House for rent

Updated 5+ Days Ago

14411 Hampshire Bay Cir
14411 Hampshire Bay Cir, Winter Garden, FL 34787, USA

Monthly rent	$6,000
Beds	4
Baths	3.5
Sqft	4,010

Monthly rent	$6,000
Beds	4
Baths	3.5
Sqft	4,010

Updated 5+ Days Ago

Highlights

Quartz countertops
Gourmet kitchen
French doors
Sophisticated design
Built-in microwave
Oversized walk-in closets

Location

14411 Hampshire Bay Cir, Winter Garden, FL 34787, USA

Tour 14411 Hampshire Bay Cir

Contact

Julie Bettosini, PA

Stockworth Realty Group LLC

(844) 328-9161 ext. 9173

Amenities for 14411 Hampshire Bay Cir

Features

2 Floors	Carpet
Ceiling Fan	Central Air
Fifteen Rooms	High Ceilings
Walk-in Closet

Appliances

Dishwasher

Community

EV Charging

Laundry Room

Grounds

Garage Parking	Outdoor Space
Storage	Swimming Pool

Other

Heat Pump Heating

Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

About 14411 Hampshire Bay Cir

Home

Houses in Winter Garden

14411 Hampshire Bay Cir, Winter Garden, FL 34787, USA

Property Status: Active Nestled within the prestigious gated enclave of Bay Isle, this distinguished Toll Brothers home offers a rare combination of sophisticated design, thoughtful craftsmanship, and resort-caliber amenities - all within walking distance of Winter Garden Village and AdventHealth. A soaring two-story foyer and grand living room welcome you with an abundance of natural light streaming through an exceptional array of windows - a hallmark of the home's open, airy character. At the heart of the home lies a commanding gourmet kitchen, completely updated in 2021 with quartz countertops, a handsome marble backsplash, and a professional-grade induction cooktop with custom hood vent. Rich cherry cabinetry, a wall oven, built-in microwave, generous center island, and extensive counter space are all finished with elegant crown molding - flowing seamlessly into the expansive family room with French doors opening to the outdoor living area. The main-level primary suite is a true sanctuary, featuring rich laminate flooring, serene pool and spa views, and architectural transom windows that elevate the abundant natural light. Two oversized walk-in closets with custom built-in organization systems flank a luxurious en-suite bath complete with a dual-sink vanity, deep soaking tub, and a spa-inspired walk-in shower. Upstairs, three additional bedrooms offer both privacy and connection. A private en-suite bedroom with generous walk-in closet is discreetly separated via a catwalk, while two additional bedrooms share a well-appointed Jack-and-Jill bath with individual vanity areas and a shared water closet and tub/shower. Your private home theater is fully equipped for the ultimate cinematic experience - theater seating, a 4K HD projector, Dolby surround sound, all convey with the home. The space also offers flexibility as a fifth bedroom. A loft game area and additional half bath complete the upper level's entertainment suite. Step outside to your private oasis: a sparkling pool and spa enclosed within an oversized screened lanai, complete with an outdoor shower and multiple seating areas ideal for effortless outdoor entertaining. An additional state of the art Clearlight 2 person infrared sauna provides relaxation, and rejuvenation. A three-car split garage - two bays connected to the main home, a third independently accessed - provides exceptional versatility for a workshop, boat storage, collector vehicles, or extra storage. A dedicated EV charging station is already in place. Eight-foot interior doors and extensive crown molding throughout reinforce the home's refined aesthetic. New roof (2019) . Pool pump (2018) . Full kitchen renovation (2021) Bay Isle's gated grounds feature a park, playground, walking trail, and a fishing pier on Black Lake - offering a tranquil, connected lifestyle just minutes from major roadways and every amenity Winter Garden has to offer. Office Phone: (321) 689-9594 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Go to property website

Property highlights

How 14411 Hampshire Bay Cir compares to other nearby properties.

Positives

More space: The 4-bedroom is 1861 sqft larger than other listings nearby
Car charging: Dedicated charging spot
Extra Storage: Upgraded in-unit features
Images available: There are at least 10 photos of this address

Considerations

Greater distance from middle schools: The nearest middle school is farther than 3 miles away
Greater distance from grade schools: The nearest elementary school is farther than 1 mile away

Address details

Zip code	34787
Type	House for rent

Get the latest listings anytime, anywhere

Receive similar listings in the area, download our app, and more.

Rent trends in Winter Garden

4-bedroom apartments at 14411 Hampshire Bay Cir cost about 88% more than the average rent price for 4-bedroom apartments in Winter Garden.

Median rents as of Sep 19 2026.

Winter Garden

A table of 4-bedroom apartment rental data trends in Winter Garden
Month	Median Rent
October 2024	$3,146
November 2024	$3,100
December 2024	$3,200
January 2025	$3,199
February 2025	$3,100
March 2025	$3,092
April 2025	$3,097
May 2025	$3,092
June 2025	$3,118
July 2025	$3,212
August 2025	$3,200
September 2025	$3,093
October 2025	$3,007
November 2025	$3,015
December 2025	$3,075
January 2026	$3,071
February 2026	$3,099
March 2026	$3,193
April 2026	$3,156
May 2026	$3,120
June 2026	$3,187
July 2026	$3,200
August 2026	$3,200
September 2026	$3,200