To schedule a showing of 14755 Masthead Landing Circle, Winter Garden, Florida, Call David Shippey at 863-521-4517 TODAY!

$580,000 | 4 beds | 2 full baths | N/A half baths | 2,258 sqft

$580,000 No Recent Price Change
14755 Masthead Landing Circle
Winter Garden, FL 34787
  • 4Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 2,258SqFt
  • 2004Year Built
  • 0.13Acres
  • MLS# O6408082
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market1 month, 7 days
  • Area34787 - Winter Garden/oakland
  • CountyOrange
  • Subdivision Stoneybrook West

Overview

Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and spacious living areas enhanced by attractive laminate flooring throughout. One of the home's standout features is the serene pond view from the screened lanai. With four bedrooms and versatile living spaces, this home easily accommodates families of all sizes.



Agriculture / Farm

Association Fees / Info

Community Features:  Dock, Fitness, Fishing, Golf, Playground, Park, Pool, RecreationArea, TennisCourts, Waterfront, WaterAccess, StreetLights, Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  760

Association:  Yes

Association Amenities:  BasketballCourt, Clubhouse, FitnessCenter, Gated, Playground, Park, Pool, RecreationFacilities, Sauna, Security, TennisCourts

Hoa Fees Frequency:  Quarterly

Association Fee Includes:  AssociationManagement, CommonAreas, Insurance, Pools, RecreationFacilities, ReserveFund, RoadMaintenance, Security, Taxes

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Window Features:  Blinds

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Florida

Pool Features:  Association, Community

Patio:  RearPorch, FrontPorch

Exterior Features:  SprinklerIrrigation, Lighting

Fees / Restrictions

Financial

Original Price:  $580,000

Disclosures:  CovenantsRestrictionsDisclosure

Fencing:  Fenced, Other

Garage / Parking

Parking Features:  Driveway, Garage, GarageDoorOpener, Oversized

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Laminate, Tile

Levels:  One

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, OpenFloorplan, SplitBedrooms, VaultedCeilings, WoodCabinets

Appliances:  Dryer, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer

Lot Info

Direction Remarks:  West on Stoneybrook West Pkwy to right on Towne of Commons Blvd. First left on Tour Pointe Blvd. 2nd right into Masthead Landing on Masthead Landing Circle. Bear right, home is on the right. Waterfront.

Lot Size Units:  Acres

Lot Size Acres:  0.13

Lot Sqft:  5,682

Est Lotsize:  45x110

Lot Desc:  NearGolfCourse, OutsideCityLimits, PrivateRoad

Misc

Other

Special Conditions:  None

Security Features:  FireHydrants

Other Rooms Info

Property Info

Section:  33

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  1

Total Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  13

Sqft Info

Sqft:  2,258

Bulding Area Sqft:  2,814

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  049

Tax Legal Description:  STONEYBROOK WEST UNIT 5 53/150 LOT 49 BLK 7

Tax Block:  07

Tax Annual Amount:  8397.3

Tax Book Number:  53/150

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, WaterAvailable

Waterfront / Water

View:  Yes

Water Body Name:  POND

View:  Pond, Water

Schools

Elem:  Whispering Oak Elem

Middle:  Sunridge Middle

High:  West Orange High

Directions

West on Stoneybrook West Pkwy to right on Towne of Commons Blvd. First left on Tour Pointe Blvd. 2nd right into Masthead Landing on Masthead Landing Circle. Bear right, home is on the right. Waterfront.

This listing courtesy of Susana Jordan Stutsman 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
On davidshippey.com since Thu, May 14th 2026
No Property History recorded for this listing.

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-22-2026 9:19 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

If you have any questions on 14755 Masthead Landing Circle, Winter Garden, Florida, please call David Shippey at 863-521-4517.


MLS# O6408082 located at 14755 Masthead Landing Circle, Winter Garden, Florida is brought to you by David Shippey REALTOR®

14755 Masthead Landing Circle, Winter Garden, Florida has 4 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 14755 Masthead Landing Circle, Winter Garden, Florida is O6408082.
The price for 14755 Masthead Landing Circle, Winter Garden, Florida is $580,000.
The status of 14755 Masthead Landing Circle, Winter Garden, Florida is Active.
The subdivision of 14755 Masthead Landing Circle, Winter Garden, Florida is Stoneybrook West.
The home located at 14755 Masthead Landing Circle, Winter Garden, Florida was built in 2026.