Winter Haven Homes with Private Yard Exterior Features

Winter Haven Homes with Private Yard Exterior Features

Welcome to Winter Haven, Florida—a hidden gem nestled in Polk County that perfectly blends small-town charm with modern conveniences. Known for its beautiful lakes and vibrant community, Winter Haven is a haven for families, retirees, and anyone seeking a tranquil lifestyle in the Sunshine State. With over 50 lakes in the area, residents enjoy a plethora of water activities, from fishing and boating to leisurely strolls along scenic waterfront parks.

The city boasts a rich history, highlighted by its iconic Cypress Gardens, which was once a world-renowned tourist destination. Today, Winter Haven continues to thrive, offering a wealth of dining, shopping, and recreational opportunities. The downtown area is bustling with local boutiques and eateries, providing the perfect backdrop for a weekend outing.

When it comes to real estate, Winter Haven offers an array of homes that cater to a variety of lifestyles. One of the standout features of many properties in this charming city is the availability of homes with private yard exterior features. Imagine stepping out into your own serene oasis, where you can enjoy morning coffees, host barbecues, or simply unwind in the comfort of your backyard. These private yards provide the perfect space for gardening, play, or relaxation, making them an ideal choice for families and pet owners alike.

Whether you’re looking for a cozy bungalow or a spacious family home, Winter Haven’s real estate market has something for everyone. Discover the beauty and warmth of this delightful city, and find your dream home with the perfect private yard to call your own!

Newest Winter Haven Homes with Private Yard Exterior Features

1384 Sheridan Street Sw, Winter Haven
$200,000
3 Beds ⋅ 1 Baths ⋅ Tranquility Park 02 Rep SubDv. ⋅ 33880 Zip Code
Welcome to this inviting 3-bedroom, 1-bath block home in Winter Haven! Step inside to a spacious living area with room to relax, entertain, and bring everyone together. The generous kitchen offers space for preparing everyday meals and hosting your favorite gatherings, while wood and ceramic tile flooring add character and practicality. Enjoy your morning coffee on the screened porch or wind down outdoors at the end of the day. The fenced yard provides space for gardening, outdoor activities, or creating your own backyard retreat. With three bedrooms, you have flexibility for guests, a home office, or your personal hobbies. Bring your decorating ideas and personal touches to make the spaces reflect your style. Discover the possibilities and schedule your private showing today!

1384 Sheridan Street Sw, Winter Haven
1739 C Avenue Ne, Winter Haven
$257,715
3 Beds ⋅ 2 Baths ⋅ Elbert Acres SubDv. ⋅ 33881 Zip Code
Virtually Staged. Short Sale. Welcome to 1739 Avenue C NE, where modern updates, everyday comfort, and affordability come together in the heart of Winter Haven. This beautifully renovated 3-bedroom, 2-bathroom home features laminate flooring throughout, updated bathrooms, and a beautifully remodeled kitchen. Step inside and discover a refreshed interior featuring modern cabinetry, stylish countertops, and stainless steel appliances, creating a space that is both functional and welcoming. The comfortable living area provides the perfect setting for everyday living and entertaining. Beyond the cosmetic improvements, some of the biggest expenses have already been addressed, including a roof replacement and new air conditioning system in 2024. The home also features an updated carport, an indoor laundry room, and a spacious yard with plenty of room to enjoy the Florida sunshine. Situated in the established Elbert Acres neighborhood, this property offers something increasingly valuable: NO HOA! Enjoy the freedom of homeownership without additional monthly association fees or restrictions. Conveniently located near shopping, dining, schools, and the many lakes and recreational opportunities that make Winter Haven such a desirable place to call home. Whether you're looking for a place to call your own, downsizing into something more manageable, or adding to your real estate portfolio, this home offers an excellent combination of updates, convenience, and value. The work has been done, and the opportunity is yours. Schedule your private showing today and see everything this Winter Haven home has! **Washer and dryer do not convey with the sale. Sale is subject to third-party approval.

1739 C Avenue Ne, Winter Haven
660 C Avenue Sw, Winter Haven
$209,000
2 Beds ⋅ 1 Baths ⋅ Hoffmans Sub & Lake View Add SubDv. ⋅ 33880 Zip Code
Welcome to 660 Avenue C SW, where classic Florida charm, comfortable living, and an exceptional location come together in the heart of Winter Haven. Situated on a generously sized lot surrounded by beautiful mature trees, this charming 2-bedroom, 1-bathroom home offers 1,042 square feet of living space with a combination of character, functionality, and opportunity. Step inside and discover a bright, inviting interior featuring updated wood-look flooring, neutral colors, ceiling fans, and comfortable living spaces ready for your personal touch. The home's traditional layout provides a welcoming atmosphere, while the enclosed front porch offers additional space to relax and enjoy the Florida sunshine. Outside is where this property truly stands out. The expansive yard provides plenty of room for outdoor entertaining, gardening, pets, or creating your own backyard retreat. Beautiful mature oak trees offer natural shade and a setting that's increasingly difficult to find. Additional features include a covered carport, a dedicated laundry area with utility sink, and a detached storage building ideal for tools, equipment, or additional storage. With NO HOA, you'll enjoy the flexibility of homeownership without monthly association fees. Location is another major advantage. Just minutes from downtown Winter Haven and beautiful Lake Howard, you'll have convenient access to local restaurants, shopping, parks, entertainment, and the Chain of Lakes that makes this area so desirable. Whether you're looking for your next home, considering downsizing, or searching for an investment opportunity, this property offers a wonderful combination of location, outdoor space, and possibilities. With its classic character and room to make it your own, 660 Avenue C SW is ready for its next chapter. Schedule your private showing today and come discover the potential this Winter Haven property has to offer!

660 C Avenue Sw, Winter Haven
3123 Laurel Oak Ln, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code
Short Sale. A Must-See! Beautifully designed 4-bedroom, 2-bathroom home with a 2-car garage, presenting 1,983 square feet of living space with a bright and airy open floor plan and high ceilings. Perfect for families or anyone who loves to entertain, this home seamlessly blends style, comfort, and functionality. The kitchen boasts ample counter space, a breakfast bar, stainless steel appliances, solid wood cabinets, and even a pantry. Strategically located just off the kitchen, the laundry room offers additional storage space. Enjoy gorgeous, durable vinyl flooring throughout the main living areas and cozy carpet in the bedrooms for ultimate comfort. The expansive primary bedroom highlights a walk-in closet and en suite bathroom complete with a double vanity and large step-in shower. The welcoming, screened-in front porch and lovely landscaping provide great curb appeal. Step out back through sliding glass doors to a second screened porch overlooking the fenced-in backyard, great for relaxing, weekend gatherings, or enjoying your morning coffee. Located in Villamar! Low annual HOA fee; the amenities include a community pool at the main entrance of the neighborhood on Cunningham Dr., along with a playground. This pristine home is ready to welcome its next owners. Don't miss the opportunity to make this beautiful home yours!

3123 Laurel Oak Ln, Winter Haven
1816 5th Street Se, Winter Haven
$250,000
3 Beds ⋅ 2 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code
Picture weekends spent exploring Winter Haven’s lakes, discovering a favorite local restaurant, and coming home to a place that feels like your own. At 1816 5th Street SE, this three-bedroom, two-bath masonry home offers an inviting setting for enjoying the Central Florida lifestyle. Set on nearly a quarter acre, the property offers room to imagine backyard cookouts, a garden, or a quiet outdoor retreat. Inside, inviting living spaces offer room to relax and feel at home, while three bedrooms provide flexibility for guests, work, or hobbies. A carport adds everyday convenience, and the roof was replaced in 2020. Enjoy the dining, parks, downtown experiences, and Chain of Lakes recreation that give Winter Haven its character. Whether you’re looking for a full-time residence, a seasonal retreat, or an opportunity to explore as a long-term rental, this home offers a place to bring your plans to life. Come see the possibilities and picture your next chapter.

1816 5th Street Se, Winter Haven
2500 Avenue O Nw, Winter Haven
$698,000
11 Beds ⋅ 5 Baths ⋅ Inwood #5 SubDv. ⋅ 33881 Zip Code
INCOME-PRODUCING INVESTMENT OPPORTUNITY IN WINTER HAVEN! Don’t miss this opportunity to own a four-unit investment property with $6,400 in potential monthly rental income at full occupancy! Currently generating $4,700 a month with three of the four units occupied, this property offers immediate cash flow and an opportunity for additional rental income. Situated on approximately 0.55 acres, this unique property features three structures with four separate rental units, offering an established income stream and excellent investment potential. The main residence, located at 2500 Avenue O NW, offers 4 bedrooms and 2 bathrooms and currently rents for $1,800 a month. An attached one-bedroom, one-bath apartment at 2502 Avenue O NW generates an additional $1,200 a month. At the rear of the property, a two-story duplex at 2504 Avenue O NW features two spacious three-bedroom, one-bath units, each renting for $1,700 a month. 3 of the 4 units are currently occupied with tenants on annual leases, providing immediate rental income for the next owner. The one-bedroom apartment and both duplex units received updates in January, including fresh paint and interior improvements. The upstairs duplex unit also features a recently replaced air conditioning system. A shared laundry room is conveniently located between the main residence and duplex. With a total of approximately 4,465 square feet of MLS-reported living space, multiple rental units, and established tenants already in place, this property presents a compelling opportunity for investors looking to expand their rental portfolio. Whether you’re a seasoned investor or looking to add your first multifamily property, this Winter Haven investment offers immediate income and long-term potential. Schedule your private showing today!

2500 Avenue O Nw, Winter Haven
1140 Tyler Loop, Winter Haven
$308,000
3 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Short Sale. Short Sale. Welcome to 1140 Tyler Loop in Winter Haven! This two-story home offers 4 bedrooms, 2.5 bathrooms, and an open floor plan that connects the living, dining, and kitchen areas—ideal for everyday living and entertaining. The kitchen offers ample cabinet space, while the primary suite features a private bathroom and generous closet space. Additional bedrooms provide flexibility for guests, a home office, or hobbies. An attached two-car garage adds convenient parking and storage. Discover the possibilities and schedule your private showing today! Sale is subject to lender approval of the purchase price and terms. Additional time may be required for the short sale approval process.

1140 Tyler Loop, Winter Haven
3223 Avenue S Nw, Winter Haven
$182,900
2 Beds ⋅ 1 Baths ⋅ Hundred Lakes Corps Inwood SubDv. ⋅ 33881 Zip Code
Beautifully updated 2-bedroom, 1-bath home featuring a 2-year-old roof, new interior and exterior paint, new flooring throughout, and a remodeled bathroom. The brand new kitchen offers new cabinets and new upgraded stainless steel appliances, creating a clean and functional space. This home includes 728 sq. ft. of living area on an oversized 0.17-acre lot, providing room for outdoor enjoyment. Exterior features include a screened side porch, laundry room, carport, and two backyard sheds for storage or projects. Located near Winter Haven’s Chain of Lakes, shopping, dining, parks, and major roadways. A move-in-ready property with modern updates and convenient access to local amenities. Buyer is responsible for verifying all measurements, square footage, and layout details.

3223 Avenue S Nw, Winter Haven
188 Black Skimmer Lane, Winter Haven
$290,000
3 Beds ⋅ 2 Baths ⋅ Lake Deer SubDv. ⋅ 33880 Zip Code
WELCOME HOME! Discover this beautiful single-family home featuring 3 bedrooms, 2 bathrooms, and 1,720 square feet of living space, built in 2020 and located in Winter Haven! Designed with comfort and functionality in mind, this residence showcases a beautiful open floor plan that seamlessly connects the kitchen, dining, and living areas, creating a spacious and inviting atmosphere perfect for everyday living and entertaining. The modern kitchen features elegant granite countertops, stainless steel appliances, and a functional layout that makes meal preparation and gatherings a pleasure. The spacious primary bedroom provides a comfortable retreat, while two additional bedrooms allow flexibility for guests, a home office, or additional living needs. ONE OF THE PROPERTY'S STANDOUT FEATURES IS THE SOLAR PANEL SYSTEM, WHICH WILL BE PAID IN FULL BY THE SELLER AT CLOSING, allowing the new owner to enjoy the potential benefits of lower electricity bills without assuming the existing solar financing. Step outside to your fully fenced, private backyard, an ideal setting for outdoor gatherings, weekend barbecues, pets, or simply relaxing in the Florida sunshine. The property also features a SPACIOUS 2-CAR GARAGE, providing ample room for parking and additional storage. Conveniently situated near shopping, dining, schools, and major roadways, this home combines the appeal of newer construction with everyday convenience. Whether you're searching for a primary residence or an investment opportunity, this property is an excellent choice. Don't miss this fantastic opportunity! Schedule your private showing today!

188 Black Skimmer Lane, Winter Haven
7123 Summit Drive, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ Summit East Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in a the quiet East Summit neighborhood. Thoughtfully updated and move-in ready, this property offers both comfort and style with a spacious, well-designed layout. The private primary suite features a generous bathroom complete with a relaxing soaking tub, separate walk-in shower, and dual vanity sinks. Throughout the home, you'll find attractive tile flooring that creates a seamless and modern feel. The kitchen is well-equipped with quality appliances and provides plenty of space for cooking and entertaining. Recent improvements add even more value and peace of mind, including a new roof installed in 2025, fresh interior paint, a freshly painted garage, a brand-new bathroom sink, updated light fixtures, and new AC vents throughout the home. Step outside to enjoy the fully fenced backyard, offering the perfect space for pets, outdoor gatherings, gardening, or simply unwinding in your own private retreat. Conveniently located near LEGOLAND Florida Resort, shopping, dining, schools, and major roadways, this home combines a peaceful residential setting with easy access to all that Winter Haven has. Don't miss this opportunity to own a beautifully updated home in one of Winter Haven's desirable, quiet neighborhoods. Schedule your private showing today!

7123 Summit Drive, Winter Haven
888 Twin Oaks Lane, Winter Haven
$2,000,000
5 Beds ⋅ 5 Baths ⋅ Twelve Oaks Estates SubDv. ⋅ 33880 Zip Code
Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, gated Twelve Oaks Estates. Built by respected custom builder Alan Ulch on a quiet cul-de-sac, this distinctive residence offers 4,565 square feet of heated living space with five bedrooms, four full bathrooms, one half bathroom, and a versatile bonus room. A dramatic two-story foyer and living room showcase soaring 22-foot ceilings, an architectural catwalk, and custom shiplap detailing. Abundant windows fill the home with natural light and frame peaceful property views, complemented by engineered wood flooring, oversized doorways, plantation shutters, and custom window treatments with motorized shades. The chef-inspired kitchen pairs premium Bosch and Thermador appliances with Misterio quartz countertops, floor-to-ceiling cabinetry, a custom range hood, and floating shelves. A built-in coffee maker, Ice-O-Matic nugget ice machine, and separate wine and beverage refrigeration elevate everyday living and entertaining. Two oversized sinks, concealed small-appliance closets, deep island drawers, and an expansive walk-in pantry provide exceptional storage and functionality. The main-level primary suite offers direct pool access and a spa-like bathroom with an oversized soaking tub, floor-to-ceiling tiled shower, dual vanities, dedicated makeup area, and two expansive walk-in closets with custom shelving. A separate main-level mother-in-law suite welcomes extended family or guests. Oversized secondary bedrooms with walk-in closets, an office nook, and a spacious bonus room offer flexibility for work and recreation. The oversized laundry and mudroom feature abundant counter space, a utility sink, laundry chute, barn door, and dedicated pet-washing station. Expansive covered porches with elegant pavers and wood-planked ceilings invite you to enjoy the peaceful setting. Relax on the twin-size bed swing and enjoy the nature. Expansive sliding glass doors connect the interior to an oversized custom heated saltwater pool with a sun shelf, integrated spa, wraparound seating bench, and beautiful lighting. An outdoor shower and plumbing provisions for a future outdoor kitchen enhance this private retreat. Beautiful acreage framed by horse fencing provides room to gather, play, and explore. Quality construction and modern conveniences include Hardie board siding, metal roofing over the porches, whole-home spray foam insulation, a Generac whole-house generator, Culligan water treatment system, three tankless water heaters, two central air-conditioning systems plus a mini-split, and an integrated residential fire sprinkler system. An oversized driveway provides ample parking. With controlled gated access and paved community roads, Twelve Oaks Estates offers a peaceful home base convenient to Winter Haven, Lakeland, Auburndale, and Bartow, with shopping, dining, downtown entertainment, parks, lakes, and boating nearby. Polk Parkway connections to I-4 put Tampa, Orlando, both international airports, and attractions including LEGOLAND Florida, Walt Disney World, Universal Orlando, and Busch Gardens Tampa Bay within reach. Grand spaces for gathering. Quiet places to retreat. Four private acres to call your own. 888 Twin Oaks Lane brings together custom craftsmanship, luxury finishes, resort-style outdoor living, and everyday comfort for an exceptional expression of private estate living.

888 Twin Oaks Lane, Winter Haven
273 Mariposa Street, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code
Welcome to 273 Mariposa St. in the desirable Orchid Springs Patio Homes community in Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home has undergone MAJOR UPGRADES THROUGHOUT in 2022/2023, offering a wonderful combination of modern improvements, spacious living areas, and Florida charm! The versatile floor plan features a formal living room, dining room, and family room, with luxury vinyl plank flooring throughout much of the home and tile flooring in the family room. The inviting living room features vaulted ceilings accented by beautiful wood beams, adding warmth and character. The FULLY REMODELED KITCHEN is a standout feature, offering gorgeous granite countertops, updated cabinetry, a center island, stylish backsplash, and stainless steel appliances, including built-in ovens, cooktop, microwave, and dishwasher. The dining room is enhanced by classic wainscoting and sliding glass doors that fill the space with natural light and provide easy access to the family room and outdoor living areas. The bathrooms have received attractive updates! The guest bathroom features an updated vanity, toilet, tile, backsplash, and fresh paint. The spacious primary suite offers a private ensuite bathroom and generous closet space. The list of MAJOR IMPROVEMENTS continues with a COMPLETE HOME REPLUMBING, COMPLETE ELECTRICAL REWIRING WITH UPDATED OUTLETS THROUGHOUT, WINDOWS REPLACED with double-pane windows, updated baseboards, interior repainting, updated blinds, and a NEW WATER HEATER installed in September 2024. The home also features a well-maintained Trane A/C system, an attractive METAL ROOF and an attached 2-car garage with built-in storage cabinetry and a replaced garage door opener. Step outside and enjoy Florida living from the SCREEN-ENCLOSED PATIO or the additional open patio featuring a firepit, perfect for relaxing or entertaining! Situated on a desirable .14-acre CORNER LOT, the property showcases beautiful, mature oak and palm trees, along with thoughtfully maintained landscaping. Orchid Springs Patio Homes offers residents access to a COMMUNITY POOL and CLUBHOUSE, providing a wonderful opportunity to enjoy the Florida lifestyle. LOCATION IS ANOTHER GREAT FEATURE! Conveniently situated near restaurants, medical facilities, churches, and shopping, with a NEW PUBLIX just approximately 5 minutes away! The home also offers easy access to HIGHWAY 27 and is just a short drive from LEGOLAND FLORIDA RESORT, making it easy to enjoy everything Central Florida has to offer. With its extensive upgrades, generous living spaces, inviting outdoor areas, and convenient location, this home is a wonderful opportunity to enjoy Florida living. Schedule your private showing today!

273 Mariposa Street, Winter Haven
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