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$560,000
4 Beds ⋅ 4 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code
Welcome to this refined sanctuary where timeless elegance meets Florida’s tranquil landscape. On a premium golf-adjacent lot within the guarded, gated community, 2964 Plantation Road blends gracious scale, luminous living and multi-generational flexibility in one seamless layout. Upon arrival, you are greeted by mature landscaping, a circular drive and side-entry access to a three-car garage, with stunning views of golf course fairways and water views. Enter inside to discover over 3,600 square feet of thoughtfully designed space. Formal living and dining rooms flow with grace and purpose, while a custom wet bar offers effortless entertaining. The split floor plan is crafted for privacy and connection. The primary suite is complete with dual vanities, walk-in closets, a garden tub, separate shower and private pool access. On opposite wing rests an en-suite bedroom, complete with full bath and independent access. Ideal for multigenerational living, guest privacy or an upscale in-law suite. Two additional bedrooms share a dual bath, while a half bath serves daily living or poolside use. Gourmet gathering begins in the kitchen, including a center island with gas range, generous counter space and views out toward the lanai. The breakfast nook offers a comfortable space for everyday dining, complemented by a nearby utility room and a flexible bonus room. Going outside, this home’s soul lives in its outdoor realm. A pool and spa, and a summer kitchen complete with built-in grill, sink and prep station, invite all-day alfresco living. A covered lanai frames those golf and pond vistas beautifully, offering shade and breeze for lounging or entertaining. Cypresswood is a full-amenity, guard-gated community with an 18-hole golf course, clubhouse with restaurant and lounge, tennis and pickleball, fitness/wellness center, and social programming. A $10,000 seller concession and one-year home warranty.

2964 Plantation Road, Winter Haven

$440,000
4 Beds ⋅ 3 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code
NEW PRICE, JUST REDUCED!!! ON THE GOLF COURSE! CUSTOM BUILT 4 BEDROOM 2.5 BATH POOL HOME IN CYPRESSWOOD GOLF & COUNTRY CLUB'S PLANTATIONS! This beautiful home is on an oversized lot that offers space and privacy with fabulous golf course views & a circular driveway that accommodates ample parking for guests. Step into the foyer that leads to a large, open and bright living area with fireplace and triple sliding glass doors to the lanai. Enjoy the formal dining room with oversized windows & Plantation shutters. The hardwood floors in the main living area are gorgeous. The spacious kitchen with lots of storage has cabinets galore and a long breakfast bar, a dream for busy cooks! Adjacent to the kitchen is a cozy nook for informal dining overlooking the lanai, pool, Jacuzzi & golf course! The expansive primary suite is a true retreat with French doors that open to the lanai and pool area & the en-suite bath is complete with walk-in closets, dual vanities, a jetted bathtub and separate shower. Plenty of room for everyone with the three additional bedrooms, all large rooms with nice closets and privacy for all. The guest room has pool and lanai access through the French doors. Enjoy the golf course views from the screened lanai featuring a sparkling pool & spa. Entertaining is a breeze on the covered lanai with built-ins and TV. This home has been lovingly maintained. New roof in 2020, new hot water heater in 2026, freshly painted interior in 2026, Plantation shutters throughout, utility room with large laundry sink, oversized garage and the whole house generator is included. Cypresswood residents enjoy "the good life" in this golf community that features a 24-hour guarded entrance gate, 18-hole championship golf course, junior Olympic sized community pool, tennis & pickle ball facilities. The clubhouse includes a Pro Shop, bar & restaurant, making it easy to enjoy an active social lifestyle! Biking & walking are relaxing in Cypresswood with Resort style perks in an established & sought-after community that is convenient to shopping, dining, entertainment, medical and in close proximity to LEGOLAND and major highways. Call now to view this exceptional property and make it your own!!

2984 Plantation Road, Winter Haven

$435,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code
Enjoy serene golf-front living in this beautifully designed 3BR/2BA home, perfectly positioned to capture golf course frontage and tranquil water views—especially from the private screened patio off the primary suite. A versatile bonus room offers the ideal space for a home office or flex use, and the entire home is wired for surround sound. Thoughtfully equipped for comfort and efficiency, the property features an irrigation well for lush landscaping and a whole-home Generac generator (less than 5 years old) for peace of mind. Inside, a cozy gas fireplace anchors the living area, while the open, spacious floor plan is perfect for both everyday living and entertaining. An expansive screened porch overlooks the golf course and peaceful pastureland, providing exceptional privacy and scenic views. The primary suite is a true retreat, complete with its own screened sitting porch, a spa-like bath with a jetted tub, a walk-in shower, a double vanity, and a bright solarium. The well-appointed kitchen includes a walk-in pantry and built-in shelving, and the oversized laundry room offers a utility sink and abundant cabinetry. Additional highlights include an oversized 3-car garage with extra storage and a paver driveway installed within the last two years. Located in a desirable guard-gated golf course community with amenities including a restaurant, pool, and tennis courts, this home offers a rare opportunity to enjoy relaxed, resort-style living. First time on the market!

2968 Plantation Road, Winter Haven

$415,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code
BEAUTIFULLY MAINTAINED, ONE OWNER POOL HOME IN DESIRABLE CYPRESSWOOD GOLF & COUNTRY CLUB PLANTATIONS!!! The Plantations is known for its charming setting, large lots, mature landscaping, friendly neighbors and peaceful streets to walk or bike ride! The entry into Cypresswood is manned with a 24hr security guard. You will want to call this property "home" the moment you arrive in the driveway with the oversized 3-car, side-load garage with ample parking for multiple vehicles and the garage interior is flanked with built-in cabinets. This property boasts the perfect split bedroom floor plan, and it would be easy to convert the "flex" space into a 4th bedroom. The primary suite is large and has access to the pool, spa & lanai with brick pavers. An en-suite bathroom features a walk-in shower, separate jetted tub and loads of great closet space. The spacious kitchen is "the heart of the home" and positioned perfectly for enjoying all of the action as it overlooks the large island, granite bar, breakfast nook, pool & family room. The family room is massive with vaulted ceilings and cozy brick fireplace. The sliding glass doors lead to a screened lanai with brick pavers and a huge sparkling swimming pool, spa, wet bar & awesome entertaining areas! You will experience incredible outdoor living in this home! There is room for everyone with a large dining room and separate "flex" space for a 4th bedroom, work-out room or separate living room. There are so many "extras" in this home! Newer roof in 2019, newer gas hot water heater, central vac, skylights, pool bath, walk-in closets, indoor laundry room, utility sink and a "skeeter beater" protector in the garage! Truly one-of-a-kind, come see how beautiful it is to live in Cypresswood Golf & Country Club! Enjoy golf, tennis, pool, pickleball, fitness center & clubhouse with restaurant & so convenient to shopping, LEGOLAND, restaurants, medical and all of the Central Florida attractions! Call us today for your private viewing!!!

2997 Plantation Road, Winter Haven