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Illustrative Central Florida lakeside landscape with mature trees framing calm water and a distant wooded shoreline.

Windermere, Florida

2nd Avenue Windermere Homes for Sale

Compare East and West 2nd Avenue locations, access to town facilities and property-specific waterfront features. Review 2nd Avenue Windermere homes for sale with us.

Browse 2nd Avenue properties by price

Search price ranges within this area while keeping the property criteria for this page.

Recent sales near 2nd Avenue

4 properties sold within half a mile in the last 12 months · median $1,812,500

2nd Avenue Inventory at a Glance

A snapshot of properties for sale and median asking price in the 2nd Avenue search area.

For sale now
2
Median asking price
$4,450,000

Explore the 2nd Avenue Windermere Search Area

Use the map to orient your home search, then compare each property's location with Main Street, local parks and the lakeside setting.

How we compare 2nd Avenue Windermere homes for sale

We compare 2nd Avenue Windermere homes for sale by location, homesite and the way you want to live. East and West 2nd Avenue offer different relationships to Main Street and the water, so we start with the individual address rather than treating the street as one subdivision. Park Among the Lakes, between East 2nd and 3rd Avenues on Main Street, and Palmer Park at 418 W 2nd Avenue are useful reference points when viewing homes. We help you weigh access to town recreation against the space, privacy and waterfront features of each property, then build a shortlist around the details that matter to you.

Recreation at Park Among the Lakes

These are town facilities, not private amenities attached to a home or a 2nd Avenue association. Court use is reserved for eligible residents.

  • Resident-Only Tennis Courts

    Three secured, lighted tennis courts offer a local recreation option for eligible residents who want to make tennis part of their routine.

  • Resident-Only Pickleball Court

    One secured, lighted pickleball court adds another option for eligible residents interested in active recreation close to Main Street.

  • Picnic Tables and Benches

    Picnic tables and benches provide places to sit, share a picnic or take a break, giving the park a role beyond court sports.

  • Parking and a Bike Rack

    Parking and a bike rack support visits by car or bicycle. Consider the route from each home when deciding how the park fits your routine.

Everyday Life Around Main Street

Main Street offers practical resources for both full-time living and time spent at a second home. The Windermere Branch library at 530 Main Street has public computers, Wi-Fi, printing and children's learning resources, alongside classes and events. It can be a useful stop for everyday tasks or an activity with the family. At Town Square Park, 520 Main Street, the farmers market runs along Main Street between 5th and 6th Avenues on Fridays from 9 a.m. to 1:30 p.m., weather permitting. Produce, bread, coffee and flowers are among the offerings. When comparing homes, consider how these destinations fit your weekly routine and check the route from the particular property you are considering.

A Lakeside Setting, With Property-Specific Details

For waterfront buyers, our first question is what you want to do on the water. West 2nd Avenue includes properties on Wauseon Bay beside Lake Butler, while the historic boathouses opposite Palmer Park give the street its lakeside character. We distinguish a water view from frontage, documented access and a usable dock. That makes it easier to compare a home for its setting with one that supports your boating plans. Before you commit, we help identify the frontage, dock rights and access documents to review for the specific property.

Compare gated and lake-oriented settings

For a comparison with gated communities in the wider Windermere area, explore Lake Butler Sound homes for sale and Isleworth homes for sale. A community’s lake setting does not establish frontage, boating rights or private dock access for every home.

2nd Avenue Windermere Homes for Sale: FAQs

Gaby Sadler, Property Specialist

Gaby Sadler

Property Specialist, Serhant

Explore 2nd Avenue Windermere homes for sale with Gaby

Tell me your budget and the features you want from a home around East or West 2nd Avenue. I'll help you compare 2nd Avenue Windermere homes for sale, assess each location and focus your shortlist on the waterfront features, town access and ownership details that matter to you.

Find Your Home in Windermere

Your choice near 2nd Avenue starts with how you want to live. You might prioritize town recreation, the library and farmers market on Main Street, or a property with its own connection to the water. We can help you explore homes for sale and discuss the details that matter to your everyday routine or second-home plans. Bring us your priorities so we can help you compare individual properties, keeping the home's features and location at the center of your search.

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