Lakeside Realty Windermere Inc.

Lakeside Realty Windermere Inc. Full-service boutique Real Estate Office specializing in Residential, Commercial, & Property Mgt

Lakeside Realty Windermere Inc.®, located in downtown Windermere, provides the most comprehensive real estate expertise in the market place.

🏡✨ OPEN HOUSE ✨🏡📅 Sunday | 11:00 AM – 1:00 PM📍 Courtlea Oaks | Winter Garden, FLWelcome to a home where timeless charm m...
08/29/2026

🏡✨ OPEN HOUSE ✨🏡
📅 Sunday | 11:00 AM – 1:00 PM

📍 Courtlea Oaks | Winter Garden, FL

Welcome to a home where timeless charm meets modern luxury! Nestled in the highly sought-after Courtlea Oaks community within Winter Garden’s coveted Golf Cart District, this beautifully updated residence offers the perfect combination of elegance, comfort, and an unbeatable lifestyle.

✨ Featuring:
🏡 3 Bedrooms | 2.5 Bathrooms | 2,765 SF
🌟 Stunning two-story foyer with soaring ceilings
🪵 Rich hardwood floors, crown molding & custom millwork
🍽️ Renovated chef’s kitchen with custom cabinetry, farmhouse sink, professional-style gas range, pot filler & oversized island
🎬 Flexible upstairs loft perfect for a media room, office, fitness space, or possible 4th bedroom
🛁 Beautifully updated bathrooms with designer finishes
🏊 Private backyard oasis with sparkling pool, brick paver deck & lush landscaping

Enjoy everything that makes historic Downtown Winter Garden one of Central Florida’s most desirable destinations—award-winning restaurants, boutique shopping, the Saturday Farmers Market, festivals, live entertainment, and miles of the West Orange Trail are just minutes away!

Contact Listing Agent Jennifer C**n at 321-948-8056 for more information!

Wishing our agent Jeanay Adamich a very Happy Birthday!
08/29/2026

Wishing our agent Jeanay Adamich a very Happy Birthday!

SOLD in Winter Garden! Congratulations Selling Agent Anna McIntyre!
08/25/2026

SOLD in Winter Garden! Congratulations Selling Agent Anna McIntyre!

SOLD in Orlando! Congratulations Selling Agent Sean Hooke!
08/25/2026

SOLD in Orlando! Congratulations Selling Agent Sean Hooke!

JUST LISTED in Orlando! Contact Listing Agent Ray Glenn at 407-285-1936 for more information! Experience the best of Flo...
08/25/2026

JUST LISTED in Orlando! Contact Listing Agent Ray Glenn at 407-285-1936 for more information!

Experience the best of Florida living in this beautifully maintained 4-bedroom, 3-full-bath pool home with a 3-car garage, exceptional floor plan, and stunning indoor-outdoor living spaces.

✨ Highlights include:
• 🏊‍♀️ Private pool with screened enclosure & paver deck
• 🚗 Spacious 3-car garage & elegant circle driveway
• 🏠 Tile roof & lush, mature landscaping
• 🍽️ Remodeled kitchen with custom cabinetry, modern appliances, beautiful countertops & unique backsplash
• 🔥 Family room with wood-burning fireplace
• 🌴 French doors opening to the lanai & pool
• 🛁 Spacious primary suite with walk-in closet & spa-inspired bath
• 🚿 Frameless glass shower, soaking tub & dual vanities
• 🌿 Private backyard perfect for relaxing & entertaining
• ✨ High ceilings & plantation shutters throughout

Perfectly located near top-rated schools, theme parks, shopping, restaurants, and everything Central Florida has to offer!

AVAILABLE NOW to Rent in Winter Garden! Contact Listing Agent Kevin Sullivan at 321-663-3457 for more information. Looki...
08/24/2026

AVAILABLE NOW to Rent in Winter Garden! Contact Listing Agent Kevin Sullivan at 321-663-3457 for more information.

Looking for space, privacy, and versatility? This 4-bedroom, 3-bath home offers it all!

✨ Open floor plan
✨ 1,500 SF metal workshop/building
✨ 4 bays — including an RV-height bay
✨ Three 8’ doors + one 12’ door
✨ Refrigerator, toilet & wash sink
✨ Extensive shelving & workbenches
✨ Plenty of room for vehicles, equipment, hobbies & storage

📍 17951 Dangler Road, Winter Garden, FL

A rare rental opportunity with room to live, work, and store it all!

SOLD in Ocoee for $660,000! Congratulations to the Seller and Listing Agent Jeanay Adamich!
08/21/2026

SOLD in Ocoee for $660,000! Congratulations to the Seller and Listing Agent Jeanay Adamich!

AVAILABLE NOW to rent in Sanford! Contact Kevin Sullivan at 321-663-3457 for more information. Looking for space, comfor...
08/18/2026

AVAILABLE NOW to rent in Sanford! Contact Kevin Sullivan at 321-663-3457 for more information.

Looking for space, comfort, and convenience? This beautiful 5-bedroom, 4.5-bathroom home at 6081 Monterey Cypress Trail offers plenty of room for everyone!

🏠 5 Bedrooms
🛁 4.5 Bathrooms
🛋️ Spacious Loft
🚗 3-Car Garage
🌿 Lawn Care Included
🐜 Pest Control Included

JUST LISTED in Orlando! Contact Listing Agent Corey Mathias at 407-730-1318 for more information. Looking for a well-mai...
08/14/2026

JUST LISTED in Orlando! Contact Listing Agent Corey Mathias at 407-730-1318 for more information.

Looking for a well-maintained home with major updates already taken care of? This 3-bedroom, 2-bath split-floor-plan home is ready for its next owner!

✨ Recent Updates:
• Newer Roof — 2024
• Newer A/C — 2024
• Complete Plumbing Repipe — 2023
• Tile Flooring Throughout
• Screened Patio
• Fully Fenced Backyard

📍 Convenient East Orlando Location
Just minutes from SR 408, Downtown Orlando, shopping, dining, entertainment & more!

Whether you’re looking for your next home or an investment opportunity, this one is worth a look!

Address

430 Main Street
Windermere, FL
34786

Opening Hours

Monday 9am - 4pm
Tuesday 9am - 4pm
Wednesday 9am - 4pm
Thursday 9am - 4pm
Friday 9am - 4pm

Telephone

+14078765575

Website

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