101 Lee StreetWindermere, FL 34786Price: $1,395,000

  • Price: $1,395,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 6.76% last updated on Sep 10, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786101 Lee Street Windermere FL 34786
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  • 5Bedrooms
  • 0.42Acreage
  • 4Bathrooms
  • 1978Year Built
Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character with thoughtful updates, abundant natural light and exceptional flexibility. The main living level brings together the kitchen, dining area and expansive great room, where high ceilings and a striking gas fireplace create a warm and inviting gathering space. Four sets of beautiful, new sliding glass doors open to an expansive balcony overlooking the screened pool, extending the living and entertaining space outdoors. A private-entry in-law suite adds another compelling feature to this unique home, offering exceptional possibilities for multigenerational living, extended-stay guests or a private work-from-home space. This lower level includes two bedrooms, two full baths, spacious living area, and a wet bar with mini-refrigerator. The fifth bedroom, currently enjoyed as a home gym, is also perfect for an office, playroom or hobby room. Privately positioned on its own level, the generous primary suite provides a peaceful retreat with a spacious sitting area and private balcony. Recent, significant investments throughout the property include new windows and doors, three newer HVAC units, new roof September 2026, interior and exterior paint, updated astroturf in the side yard, as well as numerous other improvements, all while preserving the character and scale of this established Windermere home. The pool and patio, featuring a screen enclosure just added in 2020, and newer cabanas, perfect for entertaining, relaxing and enjoying Florida living year-round. The location offers a lifestyle all its own, with downtown Windermere's weekly farmers market, community events, parks and small-town charm just a short walk or golf cart ride away. Town of Windermere residents also enjoy private access to a boat ramp on the renowned Butler Chain of Lakes, as well as to the town tennis and pickleball courts! Zoned for top rated Windermere Elementary and Olympia High, and situated just minutes from the shopping and dining of The Grove at Isleworth and Restaurant Row, this distinctive home delivers a rare combination of space, flexibility, and character all in a desirable, downtown Windermere location.
Listing Courtesy of STOCKWORTH REALTY GROUP

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More Info

Location Information

  • Road Frontage DescriptionDirt

School Information

  • Elementary SchoolWindermere Elem
  • High SchoolOlympia High
  • Junior HighGotha Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningWND-SFR

Interior

  • Flooring Tile, Wood
  • Furnished Unfurnished

Utilities

  • Cooling Central Air, Zoned
  • Heating Central, Electric
  • Laundry Features Inside, Laundry Room
  • Sewer Septic Tank
  • Utilities
    • BB/HS Internet Available
    • Cable Available
    • Electricity Connected
    • Natural Gas Connected
    • Public
    • Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN Yes
  • Pool Private YN Yes
  • Water AccessLake - Chain of Lakes
  • Water ViewNo

Basic Information

  • List Price$1,395,000
  • ListingContractDate2026-08-28
  • MLS NumberO6437573
  • Mls Status Active
  • OriginalListPrice1395000
  • PublicSurveyRange28
  • StatusACT

Location

  • Address101 Lee Street
  • AreaWindermere
  • CountyOrange
  • Exterior Features Balcony, Lighting, Private Entrance, Private Mailbox, Rain Gutters
  • StateFL
  • SubdivisionTown Of Windermere
  • TownWindermere
  • Township 23
  • Zip34786

Property Information

  • Acreage0.42
  • Attached Garage YN Yes
  • Building Area Total 5,791
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionLandscaped
  • Lot Size Square Feet 18,138
  • MFR Living Area Meters 388
  • MFR Lot Size Square Meters 1685
  • MFR Total Acreage 1/4 to less than 1/2
  • MFR Water Extras Boat Ramp - Private
  • Square Feet4,186

Other

  • Building Area Source Public Records
  • Date Listed09/16/2026
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Minimum Lease 7 Months
  • Status Change Timestamp2026-09-16T04:10:35
  • Usm Previous StatusComing Soon
  • Vegetation Mature Landscaping, Trees/Landscaped

Tax Information

  • Tax Year 2025
  • Taxes$11,692

Parking

  • Parking Features Driveway, Garage Door Opener, Garage Faces Side

Rooms

  • Bedrooms5
  • Full Bath4
  • MFR Additional Rooms Interior In-Law Suite w/Private Entry

Building

  • Bathroom4
  • Construction Materials Stucco, Frame
  • FireplaceFamily Room, Gas
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces2
  • Levels Three Or More
  • Patio And Porch Features Covered, Patio, Screened
  • RoofShingle
  • Rooms7
  • Window Features Shades
  • Year Built1978

Amenities

  • Appliances IncludedBar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer
  • Community Features Golf Carts OK, Park, Tennis Court(s)
  • Other AmenitiesFireplace, Pool, Tennis
  • Other Equipment Irrigation Equipment, Private Entrance
  • PetsYes
  • Pool Features Gunite, In Ground, Lighting, Screen Enclosure
  • Security Features Smoke Detector(s)
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 16, 2026 7:32 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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