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

  • 116 HOLMES PL, WINTER HAVEN, FL - MLS# P4938445

    Winter Haven Senior - P4938445 - 116 HOLMES PL, WINTER HAVEN, FL 33884
    Just Added on 04/14/2026 11:35AM

    $2,800 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional bedrooms and baths offer flexibility for guests, family, or a dedicated workspace. A 2-car garage adds convenience and secure storage. Step outside to your private backyard sanctuary, fully fenced for peace of mind and designed for effortless outdoor enjoyment. The highlight of the home is the stunning in-ground pool, enclosed within an expansive, fully screened structure that creates a resort-style environment perfect for lounging, entertaining, and year-round relaxation. With pool maintenance included in the rent, you can indulge in the luxury without lifting a finger. This home blends sophistication, comfort, and an elevated outdoor lifestyle into one exceptional living experience. Schedule your tour today!

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    Listing is courtesy of: PROPERTY MANAGEMENT OF POLK

  • 1734 CARNOSTIE RD, WINTER HAVEN, FL - MLS# TB8497301

    Lake Region High - TB8497301 - 1734 CARNOSTIE RD, WINTER HAVEN, FL 33884
    Just Added on 04/13/2026 8:34PM

    $2,100 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last long.

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    Listing is courtesy of: CHARLES RUTENBERG REALTY INC

  • 4741 MANDOLIN LOOP, WINTER HAVEN, FL - MLS# P4938443

    Lake Region High - P4938443 - 4741 MANDOLIN LOOP, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $1,795 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Located in the gated community of Mandolin, this well-maintained, move-in ready home checks all the boxes—a functional layout, comfort and privacy, 10x15 screened in lanai and a fully fenced backyard. The open-concept living space is designed for both everyday living and entertaining, while the kitchen is the heart of the home featuring oak cabinetry, ample counter space, pantry closet, and a seamless flow into the dining area. The spacious primary suite offers a true retreat, complete with dual walk-in closets, a garden tub, tile walk-in shower, and a private water closet. Ideally located in Southeast Winter Haven, just minutes from shopping, dining, Publix, Walmart, and Legoland, with quick access to HWY 27 for an easy commute to Orlando or Tampa.

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    Listing is courtesy of: STAR REALTY OF WINTER HAVEN

  • 1392 AXEL CIR, WINTER HAVEN, FL - MLS# S5147603

    Lake Region High - S5147603 - 1392 AXEL CIR, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $370,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Discover this gem in the heart of Winter Haven! This spacious home with 5 bedrooms and 3 full bathrooms combines comfort and style. Imagine natural light flooding every space, a modern kitchen, and generous areas for the whole family. Plus, you’ll

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    Listing is courtesy of: LA ROSA REALTY KISSIMMEE

  • 4140 SOPHIA BLVD, WINTER HAVEN, FL - MLS# TB8495461

    Chain of Lakes Collegiate High - TB8495461 - 4140 SOPHIA BLVD, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $279,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey feel throughout. Architectural details like decorative arches add character, while 18x18 tile in all wet areas enhances durability and style. The kitchen showcases 36” espresso cabinetry, generous storage, and all appliances included, making it ideal for both everyday living and entertaining. Additional highlights include window treatments throughout, an inside laundry room with washer and dryer, and abundant storage space. Step outside to your covered lanai, perfect for relaxing year-round. Situated on a spacious corner lot, the property offers added privacy and curb appeal. Conveniently located just minutes from Highway 27 and approximately 15 minutes to I-4, providing easy access to commuting, shopping, and dining. 1711 sq ft | 3 Bedrooms | 2 Bathrooms | 2-Car Garage

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    Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL

  • 820 SUN BURST RD, WINTER HAVEN, FL - MLS# TB8496883

    Lake Region High - TB8496883 - 820 SUN BURST RD, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $299,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located in the highly sought-after Squires Grove community! Built in 2022, this modern residence offers 1,851 square feet of thoughtfully designed living space, perfectly blending comfort, style, and functionality. Step inside to an inviting open-concept floor plan ideal for both everyday living and entertaining. The spacious kitchen seamlessly flows into the living and dining areas, creating a warm and welcoming atmosphere for gatherings with family and friends. The private primary suite serves as a relaxing retreat, complete with an en-suite bathroom and generous closet space. Three additional bedrooms provide versatility for family, guests, or a home office setup. Enjoy added value and peace of mind with no CDD fees and a low HOA, all within a well-maintained community. Conveniently located near shopping, dining, parks, and major highways, Squires Grove offers easy access to everything you need while maintaining a quiet neighborhood feel. Don’t miss your opportunity to own a nearly new home in one of the area’s fastest-growing communities—schedule your showing today!

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    Listing is courtesy of: AZURE REAL ESTATE & PROPERTY MANAGEMENT GROUP LLC

  • 1334 STATELY OAKS DR NW, WINTER HAVEN, FL - MLS# S5147546

    Winter Haven Senior - S5147546 - 1334 STATELY OAKS DR NW, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $256,900 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath home in Winter Haven offering 1,334 sqft of comfortable living space; this well-designed home features a functional layout for everyday living, with a bright and inviting living area that flows seamlessly into the dining and kitchen spaces; the bedrooms provide flexibility for family, guests, or a home office, while the 1-car garage adds convenience and additional storage; whether you’re a first-time buyer or looking to downsize, this home offers great potential in a desirable location—don’t miss out, schedule your private showing today!

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    Listing is courtesy of: REALTYCITY INC

  • 448 FERNANDEZ ST, WINTER HAVEN, FL - MLS# P4938380

    Lake Region High - P4938380 - 448 FERNANDEZ ST, WINTER HAVEN, FL 33880
    5 Days on yellowkey

    $320,000 | Manufactured Home | 4 beds | 2.0 baths

    Investor opportunity meets wide-open space! Situated on 11.8 acres at the end of a quiet dead-end road, this unique property offers privacy, flexibility, and endless potential. Featuring a 4-bedroom, 2-bathroom mobile home, this property is ideal for investors, renovators, or buyers looking to create their own private retreat or family compound. The home is in need of cosmetic updates, but major components have already been addressed, including a roof (3 years old), HVAC (4 years old), and hot water heater (4 years old)—providing a solid foundation for improvements. Inside, you’ll find a functional layout with original kitchen and bathrooms, stainless steel appliances included, carpet in living areas and bedrooms, and vinyl flooring in the kitchen. Washer and dryer hookups are available. This expansive property is perfect for those seeking space to spread out—bring your ATVs, off-road vehicles, boats, or work equipment, or explore the potential for multi-use living. With no HOA and a peaceful, rural setting, this property is well-suited for outdoor enthusiasts or those looking to escape city congestion. Sold AS-IS. Seller will make no repairs. Don’t miss this rare chance to own acreage with unlimited potential!

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    Listing is courtesy of: CENTURY 21 MYERS REALTY

  • 3323 AVENUE J NW, WINTER HAVEN, FL - MLS# O6397583

    Winter Haven Senior - O6397583 - 3323 AVENUE J NW, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $200,000 | Single Family Home | 3 beds | 2.0 baths

    One or more photo(s) was virtually staged. Nothing to do but unpack. This completely renovated 3-bedroom, 2-bathroom home in Deer Lake Terrace delivers true move-in-ready living at one of Winter Haven's most accessible price points. At 1,200 square feet of solid block construction on a fenced 0.15-acre lot, this home checks every box for first-time buyers and investors alike. Step inside to an open, light-filled layout with luxury vinyl plank flooring flowing through every room. The updated kitchen features modern shaker cabinetry, granite countertops, and a full appliance package: dishwasher, disposal, microwave, range, and refrigerator, all included. Both bathrooms were gutted and rebuilt with contemporary tile and fixtures during the full renovation. Ceiling fans and central air conditioning keep the home comfortable year-round. The enclosed porch adds over 275 square feet of flexible living space that doesn't disappoint. Use it as a home office, playroom, second living area, or year-round entertaining space. Outside, the fully fenced yard includes a utility building for storage, all on a flat and usable lot connected to public water and sewer. The shingle roof was replaced during the renovation. No HOA. No CDD. No lease restrictions. Zoned R-2, this property is equally suited for a primary residence or income-producing rental with no association approval required. Flood Zone X, no flood insurance required. Deer Lake Terrace is a quiet, established neighborhood in northwest Winter Haven with quick access to US-17, US-92, Polk Parkway, and downtown Winter Haven's restaurants, shopping, and the Chain of Lakes trail system. Legoland Florida and Posner Park are just minutes away.

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    Listing is courtesy of: REAL BROKER, LLC

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

    Winter Haven Senior - O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $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

  • 416 CORSO LOOP, WINTER HAVEN, FL - MLS# P4938389

    Lake Region High - P4938389 - 416 CORSO LOOP, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $364,500 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    • Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1707 EAGLE POND DR #1707, WINTER HAVEN, FL - MLS# P4938394

    Winter Haven Senior - P4938394 - 1707 EAGLE POND DR #1707, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $1,450 | Condo | 2 beds | 2.0 baths

    MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Monthly rent includes maintenance and repairs, pest control, and trash collection. Up to three pets allowed with prior approval; applications approved based on creditworthiness and income equal to at least 3x monthly rent, otherwise additional security deposit may be required.

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    Listing is courtesy of: JOHN WOOD REALTY, INC.

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

    Lake Region High - S5146407 - 1658 TEAGAN LN, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $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
    6 Days on yellowkey

    $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
    6 Days on yellowkey

    $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
    7 Days on yellowkey

    $4,500 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Beautiful 4-bedroom/3.5-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
    7 Days 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
    7 Days 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
    7 Days 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