14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

$615,0004 Beds3 Baths2,648 Sq. Ft.$232 / sq. ft.

WINTER GARDEN, FL 34787 · MLS# O6429897 · Active · STONEYBROOK WEST

Status
Active
Type
Single Family Residence
Year Built
2005
Days on Market
4
Lot Size
5,814 sqft
MLS #
O6429897
County
Orange

Description of 14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

**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. 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 for 14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

Bathrooms Full
2
Bathrooms Half
1
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
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Flooring
Ceramic Tile, Laminate, Vinyl
Heating
Central
Cooling
Central Air
Furnished
Negotiable
Architectural Style
Traditional
Garage Spaces
2
Attached Garage
Yes
Parking Features
Driveway, Garage Door Opener
Pool Private
No
Property Condition
Completed
Direction Faces
Northwest

Building Information for 14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

Building Area Total
3300
Building Area Units
Square Feet
Stories Total
2
Association
Yes
Association Fee
$730
Association Fee Frequency
Quarterly
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
Pets Allowed
Yes
Security Features
Gated Community, Smoke Detector(s)

Property Information for 14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

Lot Features
City Lot, In County, Landscaped, Level, Sidewalk
Lot Size Square Feet
5,814
Waterfront
Yes
Waterfront Features
Lake, Waterfront, Pond
View
Water
Construction Materials
Block, Stucco
Roof
Shingle
Exterior Features
Irrigation System, Lighting, Other, Rain Gutters, Sidewalk, Sliding Doors
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

Parcel Number
332227829007043
Tax Annual Amount
$4,671
Tax Year
2025
Tax Legal Description
STONEYBROOK WEST UNIT 5 53/150 LOT 43 BLK 7
Zoning
PUD
County Or Parish
Orange

Schools Near 14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

Elementary School
Whispering Oak Elem
Middle School
SunRidge Middle
High School
West Orange High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$4,050/mo
Principal & Interest
$3,110
Property Taxes
$389
Home Insurance
$308
HOA Dues
$243

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787 · See all Winter Garden homes for sale

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More information about 14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

14827 MASTHEAD LANDING CIRCLE is a single family home for sale in WINTER GARDEN, FL 34787. This property was listed for sale on August 3, 2026 by KELLER WILLIAMS ELITE PARTNERS III REALTY, it's currently listed at $615,000. This listing's school district is Orange Public Schools. Nearby schools include Whispering Oak Elem, SunRidge Middle and West Orange High. 14827 MASTHEAD LANDING CIRCLE is a 4-bed, 3-bath, 2,648 sqft single family home built in 2005.