Lake Region community, this home offers comfort, style, and peace of mind in a well-established neighborhood. Step through the screened front entry into a welcoming foyer that opens to a spacious living and dining area. The large kitchen

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 663-2067

  368 Niblick Cir, Winter Haven, FL 33881
• 

  

  /48

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,944 Sq Ft

  108 Black Skimmer Ln, Winter Haven, FL 33880

  Welcome to your dream home with low HOA fees and no CDD! This 4-bedroom, 2-bathroom home is nestled in the sought-after gated community of Lake Deer. With 1,946 square feet of heated and cooled living space, it's ideal for a growing family! The thoughtful split floor plan ensures privacy and comfort for everyone. The kitchen opens up to a spacious great room with sliding glass doors leading to a

  

  Geraldine Anarumo

  FLORIDA REALTY MARKETPLACE

  (863) 313-1502

  108 Black Skimmer Ln, Winter Haven, FL 33880
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  /29

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft

  880 Oleander Dr SE, Winter Haven, FL 33880

  Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with built-in bookshelves, creating a warm and

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 591-6496

  880 Oleander Dr SE, Winter Haven, FL 33880
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  /37

  $49,000

  • 1 Bed
  • 1 Bath
  • 402 Sq Ft

  7015 Fairview Village Cir, Winter Haven, FL 33881

  Discover this inviting home in an active 55+ gated waterfront community, perfectly situated along the canal that connects Lake Hamilton and Lake Henry, offering boating, fishing opportunities, and a peaceful Florida lifestyle. Step inside to the living room that flows into the cozy dinette and functional kitchen. The bedroom features built-in drawers, a desk area, a 4x4 walk-in closet, and an

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 310-1301

  7015 Fairview Village Cir, Winter Haven, FL 33881
• 

  

  /20

  $249,000

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

  1109 5th St SW, Winter Haven, FL 33880

  Step inside this versatile 3-bedroom, 2-bathroom Winter Haven home and discover endless possibilities without HOA! Featuring a spacious living area, updated kitchen with ample cabinet space, and a primary suite, this home is designed for comfort and functionality. Situated on a generous fenced-in lot perfect for outdoor entertaining, or future projects, it also offers easy access to major

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 267-9625

  1109 5th St SW, Winter Haven, FL 33880

Showing Results 1 - 40, Page 1 of 18

Why Live in Winter Haven

Winter Haven is the midpoint between Tampa and Orlando in rapidly growing Polk County. Known for having dozens of lakes, this outdoor paradise has experienced significant growth in recent years, reaching 60,000 in 2024. For years the city was a ...

Learn more about living in Winter Haven

Frequently Asked Questions

What is the average home price in Winter Haven, FL?

Homes for sale in Winter Haven, FL have an average home price of $331,259.

How many homes have sold over the last 12 months in Winter Haven, FL?

1,923 homes have sold in Winter Haven, FL over the last 12 months.

What are the most popular zip codes in Winter Haven, FL?

The most popular zip codes in Winter Haven, FL include 33884, 33880, 33823, 33881 and 33839.

What are the most popular neighborhoods in Winter Haven, FL?

The most popular neighborhoods in Winter Haven, FL with the most homes for sale are Poinsettia Park, Downtown Winter Haven, Cypresswood and Lake Lucerne.

How much do you need to make to afford a house in Winter Haven?

The median home price in Winter Haven is $310,290. If you put a 20% down payment of $62,100 and had a 30-year fixed mortgage with an interest rate of 6.27%, your estimated principal and interest payment would be $1,530 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $66K a year to afford the median home price in Winter Haven.

How are the schools in Winter Haven, FL?

Winter Haven, FL has highly rated public and private schools. Some of the best schools in Winter Haven based on Niche Grades are All Saints Academy, St Joseph Catholic School and Chain of Lakes Collegiate High. The neighborhoods in Winter Haven with the highest rated schools are Poinsettia Park, Downtown Winter Haven and Cypresswood. Browse all the schools in Winter Haven, FL to learn more.

Home Trends in Winter Haven, FL

On average, homes in Winter Haven, FL sell after 83 days on the market compared to the national average of 53 days. The median sale price for homes in Winter Haven, FL over the last 12 months is $289,745, down 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$289,745

Median Single Family Sale Price

$300,000

Median Townhouse Sale Price

$257,900

Median 2 Bedroom Sale Price

$150,000

Median 1 Bedroom Sale Price

$95,000

Average Price Per Sq Ft

$172

Number of Homes for Sale

917

Last 12 months Home Sales

1,923

Months of Supply

5.70

Median List Price

$310,290

Median Change From 1st List Price

4%

Median Home Sale Price YoY Change

-2%