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Top Real Estate Investment Areas in Winter Garden, Orlando, FL

Fernanda Negromonte


Winter Garden, located just west of Orlando, is one of Central Florida’s most attractive real estate markets, particularly for investors. With its charming historic downtown, proximity to major attractions like Disney World and continuous population growth, Winter Garden presents a prime opportunity for those looking to invest in the Orlando area. Whether you're interested in short-term rentals, long-term rental properties, or purchasing a home with the potential for significant appreciation, Winter Garden offers diverse options to meet your needs.

In this blog post, we’ll explore the top real estate investment areas in Winter Garden and discuss why working with Fernanda Negromonte, an experienced Orlando real estate agent, is essential for identifying and securing the best investment properties.

Hamlin

One of Winter Garden’s most popular and rapidly growing areas is Hamlin, part of the larger Horizon West community. Hamlin stands out for its modern, master-planned layout, offering a blend of residential, retail, and recreational spaces.

  • Why Invest: Hamlin is a hot spot for investors due to its strategic location near major highways like the 429, offering easy access to both Orlando and Disney World. The area is designed with family-friendly amenities such as parks, walking trails, and community centers, making it attractive for long-term renters. Moreover, the retail and entertainment district within Hamlin is growing rapidly, adding to this area's appeal for investors and residents.

  • Investment Potential: With continuous development, Hamlin properties are likely to appreciate over time. The demand for both single-family homes and townhomes is strong, providing excellent rental income opportunities, particularly for those targeting families and professionals looking for convenience and a sense of community.

Downtown Winter Garden

Downtown Winter Garden offers a unique blend of historic charm and modern conveniences, making it a desirable location for real estate investors. This area has a walkable, small-town feel, with tree-lined streets, historic architecture, and abundant local shops, restaurants, and cultural attractions.

  • Why Invest: Downtown Winter Garden has maintained its appeal as a hub for both tourists and locals, thanks to its vibrant shopping, dining, and entertainment scene. It’s particularly attractive for those interested in short-term vacation rentals or long-term leasing to professionals who enjoy the convenience of being close to local amenities while still having access to downtown Orlando.

  • Investment Potential: Property values in downtown Winter Garden have seen steady appreciation, and this trend is expected to continue as more people flock to the area. Homes here tend to be older, often with historic significance, making them ideal for investors who want to renovate and add value. The combination of a thriving downtown and proximity to major Orlando attractions makes this area a solid choice for real estate investors.

Hickory Hammock

For investors seeking a luxury market in Winter Garden, Hickory Hammock is a gated, resort-style community that offers a mix of single-family homes with premium amenities. This waterfront community is located along the shores of Johns Lake, offering beautiful views and upscale living.

  • Why Invest: Hickory Hammock’s appeal lies in its exclusivity and resort-style living. The neighborhood is packed with high-end amenities, including a clubhouse, fitness center, resort-style pool, playgrounds, and walking trails. The community also offers easy access to major highways, making it a prime spot for professionals and families looking to settle down in a luxury setting while remaining close to the city’s business centers.

  • Investment Potential: Properties in Hickory Hammock tend to command higher rental rates, making this a profitable area for investors targeting the luxury rental market. The community’s exclusivity and high-end amenities make it a desirable location for renters seeking a resort-style living experience, which can translate into excellent long-term returns on investment.

Waterleigh

Waterleigh is another highly sought-after community within Horizon West, offering a variety of homes with lakeside views and resort-style amenities. This master-planned community appeals to families and professionals, providing a sense of tranquility while remaining conveniently located near Orlando’s major highways and attractions.

  • Why Invest: Waterleigh’s appeal to investors comes from its strong sense of community and its resort-style living features. The community includes multiple clubhouses, fitness centers, pools, walking trails, and lakefront parks, making it a desirable location for both homeowners and renters. Proximity to top-rated schools and easy access to Disney World and other Orlando attractions also add to its appeal.

  • Investment Potential: Waterleigh is a growing community, and as development continues, property values are expected to rise. The area is ideal for long-term rental investments, particularly for families and professionals who value quality amenities and a peaceful environment. Investors can also capitalize on the growing demand for rental properties in this area due to its attractive location and community offerings.

Independence (Signature Lakes)

Independence, also known as Signature Lakes, is a master-planned community that offers a combination of single-family homes, townhomes, and condos. Located in Horizon West, this neighborhood boasts beautiful homes and exceptional amenities, making it a prime location for real estate investment.

  • Why Invest: Independence is an established community with a family-friendly atmosphere, making it ideal for investors seeking long-term rental properties. The neighborhood features top-rated schools, parks, lakes, and walking trails, and is close to major shopping and dining centers. The amenities, quality schools, and easy access to major highways make this area highly attractive to renters.

  • Investment Potential: Independence offers excellent investment potential due to its strong rental demand. The area’s homes attract families seeking a safe, well-maintained community with easy access to Orlando’s job market and entertainment hubs. Whether investing in a single-family home or a townhome, this area offers solid rental income opportunities and long-term appreciation.

Wintermere Pointe

Wintermere Pointe is a gated community offering spacious homes in a peaceful setting. This established neighborhood is located near downtown Winter Garden and major highways, providing convenient access to the broader Orlando area.

  • Why Invest: Wintermere Pointe is attractive for investors due to its spacious homes and serene environment. The community offers larger lots and mature landscaping, making it appealing for families who want more space while still being close to the amenities of downtown Winter Garden and Orlando.

  • Investment Potential: Homes in Wintermere Pointe are known for their high quality and large square footage, which makes them desirable for families looking for long-term rentals. Investors can expect stable rental income from this area, especially from families and professionals who value privacy, space, and convenience.

Work with Fernanda Negromonte for Expert Investment Advice

Winter Garden continues to be one of Orlando’s most desirable areas for real estate investment, offering a range of options from luxury gated communities to family-friendly neighborhoods. Whether you’re seeking a property for short-term rentals, long-term tenants, or future appreciation, Winter Garden provides numerous opportunities for savvy investors.

For those ready to explore Winter Garden’s vibrant market, working with an experienced agent like Fernanda Negromonte ensures you make strategic, informed decisions. Fernanda not only offers deep insights into the local market and a nuanced understanding of each neighborhood but also has an exclusive team dedicated to Property Management. This team provides end-to-end support for managing investment properties, giving you peace of mind and maximum returns. Discover more about her property management services here, and contact Fernanda to start your next real estate journey today!

*Header photo courtesy of Fernanda Negromonte



Fernanda Negromonte

Fernanda Negromonte

Real Estate Broker

About The Author

Hi, my name is Fernanda. I am a Real Estate Broker and the owner of Nova Real Estate Services, Inc. I started my Real Estate career in 2008 (great timing, right?) and while everyone was getting out of the game I pressed in. In just a few short months I was hooked! The years to follow provided necessary, difficult, and incredible exposure that led me to fancy myself an expert in the industry. Now with 15 years of experience I’ve worked with first time home-buyers, investors, developers, domestic and international clients, to name a few. Eight years ago I decided it was time to take my career to the next level and got my Brokers license - Nova Real Estate Services was born. It was an immediate challenge; however, the pride felt rising to the occasion and providing a boutique experience in our industry was invaluable and worth the obstacles overcome. It’s humbling to say that even after all these years I am learning every day and continue to adapt the business alongside an evolving market and client need. I work tirelessly to ensure my clients’ goals and best interests are the foundation of my approach to buying and selling Real Estate. If you’re searching for a committed, honest, and personable broker, look no further.

WORK WITH FERNANDA

Fernanda works tirelessly to ensure her clients’ goals and best interests are the foundation of her approach to buying and selling Real Estate.

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