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409 W 2nd Avenue

Windermere, FL 34786

5 beds
5 baths
4,688 sqft
~1/2 acre lot
$565 per sqft
1995 build
– on site

Welcome to Second Avenue, a serene peninsula in the heart of Old Windermere. This modern masterpiece offers 5 bedrooms, 4.5 baths, including a detached poolside Guest House, seamlessly blending sleek architectural lines with the warmth of natural light. Designed for both comfort and sophistication, the home features cathedral ceilings and expansive windows, creating bright, airy living spaces that flow effortlessly between indoors and out. The brand-new chef’s kitchen is a standout, boasting top-tier luxury appliances, a natural gas cooktop, and a striking waterfall-edge island—a true entertainer’s dream. A floating staircase serves as a dramatic focal point, adding a bold touch of modern elegance. Step outside to your private oasis, where a sparkling pool and spa are surrounded by lush landscaping, offering a tranquil retreat. The outdoor bar area is perfect for hosting unforgettable gatherings, making every day feel like a vacation. Situated just across from Palmer Park and surrounded by the Butler Chain of Lakes, this home is an outdoor enthusiast’s paradise. With room to park your boat and a community ramp nearby, lake life is at your doorstep. Windermere’s golf cart-friendly streets invite you to explore its charming small-town atmosphere, complete with parks, sandy beach areas, a weekly Farmer’s Market, and more. Don’t miss this rare opportunity to own a one-of-a-kind contemporary gem in one of Windermere’s most coveted locations!

Listing courtesy of STELLAR_MLS / UPSIDE REAL ESTATE INC

Last checked: Checking… • Last updated Mar 17, 2025 •

MLS# O6290296 —

The Building

Year Built:

1995
New Construction:

false
Architectural Style:

Contemporary
Construction Materials:

Block
Levels:

Two
Stories Total:

2
Roof:

Shingle
Foundation Details:

Slab
Window Features:

Tinted Windows
Patio And Porch Features:

Covered
Building Area Total:

6252
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Built-in Features
Flooring:

Luxury Vinyl
Additional Rooms:

Attic
Fireplace:

true
Fireplace Features:

Family Room

Room Dimensions

Living Area:

4688
Living Area Units:

Square Feet
Living Area Source:

Owner

Location

Directions:

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

28.498355
Longitude:

-81.540423
Coordinates:

-81.540423, 28.498355

The Property

Parcel Number:

172328933604111
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

Corner Lot
Lot Size Acres:

0.51
Lot Size Area:

22414
Lot Size SqFt:

22414
Lot Size Dimensions:

160 x 140
Lot Size Units:

Square Feet
Total Acres:

1/2 to less than 1
Zoning:

SFR
Direction Faces:

South
View:

Pool
View:

true
Exterior Features:

French Doors
Fencing:

Fenced
Vegetation:

Mature Landscaping
Water Source:

Public
Road Responsibility:

Public Maintained Road
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

x
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2023
Tax Lot:

410
Tax Block:

4
Tax Legal Description:

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

G-36
Tax Annual Amount:

13676

Beds

Bedrooms Total:

5

Baths

Total Baths:

4.5
Total Baths:

5
Full Baths:

4
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/O6290296
Special Listing Conditions:

None
Home Warranty:

false

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

BB/HS Internet Available
Sewer:

Septic Tank

Appliances

Appliances:

Dishwasher
Laundry Features:

Inside

Schools

Elementary School:

Windermere Elem
Middle Or Junior School:

Gotha Middle
High School:

Olympia High

The Community

Subdivision Name:

WINDERMERE TOWN
Senior Community:

false
Community Features:

Community Boat Ramp
Waterview:

false
Water Access:

Lake - Chain of Lakes
Water Access:

true
Water Extras:

Fishing Pier
Water Body Name:

Lake Butler
Waterfront:

false
Waterfront Features:

Lake
Spa:

true
Spa Features:

Heated
Pool Private:

true
Pool Features:

Gunite
Pets Allowed:

Yes
Pet Restrictions:

Please refer to city/county for restrictions, if any.
Association:

false
Amenities Additional Fees:

Minimal annual fee for tennis and boat ramp access
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Garage Dimensions:

36x21
Carport:

false
Covered Spaces:

3
Open Parking:

true
Parking Features:

Boat

Extra Units

Other Structures:

Guest House

Monthly cost estimate

Asking price

$2,650,000

Expense	Monthly cost
Mortgage	$14,189
Taxes	$1,139
Insurance	$728
Utilities	$260 See report
Total	$16,316/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
3/17/25 Mar 17, 2025	Listed / Active	STELLAR_MLS	$2,650,000	73.8%
9/3/24 Sep 3, 2024		STELLAR_MLS	$1,525,000	-14.1%
7/20/24 Jul 20, 2024		STELLAR_MLS	$1,775,000

House For Sale

$2,650,000

Cost Est.

$16,316/mo.

Listing provided by broker:

Amanda Black

UPSIDE REAL ESTATE INC

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This house located in Windermere, FL 34786 is currently for sale for $2,650,000. 409 W 2nd Avenue is a 4,688 square foot house with 5 beds and 5 baths that has been on Estately for 0 days. This house is in the attendance area of Gotha Middle School, Olympia High School, Cornerstone Charter Academy K-8, Cornerstone Charter Academy High School, and Windermere Elementary School.

Listing Courtesy of: STELLAR_MLS and UPSIDE REAL ESTATE INC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.