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101 LEE STREET
WINDERMERE FL 34786 US

$1,650,000

Active Listing ID O6344558
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5 bed
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4.00 Bath (4 Full)
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Lot: 0.42 Acres
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Single Family Residence

$1,650,000

Active Listing ID O6344558
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101 LEE STREET 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.

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Property Features

  • Facts
  • Lot Size: 0.42 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Central Air
  • Exterior Finish: Corner Lot, Unpaved, Balcony, Garden, Lighting, Private Mailbox, Pool, Security Fence
  • Floor Covering: Tile, Wood
  • Roof Type: Shingle
  • Heating Fuels: Central, Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Windermere Elem(Elementary)
  • Horizon West Middle School(MiddleSchool)
  • Windermere High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1650000
  • unparsedaddress: 101 LEE STREET
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.42
  • lotsizeunits: Acres
  • lotsizearea: 0.42
  • livingarea: 4186
  • livingareaunits: Square Feet
  • latitude: 28.494927
  • longitude: -81.528418
  • listagentfullname: Carey Sheffield
  • listagentemail: she@careysheffield.com
  • listagentkey: 3yd-MFRMLSFL-261241064
  • listagentmlsid: 261241064
  • listagentpreferredphone: 4079612979
  • listagentofficephone: 4079099000
  • listofficekey: 3yd-MFRMLSFL-261013260
  • listagentstatelicense: 3613074
  • listofficemlsid: 261013260
  • disclaimer: 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.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1978
  • listingcontractdate: 2025-09-16
  • listagenturl: https://isleworth.com/
  • countyorparish: Orange
  • parcelnumber: 07-23-28-9332-01-760
  • elementaryschool: Windermere Elem
  • highschool: Windermere High School
  • appliances: Cooktop, Dishwasher, Dryer, Freezer, Garbage Disposer, Ice Maker, Microwave, Oven - Convection, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Frame, Stucco
  • flooring: Tile, Wood
  • heating: Central, Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Eat-in Kitchen
  • exteriorfeatures: Corner Lot, Unpaved, Balcony, Garden, Lighting, Private Mailbox, Pool, Security Fence
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Great Room, Kitchen, Laundry
  • securityfeatures: Security Alarm, Security Lighting, Smoke Detector(s)
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.52842, 28.494926
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Isleworth Realty, LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"she@careysheffield.com", "ListBrokerageCity":"Windermere", "ListBrokerageCountry":"US", "ListBrokerageEmail":"sales@isleworth.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Isleworth Realty, LLC", "ListBrokeragePhone":"(407) 876-0111", "ListBrokeragePostalCode":"34786", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"9350 Conroy Windermere Road", "ListBrokerageWebsiteUrl":"https://isleworth.com/", "ListOfficeAddress1":"9350 Conroy Windermere Rd", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Windermere", "ListOfficeCountry":"US", "ListOfficeEmail":"sales@isleworth.com", "ListOfficePostalCode":"34786", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/101-Lee-St_Windermere_FL_34786_M53750-08041?f=listhub&s=MFRMLSFL&m=O6344558&c=rexren", "MLSModificationTimestamp":"2025-09-23T17:32:13Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":9, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":11349.26, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/6/2025 7:16:44 PM GMT
Source Updated Date: 12/5/2025 6:42:08 PM GMT

Courtesy of: Carey Sheffield, ISLEWORTH REALTY LLC, she@careysheffield.com

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.