UPSCALE HOME IN CYPRESSWOOD GOLF COMMUNITY. REDUCED! Beautifully remodeled and ready for the discerning buyer. Large 3 BR/2BA patio home located in beautiful Cypresswood Golf Community. This home features updated gourmet kitchen, remodeled baths, newer roof, whole house Generac generator with new 10 year warranty, natural gas instant hot water heater, new refrigerator 2022, new gas range, new garage door opener, Bosch dishwasher, real wood/bamboo flooring, volume ceilings, wood burning fireplace, AC-2016, paver driveway and walks, replumbed-2016---too many upgrades to list!! 3rd bedroom is being used as the dining room but easily converted back to bedroom. Master suite with extra large bathroom, 7 ft tiled shower, large walk-in closet. Located in beautiful, gated golf community that features club house w/pub, newly remodeled community pool, tennis, pickleball, golf, and so much more. Affordable HOA! Owner is Realtor.
For sale
$334,900
416 Sandestin Dr, Winter Haven, FL 33884
3beds
1,744sqft
Est.:
Single Family Residence
Built in 1986
8,355 Square Feet Lot
$-- Zestimate®
$192/sqft
$158/mo HOA
What's special
Remodeled bathsExtra large bathroomMaster suiteCommunity poolWood burning fireplaceVolume ceilingsNewer roof
- 304 days |
- 245 |
- 11 |
Zillow last checked: 7 hours ago
Listing updated: February 25, 2026 at 05:54am
Listing Provided by:
Sharon Watson 863-557-4800,
CENTURY 21 WATSON & MYERS REALTY 863-324-1000
Source: Stellar MLS,MLS#: P4929557
Originating MLS: East Polk

Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 216 Square Feet
- Dimensions: 18x12
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Balcony porch lanai
- Level: First
- Area: 120 Square Feet
- Dimensions: 12x10
Foyer
- Level: First
- Area: 35 Square Feet
- Dimensions: 7x5
Kitchen
- Level: First
- Area: 221 Square Feet
- Dimensions: 17x13
Living room
- Level: First
- Area: 405 Square Feet
- Dimensions: 27x15
Heating
- Central, Electric, Natural Gas
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Laundry: Inside, Laundry Closet
Features
- Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Walk-In Closet(s)
- Flooring: Bamboo, Carpet, Ceramic Tile
- Doors: French Doors
- Windows: Double Pane Windows, Window Treatments
- Has fireplace: Yes
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 2,467
- Total interior livable area: 1,744 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Deck, Patio, Porch, Rear Porch, Screened, Side Porch
- Exterior features: Irrigation System, Private Mailbox, Sprinkler Metered
- Has view: Yes
- View description: Garden
Lot
- Size: 8,355 Square Feet
- Features: In County, Level, Near Golf Course
- Residential vegetation: Trees/Landscaped
Details
- Parcel number: 272829000000044860
- Zoning: PUD
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida
- Property subtype: Single Family Residence
Materials
- Block, Cedar, HardiPlank Type, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1986
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected
Green energy
- Energy efficient items: Appliances, Insulation, Water Heater, Windows
- Indoor air quality: HVAC Filter MERV 8+
- Construction elements: Renewable Materials
Community & HOA
Community
- Features: Clubhouse, Fitness Center, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Pool, Restaurant, Tennis Court(s)
- Security: Gated Community, Security System
- Subdivision: CYPRESSWOOD MEADOWS
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pool, Security, Tennis Court(s)
- Services included: Community Pool, Pool Maintenance, Private Road, Recreational Facilities
- HOA fee: $158 monthly
- HOA name: Meadows HOA/John Tasin
- HOA phone: 863-280-6299
- Second HOA name: Cypresswood Community Association
- Pet fee: $0 monthly
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $192/sqft
- Tax assessed value: $230,043
- Annual tax amount: $1,593
- Date on market: 3/14/2024
- Cumulative days on market: 513 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/25/2026 | Listed for sale | $334,900$192/sqft |
Source: | ||
| 2/20/2026 | Pending sale | $334,900$192/sqft |
Source: | ||
| 11/25/2025 | Price change | $334,900-1.2%$192/sqft |
Source: | ||
| 10/13/2025 | Price change | $339,000-3.1%$194/sqft |
Source: | ||
| 7/18/2025 | Price change | $349,900-1.4%$201/sqft |
Source: | ||
| 5/12/2025 | Listed for sale | $354,900-2.8%$203/sqft |
Source: | ||
| 9/27/2024 | Listing removed | $365,000$209/sqft |
Source: | ||
| 9/3/2024 | Price change | $365,000-1.1%$209/sqft |
Source: | ||
| 3/14/2024 | Listed for sale | $369,000+188.3%$212/sqft |
Source: | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 8/2/2016 | Listing removed | $128,000+16.4%$73/sqft |
Source: Owner #2704678 Report a problem | ||
| 10/5/2015 | Sold | $110,000-14.1%$63/sqft |
Source: Public Record Report a problem | ||
| 6/23/2015 | Price change | $128,000+2.4%$73/sqft |
Source: Owner Report a problem | ||
| 6/3/2015 | Price change | $125,000-10.4%$72/sqft |
Source: Owner Report a problem | ||
| 4/3/2015 | Price change | $139,500+0.4%$80/sqft |
Source: Keller Williams - Lakeland #L4704528 Report a problem | ||
| 3/28/2015 | Price change | $139,000-7%$80/sqft |
Source: Smart Realty of Polk Inc dba Keller Williams Realty #L4704528 Report a problem | ||
| 2/10/2015 | Listed for sale | $149,500$86/sqft |
Source: Smart Realty of Polk Inc dba Keller Williams Realty #L4704528 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $1,152 +2.9% | $128,769 +3% |
| 2023 | $1,119 +3.1% | $125,018 +3% |
| 2022 | $1,086 +0% | $121,377 +3% |
| 2021 | $1,086 +1.1% | $117,842 +1.4% |
| 2020 | $1,074 +0.6% | $116,215 +2.3% |
| 2019 | $1,068 -27.4% | $113,602 +1.9% |
| 2018 | $1,470 +2.7% | $111,484 +2.1% |
| 2017 | $1,432 +41.5% | $109,191 +2.1% |
| 2016 | $1,012 -45.2% | $106,945 -12.3% |
| 2015 | $1,847 -12.8% | $121,896 -1.9% |
| 2014 | $2,118 +129.4% | $124,198 +27% |
| 2013 | $923 +3.7% | $97,806 +1.7% |
| 2012 | $890 -26.3% | $96,171 -16.9% |
| 2011 | $1,208 -2.3% | $115,797 -0.3% |
| 2010 | $1,236 -0.8% | $116,149 +2.7% |
| 2009 | $1,246 +6.3% | $113,095 +0.1% |
| 2008 | $1,172 | $112,982 |
| 2007 | -- | -- |
| 2006 | $1,436 | -- |
| 2005 | -- | -- |
| 2004 | $1,256 +2.6% | -- |
| 2003 | $1,224 +0.8% | $98,992 +2.4% |
| 2002 | $1,215 +2.2% | $96,672 +1.6% |
| 2001 | $1,189 | $95,150 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,212/mo
Principal & interest
$1624
Property taxes
$430
HOA Fees
$158
More affordability tools
Climate risks
Neighborhood: 33884
Nearby schools
GreatSchools rating
- 1/10Elbert Elementary SchoolGrades: PK-5Distance: 3.7 mi
- 3/10Denison Middle SchoolGrades: 6-8Distance: 4.7 mi
- 3/10Winter Haven Senior High SchoolGrades: 9-12Distance: 4.5 mi






