217 W Bay Street, Winter Garden, FL 34787 | MLS ID S5149527

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217 W Bay Street, Winter Garden, FL 34787 | MLS ID S5149527 - Hardcastle Realty

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LOCATION, LOCATION, LOCATION! Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout.Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout.The heart of the home is the spectacular chef's kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42 refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing.The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you'll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space.Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop.Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida's most sought-after communities. Don't miss this rare opportunity!

Information

Address:
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217 W Bay Street
Winter Garden, FL 34787

Bedrooms: 5

Bathrooms: 4 full

Square Feet: 2800

Subdivision: COOPER & SEWELL

Area/School Dist: Winter Garden/Oakland

MLS ID: S5149527

Status: Active

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Features

Taxes: $5,958
Fenced: Yes
Roof Type: Shingle
Exterior: Block,Stucco,Vinyl Siding
Parking Notes: Covered,Driveway,Electric Vehicle Charging Station
Special View Info: Water
Lot Size: 0.17 Acres
Lot Dimensions: 0.17
Heating: Central,Electric
Cooling: Central Air
Year Built: 2025
Water: Public
Sewer: Public Sewer
Stories: 2.0
Home Warranty Y/N: No
Property Attached Y/N: No
Additional Rooms: Inside Utility,Storage Rooms
Appliances: Microwave,Built-In Oven,Refrigerator,Washer,Cooktop,Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Wine Refrigerator
Directions: Highway 50 west to Dillard St North, to Plant Street West, to N Highland Ave North, W onto W Bay St
Property Sub-Type: Single Family Residence
Pets Allowed: Yes
Community Features: Golf Carts OK
Exterior Features: French Doors,Garden,Lighting,Outdoor Grill,Outdoor Kitchen,Private Yard,Rain Gutters,Storage
Interior Features: Eat-in Kitchen,High Ceilings,Open Floorplan,Primary Bedroom Main Floor,Solid Surface Counters,Split Bedroom,Walk-In Closet(s),Window Treatments,Built-in Features,Ceiling Fans(s),Chair Rail
Parking: Covered,Driveway,Electric Vehicle Charging Station(s)
Fencing: Vinyl,Wood
Fireplace Y/N: Yes
Fireplace: Electric
Flooring: Luxury Vinyl
Foundation: Slab
Flood Zone Code: X
Water Access: Lake
Listing Terms: Cash,Conventional
Utilities: BB/HS Internet Available,Public,Sewer Connected,Water Connected,Cable Connected,Electricity Connected
Other Equipment: Irrigation Equipment,Private Yard
Ownership: Fee Simple
Showing Instructions: ShowingTime
Special Sale Provisions: None
Water Access Y/N: Yes
Windows: Shutters,Double Pane Windows
Body of Water: LAKE APOPKA
Waterfront Features: Fishing Pier
Zoning: R-2

Room Information

Workshop: 10x9
Utility Room: 8x8
Bedroom 5: 11x9
Bedroom 4: 16x11
Bedroom 3: 13x10
Bedroom 2: 15x13
Primary Bedroom: 15x14
Kitchen: 18x12
Dining Room: 19x15
Living Room: 19x15

Mortgage Information

Agency/Agent Information

Shown By:
  Agency Name: Hardcastle Realty
  Agency Phone: 330-426-6600

Listed By
   WATSON REALTY CORP.

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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 06/03/2026. The listing information on this page last changed on 06/03/2026. 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 Wed 06/03/2026 1:10:26 PM EST) or MLS NOW (last updated Wed 06/03/2026 1:07:57 PM EST). Real estate listings held by brokerage firms other than Hardcastle Realty 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.
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