409 W 2nd Avenue Windermere, FL 34786
Listing Courtesy of: MLS LogoSTELLAR / Upside Real Estate Inc - Contact:  407-497-6345

  409 W 2nd Avenue Windermere, FL 34786

Active (141 Days)
$2,499,000
5
BED
5
BATH
4,688
SQFT

Description

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.

MLS #:
O6290296
Taxes
$13,676(2023)
Lot Size
0.51 acres
Type
Single-Family Home
Year Built
1995
Style
Contemporary
Views
Pool, Trees/Woods
County
Orange County

Listed By

Amanda Black, Upside Real Estate Inc, Contact: 407-497-6345
Source
STELLAR
Last checked Aug 8 2025 at 7:33 AM EDT
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathroom: 1
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)
  • Attic
  • Bonus Room
  • Den/Library/Office
  • Family Room
  • Formal Dining Room Separate
  • Formal Living Room Separate
  • Interior In-Law Suite W/Private Entry
  • Storage Rooms
  • Appliances: Dishwasher
  • Appliances: Disposal
  • Appliances: Dryer
  • Appliances: Gas Water Heater
  • Appliances: Microwave
  • Appliances: Range
  • Appliances: Range Hood
  • Appliances: Refrigerator
  • Appliances: Washer
Subdivision
  • Windermere Town
Lot Information
  • Corner Lot
  • City Limits
  • Paved
Property Features
  • Fireplace: Family Room
  • Fireplace: Wood Burning
  • Foundation: Slab
Heating and Cooling
  • Central
  • Natural Gas
  • Zoned
  • Central Air
Pool Information
  • Gunite
  • Heated
Flooring
  • Luxury Vinyl
  • Tile
Exterior Features
  • Block
  • Stucco
  • Roof: Shingle
Utility Information
  • Utilities: Bb/Hs Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Source: Public
  • Sewer: Septic Tank
School Information
  • Elementary School: Windermere Elem
  • Middle School: Gotha Middle
  • High School: Olympia High
Garage
  • 36X21
Parking
  • Boat
  • Driveway
  • Garage Door Opener
  • Garage Faces Side
  • Golf Cart Parking
  • Oversized
  • Rv Access/Parking
Stories
  • 2
Living Area
  • 4,688 sqft
Additional Information: Upside Real Estate Inc | 407-497-6345
Location
   
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Listing Price History

Date
Event
Price
% Change
$ (+/-)
May 19, 2025
Price Changed
$2,499,000
-4%
-100,000
Apr 04, 2025
Price Changed
$2,599,000
-2%
-51,000
Mar 17, 2025
Original Price
$2,650,000
-
-

Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
%
Interest rate
%
Mortgage calculator estimates are provided by C21 Carioti and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 8/8/25 00:33