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$699,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,452 Sq. Ft.
  • Updated 2 hours ago
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Beautiful Water-View Pool Home in Gated Golf Course Community - Winter Garden Welcome to this stunning, fully renovated pool home nestled within a gated golf course community in Winter Garden. Offering breathtaking water views and exceptional indoor-outdoor living, this home combines luxury, comfort, and an unbeatable lifestyle. Wake up each morning in your spacious primary suite, where serene water views create the perfect start-and end-to your day. Step outside onto the expansive balcony overlooking the water, ideal for morning coffee, evening entertaining, or enjoying Florida's spectacular sunsets. The private backyard oasis features a sparkling pool and generous patio space, perfect for relaxing weekends or hosting unforgettable gatherings. Inside, the home has been thoughtfully updated with modern finishes and meticulous attention to detail throughout. Major improvements-including a newer roof, exterior paint, and water heater-provide added peace of mind and move-in-ready convenience. Residents enjoy access to the community amenity center, which features a fitness gym, resort-style pool, and tennis courts-bringing recreation and leisure just steps from your door. With its prime waterfront setting, gated golf course location, and impressive amenities, this exceptional Winter Garden residence offers the very best of Florida living. Schedule your private showing today and experience this remarkable home for yourself. Home has solar panels that could be assumable for $170 a month.

Full Property Details for 14627 Masthead Landing Cir

General

  • Price: $699,000
  • HOA FEE: $243/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $9,570 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6385967
  • Updated: Today (3/4/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 3
  • Interior Features: Eating Space In Kitchen, Living Room/Dining Room Combo, Solid Wood Cabinets
  • Fireplace: Yes
  • Fireplace(s): Family Room, Gas, Living Room, Non Wood Burning
  • Appliances: Dishwasher, Electric Water Heater, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Porcelain Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside

Additional Information

  • Shared Amenities: Fitness Center, Gated, Playground, Recreation Facilities, Tennis Court(s)
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Heated, In Ground, Screen Enclosure, Tile
  • Spa: Yes
  • Spa Description: Heated
  • Security/Safety: Gated Community, Smoke Detector(s)

Exterior

  • Exterior Features: Balcony, Lighting, Rain Gutters
  • Deck/Patio: Covered, Deck, Patio, Porch, Screened
  • Porch/Patio/Deck: Covered, Deck, Patio, Porch, Screened

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • 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 429S, exit 19, continue straight into Stoneybook West parkway. Turn right on main guarded entrance.
  • Direction Faces: Southwest

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: Fishing, Private Boat Ramp, Fitness Center, Golf, Irrigation-Reclaimed Water, Playground, Tennis Court(s)
  • Optional Amenities: Fitness Center, Gated, Playground, Recreation Facilities, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Stoneybrook West/Leland Properties

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Heat Pump

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Sprinkler Meter, Sprinkler Recycled, Street Lights

Structural Information

  • Exterior Const.: Stone, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,452
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Property View: Golf Course, Pool, Water
  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,168
  • Lot Size: 6168
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Water Features

  • Water View: Yes
  • Water Extras: Yes

Green Features

  • Water Conservation: Irrigation-Reclaimed Water

Financial Considerations

  • Association Fee: $730
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $9,570.2
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: STONEYBROOK WEST UNIT 5 53/150 LOT 78 BLK 7
  • Flood Zone Info: X
  • APN: 332227829007078
  • Property ID: 332227829007078
  • Block/Lot/Section: 7

Listed by Citarelli Realty Group Llc

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Listing agent

— 14627 Masthead Landing Cir —

  • Citarelli Realty Group Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 14627 Masthead Landing Cir

School District:Orange County School District
NameGradesDistance
Whispering Oak Elementary School
15300 Stoneybrook West Parkway, Winter Garden, FL 34787
PK-50.6 mi
SunRidge Middle School
14955 Sunridge Boulevard, Winter Garden, FL 34787
6-81.1 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122.9 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 14627 Masthead Landing Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/04/2026
Listed
$699,000
89.56%
MLS
3/23/2018
Sold
$368,740
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 14627 Masthead Landing Cir

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,093
—
$547,710
3%
2024
$9,093
66%
$529,498
54%
2023
$5,478
6%
$342,954
6%
2021
$5,148
-4%
$323,267
-3%
2022
$5,337
4%
$332,965
2%
2021
$5,148
1%
$325,405
1%
2019
$5,103
16%
$320,703
18%
2018
$4,388
2%
$272,819
2%
2017
$4,284
—
$267,208
2%
2016
$4,275
-2%
$261,712
1%
2015
$4,343
-7%
$259,893
14%
2014
$4,690
14%
$227,404
10%
2013
$4,117
—
$206,731
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Citarelli Realty Group Llc

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14627 Masthead Landing Circle, Winter Garden, FL 34787 (MLS# O6385967) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 14627 Masthead Landing Circle is currently listed for $699,000 and was received on March 04, 2026. Want to learn more about 14627 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.

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