Winter Haven Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.

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Newest Winter Haven Homes by School

  • 204 KINGSHILL CT SE, WINTER HAVEN, FL - MLS# O6393480

    Winter Haven Senior - O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884
    Just Added on 04/08/2026 5:55PM

    $269,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout.

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    Listing is courtesy of: ENTERA REALTY LLC

  • 1658 TEAGAN LN, WINTER HAVEN, FL - MLS# S5146407

    Lake Region High - S5146407 - 1658 TEAGAN LN, WINTER HAVEN, FL 33884
    Just Added on 04/08/2026 12:49PM

    $315,990 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.5 bathrooms, combining comfort and functionality. The open-concept floor plan seamlessly connects the family room, dining area, and kitchen—complete with a central island—creating the perfect space for everyday living and entertaining. Located in the desirable peace creek reserve community, residents enjoy a serene setting surrounded by nature, including a picturesque creek. situated in winter haven—known as the chain of lakes city with over 26 connected lakes—this area offers a variety of shopping, dining, and outdoor activities such as biking and water recreation. Peace creek reserve provides the perfect balance of a peaceful, small-town atmosphere with everyday convenience—an ideal place to call home.

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    Listing is courtesy of: GLASSTONE GROUP INC

  • 131 RUBY LAKE DR, WINTER HAVEN, FL - MLS# P4938379

    Lake Region High - P4938379 - 131 RUBY LAKE DR, WINTER HAVEN, FL 33884
    Just Added on 04/08/2026 10:09AM

    $375,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest. Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A standout feature is the seamless connection to the outdoor space, with three separate access points to the 33x10 screened-in lanai, from the dinette, formal dining area, and primary suite—creating true indoor-outdoor living. The kitchen has been tastefully updated with brand new granite countertops, new range, and new microwave, along with ample cabinetry, a closet pantry, and breakfast bar. The primary suite is generously sized and opens into an en-suite featuring dual walk-in closets, split vanities, a garden tub, walk-in tile shower, and a private water closet. The split-bedroom floor plan offers privacy, while all bedrooms include walk-in closets. Recent improvements make this one stand out from others in the neighborhood, including brand new carpet throughout, fresh interior paint, and a new water heater, giving buyers peace of mind from day one. Located in the gated Ruby Lake community in Southeast Winter Haven, just minutes from convenient access to shopping, dining, Publix, Walmart, Legoland, and Hwy 27 for an easy commute.

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    Listing is courtesy of: STAR REALTY OF WINTER HAVEN

  • 2772 SAN MARCO WAY, WINTER HAVEN, FL - MLS# O6397232

    Lake Region High - O6397232 - 2772 SAN MARCO WAY, WINTER HAVEN, FL 33884
    Just Added on 04/08/2026 6:00AM

    $2,200 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to the desirable Villamar community in Winter Haven, where comfort, convenience, and modern living come together in one of the area’s fastest-growing neighborhoods. This FULLY FENCED like-new 4-bedroom, 3-bathroom home offers a thoughtfully designed layout that perfectly balances functionality and style, making it ideal for families, entertaining, or simply enjoying everyday life. Designed with both comfort and connection in mind, the open-concept floor plan flows effortlessly through the main living areas. The spacious great room opens to the dining area and kitchen, creating a bright and inviting atmosphere filled with natural light. The kitchen overlooks the living space, allowing you to stay connected with family and guests while preparing meals, making it the true heart of the home. Location truly sets this home apart. Villamar offers a variety of community amenities including a pool, playground, dog park, and scenic walking paths, creating a lifestyle that’s both active and relaxing. Just minutes away, you’ll find everyday conveniences like Publix and Walmart, along with quick access to US-27 for an easy commute. Enjoy weekends full of fun just 5 minutes from LEGOLAND Florida Resort, or take a short 10-minute drive to explore dining, shopping, and entertainment in downtown Winter Haven. Zoned near local elementary and middle schools just minutes away, this home offers convenience for families at every stage. This is more than just a home, it’s a lifestyle opportunity in one of Central Florida’s most convenient and growing communities. Don’t miss your chance to own this beautiful, move-in ready home in Villamar. Schedule your private tour today!

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    Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY

  • 1787 LAKEHILL DR, WINTER HAVEN, FL - MLS# P4938374

    Winter Haven Senior - P4938374 - 1787 LAKEHILL DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $4,500 | Single Family Home | 3 beds | 3.0 baths | 2 gar

    Beautiful 3-bedroom/3-bathroom home with additional bonus room ideal for an office, den, gym, or play room in the prestigious Woodpointe community of SE Winter Haven! Elegant custom and designer finishes throughout, screened lanai, walk-in closets, open-concept and split-bedroom floor plan, and so much more. Applications evaluated on creditworthiness and income equal to at least 3x monthly rent and income.

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    Listing is courtesy of: JOHN WOOD REALTY, INC.

  • 5320 LAUREL OAK DR, WINTER HAVEN, FL - MLS# P4938371

    Winter Haven Senior - P4938371 - 5320 LAUREL OAK DR, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $1,650 | Manufactured Home | 3 beds | 2.0 baths | 2 car

    One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful surroundings. An attached carport provides effortless covered parking, and there is also a storage shed located under the carport for added convenience. Residents can choose the setup that fits their needs: $1,650 per month unfurnished or $1,750 per month fully furnished for a true move-in-ready experience. Monthly rent includes water, pest control, lot rent, and lawn care, keeping living simple and stress-free. Winter Haven Oaks elevates the experience with two clubhouses, two swimming pools, and a charming teahouse overlooking the lake. The community also features a large hot tub, tennis courts, pickleball courts, billiards and a game room, a fitness room, and shuffleboard. Numerous weekly planned activities create plenty of opportunities to stay social and engaged. As a gated community, it also provides an added sense of safety and peace of mind. With friendly neighbors, well-kept grounds, and amenities designed for an enjoyable 55+ lifestyle, this home offers a warm and inviting place to settle in and feel right at home.

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    Listing is courtesy of: PROPERTY MANAGEMENT OF POLK

  • 422 22ND ST SW, WINTER HAVEN, FL - MLS# L4960848

    Winter Haven Senior - L4960848 - 422 22ND ST SW, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $1,600 | Single Family Home | 3 beds | 1.0 baths | 1 car

    FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 3827 POMELO DR, WINTER HAVEN, FL - MLS# O6396937

    Lake Region High - O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $329,490 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and luxury vinyl plank floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including quartz countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms have flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Harmony at Lake Eloise, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

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    Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL - MLS# L4960890

    Winter Haven Senior - L4960890 - 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $350,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautiful 3BR/2BA home in desirable College Grove, just off Lake Elbert with its new walking trail. Prime location (with NO HOA) close to downtown Winter Haven, shopping, hospitals, and Polk State College Open floor plan with separate living, dining, and family room featuring cathedral ceilings and a gas fireplace. Updated kitchen with island, breakfast bar, granite countertops, stainless appliances, recessed lighting, and closet pantry. Split bedroom plan for added privacy. Spacious primary suite with walk-in closet, dual sinks, and tub/shower combo. French doors from primary bedroom, living, and family rooms lead to screened lanai with spa and waterfall—perfect for relaxing or entertaining. New Roof 2021. NEW AC 2020. Additional features include luxury vinyl flooring throughout, walk-in closets in all bedrooms, tankless water heater, and irrigation system. Situated on a .30-acre fenced lot with plenty of room for outdoor activities. Schedule your showing today!

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    Listing is courtesy of: LOCKHART & ASSOCIATES INC

  • 606 HOLT CIR, WINTER HAVEN, FL - MLS# P4938363

    Winter Haven Senior - P4938363 - 606 HOLT CIR, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $1,700 | Single Family Home | 3 beds | 2.0 baths | 1 car

    This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added convenience. Step outside and you’ll find one of the property’s biggest highlights: a large fenced-in backyard with room to spread out, garden, host weekend cookouts, or give pets the space they deserve. It’s a manageable home with great energy, solid potential, and a location in Winter Haven that keeps daily errands, dining, and recreation close by. Schedule your tour today!

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    Listing is courtesy of: PROPERTY MANAGEMENT OF POLK

  • 215 SANTA ROSA DR, WINTER HAVEN, FL - MLS# TB8494313

    Winter Haven Senior - TB8494313 - 215 SANTA ROSA DR, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $369,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. 215 Santa Rosa Dr is a 4 bedroom, 2 bathroom single family home with approximately 2,355 square feet on about 0.34 acres, a 2 car garage, a wood burning fireplace, and a screen enclosed pool and jacuzzi inside a gated community just minutes from Legoland. This home stands out for buyers who want strong square footage, a functional layout, and outdoor features that are already in place. The floor plan gives plenty of room for daily living, guests, or flexible use, and the 2 car garage adds practical storage and parking that matters for long term ownership. The gated setting brings added privacy and neighborhood appeal while keeping the property close to shopping, dining, schools, and the main conveniences that make this part of Winter Haven attractive. Inside, the home gives a buyer a solid starting point with the chance to update key finish areas over time. The kitchen and bathrooms are the main spaces where a future owner may choose to remodel, making this a value add opportunity for someone who wants to improve the home around an already desirable footprint. The wood burning fireplace adds character to the living area and helps give the interior more presence than a basic builder layout. This is the kind of house that works well for a buyer who wants size, location, and lifestyle features first, then the freedom to make design changes at their own pace. The outdoor setup is a major part of the appeal. The screen enclosed pool and jacuzzi create a more complete Florida living experience and give the backyard a true entertaining and relaxation element. The screened enclosure adds usability and helps the pool area feel like an extension of the home rather than just an extra feature. The pool is reported to be working, with the main noted item being a light, and seller will have the pool fully cleaned and ready to go. For buyers searching online for a Winter Haven pool home, a gated community home near Legoland, a house with jacuzzi and screened pool, or a Polk County property with indoor and outdoor living space, this home checks multiple search points that matter. Major system notes also help frame the opportunity clearly. The AC is reported at about 10 years old, the water heater about 2 years old, and the roof about 10 years old, with a prior note that inspection suggested roof replacement due to age and mentioned one small leak in a closet. The septic system was replaced, which is an important update for future maintenance planning. HOA is reported at approximately $550 a year, and rental restrictions are reported as no. For buyers looking for a 4 bedroom 2 bathroom home in Winter Haven, a gated neighborhood property near Legoland, or a Florida home with pool, fireplace, garage, and room to personalize, 215 Santa Rosa Dr presents a strong opportunity. SOME PHOTOS HAVE BEEN VIRTUALLY EDITED.

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    Listing is courtesy of: SILVER DOOR REALTY LLC

  • 5561 TAVERNA LOOP, WINTER HAVEN, FL - MLS# O6396753

    Lake Region High - O6396753 - 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $272,990 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Villamar. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

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    Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 1063 MICHELANGELO LN, WINTER HAVEN, FL - MLS# L4960871

    Winter Haven Senior - L4960871 - 1063 MICHELANGELO LN, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $2,150 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a convenient island, a large single bowl sink, white cabinets, granite countertops and Whirlpool stainless steel appliances including a dishwasher, microwave, and range. This home makes great use of space, the primary bedroom is located at the back of the house, featuring a full primary bathroom with dual sinks, a step in shower with private water closet, and large closet space. Bedrooms 2 and 3 are located at the front of the house and share the hall bath. The 4th bedroom sits by itself, perfect for a home office or bonus room. The large laundry room features extra storage space. Small pet may be accepted with owner's approval and non-refundable pet fee.

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    Listing is courtesy of: REMAX EXPERTS

  • 15 LAKE HOWARD DR NW, WINTER HAVEN, FL - MLS# TB8493899

    Winter Haven Senior - TB8493899 - 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $250,000 | Single Family Home | 6 beds | 4.0 baths

    This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!

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    Listing is courtesy of: MARZUCCO REAL ESTATE

  • 2102 CHRIS DR, WINTER HAVEN, FL - MLS# O6396702

    Lake Region High - O6396702 - 2102 CHRIS DR, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $265,740 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. This new single-story Celeste is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

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    Listing is courtesy of: LENNAR REALTY

  • 104 CAVALIER RD, WINTER HAVEN, FL - MLS# P4938348

    Lake Region High - P4938348 - 104 CAVALIER RD, WINTER HAVEN, FL 33880
    3 Days on yellowkey

    $174,900 | Single Family Home | 3 beds | 1.0 baths

    Welcome to 104 CAVALIER ROAD IN WINTER HAVEN!! This 3 Bedroom, 1 Bath offers plenty of Space and is situated on an Overzized FENCED (0.15 Acre) Lot! 21x21 Living Room, Dining Room, Cute Kitchen with little eat in area, Exterior Laundry Room located right off the Kitchen and 2 Huge Storage Bays out back! NO HOA and No Restrictions! Home needs only a small touch of TLC.

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    Listing is courtesy of: DALTON WADE INC

  • 1729 PEBBLE BEACH ST, WINTER HAVEN, FL - MLS# P4938335

    Winter Haven Senior - P4938335 - 1729 PEBBLE BEACH ST, WINTER HAVEN, FL 33881
    4 Days on yellowkey

    $299,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Move-in ready and priced to sell, this beautiful 2013-built 3-bedroom, 2-bath home offers 1,865 sq. ft. of comfortable living space and a 2-car garage in a desirable single-entry community. The split floor plan features tile and luxury vinyl plank flooring throughout, a spacious primary suite with walk-in closet, and a well-appointed bath with dual sinks, a garden tub, and separate shower. The kitchen boasts granite countertops, a breakfast bar, and an eat-in dinette. Enjoy the fenced backyard, inside laundry room, ceiling fans throughout, and recent updates including a new roof in 2024, A/C in 2019, and air handler in 2023. Convenient to shopping, schools, and medical facilities.

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    Listing is courtesy of: REAL ESTATE BROKERS USA, INC.

  • 1511 GAINES RD, WINTER HAVEN, FL - MLS# TB8493080

    Lake Region High - TB8493080 - 1511 GAINES RD, WINTER HAVEN, FL 33880
    4 Days on yellowkey

    $155,000 | Mobile Home | 3 beds | 1.5 baths | 1 gar

    Welcome to your own 3/4-acre mini farm oasis! This fully fenced and gated property is a secure haven offering space for a variety of living needs, farm animals and plenty of room for parking. Large carport with garage attached. Mature trees provide serene shade on this picturesque retreat. The property includes a shed with chicken coops and pig pens, perfect for your feathered and four-legged friends. Updated remodeled 3BR, 1.5BA mobile home with an open floor plan, new fixtures, and an inside laundry room for convenience. Plenty of room for dogs, goats, boats, and RVs with electric hookup. Grow your garden with crystal clear well water. Enjoy the front porch with rocking chairs in screened room. Experience farm living with modern comfort and affordability. Welcome to your peaceful country sanctuary! Cash Only Sale. The info provided herein is subject to errors, omissions or changes without notice, and Seller expressly disclaim any warranty or representation regarding the Property Information. You must independently verify the Property Information prior to purchasing the Property.

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    Listing is courtesy of: HOME SOLD REALTY LLC

  • 2085 ISLE ROYALE CT SE #189, WINTER HAVEN, FL - MLS# L4960815

    Winter Haven Senior - L4960815 - 2085 ISLE ROYALE CT SE #189, WINTER HAVEN, FL 33880
    5 Days on yellowkey

    $1,200 | Condo | 1 beds | 1.0 baths

    FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 715 MAGNOLIA PL, WINTER HAVEN, FL - MLS# P4938303

    Lake Region High - P4938303 - 715 MAGNOLIA PL, WINTER HAVEN, FL 33884
    5 Days on yellowkey

    $1,650 | Condo | 2 beds | 2.0 baths | 1 gar

    Gorgeous sunset views over Lake Winterset… this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons of natural light while framing peaceful lake views. The spacious great room serves as the main living area, while the kitchen is tucked just off to the side featuring an eat-in area, breakfast bar, closet pantry, and a convenient laundry closet with washer/dryer. The primary suite overlooks the lake and offers private access to the screened-in lanai, along with a large walk-in closet and an updated en-suite bath with a walk-in shower. The split bedroom layout provides privacy, with the guest bedroom offering ample space and easy access to a full second bath with a tub/shower combination. Guest parking is available nearby. Winterset residents enjoy access to a lakeside community pool, clubhouse, tennis courts, and a private boat ramp with direct access to the Chain of Lakes—ideal for boating, fishing, and enjoying lake life. Conveniently located near Publix, Walmart, Legoland, dining, shopping, medical facilities, and easy access to Highway 27. Move-in ready—schedule your showing today.

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    Listing is courtesy of: STAR REALTY OF WINTER HAVEN

  • 4004 CYPRESS LNDG S, WINTER HAVEN, FL - MLS# P4938327

    Winter Haven Senior - P4938327 - 4004 CYPRESS LNDG S, WINTER HAVEN, FL 33884
    5 Days on yellowkey

    $1,700 | Single Family Home | 2 beds | 2.0 baths | 2 gar

    Discover this beautiful 2-bedroom, 2-bath home with an additional flex room, perfect for a home office, den, or guest space, enclosed with a stylish barn door. Located in the desirable lakefront community of Cypress Landing, this home offers a welcoming and open layout with vaulted ceilings and abundant natural light. The kitchen is designed for both function and style, featuring ample cabinetry, generous counter space, and a breakfast bar that flows seamlessly into the dining area. A sliding glass door leads to a cozy 7x15 screened lanai—ideal for relaxing with your morning coffee. The primary suite is a private retreat, complete with an en-suite bathroom including a walk-in shower and 5x5 walk-in closet. The primary bedroom also has elegant French doors giving access to the flex room. Additional highlights include an inside utility room, updated laminate flooring throughout most of the home, and a fenced backyard for added privacy. Residents of Cypress Landing enjoy fantastic community amenities, including a clubhouse with social events, a heated pool, tennis courts, and a private boat ramp with lake access for fishing, boating, and watersports on Lake Dexter. Conveniently located just minutes from Legoland, shopping, and dining, this move-in-ready home offers the perfect balance of comfort and convenience.

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    Listing is courtesy of: STAR REALTY OF WINTER HAVEN