4122 SHEPPERDS HOLLOW ALLEY, Winter Garden, FL 34787

• 3 beds |
• 4 baths |
• 2,459 sqft

Property Description

Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.

Listing Status:

Active

Date Added:

January 2, 2026

Data Last Updated:

February 18, 2026 at 2:23PM

Listing Office:

PREMIER SOTHEBYS INT'L REALTY : 407-581-7888

Listing Agent:

Teresa White : 904-994-9075

MLS ID:

O6370363

Interior

• General: Built-in FeaturesCeiling Fans(s)Kitchen/Family Room ComboPrimaryBedroom UpstairsSolid Surface CountersWalk-In Closet(s)
• Rooms: Bonus RoomDen/Library/OfficeGarage ApartmentInside Utility
• Appliances: DishwasherDryerMicrowaveRangeRefrigeratorWasher
• Laundry: Laundry RoomUpper Level
• Flooring: CarpetTile
• A/C: Central Air
• Heating: Central

Exterior

• General: Sidewalk
• Other Structures: Front PorchRear PorchCovered
• Parking: Garage Faces Rear

Construction

• Roofing: Shingle
• Windows: Blinds
• General: BlockConcreteStuccoTwoSlab

Location

• Road/Access: Asphalt
• HOA Amenities: PlaygroundPoolMaintenance Grounds842.34Quarterly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: P-DENCLAVE AT HAMLIN 101/107 LOT 6917-23-27-1613-00-690

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple