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$393,000
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Property Description
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 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. AGENTS, please see remarks.
Full Property Details
Full Property Details for 260 Greenfield Rd
General
- Price: $393,000
- HOA FEE: $152/month
- HOA FEE FREQ.: Annually
- Taxes: $5,885 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: P4937787
- Updated: 2/10/2026
- Added to Site: 11 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 3
- 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
- Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
- Furnishings: Negotiable
- Flooring: Tile, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: In Garage
Additional Information
- Shared Amenities: Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Tennis Court(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Screen Enclosure
- Security/Safety: Gated Community, Security Lights
Exterior
- Exterior Features: French Doors, Lighting
- Deck/Patio: Deck, Screened
- Porch/Patio/Deck: Deck, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Faces Side, Golf Cart Parking
Location
- Area: 33884 - Winter Haven / Cypress Gardens
- County: Polk
- Development Name: 33884 - Winter Haven / Cypress Gardens
- Subdivision: CYPRESSWOOD GREENFIELD VILLAGE
- Driving Directions: Highway 27 South to Dundee Road (west); Cypresswood entrance on south side of Dundee Road.
- Direction Faces: Southwest
School Information
- Elementary School: Elbert Elem
- Middle School: Denison Middle
- High School: Winter Haven Senior
Community
- Community Name: 33884 - Winter Haven / Cypress Gardens
- Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Pool, Restaurant, Tennis Court(s)
- Optional Amenities: Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Faci
- Association: Yes
- Assoc. Name: Jonathan Turner
- Assoc. Fees Include: 24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund
- Pet Restrictions: Buyer/buyer's agent responsible to verify any and all pet restrictions with Homeowners' Association.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Windows: Aluminum Frames, Window Treatments
- Stories/Levels: One
- Square Feet: 1,947
- Sq. Ft. Source: Public Records
- Year Built: 1978
Lot Features
- Property View: Golf Course, Trees/Woods, Water
- Lot Size (Acres): 0.3
- Lot Size (Sq. Ft.): 12,876
- Lot Size: 12876
- Lot Dimensions: 111 x 114
- Street/Road Desc.: Paved
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: $1,825
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $5,885.28
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: BEG 886.93 FT N & 2769.59 FT E OF SW COR OF SEC RUN N 48 DEG 04 MIN 34 SEC E 132 FT S 18 DEG 34 MIN 08 SEC E 137.95 FT S 64 DEG 51 MIN 32 SEC W 96 FT TO PT ON CURVE NWLY ALONG CURVE A CHORD DISTANCE OF 100 FT TO POB BEING LOT 32 OF UNRE CYPRESSWOOD
- Flood Zone Info: AE
- APN: 272829000000024150
- Property ID: 272829000000024150
Listed by John Wood Realty, Inc.
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Schools
Schools serving 260 Greenfield Rd
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Elbert Elementary School 205 15th Street Northeast, Winter Haven, FL 33881 | PK-5 | 4.2 mi |
Denison Middle School 400 Avenue A Southeast, Winter Haven, FL 33880 | 6-8 | 5.2 mi |
Winter Haven Senior High School 600 6th Street Southeast, Winter Haven, FL 33880 | 9-12 | 5 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 260 Greenfield Rd
Date
Details
Price
Change
Source
2/10/2026
Listed
$393,000
124.57%
MLS
8/08/2013
Sold
$175,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 260 Greenfield Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,751
2%
$287,425
-2%
2024
$5,613
7%
$292,583
2%
2023
$5,268
25%
$285,913
43%
2021
$4,220
-13%
$200,449
-22%
2022
$4,827
14%
$258,175
31%
2021
$4,220
19%
$196,634
14%
2017
$3,535
—
$171,949
5%
2017
$3,535
3%
$163,662
4%
2016
$3,432
-2%
$156,682
—
2015
$3,501
-10%
$157,212
-12%
2019
$3,883
9%
$179,624
13%
2014
$3,564
15%
$158,553
20%
2013
$3,097
—
$132,654
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 260 Greenfield Rd
260 Greenfield Road, Winter Haven, FL 33884 (MLS# P4937787) is a Single Family property with 3 bedrooms and 2 full bathrooms. 260 Greenfield Road is currently listed for $393,000 and was received on February 10, 2026. Want to learn more about 260 Greenfield Road? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

