CONTACT
FAVORITE
SHARE
CLAIM

4122 SHEPPERDS HOLLOW ALLEY WINTER GARDEN FL 34787

$589,900
USD CAD EUR GBP BTC
4122 SHEPPERDS HOLLOW ALLEY, WINTER GARDEN, FL 34787 - MLS#MFRO6370363 4122 SHEPPERDS HOLLOW ALLEY, WINTER GARDEN, FL 34787 - MLS#MFRO6370363 4122 SHEPPERDS HOLLOW ALLEY, WINTER GARDEN, FL 34787 - MLS#MFRO6370363 4122 SHEPPERDS HOLLOW ALLEY, WINTER GARDEN, FL 34787 - MLS#MFRO6370363

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Request Info, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

Overview of 4122 Shepperds Hollow Aly

3 Bedrooms
3/1 Bathrooms
2 Car Garage
3,471 Square Feet
2,459SF Living Area
Pool:
No
Water: None
Year Built 2021
Listed For 0 Days

Don't miss this home for sale in Enclave At Hamlin! Welcome to the Enclave At Hamlin, one of winter garden’s most desirable communities, featuring the popular taylor morrison ashwood floor plan that blends style, space, and versatility. This beautifully designed two-story home offers 2 bedrooms, 2.5 bathrooms, a spacious loft (that can be converted into a third bedroom), and a private 1 bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests, or rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, perfect for both 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 located on the first floor is a 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 bathroom 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 bathroom with tub/shower combination, a private laundry room, and a loft with built-in features—perfect 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. 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 walk, bike ride, or stroll 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 walking distance of the highly anticipated horizon west regional park, a 215-acre destination park currently 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 the perfect combination of comfort, convenience, and future-forward living in one of winter garden’s fastest-growing areas.

This lovely single family home was built in 2021 and features 3 bedrooms, and 3 full bathrooms plus 1 half bath. This home for sale is 3,471 square feet, with 2,459 sq ft being air conditioned living space. The home has a 2 car garage and does not have a private swimming pool, although there is a community pool in the complex for use by residents.

Directions to this property are as follows: 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.

Please contact your ZFC agent for more information about MLS# MFRO6370363 or any other homes for sale in Winter Garden or elsewhere in the Orange County area.

Features & Amenities

Appliances

Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer

Other Equipment

Irrigation Equipment

Cooling

Central Air

Heating

Central

Flooring

Carpet, Tile

Parking

Garage Faces Rear

Lot Size

4249

View

view

Construction Materials

Block, Concrete, Stucco

Interior Features

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

Furnished

Unfurnished

Exterior Features

Sidewalk

Patio And Porch Features

Covered, Front Porch, Rear Porch

Roof

Shingle

Window Features

Blinds

Utilities

B B/H S Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected

Laundry

Laundry Room, Upper Level

Zoning

P-D

Year Built

2021

Pets Allowed

Cats O K, Dogs O K

Annual Real Estate Taxes

$8,150 (2024)

Legal Description

Enclave At Hamlin 101/107 Lot 69

Property Type

Single Family Home

HOA Fees

$842 /Quarterly

Association Amenities

Playground, Pool

Community Features

Playground, Pool

Direction Faces

West

MLS Number

MFRO6370363

Universal Property Id

U S-12095-N-172327161300690-R-N

Community Name

Enclave/hamlin

Property Manager

Real Manage 866-473-2573

4122 Shepperds Hollow Aly Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 4122 Shepperds Hollow Aly should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $8,150 but will likely change when this home sells. These estimations are calculated from a list price of $589,900 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 4122 Shepperds Hollow Aly

Address Sale Price Bed Bth Size Location Sale Date
4660 PRAIRIE CREEK ST $Log in to view 3 2/1 2,877SF Enclave/hamlin 04/24/2025
4762 TERRACE BLUFF ST $Log in to view 4 3/1 4,249SF Enclave/hamlin 02/11/2025
15335 CALMING BALSAM ALY $Log in to view 4 3/1 4,249SF Enclave/hamlin 08/07/2025
15358 ARCADIA BLUFF LOOP $Log in to view 4 3/1 3,404SF Enclave/hamlin 09/09/2025
4233 MISTWOOD ST $Log in to view 4 3/1 3,286SF Enclave/hamlin 06/02/2025
4789 TERRACE BLUFF ST $Log in to view 4 4/1 4,108SF Enclave/hamlin 07/21/2025
436 VALLEY VIEW DR $Log in to view 3 3/1 4,282SF Courtlea Oaks 11/24/2025
13133 SUNNY RETREAT LN $Log in to view 3 3/1 4,040SF Del Webb Oasis Ph 3 06/25/2025
16384 SILVER GROVE BLVD $Log in to view 3 3/0 3,932SF Silverleaf 01/31/2025
506 N DILLARD ST $Log in to view 3 3/1 3,874SF Winter Garden Shores Rep 03/06/2025
5314 CITRUS LEAF BLVD $Log in to view 3 3/0 3,792SF Silverleaf Reserve/hamlin Ph 2 05/23/2025
14895 WINKFIELD CT $Log in to view 3 3/0 3,756SF Oxford Chase 05/09/2025

MLS# MFRO6370363 Listing History

01/02/2026 Listed for sale by PREMIER SOTHEBYS INT'L REALTY with MLS# MFRO6370363 with a list price of $589,900.

Orange County Schools

Elementary School

High School

Open House Schedule for 4122 SHEPPERDS HOLLOW ALY

Jan 4
1:00 pm - 4:00 pm
This listing of 4122 Shepperds Hollow Aly Winter Garden FL 34787 was last updated on 2026-01-02 16:12:14. Listing courtesy of PREMIER SOTHEBYS INT'L REALTY.
MLS

Map of 4122 Shepperds Hollow Aly Winter Garden FL 34787

Similar Homes For Sale

15388 Arcadia Bluff Loop, WINTER GARDEN
$659,990

Enclave At Hamlin

15388 Arcadia Bluff Loop
Winter Garden, FL 34787

3

5

2

4,068 SqFt

0.1 Acres

8007 Navel Orange Ln, WINTER GARDEN
Under Contract
$799,000

Summerlake Groves

8007 Navel Orange Ln
Winter Garden, FL 34787

3

4

2

3,919 SqFt

0.2 Acres

15456 Gilligan Ct, WINTER GARDEN
$674,000

Winding Bay

15456 Gilligan Ct
Winter Garden, FL 34787

3

3

2

3,494 SqFt

0.15 Acres

6333 Wild Persimmon Way, WINTER GARDEN
$677,702

MLS#MFRG5102272

6333 Wild Persimmon Way
Winter Garden, FL 34787

3

4

2

3,300 SqFt

0.11 Acres

6357 Wild Persimmon Way, WINTER GARDEN
Under Contract
$730,184

MLS#MFRG5105172

6357 Wild Persimmon Way
Winter Garden, FL 34787

3

4

2

3,300 SqFt

0.11 Acres

17661 Davenport Rd, WINTER GARDEN
Reduced
$1,175,000
$1,199,000

MLS#MFRO6350509

17661 Davenport Rd
Winter Garden, FL 34787

3

3

2

2,967 SqFt

Water Front

1.42 Acres

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.

Currency