Winter Haven Homes with Florida Architectural style

Winter Haven Homes with Florida Architectural style

Welcome to Winter Haven, Florida – a charming city nestled in the heart of Polk County, renowned for its picturesque lakes and vibrant community spirit. With its welcoming atmosphere and a rich tapestry of culture, Winter Haven is not just a place to live; it's a place to thrive. Known as the "Chain of Lakes City," this delightful locale boasts over 50 sparkling lakes, making it a haven for water enthusiasts and nature lovers alike.

The city is steeped in history, featuring delightful parks, recreational facilities, and a thriving downtown area filled with unique shops and restaurants. Residents enjoy a mild climate year-round, perfect for outdoor activities and community events. From the annual Winter Haven Water Ski Show to the enchanting legacies of the historic Cypress Gardens, there’s always something to celebrate in this vibrant community.

When it comes to housing, Winter Haven offers an array of homes that beautifully reflect the Florida architectural style. With their charming designs, these homes often feature open floor plans, expansive porches, and lush tropical landscaping, perfectly suited for the sunny Florida lifestyle. Whether you’re searching for a cozy bungalow or a spacious family home, Winter Haven's residential offerings cater to diverse tastes and budgets, ensuring that you can find your dream home amidst the stunning backdrop of the Florida landscape.

Explore the delightful neighborhoods of Winter Haven, where the warmth of the community meets the beauty of Florida architecture, and discover why so many choose to call this enchanting city home.

Newest Winter Haven Homes with Florida Architectural style

4 Beds ⋅ 2 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code

Welcome to 233 Mandolin Drive, a spacious four-bedroom, two-bath pool home located in the gated Mandolin community of Winter Haven. The single-story layout features an open living area with vaulted ceilings, abundant natural light and durable hard-surface flooring. The kitchen offers granite countertops, rich wood cabinetry, stainless-steel appliances and a breakfast bar overlooking the adjoining dining area. The primary suite provides a comfortable retreat with a generously sized bedroom, walk-in closet and private bath featuring dual sinks, a soaking tub, separate shower and private water closet. Three additional bedrooms and flexibility for guests, a home office or hobby space, while the indoor laundry room adds everyday convenience. Step outside to an inviting backyard designed for enjoying the Florida lifestyle. The expansive paver deck surrounds a sparkling in-ground pool and raised spa, while the covered patio provides a shaded space for dining, relaxing and entertaining. A pool safety fence, fenced yard, solar panels and attached two-car garage complete the home. Conveniently located near LEGOLAND Florida, shopping, dining, medical facilities and major roadways, this home combines comfortable indoor living with an exceptional outdoor retreat. Schedule your private showing today!

233 Mandolin Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Eagle Crest SubDv. ⋅ 33881 Zip Code

Welcome to this beautiful 1-owner home at Eagle Crest. Currently the only home for sale in the entire neighborhood. Pride of ownership is apparent and the neighborhood is very well maintained. Wake up in the morning and enjoy your coffee on the covered lanai which overlooks a lush green field of undeveloped acreage behind. This home sits on a premium oversize lot w/ over a quarter of an acre and no rear neighbors. Large luxury primary bathroom and his & hers walk-in closets and large doorless shower w/ 2 heads. Breakfast nook in the home that is 7 x 11 and a formal dining room too. Den or office off of the foyer as you enter the home. Natural gas range for the chef in you. Regular scheduled maintenance has been done on this home with the A/C serviced every 6 months & the garage door opener every year, and it possesses an on-demand natural gas hot water heater. Currently it is the only property up for sale in this desired community. Make an appointment to see this immaculate home and make it yours!

1514 Hamlin Street, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Audubon Place Sub SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in the desirable Audubon Place community of Southeast Winter Haven. Offering exceptional curb appeal with fresh interior and exterior paint, this move-in-ready residence showcases quality craftsmanship and extensive updates, including a NEW ROOF (2023), a BRAND-NEW HVAC system with ALL NEW DUCTWORK (2025), and a REME HALO whole-home air purification system (2025) for enhanced indoor air quality and year-round comfort. Inside, you'll be welcomed by soaring 12-foot ceilings, elegant rounded corner walls, extensive crown molding, detailed architectural arches, and an open-concept floor plan designed to maximize space and natural light. Tray ceilings enhance every bedroom, adding an extra touch of sophistication throughout the home. The chef-inspired kitchen is beautifully appointed with granite countertops, stainless steel appliances, crisp white cabinetry, under-cabinet lighting, and a large walk-in pantry offering abundant storage. The adjoining living area features rich flooring, a tray ceiling, a built-in media alcove, and expansive windows that create a warm and inviting atmosphere. The private primary suite serves as a relaxing retreat with a tray ceiling, spacious walk-in closet, and a luxurious ensuite bathroom featuring granite countertops, a dual-sink vanity, a dedicated makeup station, a soaking tub, and a separate walk-in shower. The additional bedrooms are generously sized, while the oversized laundry room offers exceptional functionality with built-in cabinetry, a utility sink, and included Maytag commercial washer and dryer. Step outside to your own private backyard oasis featuring a beautiful paver lanai, matching paver walkway and 2 car garage with paver driveway and an expansive screened outdoor living space complete with ceiling fans and an included hot tub. The fully fenced backyard is surrounded by mature landscaping, providing the perfect setting for entertaining, relaxing, or enjoying Florida's year-round sunshine. For added value, the drapes and area rugs throughout the home will remain, making your move even easier. Located in a well-maintained community with a low HOA of just $38 per month, residents enjoy peaceful streets, attractive deed restrictions, and a prime location just minutes from shopping, restaurants, the Audubon Sanctuary with scenic walking trails, Garden Grove Elementary School, the Audubon Nature Trail, LEGOLAND Florida Resort, Peppa Pig Theme Park, Downtown Winter Haven, Winter Haven Hospital, and the area's renowned Chain of Lakes. With convenient access to Highway 27 and the Polk Parkway, commuting to both Orlando and Tampa is simple. Beautifully updated, thoughtfully maintained, and truly move-in ready, this exceptional home offers timeless style, modern comfort, and quality upgrades throughout.

1015 Robin Lane, Winter Haven

3 Beds ⋅ 3 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code

ARE YOU AN AIRCRAFT OWNER, PILOT, FLYING ENTHUSIAST AND/OR LOOKING FOR ACCESS TO THE CHAIN OF LAKES? Relax and enjoy life in this attractive 2383 SF 3BR/2.5 Bath home with study located in Hartridge Hills, a gated community with boat ramp and dock on Lake Hartridge, adjacent to the Winter Haven airport and near Jack Brown Seaplane Base! The community features CUSTOM EXECUTIVE STYLE homes! When built, this amazing home won the following parade of Homes Awards: Home of the Year; Best Kitchen; Best Master Bath; Best Exterior; Best Overall Quality; and, Best Floor Plan! The home features an open floor plan with split bedrooms, crown molding, volume ceilings, interior laundry room and attractive tile flooring. The kitchen overlooks the dining area and offers granite countertops, wood cabinetry, stainless steel appliances and pantry closet. The primary suite has sliding glass doors leading to the covered lanai, two walk-in closets and en suite bathroom with separate vanities, garden tub, walk around shower and a water closet. Most recent updates include: new landscaping May 2026; new refrigerator June 2025; installation of irrigation well 2025; repainting interior walls, trim and doors 2022; and installation of New 30 year Architectural Shingle Roof April 2022. The Community Offers a BOAT RAMP & DOCK on LAKE HARTRIDGE providing residents access to the CHAIN OF LAKES! HOA fee maintains streets, common areas, lights, gate, boat ramp & dock and mowing and fertilization of yards!! Centrally located with easy access to shopping, restaurants, medical facilities and surrounding towns.

220 Hartridge Hills Dr, Winter Haven

4 Beds ⋅ 2 Baths ⋅ Berryhill SubDv. ⋅ 33884 Zip Code

Short Sale. Located in Winter Haven, this 4-bedroom, 2-bath home offers approximately 2,460 square feet of living space with a two-car garage, spacious layout, and private pool. The home's generous floor plan provides multiple living areas and ample space for everyday living, entertaining, or accommodating a variety of household needs. Based on available information and photographs, the property appears to be in generally good cosmetic condition. The home offers an opportunity for buyers seeking a larger residence with a functional layout and desirable outdoor living features. The property includes a screened lanai and pool area; however, buyers are encouraged to independently verify the condition and functionality of the pool and all related equipment. Conveniently located near shopping, dining, schools, and other area amenities, this property combines size, location, and potential in today's market. Buyers are encouraged to conduct thorough inspections and verify the condition and functionality of all systems, components, and improvements. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a s

302 Sterling Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Jul 2026! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. 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.

3932 Giorgio Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code

Welcome home to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Villa Mar community of Winter Haven! Built just 5 years ago, this spacious home offers nearly 2,000 square feet of thoughtfully designed living space and features fresh interior paint, brand-new carpet in all bedrooms, and a fully equipped kitchen with all appliances included, including the washer and dryer. Enjoy peace of mind with a regularly maintained HVAC system, alarm system, and full irrigation system. The oversized fully fenced backyard is larger than many comparable homes in the community and features gates on both sides, providing plenty of room for pets, play, entertaining, or even a future pool. One of the standout features of this home is the solar system, which will be paid off with a full-price offer, allowing the new owner to enjoy significantly reduced utility costs, with the previous owner averaging approximately $80 per month in electric bills. The newer construction may also offer savings on homeowner's insurance compared to older homes. Villa Mar residents enjoy access to a beautiful resort-style pool, playground, and convenient proximity to shopping, dining, schools, and major roadways. This move-in ready home combines comfort, efficiency, and value in one exceptional package. **Owner is Licensed Realtor**

1355 Benevento Drive, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Cypresswood Villas On The Green SubDv. ⋅ 33884 Zip Code

FLORIDA LIVING AT IT'S BEST!!! Don't miss out on this end unit, spacious 2 bedroom 2 bath townhome in a gated community. This unit is conveniently located right across the street from the clubhouse, pool, tennis courts and golf course!! Great for just starting out or ready to retire. Great Florida Room for relaxing when the weather is nice. Close to shopping and LegoLand!!

645 Broadmoor Circle Unit 645, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Jul 2026! Open kitchen flows to the dining space, great room and outside patio. 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.

3865 Giorgio Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Ruby Lake Sub Ph Ii SubDv. ⋅ 33884 Zip Code

WONDERFUL POOL HOME IN GATED COMMUNITY Located in Ruby Lake subdivision, this spacious home boasts appealing architectural enhancements with high ceilings throughout its 2,648 sq.ft. of living area. The layout features an open concept design with a formal living room, formal dining room, large family room and a split-plan for the 4 bedrooms and 3 full baths. The centrally located kitchen offers plenty of beautiful wood cabinets and granite counter space along with the conveniences of a pantry, breakfast bar and a dinette giving great view of the outdoor living space and pool. The generous family room has sliding glass doors to the lanai & pool and stands open to the dinette and kitchen. The seamless transition between the kitchen, formal living and dining rooms, and the casual living areas is perfect for daily life and when hosting get-togethers. The master en suite features a generous bedroom with sliding glass doors to the lanai, walk-in closet, and the bathroom has dual vanities, a soaking tub, walk-in shower, and water closet. The second bathroom stands convenient to the additional bedrooms and living areas and the third bathroom stands convenient to the pool area. This great Central Florida location is near shopping, schools, medical facilities and restaurants with easy access to both Tampa and Orlando.

355 Ruby Lake Loop, Winter Haven

4 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code

Discover affordable luxury and modern Florida living in this beautifully designed brand-new 2025 home located in the growing Peach Crossings community of Winter Haven. Perfectly positioned for first-time homebuyers, growing families, remote professionals, and buyers seeking more space without sacrificing style, this move-in ready 4-bedroom, 2-bath residence offers the ideal combination of comfort, functionality, and value in one of Polk County’s rapidly expanding areas. Built by LGI Homes, the highly sought-after “Summit” floor plan features an open-concept design with soaring ceilings, abundant natural light, and thoughtfully designed living spaces perfect for entertaining and everyday living. The spacious chef-inspired kitchen is equipped with granite countertops, solid wood cabinetry, Whirlpool stainless steel appliances, generous prep space, and seamless flow into the dining and family room area creating the perfect setting for gatherings, holidays, and movie nights at home. The oversized primary suite offers a peaceful retreat with a large walk-in closet and spa-style en-suite bathroom featuring dual vanities, stone countertops, and a step-in shower. Three additional bedrooms provide flexibility for guest rooms, a home office, fitness room, or playroom. Luxury vinyl flooring throughout the main living areas, energy-efficient windows, smart layout design, interior laundry room, and modern finishes add both style and practicality for today’s buyers. Step outside and enjoy covered outdoor living space ideal for relaxing evenings, weekend cookouts, or enjoying Florida’s year-round sunshine. Professionally designed landscaping, irrigation, sidewalks, and attractive curb appeal make this home stand out from the moment you arrive. Located near shopping, dining, medical facilities, parks, and major commuter routes, Peach Crossings offers convenient access to Lakeland, Orlando, and Central Florida attractions while still maintaining a quieter residential atmosphere. Community amenities include playgrounds, parks, picnic areas, and access to highly desired Polk County schools, making this neighborhood especially appealing to families and buyers relocating to Florida. With no CDD fees, low HOA costs, builder warranty coverage, and financing options including FHA, VA, USDA, and Conventional loans, this property presents an exceptional opportunity for buyers looking for affordable new construction in Winter Haven with long-term value and lifestyle appeal.

1782 White Elephant, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code

Virtually Staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath pool home offers 3,114 square feet of living space and sits on a half-acre lot with no rear neighbors, providing peaceful views of a protected conservation area and exceptional backyard privacy. Built in 1992, this home features a spacious kitchen with an eat-in area and French doors leading to the lanai, a grand living room with soaring 13-foot ceilings, crown molding throughout, a striking coral tile fireplace, and two sets of French doors that open to the screened pool and lanai area, creating an abundance of natural light and seamless indoor-outdoor living. The home also features no popcorn ceilings throughout. The split floor plan offers a large primary suite complete with lanai access, dual vanities, a garden tub, walk-in shower, and generous closet space. One secondary bedroom is ideally suited for a home office, while two additional bedrooms and a full bath are located on the opposite side of the home. The formal dining room features French doors that open directly to the pool area, making it ideal for entertaining. Step outside to enjoy the oversized screened lanai and pool area, perfect for hosting family and friends year-round. The pool has been well maintained with resurfacing completed approximately three years ago, a new sand filter installed two years ago, and new screening completed one year ago. Additional updates include a roof (2019), hybrid electric heat pump water heater (2021), whole-house repipe (2021), gutters and screens (2020), and exterior paint (2019). Mature landscaping enhances the home's curb appeal, while the convenient location provides easy access to downtown Winter Haven, Highway 27, LEGOLAND, golf courses, shopping, dining, and area airports.

725 Heritage Drive Ne, Winter Haven

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