Winter Haven Homes with Private Yard Exterior Features

Winter Haven Homes with Private Yard Exterior Features

Welcome to Winter Haven, Florida, a charming city nestled in the heart of Polk County, renowned for its picturesque lakes, vibrant community, and an abundance of recreational activities. Known as the "Chain of Lakes" city, Winter Haven boasts over 50 lakes, offering stunning waterfront views and endless opportunities for boating, fishing, and water sports. This delightful locale perfectly balances small-town charm with the conveniences of modern living, making it an ideal place for families, retirees, and everyone in between.

When it comes to finding your dream home, Winter Haven offers a variety of properties to suit every lifestyle, particularly those that feature private yard exteriors. Imagine stepping into your own serene oasis, where you can unwind in a spacious backyard that provides ample room for outdoor gatherings, gardening, or simply enjoying the sun. Homes with private yards in Winter Haven are designed to enhance your living experience, offering a perfect blend of privacy and outdoor enjoyment.

As you explore the neighborhoods, you’ll find beautifully landscaped yards that create an inviting atmosphere, making it easy to entertain guests or savor quiet moments in nature. With the warm Florida sunshine and a community that values outdoor living, having a private yard is not just a luxury; it’s a lifestyle.

Whether you’re looking for a cozy family home or a tranquil retreat, Winter Haven’s real estate market is brimming with options that feature stunning private yards. Come discover the perfect blend of comfort, community, and outdoor bliss in Winter Haven, Florida!

Newest Winter Haven Homes with Private Yard Exterior Features

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

2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code

Just bring your personal belongings for this fully furnished home. Officially it is 2 bedrooms, 2 bath home however the front room could be converted to a 3 bedroom just add a closet. Wonderful club house, a inground community pool and a pond stocked with fish with a low monthly fee of $65.00/month. 55 plus age requirement of one of the buyers in this community of Garden Grove Oaks. You own your land and you can file homestead making your taxes very low. Kitchen is very user friendly with updated appliances. In fact, the dishwasher and refrigerator are still under warranty. All the carpet was replaced with laminate. This home has a workshop/hobby room in the shed with another storage area and a private back yard screened porch with vinyl windows. Conveniently located to medical facilities, shopping, restaurants and major highways leading to Lake Wales, Haines City, Orlando and Tampa.

6086 Southern Oaks Drive, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets and additional storage, creating the perfect space for showcasing your favorite pieces and hosting family and friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.

4063 Rolling Oaks Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code

This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected. One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. For added peace of mind, the seller will have a NEW ROOF installed before closing. Come experience the space, charm, and possibilities that make this home truly special.

4734 Monterey Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Hart Lake Hills Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 4-bedroom, 3-bath pool home located in the highly sought-after gated community of Hart Lake Hills. Offering the perfect blend of comfort, efficiency, and Florida living, this home is designed for both everyday enjoyment and effortless entertaining.Step inside to an open and inviting floor plan featuring a spacious kitchen with stainless steel appliances, a gas range, abundant cabinetry, and plenty of counter space overlooking the main living areas. The generous primary suite provides a relaxing retreat with a well-appointed ensuite bath, while the split-bedroom layout offers added privacy for family and guests. Outside, enjoy the screen-enclosed saltwater pool and expansive lanai overlooking the large, fully fenced backyard. The outdoor space has also been thoughtfully updated with pavers installed on the back deck in 2019, the pool remarcited in 2019, and a new pool pump and salt cells added in 2024. Additional updates and features include a roof installed in 2017, A/C installed in 2019, fresh interior paint in 2020, a whole-home Generac generator, gas hot water heater, and solar panels for added energy efficiency and peace of mind. Perfectly situated near schools, shopping, dining, LEGOLAND Florida Resort, and Highway 27, this home offers convenient access to everything Central Florida has to give while tucked away in one of the area's desirable gated communities. Schedule your private showing today! Solar panel loan must be assumed by buyer.

651 Hart Lake Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code

Virtually Staged. Short Sale. Welcome to Villamar, a growing community in Winter Haven where convenience, modern living and peaceful pond views come together. This single-story 3-bedroom, 2-bath home offers an inviting open floor plan with spacious living areas designed for comfortable everyday living and easy entertaining. The kitchen features an oversized island, granite countertops, stainless steel appliances and a pantry, opening directly to the dining and living areas for a seamless flow throughout the main living space. The primary suite provides a comfortable private retreat with an ensuite bathroom, while two additional bedrooms allow flexibility for family, guests, a home office or hobbies. With everything conveniently located on one level, this home offers an easy and functional layout. Sliding doors lead to the backyard where you can relax and enjoy tranquil pond views and Florida's year-round sunshine. The outdoor space offers a peaceful backdrop for morning coffee, evening sunsets or simply enjoying the view. The community offers amenities including a pool, clubhouse and playground while the low HOA adds to the appeal. Conveniently located near US-27 and I-4, Villamar puts shopping, dining, schools and everyday conveniences within easy reach. Enjoy nearby attractions including LEGOLAND Florida Resort, the Winter Haven Chain of Lakes and Downtown Winter Haven. Built in 2024, this home offers the opportunity to make a newer property your own with some cosmetic refreshing. Whether you're looking for a primary residence or an investment opportunity, this home is worth a closer look. Schedule your showing today and discover the possibilities. Short sale. Virtually staged.

2824 San Marco Way, Winter Haven

4 Beds ⋅ 2 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 SubDv. ⋅ 33884 Zip Code

Stunning VillaMar residence in Winter Haven, built in 2024, showcasing modern construction with a clean, contemporary design throughout. The interior features an inviting layout highlighted by a chef-style kitchen that opens seamlessly to a spacious great room, creating an ideal space for both everyday living and entertaining. This home includes a whole-house water filtration system, a screened front porch for comfortable outdoor relaxation, a fully fenced backyard for privacy, and enhanced landscaping with decorative stone accents and fresh plantings that elevate the exterior appeal. Conveniently located approximately 10 minutes from Legoland Florida and about one hour from Disney World, this property offers both comfort and an exceptional lifestyle location. Thoughtfully designed and move-in ready, it delivers style, quality, and lasting value. Schedule your private tour today! Errors, omissions, changes, withdrawal may occur. *Buyers are advised to independently verify square footage, permits, and property details.

4913 Kaia Avenue, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Established Neighborhood in SE Winter Haven, convenient location. This 3Bedroom 2Bath has just had partial upgrading, new Metal Roof only 3 years old. 2-car garage with washer/dryer -Back yard has fencing on the back and sides so very little needed to completely fence in, room for dogs to run and play and family gatherings. Room to add patio/outdoor family area. Family room boasts a stone faced wood burning fireplace with built in shelving on each side. Large living room with open Dining at one end. Enclosed Foyer with tile flooring, ceiling fans throughout with skylights in each bathroom. Great family community.

108 Lagoon Road, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Move right in and enjoy this charming 3-bedroom, 2-bathroom concrete block home in a convenient Winter Haven location with NO HOA! Featuring easy-care tile flooring throughout, this home offers both style and low-maintenance living. The kitchen is equipped with rich hardwood cabinets, stainless steel appliances, and plenty of storage, making it as functional as it is inviting. An indoor laundry room adds extra convenience to your daily routine. The spacious primary suite features a beautifully tiled step-in shower, while the guest bathroom offers a tiled tub/shower combination. Step outside to a large, fully fenced backyard with endless possibilities for entertaining, gardening, pets, or simply relaxing outdoors. A covered carport provides sheltered parking and additional storage space. Located just minutes from Havendale Boulevard, you'll have quick access to shopping, restaurants, schools, healthcare, and everyday conveniences. Spend weekends exploring Winter Haven's famous Chain of Lakes, known for its boating, fishing, waterfront parks, and scenic beauty. Commuters and travelers will appreciate the easy drive to both Tampa and Orlando, providing access to major employers, international airports, world-renowned attractions, sporting events, and endless entertainment options. Whether you're searching for your first home, looking to downsize, or adding to your investment portfolio, this property is one you won't want to miss!

3004 Avenue S Nw, Winter Haven

2 Beds ⋅ 2 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code

Don't miss this great opportunity in the heart of Winter Haven! Priced to sell with NO HOA, this home features a spacious backyard and a renovated interior. Conveniently located just minutes from Downtown Winter Haven, LEGOLAND®, medical facilities, shopping, dining, parks, and major roadways, you'll enjoy both comfort and convenience. With limited inventory in the area, this is an excellent opportunity to own an affordable home. Whether you're a first-time homebuyer, looking for a primary residence, or seeking a strong investment property, this home offers exceptional value. Schedule your private showing today!

415 Avenue E Se, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code

Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the perfect blend of rustic character and modern comfort. The roof was installed about 5 years ago and the A/C was installed about 4 years ago. The windows have all been updated. Gather with family and friends in the inviting living room, where a cozy fireplace creates the perfect place to relax on cool evenings. The kitchen has updated appliances, farm-style sink and a large pantry. A versatile bonus room provides endless possibilities as a home office, game room, or guest retreat. Need a dedicated workspace? The property also features a separate office, offering privacy and felxibility for remote work, a home business or a creative studio. Step outside and embrace the country lifestyle. Spend warm Florida days cooling off in the above-ground pool with a 16x20 deck. Enjoy the wide-open views, or bring your horses, live-stock or gardening on the spacious pasture. The 2-car garage provides plenty of room for vehicles, tools and outdoor equipment. There is also a 18X18 storage shed with a air-conditioner. Whether you're sipping coffee on the porch at sunrise or watching th sunset over your own piece of the countryside, this property offers the peaceful farmhouse lifestyle you've dreaming of--all while providing the space and freedom to make it your own.

1755 Beth Lane, Winter Haven

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