Winter Haven Homes with Community Pool type

Winter Haven Homes with Community Pool type

Welcome to Winter Haven, Florida – a charming city that perfectly blends small-town warmth with modern conveniences. Nestled in Polk County, Winter Haven is renowned for its stunning chain of lakes, making it a paradise for outdoor enthusiasts and water lovers alike. With year-round sunshine, residents enjoy a vibrant lifestyle filled with recreational activities, from boating and fishing to hiking and biking along scenic trails.

Winter Haven also boasts a rich cultural scene, featuring local art galleries, theaters, and delicious dining options that cater to every palate. Families appreciate the area's excellent schools and community-oriented atmosphere, making it an ideal place to settle down.

For those seeking a home in this delightful city, the availability of properties with community pools adds an extra layer of appeal. Imagine enjoying sunny Florida days lounging by the pool, surrounded by friendly neighbors and a welcoming community. Homes with access to community pools not only provide a refreshing escape from the heat but also foster social connections, making it easy to meet new friends and enjoy leisurely afternoons.

Whether you’re looking for a cozy family home or a stylish retreat, Winter Haven offers a variety of real estate options that cater to diverse lifestyles. With its picturesque landscapes, vibrant community spirit, and the allure of community pool access, Winter Haven is the perfect place to call home. Come discover the charm of this delightful city and find your dream home today!

Newest Winter Haven Homes with Community Pool type

3205 Matthew Place, Winter Haven
$215,390
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. This upscale new Summit two-story townhome provides 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 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.

3205 Matthew Place, Winter Haven
4084 Carteret Drive, Winter Haven
$259,900
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to easy living in this gated 55+ community! This well-maintained 2 bedroom, 2 bathroom home with a dedicated office offers a comfortable and functional floor plan. Inside, you'll find laminate flooring throughout the living areas and bedrooms, with tile flooring in the kitchen and bathrooms for easy maintenance. Both bathrooms feature convenient walk-in showers. Major updates include a roof replaced in 2018 and an A/C system replaced in 2018, providing added peace of mind. The garage features a dedicated workshop area, perfect for hobbies, projects, or additional storage. Enjoy Florida living year-round with both a covered, screened-in back porch and an additional screened patio, offering plenty of space to relax or entertain. Residents of this gated community can also enjoy fantastic amenities, including a clubhouse, fitness center, and community swimming pool, perfect for staying active, socializing, or simply relaxing. Whether you're looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the 55+ community lifestyle!

4084 Carteret Drive, Winter Haven
6485 Peppertree Path Ne, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village First Add SubDv. ⋅ 33881 Zip Code
Enjoy affordable retirement living in this welcoming 55+ community where YOU OWN THE LAND! This spacious 2-bedroom, 2-bath home offers 1,566 square feet of living space with a desirable split-bedroom floor plan. The primary suite features a private bathroom with dual vanities and a walk-in shower. Additional highlights include an inside laundry room, enclosed 12’ x 14’ Florida room, carport with a workshop, Brick Skirting, and a NEW ROOF in 2023! Offered Partially FURNISHED. Carpets Freshly Cleaned. With an incredibly low HOA fee of just $34 per month, residents enjoy access to the community clubhouse, swimming pool, and shuffleboard courts. The community also offers a fenced storage area for RVs, boats, and trailers. Conveniently located near Highway 27, shopping, restaurants, and medical facilities, with Disney attractions approximately an hour away and Florida's beautiful East and West Coast beaches within approximately 1.5–2 hours. Whether you're looking for a seasonal retreat or a full-time Florida residence, this home offers comfort, convenience, and an affordable lifestyle!

6485 Peppertree Path Ne, Winter Haven
235 Golf Aire Boulevard, Winter Haven
$300,000
3 Beds ⋅ 3 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code
Move-In Perfect Golf Course Home on Nearly 1/3 Acre: Fourth Hole Views, Florida Room & Free Golf! Tee up the Florida lifestyle in this immaculate 3-bedroom, 2-bath home that truly needs nothing! Set on nearly a third of an acre along the 4th hole of Lake Bess Country Club & Golf Course, it enjoys sweeping fairway views while sitting perfectly positioned to stay clear of stray golf balls. Inside, a split-bedroom open plan, high ceilings, and solid surface countertops create a bright, easy flow. The primary suite offers an ensuite bath and two large walk-in closets, and an interior laundry room adds everyday convenience. The Florida room overlooks the course, making it the perfect spot for morning coffee or sunset views. Outside, mature landscaping with a majestic oak and magnolia trees frames the property. The large garage includes a side golf cart door, ready for your daily rounds. *Peace of mind is built in!* The tile roof was professionally inspected and resealed in 2023. Both the indoor air handler and outdoor A/C unit were replaced in 2023, and the hot water heater was replaced in August 2026. Additional updates include new front windows, a new refrigerator, and updated electrical breakers. Tucked past the clubhouse on a quiet dead-end street, it is a peaceful corner of the community. POA dues cover free golf, driving range, putting, pool and clubhouse access, grass cutting, and tree and bush trimming. No rentals allowed. Minutes from Legoland, Hwy 27, and I-4. More time for you to enjoy Florida living!

235 Golf Aire Boulevard, Winter Haven
6053 Southern Oaks Drive Se, Winter Haven
$136,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Virtually Staged. Virtually Staged. Welcome to 6053 Southern Oaks Drive SE in the highly desirable Garden Grove Oaks, a friendly 55+ community where you own your land—no lot rent! This beautifully maintained and fully furnished 2-bedroom, 2-bath home offers 1,104 square feet of comfortable living space, plus an additional 190-square-foot Florida Room featuring all-new windows, creating the perfect spot to relax, entertain, or enjoy your morning coffee. The bright, inviting interior features an inside laundry room and comes complete with new kitchen appliances, making this home truly move-in ready. Major updates provide peace of mind, including energy-efficient windows installed throughout the home in 2020, a new water heater (2022), insulated Florida room roof update (2023), A/C replaced in 2019, and a roof installed in 2016. Whether you're looking for a year-round residence or the perfect Florida retreat, this home offers low-maintenance living in one of Winter Haven's most sought-after active adult communities. Garden Grove Oaks features a clubhouse, heated pool and spa, shuffleboard, and a full calendar of social activities—all with a low HOA and the added benefit of land ownership. Conveniently located near shopping, restaurants, medical facilities, golf courses, and major highways, this home is ready for you to start enjoying the Florida lifestyle.

6053 Southern Oaks Drive Se, Winter Haven
3941 Giorgio Drive, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Jan 2027! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3941 Giorgio Drive, Winter Haven
150 El Dorado Unit 305, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ The Hawaiian A Condominium Cond Bk 4 Pgs 29/32 Lyi SubDv. ⋅ 33884 Zip Code
Discover the perfect blend of comfort, convenience, and relaxed Florida living in this inviting 55+ community! Tucked away in a secluded setting, this beautifully updated third-floor corner condo offers privacy, welcoming spaces, and charming courtyard views. Ideally located near the elevators, this spacious 2-bedroom, 2-bathroom residence features an open-concept dining and living area, oversized bedrooms with walk-in closets, and a Florida room seamlessly opened to the family room—creating the perfect space to relax or entertain while enjoying the tranquil views below. The primary bedroom offers the convenience of an ensuite bathroom, while the second bathroom features a tub/shower combination. The updated interior boasts stainless steel appliances, including a gas range, and recessed lighting, adding a fresh, modern touch. Enjoy the convenience of assigned parking, including one covered space. Community laundry facilities are located on the second floor, with the option to install a washer and dryer in the primary bedroom closet, subject to HOA approval. Even better, the condo fees include water, sewer, trash, gas, internet, and cable, making budgeting that much easier! Offered furnished, this condo is move-in ready and makes an ideal vacation getaway or second home! Simply bring your suitcase and start enjoying the Florida lifestyle. Come discover the comfort, value, and convenience that make this condo a wonderful place to call home!

150 El Dorado Unit 305, Winter Haven
3946 Bedford Avenue, Winter Haven
$367,500
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to 3946 Bedford Avenue, located in Traditions at Lake Ruby, one of Winter Haven's premier gated 55+ communities! Built in 2018, this beautifully maintained home offers 3 bedrooms, 2 bathrooms, a spacious den/flex room, and an impressive three-car garage. Designed with both comfort and entertaining in mind, the home features an inviting open-concept floor plan with a generous great room that flows seamlessly onto an oversized screened patio overlooking the beautifully landscaped backyard. This expansive outdoor living space is perfect for relaxing, entertaining guests, or simply enjoying Florida living. The well-appointed kitchen features 42-inch white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island with seating. Whether hosting a dinner party or enjoying a casual meal, you'll appreciate the flexibility of the formal dining room, breakfast nook, and island seating. The spacious primary suite offers a large walk-in closet and an ensuite bathroom complete with dual vanities, an oversized walk-in shower, and a private water closet. Two additional bedrooms and a generously sized den provide plenty of room for guests, hobbies, or a home office. The dedicated laundry room features additional cabinetry for convenient storage. Additional highlights include beautiful plantation shutters throughout the home, a whole-house water softener, tile flooring throughout the main living areas, carpeting in the bedrooms, and an interior that was freshly painted just one year ago. The oversized three-car garage features an attractive epoxy floor finish, and plenty of room for vehicles, storage, or a workshop. The garage also has a retractable screen door. One of the greatest advantages of living in Traditions at Lake Ruby is the low-maintenance lifestyle! The HOA takes care of lawn maintenance and exterior house painting while also providing cable TV and Wi-Fi. Residents enjoy access to an extensive collection of community amenities, making it easy to stay active, socialize, or simply relax and enjoy the Florida lifestyle.

3946 Bedford Avenue, Winter Haven
807 Eagle Pond Drive Unit 807, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
Enjoy peaceful pond views from this beautifully situated second story condo in Winter Haven! This inviting unit features wood-look tile flooring, granite kitchen countertops, indoor laundry, and a 2017 HVAC system. Step outside and take in relaxing water views, or enjoy the community amenities that include: A swimming pool, 24-hour guarded security, fitness center, and tennis courts. Centrally located in the heart of Florida, between Tampa and Orlando, this condo offers convenient access to shopping, dining, entertainment, and major attractions. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this condo offers comfortable living and convenient community amenities in a desirable Winter Haven location!

807 Eagle Pond Drive Unit 807, 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
3099 Captain Jax Way, Winter Haven
$205,090
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.

3099 Captain Jax Way, Winter Haven
2097 Whispering Trails Boulevard, Winter Haven
$410,000
4 Beds ⋅ 3 Baths ⋅ Whispering Trails Ph 01 SubDv. ⋅ 33884 Zip Code
Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood! Perfectly situated close to shopping centers for effortless errands, just 10 minutes from the exciting attractions of Legoland, and less than an hour from the Walt Disney World. Tampa is also within a convenient 1-hour drive, offering additional entertainment and amenities. This charming home comes move-in ready, including all essential appliances such as a range, refrigerator, microwave, garbage disposal. The secure, gated community offers peace of mind and added privacy, making it an ideal place to call home. Whether you're looking for a primary residence, vacation home, or investment property, this residence offers comfort, convenience, and easy access to some of Florida’s top attractions. Don’t miss your chance to own this fantastic 4 bed 3 full bath pool home in the fast-growing City of Winter Haven!

2097 Whispering Trails Boulevard, Winter Haven
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