Listing Courtesy of: 
STELLAR / Upside Real Estate Inc - Contact: 407-497-6345
STELLAR / Upside Real Estate Inc - Contact: 407-497-6345 409 W 2nd Avenue Windermere, FL 34786
Active (216 Days)
$2,399,000 (USD)
OPEN HOUSE TIMES
-
OPENSun, Nov 212 noon - 3:00 pm
Description
MLS #:
O6290296
O6290296
Taxes
$13,676(2023)
$13,676(2023)
Lot Size
0.51 acres
0.51 acres
Type
Single-Family Home
Single-Family Home
Year Built
1995
1995
Style
Contemporary
Contemporary
Views
Trees/Woods, Pool
Trees/Woods, Pool
County
Orange County
Orange County
Listed By
Amanda Black, Upside Real Estate Inc, Contact: 407-497-6345
Source
STELLAR
Last checked Oct 31 2025 at 3:23 AM GMT+0000
STELLAR
Last checked Oct 31 2025 at 3:23 AM GMT+0000
Bathroom Details
- Full Bathrooms: 4
- Half Bathroom: 1
Interior Features
- Formal Dining Room Separate
- Attic
- Split Bedroom
- Solid Wood Cabinets
- Formal Living Room Separate
- Solid Surface Counters
- Bonus Room
- Den/Library/Office
- Family Room
- Crown Molding
- Living Room/Dining Room Combo
- Storage Rooms
- Walk-In Closet(s)
- Appliances: Dishwasher
- Appliances: Refrigerator
- Appliances: Washer
- Ceiling Fans(s)
- Appliances: Disposal
- Appliances: Range Hood
- Appliances: Microwave
- Appliances: Range
- Cathedral Ceiling(s)
- Appliances: Dryer
- Central Vaccum
- Appliances: Gas Water Heater
- Eat-In Kitchen
- High Ceilings
- Built-In Features
- Chair Rail
- Interior In-Law Suite W/Private Entry
- Primary Bedroom Main Floor
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
- Heated
- Gunite
Flooring
- Tile
- Luxury Vinyl
Exterior Features
- Block
- Stucco
- Roof: Shingle
Utility Information
- Utilities: Cable Available, Water Source: Public, Bb/Hs Internet Available, Electricity Connected, Sewer Connected, Natural Gas Connected
- Sewer: Septic Tank
School Information
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
Garage
- 36X21
Parking
- Garage Door Opener
- Driveway
- Golf Cart Parking
- Oversized
- Garage Faces Side
- Boat
- Rv Access/Parking
Stories
- 2
Living Area
- 4,688 sqft
Listing Price History
Date
Event
Price
% Change
$ (+/-)
Oct 17, 2025
Price Changed
$2,399,000
-1%
-26,000
Sep 22, 2025
Price Changed
$2,425,000
-1%
-25,000
Sep 11, 2025
Price Changed
$2,450,000
-1%
-25,000
Sep 02, 2025
Price Changed
$2,475,000
-1%
-24,000
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
-
-
Additional Information: Upside Real Estate Inc | 407-497-6345
Location
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: 10/30/25 20:23
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!