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

Winter Haven, FL, 33884
$ 744,900
Bedrooms5 Baths4.1 Sq 4,190

Monthly Estimate*

$ 4,586

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Single Family Home for sale in Winter Haven, FL

for $744,900 with 5 bedrooms and 4 full baths, 1 half bath. This 4,190 square foot home was built in 1989 on a lot size of 0.41.

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.

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Single Family Active

Price

$ 744,900

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 7,558

Style

Single Family Residence

Lot Size

0.41

Year Built

1989

Town/City

Winter Haven

County/Region

Polk

MLS | Web ID

P4938830

Features
General
Sewer Public Sewer
Heating Heat Pump
Cooling Central Air Zoned
Utilities Cable Connected Electricity Connected Natural Gas Connected Public Water Connected
Roof Tile
Appliances Bar Fridge Built-In Oven Cooktop Dishwasher Exhaust Fan Gas Water Heater Ice Maker Refrigerator Tankless Water Heater Wine Refrigerator
Zoning PUD
HOA Fee 1645
Garage Spaces 3
Pool Features Heated In Ground Lighting Pool Sweep Self Cleaning
Security Features Gated Community
Construction Materials Block
Pets Allowed Cats OK Dogs OK
Year Built 1989
View Golf Course Trees/Woods Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Canal - Freshwater
Community Features Fishing Clubhouse Deed Restrictions Fitness Center Gated Community - Guard Golf Carts OK Golf Playground Pool Restaurant Sidewalks Tennis Court(s)
Assoc Fee Paid Per Annually
County Polk
New Construction false
Property Type Residential
Association Amenities Clubhouse Park Pickleball Court(s) Playground Pool Tennis Court(s)
Attached Garage true
Subdivision Name CYPRESS PLANTATIONS
Facing Direction Northeast
Garage Y/N true
Total Rooms 6
Full Baths 4
Status Active
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.
High School Winter Haven Senior
City WINTER HAVEN
Association Name Cypresswood Planation Homeowners Association
Senior Community Y/N false
MLS Area 33884 - Winter Haven / Cypress Gardens
Lot Size Units Square Feet
Lot Size Square Feet 18034
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Spa Features Heated In Ground
Elementary School Garden Grove Elem
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 7558.16
Middle/Junior High School Denison Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.youtube.com/watch?v=dUIztC-oqO4
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 184
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
Water View Canal
Minimum Lease No Minimum
Water Access Y/N false
Monthly HOA Amount 137.08
Additional Rooms Bonus Room Family Room Formal Dining Room Separate Formal Living Room Separate
Water View Y/N true
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) High Ceilings Primary Bedroom Main Floor Solid Wood Cabinets Vaulted Ceiling(s) Walk-In Closet(s) Wet Bar
Flooring Carpet Ceramic Tile Hardwood
Furnished Y/N Negotiable
Fireplace Features Gas Living Room
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Courtyard French Doors Irrigation System Lighting Outdoor Grill Outdoor Kitchen Private Yard
Water Source Public
Lot Size Area 18034
Foundation Details Slab
Spa true
Building Area Total 5000
Lot Size Acres 0.41
Road Surface Type Paved
Private Pool true
Waterfront Y/N true
Covered Spaces 3
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* Excluded Features
List By
Keller Williams Realty Smart 1

Broker

getyourkeywithjz@gmail.com

Email

Affordability Calculator

$5,216
Per Month
88%
12%
0%
Monthly Principal & Interest
$4,586
Monthly Property Taxes
$630
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Haven Senior High School High School
Pricing History
DatePricePrice ChangeDescription
5/29/2026$744,900 Listed Price

Map


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2954 PLANTATION ROAD, Winter Haven, FL, 33884 is a Single Family Home for sale at $744,900 with 4,190 sqft and a lot size of 0.41. 2954 PLANTATION ROAD has 5 bedrooms, 4.1 baths, and was built in 1989. The property's zip code is 33884 which is in Winter Haven, FL