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14315 Hampshire Bay Cir, Winter Garden, FL 34787

PENDING $815,000
Two-story home featuring a three-car garage and manicured landscaping at 14315 Hampshire Bay Cir, Winter Garden, FL 34787

  • Bedrooms

    4

  • Baths

    4

  • Sq. Feet

    3332

  • Year Built

    2004

  • Days On Market

    26

  • $/SqFt

    $245

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78 Photos

  • Two-story home featuring a three-car garage and manicured landscaping at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Charming two-story home with a three-car garage and a brick-paved driveway at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Beautiful two-story house featuring an attached three-car garage at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Attractive two-story home, featuring an attached three-car garage and lush landscaping at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Well-maintained two-story home with an attached three-car garage and mature palm trees at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Inviting two-story home featuring a brick driveway and a three-car garage at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • The front entrance has brick veneer, a glass door, and a side light at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • The foyer features neutral paint, ceramic tile, and decorative furnishings at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • A comfortable office space with natural lighting and stylish furniture at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • An office space featuring neutral paint, natural light, and stylish furniture at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Inviting dining area with large windows and a stylish chandelier at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright dining room featuring a rustic wood table and ample natural light at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Welcoming entryway showcasing staircase and great room with natural light at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Cozy living room with stone fireplace and view of the outdoor pool area at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Open-concept living area with stone fireplace and staircase at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Spacious great room featuring staircase, open kitchen and living space at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Open great room with seamless indoor/outdoor living leading to pool at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Modern kitchen with breakfast bar and views into the living area at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Well-lit kitchen featuring stainless steel appliances and ample counter space at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Modern kitchen with stainless steel appliances and ample storage at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright open-concept kitchen featuring granite countertops, stainless steel appliances, and an island at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
More Photos \/
  • Well-equipped kitchen featuring stainless steel appliances, a wine rack and wooden cabinetry at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Sunlit dining area featuring a chandelier, a round table and a view of the backyard at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Stylish half bathroom with gray walls, modern fixtures, and a clean design at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright, spacious bedroom with bamboo flooring, natural light and French doors at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Large main bedroom with wood floors, sitting area, and view of pool at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright, spacious bedroom with bamboo flooring, natural light and French doors at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright, spacious bedroom with bamboo flooring, natural light and ample storage at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Spacious bathroom with tiled shower, soaking tub, and vanity with a view at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bathroom vanity with dual mirrors and a walk in closet with ample storage at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Well-organized walk-in closet with hanging rods, shelving, shoe rack, and a Winchester safe for secure storage at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright playroom featuring a ceiling fan, window, hardwood floors, comfortable seating, and a charming play area for children at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Spacious loft area with hardwood floors, wrought iron railings, and comfortable seating, perfect for relaxation or entertainment at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Upstairs loft with a stylish wicker egg chair and views of the playroom, offering a cozy and unique relaxation space at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Elegant living room with a stone fireplace, leather furniture, and tall windows, creating a bright and inviting space at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Open-concept living area with a modern kitchen, dining space, and a cozy living room overlooking the pool, great for entertaining at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Second-floor loft overlooking the living area, featuring hardwood floors and comfortable seating at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright bathroom with a tub, shower, vanity, and tiled walls, creating a clean and functional space at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Cozy bedroom with natural light, featuring a comfortable bed, wooden floors, and large windows with pleasant views at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright bedroom featuring wood floors, multiple windows, and an en-suite bathroom, providing a comfortable and private retreat at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Well-lit bedroom featuring a ceiling fan, doorway, neutral walls and blue and white bedspread at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bathroom vanity featuring a sink, wood cabinets and a large window view with natural light at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Walk-in closet with wire shelving and hanging rods, packed with neatly arranged items at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • bedroom featuring pink walls, a window with shutters, hardwood floors, and a cute, small bed at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • A bedroom featuring pink walls, a closet, and a vanity with a sink at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bathroom with a tub and shower with neutral tile, and a leafy-patterned shower curtain at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bathroom featuring a tub and shower with white tile and a leafy-patterned shower curtain at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • A green-walled bedroom featuring a bed, hardwood floors, two windows, and vintage furniture at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Green-walled bedroom with hardwood floors, white linens, two windows, and bathroom access at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bathroom vanity featuring a mirror, countertop, and wood cabinets with adjacent shower and toilet area at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bright laundry room features a utility sink, wood cabinets, and a window at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Laundry room with upper cabinets and modern side-by-side washer and dryer at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Covered patio with a wooden table and bench overlooking the private screened-in pool and backyard at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Screened-in patio with table, seating, and easy access to the living room and pool at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Private screened-in pool with an outdoor lounging area and lush landscaping at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • A private screened-in pool with a covered patio and an outdoor grilling area at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Covered lounging area with chairs by the pool and lush landscaping at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Beautiful screened-in pool surrounded by lush greenery offering privacy at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Private screened-in pool with an outdoor grilling area and covered patio at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Private screened-in pool with a covered lounging area, outdoor grilling and seating at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Stunning aerial view of lakeside homes with lush lawns and private docks on a sunny day at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Expansive aerial view of homes on manicured lawns, with lakeside access and a private dock at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Picture of a home, marked by a green pin, situated on a manicured lawn near a lakeside at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Serene aerial shot of a neighborhood, with homes nestled among lush trees, and verdant lawns at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Aerial view highlighting property lines, a well-kept lawn, and a home nestled within a community at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Bird's-eye view of a home boasting a screened-in pool and a well-manicured lawn at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Picturesque pier stretches into serene waters, with homes dotting the distant shoreline at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Scenic aerial shot of lakeside houses with private docks and well-maintained landscaping at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Tranquil aerial vista captures homes among lush greenery, featuring well-kept lawns at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Scenic aerial perspective of residences amid verdant trees and manicured lawns in the distance at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Beautiful neighborhood showcasing well-maintained homes, mature trees, and manicured lawns in a suburban setting at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Scenic neighborhood view, featuring lush landscaping, a tranquil pond with fountain and well-kept homes at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Picturesque neighborhood with a pond and fountain, well-manicured lawns, and beautiful single Gathering homes at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • A well planned residential community with a pond, fountain, mature trees, and landscaped yards at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Aerial view of neighborhood homes near a lake featuring manicured lawns and mature trees, creating a serene setting at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Desirable lakeside community with upscale homes, lush landscaping, and easy access to recreational water activities at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • A lakeside neighborhood showcasing well-maintained homes and the convenience of waterfront living at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
  • Gorgeous view of a lakeside community featuring beautiful homes and water access for boating and recreation at 14315 Hampshire Bay Cir, Winter Garden, FL 34787
Less Photos /\

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Home Description

Under contract-accepting backup offers. **Video and 3D Tour Available** WELCOME TO BAY ISLE, a quiet gated community near Winter Garden Village, downtown, the 429, and the Turnpike. This move-in-ready home sits on A GENEROUS HALF ACRE LOT with mature landscaping and a variety of fruit trees including lychee, banana, and more. This home is practically NEXT DOOR TO THE COMMUNITY PIER where you can enjoy the lake and take in beautiful sunsets. Serene water views can be seen from the formal dining room, breakfast nook, and one of the upstairs bedrooms. The private backyard is a true retreat, featuring a SALTWATER SCREENED-IN POOL (NEW IN 2021), a covered patio, and a pergola—perfect for relaxing or entertaining. Inside, the spacious layout offers formal living and dining rooms, an OPEN EAT-IN KITCHEN with Corian counters, glass cabinets, a built-in wine rack, stainless-steel appliances, and a new sink. The kitchen opens to the family room with a SOARING 21’ CEILING and a cozy wood-burning fireplace. The DOWNSTAIRS PRIMARY SUITE boasts French doors to the pool, a garden tub with a step-in shower, dual vanities, and a large walk-in closet. Upstairs, you'll find a loft with an iron railing, three bedrooms (each with its own sink), and two bathrooms. Additional features include a NEWER ROOF (2020), NEWER AC (2021), NEWER WATER HEATER (2023), an upstairs laundry room with storage and utility sink, and a SPACIOUS 3-CAR GARAGE. Don’t miss this exceptional home with easy lake access, stunning views, and privacy—an unbeatable combination in a prime location!

  • MLS #: O6299561
  • Address: 14315 Hampshire Bay Cir
  • Levels: Two
  • City: Winter Garden
  • Zip: 34787
  • County: Orange
  • Subdivision: Bay Isle
  • Community Features: Park,Playground,Sidewalks
  • Elementary School: SunRidge Elementary
  • Middle School: SunRidge Middle
  • High School: West Orange High
  • Private Pool: True
  • Pool Features: Child Safety Fence,Gunite,In Ground,Lighting,Salt Water,Screen Enclosure
  • Water Feet: 0
  • Interior Features: Ceiling Fans(s),Eat-in Kitchen,High Ceilings,Open Floorplan,Primary Bedroom Main Floor,Thermostat,Walk-In Closet(s),Window Treatments
  • Appliances: Dishwasher,Disposal,Dryer,Microwave,Range,Refrigerator,Washer
  • Fireplace Desc: Wood Burning
  • Floor Covering: Bamboo,Ceramic Tile
  • Kitchen Features: Bar,Breakfast Bar,Closet Pantry,Kitchen Island,Pantry
  • Loft Features: Ceiling Fan(s)
  • Additional Rooms: Attic,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Loft
  • Architectural Style: Traditional
  • Exterior Features: Irrigation System,Lighting,Private Mailbox,Rain Gutters,Sliding Doors
  • Exterior Contruction: Block,Stucco
  • Foundation: Slab
  • Front Exposure: Northeast
  • Roof: Shingle
  • Building Sqft: 3904

Approximate Room Sizes / Descriptions

Dining Room13x11FirstCeramic Tile
Living Room13x10FirstCeramic Tile
Kitchen15x14FirstCeramic Tile
Family Room13x17FirstCeramic Tile
Loft13x17SecondBamboo
Dinette13x8FirstCeramic Tile
Primary Bedroom16x23FirstBamboo
Bedroom 212x13SecondBamboo
Bedroom 311x11SecondBamboo
Bedroom 412x11SecondBamboo
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Garage Feature: Driveway,Garage Door Opener
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: BB/HS Internet Available,Cable Connected,Electricity Connected,Phone Available,Sewer Connected,Underground Utilities,Water Connected
  • Lot Sqft: 20303.00
  • Lot Acres: 0.4700
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 14
  • HOA Fees: $475 Quarterly
  • HOA Monthly Amount: $158
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Location: City Limits,In County,Landscaped,Level,Paved,Sidewalk
  • Building Num Floors: 2
  • Pets Allowed: Yes
  • Pet Restrictions: Buyer to confirm rules with HOA.
  • : 321-527-5111

Neighborhood

The average asking price of a 4 bedroom Winter Garden home in this zip code is $801,454 (1.7% less than this home).

This home is priced at $245/sqft, which is 17.3% less than similar homes in the 34787 zip code.

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Financial

  • Approx Payment:$3,965*
  • Taxes:$6,445

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 485-1814 and speak with one of our real estate consultants.

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Listing Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY.

14315 Hampshire Bay Cir, Winter Garden FL is a single family home of 3332 sqft and is currently priced at $815,000 . This single family home has 4 bedrooms. A comparable home for sale at 14518 Black Quill Dr in Winter Garden is listed at $785,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Garden, FL. Johns Lake Pointe, Lakeview Preserve and Winding Bay are nearby neighborhoods. MLS O6299561 has been posted on this site since 4/17/2025 (today).

2025 5/11/2025.

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