The Orchard Homes for Sale

About The Orchard Neighborhood

The Orchard sits just south of Florida's Turnpike off Winter Garden Vineland Road (CR 535), roughly four-tenths of a mile north of the SR 50 / West Colonial Drive retail corridor. The community is built around three internal streets — Orchard Leaf Way (the main spine off the gated pergola entry), Winter Nellis Circle, and Golden Russet Drive — with townhomes facing landscaped front porches and rear-loaded two-car garages along alleys. The recessed parking pull-offs along each street provide on-street guest spaces without crowding the driveways.

The majority of homes in The Orchard were built between 2006 and 2007 during the area's mid-2000s development wave, and the community is fully built out today. Floor plans run from compact 2-bedroom, 2.5-bath townhomes around 1,400–1,500 square feet up to 4-bedroom, 2.5-bath townhomes in the 1,900–2,400 square foot range. Several plans include a downstairs den or flex room that can be used as a study, home office, or guest space, and end units feature additional windows for natural light.

The community has a distinct character driven by its size and layout. Unlike the larger lifestyle-center developments in 34787, The Orchard is a small, contained, single-purpose townhome community — there is no mixed-use retail, no resort-style amenity deck, and no separate amenity zones. What's here is what every resident shares: the gated entry with the pergola hardscape, the central pool and pool house, the shaded playground on the southern edge, and the manicured common areas maintained by the HOA. For buyers who want low-maintenance townhome living in central Winter Garden with quick freeway access — and who don't need the full amenity stack of a larger master-planned community — The Orchard delivers that profile at a more accessible price point than most of the neighborhood's single-family alternatives.

The Orchard Location & Connections

The Orchard occupies a pocket of central Winter Garden bordered by commercial offices to the north, the Bradford Creek neighborhood to the south, the Daniels Landing neighborhood to the east, and conservation land to the west. The community fronts Winter Garden Vineland Road (CR 535), which connects directly south to SR 50 / West Colonial Drive in under a mile and connects directly north to the Turnpike interchange.

The location balances two things buyers in 34787 commonly trade off: proximity to highway infrastructure (Turnpike, SR 50, and I-4 via SR 429) for commuting, and access to the Plant Street / downtown side of Winter Garden for weekend life. Winter Garden Village at Fowler Groves is a short drive south on Daniels Road, and West Point Commons (the Publix-anchored center on West Colonial) is the closest day-to-day grocery stop.

The Orchard Amenities & Lifestyle

Day-to-day life in The Orchard centers on the community's interior amenities and the surrounding 34787 corridor. The pool, pool house, and shaded playground anchor the social space inside the gates; everything else — groceries, restaurants, parks, healthcare — sits within a few minutes' drive along Winter Garden Vineland Road, SR 50, or the SR 429 corridor.

How The Orchard Compares

The Orchard occupies a specific niche in 34787: gated, low-maintenance townhome living at a more accessible price point than the area's single-family alternatives. Buyers comparing The Orchard typically weigh it against newer townhome communities further west (Horizon West) and against single-family detached options in similar central Winter Garden locations.

The Orchard HOA & CDD Information

The Orchard is governed by a mandatory homeowners association (Orchard HOA Inc.) that maintains the community's gated entry, pool and pool house, playground, private streets, common landscaping, and exterior maintenance items typical of a townhome community. Because the HOA covers exterior maintenance and recreational facilities, the assessment is generally higher than a single-family community of comparable size — but it eliminates owner responsibility for items like exterior paint, roof maintenance schedules, and lawn care on common areas.

The Orchard does not appear to be within a Community Development District (CDD) based on available public records, though publishers and buyers should verify CDD status with Orange County records before relying on this. Read more about CDDs if you're unfamiliar with the distinction between an HOA and a CDD.

Frequently Asked Questions