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$1,485,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 4,186 Sq. Ft.
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A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding trees, this home combines comfort, style, and plenty of space for family and friends. The bright, open kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and windows that fill the space with natural light. The kitchen flows into the dining area and great room, where vaulted ceilings, a cozy gas fireplace, and warm accent lighting make it the perfect place to gather. Step through the French doors to an oversized balcony overlooking the pool and privacy landscaping. The private master suite sits on its own level with a large sitting/dressing area and a personal balcony-a true retreat at the end of the day. On the main floor, you'll find two more bedrooms, a full bath, and a convenient laundry room. The lower level offers a spacious entertainment area, an en-suite bedroom, an additional full bath, and a fifth bedroom which is currently serving as a stylish home gym. All open directly to the pool deck and fenced backyard, creating an easy flow for family fun and entertaining. Modern updates include Control4 home automation, Nest thermostats for all three AC units, energy-efficient new windows & doors and abundant landscaping. The home has recently been thoroughly redecorated throughout so is move in ready. Living in Windermere means more than just owning a home-you'll enjoy access to town boat ramps, parks, and scenic docks. Plus, it's just a short walk to the weekly Farmer's Market and monthly Food Truck nights, where neighbors come together to enjoy the best of small-town living. This home has it all: space, comfort, and a welcoming community. Come see it for yourself-you'll feel right at home the moment you arrive.

Full Property Details for 101 Lee St

General

  • Price: $1,485,000
  • Taxes: $11,349 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6344558
  • Updated: 12/7/2025
  • Added to Site: 114 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Eating Space In Kitchen
  • Fireplace: Yes
  • Fireplace(s): Gas, Stone
  • Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Porcelain Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Lighting, Screen Enclosure, Tile
  • Security/Safety: Security Fencing/Lighting/Alarms, Smoke Detector(s)

Exterior

  • Exterior Features: Balcony, Garden, Irrigation System, Lighting, Private Mailbox
  • Deck/Patio: Front Porch, Other, Screened
  • Porch/Patio/Deck: Front Porch, Other, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: WINDERMERE TOWN REP
  • Driving Directions: FROM CONROY WINDERMERE RD, CONTINUE ONTO E 6TH AVE. TURN RIGHT ONTO LEE STREET. HOME IS ON THE LEFT.
  • Direction Faces: East

School Information

  • Elementary School: Windermere Elem
  • Middle School: Gotha Middle
  • High School: Windermere High School

Community

  • Community Name: 34786 - Windermere

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: Public, Well Required
  • Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected

Structural Information

  • Architectural Info: Other
  • Architectural Style: Other
  • Exterior Const.: Block, Stucco, Wood Frame
  • Roof: Shingle
  • Windows: Aluminum Frames, Blinds, Display Window(s), Drapes, ENERGY STAR Qualified Windows, Rods, Shades, Shutters, Window Treatments, Wood Frames
  • Stories/Levels: Multi/Split
  • Square Feet: 4,186
  • Sq. Ft. Source: Public Records
  • Year Built: 1978

Lot Features

  • Property View: Trees/Woods, Water
  • Lot Size (Acres): 0.42
  • Lot Size (Sq. Ft.): 18,138
  • Lot Size: 18138
  • Frontage: Street Unpaved
  • Street/Road Desc.: Unimproved, Other

Water Features

  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake - Chain of Lakes
  • Water Extras: Yes

Financial Considerations

  • Tax Amount: $11,349.26
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: REPLAT OF TOWN OF WINDERMERE Q/39 LOT 176
  • Flood Zone Info: X
  • APN: 72328933201760
  • Property ID: 72328933201760
  • Block/Lot/Section: 1

Listed by Isleworth Realty Llc

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Listing agents

— 101 Lee St —

  • Isleworth Realty Llc

  • Isleworth Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 Lee St

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-51.3 mi
Gotha Middle School
9155 Gotha Road, Windermere, FL 34786
6-82.4 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-121.4 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 101 Lee St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/07/2025
Price Reduced
$1,485,000
-4.19%
MLS
11/03/2025
Price Reduced
$1,550,000
-6.06%
MLS
9/23/2025
Listed
$1,650,000
115.69%
MLS
8/15/2019
Sold
$765,000
—
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 101 Lee St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$11,349
—
$714,857
3%
2024
$11,349
3%
$694,710
3%
2023
$10,982
4%
$674,476
6%
2021
$10,511
-1%
$635,758
-3%
2022
$10,668
1%
$654,831
4%
2021
$10,511
9%
$631,358
11%
2019
$9,642
1%
$569,522
2%
2018
$9,547
4%
$558,903
2%
2017
$9,178
—
$547,407
2%
2016
$9,144
-1%
$536,148
1%
2015
$9,190
31%
$532,421
43%
2014
$7,034
3%
$372,876
3%
2013
$6,820
—
$362,815
—
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.

Estimate the Cost for 101 Lee St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Isleworth Realty Llc

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101 Lee Street, Windermere, FL 34786 (MLS# O6344558) is a Single Family property with 5 bedrooms and 4 full bathrooms. 101 Lee Street is currently listed for $1,485,000 and was received on September 23, 2025. Want to learn more about 101 Lee Street? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

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