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4122 Shepperds Hollow Alley

Winter Garden, FL 34787
  • $589,900
  • STATUS: Active
  • ON SITE: 9 Days
  • MLS #: O6370363
UPDATED: 67 min ago
$589,900
  • 3
    BEDS
  • 0.1
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 2,459
    SQFT
  • $240
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2021
County:

School Information

Elementary School:
Middle School:
High School:

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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. Data last updated 2026-01-12T21:43:36.567.
www.floridasuncoasthouses.com/homes/171688113
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4122 Shepperds Hollow Alley Winter Garden, FL 34787

  • Price: $589,900
  • Status: Active
  • On Site: 9 Days
  • Updated: 67 min ago
  • MLS #: O6370363
3
Beds
3
Baths
1
½ Baths
0.1
Acres
2,459
SQFT
$240
$/SQFT
2021
Built
Neighborhood:
Enclave/Hamlin
County:
Orange
Area:
Winter Garden/Oakland
Elementary School:
Independence Elementary
Middle School:
Bridgewater Middle
High School:
Horizon High School
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.
Exterior Features

Attached Garage Yn No Carport Yn No Construction Materials BlockConcreteStucco Covered Spaces 2 Direction Faces West Exterior Features Irrigation SystemSidewalk Foundation Details Slab Parking Features Garage Faces Rear Patio And Porch Features CoveredFront PorchRear Porch Pool Private Yn No Road Surface Type Asphalt Roof Shingle Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Additional Rooms Bonus RoomDen/Library/OfficeGarage ApartmentInside Utility Appliances DishwasherDryerMicrowaveRangeRefrigeratorWasher Building Area Total 3471 Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring CarpetTile Furnished Unfurnished Heating Central Heating YN Yes Interior Features Built-in FeaturesCeiling Fan(s)Kitchen/Family Room ComboPrimaryBedroom UpstairsSolid Surface CountersWalk-In Closet(s) Laundry Features Laundry RoomUpper Level Levels Two Rooms Kitchen (Breakfast BarKitchen IslandPantryStone CountersWalk-In Closet(s)) Living Room Primary Bedroom (Ceiling Fan(s)Dual SinksEn Suite BathroomShower No TubWater Closet/Priv ToiletWalk-In Closet(s)) Den Loft (Built-In Shelving) Bedroom 2 (Walk-In Closet(s)) Garage Apartment (Tub With ShowerWalk-In Closet(s)) Sewer Public Sewer Water Source Public Window Features Blinds

Property Features

Additional Lease Restrictions Buyer to confirm lease restrictions with county and HOA. Association Amenities PlaygroundPool Association Approval Required Yn No Association Fee 842.34 Association Fee Frequency Quarterly Association Fee Includes Maintenance Grounds Association Fee Monthly Amount 280.78 Association Fee Requirement Required Association Yn Yes Cdd Yn No Community Features PlaygroundPool Down Payment Resource Yes Flood Zone Code X Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventionalFHAVA Loan Minimum Lease 8-12 Months New Construction Yn No Ownership Fee Simple Pet Restrictions Buyer to confirm pet restrictions with county and HOA. Pets Allowed Cats OKDogs OK Property Sub Type Single Family Residence Realtor Info As-IsFloor Plan AvailableSign Senior Community Yn No Special Listing Conditions None Tax Annual Amount 8150 Total Annual Fees 3369.36 Total Monthly Fees 280.78 Utilities BB/HS Internet AvailableCable AvailableElectricity ConnectedSewer ConnectedWater Connected Yrs Of Owner Prior To Leasing Re No Zoning P-D


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of PREMIER SOTHEBYS INT'L REALTY: 407-581-7888.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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. Data last updated 2026-01-12T21:43:36.567.
 
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