Winter Haven Homes with Contemporary Architectural style

Winter Haven Homes with Contemporary Architectural style

Welcome to Winter Haven, Florida – a vibrant city nestled in the heart of Polk County, renowned for its picturesque lakes and lush landscapes. With over 50 lakes in the area, Winter Haven is often referred to as the “Chain of Lakes,” making it a haven for water enthusiasts and nature lovers alike. The city boasts a rich history, charming downtown area, and a warm, welcoming community that truly embodies the spirit of Florida living.

As you explore the real estate options in Winter Haven, you’ll discover an array of contemporary architectural homes that perfectly blend modern design with the serene surroundings of this beautiful city. These homes feature clean lines, open floor plans, and large windows that invite natural light and showcase stunning views of the surrounding landscape. Whether you’re looking for a sleek new construction or a thoughtfully remodeled property, Winter Haven offers a diverse selection of contemporary homes that cater to various lifestyles.

Living in a contemporary home in Winter Haven not only provides a stylish and comfortable living space but also grants you access to the city’s vibrant culture and recreational activities. Enjoy leisurely afternoons at local parks, explore the nearby LEGOLAND Florida Resort, or take a scenic boat ride on one of the many lakes. With a strong sense of community and a plethora of amenities, Winter Haven is the perfect place to call home for those seeking a modern lifestyle in a charming, sun-kissed city. Come discover the beauty of Winter Haven and find your dream contemporary home today!

Newest Winter Haven Homes with Contemporary Architectural style

$310,000
4 Beds ⋅ 2 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code
3D tour available! Welcome to this spacious 4-bedroom, 2-bath single-family home in the Lake Smart Estates community of Winter Haven. With an open-concept layout and 1,842 square feet of living space, the home offers plenty of room for everyday living and entertaining. Major updates provide added peace of mind, including a new roof in 2026, new A/C in 2024, and brand-new appliances in 2026. The kitchen offers generous cabinet and counter space and opens directly to the main living and dining areas. The primary suite features a walk-in closet and private bathroom with dual sinks and a spacious shower. An interior laundry room and attached two-car garage add everyday convenience. One of the property's biggest highlights is the oversized lot, one of the largest in the community. The expansive backyard provides exceptional outdoor space with plenty of possibilities for entertaining, play areas, gardening, or creating your own Florida outdoor retreat. Lake Smart Estates offers community amenities including a swimming pool, dock, gazebo, and water access. Golf enthusiasts will appreciate having Willowbrook Golf Course just minutes away, a public 18-hole course offering a driving range, putting green, chipping areas, and practice facilities. Conveniently located near US-17, the home provides easy access to Downtown Winter Haven, shopping, restaurants, schools, Polk State College, and everyday services. With four bedrooms, significant recent upgrades, an oversized yard, community amenities, and golf nearby, this move-in-ready home offers an excellent combination of indoor and outdoor space in a convenient Winter Haven location.

3695 Julius Estates Boulevard, Winter Haven
$269,900
3 Beds ⋅ 2 Baths ⋅ Planters Walk SubDv. ⋅ 33884 Zip Code
THIS WELL-KEPT HOME LOCATED ON A CUL-DE-SAC HAS A HUGE (ONE THIRD ACRE) LOT. THIS IS A SPLIT BEDROOM PLAN WITH THREE BEDROOMS AND TWO BATHS. KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. THE PRIMARY BEDROOM HAS AN UPDATED EN SUITE WITH WALK-IN CLOSET. THE GREAT ROOM IS LARGE AND HAS A VAULTED CEILING. THERE IS AN EAT-IN AREA IN THE KITCHEN AS WELL AS A DINING ROOM LOCATED OFF THE GREAT ROOM. TWO NICELY-SIZED BEDROOMS AND SECOND BATH ARE LOCATED ON OTHER SIDE OF THE GREAT ROOM. DOUBLE PANE WINDOWS HELP WITH UTILITY COSTS. THE REAR SCREENED PORCH OVERLOOKS THE REAR YARD WHERE YOU WILL FIND A HUGE ABOVE-GROUND POOL FOR ENJOYING YEAR ROUND AS THERE IS A SEPARATE SOLAR PANEL FOR HEATING THE POOL. THIS PROPERTY IS CENTRALLY LOCATED AND CLOSE TO SHOPPING, LEGOLAND, TAMPA AND ORLANDO AND EQUAL DISTANCE TO BOTH EAST AND WEST COAST BEACHES.

106 Saint Kitts Circle, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Gardens SubDv. ⋅ 33880 Zip Code
Welcome home to this beautifully designed 3 bedroom , 2 bath split plan home located in a desirable gated community! The open layout creates a spacious, inviting feel, with a large kitchen overlooking the living areas - perfect for every day living and entertaining. Step outside to enjoy a large back yard, offering plenty of room for pets, play, gardening or creating your own outdoor oasis. Located in an area convenient to LEGOLAND, major highways shopping, restaraunts, and Central Florida's world-famous theme parks, this home puts everything you need within easy reach. Best of all, there is no CDD, No flood insurance required, and low HOA, making this an attractive opportunity for both homeowners and investors. A gated community, newer roof, paint and carpet, septic pumped in 2025, all makes this one worth seeing!

106 Majestic Gardens Court, Winter Haven
$315,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code
Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven
$355,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code
1124 Sawgrass Drive Winter Haven, Fl. 33884 is located in Lake Ashton, an Exclusive Florida Retirement Community offering tailored activities and amenities to those seeking an Active 55 Plus lifestyle. Built in 2022 with 1,917 sq. ft. living area, this ST. MARKS floor plan home is MOVE IN READY and is located on the 10th Fairway of the West Golf Course in Lake Ashton. When you enter this home you have a direct view of the golf course thru the Triple Sliders that separate the LR from the Lanai. This Split Floor Plan offers: Formal and Casual Dining areas, a Living Room, Laundry Room, Primary Suite, 2 Bedrooms and a Flex Room with Built In Shelves. The living room is at the center of the this home with the Kitchen, Formal Dining, Primary Suite and Dinette areas flowing into the LR area. The Kitchen is spacious and offers a Breakfast Bar, SS Appliances, Recessed Lighting, Pull Out Drawers, Ample 42" Cabinetry and Granite Countertops. The Dinette area is easily accessible to the kitchen and Flex Room and Double Sliders provide direct access to the Covered and Screened Lanai. The Open and Spacious Floor Plan makes entertaining a BREEZE! The comfortable and spacious Primary Suite offers His/Her Walk in Closets, an attractive Primary Bath area with His/Her separate vanities, large soaking tub, walk in shower, separate water closet and linen closet. Glass Block accents the Primary Bath and provides an abundance of natural light into the room. Bedroom 2 and Bedroom 3 are separated by the Guest Bathroom with shower/tub combo and comfort height vanity. Each Bedroom has a built in Closet. The laundry room (washer/dryer included in the sale of the home) is sizable and is the passage from the garage to the kitchen. The garage has a separate golf cart entry and the golf cart is included with the sale of the home. Grab a great book and a cup of coffee and relax on the screened and covered lanai. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are (2) 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home; tour it today!

1124 Sawgrass Drive, Winter Haven
$299,900
3 Beds ⋅ 2 Baths ⋅ Planters Walk Ph 03 SubDv. ⋅ 33884 Zip Code
Virtually Staged. Practically brand new from top to bottom! This beautifully renovated 3-bedroom, 2-bath home offers the perfect combination of modern style and everyday comfort. Nearly every surface has been updated, including fresh interior and exterior paint, luxury vinyl plank flooring throughout, a stunning new kitchen, beautifully REMODELED bathrooms, updated lighting, fixtures, cabinetry, CORIAN countertops, doors, trim, sprinkler system, NEW ROOF and stainless steel appliances. Move right in and start enjoying all this home has to offer! Step inside to soaring vaulted ceilings, an open and airy floor plan filled with natural light. The spacious living and dining areas flow seamlessly into the gorgeous kitchen featuring quartz countertops, white shaker-style cabinetry, stainless steel appliances, recessed lighting, a breakfast bar, and a sunny breakfast nook overlooking the backyard. The private primary suite offers direct access to the screened lanai, a walk-in closet, and a spa-inspired en-suite bath with a double vanity and an oversized walk-in tiled shower with a frameless glass enclosure. Enjoy relaxing on the screened lanai overlooking the fenced backyard shaded by mature oak trees, perfect for entertaining, pets, or simply unwinding. Ideally located just 2 miles from LEGOLAND Florida Resort and approximately 30 minutes from Walt Disney World and Central Florida's world-famous theme parks. You'll also appreciate the convenient access to I-4, the Polk Parkway, shopping, dining, medical centers, hospitals, and everything Central Florida has to offer. This truly move-in-ready home offers the look and feel of new construction without the wait. Schedule your private showing today!

419 Saint Anns Drive, Winter Haven
$360,000
4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Aug 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.

3757 Giorgio Drive, Winter Haven
$124,800
1 Beds ⋅ 1 Baths ⋅ Lamplighter Village SubDv. ⋅ 33884 Zip Code
FOR SALE - 1 Bedroom/1 Bath Mediterranean Style Condominium on Lake Roy...part of Winter Haven's beautiful Chain of Lakes. Professionally decorated, this condo comes with a newly renovated bathroom in 2026, granite countertops, window treatments, and double paned windows. It features newer appliances such as refrigerator (2026), gas stove (2026), gas water heater (2023), and a stackable washer and dryer (2026). It also includes a dishwasher and a microwave. The condo is on the bottom floor and features a Bonus Room suitable for a home office. It has a low electric bill and low HOA fees. The outside has a lovely, shaded picnic area. All Residents enjoy dock privileges. This area is quiet and comfortable. Shopping, Restaurants, and Pharmacies are all less than 5 minutes away.

1103 Cypress Gardens Boulevard Unit 13, Winter Haven
$220,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code
Opportunity Knocks! Build sweat equity in this 3 bedroom 2 bathroom villa that is ready for some cosmetic updates. Make this home your own with fresh paint, new flooring and anything else you might desire. The unit is currently in habitable condition so you can live there and work at your own pace. Priced well below market value to allow room for cosmetic upgrades. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

1 Enclave Drive, Winter Haven
$300,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bath pool home offering 1,729 square feet of living space in Vienna Square, a sought-after 55+ gated community. One of the only pool homes in the neighborhood, this residence features a spacious open floor plan with a Kitchen/Family Room combination, Living Room/Dining Room combination, and ceiling fans throughout. Sliding glass doors from the main living area lead to the private outdoor oasis, complete with a heated, fully enclosed in-ground pool, child safety fence, large shade sails, a covered and screened rear porch, and a NEW pool pump installed in August 2025. The full HVAC system was replaced in July 2026, providing added efficiency and peace of mind for the new owner. The well-appointed kitchen offers ample counter space, custom solid wood cabinetry, solid surface countertops, upgraded stainless steel appliances, a breakfast bar, and a cozy breakfast nook surrounded by three windows that fill the space with natural light. The primary suite features an en-suite bath with dual sinks, a low-threshold shower with safety rail, and a separate water closet area for added privacy that houses the toilet and shower. In addition to the second bedroom and full bath, there is a versatile office/den/study that can easily accommodate a variety of needs. The attached 2-car garage includes multiple overhead storage shelves and retractable screens, allowing for excellent airflow throughout the home while keeping insects out. Additional features include outdoor lighting, double-pane windows for energy efficiency, beveled-edge countertops, a neutral color palette, window treatments, rain gutters, a paver-stone driveway, and mature tropical landscaping with beautiful palm trees. Vienna Square residents enjoy an impressive array of amenities including a clubhouse, fitness center, community pool and spa, tennis courts, racquetball, ballroom, movie theater, billiards room, and more. HOA fees include lawn care, security gate access, and recently added internet and TV service. The home is conveniently located just minutes from LEGOLAND, shopping, dining, medical facilities, and major highways providing easy access throughout Central Florida, including Tampa, Orlando, Disney, Universal, and other world-famous attractions.

2452 Salzburg Loop, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ 38th Street Subdivision SubDv. ⋅ 33881 Zip Code
Pre-Construction. To be built. Lot 4 - Crown Model - Build the home you've always envisioned in beautiful Winter Haven! This to-be-built new construction home offers a unique opportunity to personalize your future residence from the very beginning. Buyers will have the ability to select interior and exterior color schemes and finishes, creating a home that truly reflects their individual style and preferences. Designed with modern living in mind, this home will feature a thoughtfully planned layout, quality craftsmanship, energy-efficient construction, and all the benefits that come with owning a brand-new home. Conveniently located near Winter Haven's shopping, dining, schools, parks, and the area's renowned chain of lakes, you'll enjoy both everyday convenience and the charm of one of Central Florida's fastest-growing communities. FHA construction loans are accepted, making homeownership more attainable for buyers looking to build instead of buy resale. Secure your homesite now and take advantage of the opportunity to customize your new home before construction is complete. Photos are for demonstration purposes only and may include finishes, colors, and upgrades that vary from the final product. Contact us today for available plans, timelines, and customization options.

38th Street Nw, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ 38th Street Subdivision SubDv. ⋅ 33881 Zip Code
Pre-Construction. To be built. Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

38th Street Nw, Winter Haven
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