
14755 Masthead Landing Cir, Winter Garden, FL 34787
What This House Offers
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! MLS# O6405739
Unit
- $3,200 / month
- 4 Beds
- 2 Baths
- 2258 sq. ft.
- Available Now
Home Features
- Views
Community Features
- Garages
14755 Masthead Landing Cir is a single-family home for rent in Winter Garden, FL
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Due at Application
- Application Fee Per Applicant$100
Due at Move-In
- Security Deposit - Refundable$3,200
- Garage
Dogs
- Dogs Allowed
Restrictions
Tenant to Verify with HOA
Cats
- Cats Allowed
Restrictions
Tenant to Verify with HOA
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Home Details
Views
- Pond Views
Home Design
- Built in 2004
- Single Family Detached Home
Interior Spaces
- Open Floorplan
- Vaulted Ceiling
- Living Room
- Entrance Foyer
- Inside Utility
- Sliding Doors
- Dining Room
- Family Room
- 2258 Sq Ft Home
- 1-Story Property
- Blinds
Kitchen
- Solid Wood Cabinet
- Range
- Microwave
- Dishwasher
- Disposal
Flooring
- Tile
- Concrete
- Laminate
Bedrooms and Bathrooms
- Split Bedroom Floorplan
- 2 Full Bathrooms
- 4 Bedrooms | 2 Bathrooms
- 4 Bedrooms
Laundry
- Laundry Room
- Dryer
- Washer
Parking
- 2 Car Attached Garage
- Oversized Parking
- Garage Door Opener
- Driveway
- Ground Level Parking
Outdoor Features
- Front Porch
- Exterior Lighting
Lot Details
- 38 Feet of Pond Waterfront
- 5682 Sq Ft Lot
- Private Lot
- West Facing Home
- Fenced
- Lot Dimensions are 45x110
- Irrigation Equipment
Location
- Property is near golf course
Schools
- Whispering Oak Elementary School
- Sunridge Middle School
- West Orange High School
Utilities
- Thermostat
- Central Heating and Cooling System
- Cable TV Available
- Public Water Source
- Water Available
- Electricity Connected
- Public Sewer
Listing and Financial Details
- Security Deposit $3,200
- Property Available on 2026-06-01
- 12-Month Minimum Lease Term
- $100 Application Fee
- Assessor Parcel Number 33-22-27-8290-07-049
- Tenant pays for cleaning fee
- The owner pays for grounds care
- 8 to 12-Month Minimum Lease Term
- Residential Lease
Community Details
Overview
- Property has a Home Owners Association
- Castle Group Association, Phone Number (800) 337-5850
- The community has rules related to fencing, no truck, recreational vehicles, or motorcycle parking, vehicle restrictions
- Stoneybrook West Subdivision
- Total HOA Annual Fees
- Total HOA Monthly Fees
- Association Owns Recreation Facilities
Amenities
- Clubhouse
- Sauna
Recreation
- Golf Course Community
- Fitness Center
- Community Pool
- Tennis Courts
- Community Basketball Court
- Recreation Facilities
- Community Playground
- Park
Pet Policy
- Pets Allowed
- 1 Pet Allowed
Security
- Gated Community
- Security Service
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Winter Garden, FL 34787

Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) 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. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Area Scores
Walkability
Somewhat walkable20 / 100
Driveability
Exceptionally drivable90 / 100
Bikeability
Somewhat bikeable30 / 100
Travel and Transit


Local Education
Primary and Secondary Schools
Starchild Academy Winter Garden
Grades PK-5
Private
Whispering Oak Elementary School
Grades PK-5
Public
SunRidge Middle School
Grades 6-8
Public
Family Christian School
Grades K-8
Private
West Orange High School
Grades 9-12
Public
Calvary Christian School
Grades PK-12
Private
Data provided by GreatSchools.org © 2026. All rights reserved.
Colleges and Universities
School
Commute Time (Distance)
Valencia College, West Campus
Drive: 24 min (13.8 mi)
Discover Johns Lake, Winter Garden, FL
Shopping Centers
Shoppers will appreciate 14755 Masthead Landing Cir proximity to Stoneybrook West Village II, Avamar Crossings, and Stoneybrook West Village. Stoneybrook West Village II is 1.4 miles away, and Avamar Crossings is within a 23 minute walk.
Parks and Recreation
Recreational activities near 14755 Masthead Landing Cir are plentiful. Discover 1 park within 4.8 miles, including George Bailey Park.
Airports
Living in Johns Lake provides easy access to Orlando International, located just 38 minutes from 14755 Masthead Landing Cir. Another nearby airport is Orlando Sanford International, located 43.6 miles away.
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