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Winter Haven, FL Homes for Sale under $300,000

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  • /14

    $115,000

    $20K PRICE DROP
    • 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! (Gas 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

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    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 500-8591

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /22

    $33,500

    • 2 Beds
    • 2 Baths

    687 Century Ln, Winter Haven, FL 33881

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

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 264-3239

    687 Century Ln, Winter Haven, FL 33881
  • /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.

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    Beena Kokeram

    AGILE GROUP REALTY

    (863) 694-1013

    3363 Livingston Way, Winter Haven, FL 33884
  • /42

    $292,000

    Open Sat 11AM - 1PM $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.

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    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 431-8805

    624 Honey Bell Rd, Winter Haven, FL 33880
  • /33

    $69,999

    • 2 Beds
    • 2 Baths

    645 Century Ln, Winter Haven, FL 33881

    Welcome to this beautifully updated and spacious 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living! From the moment you walk in, you'll appreciate the open-concept layout. The kitchen features warm wood cabinetry with plenty of storage, while the home boasts newer flooring installed in 2022 for a fresh, modern feel throughout. The primary suite is a true retreat, highlighted by a

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 343-2190

    645 Century Ln, Winter Haven, FL 33881
  • /54

    $159,750

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884

    OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring

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    Sanda Andrews

    GOOD COMPANY REALTY INC.

    (863) 343-1606

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884
  • /30

    $65,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    385 Tennis Ln, Winter Haven, FL 33881

    Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 431-9188

    385 Tennis Ln, Winter Haven, FL 33881
  • /39

    $44,000

    $21K PRICE DROP
    • 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

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 208-6761

    369 Putter Cir, Winter Haven, FL 33881
  • /22

    $69,000

    • 2 Beds
    • 2 Baths

    508 Century Ln, Winter Haven, FL 33881

    Rare gem, gorgeous 2 bedroom 2 bath, 1989 Homes of Merit, on beautiful golf course with a pond view. Renovated home with over 1400 sf, laminate flooring (2022) throughout, both bathrooms (2020), updated kitchen including granite counter tops (2018), screened patio (2021), windows surround the enclosed Fl room with mini split system to enjoy the golf course view and some of Florida's wildlife

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 281-5632

    508 Century Ln, Winter Haven, FL 33881
  • /49

    $130,000

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    1550 11th St NE Unit D7, Winter Haven, FL 33881

    Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 267-8250

    1550 11th St NE Unit D7, Winter Haven, FL 33881
  • /49

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 563-3579

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
  • /35

    $129,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    409 Village Cir SW, Winter Haven, FL 33880

    Charming and well maintained! 2-Bedroom 2- Bath Home in Desirable 55+ Community – You Own the Land with low HOA fees!This inviting home features fresh interior and exterior paint and a newly screened-in front porch, perfect for enjoying your morning coffee, afternoon tea or just relaxing in the Florida breeze. The property also offers a fenced-in backyard, ideal for pets to play or

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    Michelle Armbruster

    LOCKHART & ASSOCIATES INC

    (863) 340-7516

    409 Village Cir SW, Winter Haven, FL 33880
  • /30

    $77,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    1011 Eagle Dr, Winter Haven, FL 33881

    This stunning 2 bedroom, 2 bath home has been thoughtfully renovated throughout, featuring newer windows and stylish vinyl plank flooring. The updated kitchen offers plenty of cabinetry and a cozy eat-in area-perfect for morning coffee or casual meals. Both bathrooms have been tastefully updated for a clean, modern feel. You'll love the spacious Florida Room across the front of the home, finished

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 474-8383

    1011 Eagle Dr, Winter Haven, FL 33881
  • /37

    $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

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    Clarisa Moody

    MARZUCCO REAL ESTATE

    (863) 900-9378

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

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    Carla Miro

    CENTURY 21 WATSON & MYERS REAL

    (863) 312-0574

    542 Eagle Landing Blvd, Winter Haven, FL 33880
  • /16

    $114,000

    $6K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 851 Sq Ft

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

    Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

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    Steven Perkins

    CLARK REALTY LLC

    (863) 434-8323

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
  • /35

    $229,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,131 Sq Ft

    2026 Kings Crossing SW, Winter Haven, FL 33880

    WELCOME HOME TO STONEBRIDGE! WHERE COMFORT, STYLE, AND CONVENIENCE COME TOGETHER!Step through the custom gated courtyard and discover this beautifully updated residence that is truly move-in ready. From the moment you enter, you'll be impressed by the gorgeous porcelain tile flooring that flows throughout the main living areas, creating an elegant and welcoming atmosphere. The spacious Great

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    Kitty Mark

    COLDWELL BANKER REALTY

    (863) 356-7062

    2026 Kings Crossing SW, Winter Haven, FL 33880
  • /31

    $55,500

    $14K PRICE DROP
    • 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

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 509-1380

    488 Putter Cir, Winter Haven, FL 33881
  • /65

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    505 Maggie Cir, Winter Haven, FL 33880

    MAKE YOUR APPOINTMENT NOW TO VIEW THIS WELL-MAINTAINED & UPDATED HOME . THIS IS A THREE BEDROOM, TWO BATH HOME. THE KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. LAMINATE AND TILE IS THROUGHOUT THE RESIDENCE. THE KITCHEN BOASTS WOOD CABINETRY, GRANITE COUNTER TOPS AND STAINLESS STEEL APPLIANCES. THE LIVING ROOM IS LARGE WITH A BEAMED VAULTED CEILING AND DOUBLE FRENCH DOORS THAT LEAD TO THE SCREENED

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    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    (863) 265-1578

    505 Maggie Cir, Winter Haven, FL 33880
  • /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

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    Jon McCall PA

    DALTON WADE INC

    (863) 250-1507

    3180 Country Club Cir, Winter Haven, FL 33881
  • /45

    $159,000

    $21K PRICE DROP
    • 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

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 766-2276

    194 Fairway Cir, Winter Haven, FL 33881
  • /22

    $35,000

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths

    625 Century Dr, Winter Haven, FL 33881

    This 940 sq ft home offers an open floor plan and a bright Florida room at the front of the house-perfect for relaxing or morning coffee. Recent improvements include new plumbing throughout (10/2023), a newer roof (2023), and an AC system installed around 2020. The home features convenient stackable inside laundry and a large shed for extra storage. A wonderful opportunity to make this home your

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 356-1427

    625 Century Dr, Winter Haven, FL 33881
  • /27

    $77,000

    • 2 Beds
    • 2 Baths

    1010 Eagle Dr, Winter Haven, FL 33881

    This well-maintained home features a membrane roof over the home, Florida room, and shed for added durability and peace of mind. Inside, you'll find newer windows and attractive vinyl flooring throughout, with tile flooring in the Florida room for easy maintenance and added charm. The renovated kitchen offers updated cabinetry, stainless steel appliances, and a reverse osmosis filtration system,

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 341-8337

    1010 Eagle Dr, Winter Haven, FL 33881
  • /44

    $200,000

    $24K 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,

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    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    (863) 457-2180

    111 Sunset Dr E, Winter Haven, FL 33881
  • /57

    $69,900

    $3K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    8 Captain Kidd Ln SW, Winter Haven, FL 33880

    This beautifully remodeled 2-bedroom, 2-bath home offers 1,254 square feet of comfortable living space in a friendly and active community. The home features a carport and storage shed, providing convenient parking and extra storage. Inside, the home has been completely updated, including all new plumbing, a new electrical main, and newer appliances. Energy-efficient insulated windows and a heat

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    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    (863) 485-6496

    8 Captain Kidd Ln SW, Winter Haven, FL 33880
  • /28

    $65,000

    • 2 Beds
    • 2 Baths

    1014 Eagle Dr, Winter Haven, FL 33881

    Tucked away at the end of the street, this charming 2-bedroom, 2-bath home offers privacy and peaceful living with no side or rear neighbors. The desirable split floor plan provides comfort and functionality, perfect for both everyday living and hosting guests. Enjoy a series of thoughtful updates, including stainless steel appliances (2022), A/C (2020), roof & leaf filter system (2023), new

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 900-9366

    1014 Eagle Dr, Winter Haven, FL 33881
  • /49

    $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

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    Katie Sweet

    WATSON REALTY CORP.

    (863) 265-5379

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

    $295,000

    $8K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,583 Sq Ft

    780 Overlook Grove Dr, Winter Haven, FL 33884

    BUYER'S CLOSING COSTS PAID UP TO $10K ! HOMW WARRANTY INCLUDED! 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

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    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 265-1231

    780 Overlook Grove Dr, Winter Haven, FL 33884
  • /42

    $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

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    Dave Westphal

    REAL BROKER, LLC

    (863) 340-7511

    104 11th St SE, Winter Haven, FL 33880
  • /30

    $58,000

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    398 Tennis Ln, Winter Haven, FL 33881

    This 2-bedroom, 2-bath home offers 1,296 sq ft of comfortable living with spacious hallways, an open kitchen, and a separate dining area perfect for entertaining. The large living room is filled with natural light and features remote-controlled window shades for effortless comfort. Enjoy Florida living year-round in the oversized screened room with durable polyaspartic flooring (2023)-ideal for

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 342-6382

    398 Tennis Ln, Winter Haven, FL 33881
  • /31

    $90,000

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths

    355 Putter Cir, Winter Haven, FL 33881

    Welcome home to this beautifully maintained 2 bedroom, 2 bath residence offering approximately 1,300 sq ft of comfortable living space and sold fully furnished with an updated kitchen, a bonus room perfect for an office, craft space, or hobbies, and French doors that open into a roomy, front-facing Florida room, ideal for morning coffee or relaxing evenings. Thoughtful details include raised

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 862-5536

    355 Putter Cir, Winter Haven, FL 33881
  • /100

    $224,900

    $5K PRICE DROP
    • 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

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    Michael Krigelski

    A+ REALTY LLC

    (863) 264-2903

    4201 Berwick Dr, Lake Wales, FL 33859
  • /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

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    Jared Rutherford

    KELLER WILLIAMS TAMPA PROPERTIES

    (863) 228-8746

    4465 Strathmore Dr, Lake Wales, FL 33859
  • /21

    $279,499

    New Construction $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    6006 Navona Way, Winter Haven, FL 33884

    Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

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    Casa Fresca Homes

    Builder

    6006 Navona Way, Winter Haven, FL 33884
  • /50

    $59,000

    • 2 Beds
    • 2 Baths

    617 Century Dr, Winter Haven, FL 33881

    Beautiful 2BR/2BA home located in a highly desirable resort-style park community offering true resort-style living with exceptional amenities, including a pool, golf course, bar and lounge, and on-site restaurant. This well-maintained residence features a bright and open layout with comfortable living spaces designed for both relaxation and everyday living. The kitchen flows seamlessly into the

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    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    (863) 356-0670

    617 Century Dr, Winter Haven, FL 33881
  • /16

    $125,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    900 Avenue Z SE Unit D6, Winter Haven, FL 33880

    Welcome to easy lakefront living in the highly desirable Sandy Cove community on the Winter Haven Chain of Lakes! This beautiful 2nd floor condo offers low-maintenance living perfect for a full-time residence, seasonal retreat, or investment opportunity. This 2-bedroom, 1-bath condo features a bright and functional layout with comfortable living and dining spaces designed for everyday living and

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    Samantha Whitmore

    WHITMORE PROPERTIES

    (863) 766-1278

    900 Avenue Z SE Unit D6, Winter Haven, FL 33880
  • /25

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    1688 Teagan Ln, Winter Haven, FL 33884

    Welcome to easy Florida living in the sought-after community of Peace Creek Reserve in Winter Haven! Built in 2024, this beautifully designed 3-bedroom home offers a modern split-bedroom layout, stylish finishes, and comfortable open living spaces perfect for both relaxing and entertaining. Step inside to discover bright and airy living areas with durable tile flooring flowing throughout the main

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    Tony Baroni

    KELLER WILLIAMS SUBURBAN TAMPA

    (863) 599-5896

    1688 Teagan Ln, Winter Haven, FL 33884
  • /21

    $57,900

    $4K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 248 Sq Ft

    7041 Fairview Village Cir, Winter Haven, FL 33881

    Welcome to Fairview Village, an active 55+ gated waterfront community in Winter Haven. This charming 2-bedroom home offers peaceful canal and lake views, with private access to the water between Lake Hamilton and Lake Henry—perfect for boating and fishing. The community features a 99-year land lease and a low HOA fee of just $90 per month, which includes water and sewer. Residents enjoy a heated

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    Sandra Perry

    WATSON REALTY CORP.

    (863) 622-8934

    7041 Fairview Village Cir, Winter Haven, FL 33881
  • /15

    $295,990

    New Construction $37K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,370 Sq Ft

    6337 Botticella Blvd, Winter Haven, FL 33884

    Corner lot, Gourmet Kitchen, All Appliances, Covered Patio Lanai, Brick Paver Driveway, Study, Balusters in stairs. Tray Ceiling in Owner Suite, LED Light Package in Bedrooms and Common areas. Blinds. White Cabinets, Granite in the kitchen, 9' 4 ceilings, pendant lights, backsplash

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    William Maltbie

    MALTBIE REALTY GROUP

    6337 Botticella Blvd, Winter Haven, FL 33884
  • /56

    $185,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    492 Lakeside Ranch Cir, Winter Haven, FL 33881

    LAKEFRONT LIVING FOR UNDER $200K, MOTIVATED SELLERS SAY BRING US AN OFFER!! Why pay lot rent when you can enjoy the charm and tranquility in this beautifully renovated, Fully Furnished 2 Bedroom/2 Bath 2006 home in Winter Haven! Nestled in the serene, gated 55+ Lakeside Ranch community on Lake Henry. This home is move-in ready and offers a host of modern updates, including New HVAC (2025) and New

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    Cheryl Brewer

    COLDWELL BANKER REALTY

    (863) 344-5818

    492 Lakeside Ranch Cir, Winter Haven, FL 33881

Showing Results 1 - 40, Page 1 of 18

Home Prices in Winter Haven, FL

Home Price Trends

Median Sale Price
$294,990
Median Single Family Sale Price
$299,999
Median Townhouse Sale Price
$244,990
Median 2 Bedroom Sale Price
$187,900
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
848
Last 12 months Home Sales
2,119
Months of Supply
4.80
Median List Price
$307,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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