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409 W 2ND AVENUE
WINDERMERE FL 34786 US

$2,399,000

Active Listing ID O6290296
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5 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.51 Acres
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Single Family Residence

$2,399,000

Active Listing ID O6290296
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409 W 2ND AVENUE Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and family. The open living and dining room features built-ins with floating shelves, and the gourmet kitchen is sure to impress with custom cabinetry, waterfall quartz countertops, luxury appliances, a natural gas cooktop, and a walk-in pantry—everything you need for everyday living or hosting. Your primary suite feels like a retreat with two walk-in closets, a spa-like bath with a freestanding tub, and sleek custom cabinets. Upstairs, two bedrooms include built-in desks and charming corner windows—perfect for a reading nook or window seat. You’ll also find a first-floor guest suite, a private office with pool views, a 3-car garage, and a spacious attic for storage. The resort style backyard was designed for fun and relaxation. Enjoy the heated pool and spa, an entertainer’s bar, and even space to park your boat. The poolside casita with kitchenette is the ultimate bonus space—ideal as an in-law suite, game room or man cave. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. Located on one of the few paved streets in town, 2nd Avenue is currently getting a fresh new makeover. While there’s a little construction dust for now, it won’t be long before the road is beautifully finished and better than ever!

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Property Features

  • Facts
  • Lot Size: 0.51 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air, Zoned
  • Exterior Finish: Corner Lot, Paved, Fencing, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Pool
  • Floor Covering: Tile, Vinyl
  • Roof Type: Shingle
  • Heating Fuels: Central, Fireplace(s), Natural Gas, Zoned (Heating)
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Windermere Elem(Elementary)
  • Gotha Middle(MiddleSchool)
  • Olympia High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 2399000
  • unparsedaddress: 409 W 2ND AVENUE
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.51
  • lotsizeunits: Acres
  • lotsizearea: 0.51
  • livingarea: 4688
  • livingareaunits: Square Feet
  • latitude: 28.498303
  • longitude: -81.540403
  • listagentfullname: Amanda Black
  • listagentemail: amandablackfl@gmail.com
  • listagentkey: 3yd-MFRMLSFL-261200742
  • listagentmlsid: 261200742
  • listagentpreferredphone: 4076160140
  • listagentofficephone: 4073085750
  • listofficekey: 3yd-MFRMLSFL-261016477
  • listagentstatelicense: 3209990
  • listofficemlsid: 261016477
  • 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: 1995
  • listingcontractdate: 2025-03-17
  • listagenturl: https://www.upsiderealestategroup.com/
  • countyorparish: Orange
  • parcelnumber: 17-23-28-9336-04-111
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Central Air, Zoned
  • constructionmaterials: Block, Stucco
  • flooring: Tile, Vinyl
  • heating: Central, Fireplace(s), Natural Gas, Zoned (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Boat, Driveway, Garage, Garage - Attached, Golf Cart, Oversized, RV
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Chair Rail, Crown Molding, Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-in Closet(s)
  • exteriorfeatures: Corner Lot, Paved, Fencing, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Pool
  • architecturalstyle: Contemporary
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Den, Dining Room, Family Room, Kitchen, Living Room
  • otherstructures: Outdoor Kitchen
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.540405, 28.498302
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Upside Real Estate", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"amandablackfl@gmail.com", "ListBrokerageCity":"Orlando", "ListBrokerageCountry":"US", "ListBrokerageEmail":"jasoncblack1@gmail.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/9581b7714f1311e9aa480242ac110004/20190325155015571.png", "ListBrokerageName":"Upside Real Estate", "ListBrokeragePhone":"(407) 497-6345", "ListBrokeragePostalCode":"32803", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"2810 Middlesex Rd.", "ListBrokerageWebsiteUrl":"https://www.upsiderealestategroup.com/", "ListOfficeAddress1":"2810 Middlesex", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"jasoncblack1@gmail.com", "ListOfficePostalCode":"32803", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Contemporary - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/409-W-2nd-Ave_Windermere_FL_34786_M66243-37391?f=listhub&s=MFRMLSFL&m=O6290296&c=rexren", "MLSModificationTimestamp":"2025-10-18T15:05:12Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":11, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13676, "TaxDescription":null, "TaxYear":"2023"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/26/2025 1:05:13 PM GMT
Source Updated Date: 12/6/2025 12:40:37 PM GMT

Courtesy of: Amanda Black, UPSIDE REAL ESTATE INC, amandablackfl@gmail.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.