14827 MASTHEAD LANDING CIRCLE Winter Garden, FL $ 615,000
14827 MASTHEAD LANDING CIRCLE
$ 615,000
Recently Listed
Share Save

14827 MASTHEAD LANDING CIRCLE

Winter Garden, FL, 34787
$ 615,000
Bedrooms4 Baths2.1 Sq 2,648

Monthly Estimate*

$ 3,883

14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 1
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 2
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 3
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 4
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 5
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 6
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 7
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 8
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 9
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 10
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 11
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 12
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 13
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 14
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 15
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 16
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 17
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 18
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 19
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 20
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 21
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 22
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 23
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 24
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 25
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 26
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 27
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 28
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 29
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 30
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 31
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 32
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 33
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 34
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 35
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 36
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 37
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 38
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 39
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 40
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 41
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 42
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 43
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 44
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 45
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 46
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 47
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 48
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 49
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 50
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 51
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 52
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 53
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 54
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 55
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 56
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 57
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 58
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 59
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 60
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 61
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 62
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 63
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 64
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 65
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 66
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 67
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 68
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 69
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 70
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 71
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 72
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 73
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 74
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 75
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 76
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 77
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 78
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 79
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 80
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 81
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 82
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 83
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 84
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 85
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 86
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 87
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 88
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 89
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 90
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 91
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 92
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 93
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 94
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 95
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 96
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 97
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 98
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 99
14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL 34787 - Image 100
View a Virtual Tour

Single Family Home for sale in Winter Garden, FL

for $615,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,648 square foot home was built in 2005 on a lot size of 0.13.

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!

See more

Single Family Active

Price

$ 615,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 4,670

Style

Traditional

Lot Size

0.13

Year Built

2005

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6429897

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Connected Electricity Connected Fiber Optics Phone Available Sewer Connected Sprinkler Recycled Street Lights Underground Utilities Water Connected
Roof Shingle
Appliances Dishwasher Disposal Dryer Electric Water Heater Range Range Hood Refrigerator Washer
Zoning PUD
HOA Fee 730
Garage Spaces 2
Association Fee Includes 24-Hour Guard Cable TV Community Pool Internet Private Road Recreational Facilities
Patio/Porch Features Front Porch Patio Porch Rear Porch Screened
Architectural Style Traditional
Security Features Gated Community Smoke Detector(s)
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2005
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Waterfront Pond
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)
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
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 true
Subdivision Name STONEYBROOK WEST
Facing Direction Northwest
Garage Y/N true
Total Rooms 10
Full Baths 2
Status Active
Directions West on Stoneybrook West Pkwy from 535 take 2nd right into Stoneybrook West (across from Whispering Oak Elementary) straight onto Towne Commons Blvd. left on Tour Pointe right onto Masthead Landing Cir. left onto Masthead Landing Circle house will be on your right.
High School West Orange High
City WINTER GARDEN
Association Name Castle Group
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 5814
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Whispering Oak Elem
Property Attached Y/N true
Land Lease Y/N false
Tax Annual Amount 4670.87
Home Warranty Y/N false
Middle/Junior High School SunRidge Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6429897
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
TaxOtherAnnualAssessmentAmount 646
Tax Lot 43
Legal Description STONEYBROOK WEST UNIT 5 53/150 LOT 43 BLK 7
Water View Pond
Water Access Type Pond
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 243.33
Additional Rooms Attic Den/Library/Office Family Room Formal Dining Room Separate Formal Living Room Separate Inside Utility
Water View Y/N true
Flood Zone Code X
In Law Suite YN false
DockY/N false
See more
Interior
Interior Amenities 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
Flooring Ceramic Tile Laminate Vinyl
Furnished Y/N Negotiable
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Shades Window Treatments
Fireplace Y/N false
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 3
See more
Exterior
Exterior Amenities Irrigation System Lighting Other Rain Gutters Sidewalk Sliding Doors
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Parking Features Driveway Garage Door Opener
Lot Features City Lot In County Landscaped Level Sidewalk
Water Source Public
Lot Size Area 5814
Foundation Details Slab
Spa false
Building Area Total 3300
Lot Dimensions 57 x 110
Lot Size Acres 0.13
Road Surface Type Paved
Private Pool false
Waterfront Y/N true
Covered Spaces 2
Road Frontage Type Street Paved
See more
* Excluded Features
List By
Keller Williams Elite Partners Iii Realty

Broker

tennillebiggers@kw.com

Email

Affordability Calculator

$4,272
Per Month
91%
9%
0%
Monthly Principal & Interest
$3,883
Monthly Property Taxes
$389
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
8/3/2026$615,000 Listed Price

Map


See all

14827 MASTHEAD LANDING CIRCLE, Winter Garden, FL, 34787 is a Single Family Home for sale at $615,000 with 2,648 sqft and a lot size of 0.13. 14827 MASTHEAD LANDING CIRCLE has 4 bedrooms, 2.1 baths, and was built in 2005. The property's zip code is 34787 which is in Winter Garden, FL