In-Person: 09/20 12:00 AM - 2:00 PM
Description
Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character with thoughtful updates, abundant natural light and exceptional flexibility. The main living level brings together the kitchen, dining area and expansive great room, where high ceilings and a striking gas fireplace create a warm and inviting gathering space. Four sets of beautiful, new sliding glass doors open to an expansive balcony overlooking the screened pool, extending the living and entertaining space outdoors. A private-entry in-law suite adds another compelling feature to this unique home, offering exceptional possibilities for multigenerational living, extended-stay guests or a private work-from-home space. This lower level includes two bedrooms, two full baths, spacious living area, and a wet bar with mini-refrigerator. The fifth bedroom, currently enjoyed as a home gym, is also perfect for an office, playroom or hobby room. Privately positioned on its own level, the generous primary suite provides a peaceful retreat with a spacious sitting area and private balcony. Recent, significant investments throughout the property include new windows and doors, three newer HVAC units, new roof September 2026, interior and exterior paint, updated astroturf in the side yard, as well as numerous other improvements, all while preserving the character and scale of this established Windermere home. The pool and patio, featuring a screen enclosure just added in 2020, and newer cabanas, perfect for entertaining, relaxing and enjoying Florida living year-round. The location offers a lifestyle all its own, with downtown Windermere's weekly farmers market, community events, parks and small-town charm just a short walk or golf cart ride away. Town of Windermere residents also enjoy private access to a boat ramp on the renowned Butler Chain of Lakes, as well as to the town tennis and pickleball courts! Zoned for top rated Windermere Elementary and Olympia High, and situated just minutes from the shopping and dining of The Grove at Isleworth and Restaurant Row, this distinctive home delivers a rare combination of space, flexibility, and character all in a desirable, downtown Windermere location.
Details
| MLS # | O6437573 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | For-sale |
| Status | Active |
| Year | 1978 |
| Days On Site | 16 |
| Listing Provided By | STOCKWORTH REALTY GROUP | Julie Bettosini, PA |
Features
| Bed(s) | 5 |
|---|---|
| Bath(s) | 4 Total |
| SQ Feet | 4,186 |
| Garage | 2 |
| Pool | Yes |
| Zoning | WND-SFR |
| Acreage | 0.42 |
Taxes
| Property | 11692 |
|---|
Area Information
| State | FL |
|---|---|
| County | Orange |
| City | WINDERMERE |
| Zip Code | 34786 |
| Area | 34786 Windermere |
| Community Name | TOWN OF WINDERMERE |
| School District | Olympia High |
| Elementary School | Windermere Elem |
| High School | Olympia High |
| Listing VS Median (in TOWN OF WINDERMERE) | |
Price: $1,395,000 low | high Med: $1,395,000 sqft: 4,186 low | high Med: 4,186 $ / sqft: $333 low | high Med: $333 On site: 16 low | high Med: 16 | |
Market Activity 34786
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Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 17, 2026 at 10:04:11 PM PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
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Learn More About This Property
| Open House |
|---|
| In-Person 09/20 12:00 AM - 2:00 PM |
| State | FL |
|---|---|
| County | Orange |
| City | WINDERMERE |
| Zip Code | 34786 |
| Area | 34786 Windermere |
| Community Name | TOWN OF WINDERMERE |
| School District | Olympia High |
| Elementary School | Windermere Elem |
| High School | Olympia High |
| Listing VS Median (in TOWN OF WINDERMERE) | |
Price: $1,395,000 low | high Med: $1,395,000 sqft: 4,186 low | high Med: 4,186 $ / sqft: $333 low | high Med: $333 On site: 16 low | high Med: 16 | |
 | $2,175,000436 E 7th AveWindermere, FL 34786 |