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19 Meadowlake Court, Winter Haven
$480,000
4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
New Price Reduction - Priced to Sell! Step into luxury with this stunning ranch-style home in the gated Cypresswood golf community! Nestled on a peaceful cul-de-sac, this spacious 4-bedroom home blends modern elegance with timeless charm, making it the perfect retreat. Inside, wood-look tile flooring flows throughout the main living areas, offering both durability and style. The gourmet kitchen is a dream, featuring brand-new granite countertops, stainless steel appliances, a double oven, fresh backsplash, and an upgraded sink and faucet. A cozy dining nook with enhanced lighting and extra storage makes this space as functional as it is beautiful. Designed for effortless entertaining, the formal dining room opens to a vast living area with vaulted ceilings and a striking, updated fireplace. Custom built-in cabinetry adds character, while a second living space offers a dry bar and additional dining area. Need a home office? A dedicated bonus room makes remote work a breeze. The expansive primary suite is a true sanctuary, complete with a walk-in closet and spa-inspired en-suite featuring granite counters, a luxurious soaker tub, and a spacious walk-in shower. The guest bath boasts another walk-in shower, while a convenient powder room serves the main living areas. Plush carpeting in all bedrooms ensures extra warmth and comfort. Step outside to your private, enclosed pool, perfect for year-round relaxation. The attached two-car garage and long driveway provide ample parking, while upgrades like plantation shutters, crown molding, and a new roof (2022) elevate the home’s value. Enjoy breathtaking golf course views and top-tier community amenities, including a pool, tennis courts, and clubhouse. With easy highway access and proximity to top shopping, dining, and entertainment, this home delivers the best of luxury living and convenience. This is the dream home you’ve been waiting for—schedule your private tour today before it’s gone!

19 Meadowlake Court, Winter Haven

3155 Beauchamp Court, Winter Haven
$455,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
BEAUTIFUL POOL HOME IN THE PLANTATIONS AT DESIRABLE CYPRESSWOOD GOLF & COUNTRY CLUB!!! The Plantations is known for its charming setting, large lots, mature landscaping, friendly neighbors and peaceful environment! Positioned on an extra-large fenced lot on a quiet cul-de-sac, this property has it all. Fully remodeled eat-in kitchen with breakfast bar, granite countertops, soft close cabinetry, stainless steel appliances and large pantry. The floor plan flows with ease. Directly off the foyer is the versatile bonus room with French doors and oversized windows - the perfect spot for an office or flex space. The split-bedroom floor plan affords privacy for all. The spacious primary suite offers lanai and pool access. The en-suite bath features dual sinks, a soaking tub, separate shower and a "true" walk-in closet, making this a comfortable and spacious place to unwind. The main living areas with French doors open out to the large, screened lanai and custom salt-water pool with soothing waterfall. There is an abundance of covered lanai space, perfect for entertaining or enjoying a soak in the free-standing "jacuzzi". The mature landscaping and fence create the perfect backyard for "grillin" and chillin"! This home offers many extras and upgrades including luxury vinyl, wide-plank flooring, white plantation shutters, central vacuum system, a neutral color scheme, and a whole house generator. Enjoy the Florida citrus with grapefruit, orange and lemon trees in the yard - pineapples too! Cypresswood Golf & Country Club is a gated community with a 24-hour guard at the gate, has a fabulous on-site clubhouse with restaurant, lounge, entertainment and activities. You can enjoy the tennis courts, pickleball, fitness center and the community Jr. Olympic sized swimming pool! The community is also a quiet place for a peaceful walk or bike ride - or play the 18-hole golf course - an area favorite! Call us today & view this one-of-a-kind property for yourself!

3155 Beauchamp Court, Winter Haven

340 Greenfield Road, Winter Haven
$420,000
4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
This updated Cypresswood home checks every box — space, privacy, major improvements already completed, and a backyard designed for year-round Florida living. Positioned on a larger lot with NO REAR NEIGHBORS, a long driveway, strong curb appeal, and a DETACHED GARAGE, this property stands out immediately. The sellers have invested in the upgrades that matter: ROOF 2024 - HOT WATER HEATER 2024 - AC 2022 - RE-PLUMBED THROUGHOUT 2020 - POOL PUMP 2019 - NEW SCREENS & NEW POOL DOORS INSTALLED JULY 2025 Move in confidently — the expensive work is already done. Inside, you’ll find LUXURY VINYL PLANK FLOORING (2020) giving the living areas an updated, cohesive feel, along with crown molding, stainless steel appliances, and granite countertops for a polished finish. A real WOOD-BURNING FIREPLACE brings warmth and character to the space, creating a comfortable place to relax. Storage is excellent throughout — the primary bedroom includes a redesigned closet, plus an oversized hallway closet offers impressive additional storage. Beyond that, the home features ample closet space throughout, making organization simple and practical. With 3 bedrooms and 2.5 bathrooms, the floor plan includes a convenient half bath with direct pool access, perfect for outdoor entertaining and everyday use. A formal dining room and dedicated bar area make hosting easy, whether it’s a quiet dinner at home or a full gathering. Outdoors, the LARGE POOL AREA becomes its own destination — ideal for grilling, relaxing, and enjoying weekends under the Florida sun. Updated where it counts, competitively priced, and offering strong value in today’s market — homes like this do not sit. If you’ve been waiting for the right one, this is the one to see.

340 Greenfield Road, Winter Haven

241 Greenfield Road, Winter Haven
$309,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully renovated home in Greenfield Village at Cypresswood Golf & Country Club, perfectly situated on a spacious .37-acre lot on the 13th green. This charming 2-bedroom, 2-bathroom residence features a bright and open layout with a large living area plus an additional family room accented by a cozy brick fireplace and floor-to-ceiling wood built-ins. The brand-new kitchen has been thoughtfully updated with stainless steel appliances, quartz countertops, and all new cabinetry, along with a convenient passthrough window to the large glass-enclosed sunroom with A/C, making entertaining effortless while enjoying the view. The interior also features crown molding, new luxury vinyl plank flooring throughout the living areas, and new carpet in the bedrooms. Both bathrooms have been fully updated and include dual sink his-and-her vanities. Additional highlights include a new roof, a formal dining space, a side-entry two-car garage, fresh front landscaping, and a welcoming covered front porch, all combining to create a move-in-ready home in a desirable golf community setting. Cypresswood Golf & Country Club is a gated community with a 24 hour guard that hosts social and recreational events and features an 18-hole championship golf course designed by award-winning designer Ron Garl. In addition to golf, the facilities include a pro shop, wellness center, lounge, dining rooms, swimming pool, tennis courts, and trails. They also offer excellent practice facilities, including a putting green, chipping green and driving range. Golf carts are allowed throughout the community.

241 Greenfield Road, Winter Haven

318 Greenfield Road, Winter Haven
$305,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
Nestled on a beautifully landscaped and tree shaded lot this well maintained 3 bedroom 2 bathroom home features split bedrooms with ample closets, formal living and dining areas, an expansive family room, breakfast bar in the kitchen and an attached 2 car garage. Additional amenities include an oversized rear screened lanai overlooking a serene kidney-shaped screen-enclosed pool with southerly exposure. Cypresswood Golf & Country Club offers a variety of amenities, including an 18-hole golf course, clubhouse with pro shop and lounge, Jr Olympic swimming pool and a soon-to-be-completed tennis, pickleball and recreation area. Located in close proximity to HWY 27 affords easy access to I-4 and within 1.5 hours of either coast. This ideal location is just a mile down the road from a brand new Publix as well as being conveniently close to shopping, restaurants, and Legoland.

318 Greenfield Road, Winter Haven

180 Greenfield Road, Winter Haven
$269,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
One or more photo(s) has been virtually staged. Welcome to the private, gated Golf Community of Cypresswood. Located close to HWY 27 and minutes to I4. This charming 3 bed 2 bath home is situated on a pond with majestic oak trees and panoramic views. The ceramic tile in the kitchen, dinning room and hallways offer low maintenance. As you enter the living room with dramatic vaulted ceilings, you can look out to your 42'X10' screened in back porch with an inground hot tub. Sit in your hot tub or while eating in your dining room, enjoying sunsets over your pond and golf community. The Cypresswood golf community has tennis courts, restaurant, pool, club house and a 24 hour guard gate for your privacy. A new roof was installed in 2016, A/C 5 years and laminate flooring in the living area 4 years ago.

180 Greenfield Road, Winter Haven

1052 Medinah Drive, Winter Haven
$185,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
Welcome to the affordable lifestyle of living in a Villa within a golf course community. Upon entering the front of the home you will notice a courtyard area on the left and right side of the entrance, which opens up additional outside entertaining space. Once inside the home you will notice it has recently been refreshed with new interior painting throughout, all new flooring, and new stove and dishwasher. As you enter, you will find the open and bright kitchen with all Stainless Steel appliances on the immediate right hand side of entryway. The dining room is open to the living room and it will handle a large dinning room set for company dinning. The living room opens to a slight step down into a less formal family room area which overlooks the lush setting of the tropical, backyard landscaping, a beauty to enjoy from your rear windows. The community clubhouse, restaurant and swimming pool are just a few steps away. The tennis courts and pickle ball courts are currently being resurfaced.

1052 Medinah Drive, Winter Haven

241 Greenfield Road, Winter Haven
$175,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
Tee up your creativity with this spacious 2 bedroom, 2 bath home offering over 2,400 sq ft of living space right on the 13th green! Set on an oversized lot in a gated and guarded community, this home is packed with potential and ready for your personal touch. From the grand double-door entry to the beautiful brick fireplace, there’s timeless charm waiting to shine again. The gourmet kitchen is ideal for home chefs, while the huge Florida room fully under AC is the perfect spot to relax and watch the golfers roll by in comfort year-round. Beyond your back door, enjoy a resort-style lifestyle with an 18-hole championship golf course, clubhouse with a restaurant and lounge, pro shop, and junior Olympic-sized swimming pool. Stay active with six lighted tennis courts, a wellness center, and practice facilities including a driving range and putting green. The community also features walking and biking trails, and a second resort-style pool, plus a full calendar of social and recreational events. This home is a hole in one!!

241 Greenfield Road, Winter Haven

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