2954 PLANTATION ROAD, Winter Haven, FL, 33884 | $744,900

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.

Features

  • Amenities: Clubhouse, Park, Pickleball Court(s), Playground, Pool, Tennis Court(s)
  • Rooms: 6
  • Bedrooms: 5
  • Baths: 4 full / 1 half
  • Laundry: Laundry Room
  • Year Built: 1989
  • Garage: 3-car
  • Heating: Heat Pump
  • Cooling: Central Air, Zoned
  • Approx Sq. Feet: 4,190
  • Acreage: 0.41
  • Est. Taxes: $7,558
  • HOA Fee: $1,645 Annually
  • View: Golf Course, Trees/Woods, Water
  • Water Front: Yes
  • Elem. School: Garden Grove Elem
  • Middle School: Denison Middle
  • High School: Winter Haven Senior
  • Pool: Heated, In Ground, Lighting, Pool Sweep, Self Cleaning
  • Pet Policy: Cats OK, Dogs OK
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Exhaust Fan, Gas Water Heater, Ice Maker, Refrigerator, Tankless Water Heater, Wine Refrigerator
  • MLS#: P4938830
  • Days on Market: 1 day
  • Website: https://www.raveis.com
    /prop/P4938830/2954plantationroad_winterhaven_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is 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. (last updated 5/29/2026 11:32:07 PM)
Listing courtesy of KELLER WILLIAMS REALTY SMART 1   Phone: 863-508-3000

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

Our Executive Mortgage Banker:

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2954 PLANTATION ROAD, Winter Haven, FL, 33884

$744,900

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $595,920 $595,920 $595,920
Term 360 months 360 months 180 months
Initial Interest Rate** 5.990% 6.375% 5.625%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.370% 6.524% 5.866%
Monthly Tax Payment $630 $630 $630
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,569 $3,718 $4,909
Total Monthly Payment $4,291 $4,440 $5,631

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.