Winter Haven Homes with Playground Community Features

Winter Haven Homes with Playground Community Features

Welcome to Winter Haven, Florida – a charming city nestled in the heart of Polk County, renowned for its stunning lakes and vibrant community spirit. Often referred to as the “Chain of Lakes City,” Winter Haven boasts an impressive array of 50 lakes, making it a paradise for water enthusiasts and nature lovers alike. With its warm Florida sunshine, lush landscapes, and a friendly atmosphere, Winter Haven is the perfect place to call home.

One of the standout features of this delightful city is its commitment to family-friendly living. Many neighborhoods in Winter Haven offer homes with playground community features, fostering an environment where children can play, explore, and create lasting memories. These playgrounds provide safe spaces for kids to enjoy outdoor activities, while parents can relax and socialize with neighbors, enhancing the sense of community.

In addition to its recreational offerings, Winter Haven is rich in cultural attractions, including the famous Legoland Florida Resort, which is just a stone's throw away. Residents can also enjoy a variety of parks, nature trails, and local events that celebrate the unique charm of the area. With a diverse selection of homes, ranging from cozy single-family residences to modern townhouses, Winter Haven caters to a variety of lifestyles and budgets.

Whether you’re seeking a tranquil retreat or an active community, Winter Haven is a place where you can truly thrive. Discover the perfect home with playground community features and embrace a lifestyle filled with joy, connection, and endless opportunities for adventure in this beautiful Florida city!

Newest Winter Haven Homes with Playground Community Features

$220,240
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3067 Captain Jax Way, Winter Haven
$152,000
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
SERENE WATERFRONT LIVING ON THE CHAIN OF LAKES 2 Bedrooms | 2 Full Bathrooms | 1,073 SQFT | Single-Story Villa-Style Condo. Water Views & Chain-of-Lakes Lifestyle! Welcome home to low-maintenance living with a view! Situated in the desirable waterfront community of Winter Ridge, this turn-key 2-bedroom, 2-bath end unit pairs interior updates with living on Lake Smart. Unlike multi-story apartment complexes, this single-story villa design offers easy entry and maximum privacy. Step onto your private 8x17 screened-in covered lanai to enjoy the outdoors pest-free. Fresh & Fully Modernized Interior. Inside, the refreshed open-concept living space awaits. Stylish, water-resistant Luxury Vinyl Plank (LVP) flooring runs seamlessly throughout the home—no carpet! Enhanced by a fresh, clean, neutral paint palette. Gourmet Galley Kitchen: Features a full suite of modern appliances, a closet pantry, ample cabinet storage, and an integrated indoor laundry area. Primary Suite Sanctuary: A spacious retreat showcasing a large walk-in closet and an updated en-suite bathroom. Capital improvements include a brand-new roof (2025) and an updated water heater, offering buyers significant savings on home insurance and maintenance. Living at Winter Ridge feels like a year-round vacation on the Winter Haven Chain of Lakes: Boater’s Dream: Take advantage of direct access to Lake Smart via the private community boat launch ramp and fishing dock. Active Recreation: Unwind in the geothermal heated community pool, social clubhouse, or on the shuffleboard courts. Prime Parking: Includes two dedicated parking spaces, including a covered carport directly near your front entrance. All-Ages Community: Unlike many surrounding lakefront complexes that enforce age restrictions, Winter Ridge is an all-ages community, making it ideal for primary homeowners, snowbirds, or long-term investors. Location & Convenience: Nestled in Central Florida’s lake country with quick access to US-17, US-27, and I-4. Enjoy a short 10-minute drive to charming Downtown Winter Haven dining, shopping, medical centers, Polk State College, and LEGOLAND Florida. Low-maintenance waterfront living, major structural updates, and direct chain-of-lakes access—schedule your private tour today!

350 Winter Ridge Boulevard Unit 350, Winter Haven
$350,000
5 Beds ⋅ 3 Baths ⋅ Pinnacle Point SubDv. ⋅ 33880 Zip Code
Short Sale. This is a SHORT SALE-THIRD PARTY APPROVAL REQUIRED. Spacious and extensively upgraded, this 5-bedroom, 3-bath home offers more than 3,000 square feet of flexible living space in the Pinnacle Point community. The open floor plan features an impressive remodeled kitchen, upgraded flooring, generous living and gathering areas, and plenty of room for a large household, home offices, guests, or multigenerational living. Outside, enjoy a fenced backyard and improved patio area ready for relaxing, entertaining, or weekend cookouts. Built in 2022, the home also includes a two-car garage and convenient access to shopping, dining, medical facilities, and Central Florida attractions. Some interior projects remain unfinished, allowing the next owner to add their personal finishing touches.

1436 Axel Circle, Winter Haven
$316,000
4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Modern Comfort Meets Natural Serenity – 1228 Tyler Loop, Winter Haven, FL Discover peaceful Florida living in this beautifully maintained 4-bedroom, 3-bath Lennar Next Gen® home in the desirable Peace Creek Reserve community. Built in 2024 and offering approximately 2,100 square feet of thoughtfully designed, single-story living space, this home combines modern comfort, flexible living arrangements, and tranquil natural views. The open-concept main living area features high ceilings, abundant natural light, quartz countertops, stainless-steel appliances, and tile flooring in all wet areas. The smart, spacious layout creates an inviting setting for both everyday living and entertaining. A standout feature is the private Next Gen suite, complete with its own entrance, kitchenette, living room, bedroom, and full bathroom. This flexible space is ideal for extended family, guests, a home office, or a comfortable multigenerational living arrangement. Step outside to a fully fenced backyard overlooking a natural retention basin with protected wetlands beyond. The open rear fencing preserves the peaceful view, where Sandhill cranes, water birds, turtles, and other native wildlife can often be seen. With no immediate rear neighbor, the outdoor space offers an added sense of openness and connection to nature. The two-car garage features an eye-catching epoxy-coated floor with black, silver, gold, and brown flecks that shimmer in the light—a sleek and practical upgrade that sets this home apart. A six-foot privacy fence with gates on both sides provides additional seclusion while maintaining the panoramic rear view. Peace Creek Reserve offers residents access to a community swimming pool and playground. The home is situated on a quiet, U-shaped street with low traffic and is conveniently located near shopping, dining, schools, Highway 27, and Winter Haven’s celebrated Chain of Lakes. For recreation and entertainment, LEGOLAND® Florida Resort is approximately 15 minutes away, while Walt Disney World is generally less than an hour away, depending on traffic. This location offers an appealing balance of peaceful residential living and convenient access to some of Central Florida’s most popular attractions. Schedule your private tour today and experience the comfort, flexibility, and natural setting this distinctive home has to offer.

1228 Tyler Loop, Winter Haven
$314,999
4 Beds ⋅ 2 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
The single-story Ruby plan was designed for entertaining, offering a generous great room, an open dining area and a relaxing covered patio. You’ll also appreciate an impressive kitchen with a center island and a walk-in pantry, as well as a lavish primary suite with a private bath and an immense walk-in closet. This home will be built with either two secondary bedrooms and a study or three secondary bedrooms. A shared bath, a convenient laundry room and a 2-car garage complete this beautiful Seasons™ Collection home. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5315 Mickey Avenue, Winter Haven
$309,900
4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to Florida Paradise in Winter Haven - a massive Chain of Lakes Area famous for the Legoland fun and outdoor activities! PRICED TO SELL! Almost Brand New Spacious 4 Bedroom / 2.5 Bathroom Home with a Community Pool and a Playground Access. Built in 2024 this Bright Modern house with an Open and Airy living/dining space combo concept is perfectly located in a nice neighborhood right across from the elementary school. Property Features include Modern Kitchen with Quartz Countertops equipped with Stainless Steel Appliances - stove, microwave, dishwasher, refrigerator/freezer, as well as a Laundry Area with Washer and Dryer included located on the second floor. Four Spacious Bedrooms with 2 Bathrooms are located upstairs; half a bathroom is located downstairs for your convenience. The Primary Suite comes with a Spacious Walk-In Closet, a beautifully Tiled Walk-In Shower and Dual Vanities. Three additional bedrooms and another full bathroom with a tub comfortably accommodate family and guests. Private Fenced Backyard with a Patio provides a peaceful outdoor retreat - perfect for after school hang outs, relaxing and entertaining. Community Amenities include a well-maintained Community Pool — perfect for warm Florida days and a Playground ideal for outdoor activities, walks and neighborly interaction. Convenient Location: just minutes away from major highways, this location provides an easy access to surrounding areas of Winter Haven and nearby towns. Shops, schools, pharmacies, parks and dining are all within short walking or driving distance. There are also Beautiful Lakes and Green Parks nearby for outdoor recreation. Ideal for a Primary Residence or a Long-Term Rental. This home is the perfect choice for a peaceful comfortable and convenient lifestyle in a fast-growing area. Schedule your private showing today for a chance to own this beautiful home in a desirable location!

1334 Diego Terrace, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 2a SubDv. ⋅ 33884 Zip Code
Welcome to 1042 Corso Drive in Winter Haven! This beautiful 4-bedroom, 2-bath home offers a bright, open floor plan with modern finishes and plenty of space for comfortable living. The kitchen features ample cabinetry, modern appliances, and a walk-in pantry, opening to the spacious living and dining areas. The primary suite includes a private bath with dual vanities, soaking tub, and separate shower. Enjoy the Florida lifestyle from the screened-in patio overlooking the backyard. The home also features a 2-car garage and is located in the desirable Villamar community with resort-style amenities, including a community pool and playground. Conveniently located near LEGOLAND, shopping, dining, lakes, and major roadways with easy access to Tampa and Orlando. Schedule your showing today! Motivated seller.

1042 Corso Dr, Winter Haven
$345,000
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ii SubDv. ⋅ 33881 Zip Code
Virtually Staged. Newer home with NO CDD and large yard!!! Welcome home to this beautifully maintained 4 bedroom, 2 bath home offering 1,983 square feet of comfortable living space and modern finishes throughout. Built in 2023, this home features a desirable open split-floor plan designed for both everyday living and entertaining. The spacious kitchen boasts granite countertops, large island, stainless steel appliances, and plenty of room to gather with family and friends. The split-bedroom layout provides privacy for the primary suite while keeping the additional bedrooms conveniently accessible. Step outside to enjoy the large yard and relaxing covered lanai—perfect for morning coffee, outdoor dining, or entertaining. Additional highlights include a 2-car garage, new carpet, and no CDD. With its modern construction, spacious layout, and move-in-ready appeal, this home is a must-see!

1425 Engelberg Street, Winter Haven
$326,900
4 Beds ⋅ 2 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code
Welcome to your new sanctuary in Lakeside Landings, a 55+ resort style, low maintenance existence awaits!! This isn't just a 4-bedroom, 2-bathroom, 2-car garage house. It is an exclusive VIP pass to resort-style living in a gated community with only 44 other neighbors. Before you even step inside, stop and look up. Are those... yes, those are RAIN GUTTERS and a NEW ROOF!! In Central Florida, tile floors are a plus, and you will not find any carpet here! Step inside and experience the magic of a triple-split floor plan. It is perfect for maximum privacy when you need a break. Even better? The indoor laundry room is centrally located. The open-concept living area features a kitchen with stone countertops and stainless steel appliances, beautiful tile backsplash. But the real showstopper is the view! Breathtaking conservation backdrop sets the stage while local birds put on a daily, free nature documentary. Screened-in and bug-free, sip coffee without swatting mosquitoes! Fenced, lushly landscaped, and fully optimized for your pet safety, the fenced back yard is well maintained for your pet! The owner's suite is an absolute fortress of comfort. It boasts dual closets and a massive walk-in shower. In fact, this bathroom is so huge you might actually mistake it for a ballroom dance floor. Need to escape your paradise? You are right off Highway 27 and I-4, minutes from Legoland and Central Florida attractions. Championship golf courses and world-class fishing. Shopping, restaurants, and places of worship. This home has everything the Florida lifestyle demands. Grab your sunglasses and give me a call before someone else beats you to it!

5852 Marsh Landing Drive, Winter Haven
$306,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 4 SubDv. ⋅ 33884 Zip Code
Why wait to build when you can move right in? This 2023-built, 3-bedroom, 2-bath home in VillaMar Phase 4 offers 1,597 square feet and is ready for its next owner! THE 10-YEAR STRUCTURAL BUILDER WARRANTY IS STILL IN EFFECT, offering added peace of mind for the new owner. The open floor plan connects the kitchen, dining, and living areas, making it easy to entertain, host family and friends, or enjoy a night at home. SMART-HOME features include a central control hub, smart front-door lock, Wi-Fi-enabled thermostat, video doorbell, and connected lighting, allowing you to manage select features right from your smart device. Step outside and enjoy the Florida lifestyle without leaving the neighborhood! VillaMar offers resort-style amenities including a community pool, cabana, and playground, with dog parks nearby. The location puts you just minutes from LEGOLAND Florida and Peppa Pig Theme Park, Publix, Walmart, Eagle Ridge Mall, restaurants and shopping along Cypress Gardens Boulevard, and Downtown Winter Haven. US-27, US-17, and Highway 60 are also nearby, providing access to Lakeland, Orlando, and Tampa. WALT DISNEY WORLD is approximately 35 miles away, making weekend trips to the Orlando attractions an easy option. With an established neighborhood and a 2023-built home that's ready now, you can skip the building process, bring your belongings, and start enjoying VillaMar! All information is deemed reliable but is not guaranteed and should be independently verified.

3927 Palazzo Place, Winter Haven
$315,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code
Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven
$359,900
4 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code
Move-In Ready! Welcome to The Everglades at Residences at Winter Haven, an exclusive 63-lot semi-custom community offering exceptional craftsmanship, modern design, and a prime central Winter Haven location. This beautifully designed new construction home features 4 bedrooms, 2 bathrooms, a 2-car garage, and 1,905 square feet of thoughtfully designed living space. There is a natural ease to this home, from the open-concept layout to the thoughtfully selected finishes, creating the perfect balance of comfort, style, and functionality. At the heart of the home, the designer kitchen features a stunning full waterfall island, 42-inch cabinets with crown molding and additional storage, stainless steel appliances, and a spacious walk-in pantry. The open living and dining areas flow seamlessly to the covered lanai, making it ideal for both everyday living and entertaining. Premium features throughout the home include: Upgraded 8-foot interior doors Luxury vinyl flooring throughout the main living areas Floor-to-ceiling porcelain tile in the shower and tub surrounds Blinds included on all windows Dedicated laundry room Covered outdoor living space For added convenience and peace of mind, this home also includes a Smart Home Package featuring a Smart Lock, Video Doorbell, Smart Thermostat, and Security Alarm System, along with a 2-10 Home Buyers Warranty. Residents of Residences at Winter Haven enjoy low HOA fees of just $225 per quarter, no CDD fees, and the opportunity to personalize future homes by selecting their lot, floor plan, exterior finishes, interior design package, and upgrade options. Conveniently located near Lake Shipp Elementary School, Westwood Middle School, and Lake Region High School, this community also offers easy access to shopping, dining, healthcare, and major roadways. Offered at $349,900, this exceptional home combines quality craftsmanship, premium finishes, and modern living in one of Winter Haven's most desirable new home communities. Schedule your private showing today!

2145 River Hawk Loop, Winter Haven
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