Legacy at Leesburg: Complete 55+ Community Tour & Review

Looking for an active adult community in Florida with affordable HOA fees and excellent value? Legacy at Leesburg offers approximately 1,999 homes in a gated community with prices ranging from the mid-$200s to $600k. With monthly HOA fees of just $286 that include internet, cable, and lawn care, this community provides an exceptional value proposition for active adults seeking a quality lifestyle without breaking the bank.

The welcoming entrance to Legacy at Leesburg features beautiful landscaping with palm trees and colorful garden beds

Quick Facts About Legacy at Leesburg

• Location: Leesburg, Florida (on Highway 27/441)
• Home Prices: Mid-$200s to $600k
• HOA Fees: $286/month (includes internet, cable, and lawn care)
• Community Size: Approximately 1,999 homes
• Community Type: Gated 55+ community
• Built: Original homes from 1999

Community Overview

Legacy at Leesburg sits in what locals affectionately call "55+ heaven" or "Wrinkle Row" along Highway 27/441 in Leesburg. The community enjoys a prime location surrounded by other popular 55+ neighborhoods including Arlington Ridge, Plantation, Highland Lakes, and Royal Highlands. This central positioning makes it easy for prospective buyers to tour multiple communities in one visit.

What sets Legacy apart from its neighbors is its focus on providing quality housing and essential amenities without the extensive club scene and higher fees found in larger communities. Built starting in 1999, the community offers mature landscaping and established neighborhoods while currently undergoing major renovations to modernize its facilities.

The community is ideal for buyers seeking a gated 55+ lifestyle who prioritize value, location, and peaceful living over an extensive activities calendar. With generous lot sizes, tree-lined streets, and varied home sites including pond views, Legacy provides the Florida retirement lifestyle many active adults are seeking.

The palm tree-lined entrance boulevard creates a resort-like first impression with manicured landscaping throughout

Who Legacy at Leesburg Is Perfect For

Legacy at Leesburg fits a specific buyer profile particularly well. If you're looking to move to Florida and want a nice home in a gated community but aren't as concerned with having dozens of clubs and activities, this community deserves serious consideration.

The community especially appeals to buyers who are more conservative with their budget but still want quality construction, good square footage, and possibly a private home site with a view. You can get excellent value for your money here compared to communities with higher HOA fees and more extensive amenities.

One key distinction: Legacy doesn't have an on-site restaurant. While some 55+ buyers consider this a must-have amenity, Legacy residents have Rodello's restaurant located just across the street, easily accessible (though not by golf cart due to Highway 27 traffic). For buyers who don't need a restaurant within the gates, this trade-off means significantly lower HOA fees.

Amenities & Lifestyle

Major Clubhouse Renovation Underway

Legacy at Leesburg is currently undergoing massive clubhouse renovations that represent a significant upgrade to the facilities. When touring the community recently, construction was so extensive that the clubhouse was temporarily closed to visitors, with hard hat signs posted at entrances.

The renovation appears to include expansion of the fitness center, which was receiving all new equipment. The pool area landscaping is being completely redone. Most impressively, it looks like they're actually expanding the building itself, not just doing cosmetic updates.

This level of renovation is noteworthy because many 55+ communities simply apply fresh paint and carpet when facilities age. Legacy is investing in genuine improvements that will benefit residents for years to come. The fact that the HOA is undertaking such extensive work without special assessments (as of the time of this tour) speaks to sound financial management.

The Mediterranean-style clubhouse anchors the community with its distinctive red tile roof and palm tree-lined entrance

Pool & Fitness Center

The pool area at Legacy features zero-entry access, making it easy for residents of all mobility levels to enjoy. Water aerobics classes are offered in the mornings, providing both exercise and social opportunities.

The fitness center is being completely upgraded as part of the current renovations, with brand new equipment being installed. The expansion suggests the community is responding to resident demand for more comprehensive fitness facilities.

Access to the pool and sports court areas requires either a code or a sticker for residents, which automatically opens the gates for easy entry while maintaining security.

Tennis and Pickleball Courts

Legacy at Leesburg offers an impressive array of tennis and pickleball courts. The exact count appears to be approximately 20 courts when you combine both sports, though they can be difficult to see all at once due to the layout.

Interestingly, even residents from other nearby communities come to Legacy to play pickleball for more competitive games. The courts see heavy use most mornings (though understandably less activity at noon during Florida summers).

The sports courts are located on both sides of the clubhouse building, with dedicated pickleball courts on one side and tennis courts on the other. Shuffleboard courts are also available for residents who prefer that classic retirement community game.

The extensive tennis and pickleball complex features multiple courts surrounded by mature trees with covered seating areas between sections

Approximately 20 tennis and pickleball courts provide ample recreational opportunities, with a basketball court and parking area nearby

Softball Fields

At the front entrance of the community, you'll find well-maintained softball fields. Legacy has its own softball team that plays against teams from other 55+ communities in the area, including Royal Highlands and formerly Trilogy at Ocala Preserve.

This inter-community competition adds a fun social dimension, allowing residents to meet people from neighboring developments while enjoying friendly athletic competition.

The community softball field features covered bleachers and is used for inter-community games with other 55+ neighborhoods

Walking Trails

One of Legacy's standout features is its walking trail system. The community offers several miles of tree-covered, shaded walking paths that wind around the perimeter and through the neighborhood.

These wooded, shaded trails are specifically sought after by many active adults. Unlike some communities where walking paths are exposed to full sun (making summer exercise uncomfortable), Legacy's mature tree canopy provides natural cooling and a more pleasant walking experience year-round.

Multiple residents who work with Explore55Plus have specifically chosen Legacy over other communities because of these superior walking trails. For buyers who prioritize daily walks as part of their active lifestyle, this amenity can be a deciding factor.

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HOA Fees & What's Included

At $286 per month, Legacy at Leesburg offers exceptional value in the 55+ community market. This fee includes several services that would otherwise cost hundreds of dollars monthly if purchased separately.

• Internet service: High-speed internet included in the monthly fee
• Cable television: Full cable package provided to all residents
• Lawn care: Professional lawn maintenance keeps your yard looking great without any effort
• Amenity access: Use of all clubhouse facilities, pools, sports courts, and walking trails
• Gated security: Controlled access entry points throughout the community

The HOA did implement a slight increase at the beginning of the year, but there were no special assessments for the major clubhouse renovations currently underway. This suggests the community maintains adequate reserve funds and practices sound financial planning.

The management office is known for being responsive and easy to work with. They readily answer questions about HOA finances, provide access for showings, and maintain open communication with residents and real estate professionals.

Home Styles and Pricing

Homes at Legacy at Leesburg range from the mid-$200s to $600k, offering options for various budgets. The community was originally built starting in 1999, so homes have mature landscaping and established neighborhoods.

Square footage varies considerably, with homes like the featured 2,021 square foot, 3-bedroom, 2-bathroom model representing a popular mid-range option. Lot sizes are generous compared to many newer communities, giving homeowners more privacy and outdoor space.

Many home sites offer desirable features like pond views, while others back to preserve areas or wooded buffers. The variety of available lots means buyers can find the specific setting that appeals to them, whether that's water views, maximum privacy, or easy access to amenities.

Renovation Potential

One of the advantages of buying in an established community like Legacy is the renovation potential. Homes built in 1999 often need updating, but they were constructed with solid bones and generous room sizes that modern floor plans sometimes sacrifice.

The featured listing in this tour demonstrates what's possible with vision and investment. The owners purchased a dark, dreary, outdated home and transformed it into a modern, light-filled space that looks completely different from the original.

For buyers willing to take on a renovation project, Legacy offers the opportunity to create a custom home at a lower total cost than buying a new construction property in a different community. The transformation can be dramatic, turning a dated 1990s interior into a contemporary space that rivals homes costing significantly more.

Location & Nearby Conveniences

Legacy at Leesburg's location on Highway 27/441 provides excellent access to shopping, dining, healthcare, and entertainment. The community sits in the heart of Leesburg's 55+ corridor, with multiple other active adult communities nearby.

Rodello's restaurant is located directly across the street, essentially serving as Legacy's unofficial community restaurant. While you wouldn't want to cross Highway 27 on a golf cart, it's a very short drive for residents who want convenient dining close to home.

The community also has access to Mission Inn, a historic resort nearby with golf and dining options. Pear Park, located across Highway 27, offers additional pickleball courts where Legacy residents sometimes play for more competitive games.

Within the immediate area, you'll find grocery stores, medical facilities, banks, and all essential services. The Villages is a short drive north, and Orlando attractions are accessible for day trips. Leesburg's location provides small-town Florida living with easy access to bigger-city amenities when needed.

This expansive view shows the community's scale with winding streets, retention ponds, and proximity to nearby water bodies

What Makes Legacy Different

Legacy at Leesburg occupies a unique position among Central Florida 55+ communities. It's not trying to compete with the extensive amenities of larger communities like The Villages or offering the golf-centric lifestyle of country club communities.

Instead, Legacy focuses on providing quality housing, essential amenities, and a peaceful gated environment at a price point and HOA fee structure that appeals to value-conscious buyers. There's no golf course, no on-site restaurant, and fewer organized clubs than you'd find at some neighboring communities.

For the right buyer, these aren't negatives—they're intentional trade-offs that result in lower costs. If you plan to spend time traveling, visiting family, or pursuing hobbies outside the community, you might not need or want to pay for amenities you won't use.

The community's size of approximately 1,999 homes hits a sweet spot. It's large enough to support its amenities and maintain a sense of community, but not so large that residents feel lost or anonymous.

Comparing Legacy to Royal Highlands

One comparison that often comes up is Legacy at Leesburg versus Royal Highlands, another popular 55+ community just down the road. Both communities share similar locations and price ranges, but they serve different buyer preferences.

Royal Highlands typically offers more organized activities, clubs, and social events. It attracts buyers who want an active social calendar and lots of opportunities to meet neighbors through structured activities.

Legacy appeals more to buyers who want a quieter community experience. You still have amenities like pools and sports courts, but there's less emphasis on constant activities and events. Some buyers specifically prefer this more low-key atmosphere.

Both communities have softball fields and participate in inter-community sports leagues. Both offer gated security and well-maintained grounds. The choice between them often comes down to personal preference regarding social activities and lifestyle pace.

Financial Stability and Management

One critical but often overlooked factor when choosing a 55+ community is financial health and management quality. Legacy at Leesburg appears to be in solid financial condition based on several indicators.

The fact that the community is undertaking major renovations without implementing special assessments suggests adequate reserve funds. Special assessments can be a nasty surprise for homeowners, suddenly requiring thousands of dollars for community improvements.

The management office staff is known for being professional, responsive, and helpful. They maintain open communication with residents and real estate professionals, which indicates good organizational management.

HOA fees remain competitive even with internet, cable, and lawn care included. While there was a slight increase at the beginning of the year, it appears to have been modest and in line with normal cost-of-living adjustments rather than a sign of financial problems.

Curb Appeal and Community Aesthetics

Legacy at Leesburg makes an excellent first impression with its beautiful entrance featuring palm trees, colorful landscaping, and a decorative monument sign. The entrance boulevard sets a resort-like tone that carries throughout the community.

Mature oak trees and palms line many streets, providing natural beauty and welcome shade. The community has had over two decades to establish its landscaping, resulting in a lush, settled appearance that newer communities can't replicate.

Home sites feature varied terrain with ponds, preserve views, and different lot orientations. This variety means neighborhoods don't feel cookie-cutter or monotonous. Each street has its own character while maintaining overall community cohesiveness.

The ongoing renovations demonstrate the HOA's commitment to maintaining and improving the community's appearance. Rather than letting facilities gradually decline, they're investing in keeping Legacy competitive with newer communities.

Active residents enjoy the well-maintained courts with clear line markings and proper fencing for safe play

Frequently Asked Questions

What are the HOA fees at Legacy at Leesburg?

Monthly HOA fees are $286, which includes internet, cable television, lawn care, and access to all community amenities. This represents excellent value compared to many 55+ communities where these services would cost significantly more.

What amenities does Legacy at Leesburg offer?

The community features a clubhouse with fitness center, resort-style pool with zero entry, approximately 20 tennis and pickleball courts, shuffleboard courts, softball fields, and several miles of tree-covered walking trails. Major renovations are currently underway to expand and modernize facilities.

How many homes are in Legacy at Leesburg?

The community contains approximately 1,999 homes, making it a mid-sized 55+ community. This size provides enough residents to support amenities and activities while maintaining a manageable, friendly community feel.

What is the price range for homes at Legacy at Leesburg?

Homes range from the mid-$200s to $600k depending on size, location, upgrades, and specific features. This wide range accommodates various budgets and preferences within the same community.

Is there a golf course at Legacy at Leesburg?

No, Legacy does not have its own golf course. However, residents have access to golf at nearby Mission Inn. The lack of a golf course is one reason HOA fees remain affordable compared to golf communities.

Does Legacy at Leesburg have a restaurant?

There is no on-site restaurant within the community gates. However, Rodello's restaurant is located directly across Highway 27, providing convenient dining very close to the community. This trade-off helps keep HOA fees lower.

Are the walking trails at Legacy at Leesburg shaded?

Yes, one of Legacy's standout features is its tree-covered walking trails. Multiple miles of paths wind through wooded areas, providing natural shade that makes year-round walking comfortable even during Florida summers.

When was Legacy at Leesburg built?

The community was originally built starting in 1999, making it an established neighborhood with mature landscaping. Many homes offer renovation potential for buyers interested in updating to modern finishes.

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Final Thoughts on Legacy at Leesburg

Legacy at Leesburg offers a compelling value proposition for active adults seeking a gated 55+ community without the premium prices and HOA fees of larger resort-style developments. With monthly fees of just $286 that include internet, cable, and lawn care, residents enjoy quality amenities and a well-maintained community at an affordable cost.

The ongoing major renovations demonstrate the HOA's commitment to keeping facilities modern and competitive. Combined with excellent shaded walking trails, extensive pickleball and tennis courts, and a prime Leesburg location, Legacy deserves serious consideration from buyers prioritizing value and quality of life.

If you're the type of buyer who wants a nice home in a gated community but doesn't need every amenity under the sun, Legacy at Leesburg might be exactly what you're looking for. The peaceful atmosphere, friendly residents, and responsive management create a welcoming environment where you can enjoy your Florida retirement on your own terms.