Harbor Isle Windermere FL

Luxury lakeside living in Harbor Isle, Windermere FL
Luxury lakeside living in Harbor Isle, Windermere FL

Explore Elegant Living in Harbor Isle Windermere FL

When exploring the premier neighborhoods of Central Florida, Harbor Isle Windermere FL stands out as a distinctive gated community for those seeking luxury waterfront living. This community offers rare real estate options with picturesque lake views, exclusive privacy, and seamless connectivity to local conveniences and Orlando’s attractions. This article will guide you through the essence of Harbor Isle Windermere FL, including its diverse range of homes, lifestyle amenities, and what residents love about living here.

Windermere Florida - Homes For Sale in Windermere FL

Harbor Isle Highlights

  • Harbor Isle is a prestigious, gated community in Windermere, FL, known for its opulent estates, privacy, and lifestyle, which includes breathtaking lake views and access to local amenities.

  • The real estate in Harbor Isle is exclusive with limited availability, featuring custom-built homes that often come with high-end features like private pools and lakefront access, requiring buyers to act swiftly and employ experienced Wendy Morris agents.

  • Living in Harbor Isle entails a luxury lifestyle with close proximity to dining, shopping, and recreational amenities in Central Florida, while also offering residents tranquil natural beauty and a strong sense of community.

Discover Harbor Isle: Windermere's Lakeside Gem

Harbor Isle, developed from 1996 to 2003, is a prestigious gated community situated just north of Orlando, at the city’s highest elevation point. These residences offer more than just a home; they offer a lifestyle. Imagine witnessing breathtaking sunsets over Lake Down, part of the Butler Chain of Lakes, every evening from your backyard.

Harbor Isle offers:

  • Opulent estates

  • Affluent individuals who value privacy and a high-quality lifestyle

  • Tranquility and privacy

  • Local amenities like the Grove Shopping Center and diverse dining options

  • Easy access to retail shopping centers and attractions around Windermere FL.

The Allure of Gated Community Living

Residing in a gated community such as Harbor Isle brings its unique advantages. Besides the obvious heightened security, residents enjoy a sense of exclusivity. And what sets Harbor Isle apart is the magnificent views it offers from Orlando’s highest geographical point, adding somewhat to the residents’ privacy.

The serenity of Harbor Isle is maintained by the absence of community pools, playgrounds, or activities centers, ensuring an exclusive living experience. This exclusivity and the benefits of community come with an association fee of $2,600 annually, which equates to about $216.67 per month (subject to change).

Harbor Isle Dr: A Path to Elegance

Harbor Isle Dr, the principal thoroughfare within the Harbor Isle community, is the gateway to this elegant lifestyle. As you drive through this street, you are greeted by custom-built lakefront and estate homes, each exuding a luxurious living standard that Harbor Isle is known for.

These custom estates, built from the late 1990s to the early 2000s, add a mature elegance and historical character to the appeal of Harbor Isle Dr. The beauty and luxury of these homes, combined with the tranquillity of the community, make Harbor Isle Dr a path to elegance and a prime location for isle homes for sale.

Exclusive Homes for Sale in Harbor Isle

The exclusivity of Harbor Isle is evident from the scarcity of homes usually available for sale. But when they do come into the market, they are a sight to behold. The sale Harbor Isle homes, ranging from 3,500 to 6,000+ square feet, boast impressive sizes and custom-built designs.

Many of these properties feature desirable lakefront locations, offering residents breathtaking views and direct access to the lake for various water activities. Owning one of these homes transcends property ownership; it signifies a lifestyle of luxury, tranquility, and exclusivity.

Navigating the Sale Harbor Isle Market

Navigating the real estate market in Harbor Isle requires knowledge, vigilance, and the assistance of experienced agents. The scarcity of listings could indicate a competitive market, potentially putting upward pressure on pricing. This necessitates swift and informed decisions from buyers.

Understanding what constitutes a valuable property feature in Harbor Isle is essential for buyers to make a wise investment, considering the rarity of available homes. Prospective buyers may need to employ strategies such as engaging with knowledgeable Wendy Morris real estate agents and staying vigilant for new property listings to successfully navigate the Harbor Isle real estate market.

The Lifestyle of Harbor Isle Residents

Desirable lakefront homes for sale in Harbor IsleResiding in Harbor Isle extends beyond the homes; it also encompasses the lifestyle. The community is just a stone’s throw from The Grove at Isleworth, which offers a variety of amenities including fine dining, LA Fitness, and various shops.

Residents also enjoy the convenience of nearby shopping with Publix Grocery Store only 0.7 miles away, Restaurant Row at 4.2 miles, and The Mall at Millenia at 5.8 miles. Even though Harbor Isle does not have its own community pool, the Bill Frederick Park at Turkey Lake, just 3.1 miles from the neighborhood, provides an accessible community pool. For boating enthusiasts, the Lake Down Public Access Boat Ramp offers additional recreation options.

Despite the privacy and seclusion, Harbor Isle is within easy reach of Central Florida’s prime dining, shopping, and family entertainment such as Walt Disney World® Resort and Universal Studios Florida.

Leisure and Recreation at Your Doorstep

Life in Harbor Isle is nothing short of a vacation. The town’s Lake Butler and the surrounding lake system offer a variety of water activities including paddleboarding, fishing, and enjoying sunsets by the water. For boating enthusiasts, the nearby Lake Down Public Access Boat Ramp, only 1.6 miles from Harbor Isle, provides access to the esteemed Butler Chain of Lakes.

Residents have diverse recreational amenities within reach, with facilities such as Dr. P. Phillips Community Park, Bill Frederick Park at Turkey Lake, and the fountain water park that include sporting fields and community pools. Additional offerings at these parks include boat rentals and a fishing pier, further enhancing the leisure and recreation prospects for Harbor Isle inhabitants.

Windermere FL: A Community Overview

Harbor Isle is situated in Windermere, FL, a quaint Orlando suburb with an estimated population of 3,043. It is highly regarded as one of the best places to live in Florida. The town is recognized for its conservative community, abundant natural beauty including picturesque lakes and green spaces, and its warm, welcoming neighbors.

Despite its beauty and rich atmosphere, Windermere residents experience challenges with traffic congestion and ongoing construction. However, Windermere’s convenient location on Apopka Vineland Road, just north of the south Apopka Vineland and Conroy Windermere area, exemplifies its strategic position within Central Florida, near the south Apopka Vineland Rd.

Education and Local Schools

Residents of Harbor Isle benefit from proximity to esteemed Orange County Public Schools such as Thornebrooke Elementary School, Gotha Middle School, and Olympia High School. Thornebrooke Elementary School is recognized for its educational excellence and contributes to the family-friendly lifestyle enjoyed by Harbor Isle community members.

The combination of a sparse suburban feel and the presence of top-rated schools like Thornebrooke Elementary helps maintain a small-town feel within the Harbor Isle community. The close proximity to top-rated schools has a positive impact on the Harbor Isle Windermere community, contributing to both the desirability and close-knit nature of the neighborhood.

Recent Real Estate Activity in Harbor Isle

A look at the recent real estate activity in Harbor Isle reveals a steady increase in the median sale price per square foot over the past year, by 4.3%. However, the median sale price of homes recently sold nearby has seen a decrease of 12.1% compared to the previous year.

A property on Harbor Isle Dr was recently estimated to have a value of $925,338 per acre, showcasing the potential high value of real estate in the area. Homes in Harbor Island sell in approximately 49 days, suggesting a somewhat competitive housing market, with multiple offers on some homes indicating strong interest and demand in the Harbor Isle real estate market.

However, due to the exclusivity and size of Harbor Isle homes, the past sales history is quite restricted, which may impact the availability of market data for potential buyers.

Investment Potential in Harbor Isle Real Estate

Real estate investments in Harbor Isle hold the potential for lucrative returns. Many homes in Harbor Isle feature private leisure amenities like pools and sports courts, and lakefront access to Lake Down, highlighting the community’s exclusivity.

Harbor Isle sees an inflow of residents from major metropolitan areas, suggesting a strong market demand from affluent buyers looking for an exclusive living experience. However, investing in Harbor Isle’s real estate involves considering the annual HOA fees, currently around $2,000, providing insight into the ongoing costs of community upkeep.


To sum up, Harbor Isle, Windermere FL, is a prestigious gated community that offers a luxurious lifestyle with breathtaking views, high-end amenities, and an exclusive living experience. Whether you are looking for an investment opportunity or a serene place to call home, Harbor Isle provides an unmatched blend of luxury, tranquility, and convenience. Contact Damon Duvall for assistance with any homes for sale in Harbor Isle Windermere FL.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 4/13/24 1:42 AM) |

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