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.
For sale
$393,000
260 Greenfield Rd, Winter Haven, FL 33884
3beds
1,947sqft
Est.:
Single Family Residence
Built in 1978
0.3 Acres Lot
$-- Zestimate®
$202/sqft
$152/mo HOA
What's special
Screen-enclosed pool deckEn suite bathroomSerene pond viewsThoughtfully designed split-bedroom floorplanCircular driveSolid wood cabinetrySpacious walk-in closet
- 40 days |
- 691 |
- 32 |
Zillow last checked: 7 hours ago
Listing updated: March 09, 2026 at 11:37am
Listing Provided by:
Kayly Malinas, PA 863-258-1426,
JOHN WOOD REALTY, INC. 863-324-9663
Source: Stellar MLS,MLS#: P4937787
Originating MLS: East Polk

Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Granite Counters, Makeup/Vanity Space, Stone Counters, Water Closet/Priv Toilet, Walk-In Closet(s)
- Level: First
- Area: 221 Square Feet
- Dimensions: 13x17
Kitchen
- Features: Breakfast Bar
- Level: First
- Area: 110 Square Feet
- Dimensions: 10x11
Living room
- Level: First
- Area: 252 Square Feet
- Dimensions: 14x18
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
- Laundry: In Garage
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)
- Flooring: Tile, Vinyl
- Doors: French Doors
- Windows: Aluminum Frames, Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 2,947
- Total interior livable area: 1,947 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Side, Golf Cart Parking
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck, Screened
- Exterior features: Lighting
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Screen Enclosure
- Has view: Yes
- View description: Golf Course, Trees/Woods, Water, Pond
- Has water view: Yes
- Water view: Water,Pond
Lot
- Size: 0.3 Acres
- Dimensions: 111 x 114
- Features: Landscaped, Level, On Golf Course
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 272829000000024150
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1978
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
Community & HOA
Community
- Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Pool, Restaurant, Tennis Court(s)
- Security: Gated Community, Security Lights
- Pet fee: $0 monthly
- Subdivision: CYPRESSWOOD GREENFIELD VILLAGE
HOA
- Has HOA: Yes
- Amenities included: Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Tennis Court(s)
- Services included: 24-Hour Guard, Common Area Taxes, Community Pool, Reserve Fund
- HOA fee: $152 monthly
- HOA name: Jonathan Turner
- Second HOA name: Cypresswood Community Association
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $202/sqft
- Tax assessed value: $292,583
- Annual tax amount: $5,885
- Date on market: 2/10/2026
- Cumulative days on market: 40 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/10/2026 | Listed for sale | $393,000+124.6%$202/sqft |
Source: | ||
| 8/8/2013 | Sold | $175,000-7.8%$90/sqft |
Source: Stellar MLS #P4625257 Report a problem | ||
| 4/28/2013 | Listed for sale | $189,900+26.6%$98/sqft |
Source: JOHN WOOD REALTY #P4625257 Report a problem | ||
| 2/4/2010 | Sold | $150,000-7.7%$77/sqft |
Source: Public Record Report a problem | ||
| 7/15/2004 | Sold | $162,500+13.2%$83/sqft |
Source: Stellar MLS #P4529555 Report a problem | ||
| 2/10/1997 | Sold | $143,500$74/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,478 +6.7% | $266,797 +10% |
| 2023 | $5,133 +9.4% | $242,543 +10% |
| 2022 | $4,692 +12.1% | $220,494 +10% |
| 2021 | $4,186 +1.4% | $200,449 +1.9% |
| 2020 | $4,129 +7.3% | $196,634 +9.5% |
| 2019 | $3,848 -0.9% | $179,624 +4.5% |
| 2018 | $3,883 +4.1% | $171,949 +5.1% |
| 2017 | $3,729 +7.3% | $163,662 +4.5% |
| 2016 | $3,474 -0.4% | $156,682 -0.3% |
| 2015 | $3,487 +1.9% | $157,212 -0.8% |
| 2014 | $3,422 +11% | $158,553 +19.5% |
| 2013 | $3,082 +11.1% | $132,654 +10% |
| 2012 | $2,775 -13.3% | $120,595 -14.9% |
| 2011 | $3,201 -1.5% | $141,781 -3% |
| 2010 | $3,249 -16.5% | $146,176 -13.2% |
| 2009 | $3,892 +16.5% | $168,338 -12.7% |
| 2008 | $3,342 | $192,799 |
| 2007 | -- | -- |
| 2006 | $4,541 | -- |
| 2005 | -- | -- |
| 2004 | $3,214 +4.3% | -- |
| 2003 | $3,080 +38.4% | $130,190 +10.8% |
| 2002 | $2,225 +2% | $117,469 +1.6% |
| 2001 | $2,181 | $115,619 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,602/mo
Principal & interest
$1946
Property taxes
$504
HOA Fees
$152
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Climate risks
Neighborhood: 33884
Nearby schools
GreatSchools rating
- 1/10Elbert Elementary SchoolGrades: PK-5Distance: 4.2 mi
- 3/10Denison Middle SchoolGrades: 6-8Distance: 5.2 mi
- 3/10Winter Haven Senior High SchoolGrades: 9-12Distance: 5 mi
Schools provided by the listing agent
- Elementary: Elbert Elem
- Middle: Denison Middle
- High: Winter Haven Senior
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 33884
- Florida
- Polk County
- Dundee
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