$575,000
14755 Masthead Landing Circle
Winter Garden, FL 34787
Listing updated: June 25, 2026 at 2:11 PM ET
Listing courtesy of Susana Jordan Stutsman · Susana Stutsman · MLS #O6408082 · Active · 321-278-0334Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and spacious living areas enhanced by attractive laminate flooring throughout. One of the home's standout features is the serene pond view from the screened lanai. With four bedrooms and versatile living spaces, this home easily accommodates families of all sizes.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history42 days on market
- Status: ActiveMay 14, 2026
- Listed$580,000May 14, 2026
- Price reduced$575,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 42
- Subdivision
- Stoneybrook West
- County
- Orange
- Year built
- 2004
- Living area
- 2,258 sq ft
- Price/sq ft
- $255
- Building area
- 2,814 sq ft (Public Records)
- Lot size
- 5,682 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X
- Garage
- 2 spaces
- Annual taxes
- $8,397 (2025)
- Parcel #
- 33-22-27-8290-07-049
- Zoning
- PUD
- MLS #
- O6408082
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Laminate, Tile
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Interior features
- Open Floorplan, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Ground Level, Oversized
HOA & Financial
- HOA fee
- $760 / Quarterly
- Monthly HOA
- $253/mo
- Total monthly fees
- $253/mo
- Total annual fees
- $3,040
- HOA name
- Castle Management
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer to Verify with HOA
- Approval process
- Buyer to Verify with HOA
Exterior & Construction
- Exterior features
- Lighting, Sidewalk, Sliding Doors
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Fire Hydrant, Water Available
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Foyer | First | 8x12 |
| Living Room | First | 12x16 |
| Dining Room | First | 12x14 |
| Kitchen | First | 12x16 |
| Family Room | First | 15x18 |
| Primary Bedroom | First | 14x17 |
| Primary Bathroom | First | 14x16 |
| Bedroom 2 | First | 13x12 |
| Bathroom 2 | First | 12x10 |
| Bedroom 3 | First | 12x11 |
| Bedroom 4 | First | 11x10 |
| Laundry | First | 8x10 |
| Balcony/Porch/Lanai | First | 12x18 |
Listing Details
- Listing date
- 2026-05-14
- On market date
- 2026-05-14
- Original list price
- $580,000
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-14
- Tax legal description
- STONEYBROOK WEST UNIT 5 53/150 LOT 49 BLK 7
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
Property sale history
Public records14755 MASTHEAD LANDING CIR, Winter Garden 34787
- May 2024$530,000
2,258 sq ft · Built 2004 · 0.1304 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 25, 2026 at 2:11 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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