David Shippey
863.521.4517

409 W 2nd Avenue Windermere Florida | Home for Sale

To schedule a showing of 409 W 2nd Avenue, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$2,499,000 Reduced -$100,000
409 W 2nd Avenue
Windermere, FL 34786
  • 5Beds
  • 5.00Total Baths
  • 4 Full, 1 HalfBaths
  • 4,688SqFt
  • 1995Year Built
  • 0.51Acres
  • MLS# O6290296
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market4 months, 14 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Windermere Town

Overview

Surrounded by glistening lakes and shaded by towering oaks, Windermere offers an unbeatable blend of natural beauty and small-town charm. Friendly neighbors, golf cart-friendly streets, and walkability to cafes, shops, parks, and a local brewery make everyday living feel like a getaway. Enjoy sandy beaches, tennis and pickleball courts, and easy access to kayaking, fishing, and boating on the renowned Butler Chain of Lakes. With no HOA dues and a dedicated police department ensuring peace of mind, Windermere is more than a place to liveits a lifestyle. Dont miss this rare opportunity to own a stunning home in one of Windermeres most coveted locations. Recently updated with soaring ceilings, expansive windows, and a striking floating staircase, this residence perfectly blends modern design with everyday comfort. The brand-new kitchen and bathrooms elevate the interior, while the detached guest house and resort-style pool make it ideal for entertaining or extended stays. A true gem offering luxury, flexibility, and timeless appeal.



Agriculture / Farm

Association Fees / Info

Community Features:  BoatFacilities, Dock, Fishing, GolfCartsOk, Lake, Playground, Park, Restaurant, TennisCourts, Waterfront, WaterAccess

Pets Allowed:  Yes

Senior Community:  No

Association:  ,No,

Bathroom Info

Total Baths:  5.00

Fullbaths:  4

Building Info

Window Features:  TintedWindows

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary

Pool Features:  Gunite, Heated

Patio:  RearPorch, Covered, Deck, FrontPorch, Patio

Pool Private:  Yes

Exterior Features:  FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorGrill, OutdoorKitchen, OutdoorShower, RainGutters

Fees / Restrictions

Financial

Original Price:  $2,650,000

Fencing:  Fenced, Vinyl

Garage / Parking

Open Parking:  No

Parking Features:  Boat, Driveway, Garage, GolfCartGarage, GarageDoorOpener, Oversized, RvAccessParking, GarageFacesSide

Attached Garage:  Yes

Garage:  Yes

Carport:  No

Green / Env Info

Interior Features

Fireplace Desc:  FamilyRoom, WoodBurning

Fireplace:  Yes

Floors:  LuxuryVinyl, PorcelainTile

Levels:  Two

Spa:  Yes

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, ChairRail, CeilingFans, CrownMolding, CathedralCeilings, CentralVacuum, EatInKitchen, HighCeilings, LivingDiningRoom, MainLevelPrimary, SplitBedrooms, SolidSurfaceCounters, WalkInClosets, WoodCabinets, Attic, SeparateFormalDiningRoom, SeparateFormalLivingRoom

Appliances:  Dryer, Dishwasher, Disposal, GasWaterHeater, Microwave, Range, Refrigerator, RangeHood, Washer

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  From Main Street, West on 2nd Ave, house on right

Number of Lots:  1

Lot Size Units:  Acres

Lot Size Acres:  0.51

Lot Sqft:  22,414

Est Lotsize:  160x140

Vegetation:  PartiallyWooded

Lot Desc:  CornerLot, CityLot, Landscaped

Misc

Other

Other Structures:  GuestHouse, OutdoorKitchen

Special Conditions:  None

Other Rooms Info

Property Info

Section:  17

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Attached:  No

New Construction:  No

Construction Materials:  Block, Stucco

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  11

Sqft Info

Sqft:  4,688

Bulding Area Sqft:  6,252

Living Area Units:  SquareFeet

Living Area Source:  Owner

Tax Info

Tax Year:  2,023

Tax Lot:  410

Tax Legal Description:  PLAT OF WINDERMERE G/36 LOT 410 & S 40 FT OF LOT 411 IN SEC 8-23-28 SW1/4

Tax Block:  4

Tax Annual Amount:  13676

Tax Book Number:  G-36

Unit Info

Utilities / Hvac

Heating:  Central, Gas, Zoned

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, NaturalGasConnected, HighSpeedInternetAvailable, SewerConnected

Waterfront / Water

Waterfront:  No

View:  Yes

Water Body Name:  LAKE BUTLER

View:  Pool, TreesWoods

Schools

Elem:  Windermere Elem

Middle:  Gotha Middle

High:  Olympia High

Directions

From Main Street, West on 2nd Ave, house on right

This listing courtesy of Upside Real Estate Inc 

Mortgage Calculator

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Price & Status History (on davidshippey.com since Mon, Mar 17th 2025)
  • Original Price: $2,650,000
  • Current Price: $2,499,000
  • Price Reduced: $151,000
Date ChangedFromTo
06/02/2025$2,599,000 $2,499,000 Reduced by $100,000

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If you have any questions on 409 W 2nd Avenue, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# O6290296 located at 409 W 2nd Avenue, Windermere, Florida is brought to you by David Shippey REALTOR®

409 W 2nd Avenue, Windermere, Florida has 5 Beds, 4 Full Bath, and 1 Half Bath.
The MLS Number for 409 W 2nd Avenue, Windermere, Florida is O6290296.
The price for 409 W 2nd Avenue, Windermere, Florida is $2,499,000.
The status of 409 W 2nd Avenue, Windermere, Florida is Active.
The subdivision of 409 W 2nd Avenue, Windermere, Florida is Windermere Town.
The home located at 409 W 2nd Avenue, Windermere, Florida was built in 2025.

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