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

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  • /33

    $29,900

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    110 Greenview Dr, Winter Haven, FL 33881

    2 Beds | 2 Baths | 1,118 Sqft | $29,900 | Lot 110 Price Drop!- Motivated Seller! Step into comfort in this charming well-maintained, furnished home. Key features-newer laminate flooring- updated kitchen countertops and backsplash- spacious bedrooms with walk-in closets, a generous living area, and a separate dining room with a built-in cabinet. Both bathrooms also have linen closets for plenty of

    Brandi Sappington CRF Communities

    110 Greenview Dr, Winter Haven, FL 33881
  • /2

    $267,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    113 Nemo Ln, Winter Haven, FL 33881

    Move-in ready, 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

    Highland Homes Builder
    113 Nemo Ln, Winter Haven, FL 33881
  • /9

    $255,900

    $2K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft

    3723 Imperial Dr, Winter Haven, FL 33880

    Stop looking now!This well kept home is waiting just for you. A nice 3/2 with tile and laminate thorough. This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake. Schedule your showing now.

    Louis Vincent PROPERTY WAREHOUSES OF AMERICA

    3723 Imperial Dr, Winter Haven, FL 33880
  • /25

    $135,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    1256 Las Brisas Ln Unit 365, Winter Haven, FL 33881

    2BR | 2BA | 1,400 Sq Ft | $135,000 Four Lakes Golf Club Lot 365 Where lifestyle meets luxury views... Step into this beautifully updated home and be instantly captivated by the panoramic golf course and water views showcased in the stunning windowed Florida room-your personal sanctuary for relaxation or entertaining. Thoughtfully designed with modern laminate flooring and upgraded countertops,

    Cheryl Dobbs CRF Communities

    1256 Las Brisas Ln Unit 365, Winter Haven, FL 33881
  • /32

    $284,989

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

    248 Meredith Blvd, Winter Haven, FL 33881

    Welcome to this stunning Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,625 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a

    Dream Finders Homes Builder
    248 Meredith Blvd, Winter Haven, FL 33881
  • /35

    $42,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    603 Lake Henry Dr Unit 603, Winter Haven, FL 33881

    Hidden Cove West / Lot #603/ 2 Bed/2Bath /840 Sq. Ft.+ Fl. Room / $42,000.00 THIS HOME IS GOING OFF MARKET IN A FEW MORE WEEKS!!!! If you have been eyeing this home, you better act fast. This home will be going off market by summer, so don't miss out. Gorgeous & Spacious would be the words to describe this mostly furnished home (close to the water & clubhouse/pool). The Florida Room adds extra

    Jennifer Torres CRF Communities

    603 Lake Henry Dr Unit 603, Winter Haven, FL 33881
  • /70

    $125,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    4056 Rolling Oaks Dr, Winter Haven, FL 33880

    Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice wood laminate flooring throughout the main living areas with plywood subfloor. The baths and front porch area have updated tile flooring. The kitchen has newer appliances, a beautiful mosaic backsplash and updated counter tops. All the windows are

    Kathy Devor COLDWELL BANKER REALTY

    4056 Rolling Oaks Dr, Winter Haven, FL 33880
  • /27

    $239,990

    New Construction $7K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,423 Sq Ft

    3036 Captain Jax Way, Winter Haven, FL 33884

    Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at

    Ben Goldstein LENNAR REALTY

    3036 Captain Jax Way, Winter Haven, FL 33884
  • /66

    $110,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4410 Limewood St, Winter Haven, FL 33880

    Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living areas with nice sized bedroom. The cathedral ceilings make the living area feel spacious. The functional kitchen provides lots of storage with the built-in in the dining area offering more storage. The home features all new windows, with acrylic windows in

    Kathy Devor COLDWELL BANKER REALTY

    4410 Limewood St, Winter Haven, FL 33880
  • /23

    $144,500

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    413 Winter Ridge Blvd Unit 413, Winter Haven, FL 33881

    PRICE REDUCED on this wonderful opportunity! Welcome to Winter Ridge Condominiums — Lakeside Living on the Winter Haven Chain of Lakes. Discover the charm of Winter Ridge, a desirable waterfront condominium community offering direct access to Lake Smart, part of the renowned Winter Haven Chain of Lakes. This inviting 2-bedroom, 2-bath home features an open floor plan with ceramic tile throughout,

    Michelle Heath CENTURY 21 MYERS REALTY LAKE WALES

    413 Winter Ridge Blvd Unit 413, Winter Haven, FL 33881
  • /5

    $14,999

    • Land
    • 1.01 Acres
    • $14,850 per Acre

    0 0 Unit MFRL4959833, Winter Haven, FL 33880

    Secluded 1.01-acre wooded parcel in Winter Haven — a rare opportunity for builders, investors, or those seeking a private homesite. Please note, the lot is wooded and currently does not have direct road access. Buyer to verify access, utilities, and development feasibility. Located in a growing area with convenient proximity to local amenities, lakes, and major highways.

    David Small KELLER WILLIAMS REALTY SMART 1

    0 0 Unit MFRL4959833, Winter Haven, FL 33880
  • /52

    $60,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    84 Gasparilla Pass, Winter Haven, FL 33880

    PRICE REDUCTION..You will LOVE this warm and inviting 2-bedroom, 2-bath oasis located near Lake Shipp, a natural freshwater lake, on the Chain of Lakes in beautiful Winter Haven, Florida! Over 1000 sq ft.of living space. Get ready for some fun in the sun in this lake community with so many lakes at your fingertips! Welcome home to this stylish residence with lots of character. Lovely tropical

    Linda Wilson Sunset Home Sales

    84 Gasparilla Pass, Winter Haven, FL 33880
  • /23

    $298,900

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,707 Sq Ft

    2638 San Marco Way, Winter Haven, FL 33884

    Short Sale. Welcome to this stunning 4-bedroom, 2-bathroom home featuring an open-concept layout perfect for modern living.Enjoy a spacious living room with a ceiling fan and decorative lighting, seamlessly flowing into the open kitchen equipped with shaker-style stone cabinets, Silestone countertops, stainless steel appliances, a large island, walk-in pantry, and an inviting dining area. The

    Shirley Beckford LOKATION

    2638 San Marco Way, Winter Haven, FL 33884
  • /47

    $110,000

    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft

    262 Alpine Dr, Winter Haven, FL 33881

    Swiss Village / Lot #262 / 2 Bedroom/2 Bath / 1,260 Sq. Ft.+ Florida Room/ $110,000.00 This beautiful lakeside home, with a dock, is now available! These homes rarely are for sale, so jump on this one before it is gone! It has so many updates/upgrades, such as: Thermo-paned Windows Roof (2 years) Farm Doors Luxury Vinyl Plank Flooring Updated Lighting and Ceiling Fans Dock Stainless Steel

    Jennifer Torres CRF Communities

    262 Alpine Dr, Winter Haven, FL 33881
  • /40

    $280,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,935 Sq Ft

    2470 Salzburg Loop, Winter Haven, FL 33884

    This property is located in one of the best neighborhoods in Winter haven.

    Neree Augustin PREMIUM REAL ESTATE SERVICES

    2470 Salzburg Loop, Winter Haven, FL 33884
  • /28

    $79,500

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    824 Sunningdale Ct Unit 14, Winter Haven, FL 33881

    Experience Privacy, Modern Comfort, and Resort-Style Living - 2-Bed, 2-Bath, 1,200 Sq Ft Home with Scenic Golf Course & Pond Views 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 $830 which gives you and your guest access to the amenities of the

    Kathy Sutak Renee's Resales

    824 Sunningdale Ct Unit 14, Winter Haven, FL 33881
  • /61

    $245,000

    Open Sat 1PM - 4PM $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,444 Sq Ft

    47 Enclave Dr, Winter Haven, FL 33884

    PRICE REDUCED $15,000! Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Hole Golf Course, Community Pool, Lighted Tennis Courts, Restaurant, and a Pub. This 2 Bedroom Villa is For Sale and Move-In Ready! The owners updated their Home in 2023, just 3 years ago, with Granite Countertops, Stainless Steel Appliances, and the

    David Shippey XCELLENCE

    47 Enclave Dr, Winter Haven, FL 33884
  • /17

    $174,900

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    208 Lake Howard Dr NW Unit 104, Winter Haven, FL 33880

    This is a beautiful condo located in the heart of Downtown Winter Haven, FL. The sunsets over Lake Howard are unbelievably gorgeous and can be enjoyed sitting on either patio overlooking the waterfront. This is an end unit that comes with 2 covered parking spaces located directly underneath the space. A must see.

    Chris Collany COLLANY PROPERTIES

    208 Lake Howard Dr NW Unit 104, Winter Haven, FL 33880
  • /39

    $154,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 930 Sq Ft

    8304 Waterview Way Unit 8304, Winter Haven, FL 33884

    A Cozy Condo nestled in the back corner of the popular community of Winterset. Forgot your key, no problem, you have a coded keyless entry. Your tour begins entering through your covered screened front porch into a Ground level 2 bed/2bath home with an open floor plan. Beautiful Laminate wood flooring accentuates the space. The conveniently centered kitchen boasts a neutral decor with tile

    Catrina Marshall DALTON WADE INC

    8304 Waterview Way Unit 8304, Winter Haven, FL 33884
  • /30

    $274,900

    • 4 Beds
    • 2 Baths
    • 1,743 Sq Ft

    262 Oleander St, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. SUPER DEAL on a big four bedroom home! Clean, fresh and well maintained home! PLUS, an American Preferred Home Warranty is included! With American Home Warranty, if you ever need to use it, you get to choose your own preferred vendors! Enjoy room for the family and privacy for mom and dad in the spacious split bedroom layout . You are going to like

    Patty Wolfgang DALTON WADE INC

    262 Oleander St, Winter Haven, FL 33881

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