Lake Bess Country Club Homes with Gated Amenities

Welcome to Lake Bess Country Club, an exquisite subdivision nestled in the heart of Winter Haven, Florida. This charming community is a hidden gem in Polk County, offering a perfect blend of tranquility, luxury, and recreational opportunities. With its stunning lakeside views and lush landscapes, Lake Bess Country Club is not just a place to live; it’s a lifestyle.

One of the standout features of this community is its gated amenities, providing residents with a sense of security and exclusivity. The beautifully manicured entrance leads you into a serene environment where neighbors become friends and families create lasting memories. The community is designed for those who appreciate both comfort and sophistication, with homes that boast modern designs and spacious layouts.

As you explore the homes within Lake Bess Country Club, you’ll discover a variety of styles and sizes, each tailored to meet the needs of today’s discerning buyers. Whether you’re looking for a cozy retreat or a grand family home, you’ll find the perfect fit here. Many residences feature open-concept living spaces, gourmet kitchens, and outdoor patios that invite you to soak in the stunning Florida sunshine.

Beyond the gates, residents enjoy access to a range of amenities, including a sparkling community pool, walking trails, and nearby recreational facilities. With its prime location, Lake Bess Country Club offers easy access to Winter Haven’s vibrant downtown, shopping, dining, and entertainment options, making it an ideal choice for those seeking a balanced lifestyle.

Come and experience the charm of Lake Bess Country Club—where every day feels like a vacation!

Newest Lake Bess Country Club Homes with Gated Amenities

$299,999

3 Beds ⋅ 2 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code

Hurry! Won't last long with this Price Drop! MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back yard neighbors ...JUST the peaceful golf course. BRIGHT & Open Home features Split floor plan with Great Room & Formal Dining together, nice for entertaining. Lovely Kitchen offers Breakfast Nook & CHARMING Built in Shelving. Primary Suite with Tray Ceiling, Walk-in Closet, Dual Sink Vanity, Large Tiled Shower, & Garden Tub with Jets. Crown Molding throughout adds personality! QUALITY Ceiling Fans. FLORIDA ROOM with windows that lock delivers the Most Relaxing GOLF COURSE View. INSIDE Utility. Oversized Garage (28X25) will fit the LARGER VEHICLE, with Golf Cart Garage Door. EXTREMELY WELL MAINTAINED, which means A LOT! New Septic Drainfield installed 7/2026, New Sod, Roof/house/front walk/driveway just pressure washed 2025. A/C & heat pump 2019. Security system and smoke detectors updated in 2019. Lake Bess Country Club INCLUDES 1 of 49 shares to the golf club which = 2 memberships, unlimited Golfing, Driving Range, Putting Green, Community Pool, Clubhouse (conveniently located ACROSS THE STREET), & Lawn Maintenance. YOU WILL LOVE THIS HOME!

221 Golf Aire Boulevard, Winter Haven

$394,000

3 Beds ⋅ 3 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code

PRICE IMPROVEMENT OF $5K MOTIVATED SELLER BEAUTIFUL GATED GOLF COURSE COMMUNITY An exceptional opportunity to own a beautiful 3brm/2.5 bath home nestled on the 4th hole of the highly sought-after Lake Bess Country Club and Golf Course in Winter Haven. As you step inside, you are welcomed by a charming foyer featuring 10-ft ceilings that create an open and airy ambiance throughout the home. The living room, enhanced by a cozy gas fireplace, provides a perfect setting for those cool winter evenings in Florida. This space effortlessly connects to a spacious breakfast nook, both of which open onto a large lanai that offers tranquil views of the golf course, framed by majestic oak trees draped in moss-ideal for an evening glass of wine. Through French doors off the living room, you will find a stunning study\office equipped with built -in wood shelving with additional storage, perfect for work or leisure. The layout thoughtfully includes two generous sized bedrooms and a full bath on this side of the home. At the heart of the house, the well-appointed kitchen is a dream for any cook. It boasts ample space, views of the golf course, and a breakfast nook for casual dining. A bar area allows friends and family to gather and socialize while meals are being prepared. For more formal occasions, the designated dining room offers an elegant setting. The primary suite is an impressive retreat, featuring a tray ceiling, his and hers walk-in closets, and a spacious bathroom equipped with a large shower and vanity. A private water closet and a hidden washer and dryer behind closet doors add to the convenience of this remarkable space. The home also includes an oversized 2-car garage, perfect for tools and a work table. As part of this vibrant community, you'll enjoy access to the clubhouse, community pool and golf course. This hidden gem offers easy access to Legoland, Highway 27, and I-4, making it a prime location for both relaxation and adventure. The purchase price also includes 1 of 49 shares to the golf club which includes 2 free memberships and unlimited Golfing, enhancing the value of this exceptional property. I invite you to discover this property and envision the lifestyle that awaits you at Lake Bess Country Club. Please let me know if you would like to schedule a viewing or if you have any questions.

239 Golf Aire Boulevard, Winter Haven

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