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729 Main Street, Windermere, FL 34786

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For Sale

$2,295,000

5 beds • 4 baths • 3,950 sqft

Estimated Payment

$ 13,994 /mo. †

6.67% APR for 30 yrs.
$26,198 in taxes
Change Loan Terms

  • Single Family Detached
    Property type

  • $581.01
    Price per square foot

  • 6-10 Years Old
    Age

  • Pool
    Amenities

Explore this Property

This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small-town Windermere living. The attention to detail in every feature from the stunning architectural design to the thoughtfully designed interiors is remarkable. With its premium corner lot location, this home is not only a private oasis but also perfectly situated to take advantage of the vibrant and community-oriented lifestyle in Downtown Windermere. Key highlights that stand out are, 1. PRIME LOCATION: Nestled on a spacious 0.37-acre corner lot in the heart of Downtown Windermere, providing easy access to local amenities, tennis courts, events and lake activities.2.EXQUISITE CRAFTSMANSHIP: Rich wood finishes, solid wood beams, spray foam insulation, energy efficient doors and windows, recently added temperature controlled 1,000+ bottle wine cellar and unique details throughout create a warm yet sophisticated ambiance.3. GOURMET CHEF'S KITCHEN: High-end Wolf appliances, large walk-in pantry, and farmhouse-inspired design perfect for entertaining or family gatherings.4. INDOOR-OUTDOOR LIVING: Heated saltwater pool, the summer kitchen including hibachi cooktop and inviting lanai seamlessly integrate with the interior living spaces for year-round enjoyment.5. MASTERFUL LAYOUT: Spacious bedrooms, versatile lofts, luxurious master suite with vaulted ceilings and two walk in closets, relaxing outdoor spaces on the front porch and backyard oasis and expansive driveway.6. MODERN CONVENIENCES: Energy-efficient features, remote controlled window shades, smart home lighting, natural gas generator, security cameras, gas fireplace, dual ovens, dual dishwashers, dual kitchen sinks and a climate-controlled 4-car garage ideal for car enthusiasts.7. CHARMING COMMUNITY: Enjoy golf-cart-friendly streets, farmer s markets, food trucks, parks, enchanting boutiques, boating on the Butler Chain of Lakes and the new village center opening soon. This property offers a rare blend of luxury, functionality, and a welcoming community vibe. It s a dream home for anyone seeking an elegant yet relaxed lifestyle in one of Central Florida s most desirable locations. This home is move in ready and perfect for you!
MLS# S5116063

Courtesy Of Coldwell Banker Residential Real Estate

(407) 647-1211

Property Features

  • Age
    6-10 Years Old
  • Amenities
    Pool, Ceiling Fan
  • Appliances
    Dishwasher, Dryer, Garbage Disposer, Range, Refrigerator, Washer, Water - Softener
  • Architecture Style
    Other
  • Fireplace
    Fireplace
  • Floor Covering
    Carpet, Concrete, Tile, Tile - Ceramic, Wood
  • Heating System
    Fireplace
  • Lot Size
    0.37 Acres
  • Rooms
    Den, Dining Room, Family Room, Kitchen, Living Room, Loft, Media Room

Map and Directions

Directions to 729 Main Street, Windermere, FL 34786

Home seller CENTURY 21 Carioti

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(877) 968-7221
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Mortgage Calculator

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Monthly Payment Breakdown

  • Principle and Interest
    $11,811
  • Property Taxes
    $2,183
  • Hazard Insurance
    $0
  • Private Mortgage Insurance
    $0
  • HOA Dues
    $0
  • Total Monthly Payment:
    $13,994

Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

Schools

Windermere Elementary School

Grades KG-5 Public School

Windermere, FL 34786 1.3 miles
11125 park ave

633 total students
15:1 Student teacher ratio

School Rating: A+

School Details

Gotha Middle School

Grades 6-8 Public School

Windermere, FL 34786 2.9 miles
9155 gotha rd

1125 total students
18:1 Student teacher ratio

School Rating: C

School Details

Olympia High School

Grades 9-12 Public School

Orlando, FL 32835 1.7 miles
4301 s apopka vineland rd

2960 total students
23:1 Student teacher ratio

School Rating: B

School Details
Other Nearby Schools Distance Type Grades School Rating
Holy Family Catholic School 1.7 miles Private PK-8
Chain Of Lakes Middle School 1.7 miles Public 6-8 D+
Windy Ridge School 2.3 miles Public KG-8 A-
Thornebrooke Elementary School 2.3 miles Public PK-5 A
Windermere Preparatory School 2.4 miles Private PK-12
Windemere Preparatory School 2.5 miles Private KG
Palm Lake Elementary School 2.5 miles Public KG-5 A-
Premier Academy 2.7 miles Private PK-1
Lake Whitney Elementary School 2.8 miles Public KG-5 A+
Sunset Park Elementary School 2.8 miles Public KG-5 A
The Crenshaw School 2.9 miles Private KG-12
Southwest Middle School 2.9 miles Public 6-8 B
Windermere High School 3 miles Public 9-12 A-
Westpointe Elementary School 3.1 miles Public KG-5 B+
Metrowest Elementary School 3.1 miles Public KG-5 D+
Westbrooke Elementary School 3.3 miles Public KG-5 A+
Cranium Academy 3.4 miles Private PK-5

Holy Family Catholic School

Distance: 1.7 miles

Type Private

Grades: PK-8

Chain Of Lakes Middle School

Distance: 1.7 miles

Type Public

Grades: 6-8

D+

Windy Ridge School

Distance: 2.3 miles

Type Public

Grades: KG-8

A-

Thornebrooke Elementary School

Distance: 2.3 miles

Type Public

Grades: PK-5

A

Windermere Preparatory School

Distance: 2.4 miles

Type Private

Grades: PK-12

Windemere Preparatory School

Distance: 2.5 miles

Type Private

Grades: KG

Palm Lake Elementary School

Distance: 2.5 miles

Type Public

Grades: KG-5

A-

Premier Academy

Distance: 2.7 miles

Type Private

Grades: PK-1

Lake Whitney Elementary School

Distance: 2.8 miles

Type Public

Grades: KG-5

A+

Sunset Park Elementary School

Distance: 2.8 miles

Type Public

Grades: KG-5

A

The Crenshaw School

Distance: 2.9 miles

Type Private

Grades: KG-12

Southwest Middle School

Distance: 2.9 miles

Type Public

Grades: 6-8

B

Windermere High School

Distance: 3 miles

Type Public

Grades: 9-12

A-

Westpointe Elementary School

Distance: 3.1 miles

Type Public

Grades: KG-5

B+

Metrowest Elementary School

Distance: 3.1 miles

Type Public

Grades: KG-5

D+

Westbrooke Elementary School

Distance: 3.3 miles

Type Public

Grades: KG-5

A+

Cranium Academy

Distance: 3.4 miles

Type Private

Grades: PK-5

School information does not guarantee enrollment. School service boundaries are provided as a reference only, may change, and are not guaranteed to be accurate. Contact the school district directly to verify school enrollment eligibility.

Local area information for Windermere, FL 34786

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Windermere, FL 34786

This community’s employment is highest in the food and administrative support industries. The area’s overall household expenses are above the national average.

92° July
Hottest Average Month
49° January
Coldest Average Month
17,116 Total Households in Area
1% Increase in population since the year 2010
46.3%
of households
have children
26 minutes
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Demographic facts
for Windermere, FL 34786

Windermere, FL 34786 has a population of 48,275 people in 17,116 households with a median age of 38.3 years old.

1%
Increase in population
since the year 2010
Population is Trending up
16,065
Total households as of 2010
8.7%
projected percent change in total
households in 5 years

Community Population By Age

The median age for this area is 38.3 years old. The smallest percentage group is 35-44 years and the largest percentage is the 85+ years age range.

Community Population By Ethnicity

White 58%
Hispanic 20%
Asian 10%
Other 6%
Black 6%
Native American <1%
The most prevalent ethnicity is White at 58%, followed by Hispanic at 20%, Asian at 10%, and Other at 6%.

Economics
for Windermere, FL 34786

1,680 /sq mi
Population Density
$122,588 /yr
Median Household Income
$766,300
Median Sales Price
26 min
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Household by Income

Out of the households in this area, the largest income group is Over $200k representing 22.5% of the households.

Transportation to Work

  • Drive 82%
  • Work from Home 15%
  • Walk or Bike 3%
  • Public Transit 0%

Occupancy by Type

Owned 11,990 65%
Rented 5,126 28%
Vacant 1,455 8%

White vs Blue Collar Jobs







White Collar 92%
Blue Collar 8%

Family & Education Facts
for Windermere, FL 34786

38.3 Median Age

Average Household Size

2.8
persons per
household

70.1%

Married Households

Community Population By Education

Bachelors Degree 39%
Graduate Degree 20%
Some College 18%
Associates Degree 11%
High School Graduate 9%
Some High School 2%
Of the total people surveyed, the most prevalent educational attainment level is Bachelors Degree, representing 38.86% of the population.

Household Family Expenses vs National Average

This location’s average annual expenditures compared to the national average. Index score (100=National Average)
46.3% of households have children

Weather
for Windermere, FL 34786

The weather for this area ranges from a high of 92° F in July to a low of 49° F in January

92° July
Hottest Average Month
49° January
Coldest Average Month

Average Temperature by Month

Low (°F)
High (°F)
Jan
49°
71°
Feb
51°
74°
Mar
55°
78°
Apr
60°
83°
May
65°
88°
Jun
71°
91°
Jul
72°
92°
Aug
73°
91°
Sep
71°
89°
Oct
65°
84°
Nov
57°
78°
Dec
51°
73°

Average Temperature in Degrees Fahrenheit

Precipitation

Precipitation (inch)

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Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data powered by Attom Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% 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. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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