Skip to content
Photo 1 of 90
Photo 1 of 90 — 2954 PLANTATION ROAD, WINTER HAVEN, FL 33884
View all 90 photos

2954 PLANTATION ROAD, WINTER HAVEN, FL 33884

CYPRESS PLANTATIONS · Polk County

Key Facts

5Beds
5Baths
5,000Sq Ft
1989Year Built
0.41Lot (acres)
3Garage
2Stories

Description

Under contract-accepting backup offers. 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 Information

Property Type

Residential

Sub-Type

Single Family Residence

Year Built

1989

Stories

2

Living Area

5,000 sq ft

Lot Size

0.41 acres

Garage Spaces

3

Ownership

Fee Simple

Zoning

PUD

Days on Market

11

MLS® Listing#

P4938830

Property Features

Interior

Built-in FeaturesHigh CeilingsVaulted Ceiling(s)Walk-In Closet(s)Wet Bar

Exterior

CourtyardLightingOutdoor GrillOutdoor KitchenPrivate Yard

Appliances

Bar FridgeCooktopDishwasherExhaust FanGas Water HeaterIce MakerRefrigeratorTankless Water HeaterWine Refrigerator

Cooling

Central AirZoned

Heating

Heat Pump

Flooring

CarpetCeramic TileWood

Fireplace

GasLiving Room

Pool

HeatedIn GroundPool SweepPrivate

Parking

Attached

Laundry

Laundry Room

Lot Features

Waterfront

Construction

Block

Foundation

Slab

Roof

Tile

Security

Gated Community

Community

GatedClubhouseFitness CenterGolfPlaygroundPoolRestaurantSidewalksTennis Court(s)

Utilities

Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedWater Connected

Sewer

Public Sewer

Water Source

Public

Rooms

  • Family Room23x20First
  • Kitchen17x16First
  • Living Room16x17First
  • Master Bathroom12x17First
  • Master Bedroom21x16First
  • Office12x16First

Schools

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

Financial Details

HOA

$1,645 / Annually

Cypresswood Planation Homeowners Association

Annual Taxes

$7,558

Tax year 2025

Parcel Number

27-28-31-000000-023010

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.

Affordability Calculator

$148,980

Estimated monthly payment

$3,965/mo

Principal $595,920 · Est. interest $831,361 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in WINTER HAVEN, FL

$395,139
Median Listing Price
74
Median Days on Market
1,851
Median Sq Ft
$220
Median Price / Sq Ft
2,168
Active Listings
  • This home’s price is 89% above the area median.
  • Its price per sq ft is 32% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in WINTER HAVEN, FL.

Location

Map showing the location of 2954 PLANTATION ROAD, WINTER HAVEN, FL 33884

Getting Around

Walk
Bike

Points of Interest in WINTER HAVEN, FL

Showing the WINTER HAVEN area map.

Nearby Schools

  • Calvary Kids Preschool

    School · 1.2 mi away

  • Garden Grove Elementary School

    Elementary · 1.5 mi away

  • Phoenix Christian Academy

    School · 2.1 mi away

  • Cypress Oaks School

    Elementary · 2.3 mi away

  • Don E Woods Opportunity Center

    Secondary · 2.4 mi away

  • Dundee Elementary School

    Elementary · 2.4 mi away

  • Hope Creative School

    School · 3.0 mi away

  • Dundee Ridge Middle School

    Secondary · 3.4 mi away

  • Elbert Elementary School

    Elementary · 3.6 mi away

  • Winter Haven Christian School

    Elementary · 3.7 mi away

  • Chain of Lakes Elementary School

    Elementary · 3.7 mi away

  • Parkland Baptist Church

    School · 3.9 mi away

  • Hand Prints Academy

    School · 4.3 mi away

  • Winter Haven High School

    Secondary · 4.3 mi away

  • Ereen's Little Learners

    School · 4.3 mi away

  • Chain of Lakes Collegiate High School

    Secondary · 4.3 mi away

  • Brigham Academy

    School · 4.3 mi away

  • Denison Middle School

    Secondary · 4.6 mi away

  • F.S.C.A.

    School · 4.8 mi away

  • Sonshine Preschool

    School · 4.8 mi away

Commute Calculator

Travel mode

Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

Moving Cost Estimate

EXIT Agents in WINTER HAVEN

Listing Courtesy: KELLER WILLIAMS REALTY SMART 1 - 863-508-3000

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.

Last Updated: 2026-05-26

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by East Polk. MLS® Listing#P4938830. © 2026EXIT Realty®. All rights reserved.