4122 Shepperds Hollow Alley, Winter Garden, FL 34787, Winter Garden, Florida, United States. - Hero Image
4122
Shepperds Hollow Alley
Winter Garden | Florida

A Residence of

Urban Grace

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Teresa White
Teresa White
Presented At
$589,900
Bedrooms
3
Bathrooms
4
Living
2,459
SQFT
Laundry Room
Office
Walk In Closet
Garage
Garden
Balcony
Pool
Playground
Lake View
Waterfront
4122 Shepperds Hollow Alley, Winter Garden, FL 34787, Winter Garden, Florida, United States. - Photo 1
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4122 Shepperds Hollow Alley, Winter Garden, FL 34787, Winter Garden, Florida, United States. , Winter Garden , Florida

Winter Garden

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.

Gallery

3D Street View Tour

Map showing 4122 Shepperds Hollow Alley, Winter Garden, FL 34787, Winter Garden, Florida, United States.

Property Location

4122 Shepperds Hollow Alley, Winter Garden, FL 34787, Winter Garden, Florida, United States., Winter Garden Florida

Local Weather & Climate

Winter Garden, Florida

Current Conditions Updated recently
69 °F
Few clouds
Feels Like 70°F
Humidity 88%
Wind 1 mph
Visibility 6.2 mi
Sunrise 11:41 AM
Sunset 11:31 PM
5-Day Forecast
Tue 10 Mar
Clouds
High 88°
Low 69°
Wed 11 Mar
Clouds
High 88°
Low 69°
Thu 12 Mar
Clouds
High 85°
Low 68°
Fri 13 Mar
Clouds
High 76°
Low 65°
Sat 14 Mar
Clouds
High 84°
Low 66°
Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Winter Garden?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

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Estimated Monthly Payment $3,160
Monthly Payment Breakdown
Principal & Interest $2,528
Loan Amount $400,000
Total Interest $337,621
Total Cost $737,621
Potential Tax Benefits (United States)
$0 Est. First Year Interest Deduction
$0 Est. Annual Tax Savings
*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

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  • Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Frequently Asked Questions

Common questions about this property

This house at 4122 Shepperds Hollow Alley, Winter Garden, FL 34787, Winter Garden, Florida, United States features 3 bedrooms and 4 bathrooms with 2,459 square feet of living space.
This property offers 2,459 square feet of living space.
This property is listed at $58,990,000, which equals $23989 per square foot.
This is a house located in Winter Garden, Florida. The property is situated in an established neighborhood with convenient access to local amenities and services.
Teresa White

Teresa White

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