tomo logo

$2,650,000

Beds
5
Baths
4.5
sq ft
4,688

409 W 2nd Ave, Windermere, FL 34786

409 W 2nd Ave

WINDERMERE, FL 34786

  • 1 day on market
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!

Details

Property type

Single Family Residence

Est. home value

$1,490,535

Lot size

0.51 acres

Price per sq ft

$566

Year built

1995

Annual property taxes

$13,676

HOA

No

Price History

03/17/2025
StellarMLS

StellarMLS #O6290296

Listed
$2,650,000
+73.77%
09/03/2024
StellarMLS

StellarMLS #O6196888

Sold
$1,525,000
-14.08%
07/20/2024
StellarMLS

StellarMLS #O6196888

Pending
$1,775,000

Schools & Community

Elementary school: 

Windermere Elem

Middle school: 

Gotha Middle

High school: 

Olympia High

Community features: 

Park, Playground, Restaurant, Tennis Court(s)

Negotiation Insights

Before you make an offer, understand who you are negotiating with so you can tailor your negotiation strategy to their situation.

Seller could get up to

$1,977,808
Asking price
$2,650,000
Closing costs (~8% of asking)
-$212,000
Est. remaining loan balance
-$460,192
Cash to seller
$1,977,808

This is an estimate of how much the seller could receive at closing after paying off the outstanding mortgage.

Seller’s Loan History

Lender

Merchants Bank

Loan start date

July 2020

Original loan amount

$510,400

Est. remaining balance

$460,192

Interest rate

3.18%

Loan type

New Conventional, 30 year

Seller

Russell D Gentry

Source: Public records data

If you're the owner, you can request to remove loan details. Email listingsupport@tomo.com

How insights can help you

Interest rate

If the seller has a low interest rate, they may be tempted to rent the property out if they can't get the price they have in mind.

Motivation

If the seller already got a job in a different city, they may feel pressure to sell quickly to free up cash for a new home.

Equity

If the seller stands to receive a large amount of cash when they sell the property, they might be willing to negotiate on the offer price.

Interested in learning more?

Status: Active

Tomo last checked: 03/18/2025 at 12:10 PM

Listing updated: 03/18/2025 at 6:57 AM

Listed by: Amanda Black, UPSIDE REAL ESTATE INC Phone #: (407) 308-5750

MLS: StellarMLS #O6290296

StellarMLS logo

Recently listed in WINDERMERE

$1,595,000|5 bd|4.5 ba|House
$2,650,000|5 bd|4.5 ba|House
$1,350,000|4 bd|3.0 ba|House
$1,495,000|5 bd|4.5 ba|House
$782,000|5 bd|4.0 ba|House
$3,250,000|6 bd|6.5 ba|House
$1,249,000|4 bd|3.0 ba|House
$950,000|3 bd|2.5 ba|House