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$525,000
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Property Description
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.
Full Property Details
Full Property Details for 4122 Shepperds Holw Aly
General
- Sold For: $525,000
- HOA FEE: $281/month
- HOA FEE FREQ.: Quarterly
- Taxes: $8,150 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6370363
- Added to Site: 182 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 7
- Interior Features: Built-in Features, Ceiling Fan(s), Kitchen and Family Room Combination, PrimaryBedroom Upstairs, Solid Surface Counters, Walk-In Closet(s)
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room, Upper Level
Additional Information
- Shared Amenities: Playground, Pool
Exterior
- Exterior Features: Irrigation System, Sidewalk
- Deck/Patio: Covered, Front Porch, Rear Porch
- Porch/Patio/Deck: Covered, Front Porch, Rear Porch
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Faces Rear
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: ENCLAVE/HAMLIN
- Driving 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.
- Direction Faces: West
School Information
- Elementary School: Independence Elementary
- Middle School: Bridgewater Middle
- High School: Horizon High School
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Playground, Pool
- Optional Amenities: Playground, Pool
- Association: Yes
- Assoc. Name: Real Manage
- Assoc. Fees Include: Maintenance Grounds
- Pet Restrictions: Buyer to confirm pet restrictions with county and HOA.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Windows: Blinds
- Stories/Levels: Two
- Square Feet: 2,459
- Sq. Ft. Source: Public Records
- Living Area: 2,459 Sq. Ft.
- Year Built: 2021
Lot Features
- Lot Size (Acres): 0.1
- Lot Size (Sq. Ft.): 4,249
- Lot Size: 4249
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $842
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $8,150
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ENCLAVE AT HAMLIN 101/107 LOT 69
- Flood Zone Info: X
- APN: 172327161300690
- Property ID: 172327161300690
- Block/Lot/Section: 4
Listed by Premier Sothebys Int'l Realty
Sold by Wra Business & Real Estate
Get Pre-Approved Today
Schools
Schools serving 4122 Shepperds Holw Aly
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Independence Elementary 6255 New Independence Parkway, Winter Garden, FL 34787 | K-5 | 1.6 mi |
Bridgewater Middle School 5600 Tiny Road, Winter Garden, FL 34787 | 6-8 | 0.8 mi |
Horizon High School 10393 Seidel Road, Winter Garden, FL 34787 | 9-12 | 4.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4122 Shepperds Holw Aly
Date
Details
Price
Change
Source
6/12/2026
Sold
$525,000
-4.54%
MLS
5/04/2026
Price Reduced
$549,990
-0.9%
MLS
3/31/2026
Price Reduced
$554,990
-0.89%
MLS
3/08/2026
Price Reduced
$559,990
-2.61%
MLS
1/30/2026
Price Reduced
$574,990
-2.53%
MLS
1/02/2026
Listed
$589,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
4122 Shepperds Hollow Alley, Winter Garden, FL 34787 (MLS# O6370363) is a Single Family property that was sold at $525,000 on June 12, 2026. Want to learn more about 4122 Shepperds Hollow Alley? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

