Woodbridge Homes for Sale

About Woodbridge Neighborhood

Woodbridge sits off West Orange Country Club Drive, just west of Winter Garden Vineland Road in the southern portion of 34787 — close enough to the Windermere border that residents straddle two of West Orange County's most recognized retail and recreational corridors. The community fronts the country club golf course, which means most homes back to either golf, water, or wooded conservation views. Unlike the gated master-planned communities that dominate this part of Winter Garden, Woodbridge is intentionally non-gated and small in scale — fewer than 100 homes, no guard, no resort-style clubhouse — but with a meaningful set of community amenities that most non-gated subdivisions don't offer.

The majority of homes were built between 2001 and 2006 by various custom and semi-custom builders, with a small number of earlier homes dating back to 1987 and infill construction continuing through roughly 2014. That builder variety is the reason no two streets in Woodbridge look identical — façades, elevations, and floor plans differ noticeably from one cul-de-sac to the next. Lot sizes generally range from one-quarter to one-third of an acre, and homes span roughly 1,900 square feet on the smaller end to over 4,600 square feet for the largest custom builds, with four-bedroom layouts the most common configuration.

The defining geographic feature inside the community is a large central pond on the western edge between the homes and the golf course fairways. The pond plus the golf course backdrop means a very high share of homes carry some kind of view — golf, water, wooded, or a combination — which is unusual for a sub-100-home community at this price point. The mandatory HOA covers the common areas, pond, pool, and tennis courts.

Woodbridge Location & Connections

Woodbridge is located in the southern part of Winter Garden, off West Orange Country Club Drive and just west of Winter Garden Vineland Road. The community sits at the practical edge between the city's golf-and-trail district and the Windermere border, which gives residents direct access to two different retail corridors — Winter Garden Village at Fowler Groves to the north and Cornerstone Marketplace (in neighboring Windermere) to the south — without long drive times to either.

The community's location makes commuting unusually flexible. An entrance to SR 429 is minutes away, providing southbound access to Walt Disney World and I-4 and northbound access to Florida's Turnpike and Apopka. The Turnpike itself reaches the area via the SR 50 interchange a few miles north of the neighborhood. Downtown Winter Garden and its Plant Street corridor are about a 10-minute drive north, and the nearest full-service hospital — Health Central Hospital — sits a similar distance away in Ocoee.

Woodbridge Amenities & Lifestyle

The Woodbridge lifestyle revolves around three things: the community's own pool and tennis courts, the golf-course-and-pond setting that defines the western edge of the neighborhood, and the unusually short drive to both Winter Garden and Windermere retail and dining. It's a quieter, lower-density alternative to the gated master-plans nearby — residents trade the guard gate and the resort clubhouse for a smaller, more established setting with adequate shared amenities. Access to SR 429 makes the entire region's amenity set practically reachable.

How Woodbridge Compares

Woodbridge's value proposition is sharper when set against the two most common alternatives buyers in this corridor consider: nearby Stoneybrook West (24-hour gated golf community wrapped around its own course) and Summerport directly across the line in Windermere. Each is a legitimate alternative, and the right pick depends on whether the buyer values gating, scale, and resort amenities (Stoneybrook West / Summerport) or smaller, lower-fee, established custom-built character with shared but not lavish amenities (Woodbridge).

Woodbridge HOA & CDD Information

Woodbridge is governed by a mandatory homeowners association that maintains the community pool, tennis courts, pond, common areas, and shared landscaping. Because the community is small (fewer than 100 homes) and the amenity set is modest, HOA fees here tend to be meaningfully lower than at large gated master-plans in the same corridor — though the actual current amount, payment cadence, and management contact change periodically and should be verified before contract.

No Community Development District (CDD) assessment has been documented for Woodbridge, which is consistent with the neighborhood's build era — most CDD-funded communities in this corridor were developed after Woodbridge in the Horizon West master-plan to the south. CDD status should always be verified against Orange County records before purchase.

Frequently Asked Questions