Winter Haven, FL Houses for Sale

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  $290,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  1085 Brenton Manor Dr, Winter Haven, FL 33881

  Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle boarding. And when

  

  Clarisa Moody

  MARZUCCO REAL ESTATE

  (863) 900-9378

  1085 Brenton Manor Dr, Winter Haven, FL 33881
• Explore Winter Haven

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  /25

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,379 Sq Ft

  8 Saint Kitts Cir, Winter Haven, FL 33884

  Welcome to 8 St. Kitts Circle in Winter Haven—a move-in ready home that checks all the right boxes. Freshly painted and well-maintained, this property offers comfort and peace of mind with a metal roof (2023) and a newer A/C unit (2020). Even better, a brand-new water heater will be installed prior to closing, making this home truly ready for its next owner. Step outside to enjoy the vinyl-fenced

  

  Michelle Smith

  KELLER WILLIAMS REALTY SMART 1

  (863) 344-3920

  8 Saint Kitts Cir, Winter Haven, FL 33884
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  /45

  $459,000

  $6K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,663 Sq Ft

  148 Lake Otis Rd, Winter Haven, FL 33884

  Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level home offers a perfect blend of modern luxury and comfort. With a spacious layout, a private pool, and an abundance of natural light, this home is designed for both relaxation and entertaining. As you enter, you’ll immediately notice the bright and airy

  

  Michelle Armbruster

  LOCKHART & ASSOCIATES INC

  (863) 599-6261

  148 Lake Otis Rd, Winter Haven, FL 33884
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  /49

  $290,000

  • 3 Beds
  • 2 Baths

  542 Eagle Landing Blvd, Winter Haven, FL 33880

  Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(s). The open-floor concept creates a comfortable flow throughout the main living areas, while the split floor plan provides added privacy for the primary bedroom and bath with spacious walk-in closet.The kitchen features stainless steel appliances

  

  Carla Miro

  CENTURY 21 WATSON & MYERS REAL

  (863) 312-0574

  542 Eagle Landing Blvd, Winter Haven, FL 33880
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  /43

  $364,999

  $95K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,907 Sq Ft

  6003 Live Oak Dr, Winter Haven, FL 33880

  Honey, stop the car! This is the one you’ve been waiting for.This beautifully maintained 4-bedroom, 2-bathroom home sits on a spacious 0.45-acre fenced lot, offering the space, privacy, and outdoor lifestyle today’s buyers are searching for. Enjoy the soon-to-be easy access to Avalon and Disney via Sawgrass Rd extension.Step inside and you’re welcomed by a spacious foyer that flows into a

  

  Paul Shearn

  FUTURE HOME REALTY INC

  (863) 204-4704

  6003 Live Oak Dr, Winter Haven, FL 33880
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  /41

  $350,000

  $45K PRICE DROP

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

  262 Santa Rosa Dr, Winter Haven, FL 33884

  Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 328-6637

  262 Santa Rosa Dr, Winter Haven, FL 33884
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  /15

  $260,000

  $39K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  3180 Country Club Cir, Winter Haven, FL 33881

  Short Sale. APPROVED SHORT SALE AT PRICE! CHAPTER 7 BANKRUPTCY - Located In The Country Walk Community, This 2019 Built Home At 3180 Country Club Cir, Winter Haven, FL 33881 Features The Popular DR Horton Aria Floor Plan Offering 3 Bedrooms, 2 Bathrooms, & 1,672 Sq Ft Of Living Space. This Home Offers an Open Concept Layout With A Spacious Living Area, Split Bedroom Floor Plan, & a Functional

  

  Jon McCall PA

  DALTON WADE INC

  (863) 250-1507

  3180 Country Club Cir, Winter Haven, FL 33881
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  /44

  $215,000

  $9K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 2,078 Sq Ft

  111 Sunset Dr E, Winter Haven, FL 33881

  PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized,

  

  Twanna Dewdney

  LA ROSA REALTY PRESTIGE

  (863) 457-2180

  111 Sunset Dr E, Winter Haven, FL 33881
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  $279,900

  $80K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,223 Sq Ft

  31 Lake Link Cir SE, Winter Haven, FL 33884

  Short Sale. Lender has provided preliminary net guidance based on a recent appraisal. Offers will be reviewed in accordance with lender and VA guidelines. Buyer is encouraged to submit highest and best offer. Final approval subject to lender review.This is the kind of home that just feels right the moment you pull in. Set on an oversized .29-acre lot with no rear neighbors and peaceful

  

  Katie Sweet

  WATSON REALTY CORP.

  (863) 265-5379

  31 Lake Link Cir SE, Winter Haven, FL 33884
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  /45

  $302,500

  • 4 Beds
  • 2 Baths
  • 1,583 Sq Ft

  780 Overlook Grove Dr, Winter Haven, FL 33884

  Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Haven! Situated perfectly W of Hwy 27 and out of the hustle and bustle of the city, this 4/2/2 home is ready for you! Close to houses of worship, schools, shopping, golf, and SO much more! Upon arrival, you note the quaint neighborhood, which quickly says "community." The home

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  (863) 265-1231

  780 Overlook Grove Dr, Winter Haven, FL 33884
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  /62

  $449,900

  • 4 Beds
  • 3 Baths
  • 2,354 Sq Ft

  308 Terranova Blvd, Winter Haven, FL 33884

  Welcome to your ideal Florida home, nestled in a quiet gated community only a short drive to the hustle and bustle of Orlando, the fun capital. This cozy 4 bed 3 bath home offers a perfect blend of comfort, style and convenience. A warm and inviting living space with an open- concept layout that flows effortlessly from the entry through the living and dining areas ideal for everyday living or

  

  Dawn Burlace

  Florida Real Estate Navigators

  (863) 887-8571

  308 Terranova Blvd, Winter Haven, FL 33884
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  $359,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,476 Sq Ft

  1063 Brimstone Cir, Winter Haven, FL 33884

  Welcome to this stunning 2024-built Ensley model located in the highly sought-after Harmony at Lake Eloise community in Winter Haven, Florida. Offering, 2,476 square feet of beautifully designed living space and over 2,900 total square feet under roof and all exterior block construction. This two-story smart home perfectly blends modern style, comfort, and functionality. Step inside to an

  

  Brad Martin

  BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  (863) 310-1889

  1063 Brimstone Cir, Winter Haven, FL 33884
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  $279,900

  $16K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,792 Sq Ft

  104 11th St SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 3-bath home located in one of Winter Haven’s most established and sought-after neighborhoods. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. A standout feature of the home is the private suite with its own entrance and full

  

  Dave Westphal

  REAL BROKER, LLC

  (863) 340-7511

  104 11th St SE, Winter Haven, FL 33880
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  /39

  $309,000

  $9K PRICE DROP

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

  1799 Carnostie Rd, Winter Haven, FL 33884

  ***PRICE REDUCTION***Your turnkey oasis awaits! Welcome to a home that still feels brand new. This 2022-built gem in the peaceful Villa Mar community offers four spacious bedrooms and a bright, open floor plan designed for making memories. Whether you're hosting a dinner party in the modern kitchen or relaxing on your private, custom-screened lanai, every inch of this 1,680 sq. ft. home reflects

  

  Twanna Dewdney

  LA ROSA REALTY PRESTIGE

  (863) 624-3914

  1799 Carnostie Rd, Winter Haven, FL 33884
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  /40

  $245,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  3363 Livingston Way, Winter Haven, FL 33884

  Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

  

  Beena Kokeram

  AGILE GROUP REALTY

  (863) 694-1013

  3363 Livingston Way, Winter Haven, FL 33884
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  /85

  $699,000

  $41K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,961 Sq Ft

  237 Mclean Point, Winter Haven, FL 33884

  MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision!Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area.Key Features:• Prime Location: Enjoy boat access to

  

  Luis Perez Garcia

  EXP REALTY LLC

  (863) 264-6395

  237 Mclean Point, Winter Haven, FL 33884
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  /31

  $415,000

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

  357 Ruby Lake Loop, Winter Haven, FL 33884

  Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home,

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 265-1959

  357 Ruby Lake Loop, Winter Haven, FL 33884
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  /42

  $365,000

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft

  340 Vail Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus room that can

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 343-2779

  340 Vail Dr, Winter Haven, FL 33884
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  /31

  $489,000

  $36K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft

  184 Lake Otis Rd, Winter Haven, FL 33884

  Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 340-7440

  184 Lake Otis Rd, Winter Haven, FL 33884
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  $292,000

  $33K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  624 Honey Bell Rd, Winter Haven, FL 33880

  Seller will entertain any reasonable offer!!** Beautiful 3-bedroom, 2-bath ranch home built in 2022 offering modern design and easy one-level living. Open concept layout with spacious living areas, contemporary finishes, and abundant natural light. Well appointed kitchen and comfortable bedroom split for added privacy. Move-in ready and perfect for today's lifestyle.

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  (863) 431-8805

  624 Honey Bell Rd, Winter Haven, FL 33880
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  $850,000

  • 3 Beds
  • 2.5 Baths
  • 3,255 Sq Ft

  1028 S Lake Mariam Dr, Winter Haven, FL 33884

  Welcome to your slice of LAKEFRONT, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home

  

  Mabel Vassallo

  CENTURY 21 MYERS REALTY

  (863) 264-0950

  1028 S Lake Mariam Dr, Winter Haven, FL 33884
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  /40

  $374,000

  $5K PRICE DROP

  • 4 Beds
  • 4 Baths

  1215 26th St NW, Winter Haven, FL 33881

  Unique and spacious property offering flexibility and great outdoor living! This home features multiple living areas with beautiful exposed wood beam ceilings, updated flooring throughout, and plenty of natural light. The layout offers generously sized bedrooms and a functional kitchen with ample cabinetry and workspace, perfect for everyday living and entertaining. One of the standout features

  

  Vitania Villar Sanchez

  Lifestyle International Realty

  (863) 329-5612

  1215 26th St NW, Winter Haven, FL 33881
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  /48

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  4465 Strathmore Dr, Lake Wales, FL 33859

  Discover easy Florida living in this beautifully maintained home in Lake Ashton featuring the popular expanded Hemingway floor plan with 2 bedrooms, 2 baths, and a versatile den perfect for a home office, hobby room, or guest space. Best of all, the CDD bond debt is fully paid. Pride of ownership shines throughout, from the landscaping and paver driveway to the move-in ready interior designed for

  

  Jared Rutherford

  KELLER WILLIAMS TAMPA PROP.

  (863) 228-8746

  4465 Strathmore Dr, Lake Wales, FL 33859
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  $375,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,265 Sq Ft

  4360 Ashton Club Dr, Lake Wales, FL 33859

  Not only is this truly unique one-owner Lake Ashton Golf Club home PRICED FOR A QUICK SALE, but the CDD BOND IS ALSO FULLY PAID. One of the very few alternate front-elevation TAHATI floor-plan homes ever built in Lake Ashton, this home is located on an oversized, pie-shaped cul-de-sac lot. The lot abuts the tee boxes of Lake Ashton's East Course's signature 11th hole as well as a large pond. The

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 250-2414

  4360 Ashton Club Dr, Lake Wales, FL 33859
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  /100

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  4425 Turnberry Ln, Lake Wales, FL 33859

  If you have a "furry" member of your household, you do not want to miss out on this home. A 24-foot-long, fully "birdcaged" pet run with artificial turf for easy cleanup is at the back of the home and is attached to the covered, screened lanai. Easy access for that family pet. This 3-bedroom/2-bath DEVON floor plan has great curb appeal, with quality plantings, stately palms, an extra-wide paver

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 474-9879

  4425 Turnberry Ln, Lake Wales, FL 33859
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  $349,900

  • 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) 334-3976

  4184 Aberdeen Ln, Lake Wales, FL 33859
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  $539,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,227 Sq Ft

  4189 Limerick Dr, Lake Wales, FL 33859

  CDD BOND DEBT PAID IN FULL. Thoughtfully designed 2 bedroom plus den RV garage home featuring an oversized, air conditioned Florida room and exceptional handicap accessibility throughout. This home was built with care and intention, offering ADA doorways, pocket doors, accessible closets, kitchen shelving, and a wide open tiled shower in the primary suite. The open concept kitchen and living area

  

  Emily Muscarella

  A+ REALTY LLC

  (863) 694-1821

  4189 Limerick Dr, Lake Wales, FL 33859
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  $399,500

  $6K PRICE DROP

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

  4081 Dunmore Dr, Lake Wales, FL 33859

  Experience peaceful waterfront living in the guard-gated 55+ community of Lake Ashton. Situated on a prime waterfront lot just moments from the community amenities, this impeccably maintained 3-bedroom, 2-bath home with a separate office offers beautiful water views from multiple areas of the home including the living spaces, lanai, and bedrooms. Inside, the home features new luxury vinyl plank

  

  Mary Sorrell

  MAZELG REALTY

  (863) 300-0891

  4081 Dunmore Dr, Lake Wales, FL 33859
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  /100

  $229,900

  • 2 Beds
  • 2 Baths
  • 1,109 Sq Ft

  4201 Berwick Dr, Lake Wales, FL 33859

  THE CDD BOND IS FULLY PAID on this unique one-owner Marbella floor plan home. As one arrives and tours this home, the pride of ownership is evident. This 2-bedroom, 2-bath open-floor-plan home is located on a large corner lot at the end of a dead-end street. Curb appeal comes from the paver drive and walk, quality plantings, and well-maintained landscaping beds. The lawn and landscaping are

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 264-2903

  4201 Berwick Dr, Lake Wales, FL 33859
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  $312,500

  $23K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,874 Sq Ft

  4717 Magnolia Preserve Ave, Winter Haven, FL 33880

  Welcome to 4717 Magnolia Preserve Ave, a beautifully upgraded home nestled in the desirable Magnolia Preserve community of Winter Haven. Built in 2016, this thoughtfully designed home features 3 bedrooms, 2 bathrooms, and a versatile formal dining room that can easily serve as a home office or potential 4th bedroom. Inside, you’ll find an open and inviting floor plan with high ceilings and an

  

  Stephen Novak

  LIVE FLORIDA REALTY

  (863) 349-3717

  4717 Magnolia Preserve Ave, Winter Haven, FL 33880
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  $442,500

  • 5 Beds
  • 3 Baths
  • 2,536 Sq Ft

  1096 Sandpiper Loop, Winter Haven, FL 33881

  Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of

  

  Mary Sorrell

  MAZELG REALTY

  (863) 343-3383

  1096 Sandpiper Loop, Winter Haven, FL 33881
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  $795,000

  $180K PRICE DROP

  • 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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  /22

  $399,900

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  543 Terranova Cir, Winter Haven, FL 33884

  POOL Home on Pond in TERRANOVA! Located in desirable southeast Winter Haven, this home has it all! Large areas overlooking screened pool and pond frontage and views! Enjoy the security of a gated community close to schools, shopping, churches and LEGOLAND! Call for your private showing today!

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 356-0796

  543 Terranova Cir, Winter Haven, FL 33884
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  $1,799,900

  $150K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,708 Sq Ft

  13 Bogey Dr, Winter Haven, FL 33881

  Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist.The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends

  

  Brock Jennings

  THE MARKET REALTY COMPANY

  (863) 774-3952

  13 Bogey Dr, Winter Haven, FL 33881
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  /8

  $274,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  6524 Domizio Dr, Winter Haven, FL 33884

  Schedule your appointment and learn more about this quick move-in opportunity with an immediate move-in date! This home includes:- Stainless steel appliances- Pendant lights- Tile in main living areas- Washer and dryer included- Blinds- Covered lanai- No rear neighbors

  

  William Maltbie

  MALTBIE REALTY GROUP

  6524 Domizio Dr, Winter Haven, FL 33884
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  /12

  $359,499

  New Construction $13K PRICE DROP

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

  5453 San Pietro Dr, Winter Haven, FL 33884

  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 kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat

  

  Casa Fresca Homes

  Builder

  5453 San Pietro Dr, Winter Haven, FL 33884
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  /93

  $749,000

  $26K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,913 Sq Ft

  153 Lake Otis Rd, Winter Haven, FL 33884

  Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-acre lot and offers breathtaking sunset views across Lake Otis from your own backyard.Spend your evenings relaxing on the dock as the sun sets over the water, launch a kayak from the built-in racks, or enjoy weekends boating right from your covered

  

  Kelly Fain

  KELLER WILLIAMS REALTY SMART

  (863) 270-2472

  153 Lake Otis Rd, Winter Haven, FL 33884
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  /37

  $235,000

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

  634 Wexford Ct, Winter Haven, FL 33884

  MOVE-IN CONDITION! Charming 2-bedroom, 2-bath patio home on a shaded, landscaped corner lot in Cypresswood Golf & Country Club. This well-maintained single-level residence features a split-bedroom floorplan, expansive great room for living and dining, breakfast nook, carpet and tile floors, skylight, ceiling fans, ample closets including a walk-in in the primary, and a convenient attached 2-car

  

  Michelle Howard

  KELLER WILLIAMS REALTY SMART 1

  (863) 208-6809

  634 Wexford Ct, Winter Haven, FL 33884
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  /24

  $480,000

  $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,985 Sq Ft

  1075 8th St NW, Winter Haven, FL 33881

  Stunning renovated 4 bedroom 3 bathroom property is move-in ready with a new roof, upgraded plumbing and electrical, new gutters, impact windows and doors. Giving you peace of mind from the start. The layout includes two in-law suites, offering flexible options for family, guests, or rental income. The home also features an attached garage, a backyard shed, and space where you can add an ADU

  

  Jim Knetsch

  LPT REALTY, LLC

  (863) 591-0805

  1075 8th St NW, Winter Haven, FL 33881
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  /46

  $290,000

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft

  1646 Tressel Ct, Winter Haven, FL 33881

  This 4-bed, 2-bath home offers the peace of mind only a gated community can provide, all with an impressively low HOA. Whether you need room for a growing family, a dedicated home office, or a welcoming guest suite, this versatile layout. Beyond the front door, you are minutes away from top-rated schools, essential medical services, and everyday staples like Publix. Spend your weekends exploring

  

  Twanna Dewdney

  LA ROSA REALTY PRESTIGE

  (863) 485-6979

  1646 Tressel Ct, Winter Haven, FL 33881

Showing Results 1 - 40, Page 1 of 18

Why Live in Winter Haven

Winter Haven, FL, nestled between Tampa and Orlando in Polk County, is a thriving community known for its abundant lakes and outdoor recreation opportunities. With a population of 60,000 as of 2024, the city has seen significant growth, attracting a younger demographic and families. Housing options are diverse, ranging from manufactured homes to waterfront mansions, with traditional ranch-style homes and contemporary custom builds in subdivisions and gated communities. The city's numerous lakes, including the expansive Lake Eloise, offer ample recreational activities, while 13 miles of multi-use trails and parks cater to various athletic pursuits. Winter Haven's dining scene is eclectic, featuring downtown highlights like Nutwood and Arabella’s, alongside dockside seafood restaurants. Legoland Florida, with its Peppa Pig theme park and water park, is a major attraction, complemented by cultural venues such as Theatre Winter Haven and the Historic Ritz Theatre. Chain of Lakes Collegiate High, an A-rated charter school, serves high-performing juniors and seniors. The city benefits from proximity to major roadways, including Interstate 4, providing easy access to Tampa and Orlando, while local transportation options include Citrus Connection buses and Amtrak service.

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Home Trends in Winter Haven, FL

On average, homes in Winter Haven, FL sell after 82 days on the market compared to the national average of 58 days. The median sale price for homes in Winter Haven, FL over the last 12 months is $295,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$295,000

Median Single Family Sale Price

$300,000

Median Townhouse Sale Price

$244,990

Median 2 Bedroom Sale Price

$135,000

Median 1 Bedroom Sale Price

$95,000

Average Price Per Sq Ft

$169

Number of Homes for Sale

866

Last 12 months Home Sales

2,094

Months of Supply

5.00

Median List Price

$309,000

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

2%