2954 PLANTATION ROAD WINTER HAVEN FL 33884 MLS #P4938830

2954 PLANTATION ROAD
WINTER HAVEN, FL, 33884
$744,900
5 Beds
4.5 Baths
4,190 SqFt
0.41 Acres
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MLS #P4938830 image #0
PRICED BELOW RECENT APPRAISED VALUE OF $795,000 — APPRAISAL AVAILABLE FOR REVIEW! (Real Matterport Tour & Videos in Virtual Tour Links) Rare opportunity to own one of the most desirable waterfront golf course homes in Cypresswood Golf & Country Club. Positioned on a private corner lot overlooking the pond, 4th green, and 5th tee, this extensively updated 5-bedroom, 4.5-bath estate offers nearly 4,200 SQ FT of luxury living with breathtaking views, incredible sunsets, and no rear neighbors.
Inside, soaring ceilings, engineered hardwood floors, custom finishes, a gas fireplace, expansive entertaining spaces, and a completely secret hidden room create a one-of-a-kind luxury experience unlike anything else on the market. The chef’s kitchen features stainless LG appliances, propane gas range, custom cabinetry, oversized island, and seamless flow into the family room and entertainer’s wet bar — all designed around the stunning golf and water views.
The downstairs owner’s suite offers a private retreat with spa-style bath, oversized closet, and direct pool views, while upstairs features spacious guest suites and a dedicated movie room/loft ideal for entertaining, working from home, or multigenerational living. The screened outdoor living area feels like a private resort with a sparkling pool, newer gas heater, outdoor summer kitchen with gas grill, and peaceful panoramic golf course and waterfront scenery.
Major upgrades include new downstairs HVAC (2025), updated engineered hardwood flooring, newer pool equipment and pump, tankless gas water heaters, roof updates and annual inspections, fresh interior paint, and more. Located inside the 24-hour guard-gated Cypresswood Golf & Country Club community featuring championship golf, tennis, pickleball, clubhouse dining, fitness center, and resort-style amenities. Conveniently located near Legoland, Disney, Orlando attractions, top restaurants, shopping, malls, medical facilities, and major highways with easy access to both Tampa and Orlando.
Luxury golf properties with this combination of views, privacy, updates, lot positioning, and value rarely become available.

Property Details

Price:
$744,900
MLS #:
P4938830
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CYPRESS PLANTATIONS
Neighborhood:
33884winterhavencypressgardens
Listed Date:
May 28, 2026
Finished Sq Ft:
4,190
Total Sq Ft:
5,000
Lot Size:
18,034 sqft / 0.41 acres (approx)
Year Built:
1989
WaterfrontPoolTennisPrimary Bedroom Main FloorCommunity GatedCommunity Club House33884 – Winter Haven / Cypress Gardens33884winterhavencypressgardensCypress PlantationsGarden Grove ElemDenison MiddleWinter Haven SeniorPlease Check With Bylaws Attached In DocumentsNo Minimum

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Schools

Elementary School:
Garden Grove Elem
Middle School:
Denison Middle
High School:
Winter Haven Senior

Interior

Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Exhaust Fan, Gas Water Heater, Ice Maker, Refrigerator, Tankless Water Heater, Wine Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Carpet, Ceramic Tile, Hardwood
Heating
Heat Pump
Interior Features
Built-in Features, Ceiling Fan(s), High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Laundry Features
Laundry Room
Levels
Two

Exterior

Association Amenities
Clubhouse, Park, Pickleball Court(s), Playground, Pool, Tennis Court(s)
Attached Garage YN
1
Community Features
Fishing, Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Golf Carts OK, Golf, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
Construction Materials
Block
Covered Spaces
3
Direction Faces
Northeast
Exterior Features
Courtyard, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
Garage Spaces
3
Roof
Tile
Security Features
Gated Community
Spa Features
Heated, In Ground
View
Golf Course, Trees/Woods, Water
Waterfront Features
Canal – Freshwater

Financial

HOA Fee
$1,645
HOA Fee Frequency
Annually
HOA Name
Cypresswood Planation Homeowners Association
HOA Phone
863-234-5100
Tax Year
2025
Taxes
$7,558

Map

Community

Subdivisions in WINTER HAVEN

Market Summary

Current real estate data for Single Family in WINTER HAVEN as of Jun 07, 2026
837
Single Family Listed
113
Avg DOM
181
Avg $ / SqFt
$331,466
Avg List Price

Property Summary

    Located in the CYPRESS PLANTATIONS subdivision, 2954 PLANTATION ROAD WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33884. It is listed for $744,900 and features 5 beds, 5 baths, and has approximately 4,190 square feet of living space, and was originally constructed in 1989. The current price per square foot is $178. The average price per square foot for Single Family listings in WINTER HAVEN is $181. The average listing price for Single Family in WINTER HAVEN is $331,466. To schedule a showing of MLS#p4938830 at 2954 PLANTATION ROAD in WINTER HAVEN, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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2954 PLANTATION ROAD
WINTER HAVEN, FL
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