217 W BAY STREET WINTER GARDEN FL 34787 MLS #S5149527

217 W BAY STREET
WINTER GARDEN, FL, 34787
$1,495,000
5 Beds
4 Baths
2,800 SqFt
0.17 Acres
Add
MLS #S5149527 image #0
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 10×8 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

Price:
$1,495,000
MLS #:
S5149527
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
COOPER & SEWELL ADD
Neighborhood:
34787wintergardenoakland
Listed Date:
May 9, 2026
Finished Sq Ft:
2,800
Total Sq Ft:
3,536
Lot Size:
7,741 sqft / 0.17 acres (approx)
Year Built:
2025
Primary Bedroom Main FloorNewconstruction34787 – Winter Garden/oakland34787wintergardenoaklandCooper & Sewell AddLake ApopkaSee County Requirements8-12 MonthsPets Allowed

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Schools

Interior

Appliances
Microwave, Built-In Oven, Refrigerator, Washer, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Wine Refrigerator
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl
Heating
Central, Electric
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
Laundry Features
Laundry Room
Levels
Two

Exterior

Community Features
Community Boat Ramp, Fishing, Public Boat Ramp, Golf Carts OK
Construction Materials
Block, Stucco, Vinyl Siding
Covered Spaces
1
Direction Faces
East
Exterior Features
French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Storage
Fencing
Vinyl, Wood
Open Parking YN
1
Parking Features
Covered, Driveway, Electric Vehicle Charging Station(s)
Roof
Shingle
Window Features
Shutters, Double Pane Windows

Financial

Tax Year
2025
Taxes
$5,958

Map

Community

Subdivisions in WINTER GARDEN

Market Summary

Current real estate data for Single Family in WINTER GARDEN as of May 09, 2026
788
Single Family Listed
108
Avg DOM
281
Avg $ / SqFt
$754,430
Avg List Price

Property Summary

    Located in the COOPER & SEWELL ADD subdivision, 217 W BAY STREET WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $1,495,000 and features 5 beds, 4 baths, and has approximately 2,800 square feet of living space, and was originally constructed in 2025. The current price per square foot is $534. The average price per square foot for Single Family listings in WINTER GARDEN is $281. The average listing price for Single Family in WINTER GARDEN is $754,430. To schedule a showing of MLS#s5149527 at 217 W BAY STREET in WINTER GARDEN, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.

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217 W BAY STREET
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