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$580,000 Just Listed
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Full Property Details for 14755 Masthead Landing Cir
General
- Price: $580,000
- HOA FEE: $253/month
- HOA FEE FREQ.: Quarterly
- Taxes: $8,397 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6408082
- Updated: 5/14/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 13
- Interior Features: Open Floorplan, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Laminate, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Park, Playground, Pool, Recreation Facilities, Sauna, Security, Tennis Court(s), Vehicle Restrictions
Exterior
- Exterior Features: Irrigation System, Lighting, Sidewalk, Sliding Doors
- Deck/Patio: Front Porch, Rear Porch
- Porch/Patio/Deck: Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Ground Level, Oversized
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: STONEYBROOK WEST
- Driving Directions: West on Stoneybrook West Pkwy to right on Towne of Commons Blvd. First left on Tour Pointe Blvd. 2nd right into Masthead Landing on Masthead Landing Circle. Bear right, home is on the right. Waterfront.
- Direction Faces: West
School Information
- Elementary School: Whispering Oak Elem
- Middle School: SunRidge Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Dock, Fishing, Water Access, Waterfront, Association Recreation - Owned, Deed Restrictions, Fitness Center, Golf, No Truck/RV/Motorcycle Parking, Park, Playground, Pool, Sidewalks, Tennis Court(s)
- Optional Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Park, Playground, Pool, Recreation F
- Association: Yes
- Assoc. Name: Castle Management
- Assoc. Fees Include: 24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Fidelity Bond, Insurance, Manager, Pool Maintenance, Private Road, Recreational Facilities, Security
- Pet Restrictions: Buyer to Verify with HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water District: POND
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Fire Hydrant, Street Lights, Water Available
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds
- Stories/Levels: One
- Square Feet: 2,258
- Sq. Ft. Source: Public Records
- Year Built: 2004
Lot Features
- Property View: Water
- Lot Size (Acres): 0.13
- Lot Size (Sq. Ft.): 5,682
- Lot Size: 5682
- Lot Dimensions: 45 x 110
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Other
Water Features
- Water View: Yes
- Water Front Name: POND
- Water Front Desc.: Waterfront
Financial Considerations
- Association Fee: $760
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $8,397.3
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: STONEYBROOK WEST UNIT 5 53/150 LOT 49 BLK 7
- Flood Zone Info: X
- APN: 332227829007049
- Property ID: 332227829007049
- Block/Lot/Section: 7
Listed by Susana Jordan Stutsman
Schools serving 14755 Masthead Landing Cir
| Name | Grades | Distance |
|---|---|---|
Whispering Oak Elementary School 15300 Stoneybrook West Parkway, Winter Garden, FL 34787 | PK-5 | 0.7 mi |
SunRidge Middle School 14955 Sunridge Boulevard, Winter Garden, FL 34787 | 6-8 | 1 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 2.8 mi |
Price & Sales History for 14755 Masthead Landing Cir
Tax History for 14755 Masthead Landing Cir
Estimate the Cost for 14755 Masthead Landing Cir
14755 Masthead Landing Circle, Winter Garden, FL 34787 (MLS# O6408082) is a Single Family property with 4 bedrooms and 2 full bathrooms. 14755 Masthead Landing Circle is currently listed for $580,000 and was received on May 14, 2026. Want to learn more about 14755 Masthead Landing Circle? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

