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MLS# O6370363 - 4122 SHEPPERDS HOLLOW ALLEY WINTER GARDEN, FL 34787
Welcome to the Enclave at Hamlin, one of Winter Garden’s most desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space, and versatility. This beautifully designed two-story home offers 2 bedrooms, 2.5 bathrooms, a spacious loft (that can be converted into a third bedroom), and a PRIVATE 1 BEDROOM WITH KITCHENETTE GARAGE APARTMENT, providing exceptional flexibility for multi-generational living, guests, or rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, perfect for both 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 located on the first floor is a 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 bathroom 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 bathroom with tub/shower combination, a private laundry room, and a loft with built-in features—perfect 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. 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 walk, bike ride, or stroll 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 walking distance of the highly anticipated Horizon West Regional Park, a 215-acre destination park currently 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 the perfect combination of comfort, convenience, and future-forward living in one of Winter Garden’s fastest-growing areas.

PREMIER SOTHEBYS INT'L REALTY is the brokerage office representing the owner for this listing.
© Copyright 2026, My Florida Regional MLS DBA Stellar MLS. all rights reserved.
The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS distributed by MLS GRID. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
ALM Realty & Services, Inc. is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of ALM Realty & Services, Inc., a broker participant of the My Florida Regional MLS DBA Stellar MLS. Stellar MLS data last updated at 1/2/2026 7:57:00 PM.

Welcome to the Enclave at Hamlin, one of Winter Garden’s most desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space, and versatility. This beautifully designed two-story home offers 2 bedrooms, 2.5 bathrooms, a spacious loft (that can be converted into a third bedroom), and a PRIVATE 1 BEDROOM WITH KITCHENETTE GARAGE APARTMENT, providing exceptional flexibility for multi-generational living, guests, or rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, perfect for both 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 located on the first floor is a 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 bathroom 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 bathroom with tub/shower combination, a private laundry room, and a loft with built-in features—perfect 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. 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 walk, bike ride, or stroll 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 walking distance of the highly anticipated Horizon West Regional Park, a 215-acre destination park currently 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 the perfect combination of comfort, convenience, and future-forward living in one of Winter Garden’s fastest-growing areas.

PREMIER SOTHEBYS INT'L REALTY is the brokerage office representing the owner for this listing.
© Copyright 2026, My Florida Regional MLS DBA Stellar MLS. all rights reserved.
The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS distributed by MLS GRID. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
ALM Realty & Services, Inc. is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of ALM Realty & Services, Inc., a broker participant of the My Florida Regional MLS DBA Stellar MLS. Stellar MLS data last updated at 1/2/2026 7:57:00 PM.