4122 SHEPPERDS HOLLOW, WINTER GARDEN, FL 34787
$574,990 Was $589,900
Beds: 3
Baths: 3 Full / 1 Half
Sq. Ft.: 2,459 Sq. Ft.
Year Built: 2021
Lot Size: 0.1 Acres
Garage: 2
Pool: No
DOM: 28













































Property Overview
Status: Active
Property Type: Residential
MLS #: 82ec312f653df5ed352d1033a35a46bd
Subdivision: ENCLAVE/HAMLIN
County: Orange
HOA Fee: $842 (Quarterly)
Year Built: 2021
Construction: Block, Concrete, Stucco
Foundation: Slab
Roof: Shingle
Cooling: Central Air
Heating: Central
Sewer: Public Sewer
Water Source: Public
Zoning: P-D
Tax Amount: $8,150.00 (2024)
Listed On: Jan 2, 2026
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
Irrigation System, Sidewalk
Directions
From 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.
School Information
Elementary: Independence Elementary
Middle: Bridgewater Middle
High: Horizon High School
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
PREMIER SOTHEBYS INT'L REALTY
Listing Agent: Teresa White
Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data last updated: February 17, 2026, 6:18 pm UTC
MLS Source: Stellar MLS Copyright © 2026
Similar Active Listings Nearby
Similar Recently Sold Listings Nearby

4660 PRAIRIE CREEK, WINTER GARDEN
ENCLAVE/HAMLIN
3 Beds / 2 Baths
1,979 Sq. Ft.
Courtesy of EXP REALTY LLC

4233 MISTWOOD, WINTER GARDEN
ENCLAVE/HAMLIN
4 Beds / 3 Baths
2,342 Sq. Ft.
Courtesy of BAHIA INTERNATIONAL REALTY

15335 CALMING BALSAM, WINTER GARDEN
ENCLAVE/HAMLIN
4 Beds / 3 Baths
2,459 Sq. Ft.
Courtesy of EMPIRE NETWORK REALTY
