$744,900
2954 Plantation Road
Winter Haven, FL 33884
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history4 days on market
- Status: ActiveMay 29, 2026
- Listed$744,900May 28, 2026
- Price increased$744,900
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 4
- Subdivision
- Cypress Plantations
- County
- Polk
- Year built
- 1989
- Living area
- 4,190 sq ft
- Price/sq ft
- $178
- Building area
- 5,000 sq ft (Owner)
- Lot size
- 18,034 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12105C0369G)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $7,558 (2025)
- Parcel #
- 27-28-31-000000-023010
- Zoning
- PUD
- MLS #
- P4938830
Interior Details
- Bedrooms
- 5
- Full bathrooms
- 4
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile, Wood
- Appliances
- Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Exhaust Fan, Gas Water Heater, Ice Maker, Refrigerator, Tankless Water Heater, Wine Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- Northeast
- Fireplace
- Yes
Heating & Cooling
- Heating
- Heat Pump
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 3
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $1,645 / Annually
- Monthly HOA
- $137/mo
- Total monthly fees
- $137/mo
- Total annual fees
- $1,645
- HOA name
- Cypresswood Planation Homeowners Association
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- please check with bylaws attached in documents
Exterior & Construction
- Exterior features
- Courtyard, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
- Construction materials
- Block
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Natural Gas Connected, Public, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 21x16 |
| Primary Bathroom | First | 12x17 |
| Living Room | First | 16x17 |
| Office | First | 12x16 |
| Family Room | First | 23x20 |
| Kitchen | First | 17x16 |
Listing Details
- Listing date
- 2026-05-26
- On market date
- 2026-05-28
- Original list price
- $744,900
- Occupant type
- Owner
- MLS area
- 33884 - Winter Haven / Cypress Gardens
- Listing AOR
- East Polk
- Status changed
- 2026-05-29
- Tax legal description
- BEG 2715.74 FT S & 1413.56 FT W OF NE COR OF SEC RUN S 23 DEG 17 MIN 30 SEC E 100 FT S 66 DEG 42 MIN 30 SEC W 164.20 FT M/L TO POND NWLY ALONG WATERS EDGE TO A POINT S 66 DEG 42 MIN 30 SEC W OF POB RUN N 66 DEG 42 MIN 30 SEC E 194.60 FT M/L TO POB BE ING LOT 184 OF UNREC CYPRESSWOOD PLANTATIONS
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Driving Directions: From Hwy 27, head west on Dundee Rd (SR 542), turn left into Cypresswood Blvd, proceed through the 24-hour guard-gated entrance, continue on Cypresswood Blvd, turn right onto Plantation Rd, and the home will be on the left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 1, 2026 at 8:59 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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