photo 1: 409 W 2ND AVENUE, WINDERMERE FL 34786

Courtesy of UPSIDE REAL ESTATE INC 407-616-0140

Active

409 W 2ND AVENUE, WINDERMERE FL 34786

$2,499,000

Price

5

Beds

5

Baths

4,688

Sq. Ft.

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 live—it’s a lifestyle. Don’t miss this rare opportunity to own a stunning home in one of Windermere’s 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.

Listing Type

Residential

Property Type

Single Family Residence

Built Year

1995

Levels

Two

Price/Sqft

--

Lot Size Acre

0.51

Status

Active

Days on Realoq

103

Living Area

4,688 Sq. Ft.

Lot Size Sqft

22,414 Sq. Ft.

Location

Interior Features
  • 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)
Laundry Features
  • Inside, Laundry Room
Pool
  • Gunite, Heated
Garage Spaces
  • 3
Parking features
  • Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Access\/Parking
Roof
  • Shingle
Foundation
  • Slab
Architecture
  • Contemporary
Materials
  • Block, Stucco
Lot Information
  • Corner Lot, City Limits, Paved
View
  • Pool, Trees\/Woods
Water Source
  • Public
Parcel Number
  • 17-23-28-9336-04-111
Agent

Amanda Black

Brokerage

UPSIDE REAL ESTATE INC

Source AOR

Orange

Listing ID #

O6290296

This content last updated on 06/28/2025 09:41 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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