Preston Square Windermere FL

Charming neighborhood of Preston Square in Windermere, Florida
Charming neighborhood of Preston Square in Windermere, Florida

Discover Top Listings: Preston Square Windermere Homes for Sale

If you’re searching for your next home in Windermere, Preston Square Windermere may be on your radar. Offering an array of homes for sale, this neighborhood blends convenience with community-focused living. Want to know more about current listings, the community vibe, or why residents choose Preston Square Windermere? Our article provides the essential details on the real estate options and local lifestyle in one of Windermere’s most inviting communities.

Windermere FL - Homes For Sale in Windermere FL

Key Takeaways

  • Preston Square offers a mix of townhouses and single-family homes with a community-focused design featuring rear driveways, central park, and amenities like a pool and playground.

  • Real estate options cater to diverse preferences, with homes constructed between 2008-2012 by Meritage and Centerline Homes, and listings include luxurious features and up-to-date market information.

  • The neighborhood is designed to foster an active, family-friendly lifestyle with proximity to recreational outdoor activities and boasts strong real estate market trends, highlighting its competitive, high-demand nature.

Exploring Preston Square Windermere

Situated on Winter Garden Vineland Road and Overstreet Road, Preston Square allows for effortless reach to local amenities and attractions. As you stroll through the neighborhood, you’ll notice the quaint charm of pre-automobile neighborhoods reflected in the community’s design. Homes feature rear driveways and garages, smaller front lawns, and a central park, immersing residents in a friendly and communal atmosphere.

The neighborhood embodies the thoughtful planning and development by Meritage Homes of Florida and Centerline Homes. Constructed between 2008 and 2012, Preston Square showcases their commitment to crafting quality homes within a community-oriented environment.

Preston Square Homes for Sale

Townhomes and single-family homes in Preston SquareFrom townhouses to single-family homes, Preston Square offers a variety of property options. The latest real estate listings feature homes like the townhouse at 6536 Helmsley Cir and another at 11353 Evesham Dr, showcasing the diversity of options available to prospective homeowners.

These listings, sourced from a cooperative data exchange program of the multiple listing service (MLS) and other real estate data sources, deliver up-to-date and comprehensive information for potential buyers. From cozy townhouses to spacious single-family homes, Preston Square caters to a wide range of preferences, making it the perfect place for a sale Preston has to offer.

Community Amenities and Lifestyle

Preston Square isn’t just a residential area; it’s a way of life. The community offers a suite of amenities including a community pool, a children’s playground, and a basketball court, all neatly tucked within a large park area.

Centrally located amenities ensure accessibility for all residents, creating an engaging and active community.

Outdoor Recreation and Horizon West

If you love the outdoors, Preston Square has plenty to offer. The community’s favorable location provides proximity to a variety of recreational facilities, including sporting fields at R.D. Keene Park and hiking trails at Tibet-Butler Preserve. You can also enjoy beach access and a sand volleyball court at West Beach Park, all under the beautiful Florida sunshine.

Boating enthusiasts will appreciate the nearby Lake Down Public Access Boat Ramp, offering additional recreational activities. The walkable design of Preston Square caters to families and individuals who value outdoor activities within a short distance from their homes, making it a haven for nature lovers.

Family-Friendly Environment

Preston Square offers a serene, family-friendly environment that meets the demands of those seeking tranquility. The neighborhood features:

  • Tranquil backyard views of a blueberry farm for the western homes

  • Bucolic charm

  • A peaceful setting

  • A close-knit community atmosphere

All of these factors make Preston Square a desirable place to raise a family.

The design of the community and its amenities accommodate families of various sizes. Whether it’s a day at the community pool or an afternoon at the playground, there’s always something to do. For those seeking a balance between convenience, community, and tranquility, Preston Square is the perfect choice.

Property Types and Features

Distinct property types and features of Preston Square homesHomes in Preston Square are available in two unique types: single-family homes and townhomes. Single-family homes range in size from 1,593 to 3,446 square feet and typically include three to five bedrooms. On the other hand, townhomes feature sizes from 1,079 to 2,158 square feet, offering various styles, from two-story layouts to homes with ground floor primary suites.

All homes, including houses, embrace a consistent architectural theme, featuring 8-foot doors on the ground floor and two to four bathrooms, regardless of the property type.

Luxury Living in Windermere

Preston Square embodies luxury living at its finest. The townhomes boast elegant architectural designs with features like columns, coupled with meticulously maintained landscaping, enhancing the aesthetics and functionality of the properties. These luxurious living spaces are often showcased through virtually staged photos, highlighting the potential and appeal of the sale Preston Square homes.

But the luxury doesn’t end there. Some Preston Square homes offer breathtaking views, like the pond view at 11312 Fenimore Ct Unit 6. These scenic vistas add to the upscale living experience, making every moment in Preston Square a luxurious one.

Shopping and Dining Near Preston Square

Convenient shopping and dining near Preston SquarePreston Square presents a myriad of shopping and dining options for its residents in Preston Square Windermere FL. From everyday needs to boutique shopping experiences, everything is just a short drive away. Some popular shopping destinations in the area include:

  • Windermere Village

  • Winter Garden Village

  • Westside Shoppes

  • The Mall at Millenia

These locations cater to a variety of preferences, including those with a penchant for fl.

For your grocery and general shopping needs, a Super Target and Walmart Supercenter are conveniently located nearby. And when it comes to dining, Restaurant Row and Winter Garden Village offer a bustling variety of options, making Preston Square a hub of convenience and lifestyle.

Real Estate Market Trends in Windermere

Potential homeowners should acquaint themselves with the real estate market trends in Windermere, especially when considering Windermere homes. As of December 2023, the median listing home price was $1.1 million, showing a considerable year-over-year increase of 18.1%. Meanwhile, the average price per square foot was $307.

The current FL real estate market in Windermere Florida, particularly in Windermere FL 34786, is characterized by:

  • A median sold home price of $875.5K, indicating a seller’s market due to high buyer demand and fewer homes available.

  • Homes typically staying on the market for 66 days before being sold.

  • A sale-to-list price ratio of 97.29%, suggesting that homes generally sold for 2.71% less than the listed price.

This data highlights the competitive nature of the Windermere market, emphasizing the importance for homebuyers to be well-prepared and informed.

Tips for Homebuyers in Preston Square

For those contemplating a move to Preston Square, several tips could prove beneficial. First, obtaining pre-approval for your loan before starting your home search is crucial. Not only does this help you understand your budget, but it also shows sellers that you are a serious buyer.

Second, working with a real estate agent who has a deep understanding of the Preston Square market can make a significant difference. They can help you navigate listings, negotiate deals, and provide insights that you might not have considered, ensuring you get the best possible deal for your dream home.

Testimonials from Preston Square Residents

Insights from existing Preston Square residents can offer a distinctive viewpoint. Many residents express a high level of satisfaction with living in the neighborhood, citing its beauty, peacefulness, and sense of community as highlights.

Preston Square is particularly noted for:

  • Its strong sense of community

  • Neighbors described as friendly and supportive, creating a close-knit community feeling

  • The convenient location

  • The quality of local schools, emphasized in positive testimonials

These firsthand experiences underscore the appeal of Preston Square as a desirable place to live.


In conclusion, Preston Square offers a unique combination of a serene living environment, community amenities, and an array of property options. Whether you’re looking for a cozy townhouse or a spacious single-family home, Preston Square has something to offer.

With its convenient location near shopping and dining options and the wealth of outdoor recreational activities, it’s a place where you can truly feel at home. The positive testimonials from satisfied residents further affirm the appeal of this charming neighborhood. If you’re considering a move, Preston Square awaits you. Contact us today about any homes for sale in Preston Square 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 1:41 AM) |

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