Winter Haven/Eloise/JPV/Wahnetta Homes with Pool

Winter Haven/Eloise/JPV/Wahnetta Homes with Pool

Welcome to the enchanting region of Winter Haven, nestled in the heart of Polk County, Florida. Known for its picturesque lakes and warm, inviting climate, this charming city is a true gem of Central Florida. Winter Haven is not only famous for its stunning Chain of Lakes but also for its vibrant community and rich history, making it an ideal place to call home.

The neighborhoods of Eloise, JPV, and Wahnetta offer a unique blend of tranquility and accessibility, perfect for families, retirees, and everyone in between. With a variety of parks, recreational facilities, and local attractions, residents can enjoy an active lifestyle while being surrounded by the natural beauty of Florida. Whether you’re exploring the scenic lakes or indulging in local dining and shopping, Winter Haven has something for everyone.

One of the most sought-after features of homes in this region is the luxury of having a private pool. Imagine basking in the Florida sun, sipping your favorite drink by the water, or hosting delightful summer barbecues with friends and family. Homes with pools in Winter Haven, Eloise, JPV, and Wahnetta provide the perfect oasis for relaxation and entertainment. These properties not only enhance your lifestyle but also add significant value to your investment.

Discover the charm of Winter Haven and the inviting neighborhoods of Eloise, JPV, and Wahnetta. With homes that offer pools and a vibrant community atmosphere, you’ll find the perfect sanctuary to create lasting memories. Embrace the Florida lifestyle today!

Newest Winter Haven/Eloise/JPV/Wahnetta Homes with Pool

4171 Rolling Oaks Drive, Winter Haven
$190,000
3 Beds ⋅ 3 Baths ⋅ P4940221 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bath home located in the desirable Oakwood Estates, a gated 55+ community in Winter Haven, Florida! This spacious home offers an inviting open floor plan with comfortable living and dining areas, perfect for everyday living and entertaining. The kitchen features ample cabinetry, generous countertop space, and a functional layout. Each of the three bedrooms offers its own bathroom and walk-in closet, providing comfort, privacy, and convenience for family and guests. Enjoy the enclosed patio, ideal for relaxing or entertaining year-round. Additional features include a covered carport, a spacious workshop, and a dedicated laundry area. This home has numerous upgrades throughout and has been lovingly maintained! BEST OF ALL, YOU OWN THE LAND — NO LOT RENT! Enjoy the benefits of ownership with only a low monthly community fee. CO-OP COMMUNITY Oakwood Estates offers an active lifestyle with exceptional amenities, including a clubhouse, two swimming pools, fitness center, shuffleboard, tennis courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect combination of comfort, convenience, and community living. Don’t miss this wonderful opportunity to enjoy Florida living at its finest! Schedule your private showing today! Watch the short video and explore the 360° Interactive Aerial Virtual Tour for an even closer look at this home and its surroundings. Enjoy the freedom to zoom in and out, explore the property from every angle, and see as far as the eye can see!

4171 Rolling Oaks Drive, Winter Haven
2050 San Marcos Drive Se Unit 211, Winter Haven
$155,000
2 Beds ⋅ 2 Baths ⋅ P4940172 MLS ⋅ N/A BLDG.
This 2-bedroom, 2-bath condo located in the heart of Winter Haven is ready for you to make it your home. This unit features carpet and ceramic tile throughout the unit, large family room with fireplace overlooking the pool and baseball fields, and galley kitchen with a pass thru to the dining area. Community features include pool and clubhouse that overlook the newly renovated baseball complex and a community deed on the Lake Lulu of the Chain of Lakes. Located close to many restaurants, shopping, walking trails, this one truly is all about location! Call, text, or email to see it today!

2050 San Marcos Drive Se Unit 211, Winter Haven
1921 Manor Circle Se, Winter Haven
$1,295,000
3 Beds ⋅ 3 Baths ⋅ L4965515 MLS
Imagine waking each day to breath-taking lake views, swaying palms, spectacular sunsets, and the tranquil beauty of Lake Lulu. Quietly positioned on one of the most desirable lakes within Winter Haven's renowned Chain of Lakes, this beautifully maintained and thoughtfully updated single-story residence enjoys a private setting on 0.45-acre lot, surrounded by mature landscaping and established tropical gardens. Designed for both comfortable everyday living and exceptional entertaining, the home offers spacious, versatile accommodation with stunning lake views from the moment you enter through the front door. The flowing floor plan seamlessly connects the formal living and dining areas, with 50-inch SAMSUNG TV & rich wood flooring to the family room, kitchen, breakfast nook, and outdoor living spaces, creating an inviting atmosphere throughout. At the heart of the home is a well-appointed gourmet kitchen featuring a large center island, breakfast bar, premium stainless-steel appliances, updated Kitchen-aid double ovens with air fryer, microwave, French-door refrigerator, and dishwasher. Custom cabinetry includes soft-close drawers, pull-out shelving, glass display cabinets, wine storage, pantry space, and appliance garage. Beautiful non-slip tile flooring extends throughout the main living areas. Adjacent to the kitchen, the breakfast nook offers direct access to the pool area through sliding glass doors, while the spacious family room features a stunning Travertine fireplace, built-in SAMSUNG 50-inch television, neutral finishes, and expansive 12-foot sliding glass doors that open directly to the screened resort-style swimming pool & paved Lanai (1485sq,ft ) The laundry room is equipped with custom cabinetry, generous storage, a large linen closet, and includes a front load washer and dryer. A conveniently located half bath provides direct access to the pool and outdoor entertainment area. The fourth bedroom is currently configured as a home office. NEW (AUGUST 2026) ARCHITECTURAL SHINGLE ROOF on home, boathouse and storage shed. Owned security system. Phone, internet, and Wi-Fi connectivity throughout the home. Extensive custom cabinetry and storage solutions. Walk-in closet system in the primary suite. Landscaped with irrigation and lighting. Circular paved driveway with courtyard entrance and carriage lighting. Attached 2 car garage has staircase to large, walk-up attic for extra storage. 106ft frontage on Lake Lulu with a private dock, boathouse with lift. Direct access to Winter Haven's Chain of Lakes for boating, fishing, and water recreation. Convenient location with easy access to downtown Winter Haven, shopping, dining, LEGOLAND, Highway 27, Interstate 4. Tampa and Orlando Airports.

1921 Manor Circle Se, Winter Haven
4253 Stafford Drive, Winter Haven
$275,000
3 Beds ⋅ 3 Baths ⋅ O6448269 MLS
**NO HOA ** Space to spread out, room to entertain, and the opportunity to create something special. Welcome to 4253 Stafford Drive in Winter Haven’s Lake Thomas Woods community. Situated on approximately 0.51 acres with NO HOA, this single-story pool home offers approximately 2,631 square feet of living space, three bedrooms, two full bathrooms, and a convenient half bath. For buyers with renovation funds and a vision, the combination of a generous lot, substantial living space, and versatile gathering areas makes this property an exciting canvas for your next chapter. A long driveway provides ample space for guest parking and sets the stage for a home designed to accommodate gatherings. Inside, the spacious layout offers distinct areas for everyday living, dining, and entertaining. The approximately 19-by-19-foot living room features a wood-burning masonry fireplace, creating a natural focal point for a refreshed interior. A separate dining room and generously sized kitchen offer the opportunity to design inviting spaces that reflect your taste, whether you envision contemporary finishes, warm traditional styling, or a blend of both. One of the home’s standout features is the expansive rear family room with a wet bar. Measuring approximately 25 by 22 feet, this versatile space invites you to think beyond a traditional living room. Imagine a game-day lounge or man cave, a game room, a home theater for movie nights, or an entertaining space with comfortable seating and a place to serve refreshments. Its generous dimensions provide room to create multiple activity areas while keeping the home’s main living spaces available for quieter moments. The approximately 16-by-15-foot primary bedroom includes a walk-in closet and offers a spacious starting point for your own personalized retreat. Two additional bedrooms provide flexibility for guests, a home office, or everyday household needs. French doors, covered porch areas, and a screened rear porch add to the possibilities for connecting indoor comfort with outdoor living. Outside, the private in-ground pool and expansive yard provide the foundation for a backyard transformation. Envision refreshed landscaping, outdoor dining, garden beds, and inviting places to gather around the pool. With approximately half an acre, there is room to give your outdoor plans breathing space, while the absence of an HOA adds to the property’s appeal. This home needs renovation and is being offered as-is, making it especially appealing to cash buyers and buyers prepared to invest in repairs and improvements. Bring your contractor, explore the layout, and imagine the finished result. If you appreciate land, generous room sizes, and the chance to renovate a home around the way you live and entertain, schedule your private tour of 4253 Stafford Drive.

4253 Stafford Drive, Winter Haven
218 6th Jpv Street, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ P4940098 MLS
This 3-bedroom, 2-bath pool home with ease of access to the Polk Parkway is perfect for all needs. It features luxury vinyl planks flooring throughout, split bedrooms, granite countertops, stainless steel appliances, primary bedroom with wood burning fireplace, and inside laundry area. Outdoor step into a good-sized backyard that is fenced and features a swimming pool with a brand new pool pump. Other features include a pavered driveway, HVAC unit is 3 years old, and roof is approximately 6 years old. Call today, this one won't last long.

218 6th Jpv Street, Winter Haven
714 Avenue O Se, Winter Haven
$359,900
5 Beds ⋅ 2 Baths ⋅ O6443591 MLS
Welcome to 714 Avenue O SE! Situated in a prime SE Winter Haven neighborhood (Polk County), this fully modernized, single-story Mid-Century Ranch features 5 bedrooms, 2 bathrooms, and 2,104 sq ft of open living space. Constructed in 1964 on a 0.32-acre lot, shaded by mature Florida oak trees, the interior includes tile flooring, central air conditioning, a wood-burning fireplace, and an updated kitchen with stainless steel appliances and solid wood cabinetry. Highlights feature an attached car garage, tankless gas water heater, impact/double-pane windows, and an indoor laundry room. Step outside to your private oasis featuring a fully renovated in-ground pool, screened lanai, open patio, and brand-new privacy-fenced backyard. Conveniently zoned for Chain of Lakes Elementary and Winter Haven Senior High!

714 Avenue O Se, Winter Haven
2352 Isle Royale Court Se, Winter Haven
$217,000
2 Beds ⋅ 3 Baths ⋅ L4965457 MLS ⋅ 2352 BLDG.
This inviting two-bedroom, two-and-a-half-bath townhouse in Winter Haven, Florida, offers comfortable living, convenient amenities, and an exceptional walkability! Enjoy easy access to banks, grocery stores, retail shops, and a variety of restaurants, making everyday errands and dining out wonderfully convenient. Inside, the home features brand new luxury vinyl plank flooring, providing a fresh, modern look that is both stylish and easy to maintain. The thoughtfully designed two-story layout offers two spacious bedrooms upstairs, each with its own private bath, plus a convenient half bath for guests downstairs. The primary bedroom features a lovely screened in balcony! There is also a very spacious screened in porch off of the living room, perfect for enjoying a beverage while relaxing! A one-car garage provides secure parking and additional storage, while the community amenities add to the appeal. Residents can enjoy a community pool and dock, perfect for relaxing, enjoying the Florida sunshine, or taking in the peaceful surroundings. Located close to the new walking trail behind the Advent Fieldhouse which also offers tons of recreational activities! Whether you're looking for a full-time residence, a low-maintenance Florida home, or an investment opportunity, this townhouse combines comfort, convenience, and an excellent location in the heart of Winter Haven.

2352 Isle Royale Court Se, Winter Haven
104 13th Street Se, Winter Haven
$200,000
2 Beds ⋅ 2 Baths ⋅ O6445221 MLS
A great opportunity for a handyman or investor! This 2-bedroom, 2-bath home offers 1,776 square feet of living space, plus a versatile bonus room with a bathroom. Enjoy a spacious 15-by-24 foot screened back porch, and an above-ground pool, and a view of Lake Elbert from the front driveway. With a little TLC, this property is ready to make your own or unlock its investment potential in desirable area of Winter Haven.

104 13th Street Se, Winter Haven
117 Homewood Drive, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ L4965388 MLS
Virtually Staged. Welcome to 117 Homewood Drive in Winter Haven! Situated on a spacious .36-ACRE LOT, this 3-bedroom, 2-bath home offers 1,762 square feet of heated and cooled living space, a versatile BONUS ROOM, screened-in POOL, FENCED backyard, and plenty of space for indoor and outdoor living. Inside, the family room features a wood-burning FIREPLACE, while the kitchen is equipped with new stainless-steel appliances. The bonus room provides additional flexibility for a home office, hobby room, playroom, or additional living space. Step outside to enjoy the screened-in pool, outdoor kitchen area, and recently RESURFACED back patio—an inviting setup for entertaining or enjoying Florida's year-round outdoor lifestyle. The fenced backyard also features a 5-year-old STORAGE SHED with a roll-up door and electrical access, providing convenient space for storage, equipment, or projects. Numerous recent improvements add to the home's appeal, including a NEW ROOF in 2023, A/C replaced in 2024, NEW WATER HEATER, NEW POOL PUMP & MOTOR, new stainless steel kitchen appliances, a resurfaced back patio in 2026, and an updated garage with TESLA charger that conveys. With .36 acres, a screened pool, bonus room, outdoor entertaining space, fenced yard, and substantial storage, this home offers plenty of versatility. Conveniently located with easy access to the Polk Parkway, shopping, dining, and other Winter Haven amenities. Schedule your private showing and experience all that 117 Homewood Drive has to offer!

117 Homewood Drive, Winter Haven
281 Gerber Dairy Road, Winter Haven
$700,000
3 Beds ⋅ 4 Baths ⋅ A4706754 MLS
NEARLY 5 ACRES | NO HOA | PRIVACY, SPACE & ENDLESS POSSIBILITIES! Welcome to 281 Gerber Dairy Road, where peaceful country-style living meets the convenience of Central Florida! Situated on nearly 5 acres in Winter Haven, this unique property offers the space, privacy, and freedom that can be hard to find. A gated entrance and long private driveway welcome you home, creating a sense of seclusion as you approach this spacious 3-bedroom residence surrounded by beautiful greenery and expansive open space. Whether you're looking for room to spread out, enjoy outdoor hobbies, create beautiful gardens, accommodate recreational equipment, or simply escape the close quarters of traditional neighborhoods, this property offers incredible flexibility. The expansive grounds provide plenty of space for outdoor activities, entertaining, or simply relaxing and enjoying the peaceful surroundings. A detached shed, currently used as a charming "she shed," offers additional space for storage, hobbies, or creative projects. One of the property's standout features is NO HOA! Enjoy the freedom of acreage living without the rules and restrictions of a traditional homeowners association. With nearly 5 acres to make your own, you'll have the opportunity to create an outdoor lifestyle that suits your needs, subject to local zoning and land-use regulations. While the property offers a peaceful, private setting, you're still conveniently located near everything Winter Haven has to offer. Enjoy boating, fishing, and kayaking along the area's famous Chain of Lakes, explore downtown Winter Haven's restaurants, shops, and entertainment, or spend the day at nearby LEGOLAND Florida Resort, Peppa Pig Theme Park, and Bok Tower Gardens. Winter Haven's Central Florida location also provides convenient access to the greater Orlando and Tampa areas. If you've been searching for acreage, privacy, and the freedom to enjoy your property without an HOA, this is an opportunity you won't want to miss. Nearly 5 acres, a gated entrance, and room to make it your own! Schedule your private showing today and discover the possibilities at 281 Gerber Dairy Road!

281 Gerber Dairy Road, Winter Haven
2206 San Marcos Circle Se, Winter Haven
$210,000
2 Beds ⋅ 2 Baths ⋅ L4964845 MLS
Discover this traditional 2-bedroom, 2-bath villa offering a bright, open layout and exceptional pride of ownership throughout. The welcoming foyer with a cozy sitting area leads into a spacious great room and dining area overlooking the enclosed Florida room and serene garden courtyard. The well-appointed kitchen features abundant cabinetry, a closet pantry, and an open design perfect for entertaining. Both bedrooms are generously sized with ample closet space. Home has garage door screen, flagstone patio with tropical plantings, and a roof replaced in 2013/2014. Located in the desirable Park Lake community, residents enjoy a large pool, recreational building, private dock on the renowned Chain of Lakes, and plentiful guest parking. Ideally situated near shopping, medical facilities, restaurants, downtown attractions, and the bus line, this beautifully maintained villa offers comfort, convenience, and a relaxing Florida lifestyle.

2206 San Marcos Circle Se, Winter Haven
333 Lake Howard Drive Nw Unit 204D, Winter Haven
$145,000
3 Beds ⋅ 2 Baths ⋅ O6437272 MLS ⋅ 1 BLDG.
**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
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