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$589,900
New Listing

4122 SHEPPERDS HOLLOW ALLEY
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
3
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,459
SqFt
$240
/SqFt
2021
Built
Subdivision:
ENCLAVE/HAMLIN
County:
Orange

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Sun, Jan 4, 1:00 PM - 4:00 PM
4122 SHEPPERDS HOLLOW ALLEY4122 SHEPPERDS HOLLOW ALLEY4122 SHEPPERDS HOLLOW ALLEY4122 SHEPPERDS HOLLOW ALLEY
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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.

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Listing Snapshot
Price 
$589,900
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
2,459 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.1 Acres
Year Built 
2021
MLS® Number 
O6370363
Status 
Active
Property Tax 
$8,150
HOA/Condo/Coop Fees 
$280.78 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
9 hours agoListing first seen on site
General Features
Acres 
0.1
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Garage Faces Rear
Pets 
Cats OKDogs OK
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3471
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeRefrigeratorWasher
Cooling 
Central Air
Flooring 
CarpetTile
Furnished 
Unfurnished
Heating 
Central
Interior 
Built-in FeaturesWalk-In Closet(s)
Laundry Features 
Laundry RoomUpper Level
Window Features 
Blinds
Bedroom 2 
Dimensions - 12x14Level - Second
Den 
Dimensions - 11x10Level - First
Garage Apartment 
Dimensions - 19x22Level - Second
Kitchen 
Dimensions - 17x16Level - FirstFeatures - Breakfast Bar, Kitchen Island, Pantry, Stone Counters
Living Room 
Dimensions - 19x20Level - First
Loft 
Dimensions - 11x10Level - Second
Master Bedroom 
Dimensions - 12x14Level - SecondFeatures - Ceiling Fan(s), Double Vanity
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Exterior Features
Construction Details 
BlockConcreteStucco
Patio And Porch 
CoveredFront PorchRear Porch
Roof 
Shingle
Windows/Doors 
Blinds
Community Features
Association Amenities 
PlaygroundPool
Association Dues 
842.34
Community Features 
PlaygroundPool
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Independence Elementary
Middle School
Bridgewater Middle
High School
Horizon High School
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY (904) 994-9075



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-01-02 11:44 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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