Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed private POOL deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle.Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven’s very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don’t miss the opportunity to make this incredible home yours.
Property Details
Price:
$349,900
MLS #:
P4940214
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CYPRESSWOOD GREENFIELD VILLAGE
Neighborhood:
33884winterhavencypressgardens
Listed Date:
Oct 19, 2026
Finished Sq Ft:
1,947
Total Sq Ft:
2,947
Lot Size:
12,876 sqft / 0.30 acres (approx)
Year Built:
1978
See this Listing
Schools
Elementary School:
Elbert Elem
Middle School:
Denison Middle
High School:
Winter Haven Senior
Interior
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Tile, Vinyl
Heating
Central
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
In Garage
Levels
One
Exterior
Association Amenities
Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Tennis Court(s)
Attached Garage YN
1
Community Features
Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Golf Carts OK, Golf, Pool, Restaurant, Tennis Court(s)
Construction Materials
Block
Direction Faces
Southwest
Exterior Features
French Doors, Lighting
Lot Features
Landscaped, Level, On Golf Course
Parking Features
Garage Faces Side, Golf Cart Parking
Patio And Porch Features
Deck, Screened
Roof
Shingle
Security Features
Gated Community, Security Lights
View
Golf Course, Trees/Woods, Water
Window Features
Aluminum Frames, Window Treatments
Financial
HOA Fee
$1,825
HOA Fee Frequency
Annually
HOA Includes
24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Pool Maintenance, Private Road
HOA Name
Jonathan Turner
HOA Name 2
Cypresswood Community Association
Tax Year
2025
Taxes
$5,885
Map
Community
- Address260 GREENFIELD ROAD WINTER HAVEN FL
- SubdivisionCYPRESSWOOD GREENFIELD VILLAGE
- CityWINTER HAVEN
- CountyPolk
- Zip Code33884
Subdivisions in WINTER HAVEN
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Oct 19, 2026
813
Single Family Listed
124
Avg DOM
179
Avg $ / SqFt
$326,504
Avg List Price
Property Summary
- Located in the CYPRESSWOOD GREENFIELD VILLAGE subdivision, 260 GREENFIELD ROAD WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33884. It is listed for $349,900 and features 3 beds, 2 baths, and has approximately 1,947 square feet of living space, and was originally constructed in 1978. The current price per square foot is $180. The average price per square foot for Single Family listings in WINTER HAVEN is $179. The average listing price for Single Family in WINTER HAVEN is $326,504. To schedule a showing of MLS#p4940214 at 260 GREENFIELD ROAD in WINTER HAVEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of JOHN WOOD REALTY, INC.. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 260 GREENFIELD ROAD
WINTER HAVEN, FL
