1,431

Winter Haven, FL Homes for Sale

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  • /31

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    440 Kensington View Dr, Winter Haven, FL 33880

    Short Sale. SHORT SALE---Explore the charm of 440 Kensington View Drive in Winter Haven, Florida, a delightful home boasting a private vinyl fenced side and backyard on an oversized corner lot. Step inside to find three bedrooms and two bathrooms, where the primary suite offers serene privacy and comfort. The kitchen is a homeowner’s dream with upgraded granite countertops, complemented by

    Michael Huculak PREFERRED RE BROKERS III

    440 Kensington View Dr, Winter Haven, FL 33880
  • /75

    $45,000

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

    221 Alpine Dr, Winter Haven, FL 33881

    This spacious 2-bedroom / 2-bath, 1296 sq. ft. home is waiting for you in the 55+ gated community of Swiss Village! It comes fully furnished with everything you'll need to start enjoying yourself. It is a true turnkey opportunity! The fully enclosed Florida room, along with an additional den/study room, both offer even more living space to entertain family and friends. Enjoy a quiet cup of

    Patti Alvin Sunset Home Sales

    221 Alpine Dr, Winter Haven, FL 33881
  • /21

    $158,000

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    1710 Garden Lake Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Enjoy peaceful lakefront living in this beautifully updated 2-bedroom, 2-bath condo in the gated Winterset community. With an open floor plan, granite countertops, stainless-steel appliances, upgraded cabinets, and a cozy breakfast nook, this home blends style and comfort. The enclosed balcony offers stunning Garden Lake views, perfect for relaxing

    Valerie Lonton LA ROSA REALTY PRESTIGE

    1710 Garden Lake Dr, Winter Haven, FL 33884
  • /34

    $139,000

    • 2 Beds
    • 2 Baths

    2413 Crooked Stick Dr Unit 284, Winter Haven, FL 33881

    Discover Carefree Living in the highly esteemed Four Lakes Golf Club Retirement Community in central Florida! This Exceptional 2-bedroom/2-bath Home offers a Desirable Layout - Featuring a 2-car garage with a long driveway! **GOLF CART INCLUDED** This home checks all the boxes. You won't be disappointed! Listed at just $139,000, this residence has much to offer, including an abundance of storage

    Deb Bartholomew Sunset Home Sales

    2413 Crooked Stick Dr Unit 284, Winter Haven, FL 33881
  • /26

    $119,900

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

    1617 Glen Abby Ln Unit 499, Winter Haven, FL 33881

    You will fall in love with this Well-Maintained Gem Homes in theFour Lakes Golf & Country Club, a pet-friendly, 55+ golf community inWinter Haven, Florida, are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $ 679 which gives you and your guest access to the amenities of the community. Welcome to Florida Retirement Living at its best! Discover the

    Michelle Gentile Renee's Resales

    1617 Glen Abby Ln Unit 499, Winter Haven, FL 33881
  • /29

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,185 Sq Ft

    3348 Raleigh Dr, Winter Haven, FL 33884

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom, 2-car garage home, lovingly cared for by its original owner. Designed for comfort, simplicity, and low-maintenance living, this residence offers just under 1,200 sq. ft. of well-planned space—ideal for those seeking an easy, relaxed lifestyle. Inside, you’ll find tile flooring throughout the main living areas for effortless upkeep,

    Keith St. Onge LA ROSA REALTY PRESTIGE

    3348 Raleigh Dr, Winter Haven, FL 33884
  • /29

    $90,000

    • 2 Beds
    • 2 Baths

    16 Henry Dr SW, Winter Haven, FL 33880

    Spacious Lakeside Retreat in Stunning Winter Haven - Cozy Comfort Meets Peaceful Waterfront Living! Homes in this community are on lot leased land in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $462.00 which gives you and your guest access to the amenities of the community. Water, Sewer & trash are included in the lot fee. Also, each home has a boat

    Bette Johnson Renee's Resales

    16 Henry Dr SW, Winter Haven, FL 33880
  • /21

    $115,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    17 Kendra Ct, Winter Haven, FL 33880

    Just reduced approx. $30,000 below appraised value to allow for remodeling! This 2 Bedroom, 2 Bath home is located in Brandy Chase Village, a well-maintained 55+ community with clubhouse and heated pool. This home is surrounded on each side by green space views and conveniently located directly across from the community center. Open floor plan. Large, screened porch on back with utility room as

    Donna Sealy KLINE REAL ESTATE SERVICES

    17 Kendra Ct, Winter Haven, FL 33880
  • /33

    $130,000

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    1513 Aberdeen Ln Unit 197, Winter Haven, FL 33881

    Experience resort style living in this beautifully furnished home overlooking the 9th tee of the prestigious Four Lakes Golf Community. Homes in the Four Lakes Golf & Country Club, a pet-friendly, 55+ golf community in Winter Haven, Florida, are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $836.00 which gives you and your guest access to the amenities of

    Kathy Sutak Renee's Resales

    1513 Aberdeen Ln Unit 197, Winter Haven, FL 33881
  • /32

    $338,179 New Construction

    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    264 Meredith Blvd, Winter Haven, FL 33881

    The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining more convenient. The owner’s

    Dream Finders Homes Builder
    264 Meredith Blvd, Winter Haven, FL 33881
  • 4019 Penelope Ave Unit 37619580, Lake Wales, FL 33859

    $299,990 New Construction

    • 5 Beds
    • 2 Baths
    • 1,708 Sq Ft

    Dundee Plan at Annabelle Estates, Lake Wales, FL 33859

    Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Annabelle Estates in Lake Wales, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow

    D.R. Horton Builder
    4019 Penelope Ave Unit 37619580, Lake Wales, FL 33859
  • /20

    $281,900 New Construction

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

    Begonia Plan at Harbor at Lake Henry - Single-Family Homes, Winter Haven, FL 33881

    Welcome home to the Begonia by Highland Homes, featuring a split plan layout and an open living area with airy volume ceilings! The Begonia features: An open living area including a large gathering room, a sunny dining cafe, and an open kitchen with a counter-height island and pantry. An owner's suite with a walk-in wardrobe and a large en-suite bath with dual vanities, a linen closet, a closeted

    Highland Homes Builder
    612 Ituna Cir Unit 37319249, Winter Haven, FL 33881
  • /39

    $340,000

    • 4 Beds
    • 3 Baths
    • 2,332 Sq Ft

    292 Spirit Landings Cir, Winter Haven, FL 33880

    MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 1 year young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops,

    Marisol Rivera KELLER WILLIAMS ADVANTAGE III

    292 Spirit Landings Cir, Winter Haven, FL 33880
  • /21

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    276 Arbuthnot St, Winter Haven, FL 33881

    Price Improvement – Motivated Seller. Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home in the desirable gated community of Sanctuary by the Lake in Winter Haven. Nestled along the shores of Lake Rochelle, part of the renowned Chain of Lakes, this property offers the perfect blend of comfort, style, and lakeside living. The semi-open-concept layout includes a bright living and

    Zuleika Polanco Lugo EASY REALTY

    276 Arbuthnot St, Winter Haven, FL 33881
  • /20

    $59,900 Open Sat 10AM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,153 Sq Ft

    5 Temple Cir SE, Winter Haven, FL 33884

    This well cared for fully furnished 2 bedroom 2 bath home is located in Orange Manor East 55+ community. Home has living room with separate den which leads to the well appointed galley kitchen with built in breakfast table. Right off of the kitchen is dining room with built in cabinet. Both bedrooms are nice size and each has it's own full sized bathroom. Plenty of storage inside and utility shed

    Emily Muscarella

    5 Temple Cir SE, Winter Haven, FL 33884
  • /73

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    1709 Linz Ct, Winter Haven, FL 33884

    NATURE CALLS, flies, and strolls by this beautiful NEW CONSTRUCTION Villa. Complete, and ready for its 1st happy homeowner. Bright, fresh, and relaxing 2 bedroom 2 bath with 2 car garage. The beautifully finished kitchen comes complete with a full stainless steel appliance package, granite tops, and modern gray cabinets. These lovely cabinets, and countertops also complement both the primary

    Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    1709 Linz Ct, Winter Haven, FL 33884
  • /52

    $25,000

    • 1 Bed
    • 1 Bath
    • 480 Sq Ft

    5601 Cypress Gardens Rd Unit M21, Winter Haven, FL 33884

    THIS CHARMING 1-BEDROOM, 1-BATHROOM PARK MODEL HOME IS THE PERFECT HOME FOR YOU! It can be a cozy snowbird getaway or an affordable Florida retreat. Nicely maintained inside and out, the home features two convenient entrances and plenty of natural light that makes the space feel bright and inviting. The updated AC unit keeps it comfortable year-round, while the durable metal roof offers lasting

    Whitney Campbell-Conkey Pelican's Nest Mobile Home Sales, LLC.

    5601 Cypress Gardens Rd Unit M21, Winter Haven, FL 33884
  • /44

    $355,000

    • 5 Beds
    • 3 Baths
    • 2,696 Sq Ft

    246 Meadowbrook Blvd, Winter Haven, FL 33881

    Built in 2020 and designed for modern living, this well-maintained home offers the best of newer construction without the wait. Clean lines, an open layout, and abundant natural light create an inviting first impression the moment you step inside. The home needs only minimal cosmetic refresh—primarily flooring and paint—making it an excellent opportunity to personalize and add value quickly.

    Jason Braddock EXP REALTY LLC

    246 Meadowbrook Blvd, Winter Haven, FL 33881
  • /39

    $194,900

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    386 San Jose Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Charming Winter Haven Home – Reduced and Priced to Sell! Welcome to 386 San Jose Dr, home located in a quiet, established neighborhood just minutes from Winter Haven’s Chain of Lakes, shopping, dining, and recreation. This property blends classic charm with lasting value, featuring a Gas Water Heater (2022), Newer AC Condenser, and a durable tile

    Deborah Fortner CENTURY 21 MYERS REALTY HAINES CITY

    386 San Jose Dr, Winter Haven, FL 33884
  • /2

    $310,000

    • Land
    • 5.02 Acres
    • $61,753 per Acre

    0 Sundance Dr Unit MFRO6298426, Winter Haven, FL 33884

    Incredible 5-acre vacant land opportunity on Sundance Dr in Winter Haven, FL 33884! Just minutes from LEGOLAND Florida, this prime location offers endless potential for building your dream home. Situated in a peaceful, rapidly growing area with convenient access to schools, shopping, dining, and major highways. Don’t miss this rare chance to invest in one of Central Florida’s most desirable areas!

    Mary Rosario LPT REALTY, LLC

    0 Sundance Dr Unit MFRO6298426, Winter Haven, FL 33884

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