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Property Description
Smart Home
SELLER PROVIDING 4.99 INTEREST RATE | MOVE-IN READY | FENCED BACKYARD | MOTIVATED SELLER | GATED & GUARDED COMMUNITY Welcome to Stoneybrook West, one of Winter Garden's most sought-after guard-gated communities. This corner-lot home is move-in ready and has been thoughtfully updated by its current owners, including new flooring and fresh interior paint, making it feel light, bright, and refreshed. The exterior boasts a newer roof (2021), a fully fenced backyard, and professional exterior paint. A true Smart Home, it comes equipped with a hard-wired CAT 6 POE 11-camera 4K security system with 2TB hard drive, custom hurricane panels, 4-ton HVAC with remote access (2018), smart irrigation with satellite sensors (2020), smart garage door control, and outdoor lighting automation. Inside, the open split-bedroom floor plan is perfect for everyday living. The primary suite features a spacious walk-in closet, dual sinks, a soaking tub, walk-in shower, and private water closet. Just off the suite is a versatile flex space, ideal for a nursery, office, or fourth bedroom. The updated kitchen is bright and functional, offering white cabinetry with roll-out shelving, closet pantry, and upgraded appliances, including an oversized French door refrigerator, Bosch whisper-quiet dishwasher, glass-top range, and an oversized microwave. The family room features a working fireplace, creating a warm and inviting focal point. Community amenities are second to none-lake access for boating, fishing, and kayaking, long-term boat storage, and sports courts for tennis, pickleball, basketball, volleyball, soccer, and more. Families will love the junior Olympic-size pool, kiddie splash zone, playground, and the vibrant Town Centre with fitness center, social events, and clubs. All of this in an A-rated school district, just minutes from Winter Garden Village and only 15 miles to Walt Disney World. With quick access to the Turnpike and SR-429, you're connected to all of Central Florida. HOA fees include Spectrum Ultra Internet (550Mbps) and premium cable. Don't miss your chance to own this updated home in a resort-style community. Schedule your private showing today!
Full Property Details
Full Property Details for 14708 Masthead Landing Cir
General
- Sold For: $510,000
- HOA FEE: $239/month
- HOA FEE FREQ.: Quarterly
- Taxes: $8,218 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6340088
- Added to Site: 142 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 12
- Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Family Room
- Appliances: Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Basketball Court, Cable TV, Clubhouse, Fence Restrictions, Fitness Center, Gated, Other, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Storage, Tennis Court(s)
- Pool Description: Child Safety Fence, Gunite, In Ground, Lighting
- Security/Safety: Gated Community, Smoke Detector(s)
Exterior
- Exterior Features: Irrigation System, Lighting, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Patio
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: STONEYBROOK WEST
- Driving Directions: From CR535 to Stoneybrook West Parkway. Turn right into main SBW Entrance (Towne Commons Blvd). At second stop sign turn left on Tour Pointe Blvd. Turn right on Masthead landing. Take another right at stop sign. Home on the left at corner of Masthead Landing Circle and Hawkslade Ct.
- Direction Faces: Southeast
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: Community Boat Ramp, Dock, Fishing, Lake, Private Boat Ramp, Water Access, Waterfront, Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
- Optional Amenities: Basketball Court, Cable TV, Clubhouse, Fence Restrictions, Fitness Center, Gated, Other, Pickleball Court(s
- Association: Yes
- Assoc. Name: Leland Management
- Assoc. Fees Include: 24-Hour Guard, Cable TV, Community Pool, Internet, Manager, Private Road, Recreational Facilities
- Pet Restrictions: Verify pet restrictions with HOA and municipal ordinances.
Heating & Cooling
- Cooling Type: Central Air, Humidity Control
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,190
- Sq. Ft. Source: Owner
- Living Area: 2,190 Sq. Ft.
- Year Built: 2004
Lot Features
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,323
- Lot Size: 8323
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved
- Fencing (Description): Vinyl
Water Features
- Water Access: Yes
- Water Access Desc: Lake
- Water Extras: Yes
- Water Front Desc.: Lake, Waterfront
Financial Considerations
- Association Fee: $718
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- CDD: Yes
- Tax Amount: $8,218.77
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: STONEYBROOK WEST UNIT 5 53/150 LOT 84 BLK 7
- Flood Zone Info: X
- APN: 332227829007084
- Property ID: 332227829007084
- Block/Lot/Section: 7
Get Pre-Approved Today
Schools
Schools serving 14708 Masthead Landing Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Whispering Oak Elementary School 15300 Stoneybrook West Parkway, Winter Garden, FL 34787 | PK-5 | 0.6 mi |
SunRidge Middle School 14955 Sunridge Boulevard, Winter Garden, FL 34787 | 6-8 | 1.1 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14708 Masthead Landing Cir
Date
Details
Price
Change
Source
11/24/2025
Sold
$510,000
-3.77%
MLS
8/29/2025
Listed
$530,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
14708 Masthead Landing Circle, Winter Garden, FL 34787 (MLS# O6340088) is a Single Family property that was sold at $510,000 on November 24, 2025. This property was sold by Louisa Sims from our Winter Park Office.Want to learn more about 14708 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.


