217 W BAY STREET, WINTER GARDEN, FL 34787

$1,295,0005 Beds4 Baths2,800 Sq. Ft.$463 / sq. ft.

WINTER GARDEN, FL 34787 · MLS# S5149527 · Active · COOPER & SEWELL ADD

Status
Active
Type
Single Family Residence
Year Built
2025
Days on Market
89
Lot Size
7,741 sqft
MLS #
S5149527
County
Orange

Description of 217 W BAY STREET, WINTER GARDEN, FL 34787

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!

Property Details for 217 W BAY STREET, WINTER GARDEN, FL 34787

Bathrooms Full
4
Bathrooms Half
0
Interior Features
Eating Space 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 Fan(s), Chair Rail
Appliances
Microwave, Built-In Oven, Refrigerator, Washer, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Wine Refrigerator
Flooring
Luxury Vinyl
Heating
Central, Electric
Cooling
Central Air
Furnished
Unfurnished
Parking Features
Covered, Driveway, Electric Vehicle Charging Station(s)
Pool Private
No
Direction Faces
East

Building Information for 217 W BAY STREET, WINTER GARDEN, FL 34787

Building Area Total
3536
Building Area Units
Square Feet
Association
No
Pets Allowed
Yes

Property Information for 217 W BAY STREET, WINTER GARDEN, FL 34787

Lot Size Square Feet
7,741
Waterfront
No
View
No
Construction Materials
Block, Stucco, Vinyl Siding
Roof
Shingle
Exterior Features
French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Storage
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 217 W BAY STREET, WINTER GARDEN, FL 34787

Parcel Number
142227172805191
Tax Annual Amount
$5,958
Tax Year
2025
Tax Legal Description
COOPER & SEWELL ADDITION F/39 E1/2 OF S1/2 LOT 19 & E1/2 OF LOT 20 (LESS W 10 FT THEREOF) & W1/2 OF VAC ALLEY ON E BLK E
Zoning
R-2
County Or Parish
Orange

Payment Calculator

Estimated Payment
$7,693/mo
Principal & Interest
$6,548
Property Taxes
$497
Home Insurance
$648

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

217 W BAY STREET, WINTER GARDEN, FL 34787 · See all Winter Garden homes for sale

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More information about 217 W BAY STREET, WINTER GARDEN, FL 34787

217 W BAY STREET is a single family home for sale in WINTER GARDEN, FL 34787. This property was listed for sale on May 9, 2026 by WATSON REALTY CORP., it's currently listed at $1,295,000. This listing's school district is Orange Public Schools. 217 W BAY STREET is a 5-bed, 4-bath, 2,800 sqft single family home built in 2025.