$3,200
14755 Masthead Landing Circle
Winter Garden, FL 34787
Listing updated: June 5, 2026 at 9:47 PM ET
Listing courtesy of Susana Jordan Stutsman · Susana Stutsman · MLS #O6405739 · Active · 321-278-0334Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
About this home
Complete application required with copy of applicant's driver's license. Complete credit reports for all adults required, proof of income (last two paystubs, last 2 months bank statements). Only 1 pet permitted. Located in Stoneybrook West community. Water view!
Local Insight
At $1/sqft, this 2004 home in Stoneybrook West is priced aggressively low—you're looking at a property that needs serious scrutiny for condition issues, foundation problems, or flood risk that might explain the steep discount relative to the growing Winter Garden market. The water view and no HOA are genuine pluses, but verify what that water proximity means for insurance costs and flood zone designation before getting attached to the price tag. With Orange County's explosive growth trajectory pushing this area toward 73k residents, the location could appreciate, but right now the real question is whether this deal is a value play or a value trap.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history13 days on market
- Status: ActiveMay 27, 2026
- Listed$3,200May 7, 2026
- Price increased$3,200
Facts & features
- Property type
- Residential Lease
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 13
- Subdivision
- Stoneybrook West
- County
- Orange
- Year built
- 2004
- Living area
- 2,258 sq ft
- Price/sq ft
- $1
- Building area
- 2,814 sq ft (Public Records)
- Lot size
- 5,682 sq ft
- Garage
- 2 spaces
- Parcel #
- 33-22-27-8290-07-049
- MLS #
- O6405739
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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
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- HOA name
- Castle Group
- Min lease term
- 8-12 Months
Exterior & Construction
- Exterior features
- Lighting, Sidewalk, Sliding Doors
- 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
- 2026-05-07
- On market date
- 2026-05-07
- Original list price
- $3,200
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-27
Location
Directions
West on Stoneybrook West Parkway to right on Towne of Commons Blvd. First left on Tour Pointe Blvd. 2nd right into Masthead Landing on Masthead Landing Circle.
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 5, 2026 at 9:47 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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