WINTER GARDEN, FL 34787 4122 SHEPPERDS HOLLOW ALLEY

Sold: Jun 12, 2026
Presented By: PREMIER SOTHEBYS INT'L REALTY with 407-581-7888. - 407-581-7888
  • MLS# O6370363
  • 01/02/2026
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Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 3
  • Full/Half Baths • 3 / 1
  • SQFT • 2,459
  • Garage • 2

Home Details

Income producing opportunity! This home includes a private one-bedroom garage apartment with separate entrance and kitchenette. 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.
Presented By: PREMIER SOTHEBYS INT'L REALTY with 407-581-7888. - 407-581-7888

Interior Features for 4122 SHEPPERDS HOLLOW ALLEY

Bedrooms

Total Bedrooms3

Bathrooms

Half Baths1
Total Baths4

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBuilt-in Features, Ceiling Fan(s), Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Walk-In Closet(s)
Laundry FeaturesLaundry Room, Upper Level
Window FeaturesBlinds

General for 4122 SHEPPERDS HOLLOW ALLEY

Additional Parcels Y/NNo
Additional RoomsBonus Room, Den/Library/Office, Garage Apartment, Inside Utility
AppliancesDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Assoc Fee Paid PerQuarterly
Association AmenitiesPlayground, Pool
Association Fee IncludesMaintenance Grounds
Association NameReal Manage
Attached Garage No
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER GARDEN
Community FeaturesPlayground, Pool
Construction MaterialsBlock, Concrete, Stucco
CoolingCentral Air
CountyOrange
DirectionsFrom FL-429, take exit 15 for New Independence Parkway. Head west on New Independence Parkway, then turn right onto Hamlin Groves Trail. Continue and turn left onto Shepperds Hollow Alley. The home at 4122 Shepperds Hollow Alley will be on your right.
Elementary SchoolIndependence Elementary
Facing DirectionWest
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces2
Garage Y/NYes
HOA Fee$842.34
HeatingCentral
High SchoolHorizon High School
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionENCLAVE AT HAMLIN 101/107 LOT 69
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet4249
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolBridgewater Middle
Minimum Lease8-12 Months
Monthly HOA Amount280.78
New ConstructionNo
Occupancy TypeVacant
OwnershipFee Simple
Patio/Porch FeaturesCovered, Front Porch, Rear Porch
Pets AllowedCats OK, Dogs OK
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteDescrip1 Bathroom, 1 Bedroom, Detached (ADU), Kitchenette, Private Entrance
STELLAR_InLawSuiteYNYes
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusClosed
StatusSold
Subdivision NameENCLAVE/HAMLIN
Tax Annual Amount8150
Tax Lot69
Tax Year2024
TaxOtherAnnualAssessmentAmount0
Total Rooms7
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Virtual TourClick here
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2021
ZoningP-D

Exterior for 4122 SHEPPERDS HOLLOW ALLEY

Building Area Total3471
Covered Spaces2
Exterior AmenitiesIrrigation System, Sidewalk
Foundation DetailsSlab
Lot Size Acres0.1
Lot Size Area4249
Parking FeaturesGarage Faces Rear
Private PoolNo
Road Surface TypeAsphalt
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $549,990
MLS#O6370363
List Date 01/02/2026
Property Type Single Family
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