0.7 mi
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With the limited inventory of 3-4 bedroom homes under $390.000 in Winter Garden, this beautiful pond front home will not last long. New 40 yr. Roof, Rear/Back fenced w/black aluminum (looks like wrought iron) fence for the little ones and pets. Office /Nursery/Gym can easily be turned back into 4th bedroom. Gorgeous sunrise views over lake/pond in back yard. Patio screened for privacy. California closets/shelving in all closets. A 4 ft. garage extension was added when built, so tons of extra storage space. Honestly - move in condition.
West on Stoneybrook West Pkwy to right on Towne of Commons Blvd. Must show Drivers and Real Estate License at gate. First left on Tour Pointe Blvd. 2nd Right into Masthead Landing on Masthead Landing Circle. Bear right, home is on the right. Waterfront.
Source: School Digger
Whispering Oak Elementary School
Public • PK - 5 • Serves this home
Distance
Public • 6 - 8 • Serves this home
Distance
Public • 9 - 12 • Serves this home
Distance
Whispering Oak Elementary School
Public • PK - 5 • Serves this home
Distance
Public • PK - 5
Distance
Public • PK - 5
Distance
Keenes Crossing Elementary School
Public • PK - 5
Distance
Public • PK - 5
Distance
Public • PK - 5
Distance
Lake Whitney Elementary School
Public • PK - 5
Distance
William S Maxey Elementary School
Public • PK - 5
Distance
Dillard Street Elementary School
Public • PK - 5
Distance
Public • PK - 5
Distance
Public • 6 - 8 • Serves this home
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Public • 6 - 8
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Public • 6 - 8
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Public • 6 - 8
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Public • 9 - 12 • Serves this home
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Public • 9 - 12
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Public • 9 - 12
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Public • 9 - 12
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Innovation Montessori High School
Public • 9 - 10
Distance
Private • 07 - 12
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The Goddard School - Winter Garden
Private • PK - 12
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Private • 07 - 12
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Private • PK - 12
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Private • PK - 12
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Private • 04 - 12
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Private • 03 - 12
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Private • PK - 12
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Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 2211 RICKOVER PLACE | Listing | 5 | 5 | Oct 30, 2025 | $1,039,000 | Feb 23, 2024 | $931,284 |
| 1134 HARBOR HILL STREET | Listing | 4 | 3 | Nov 15, 2025 | $540,000 | May 21, 2024 | $628,940 |
| 12151 WALKER POND RD | Listing | 5 | 4 | Nov 13, 2025 | $2,975,000 | Feb 23, 2024 | $2,369,040 |
| 349 MORNING VIEW DRIVE | Listing | 7 | 4 | Dec 02, 2025 | $750,000 | Dec 28, 2020 | $454,000 |
| 14429 WABASSO LOOP | 4 | 4 | Oct 23, 2025 | $950,000 | Dec 06, 2025 | - |
| 1984 WINDERMERE ROAD | 6 | 6 | Oct 20, 2025 | $2,050,000 | Dec 06, 2025 | - |
| 4279 ISABELLA CIRCLE | 5 | 5 | Nov 02, 2025 | $2,299,000 | Dec 06, 2025 | - |
| 660 EGRET PLACE DRIVE | 4 | 3 | Oct 29, 2025 | $548,500 | Dec 06, 2025 | - |
| 611 MARSH REED DRIVE | 5 | 4 | Dec 03, 2025 | $589,900 | Dec 06, 2025 | - |
| 1652 Sherbourne Street | 4 | 3 | Nov 11, 2025 | $239,900 | Dec 06, 2025 | - |
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 95,901 | 59,259 | 1,414,552 | 335,858,263 |
| Population Density | 1,479 | 3,760 | 1,566 | 95 |
| People per Household | 2.8 | 2.9 | 2.6 | 2.6 |
| Median Age | 38.6 | 38.4 | 37.3 | 39.1 |
| Median Income | $87,959 | $82,325 | $63,002 | $66,222 |
| Average Income | $40,514 | $37,537 | $33,343 | $35,475 |
| Cost of Living Index | 107 | 110 | 97 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 48°F | 48°F | 49.9°F | 22.6°F |
| July Avg. High Temp | 91.6°F | 91.6°F | 92.2°F | 86.2°F |
| Annual Precipitation | 49.74" | 49.74" | 48.35" | 38" |
6/100
Walk Score ®
26/100
Bike Score ®
The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 33/100.
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0.73 mi
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0.76 mi
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0.8 mi
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0.8 mi
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0.81 mi
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0.46 mi
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0.75 mi
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0.46 mi
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0.52 mi
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0.75 mi
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0.68 mi
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0.8 mi
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0.75 mi
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0.76 mi
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0.8 mi
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0.33 mi
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0.39 mi
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0.63 mi
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0.74 mi
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0.74 mi
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0.74 mi
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0.81 mi
Distance
3 bds • 3 ba • 2,010 sqft
1224 PRIORY CIRCLE, WINTER GARDEN, FL 34787
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3 bds • 3 ba • 1,944 sqft
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2 bds • 2 ba • 2,055 sqft
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3 bds • 2 ba • 2,078 sqft
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2 bds • 2 ba • 1,968 sqft
4202 HAMMERSMITH DRIVE, CLERMONT, FL 34711
4 bds • 2 ba • 1,944 sqft
13044 PINE SAP COURT, CLERMONT, FL 34711
3 bds • 2 ba • 2,105 sqft
3707 FAIRFIELD DRIVE, CLERMONT, FL 34711
3 bds • 2 ba • 2,154 sqft
2289 TWICKINGHAM COURT, CLERMONT, FL 34711
4 bds • 3 ba • 2,000 sqft
2900 HAZE ROAD, CLERMONT, FL 34714
4 bds • 2 ba • 1,963 sqft
1925 NATCHEZ TRACE BOULEVARD, ORLANDO, FL 32818
3 bds • 3 ba • 1,935 sqft
1081 ORANGE TRAILSIDE WAY, OCOEE, FL 34761
3 bds • 3 ba • 1916 sqft
1311 PRIORY CIRCLE
3 bds • 3 ba • 2010 sqft
1224 PRIORY CIRCLE
3 bds • 3 ba • 1840 sqft
1433 PRIORY CIRCLE
3 bds • 3 ba • 1916 sqft
15511 CAMPDEN STREET
3 bds • 3 ba • 1916 sqft
1519 PRIORY CIRCLE
3 bds • 3 ba • 1456 sqft
14804 COSCESTER STREET
2 bds • 3 ba • 1594 sqft
13879 GOLDEN RUSSET DRIVE
3 bds • 2 ba • 1453 sqft
330 SOUTHERN PECAN CIRCLE 204
3 bds • 2 ba • 1453 sqft
330 SOUTHERN PECAN CIRCLE 208
3 bds • 3 ba • 1592 sqft
1428 SCARLET OAK LOOP
2 bds • 3 ba • 1240 sqft
13266 HARBOR SHORE LANE
3 bds • 2 ba • 1453 sqft
1300 EASTERN PECAN PLACE 208
3 bds • 2 ba • 1342 sqft
1352 DANIEL COVE DRIVE
3 bds • 2 ba • 1086 sqft
750 S PARK AVENUE
3 bds • 2 ba • 1713 sqft
403 LAKE AMBERLEIGH DRIVE
2 bds • 1 ba • 696 sqft
634 FOSTER AVENUE
3 bds • 2 ba • 1154 sqft
711 BURCH AVENUE
3 bds • 2 ba • 1010 sqft
618 FOSTER AVENUE
3 bds • 3 ba • 1462 sqft
5235 KEENES PHEASANT DRIVE
3 bds • 3 ba • 1712 sqft
5718 CYPRESS HILL ROAD
Source: Realty.com
14755 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787 is a Single Family 2,258 sq. ft. home listed for sale. Realty.com has 32 photos available of this 4 bed, 2 bath house, listed at $378,900. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 32 photos of 14755 MASTHEAD LANDING CIRCLE.
Our records indicate that 14755 MASTHEAD LANDING CIRCLE was built in 2004.
The full address for this home is 14755 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787.
14755 MASTHEAD LANDING CIRCLE has been listed on Realty.com since Mon February 01, 2021
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 33/100.
There are 3 schools assigned to this home. Check out the schools near 14755 MASTHEAD LANDING CIRCLE. Whispering Oak Elementary School (Grades: PK - 5), Sunridge Middle (Grades: 6 - 8), West Orange High School (Grades: 9 - 12)
Listing provided courtesy of:
Re/max Properties Sw
(tel: 407-352-5800)
Listing agent:
Paul Mcgarigal
(#261060183)
This content last refreshed on 2025-12-06 08:34:01. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 14755 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787 : MLS# O5920727