Windermere Landing Homes for Sale

About Windermere Landing Neighborhood

Windermere Landing sits on Chase Road in southwest Windermere directly behind Keene's Pointe, with two community entrances feeding into a tree-lined interior layout organized around a large central pond. The community is non-gated, which is unusual for the area and is reflected in pricing relative to nearby guard-gated alternatives. The neighborhood's location places it within minutes of R.D. Keene Park's public boat ramp onto Lake Palmer (which connects to the Butler Chain) and within a short drive of Downtown Windermere's Main Street.

Meritage Homes, a national production builder known for energy-efficient construction, developed the majority of homes in Windermere Landing between 2011 and 2013. Several lots within the community were sold to custom builders, producing a mix of Meritage production homes and custom residences that share a traditional architectural vocabulary — multiple rooflines, varied elevations, brick or stucco façades, two- and three-car garages, and covered front entries. Many Meritage-built homes feature Energy Star certified construction with spray foam insulation, Low-E vinyl windows, weather-sensing irrigation, and high-efficiency HVAC systems.

Homes range from roughly 1,970 to over 4,830 square feet, with floor plans typically configured as 3 to 8 bedrooms and 2 to 5 bathrooms. Lot sizes of approximately 5,000 to 7,000 square feet are noticeably larger than the 3,500–4,500 sq ft lots common in newer Horizon West master-planned communities. A meaningful share of homes feature private swimming pools and screened lanais, and several enjoy direct views of the community's central pond. A small number of homes back to Lake Roper, an interior lake on the western edge of the community.

Community amenities are anchored by a central park area featuring a community swimming pool, playground, and a large multi-use field used for informal sports and family activities. The HOA maintains the community pool, common landscaping, the entrance areas, and the multi-use field. There are no CDD fees — a meaningful long-term cost difference compared with nearby Horizon West-area master plans built under CDD financing.

Windermere Landing Location & Connections

Windermere Landing is located off Chase Road in southwest Windermere, a position that places it within the 34786 ZIP code, immediately behind Keene's Pointe, and within minutes of R.D. Keene Park, Downtown Windermere, and Windermere Preparatory School. The community's western edge backs to Lake Roper, while the broader area sits within easy reach of the Butler Chain corridor without being directly on it. Major highway access via SR 429 and the Florida Turnpike connects residents to Disney, Downtown Orlando, and the airport network.

Windermere Landing Amenities & Lifestyle

Day-to-day life in Windermere Landing combines a quiet, established interior layout with quick access to Windermere's defining amenities — Main Street, the Butler Chain via R.D. Keene Park, and the dining and shopping corridors of Dr. Phillips and Winter Garden Village. The community pool, multi-use field, and central pond serve as the social anchor for residents. The non-gated layout means easy daily access for school runs, deliveries, and visitors, with the trade-off of no controlled entry.

Beyond the community itself, residents are positioned to access most of what makes Windermere distinct: Butler Chain watersports via the public Lake Palmer ramp at R.D. Keene Park, championship golf at the adjacent Golden Bear Club at Keene's Pointe, and the Friday Farmers Market and Town Square events on Main Street.

How Windermere Landing Compares

Windermere Landing's most useful comparisons are not against guard-gated lakefront communities like Keene's Pointe or Isleworth — those are a different product class entirely — but against the two alternatives buyers in this price band actually weigh: nearby Horizon West master-planned new construction (Summerport, Lakes of Windermere, Eden Isle, etc.) and older established Windermere homes from the 1990s–2000s. The trade-offs differ in lot size, age, CDD obligations, and neighborhood character.

Windermere Landing HOA & CDD Information

Windermere Landing is governed by a homeowners association responsible for the community pool, playground, multi-use field, common landscaping, entrance monuments, and shared infrastructure. As an established 2011–2013 community, infrastructure has been completed and paid for, which is why there are no Community Development District (CDD) fees. This is a meaningful long-term cost difference compared with newer 34786 master plans to the south, where CDD assessments commonly add $1,500–$3,000+ per year on top of HOA dues for 20–30 years.

HOA fee amounts and management company contact information change periodically and should be confirmed at the time of any purchase decision. We can also check for current or upcoming special assessments.

Frequently Asked Questions