Winter Park, FL Homes for Sale with In-Law Suite

You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Park municipality, situated on a peaceful brick-paved street. There are five bedrooms and four and a half bathrooms spread out over 3,800 square feet in this stunning property. Featuring a welcoming pool and relaxing spa. A separate suite with its own entrance is available for use by the mother-in-law

Manny Alvarez LOKATION

This home has an upstairs potential income producing one bedroom/bath suite. The suite's spacious open flow concept has a full kitchen, living room and dining room combined along with a private balcony and has its own entrance. The downstairs has three (3) bedrooms on a split floor plan. The master bedroom has a large walk-in closet and en-suite large bathroom with shower and linen closet. The

Stacy Morano MID-STATE PROPERTIES PSL LLC

Welcome to this unique 4-bedroom ranch-style home in the heart of Winter Park! This residence offers flexibility and comfort for today’s lifestyle. The converted two-car garage has been transformed into an additional bedroom with separate entrance, perfect for guests or an in-law suite. Inside, the kitchen flows seamlessly into the bright family room. Entertain with ease in the large dining and

John Muccigrosso RE/MAX 200 REALTY

Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a

Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally situated on the 4th hole of the beautifully maintained Winter Park 9-hole golf course. Nestled on a 75 x 100 lot, this 3,440 sq ft residence was extensively renovated in 2017. From the moment you enter the welcoming foyer you'll notice the refined finishes and intentional design.

Megan Cross FANNIE HILLMAN & ASSOCIATES

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The

Sylvester Harding SIERRA REALTY GROUP LLC

Exquisite New 2025 Luxury Home in the Heart of Winter Park - Welcome to 1473 Berkshire Avenue - a stunning, brand-new 2025 luxury residence located in the highly sought-after town of Winter Park, Florida. This beautifully crafted two-story Mediterranean-style home blends timeless architecture with modern elegance, offering 5 bedrooms, 4 full bathrooms, and just under 2,900 square feet of

Crystal Canina EXP Realty, LLC