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

$515,000
3 Beds 2 Baths Eloise Woods Lake Mariam Unit SubDv. 33884 Zip Code
Welcome home to this spacious 3-bedroom, 2-bath pool home offering 2,269 square feet of living space, with an inviting layout designed for everyday living and entertaining. Topped with a new metal roof, this home combines valuable recent improvements with plenty of character inside and out. Step inside to an open and expansive living area highlighted by exposed wood beams, recessed lighting, and tile flooring throughout much of the main living space. The updated kitchen features luxury cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, abundant storage, and generous counter space, all flowing naturally into the dining and living areas. An additional bonus/game room offers exceptional flexibility and could serve as a billiards room, home theater, playroom, office, or second family room. The primary suite features a spacious walk-in closet and an updated bathroom with a large dual-sink vanity, modern fixtures, and beautifully tiled walk-in shower. Step outside to your own Florida retreat featuring a private in-ground swimming pool, paver deck, and tropical landscaping. The expansive screened lanai overlooking the pool provides plenty of covered space for outdoor dining, entertaining, or simply relaxing and enjoying the Florida lifestyle year-round. Additional highlights include a dedicated indoor laundry room, generous storage, spacious secondary bedrooms, multiple living areas, and a large backyard. With its new metal roof, updated interior, private pool, screened outdoor living space, bonus room, and 2,269 square feet of living space, this Winter Haven home delivers the space, versatility, and indoor-outdoor lifestyle today's buyers are looking for.

44 Brevard Drive, Winter Haven

$379,000
4 Beds 2 Baths West Winter Haven SubDv. 33880 Zip Code
Step into a piece of Winter Haven history—beautifully reimagined for modern living. Just moments from Lake Howard, this exceptional 1925 residence offers the character and craftsmanship today's luxury buyers crave, paired with a complete top-to-bottom transformation. Original refinished 101 year old hardwood floors and two sets of original French doors provide a timeless connection to the home's past, while the rest has been thoughtfully rebuilt with today's lifestyle in mind. The custom kitchen, elegant architectural details, crown molding, tray ceilings, and spacious living areas create a home that feels both sophisticated and inviting. The private primary suite is a true retreat, featuring his-and-hers walk-in closets and a spa-inspired ensuite with a two-person tiled shower, garden tub, and generous vanity space. Two additional bedrooms upstairs add flexibility for guests, family, or a private home office. With approximately 2,011 heated square feet, 4 bedrooms, 2 baths, a dedicated laundry room, fully fenced backyard, and no HOA, this is a rare opportunity to own something with genuine character—not another cookie-cutter home. Bring your boat and water toys and enjoy the freedom and lifestyle that come with living near Winter Haven's beautiful Chain of Lakes. For buyers who appreciate history, character, and modern luxury, this is a home that simply must be experienced in person.

2112 Avenue C Sw, Winter Haven

$198,000
2 Beds 2 Baths Lake N Golf Estates Add SubDv. 33881 Zip Code
Welcome to this UPDATED & WELL-MAINTAINED home located in Lake N Golf Estates, a desirable LAKEFRONT, LAND-OWNED, no pet 55+ community in Winter Haven. This SPACIOUS home features an OPEN FLOOR PLAN with vaulted ceilings and offers 2 bedrooms and 2 bathrooms, plus a living room, family room, dining room, dinette, bonus room, office, walk in storage closet, enclosed Florida room, and a workshop, providing over 2600 total SF. This home also comes partially furnished. The spacious island kitchen features GRANITE countertops, a breakfast bar, coffee bar, glass cooktop, Stainless appliances and a walk-in pantry. The family room has a built-in entertainment center with cabinets, TV included. Dinette has wainscoting. The dining room has a bay window. Both bedrooms have walk in closets. The home office has a mini-split air conditioner and comes equipped with a large desk/workstation and bookshelves. Numerous major updates were completed in 2024, including a NEW ROOF, A/C, CARPORT, SIDING, ELECTRICAL BREAKER BOX and REFRIGERATOR, upgraded insulation in roof over carport and enclosed Florida room. Additional improvements include updated Window World windows, updated flooring and a water purifier, making this home truly move-in ready. A GOLF CART IS ALSO INCLUDED! Oversized lot (126x51). Lake N Golf Estates offers an affordable Florida lifestyle with LOW HOA FEES of just $550 per year. Residents enjoy access to community amenities including a swimming pool, spa, clubhouse, shuffleboard, community boat ramp and dock, with boat slips available subject to availability. Conveniently located near Hwy 27 with easy access to shopping, dining, medical facilities and everything Winter Haven has to offer. Don't miss the opportunity to enjoy comfortable Florida living in this established lakefront community!

6627 Westchester Drive Ne, Winter Haven

$379,999
4 Beds 3 Baths Chestnut Crk SubDv. 33881 Zip Code
SELLER MOTIVATED – MOVE-IN READY! Discover refined Florida living in the STUNNING SHENANDOAH II MODEL, an impressive SINGLE-STORY RESIDENCE offering 2,034 square feet of thoughtfully designed living space. Featuring 4 SPACIOUS BEDROOMS and 3 FULL BATHROOMS, this BEAUTIFULLY APPOINTED HOME blends ELEGANCE, COMFORT, and FUNCTIONALITY in a versatile layout designed for both everyday living and entertaining. From the moment you arrive, the CHARMING COLUMNED FRONT PORCH creates an inviting first impression. Step inside to a BRIGHT, OPEN-CONCEPT LIVING AREA where the seamless flow between the kitchen, dining, and living spaces creates an ideal setting for entertaining guests or enjoying relaxed evenings at home. The GORGEOUS KITCHEN is designed to impress, featuring PRISTINE SHAKER-STYLE CABINETRY, SAMSUNG STAINLESS STEEL APPLIANCES, a GENEROUS PANTRY, and a CHIC BREAKFAST BAR. The adjoining VERSATILE DINING AREA provides a welcoming space for everything from casual breakfasts to special gatherings. Throughout the main living areas and bathrooms, UPDATED 25-YEAR-LIFE-PROOF WOOD-VINYL FLOORING offers a SLEEK LOOK, while the bedrooms feature PLUSH STAIN-RESISTANT CARPETING for added comfort. These thoughtfully selected finishes combine BEAUTY, DURABILITY, and EVERYDAY PRACTICALITY. The SPACIOUS OWNER’S SUITE provides a peaceful retreat with a STYLISH TRAY CEILING, LARGE WALK-IN WARDROBE, and LUXURIOUS ENSUITE BATHROOM featuring DUAL SINKS and a BEAUTIFULLY TILED SHOWER accented by a GLASS ENCLOSURE. Step outside and embrace OUTDOOR LIVING on the EXPANSIVE COVERED LANAI, an inviting space for morning coffee, evening relaxation, or entertaining. Direct access to the THIRD FULL BATHROOM adds exceptional convenience for guests and outdoor activities. The LARGE BACKYARD provides a generous canvas for creating your own private outdoor retreat, with ample space to envision a future pool or customized outdoor living area, subject to applicable approvals and restrictions. Additional highlights include a 2-CAR GARAGE, ENERGY-EFFICIENT INSULATION, and ARCHITECTURAL SHINGLES, bringing together STYLE, EFFICIENCY, and PRACTICALITY. This EXCEPTIONAL HOME offers an appealing combination of BEAUTIFUL FINISHES, FUNCTIONAL DESIGN, SPACIOUS LIVING, and INDOOR-OUTDOOR COMFORT. If you’ve been waiting for a MOVE-IN READY RESIDENCE with room to personalize and make your own, this SHENANDOAH II MODEL deserves a closer look. WELCOME HOME!

1069 Sandpiper Loop, Winter Haven

$219,900
3 Beds 1 Baths Tranquil Oaks SubDv. 33880 Zip Code
Welcome to this charming 3-bedroom, 1-bath home that has been lovingly preserved in its original condition while remaining move-in ready! Featuring tile flooring throughout, this home offers a clean, low-maintenance living space filled with character and potential. The original kitchen has been well preserved, allowing the next owner to enjoy its timeless charm or update it to fit their own style. This home also offers peace of mind with several major updates already completed, including a roof replaced approximately 4–5 years ago, plumbing replaced approximately 5–6 years ago, a tankless natural gas water heater replaced approximately 6–7 months ago, and the A/C replaced approximately 14 months ago. Convenience is key with an indoor laundry room, natural gas service for the tankless water heater and dryer, and public water and public sewer. An additional well is located on the property for potential irrigation use, although there is currently no irrigation system installed. Outside, you'll find a large circular driveway, providing easy access and plenty of parking, along with a covered carport and convenient access to two separate entrances into the home. Situated on a spacious corner lot, the property features a large, fully fenced backyard with chain-link fencing and views of Lake Shipp from the backyard. The well-manicured yard offers plenty of room to relax, entertain, or enjoy the outdoors, while mature trees provide shade and character. A block storage shed provides additional space for tools and equipment. With easy access to store a boat, trailer, or other recreational toys and NO HOA, you'll have the freedom and flexibility to truly enjoy your property! Conveniently located near shopping, dining, and everyday conveniences, this home is also close to the Lake Shipp public boat ramp, making it easy to spend your days out on the water and enjoy the beautiful Winter Haven Chain of Lakes. Full of original charm, functionality, and several important updates, this move-in-ready home is ready for its next owner! All information and property details are deemed reliable but not guaranteed and Buyer/Buyer's Agent is responsible for their own due diligence including but not limited to verifying HOA, Community Info, Rules, Leasing Requirements, Sqft, Lot Size, Room Dimensions, and Taxes.

1668 Roselawn Street Sw, Winter Haven

$319,900
4 Beds 2 Baths Fanning Sub SubDv. 33880 Zip Code
INVESTMENT OPPORTUNITY + INCOME-PRODUCING PROPERTY + NO HOA! Welcome to 501 Avenue G SE, Winter Haven, FL 33880, a unique single-family property grandfathered for multi-family use, offering flexibility for INVESTORS, HOUSE HACKERS, MULTI-GENERATIONAL LIVING, or OWNER-OCCUPANTS looking for rental income! Situated on a LARGE LOT, the property is currently configured as TWO SEPARATE LIVING UNITS with PRIVATE ENTRANCES AND SEPARATE YARD AREAS. The front residence features 3 BEDROOMS, 1 BATH, laminate flooring, and a dedicated laundry room, while the rear 1 BEDROOM, 1 BATH unit is currently TENANT OCCUPIED AT $1,220/MONTH by a reliable tenant who pays on time and is happy to discuss extending the lease—providing IMMEDIATE RENTAL INCOME for the next owner. Live in the front while collecting rent from the rear to help OFFSET YOUR MONTHLY MORTGAGE, or add this property to your rental portfolio as an INCOME-PRODUCING ASSET. For buyers looking for VALUE-ADD POTENTIAL, the existing layout provides an opportunity to reconfigure the property by creating a middle studio-style living space and converting the front residence to a 2-bedroom, 1-bath configuration. With NO HOA, separate living areas, existing rental income, a large lot, and additional upside potential, this property offers multiple possibilities for today's savvy buyer. Increase its overall value and rental potential. Property is being sold AS-IS. Whether you're searching for a HOUSE HACK, MULTI-GENERATIONAL HOME, RENTAL PROPERTY, VALUE-ADD INVESTMENT, PASSIVE INCOME OPPORTUNITY, or PRIMARY RESIDENCE WITH ADDITIONAL INCOME, this is one you don't want to miss!

501 Avenue G Se, Winter Haven

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