About Tuscany Neighborhood
Tuscany consists of 93 single-family homes built between 1992 and 2003 by Clayton & Clayton Development in Winter Garden. The community sits on the north side of East Fullers Cross Road, with E. Crown Point Road forming the eastern edge and the West Orange Trail corridor close to its western boundary. Home sizes range from approximately 1,725 to 3,000+ square feet, primarily on single-story floor plans (some with second-story bonus rooms) in Traditional, Contemporary, and Ranch styles.
The neighborhood's appeal centers on three things: lot generosity for an established community, mature tree canopy that newer subdivisions can't replicate for another two decades, and proximity to Downtown Winter Garden's Plant Street district. Some homesites back to conservation land with no rear neighbors, and the community includes interior ponds with shaded sidewalks that loop the neighborhood.
Tuscany is non-gated and pet-friendly, with a mandatory HOA. The community is part of the broader northern corridor that includes Fullers Crossing, Chapin Station, and Trails of Winter Garden — all built in roughly the same era and sharing access to the trail system and historic downtown.
📊 Quick Facts
🏡 Home Features Commonly Found
- Open and split floor plans typical of mid-1990s through early-2000s construction
- Generous lot sizes by Winter Garden standards, some on cul-de-sacs
- Screened, covered lanais; many homes have custom swimming pools
- Conservation views on a portion of homesites with no rear neighbors
- Mature landscaping and tree canopy throughout the community
- Updated kitchens and baths in many properties as homes turn over
🌳 What Makes Tuscany Distinctive
Three things separate Tuscany from newer single-family product in Winter Garden:
- Mature tree canopy. Homes built in the 1990s have 25+ years of growth on their landscaping. New construction in Horizon West won't match this for two decades.
- Walkable trail access. The community entrance sits 0.1 miles from the 22-mile West Orange Trail — close enough to bike to Plant Street without driving.
- No CDD assessment. Built before the CDD era became standard for Central Florida communities, Tuscany homeowners pay HOA dues but no separate CDD bond.
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Tuscany Location & Connections
Tuscany is located in the northern section of Winter Garden, off East Fullers Cross Road just west of East Crown Point Road. The community sits between the West Orange Trail to the west and the Crown Point Road corridor to the east, with conservation and small unbranded subdivisions to the north and the Chapin Station neighborhood to the south. The location places residents within about a mile of downtown Plant Street and within roughly five minutes of SR 429 for regional commutes.
🏘️ Adjacent Neighborhoods & Areas
- Fullers Oak (small unbranded subdivision to the north — no dedicated community page available)
- Chapin Station to the south
- Trails of Winter Garden to the east
- West Orange Trail corridor immediately to the west
- East Fullers Cross Road and East Crown Point Road form the southern and eastern boundaries
🚗 Detailed Commute Times
- Downtown Winter Garden / Plant Street: ~5 minutes (~1 mile)
- Downtown Orlando: ~30 minutes (~15 miles)
- UCF Campus: ~45 minutes (~30 miles)
- Walt Disney World: ~25 minutes (~15 miles)
- Universal Orlando: ~25 minutes (~14 miles)
- SeaWorld Orlando: ~25 minutes (~14 miles)
- Cocoa Beach: ~75 minutes (~70 miles)
- Lake Nona Medical City: ~40 minutes (~25 miles)
✈️ Airport Access
- Orlando International Airport (MCO): ~35 minutes (~25 miles)
- Orlando Sanford International Airport (SFB): ~45 minutes (~35 miles)
🛣️ Major Roads & Highways
- SR 429 (Daniel Webster Western Beltway): ~5 minutes east — primary connector to Walt Disney World, I-4, and the Florida Turnpike
- Hwy 50 / W. Colonial Drive: ~7 minutes south — Winter Garden's main east-west commercial corridor
- Interstate 4: ~15 minutes via SR 429
- Florida Turnpike: ~15 minutes north via SR 429
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Tuscany Amenities & Lifestyle
Tuscany's lifestyle is shaped by two anchors: the West Orange Trail running just outside the community's western edge, and historic Downtown Winter Garden a mile to the south. The trail puts the entire 22-mile system at the doorstep — bikeable to Plant Street, Newton Park, and beyond. The downtown district anchors weekend life with the Saturday farmers market, Plant Street Market food hall, and a calendar of festivals along the brick main street.
Day-to-day, the community is quiet and established. Homesites with conservation backings keep rear neighbors out of view, sidewalks loop around the interior ponds, and the mature canopy makes summer walks more tolerable than in newer subdivisions where shade is still 15 years away.
🏊 Neighborhood Amenities
Amenities found within Tuscany:
- Interior community ponds
- Sidewalks throughout the community
- Conservation-adjacent homesites (select properties)
- Mature landscaping and tree canopy
Note: Tuscany does not have an internal community pool, clubhouse, or fitness center. Nearby city facilities including Chapin Station Park and the City of Winter Garden's Farnsworth Pool are covered in the relevant sections below.
🛍️ Shopping & Services
The closest concentrated shopping is Winter Garden Village at Fowler Groves, about three miles south near the SR 429 / Daniels Road junction, with 80+ stores and big-box anchors. Fountains West Plaza closer to the Ocoee line offers everyday services and a Publix.
For comprehensive shopping information: View our Winter Garden Shopping Guide →
🍽️ Restaurants
Tuscany residents have walkable-to-driveable access to Downtown Winter Garden's Plant Street dining district — including the Plant Street Market food hall and Crooked Can Brewery. Winter Garden Village adds chain and casual options three miles south.
For comprehensive restaurant information: View our Winter Garden Restaurants Guide →
🎭 Arts & Culture
The Garden Theatre on Plant Street is the area's restored 1935 performing arts anchor, with a full season of plays, concerts, and screenings. The Winter Garden Heritage Museum and Central Florida Railroad Museum sit a short drive south in the downtown district.
For comprehensive arts & culture information: View our Winter Garden Arts & Culture Guide →
🏃 Health & Wellness
AdventHealth Winter Garden on Fowler Grove Boulevard is the closest full-service hospital — under a mile from Tuscany via SR 429. Health Central Hospital in neighboring Ocoee is also within a short drive for additional services.
For comprehensive health & wellness information: View our Winter Garden Hospitals Guide →
🌳 Parks & Recreation
The West Orange Trail at Tuscany's western doorstep is the regional headliner — a 22-mile mixed-use trail running through Winter Garden as a designated Florida Trail Town. The pet-friendly Chapin Station Park (about a mile from Tuscany) houses the trail's main park offices along with playgrounds, picnic facilities, and basketball and tennis courts. Newton Park on Lake Apopka anchors the downtown waterfront with a fishing pier, community boat launch, and Tanner Hall events.
For comprehensive parks & recreation information: View our Winter Garden Parks & Recreation Guide →
⚽ Sports & Athletics
The City of Winter Garden's Farnsworth Pool (a public aquatics facility, not a Tuscany amenity) offers open swim, lap swimming, aquatics programs, and swim lessons. Chapin Station Park's basketball and tennis courts are within a mile. The West Orange Trail is the area's primary cycling and running corridor.
For comprehensive sports & athletics information: View our Winter Garden Sports & Athletics Guide →
🎉 Fun Things to Do
Saturday morning belongs to the Winter Garden Farmers Market on Plant Street. Friday evenings, the city's Fridays on the Plaza outdoor concert series runs in the warmer months. Newton Park on Lake Apopka is the city's signature sunset spot.
For comprehensive events & activities information: View our Winter Garden Events & Things To Do Guide →
🎓 Schools
Tuscany's location places it in the northern Winter Garden corridor, where school zone assignments differ from the Downtown / Plant Street cluster. Available third-party sources suggest Tuscany homes have been zoned to Maxey Elementary, Lakeview Middle, and Ocoee High in past years, but Orange County Public Schools regularly adjusts attendance zones in this fast-growing corridor.
Likely zoned schools — verify with OCPS before relying on these assignments:
- Elementary: Likely Maxey Elementary — verify with OCPS
- Middle: Likely Lakeview Middle School — verify with OCPS
- High: Likely Ocoee High School — verify with OCPS
Nearby school areas mentioned for context: Dillard Street Elementary serves the downtown area roughly a mile south, and the Lakeview Middle School area sits within the wider northern Winter Garden / Ocoee-edge corridor.
Important: School assignments can shift year-to-year. Always confirm current attendance zones for a specific address through the Orange County Public Schools locator before making a buying decision.
For comprehensive school information: View our Winter Garden Schools Guide →
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How Tuscany Compares
Buyers looking in the northern Winter Garden corridor often weigh Tuscany against newer Horizon West product and nearby established neighborhoods. The trade-offs come down to age of construction, lot size, distance to historic Downtown Winter Garden and Plant Street, and whether the buyer values mature trees more than the latest finishes. The West Orange Trail is a shared advantage with the established northern subdivisions.
| Feature | Tuscany | Trails of Winter Garden | Hamlin / Horizon West (newer) |
|---|---|---|---|
| Year Built | 1992 – 2003 | Early-to-mid 2000s | 2015 – present |
| Tree Canopy | Mature | Mature | Young / immature |
| Gated | No | No | Varies (often gated) |
| CDD Fee | No | No | Often yes |
| Walk to Downtown | ~1 mile | ~1 mile | 10+ miles |
| Trail Access | Direct (0.1 mi) | Direct | Indirect |
💡 Value Proposition: Tuscany trades the latest construction and master-planned amenities for established lots, mature canopy, no CDD, and an easy bike to the historic downtown district. For buyers who want that lifestyle at a 1990s-2000s price point rather than a 2020s new-build premium, the math works.
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Tuscany HOA & CDD Information
Tuscany has a mandatory homeowners association. HOA dues fund common-area maintenance, the community ponds, and standard governance functions. Because the community was built before the CDD-heavy era of Central Florida master-planned development, homeowners pay HOA fees but no separate CDD bond — a meaningful cost difference compared to newer neighborhoods south and east of Winter Garden.
HOA fees and management company contacts change periodically. We track the current numbers and can share them along with any active assessments.
💰 HOA Fees & Management Contact
HOA fees and management company information often change. Please contact us and we will be happy to provide you with the current HOA fee, payment schedule, and direct contact information for the HOA management company. We can also check for you to see if there are any current or upcoming special assessments.
📋 What HOA Fees Typically Cover
- Common-area landscaping and maintenance
- Community pond upkeep
- Entry signage and lighting
- Common-area insurance
- HOA management and administrative costs
- Reserve funds for future repairs
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David Myers
