Refine Search

4122 Shepperds Hollow Alley, Winter Garden, FL 34787

$559,990
BEDS3 BATHS3 full 1 partial SQUARE FEET2,459 MLS#O6370363
MAP LISTING
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787

44 Total Photos [Click to View All]

4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787
4122 Shepperds Hollow Alley, Winter Garden, FL 34787

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.

4122 Shepperds Hollow Alley | MLS# O6370363

This single family home located at 4122 Shepperds Hollow Alley, Winter Garden, FL 34787 is currently listed for sale with an asking price of $559,990. This property was built in 2021 and has 3 bedrooms and 3 full and 1 partial baths with 2459 sq. ft. Shepperds Hollow Alley is located in the ENCLAVE/HAMLIN subdivision. Search ENCLAVE/HAMLIN real estate on jsaint.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2
Heating: Central
Lot Size: 0.10 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $8,150
Year Built: 2021
Square Feet: 2,459

Amenities

Built-in Features
Ceiling Fans(s)
Kitchen/Family Room Combo
PrimaryBedroom Upstairs
Solid Surface Counters
Walk-In Closet(s)
Sidewalk

Feature Descriptions

Additional Rooms: Bonus Room, Den/Library/Office, Garage Apartment, Inside Utility
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Association Amenities: Playground, Pool
Community Features: Playground, Pool
Days on Site: 68
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.
Exterior: Block, Concrete, Stucco
Flood Zone Code: X
Flooring: Carpet, Tile
Foundation: Slab
HOA Fee: 842.34/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 0.1
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Garage Faces Rear
Parking Notes: Garage Faces Rear
Patio/Porch: Covered, Front Porch, Rear Porch
Pets Allowed: Cats OK, Dogs OK
Pets Restrictions: Buyer to confirm pet restrictions with county and HOA.
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, Appointment Only, ShowingTime
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Water: Public
Water Access Y/N: No
Windows: Blinds
Zoning: P-D

Room Sizes

Living Room: 19x20
Kitchen: 17x16
Den: 11x10
Primary Bedroom: 12x14
Bedroom 2: 12x14
Loft: 11x10
Garage Apartment: 19x22

Local Schools

High School: Horizon High School
Middle School: Bridgewater Middle
Elementary School: Independence Elementary

Listed By / Shown By

Listed By

Agency Name: PREMIER SOTHEBYS INT'L REALTY
Agency Contact: 407-581-7888

Shown By

Agent Name: Jennifer Saint
Agent Phone: (904) 477-0891
Agency Title: Watson Realty Corp., REALTORS ®

IDX logo

Estimate Your Payment

Estimated Payment

$ 3,542.85 per month $2,700.36 Principal & Interest $679.17 Property Tax $163.33 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/12/2026. The listing information on this page last changed on 03/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/12/2026 2:58:28 AM EST) or GAMLS (last updated Wed 03/11/2026 11:14:54 PM EST) or Stellar MLS (last updated Thu 03/12/2026 1:59:09 AM EST) or SPC MLS (last updated Wed 03/11/2026 11:20:33 PM EST) or Martin MLS (last updated Wed 03/11/2026 11:38:11 PM EST) or Indian River MLS (last updated Wed 03/11/2026 11:30:23 PM EST) or Daytona MLS (last updated Wed 03/11/2026 11:36:50 PM EST) or Northeast Florida MLS (last updated Thu 03/12/2026 12:18:43 AM EST) or Beaches MLS (last updated Thu 03/12/2026 2:36:11 AM EST) or BORMLS (last updated Wed 03/11/2026 11:16:09 PM EST) or Golden Isles MLS (last updated Wed 03/11/2026 11:26:30 PM EST) or Amelia/Nassau MLS (last updated Wed 03/11/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Wed 03/11/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.



Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel