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. Known for its stunning chain of lakes and picturesque landscapes, Winter Haven is a haven for those seeking a blend of natural beauty and modern amenities. With a rich history that dates back to the 1800s, this charming city offers a unique mix of small-town warmth and urban convenience, making it an ideal destination for families, retirees, and young professionals alike.

One of the standout features of Winter Haven is its contemporary architectural style homes, which beautifully reflect the modern lifestyle while harmonizing with the surrounding environment. These homes are characterized by clean lines, open floor plans, and large windows that invite natural light and provide breathtaking views of the lush Florida landscape. Whether you’re looking for a sleek single-family home or a stylish townhome, Winter Haven’s contemporary residences are designed to meet the needs of today’s homeowners.

Living in Winter Haven means enjoying an array of recreational activities, from boating and fishing on the serene lakes to exploring local parks and nature trails. The city is also home to a thriving arts scene, diverse dining options, and excellent schools, ensuring that residents have access to everything they need for a fulfilling lifestyle.

If you're searching for a home that embodies modern elegance in a city rich with charm and opportunity, Winter Haven is the perfect place to call home. Discover the contemporary architectural gems waiting for you in this delightful Florida city, where your dream home is just around the corner!

Newest Winter Haven Homes with Contemporary Architectural style

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

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, countertops, doors, trim, sprinkler system, 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

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

1 Beds ⋅ 1 Baths ⋅ Lamplighter Village SubDv. ⋅ 33884 Zip Code

FOR SALE - 1 Bedroom 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 includes 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. 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

3 Beds ⋅ 2 Baths ⋅ Lincoln Sub SubDv. ⋅ 33881 Zip Code

New Construction Opportunity in Northeast Winter Haven – Move-In Ready with Buyer Incentives Homeownership has never been more attainable. If you've been waiting for the right opportunity to purchase your first home, this brand-new construction in Northeast Winter Haven checks all the boxes. Offering the peace of mind that only a newly built home can provide, you'll enjoy modern finishes, energy-efficient construction, and the confidence of starting fresh—without the maintenance concerns that often come with older homes. Located in one of Winter Haven's growing northeast neighborhoods, you'll be just minutes from shopping, dining, medical facilities, parks, the Chain of Lakes, Downtown Winter Haven, and convenient access to US-27 for an easy commute throughout Polk County. The area continues to see ongoing investment and revitalization while still offering an affordable path into homeownership. Even better, this home comes complete with a full appliance package, a fenced backyard perfect for pets, family gatherings, or weekend barbecues, and a thoughtfully designed layout that makes everyday living simple and comfortable. Families will appreciate being near Jewett Academy, one of Polk County's respected magnet schools, along with numerous parks and recreational opportunities throughout Winter Haven. To make buying even easier, the builder is offering:? $10,000 toward buyer closing costs, prepaid expenses, or an interest rate buy-down? FREE appraisal when financing through the builder's preferred lender. Whether you're purchasing your very first home or simply looking for the advantages of brand-new construction, this property offers exceptional value in one of Central Florida's fastest-growing communities. Don't miss the opportunity to own a brand-new home with incentives that can significantly reduce your upfront costs.

2435 5th St Ne, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code

HOME FOR SALE IN LAKE ASHTON! Is 4052 Phoenician Way, Winter Haven, Florida YOUR next address? This 3 Bedroom, 2 Bath home with Golf Cart Entry is located on a large premium lot that abuts to the 13th Fairway of Lake Ashton's West Golf Course. The view from the wrap around covered and screened lanai includes a large pond that borders the 13th Hole with a farm pasture beyond. Home Highlights: CDD Debt Balance Paid in Full; Roof Replaced 2022; Water Heater Replaced 2022; A/C Heat Pump Replaced 2019. This home offers excellent curb appeal with a Widened Drive Way, Poured Curbing, Well Maintained Mature Landscape with Landscape Rock, Quoined Corners, Bay Window on the Front Bedroom, and arched Screened Entry. A paver walkway on the right side of the home connects the access door of the golf cart garage to the rear lanai. The interior of this home is warm and inviting with an Open and Spacious Living area. The Foyer, Dining, LR and Kitchen flow seamlessly together making entertaining a "breeze" in this home. The beautiful Bruce interlocking Engineered natural oak floors and the Plantation Shutters on the Side Lights of the Front Entry Door, Double Sliding Glass Doors in the Living Room, Bedroom 2 and Primary Bedroom accent the interior of this home- adding a touch of class. Crown molding gives definition to the Open Living area. The kitchen upgrades include: Granite counter tops, Maple Cabinets with raised panels, 3 banks of drawers, crown molding and a pantry. The refrigerator, microwave and disposal were replaced in 2026 and the range was replaced in 2023. A breakfast bar/snack bar and Dining areas are perfect for entertaining friends and family. Enter thru the 8' Front entry door with Eyebrow window above. To the left of the foyer are Bedrooms 2 and 3, a Linen Closet in the Hallway and a Guest Bathroom with shower/tub combo, accent window and comfort height vanity. A pocket door provides privacy to the Guest Bedroom area. The EXTENDED Primary Suite is located on the back on the home. It's the perfect place to relax after a long day in the sun. The Primary Suite offers a spacious sitting area and En-Suite with His/Her Walk in Closets, His/Her Separate Vanities, a large corner Soaking tub, a separate water room with a walk in shower with glass doors and linen closet. The laundry room is easily accessible from the garage and kitchen. It has cabinets for storage, a wash tub and the washer/dryer will be included in the sale of the home. The double car garage has hang down storage racks, attic access, storage cabinets, and an access door to the outside. There is a motorized screen on the garage door and a separate entry for the golf cart. The outdoor living space is a destination location in this home. The view is peaceful and the space is cozy with paver floor, ceiling fans and TV hook up. Make an appointment to tour this home today! 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!

4052 Phoenician Way, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Cypresswood Patio Home SubDv. ⋅ 33884 Zip Code

Welcome home to luxury, comfort, and breathtaking golf course living in the prestigious, 24/7 guard-gated Cypresswood Golf & Country Club. Perfectly positioned on the 17th hole, this stunning 3-bedroom, 2-bathroom home offers 2,253 square feet of beautifully updated living space and exceptional curb appeal, highlighted by an extended pavered driveway and lush landscaping. Step inside and feel the warmth and pride of ownership the moment you enter. Soaring ceilings, abundant natural light, and an inviting layout create an instant sense of arrival. The main living areas feature stylish luxury vinyl flooring, while the bedrooms offer plush carpeting for added comfort. This home has been thoughtfully upgraded with peace of mind in mind; including: new roof (2021), top-of-the-line Generac whole-house generator (2021), commercial-grade irrigation system (2024), new hot water heater (2024), new refrigerator (2025), and new dishwasher (2025). Additional updates include exterior painting (2021), interior painting (2023), plantation shutters throughout (2021), and elegant front driveway pavers (2021). The backyard is a private oasis with upgraded landscaping and pavers, Black Diamond crêpe myrtles, and natural hedges that bloom with white flowers in the spring—creating a serene backdrop with direct golf course frontage. Cypresswood residents enjoy resort-style amenities, including an 18-hole championship golf course, junior Olympic-size pool, tennis courts, wellness center, clubhouse dining, and a vibrant social calendar with clubs, classes, and events that foster a true sense of community. This is more than a home—it’s a lifestyle. Schedule your private showing today and experience the best of Cypresswood living.

728 Canberra Road, Winter Haven

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

4 Beds ⋅ 3 Baths ⋅ Cypresswood Golf & Country Club SubDv. ⋅ 33884 Zip Code

*Special financing incentives may be available through the seller's preferred lender* Over 1 Acre with Golf Course Views in Cypresswood Golf & Country Club. Discover a rare opportunity to own one of the LARGEST residential lots in Cypresswood Golf & Country Club, one of Winter Haven's premier gated golf communities. Built in 2023 and situated on 1.17 acres, this exceptional 4-bedroom, 3-bathroom residence offers luxury, privacy, and modern living with expansive views of the 2nd green and 9th tee of the Ron Garl-designed championship golf course. A long private driveway lined with Florida-friendly landscaping leads to an expansive paver parking courtyard and oversized three-car garage featuring a professionally finished epoxy floor. Ebony-finished tongue-and-groove ceilings on both the front entry and rear screened lanai create an impressive first impression, while the Therma-Tru insulated front door with decorative glass insert welcomes you inside. The thoughtfully designed OPEN-CONCEPT FLOOR PLAN features luxury vinyl plank flooring throughout, soaring ceilings with decorative beam details, custom millwork, recessed lighting, and large windows that fill the home with natural light. The spacious great room is anchored by a custom shiplap feature wall with an electric fireplace and opens seamlessly to the covered lanai through oversized sliding glass doors. A premium Denon surround sound system serves both the great room and lanai, making entertaining effortless. The gourmet kitchen combines style and functionality with quartz countertops, a large center island, solid wood cabinetry, under-cabinet lighting, a walk-in pantry with custom shelving, Frigidaire Professional Series stainless steel appliances, and a natural gas cooktop. The spacious primary suite offers a tray ceiling with decorative beams, an oversized walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, walk-in shower, and private water closet. The split-bedroom floor plan provides privacy for family and guests, and every bedroom includes a walk-in closet. Step outside and enjoy the freedom of owning more than an acre with panoramic golf course views and plenty of room to create your dream outdoor living space. Residents of Cypresswood Golf & Country Club enjoy an 18-hole championship golf course, clubhouse, restaurant, junior Olympic-sized pool, tennis and pickleball courts, and scenic roads perfect for walking, running, and biking. Conveniently located near US-27, I-4, the Polk Parkway, downtown Winter Haven, and LEGOLAND Florida Resort, this home offers an exceptional combination of luxury, space, and location.

440 Palma Ceia Road, Winter Haven

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

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

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

Start Your Search