Erica Diaz - Winter Garden Realtor

Windermere Realtor


Erica Diaz knows a thing or two about buying and selling luxury real estate, and Windermere is home to some of Central Florida’s most impressive gated communities, golf course homes, and lakefront estates. If you’re looking to be part of a tight-knit community, surrounded by gorgeous real estate and charming local businesses, Erica Diaz and her team can help you find it in Windermere.

If you’re looking to buy or sell your home in Windermere, contact the Erica Diaz Team:

Windermere Living

In Windermere, you can stroll down brick streets past a historic library and playground, around a few roundabouts and past locally owned restaurants and shops, and end up in gated communities that are home to celebrities and multi-million dollar waterfront estates. Windermere is an affluent community under a canopy of oak trees and has a rich history dating back to the 1920s. It is the perfect combination of quiet residential neighborhoods, sprawling golf courses, impressive lakefront homes, and an active and friendly community.

Windermere hosts a popular Food Truck Rally on the fourth Friday of every night, and a vibrant Farmer’s Market every Friday morning. There are holiday events, annual foot races, art festivals and more. Families have the option of both public and private schools for their kids and can find homes with a story starting in the $150s and ranging all the way up to multi-million dollar estates overlooking the water. Living in Windermere makes you feel like you belong to something important.

Popular Windermere Developments

Windermere is not the kind of community that is continually seeing new growth and development. It is a well-established community of both new and older homes. In Windermere, there is a neighborhood and a home for everyone. Smaller, older neighborhoods feature established homes on large lots, quiet winding roads, community playgrounds and neighbors who have been friends for years. Windermere has an abundance of gated communities, offering residents larger and more extravagant homes with an added sense of privacy and security.

Silver Woods

Silver Woods is located on the outskirts of Windemere, off of Apopka Vineland Road, across the street from Holy Family Catholic Church. Homes in this neighborhood were built in the late 80’s and sit on large lots. Most homes here are single-story homes and surrounded by mature trees and native shrubs. Homes here average around $375K

Belmere Village

Homes in Belmere Village average about 2100 square feet and were built in the early 2000’s. Belmere Village is a gated community and many of the homes here have private pools and shaded lanis. Homes in this community average around $350K

Windermere Downs

Every home in Windermere Downs is as unique as the family that lives there. While many of the homes in this neighborhood have been around since the 70s, many have seen extensive upgrades to compete with some of the newest developments in the area. This neighborhood is known for its mature trees, quiet streets and tucked away location in the quiet wooded area of Windermere. These large homes average about 3,000 square feet and start in the low $500K range.


When people think of Windemere, they almost always think about Isleworth’s tall privacy walls covered in vines, the manned entrance gate, and the sprawling mansions tucked far away from the main road. Pro athletes call this neighborhood home, and these homes are some of the most impressive in the area. Homes here range from $2M-10M and come in a variety of floor plans and styles. These extravagant homes often feature guesthouses, golf cart parking, private theatre rooms, private pools, lanais and entertainment areas, and 4-5 car garages. Homes range from 7,000 square feet to 25,000 square feet and are the definition of luxury living.

Experiencing Windermere

The Grove is Windermere’s go-to shopping and dining destination. In this high-end retail plaza you will find gourmet burgers at BurgerFi, sweet treats at Jeremiah’s Italian Ice, a fresh-casual spin on Italian food at Spoleto, and Dexter’s; the go-to ladies night and happy hour spot for Windermere locals. There is a Panera bread with a drive-thru, Orlando’s top rated Chinese restaurant (Hawkers), Smoothie King and an upscale wine bar with great apps and flatbreads and an even better after-work atmosphere.

But The Grove isn’t just about great local restaurants. It also features a Publix grocery store, salons, specialty boutiques, a Planet Fitness, a handful of health and beauty stores, a Chase bank, office spaces and more. The Grove hosts outdoor movies throughout the year, fashion shows, live music events, food and wine tastings, and other community-focused events to bring people together.

Hidden gems like Paloma Coffee Co, 33 & Melt and Black Rock Bar and Grille add to the charm and small-town feel of this quiet community.

Windermere Shopping

Windermere residents love their charming sidewalk boutiques, but won’t hesitate to head over to Winter Garden to check out all of the retail shops in Fowler’s Grove. Locals take the backroads and can be to the local Target, Bed Bath and Beyond, World Market, Old Navy, Lowes and other shops in less than 15 minutes. Historic Downtown Winter Garden is also a short drive from Windermere and offers a similar small town feel and impressive real estate.

Windermere ShoppingWindermere has a quaint downtown area with winding sidewalks under a canopy of trees and features locally owned boutiques, an ice cream shop, wine market, and The Art Room, a creative space for aspiring artists to work on their craft. The brick roads and old fashioned Town Square add to the charm and character of this affluent community.

Windermere Schools

On Friday nights you can find families in the bleachers of Windermere High School and Olympia High School (Go Titans!) cheering on the community high school foot team, or attending band concerts and basketball games at Chain of Lakes Middle. Local families send their school-aged children to highly ranked public schools like Windermere Elementary and Keene’s Crossing or opt for private/faith-based schools such as Windermere Prep or The First Academy.

Windermere Parks

For those who love spending outdoors, Windermere offers parks and outdoor spaces that are perfect for playdates, romantic strolls at sunset and even working out. There is a hidden playground near the Windermere library with tall shade trees, a picnic shelter, and a playground. RD Keene Park is a favorite playspace for younger kids, and Shadow Bay Park features long walking trails and tennis courts.

Windermere is a quiet community of gated communities and waterfront real estate; an upscale community where neighbors connect over dinner parties and playdates, and where pro golfers and athletes come to escape the hustle and bustle of the bigger cities. This is a popular destination for growing families, young business professionals, and retirees who are ready to relax lakeside.

If you are ready to experience the Windermere lifestyle, contact the Erica Diaz Team today! We’ll listen carefully to what you are looking for and find the perfect spot in Windermere for you and your family.

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