Winter Haven, FL Houses for Sale

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  $425,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  1280 Denali Dr, Winter Haven, FL 33881

  Great price, great location!! This gorgeous 3/2.5, two story home in the Lake Lucerne II community, backs up to conservation land. Centrally located, it offers easy access to Orlando and Tampa, is close to shopping, and only .8 miles from the golf course. Hop on I-4 and head east to watch the sun rise over the ocean, head west to enjoy the beautiful sunset over the gulf. Have your morning coffee

  

  Terri Dunn

  LIVE FLORIDA REALTY

  (863) 622-7734

  1280 Denali Dr, Winter Haven, FL 33881
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  /35

  $255,000

  • 3 Beds
  • 1 Bath
  • 985 Sq Ft

  2122 Lake Blvd, Winter Haven, FL 33881

  Welcome home to this charming 3-bedroom, 1-bath gem nestled in the heart of beautiful Winter Haven, Florida! From the moment you step onto the inviting front porch, you'll feel the warmth and comfort this lovely single-family home offers.Inside, you'll find spacious living areas filled with natural light, creating an airy and welcoming atmosphere perfect for family gatherings and cozy

  

  Catherine Torres

  IAD FLORIDA LLC

  (863) 375-8169

  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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  $300,000

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

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

  PRICE REDUCED! 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 the back

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 343-1270

  1663 W Lake Cannon Dr NW, Winter Haven, FL 33881
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  /95

  $349,900

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft

  4568 Back 9 Dr, Winter Haven, FL 33884

  You don’t want to miss out on this one-owner, three-bedroom, two-bath SEBASTIAN floor plan home that is filled with special features. The fully paid-off roof solar panel system designed to reduce the electric bill is topping the list. Upon arrival, the quality plantings, including palms, make great curb appeal. The landscaping is “watered” by an automatic irrigation system fed from a separate

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 328-5528

  4568 Back 9 Dr, Winter Haven, FL 33884
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  /41

  $355,000

  • 3 Beds
  • 2 Baths
  • 2,069 Sq Ft

  205 Loma Dr, Winter Haven, FL 33881

  3 BEDROOM, 2 BATH HOME IN QUAINT LAKEFRONT GATED NEIGHBORHOOD WITH ACCESS TO THE CHAIN OF LAKES VIA COMMUNITY BOAT RAMP. This home boasts an open floor plan with a dedicated front office which could also serve as a fourth bedroom. The home offers an inviting setting perfect for entertaining with an oversized open kitchen with lots of counter top space, newer refrigerator, cabinetry and island

  

  Brad Martin

  BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  (863) 592-2649

  205 Loma Dr, Winter Haven, FL 33881
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  $399,999

  • 6 Beds
  • 4.5 Baths
  • 3,920 Sq Ft

  364 Fish Hawk Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Spacious 6BR/4.5BA Home with New Roof in SE Winter HavenThis beautifully maintained 6-bedroom 4.5-bath home offers over 3,920 sq ft of living space perfect for large families or multi-generational living Featuring a brand new 6/24 Atlas Pinnacle shingle roof this home includes an ensuite bedroom on the first floor ideal for guests or

  

  Robert Michael

  ROBERT MICHAEL & COMPANY INC.

  (863) 656-0549

  364 Fish Hawk Dr, Winter Haven, FL 33884
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  /21

  $370,000

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

  1404 Axel Cir, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Beautifully crafted, newly built home offering over 2,500 square feet of modern Florida living in the peaceful PINNACLE POINT neighborhood of Winter Haven, FL. 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 with its

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 204-5093

  1404 Axel Cir, Winter Haven, FL 33880
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  $429,995

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

  4081 Dunmore Dr, Lake Wales, FL 33859

  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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  $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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  /60

  $439,500

  • 3 Beds
  • 2 Baths
  • 2,045 Sq Ft

  1104 Sawgrass Dr, Winter Haven, FL 33884

  This is a must see. Located in the prestigious 55+ community of Lake Ashton, welcome to this impeccably designed 2021-built Sebastian model home, where luxurious upgrades meet effortless functionality. This home has 2,045 sq ft, it offers three bedrooms, two baths, and a lifestyle tailor-made for those who appreciate comfort, style, and sophistication. From the moment you arrive, you’re greeted

  

  Ernani Sena

  ATRIUM REALTY, LLC

  (863) 592-0761

  1104 Sawgrass Dr, Winter Haven, FL 33884
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  /47

  $480,000

  • 5 Beds
  • 2.5 Baths
  • 3,075 Sq Ft

  275 Sunfish Dr, Winter Haven, FL 33881

  Extensively upgraded 5 bed 2.5 bath executive home with ultimate privacy in the backyard and located in the community of Lake Lucerne. No backyard neighbors as your home backs up to woods and expansive tree views. Walking in your guests will instantly feel at ease and welcomed with the open floor concept. Govee lights adorn the front of the house and pergola in the backyard. Enhanced

  

  Kenneth Burningham

  BURNINGHAM REALTY

  (863) 208-9585

  275 Sunfish Dr, Winter Haven, FL 33881
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  $299,900

  • 2 Beds
  • 2 Baths
  • 1,719 Sq Ft

  3912 Baldwin Ln, Winter Haven, FL 33884

  Location. Location. Location. Your maintenance-free lifestyle awaits! Welcome to Traditions at Lake Ruby, an active 55+ community! Upon arrival, you'll be welcomed by a charming front entryway and a glass storm door, leading into a spacious living room with high ceilings. This 2-bedroom, 2-bathroom home, plus a den/office, sits on a large corner lot near the beautiful clubhouse and butterfly

  

  Kathy Alexander

  CENTURY 21 WATSON & MYERS REALTY

  (863) 509-1850

  3912 Baldwin Ln, Winter Haven, FL 33884
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  $250,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  326 Sand Pine Trail, Winter Haven, FL 33880

  Welcome to 326 Sand Pine Trail, located in the heart of Winter Haven, FL! This charming 2-bedroom, 2-bathroom home offers comfort, functionality, and peace of mind with a brand-new roof and new AC system. The home sits on a spacious lot and features a versatile shed/storage house in the backyard, perfect for additional storage or a workshop.Step inside to an inviting floor plan with plenty of

  

  Marlon Cano

  REAL BROKER, LLC

  (863) 208-7715

  326 Sand Pine Trail, Winter Haven, FL 33880
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  $855,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 3,068 Sq Ft

  1006 W Lake Hamilton Dr, Winter Haven, FL 33881

  PRICE REDUCED! Stunning three-bedroom, two-and-a-half-bath home on .97 acres with breathtaking views of Lake Hamilton. This beautifully designed residence features an open floor plan, ideal for both entertaining and everyday living.The split-bedroom layout offers privacy, with a luxurious master suite that includes French doors leading to the lanai, his-and-hers walk-in closets with

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 328-5246

  1006 W Lake Hamilton Dr, Winter Haven, FL 33881
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  $1,250,000

  • 4 Beds
  • 4 Baths
  • 4,070 Sq Ft

  2682 Wyndsor Oaks Place, Winter Haven, FL 33884

  PRICE JUST REDUCED $50,000! With and a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift providing direct water access via private canal to Lake Winterset and the chain of 16 lakes here in Winter Haven! Legoland is also accessible by boat on Lake Eloise! It also boasts advanced features like tray and coffered ceilings, custom window & door

  

  Alexis Bress

  EXP REALTY LLC

  (863) 208-9214

  2682 Wyndsor Oaks Place, Winter Haven, FL 33884
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  $270,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  1163 Haines Dr, Winter Haven, FL 33881

  Location, Location, Location! Discover this charming 3 bedroom, 2 bath home nestled in the Lakes at Lucerne Park. Step inside to find an inviting and expansive floor plan. The kitchen, featuring stainless steel appliances and a spacious pantry, flows seamlessly into the Great room. Sliding doors reveal a generous fenced backyard with a serene lake view. Situated near medical facilities, shopping

  

  Geraldine Anarumo

  FLORIDA REALTY MARKETPLACE

  (863) 320-3521

  1163 Haines Dr, Winter Haven, FL 33881
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  /10

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft

  118 Orange Ave, Winter Haven, FL 33880

  BACK ON THE MARKET! INVESTORS SPECIAL! HANDYMAN SPECIAL! This cozy home is located just minutes from downtown Winter Haven. This cute home boast a 3 bedroom, 1 bath in the main house with screened in patio in the rear and two carports for parking currently rented under market rate. An additional highlight of this home is the de-attached 1br/1ba or mother-in-law suite, which includes a separate

  

  Sam Pergerson

  COLDWELL BANKER REALTY

  (863) 900-8957

  118 Orange Ave, Winter Haven, FL 33880
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  /2

  $125,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  201 Richburg Rd, Winter Haven, FL 33880

  Being sold as is. Fixer upper needs a new owner willing to give it some TLC. Cash or renovation loan only.

  

  Tonya Lockamy

  SWAN CITY REALTY LLC

  (863) 535-7271

  201 Richburg Rd, Winter Haven, FL 33880
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  $399,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  6011 Country Walk Ln, Winter Haven, FL 33880

  Over 1/2 Acre FULLY FENCED Lot with the best DOG HOUSE ever!! Original owner & Pride of Ownership! Crown Moulding in all rooms! Plantation shutters too! Well Built and Well Maintained in Country Walk, this 3 Bedroom, 2 Full Bath home is ready for new owners! Clean, neat, and shows great! As you approach, you'll notice the stamped/coated concrete walkway and front porch with Columns, and room for

  

  Corey Lott

  NEXTHOME LOTT PREMIER REALTY

  (863) 312-1548

  6011 Country Walk Ln, Winter Haven, FL 33880
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  $290,000

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

  14 Morton Rd, Winter Haven, FL 33881

  Welcome to your new energy-efficient home! This home boasts numerous accolades, including an award from the U.S. Department of Energy for its exceptional quality in 2015. It received an award for a Symbol of Excellence due to the home's healthy environment, durability, advanced technology, and ultra-efficiency. In the heart of Winter Haven by Lake Jessie lies your beautiful three-bedroom

  

  Viktoria Strudwick

  LIVE FLORIDA REALTY

  (863) 343-0879

  14 Morton Rd, Winter Haven, FL 33881
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  $315,000

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  3565 Raleigh Dr, Winter Haven, FL 33884

  Step into style—your way! With an acceptable offer, the seller is offering a $5,000 flooring allowance so you can choose the perfect floors to match your taste and lifestyle. Make this home truly yours from the ground up! Welcome to this stunning Bonita-II home located in the highly desirable Traditions at Lake Ruby, a gated and maintenance-free 55+ community! From the moment you arrive,

  

  Kathy Alexander

  CENTURY 21 WATSON & MYERS REALTY

  (863) 334-2115

  3565 Raleigh Dr, Winter Haven, FL 33884
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  $374,000

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

  340 Vail Dr, Winter Haven, FL 33884

  Discover this beautifully updated home situated on over a quarter-acre lot in a peaceful cul-de-sac within the established Cedar Cove neighborhood—just steps from the scenic shores of Lake Eloise. Offering over 2,000 sq ft of stylish living space, this 3-bedroom, 3-bathroom home—plus an enclosed bonus room that can easily serve as a 4th bedroom—perfectly blends comfort and functionality. Step

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 269-3394

  340 Vail Dr, Winter Haven, FL 33884
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  $550,000

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  4068 Stone Creek Loop, Lake Wales, FL 33859

  Discover the charm of this stunning Wellington model pool home in picturesque Lake Ashton, situated on a spacious corner lot with a heated saltwater pool! It's one of the few homes in the neighborhood that feature an in-law suite with TV, refrigerator, microwave, sink and countertop. Boasting over 2,000 square feet, this 3-bedroom, 2-bathroom home is filled with premium upgrades, designed for

  

  Nick Nelson

  EXP REALTY LLC

  (863) 270-8583

  4068 Stone Creek Loop, Lake Wales, FL 33859
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  $350,000

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  73 Lake Link Cir SE, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to your next chapter in this charming, well-loved home just minutes from the vibrancy of downtown Winter Haven. Tucked into a welcoming neighborhood with no HOA, this home has character, comfort, and plenty of room to stretch out. Inside, you’ll find warm hardwood floors, plantation shutters, and quality Pella windows throughout. There’s

  Amy Long REDFIN CORPORATION

  73 Lake Link Cir SE, Winter Haven, FL 33884
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  $235,000

  • 3 Beds
  • 1 Bath
  • 1,190 Sq Ft

  104 Avenue K NE, Winter Haven, FL 33881

  Welcome to 104 Avenue K NE in Winter Haven—a charming, move-in ready 3-bedroom, 1-bath concrete block home offering 1,191+- square feet of tastefully updated living space, including a sunny bonus Florida room and a private, fully fenced backyard. With thoughtful renovations completed in recent years, this home is ideal for first-time buyers, investors, or anyone looking to downsize without

  April Spaulding LPT REALTY, LLC

  104 Avenue K NE, Winter Haven, FL 33881
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  /67

  $975,000

  • 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

  200 Island Way, Winter Haven, FL 33884
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  /41

  $344,999

  • 5 Beds
  • 3.5 Baths
  • 2,588 Sq Ft

  686 22nd St NW, Winter Haven, FL 33880

  Spacious Pool Home with In-Law Suite in Desirable Orangewood Heights!Welcome to this unique and versatile 5-bedroom, 3.5-bath pool home offering 2,588 sq. ft. of heated and cooled living space, located in the sought-after Orangewood Heights neighborhood of Winter Haven—just a short walk to Lake Howard and the beautiful Lake Howard Nature Park.This home features a private in-law suite

  Steve Donahue LIVE FLORIDA REALTY

  686 22nd St NW, Winter Haven, FL 33880
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  /31

  $255,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  1511 Avenue F NE, Winter Haven, FL 33881

  PRICE IMPROVEMENT!!! ATTENTION this is not a flip! Welcome to this beautifully updated 3-bedroom, 1-bath home in the heart of Winter Haven, offering peaceful lake views right from the end of your driveway! This move-in-ready gem is perfect for first-time homebuyers or those looking to downsize without compromising comfort or style. Step inside to find a stunning kitchen remodeled in 2021,

  Gregory Baker LIVE FLORIDA REALTY

  1511 Avenue F NE, Winter Haven, FL 33881
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  /21

  $235,000

  • 3 Beds
  • 1 Bath
  • 1,013 Sq Ft

  3118 Walnut St, Winter Haven, FL 33881

  Welcome to this charming 3-bedroom, 1-bathroom block home, perfectly positioned on an oversized corner lot with great curb appeal and plenty of outdoor space. Recent upgrades include a NEW roof, front door, and windows in the guest bedrooms for added peace of mind.Inside, you’ll love the bright, open floorplan featuring a cozy family room with a wood-burning fireplace, a separate living

  Kathi Zerilli REDFIN CORPORATION

  3118 Walnut St, Winter Haven, FL 33881
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  $245,000

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

  728 Waterbridge Dr, Winter Haven, FL 33880

  Perfect starter home in this quiet family friendly neighborhood of Whispering Lake. This 2 story home is Vacant and Move in ready and has all the conveniences of winter haven at your fingertips with close access to the US-17 and Polk Parkway. Home has 3 bedroom, 2 1/2 baths with a very low HOA fee & is conveniently located close to shopping, restaurants & Legoland. This property has had only 2

  Gregory Baker LIVE FLORIDA REALTY

  728 Waterbridge Dr, Winter Haven, FL 33880
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  /36

  $350,000

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  979 Sun Burst Rd, Winter Haven, FL 33880

  Welcome to this exceptional, well-priced home located just minutes from Legoland! This modern residence, built only two years ago, offers a comfortable and functional layout with five bedrooms and three bathrooms. Situated on a peaceful corner lot, the home features an inviting open floor plan seamlessly connecting the living room, kitchen, and dining areas. The spacious kitchen provides

  Ivan Rocco MARKET CONNECT REALTY LLC

  979 Sun Burst Rd, Winter Haven, FL 33880
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  $270,000

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  269 Saint Georges Cir, Eagle Lake, FL 33839

  One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the heart of Eagle Lake, Florida. With 1,718 square feet of well-designed living space, this home offers a perfect blend of comfort, style, and functionality. As you step inside, you’ll immediately notice the open floor plan that seamlessly connects the

  Kathi Zerilli REDFIN CORPORATION

  269 Saint Georges Cir, Eagle Lake, FL 33839
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  $304,900

  • 2 Beds
  • 2 Baths
  • 1,484 Sq Ft

  5253 Pebble Beach Blvd, Winter Haven, FL 33884

  Now Offered at an Exceptional Value of $304,900!This beautifully renovated 2-bedroom, 2-bathroom home is nestled within the highly sought-after 55+ guard-gated golf community of Lake Ashton in Winter Haven. Offering the ideal blend of comfort, style, and convenience, this home features a bright and open-concept layout with elegant ceramic tile flooring throughout, crown molding, and

  Jomar Gonzalez LA ROSA REALTY LLC

  5253 Pebble Beach Blvd, Winter Haven, FL 33884
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  /50

  $409,900

  • 4 Beds
  • 2 Baths
  • 2,376 Sq Ft

  4346 Thomas Wood Ln E, Winter Haven, FL 33880

  Spacious 4-Bedroom Home in Winter Haven, FL – Bring Your Boat, RV & More!Welcome to this updated and move-in-ready 4-bedroom, 2-bathroom home in beautiful Winter Haven! Situated on a generous lot with plenty of room to roam, this property offers the ideal setup for families, hobbyists, and outdoor enthusiasts alike. With no HOA restrictions, you’re free to bring your boat, RV, or any other

  Carmelo Velez ELEVATE REAL ESTATE BROKERS OF FLORIDA LLC

  4346 Thomas Wood Ln E, Winter Haven, FL 33880
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  /47

  $416,900

  • 4 Beds
  • 3 Baths
  • 2,302 Sq Ft

  2980 Dayton Dr, Winter Haven, FL 33884

  Experience the best of Florida’s 55+ lifestyle at 2980 Dayton Drive. A refined offering set on a large corner lot in Traditions at Lake Ruby, one of Winter Haven’s active adult communities. Impeccably maintained and thoughtfully designed, this 4-bedroom, 3-bath residence offers the perfect blend of comfort, elegance, and convenience — whether you’re seeking a full-time retreat or a seasonal

  Ryan Mullis NEXTHOME NORRIS & COMPANY REALTY

  2980 Dayton Dr, Winter Haven, FL 33884
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  /25

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,058 Sq Ft

  2622 Trinity Cir NW, Winter Haven, FL 33881

  Welcome to your new home! This beautifully updated property is move-in ready and waiting for its next owners. With thoughtful updates throughout, you'll find brand-new HVAC ductwork, an upgraded electrical panel, new sewer connections, newer plumbing throughout, a newer roof, new ceiling fans, and fresh flooring. Enjoy the spacious 3-bedroom, 2-bathroom layout, and relax and enjoy the rear yard

  Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

  2622 Trinity Cir NW, Winter Haven, FL 33881
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  $320,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  1841 5th St SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Live in this beautiful home with NO HOA!!! Nestled in one of Winter Haven’s most convenient locations, this beautifully maintained 3-bedroom, 2-bath home offers stunning lake views right at the end of the street. As you drive up, the serene water in the distance adds to the home’s charm and appeal. Inside, you’ll find an open floor plan featuring

  Amy Long REDFIN CORPORATION

  1841 5th St SE, Winter Haven, FL 33880
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  /34

  $304,000

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

  2030 Leisure Dr, Winter Haven, FL 33881

  Welcome to 2030 Leisure Drive in Winter Haven, FL an updated 3-bedroom, 2-bathroom gem that combines style and versatility! This beautifully remodeled home features three bonus rooms, perfect for an office or extra storage – customize the space to fit your lifestyle! Enjoy modern living with Luxury Vinyl Plank Flooring and fresh paint inside and out. The kitchen shines with new countertops,

  Yvette Toledo-Baste COMPASS FLORIDA LLC

  2030 Leisure Dr, Winter Haven, FL 33881
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  /26

  $329,000

  • 3 Beds
  • 3 Baths
  • 2,062 Sq Ft

  2158 Mirasol Dr, Winter Haven, FL 33881

  Location, Location, Location!!!!**BRAND NEW ROOF (Installed April 2025)**LOW HOA**Step into comfort and elegance with this spacious 3-bedroom, 3-bath home, featuring a flexible bonus room, located in the highly desirable Country Club Trails community in Winter Haven, Florida. Upon entering, you’ll be greeted by an open and inviting layout, thoughtfully designed for effortless living and

  Ashley Lopez KELLER WILLIAMS REALTY SMART 1

  2158 Mirasol Dr, Winter Haven, FL 33881

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 popular destination for snowbirds seeking a second home and empty-nesters relocating from up north, but a younger demographic is driving the current growth. Fitting for a city that offers year-round outdoor adventures, is home to Legoland theme park and has a buzzy downtown with a burgeoning contemporary dining and entertainment scene. “Over the last 15 years, we have gotten a lot younger,” says Kim Davis, a Realtor with Crosby & Associates and city resident. “We now have a very large population of adults between 25 and 50. We’re definitely growing in the family-producing age group. Thirty years ago, Winter Haven was basically a 55-plus community with a few families, but it has really flipped.” The median sales price of $300,000 represents a $30,000 decrease from the market’s peak in August 2022. Residential options occupy a vast spectrum, from manufactured homes to waterfront mansions. Traditional ranch-style homes anchor the city’s

Learn more about living in Winter Haven

Home Trends in Winter Haven, FL

On average, homes in Winter Haven, FL sell after 91 days on the market compared to the national average of 70 days. The median sale price for homes in Winter Haven, FL over the last 12 months is $296,985, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$296,985

Median Single Family Sale Price

$305,000

Median Townhouse Sale Price

$259,900

Median 2 Bedroom Sale Price

$135,000

Median 1 Bedroom Sale Price

$108,000

Average Price Per Sq Ft

$167

Number of Homes for Sale

145

Last 12 months Home Sales

1,083

Months of Supply

1.60

Median List Price

$321,990

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

-7%