54 photos in the listing
260 Greenfield Road
Winter Haven, FL 33884 · Polk County
$349,900
3
Beds
2
Baths
1,947
Sq ft
1978
Year built
Location
About this home
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.
Facts & features
Interior
- Bedrooms
- 3
- Bathrooms
- 2
- Living area
- 1,947 sq ft
- Stories
- 1
- Flooring
- Tile, Vinyl
- Appliances
- Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
- Features
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Cooling
- Central Air
- Heating
- Central
Exterior & lot
- Lot size
- 0.3 acres
- Construction
- Block
- Roof
- Shingle
- Features
- Lighting
- Pool
- Yes
Financial
- Price / sqft
- $180/sqft
- Annual tax
- $5,885.28
- Tax year
- 2025
- HOA fee
- $1,825
- HOA billed
- Annually
Utilities
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
- Water
- Public
- Sewer
- Public Sewer
Property
- Property type
- Single Family
- Year built
- 1978
- Subdivision
- Cypresswood Greenfield Village
- Days on market
- 1 day
Estimate your monthly cost
Twenty percent down over thirty years at 6.5%. Insurance is not included.
- Principal & interest
- $1,769
- Property tax
- $490
- HOA dues
- $152
- Estimated monthly
- $2,411
Ask about this property
Answered from this listing’s own figures and the sales around it.
Similar homes nearby
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Oct 19, 2026 | Listed | $349,900 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for Winter Haven, FL are not connected yet, so this page does not show them.
About this area
WINTER HAVEN, FL sits in Polk County. Asking prices on the 8 nearest homes we hold run from $215,000 to $334,990, with $314,999 in the middle. Those are asking prices, not closed sales. The MLS record names Elbert Elem (elementary), Denison Middle (middle), Winter Haven Senior (high) as the assigned schools.
Written from this listing’s own record and the homes we hold nearby.
- Elementary school
- Elbert Elem
- Assigned school from the MLS record
- Middle school
- Denison Middle
- Assigned school from the MLS record
- High school
- Winter Haven Senior
- Assigned school from the MLS record
Frequently asked questions
What would 260 GREENFIELD ROAD, WINTER HAVEN cost per month?
About $2,411 a month: $1,769 principal and interest, $490 property tax, $152 HOA. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.
Is 260 GREENFIELD ROAD, WINTER HAVEN priced fairly?
Comparable homes nearby put it between $267,080 and $307,286, with $287,183 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $148 a square foot.
How does 260 GREENFIELD ROAD, WINTER HAVEN compare to nearby homes?
8 comparable properties within three miles. The nearest: 419 GREENFIELD ROAD, WINTER HAVEN, FL at $334,990, 1,924 sq ft, 0.46 miles away; 645 AUGUSTA ROAD, WINTER HAVEN, FL at $309,000, 2,140 sq ft, 0.57 miles away; 731 CANBERRA ROAD, WINTER HAVEN, FL at $325,000, 2,140 sq ft, 0.59 miles away.
How long has 260 GREENFIELD ROAD, WINTER HAVEN been on the market?
It came on the market today.
Has the price of 260 GREENFIELD ROAD, WINTER HAVEN changed?
The price has not moved since it was listed.
How big is 260 GREENFIELD ROAD, WINTER HAVEN?
3 bed, 2 bath, 1,947 square feet. That is $180 a square foot.
What year was 260 GREENFIELD ROAD, WINTER HAVEN built?
Built in 1978.
What is the HOA fee at 260 GREENFIELD ROAD, WINTER HAVEN?
The association fee works out to $152 a month.
What are the property taxes at 260 GREENFIELD ROAD, WINTER HAVEN?
Property tax works out to about $490 a month, $5,885 a year, on the 2025 assessment.
Is 260 GREENFIELD ROAD, WINTER HAVEN still available?
It is still on the market.
Listing
- Listed by
- Kayly Malinas, PA
- Brokerage
- JOHN WOOD REALTY, INC.
- MLS number
- MFR814470311
Listing information is deemed reliable but is not guaranteed.