Winter Park Homes with Special Community Restrictions Community Features

Winter Park Homes with Special Community Restrictions Community Features

Welcome to Winter Park, Florida—a picturesque gem nestled in Orange County that perfectly blends small-town charm with vibrant culture. Known for its stunning lakes, lush parks, and historic architecture, Winter Park offers a unique lifestyle that appeals to families, retirees, and young professionals alike. With its tree-lined streets and beautifully landscaped gardens, residents enjoy a serene environment while being just a stone's throw away from the bustling city of Orlando.

One of the standout features of Winter Park is its diverse range of homes, including those within communities that have special restrictions. These communities often prioritize aesthetic harmony and shared values, creating a cohesive living experience that enhances the beauty and tranquility of the neighborhood. Homeowners can expect meticulously maintained properties, community guidelines that promote responsible living, and often, a strong sense of camaraderie among neighbors.

In addition to the stunning homes, Winter Park boasts a wealth of amenities. Residents can indulge in upscale shopping at Park Avenue, savor delectable dining options, or explore the rich cultural scene, including the renowned Charles Hosmer Morse Museum of American Art. Outdoor enthusiasts will appreciate the abundance of parks and recreational activities, including boating on the scenic lakes and enjoying leisurely strolls along the picturesque pathways.

Whether you're looking for a cozy bungalow or a luxurious estate, Winter Park's homes with special community restrictions offer a unique opportunity to enjoy a harmonious lifestyle in one of Florida's most enchanting locales. Embrace the charm and community spirit of Winter Park, where your dream home awaits!

Newest Winter Park Homes with Special Community Restrictions Community Features

$999,000
3 Beds 3 Baths Virginia Heights Rep SubDv. 32789 Zip Code
Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake Virginia! FRESHLY PAINTED interior in 'Alabaster' 9/16-18/26! This spacious property has 3 bedrooms, 3 full baths, 2434 sq ft, 10' ceilings custom details throughout and natural lighting. Foyer with slate flooring, enjoy the double-sided gas fireplace in the Living & Dining areas, beautiful wood floors, crown molding, plantation shutters, a butler bar with custom cabinetry & wine refrigerator. Cooking inspired Kitchen with a lengthy granite island and sitting bar overlooks the Family room. Upgraded stainless appliances, including gas cooktop with griddle, microwave/convection oven, hanging pot rack with lighting, and soft close cabinets with pullouts. French doors to the covered 'English Garden' courtyard with pavers & stainless grill for entertaining. Guest suite or home office with a custom closet and full bath overlooks brick street, Pennsylvania Ave. Large laundry room near the garage with granite countertops, cabinets & utility sink, plus washer & dryer. Upstairs is a spacious Primary bedroom with French doors to a private covered balcony; also, 2 large walk-in closets with closet systems, Jacuzzi tub, huge walk-in shower, dual vanities with granite countertops, plus natural gas, great for cooking! An additional ensuite bedroom, more wood floors, plus a built-in dehumidifier. Attached 2-car, rear alley access garage, plus an additional side parking pad. Walk to Park Ave. for dining, shopping, WP Tennis Center, outdoor park & Rollins College. Neighborhood Lake Virginia access for paddleboard & kayak launching to the Winter Park Chain of Lakes. Top schools, Audubon K-8 seconds away, and WPHS. Updated TPO membrane roof w/ metal coping March 2026. HOA maintains: landscaping, irrigation, building maintenance & outdoor lighting.

1138 S Pennsylvania Avenue, Winter Park

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