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

  • 628 REGGIE RD, WINTER HAVEN, FL - MLS# L4962830

    Lake Region High - L4962830 - 628 REGGIE RD, WINTER HAVEN, FL 33884
    Just Added on 06/16/2026 5:52PM

    $2,600 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Virtually Staged. Caring for aging parents or have a young adult still at home? This one story, Next Gen home has four bedrooms, three baths and a two car garage. There is a separate entrance for a Next Gen Bedroom, living room and kitchenette, giving the sense of privacy and independence within proximity. This home comes fully equipped with Everything Included Features like new appliances, quartz countertops throughout and oversized tile flooring in the wet areas. 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: KELLER WILLIAMS REALTY SMART 1

  • 3436 COSTELLO CIR, WINTER HAVEN, FL - MLS# O6417499

    Lake Region High - O6417499 - 3436 COSTELLO CIR, WINTER HAVEN, FL 33884
    Just Added on 06/16/2026 3:40PM

    $1,750 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Virtually Staged. BEAUTIFUL HOME in Villamar, a new community located in Winter Haven, Florida. This stunning one-story, 3-bedroom, 2-bathroom single-family home features a spacious open-concept layout where the kitchen, living, and dining areas flow seamlessly together, creating the perfect space for everyday living and entertaining. Relax on the covered lanai overlooking your backyard. The kitchen is equipped with granite countertops, stainless-steel appliances, and a walk-in pantry, offering both style and functionality for easy meal preparation. The open living and dining area ensures you're always connected to family and guests. Each bedroom features carpeted flooring and its own closet, providing comfort and versatility for use as bedrooms, home offices, or bonus spaces. The primary bedroom, located at the rear of the home for added privacy, includes an attached bathroom with a double vanity, walk-in closet, and plenty of space to get ready each morning. The home also includes smart home technology, allowing you to control and monitor your home from anywhere using your smart device. Ideally located just 5 minutes from LEGOLAND, this home is also close to shopping, schools, dining, and major highways. WE SHOW PROPERTIES 7 DAYS A WEEK! An administrative fee of $75.00 will be charged at move-in.

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    Listing is courtesy of: BAHIA INTERNATIONAL REALTY

  • 5560 TAVERNA LOOP, WINTER HAVEN, FL - MLS# O6417447

    Lake Region High - O6417447 - 5560 TAVERNA LOOP, WINTER HAVEN, FL 33884
    Just Added on 06/16/2026 2:16PM

    $268,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under Construction. Discover the Downing floorplan at Villamar in Winter Haven, featuring 1,302 square feet, three bedrooms and two bathrooms, this home prioritizes efficient living without sacrificing an ounce of warmth. Step inside and be greeted by a thoughtfully arranged space, designed to maximize both comfort and flow. (Luxury vinyl) flooring guides you through the home, setting the stage for everyday living. The heart of the Downing is its open concept living area, where the living room and kitchen merge seamlessly, fostering connection and ease. This central space, bathed in natural light, is perfect for cozy evenings or casual gatherings. The kitchen, a model of efficiency, is equipped with modern appliances and well-organized storage, making meal preparation a breeze. Each of the three bedrooms provides a tranquil escape, with the primary suite offering a private bathroom for added convenience. The second bathroom, strategically located, serves the remaining bedrooms with ease. Like every (Community) home, the Downing is built with all concrete block construction and integrated smart home technology. This allows you to effortlessly manage your home's systems, from lighting to temperature, all from the palm of your hand, whether you're relaxing inside or out and about. The Downing floorplan is ideal for those seeking a streamlined, comfortable lifestyle. It's a place where thoughtful design meets modern convenience, creating a true sense of home. Experience the blend of simplicity and sophistication at Villamar. 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

  • 6417 DOMIZIO DR, WINTER HAVEN, FL - MLS# O6417322

    Lake Region High - O6417322 - 6417 DOMIZIO DR, WINTER HAVEN, FL 33884
    Just Added on 06/16/2026 11:08AM

    $304,490 | Single Family Home | 5 beds | 2.5 baths | 2 gar

    This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

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    Listing is courtesy of: LENNAR REALTY

  • 3430 FOX RIDGE ST, WINTER HAVEN, FL - MLS# S5151981

    Winter Haven Senior - S5151981 - 3430 FOX RIDGE ST, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $245,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    If you want a property perfect for first time homeowners or investors that needs a bit of tender, love, and care this is the home for you! Located in Winter Haven, be near of several Florida’s major attractions and major cities! The home has a wooden fence that surrounds the back of the property, be filled with serenity thanks to having a private porch that can be access through wonderful French doors. Enter the home and be greeted by the open floor plan and the fireplace; with three bedrooms and two bathrooms there is room for everyone. With no HOA come use your imagination and make your future dream home!

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    Listing is courtesy of: REMAX PREMIER PROPERTIES

  • 1303 NE STATELY OAKS DR NW, WINTER HAVEN, FL - MLS# L4962781

    Winter Haven Senior - L4962781 - 1303 NE STATELY OAKS DR NW, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $298,000 | Single Family Home | 3 beds | 2.0 baths | 2 car

    Welcome to this beautifully refreshed 3-bedroom, 2-bath pool home in Winter Haven with NO HOA! Situated on a spacious lot in the established Stately Oaks community, this move-in ready property offers comfort, flexibility, and the Florida lifestyle buyers are looking for. Inside, you’ll find bright updated living spaces with fresh finishes, abundant natural light, and a functional layout designed for everyday living and entertaining. The kitchen features clean modern updates, ample cabinetry, and flows seamlessly into the main gathering areas. Step outside to your private backyard retreat featuring a sparkling pool, covered outdoor space, and plenty of room to relax, entertain, and enjoy year-round outdoor living. The oversized driveway offers additional parking and convenience. Additional features include public water and public sewer connections and no HOA restrictions. Conveniently located near shopping, dining, schools, recreation, and major roadways with easy access throughout Central Florida. Schedule your private showing today!

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    Listing is courtesy of: CENTURY 21 MYERS REALTY

  • 304 MEREDITH BLVD, WINTER HAVEN, FL - MLS# G5113847

    Winter Haven Senior - G5113847 - 304 MEREDITH BLVD, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $324,990 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Virtually Staged. Under Construction. Welcome to this stunning Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 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 modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 300 MEREDITH BLVD, WINTER HAVEN, FL - MLS# G5113846

    Winter Haven Senior - G5113846 - 300 MEREDITH BLVD, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $314,990 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Virtually Staged. Under Construction. Hillcrest 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 1,758 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 288 MEREDITH BLVD, WINTER HAVEN, FL - MLS# G5113845

    Winter Haven Senior - G5113845 - 288 MEREDITH BLVD, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $294,990 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Virtually Staged. Under Construction. Ready by August 2026 The Bradley looks and feels bigger than 1,625 Sq. Ft. Is an open concept floor plan. Spacious master bathroom, dual vanity and a nice size closet. Nice upgrades included stone counters in kitchen and in all bathroom counters, tile in wet and common areas, 9'4" ceiling height and a lot more. Sample Image

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 3960 GIORGIO DR, WINTER HAVEN, FL - MLS# TB8517611

    Lake Region High - TB8517611 - 3960 GIORGIO DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $313,780 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under Construction. Brand new, energy-efficient home available by Jul 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

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    Listing is courtesy of: MERITAGE HOMES OF FL REALTY

  • 4201 SHADOW WOOD DR, WINTER HAVEN, FL - MLS# L4962763

    Lake Region High - L4962763 - 4201 SHADOW WOOD DR, WINTER HAVEN, FL 33880
    1 Day on yellowkey
    FORECLOSURE

    $325,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome home to this beautifully updated 3-bedroom, 2-bath single-family pool home offering 1,860 square feet of living space with NO HOA! This well-maintained property features a desirable floor plan with formal living and dining rooms, family room with cathedral ceiling and 2 car garage with opener. The spacious kitchen has tons of counter space and is equipped with a center island, quartz countertops, newer cabinetry, and matching Whirlpool stainless steel appliances. Just off the kitchen, you'll find a convenient inside laundry closet with washer and dryer hookups. The large family room features a cozy fireplace and ceiling fan while overlooking the screened pool lanai. The primary bedroom offers a private retreat with an en-suite bath, step-in closet, and sliding glass doors providing direct access to the pool lanai. Recent updates include newer luxury vinyl flooring throughout, recessed lighting, renovated bathrooms and a 2019 roof & A/C system. Step outside to enjoy the screened lanai with a large in-ground pool and a nice-sized partially fenced backyard, providing plenty of space for relaxation and outdoor activities. Conveniently located near the Polk Parkway with easy access to I-4, this home is just a short drive from Legoland, Orlando theme parks, shopping, dining, and a variety of recreational amenities. Don't miss this opportunity to own a move-in ready pool home in a prime Central Florida location!

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    Listing is courtesy of: VIEWPOINT VALUE REALTY

  • WINTER HAVEN, FL - MLS# L4962492

    Lake Region High - WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $225,000 | Condo | 2 beds | 2.0 baths

    Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.

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    Listing is courtesy of: CROSBY & ASSOCIATES, INC.

  • 122 INMAN BLVD, WINTER HAVEN, FL - MLS# TB8519157

    Winter Haven Senior - TB8519157 - 122 INMAN BLVD, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $2,250 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to your next home in the charming community of Inman Groves! This beautifully maintained 4-bedroom, 2-bath residence offers 1,853 heated square feet and 2,488 total square feet of thoughtfully designed living space. Step inside to discover an open and inviting floor plan featuring tile flooring throughout the main living areas, plush carpeting in the bedrooms, and a spacious kitchen with granite countertops, ample cabinetry, and plenty of room to gather with family and friends. Natural light fills the home, creating a warm and welcoming atmosphere. The private primary suite offers a peaceful retreat, while three additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a fenced backyard perfect for relaxing, entertaining, or letting your small furry family members play. Additional features include a two-car garage and solar panels that may help reduce monthly energy costs. Conveniently located near shopping, dining, schools, and major roadways, this home offers the perfect combination of comfort, convenience, and value. Location truly is everything! Nestled in a prime Winter Haven location, this home offers easy access to Hwy 27 and Dundee Road, making commutes to Lakeland, Orlando, and surrounding areas a breeze. Enjoy weekends exploring nearby attractions, including LEGOLAND Florida, just minutes away, or launch your boat at one of the nearby Lake Hamilton ramps. Everyday conveniences are close at hand, with shopping, dining, and a brand-new Publix coming soon at The Shoppes at Country Club. This move-in ready, energy-efficient home with solar panels offers the perfect blend of comfort, convenience, and lifestyle. Schedule your private showing today! THE APPLICATION FEE IS $80.00 PER ADULT 18 AND OVER AND THERE IS A ONE TIME PROCESSING FEE OF $125.00 AT MOVE IN along with the 1st month and security prior to move in. Small pets welcome with owner approval. Professional pictures being done tomorrow

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    Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA

  • 2610 SAN MARCO WAY, WINTER HAVEN, FL - MLS# L4962574

    Lake Region High - L4962574 - 2610 SAN MARCO WAY, WINTER HAVEN, FL 33884
    4 Days on yellowkey

    $329,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 2610 San Marco Way, a beautiful Highland Homes Raychel floor plan located in the highly desirable Villamar community of Winter Haven. Offering 4 bedrooms, 2 bathrooms, and a spacious open-concept design, this home was thoughtfully built for both everyday living and entertaining. The heart of the home features a large kitchen island overlooking the living and dining areas, an oversized walk-in pantry, and plenty of space for gathering with family and friends. The spacious owner's suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and ensuite bath. What truly sets this home apart are the upgrades already in place. Enjoy your morning coffee on the screened front porch, unwind in the screened rear lanai, or host family and friends in the fully fenced backyard. These valuable additions have already been completed, saving you time and money after closing. Residents of Villamar enjoy access to a resort-style community pool, playground, and walking trails. Conveniently located just minutes from Legoland Florida Resort, the new Publix shopping center, restaurants, medical facilities, and major roadways, this home offers the perfect blend of comfort and convenience. Why wait for new construction when this move-in ready home already includes some of the most sought-after upgrades? Schedule your private showing today and discover all that 2610 San Marco Way has to offer.

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    Listing is courtesy of: LA ROSA REALTY PRESTIGE

  • 140 KRENSON BAY LOOP, WINTER HAVEN, FL - MLS# G5113525

    Winter Haven Senior - G5113525 - 140 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $270,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to this inviting 3BR/2BA home with a 2-car garage and 2,128 sq. ft. in a gated Winter Haven community. Features include tile in the main living areas, carpet in the bedrooms, an open kitchen with pantry and dining area, and a primary suite with walk-in closet, dual sinks, garden tub, and separate shower. Enjoy no rear neighbors and backyard views of Lake Maude Natural Park, with convenient access to downtown Winter Haven, Polk State Diamond Plex, and the Chain of Lakes Trail.

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    Listing is courtesy of: OPTIMA ONE REALTY, INC.

  • 2021 BUCKEYE RD NE, WINTER HAVEN, FL - MLS# O6415489

    Winter Haven Senior - O6415489 - 2021 BUCKEYE RD NE, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $339,000 | Apartment | 4 beds

    Income-Producing Duplex on Corner Lot – No HOA! Exceptional opportunity in Winter Haven! This well-maintained duplex at 2021/2023 Buckeye Rd NE features two spacious 2-bedroom, 2-bathroom units — 1,070 sq ft each — both with the convenience of indoor laundry hookup. Unit 2021 is vacant and move-in ready, while Unit 2023 is occupied by a reliable tenant who just renewed their lease at $1,300/month for another full year — instant income from day one! With market rents for comparable renovated units ranging from $1,400–$1,500, there's built-in upside on both sides. Perfect for the savvy house hacker: live in one unit while your tenant covers a significant portion of your mortgage. Investors will love the turnkey setup — lease the vacant unit at market rate and enjoy strong dual rental income with room to grow. Situated on a desirable fenced corner lot with no HOA fees or restrictions. Roof replaced in 2018, keeping maintenance minimal and insurance affordable. Opportunities like this — generously sized units, in-place income, and rent upside — don't last long. Schedule your showing today!

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 3312 QUEENS COVE LOOP, WINTER HAVEN, FL - MLS# L4962705

    Winter Haven Senior - L4962705 - 3312 QUEENS COVE LOOP, WINTER HAVEN, FL 33880
    5 Days on yellowkey

    $319,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome home! Located in the heart of Winter Haven, this BEAUTIFULLY RENOVATED POOL HOME offers the perfect blend of comfort, style, and outdoor living at an incredible value. Featuring 3 spacious bedrooms and 2 bathrooms, this move in ready home was thoughtfully designed for both everyday living and entertaining .Step inside and immediately fall in love with the STUNNING FULLY RENOVATED MODERN KITCHEN featuring newer stainless appliances, all-new cabinetry, gorgeous granite countertops, and a custom coffee bar perfect for your morning routine. The OPEN CONCEPT FLOORPLAN creates a bright and inviting atmosphere with seamless flow between the kitchen, dining, and living spaces, making this home ideal for hosting family and friends. Additional interior upgrades include NEW TILE FLOORING THROUGHOUT, fresh interior paint, and beautifully remodeled bathrooms complete with updated vanities and toilets. Every detail has been thoughtfully updated to provide a clean, modern, and stylish feel throughout the entire residence. Outside, your PRIVATE BACKYARD OASIS awaits! The stunning pool and spa, installed in 2025, features all equipment still under warranty, creating a worry free opportunity for the next owner. Enjoy relaxing or entertaining year-round on the EXTRA LARGE SCREENED IN LANAI featuring new double insulated roof panels, three oversized ceiling fans, installed power access, and a mounted TV bracket ready for game days or outdoor movie nights. The FULLY FENCED BACKYARD with privacy fencing provides the perfect space for pets, family gatherings, or simply relaxing in peace and tranquility. Located in a quiet and desirable community with a LOW ANNUAL HOA, this home truly checks all the boxes whether you are looking for your first home, a vacation retreat, or the perfect place to entertain. Schedule your private showing today!

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    Listing is courtesy of: LIVE FLORIDA REALTY