Under contract-accepting backup offers. **Virtual staging in formal living and dining rooms. Video available.** Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW with a distant golf course view. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!
Property Details
Price:
$615,000
MLS #:
O6429897
Status:
Active Under Contract
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
STONEYBROOK WEST
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 3, 2026
Finished Sq Ft:
2,648
Total Sq Ft:
3,300
Lot Size:
5,814 sqft / 0.13 acres (approx)
Year Built:
2005
See this Listing
Schools
Elementary School:
Whispering Oak Elem
Middle School:
SunRidge Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Laminate, Vinyl
Heating
Central
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Traditional
Association Amenities
Basketball Court, Cable TV, Clubhouse, Fitness Center, Gated, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
Attached Garage YN
1
Community Features
Community Boat Ramp, Fishing, Lake, Water Access, Waterfront, Clubhouse, Fitness Center, Gated Community – Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
Northwest
Exterior Features
Irrigation System, Lighting, Other, Rain Gutters, Sidewalk, Sliding Doors
Garage Spaces
2
Lot Features
City Lot, In County, Landscaped, Level, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Front Porch, Patio, Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Gated Community, Smoke Detector(s)
View
Water
Waterfront Features
Lake, Waterfront, Pond
Window Features
Blinds, Shades, Window Treatments
Financial
HOA Fee
$730
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Internet, Private Road, Recreational Facilities
HOA Name
Castle Group
HOA Phone
800.337.5850
Tax Year
2025
Taxes
$4,671
Map
Community
- Address14827 MASTHEAD LANDING CIRCLE WINTER GARDEN FL
- SubdivisionSTONEYBROOK WEST
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Aug 29, 2026
826
Single Family Listed
112
Avg DOM
279
Avg $ / SqFt
$758,299
Avg List Price
Property Summary
- Located in the STONEYBROOK WEST subdivision, 14827 MASTHEAD LANDING CIRCLE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $615,000 and features 4 beds, 3 baths, and has approximately 2,648 square feet of living space, and was originally constructed in 2005. The current price per square foot is $232. The average price per square foot for Single Family listings in WINTER GARDEN is $279. The average listing price for Single Family in WINTER GARDEN is $758,299. To schedule a showing of MLS#o6429897 at 14827 MASTHEAD LANDING CIRCLE in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 14827 MASTHEAD LANDING CIRCLE
WINTER GARDEN, FL
