Price Reduced 4.96%

$2,375,000 ($506.61 per sqft)

Pending

Est. Mortgage $11,088/mo *

Quick Pre-Approval

Price History

$2,499,000
3/17/2025

$2,475,000
9/2/2025

$2,450,000
9/11/2025

$2,425,000
9/22/2025

$2,399,000
10/17/2025

$2,375,000
11/24/2025


409 W 2ND AVENUE, Windermere, FL, 34786

409 W 2ND AVENUE, Windermere, FL, 34786

11 rooms

5 beds

4 Full / 1 Half baths

1995

Contemporary

4,688 sqft

Under contract-accepting backup offers. BACK ON MARKET! Financing fell through. 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.


Status:

Pending

Type:

Single-family residential

Laundry Remarks:

Inside, Laundry Room

Subdivision:

WINDERMERE TOWN

Garage:

3-car Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Parking

Heating:

Central, Natural Gas, Zoned

Cooling:

Central Air, Zoned

Levels:

2

Lot Size:

160 x 140

Acreage:

0.51

Est. Taxes:

$13,676

Construction

Block, Stucco

Utilities

BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected

Lot Description:

Corner Lot, City Lot

View Description:

Pool, Trees/Woods

Elementary School:

Windermere Elem

Middle School:

Gotha Middle

High School:

Olympia High

Days on Market:

270

Pet Policy:

Yes

Appliances:

Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer

Pool:

Gunite, Heated

Min Lease Term:

No Minimum

MLS #:

O6290296


Community Info

School Info

Walk Score

Yelp


Listing courtesy of UPSIDE REAL ESTATE INC 407-308-5750