Lake Bess Country Club Homes for Sale

Lake Bess Country Club Homes for Sale

Welcome to Lake Bess Country Club, a serene and picturesque subdivision nestled in the heart of Winter Haven, Florida. This charming community offers a perfect blend of tranquility and recreation, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and sparkling waterways, Lake Bess Country Club embodies the quintessential Florida lifestyle.

The homes for sale in this delightful neighborhood are as diverse as the residents who call it home. From spacious single-family residences to cozy villas, you'll find a variety of architectural styles that cater to different tastes and preferences. Many of these homes boast modern amenities, open floor plans, and beautiful outdoor spaces, perfect for entertaining or simply enjoying the warm Florida sunshine.

Living in Lake Bess Country Club means embracing an active lifestyle. Residents have access to a range of recreational facilities, including a beautiful golf course, tennis courts, and walking trails that meander around the stunning lake. The community is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

As a resident of Lake Bess Country Club, you'll enjoy a strong sense of community, with friendly neighbors and regular social events that foster connections and camaraderie. Whether you're looking for a peaceful retreat or an active lifestyle, this subdivision has it all. Explore the homes for sale today and discover the perfect place to create lasting memories in beautiful Winter Haven, FL!

Newest Lake Bess Country Club Homes for Sale

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
208 Golf Aire Boulevard, Winter Haven
$219,900
3 Beds ⋅ 2 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code
Live the Florida lifestyle in this 3 bedroom, 2 bath w/office on the the Lake Bess Country & Golf club; a desirable, gated community with no age restrictions in Winter Haven. The layout of the home enhances a welcoming and roomy atmosphere. As you enter you are greeted by a large entry foyer that opens up to a spacious living room. The high ceilings and large double pane windows allow natural light to flood the home. Life at Lake Bess Country Club is about more than just owning a home—it's embracing a lifestyle. Enjoy unlimited access to the immaculately maintained executive golf course, relax by the heated community pool, gather with neighbors at the clubhouse, or simply enjoy the gentle breeze while watching golfers pass by from the comfort of your own backyard. The monthly HOA fee of $500 includes lawn care, shrub maintenance, the heated community pool, and clubhouse access, as well as, unlimited golf on the beautifully maintained executive course—an outstanding value for those who love the game. If you've been searching for spectacular views, a peaceful setting, and maintenance-free Florida living in a secure gated community, this is the one. Schedule your private showing today!

208 Golf Aire Boulevard, Winter Haven
221 Golf Aire Boulevard, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code
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 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 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
239 Golf Aire Boulevard, Winter Haven
$349,999
3 Beds ⋅ 3 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code
A PHENOMENAL PRICE IMPROVEMENT OF $44K SERIOUSLY 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 for a GREAT price. 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. This is one of the largest floor plans in Lake Bess Country Club. 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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