Winter Haven Homes with Sidewalk Exterior Features

Winter Haven Homes with Sidewalk Exterior Features

Welcome to Winter Haven, a charming city located in Polk County, Florida. Known for its picturesque landscapes and vibrant community, Winter Haven offers a perfect blend of small-town charm and modern amenities.

One of the standout features of homes in Winter Haven is their sidewalk exterior design. True to the city's focus on pedestrian-friendly neighborhoods, many homes here boast beautiful sidewalks that not only enhance the curb appeal but also promote a healthy and active lifestyle. Imagine taking leisurely strolls or morning jogs along tree-lined streets, enjoying the fresh air and connecting with your neighbors.

Living in Winter Haven means enjoying a relaxed pace of life while still being close to all the conveniences you need. From top-rated schools and healthcare facilities to shopping centers and recreational activities, Winter Haven has everything you need for a comfortable lifestyle.

Whether you're looking for a cozy bungalow, a spacious family home, or a luxurious estate, Winter Haven offers a diverse range of real estate options to suit every taste and budget. With its friendly atmosphere, beautiful surroundings, and welcoming community, Winter Haven is more than just a place to live – it's a place to call home.

Newest Winter Haven Homes with Sidewalk Exterior Features

$185,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Short Sale. Welcome to this Winter Haven property offering plenty of room for the right buyer to add value. With no HOA, you’ll enjoy greater flexibility and fewer restrictions. The home features a spacious layout that provides a solid foundation for renovation and customization. Whether you’re an investor seeking your next project or a buyer looking for a home to update to your taste, this property offers multiple possibilities. The surrounding area provides convenient access to everyday essentials and local amenities. Bring your vision and transform this property into a home that fits your needs or investment goals. Don’t miss the chance to own a property in a desirable Central Florida market with room to improve, personalize, and build value.

310 Ogden Street, Winter Haven
$259,000
4 Beds ⋅ 2 Baths ⋅ Lucerne Park SubDv. ⋅ 33881 Zip Code
4 BEDROOM, 2 BATH HOME BUILT IN 2019 WITH LOW HOA AND NO CDD. The Brick-paver drive leads to a two-car garage and a bright open floor plan. Kitchen has a large island, plenty of cabinets, and all appliances included. Living and dining rooms flow together for easy daily living. Split-bedroom layout puts three bedrooms on one side and the primary suite (ensuite bath with private toilet room + walk-in closet) on the other. HOA only $360 a year and no CDD. Move-in ready, no rear neighbor, convenient to town, Willowbrook Golf Course, shopping, medical, and local restaurants.

1429 Lucerne Loop Road Ne, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ Lake Kit Condo SubDv. ⋅ 33884 Zip Code
2 Bedroom/2 Bathroom downstairs Condo in Orchid Springs. Laminate flooring throughout. Kitchen with gas stove, stackable washer/dryer, and pass thru window to Dining area. Primary Bedroom has a walk in closet. Close to shopping, Legoland, and minutes to HWY 27. Call today for an appointment to view.

606 Pavare Court Unit 606, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ West Lake Park SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home in Winter Haven! The home offers a versatile in-law suite layout with two living areas and private spaces on each side of the home, connected by a brand-new kitchen featuring new cabinets, quartz countertops, and new appliances. The property also features fresh interior and exterior paint, with most of the flooring updated throughout the home, along with a completely remodeled bathroom. Enjoy the added benefit of paid-off solar panels with no solar loan to assume. The spacious, fully fenced backyard offers plenty of room for entertaining, relaxing, gardening, or outdoor activities. A large workshop/storage area can also be used as a 2-car garage, plus there is a carport in the rear for additional parking. With three separate entrances, this home offers exceptional flexibility for extended family, guests, or a variety of living arrangements. Don't miss this opportunity to own a spacious home with numerous updates and unique features—schedule your showing today!

2336 Avenue E Nw, Winter Haven
$249,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
BEAUTIFUL VILLA READY TO MOVE IN! A brand-new HVAC system (June 2026), along with new insulation throughout the attic. Features include cathedral ceilings, elegant detailed baseboard trim with decorative corner blocks throughout, new flooring, plantation shutters on the windows, and three sets of French doors. The upgraded kitchen features stainless steel appliances, double ovens, and a built-in pantry with pull-out shelves. A utility closet provides additional storage, and the interior laundry room includes a full-size washer and dryer. The primary bathroom features dual showers and two vanities with wood cabinetry, while the second bathroom includes a jetted bathtub and wood cabinet vanity. Golf course frontage and two outdoor patio areas, with one overlooking the 8th fairway, plus a second patio with concrete privacy walls. HOA fee includes roof replacement when needed, so you never have to worry about roof expenses. Cypresswood Country Club community offers golf, a Jr. Olympic-size pool, tennis courts, a restaurant and bar, social events, live music three nights a week, and lush, well-maintained surroundings. Come take a look at this one!

2801 Wingfoot Court, Winter Haven
$259,000
4 Beds ⋅ 2 Baths ⋅ Lucerne Park SubDv. ⋅ 33881 Zip Code
4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne in Winter Haven. A brick-paver driveway leads to a two-car garage and a bright, open floor plan. The kitchen features a large island, abundant cabinetry, and all appliances included. Living and dining areas flow together for easy everyday living. The home has no carpeting only easy to care for ceramic tile and luxury vinyl flooring and a Split-bedroom layout that places three bedrooms on one side and a spacious primary suite with ensuite bath and walk-in closet on the other. HOA is only $360 per year with NO CDD. Move-in ready in a convenient neighborhood with NO REAR NEIGHBOR, close to town, around the corner from Willowbrook golf course, shopping, medical and local eateries.

1333 Lucerne Loop Road Ne, Winter Haven
$339,000
4 Beds ⋅ 2 Baths ⋅ Inman Grvs Ph 1 SubDv. ⋅ 33881 Zip Code
Beautiful home featuring 4 spacious bedrooms and 2 bathrooms. The fully equipped kitchen boasts beautiful wood cabinetry and granite countertops. Sliding glass doors lead to a covered patio and a private, grassy backyard—perfect for relaxing and enjoying the Florida outdoor lifestyle. The home includes a 2-car garage and a fully equipped laundry room for added convenience. Situated in a desirable community, this property offers comfort, practicality, and excellent investment potential. It is conveniently located near LEGOLAND, Chain of Lakes Park, downtown Winter Haven, shopping centers, restaurants, grocery stores, and medical facilities, with easy access to Highway 27. Winter Haven is also known for its beautiful Chain of Lakes, offering opportunities for boating, fishing, and outdoor recreation. The property is currently leased through November 2026 at $2,150 monthly. A fantastic opportunity for both investors and future homeowners.

507 Short Lane, Winter Haven
$345,690
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! The Baker plan is in Farmhouse exterior design. Adjacent the foyer you'll find 3 secondary bedrooms and a full bathroom. The well-appointed island kitchen overlooks the spacious family room and adjoining cafe with access to the covered lanai. The primary suite boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet.

815 Andrew Street, Winter Haven
$106,000
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
**THIS CONDO IS PRICE TO SELL !!**CENTRAL FLORIDA 55+ Age GATED CONDOMINIUM COMPLEX WITH LAKE AND CITY VIEW. All new insulated windows throughout. This condominium provides 1,347 sq. ft. of living area & is located in the beautiful "Chain Of Lakes" City of Winter Haven, Fl. Very friendly complex w/ social activities offered if you wish to participate. Monthly association fee includes water, sewer, trash, fiber optic cable & internet, condo reserves, manager and use of recreational facilities. Lakeridge Condominiums offers a maintenance-free lifestyle w/ heated pool, tennis, shuffleboard, community room, gated entrances & covered assigned parking space. The large bright kitchen has plenty of cabinets & great counter space, appliances (dishwasher does not work) & pantry closet. The kitchen overlooks the 26'x14' great room that also adjoins the additional bonus space & storage closet. The 16X14 foot Primary bedroom suite has a walk in closet & bathroom w/ walk-in shower. Beautiful views of Spring Lake can be enjoyed from Primary bedroom & living areas. The 2nd bedroom & bath can be a private guest area or for your personal use for office, hobbies etc. The washer & dryer are included in the sale. Central heat and air conditioning. Convenient proximity to shopping, places of worship, groceries & restaurants. Extra assigned storage bin on same floor. Make this your full time home, winter home or investment property to update. Lakeridge Condominiums is an age-restricted, well-maintained & well-managed community. Sharepoint car charger provided for those with electric cars. Non-smoking property. 1 pet, 20 pounds or under may be approved.

1776 6th Street Nw Unit 304, 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
$145,000
3 Beds ⋅ 2 Baths ⋅ Imperial Harboursphases 01 & 02 SubDv. ⋅ 33880 Zip Code
**Welcome to Imperial Harbours, a beautifully maintained 55+ active community surrounded by gorgeous landscaping and offering access to Winter Haven’s Chain of Lakes!** This spacious **3-bedroom, 2-bath second-floor corner condo** offers over 1,226 sq. ft. of comfortable living with an open-concept living/dining area, lovely kitchen with beautiful countertops and abundant cabinetry, plus an enclosed bonus room perfect for an office, sitting area, or hobby space. The generous primary suite features a private bath and large walk-in closet. Enjoy the peace of mind of a **BRAND-NEW A/C**, newer double-pane windows, updated bathroom vanities, fresh interior paint, and an in-unit washer and dryer. Additional features include an exterior storage unit, elevator access, covered assigned parking, guest parking, and community car wash. Enjoy resort-style amenities including a **heated pool, fitness room, billiards, recreation room, shuffleboard, BBQ grills, gazebo, fishing, dock access, and nearby boat ramp.** HOA includes **water, internet, cable, and trash!** Conveniently located near hospitals, restaurants, shopping, and everyday essentials. **Come experience the Florida lifestyle at Imperial Harbours—schedule your private showing today!**

333 Lake Howard Drive Nw Unit 204D, Winter Haven
$279,900
4 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome to this beautiful one-story Freeport floor plan featuring 4 bedrooms, 2 bathrooms, an open-concept kitchen and great room, a private primary suite with a walk-in closet, a patio, and a two-car garage. The home also includes solar panels, offering incredible energy savings even during August, one of the hottest months of the year; the electric bill was under $20! The buyer must assume the existing solar-panel account. Don’t miss this wonderful opportunity to enjoy a comfortable home with significantly lower energy costs!

1020 Cambridge Drive, Winter Haven
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