Virginia Heights Rep Homes with Lake Front Water Frontage

Welcome to Virginia Heights Rep., a picturesque subdivision nestled in the heart of Winter Park, Florida. This charming community is renowned for its stunning homes with lakefront waterfrontage, offering residents a serene lifestyle that harmonizes with nature. Imagine waking up to the gentle sounds of water lapping against the shore, with breathtaking views of the lake right from your window.

Virginia Heights Rep. is more than just a neighborhood; it’s a lifestyle. The area boasts a unique blend of tranquility and convenience, with lush greenery and scenic landscapes that create a peaceful retreat from the hustle and bustle of everyday life. Each home is thoughtfully designed, showcasing modern architecture while maintaining the warmth and charm that Winter Park is famous for.

Residents here enjoy easy access to a myriad of recreational activities. Spend your weekends kayaking on the sparkling waters, fishing off your private dock, or simply relaxing by the water’s edge with a good book. The community is also conveniently located near top-rated schools, vibrant shopping districts, and delectable dining options, ensuring that everything you need is just a short drive away.

Virginia Heights Rep. is not just a place to live; it’s a place to thrive. Whether you’re looking for a family home or a tranquil retreat, this enchanting subdivision offers the perfect backdrop for creating lasting memories. Come and discover the beauty and lifestyle that await you at Virginia Heights Rep. – where every day feels like a vacation!

Newest Virginia Heights Rep Homes with Lake Front Water Frontage

$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! Just FRESHLY PAINTED interior in 'Alabaster' tones! 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

$1,525,000

4 Beds ⋅ 2 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code

A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with modern comfort. A flexible two-level layout offers main living areas on the first floor, complemented by an upper-level studio or retreat space with optional deck access, ideal for today’s lifestyle. Extensively improved with over $260,000 in recent upgrades, the home was enhanced with durability and efficiency in mind. Major improvements include a commercial-grade TPO roofing system with advanced drainage and a 20-year warranty completed in 2024, as well as hurricane-impact aluminum sliders all around with large missile-rated glass and enduring waterproofing. Additional features such as a white reflective roof, whole-house surge protection, updated electrical components, and a new code-compliant deck railing further elevate the home’s long-term value and performance. The outdoor spaces have been equally curated, with mid-century-inspired landscaping designed for beauty and ease of maintenance. Palms, agave and drought-tolerant plantings create a clean, modern aesthetic, while redesigned yard spaces enhance openness and usability. A professionally landscaped east yard, low-maintenance turf on the west side, a five-zone irrigation system, and private well irrigation contribute to a thoughtfully executed exterior environment. An expanded driveway provides ample parking, and outdoor lighting enhances ambiance and function. Just moments from desirable Park Avenue, this architecturally significant modern residence is ideally in one of Winter Park’s sought-after neighborhoods, near Lake Virginia, Rollins College and Winter Park Tennis Center. Set on a quiet, tree-lined corner lot with no through traffic, the home enjoys an elevated position on a natural rise, offering peace of mind with no history of flooding, along with ideal north-facing orientation and beautiful natural light throughout the day.

446 Melrose Avenue, Winter Park

Start Your Search