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$5,125,000
5 Beds 6 Baths Virginia Heights Rep SubDv. 32789 Zip Code
Owner/Agent - Properties of this caliber are exceptionally rare in Winter Park — in a neighborhood defined by its walkability to Park Avenue, top-rated schools, and exclusive deeded access to the Winter Park Chain of Lakes. While new construction continues to emerge throughout Winter Park, few can approach the level of intention, artistry and personal investment found here. Named best custom home in the entire Southeast, this grand award-winning residence was conceived and executed by Master Custom Homebuilder Chris Salhab of Valdara Custom Homes as his own family home. Every element of this home reflects a standard of craftsmanship and care that is immediately felt upon entry and discovered anew in every room. The open-concept floor plan flows effortlessly between interior and exterior living spaces, where a summer kitchen, covered entertaining areas and a signature rain curtain that doubles as an outdoor movie screen create an experience unlike anything else on the market. Intelligent design, smart home integration and refined finishes complete a residence that is as functional as it is extraordinary. Offered with the added benefit of premium lease income through early 2027, this is a rare chance to secure one of Winter Park's finest homes as both a trophy asset and an immediate income-producing investment. Private showings by appointment only.

1221 Richmond Road, Winter Park

$955,000
4 Beds 4 Baths Virginia Heights Rep SubDv. 32789 Zip Code
Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins College and zoned for AudubonK-8! This spacious 2,824 SF home features two primary suites—one on each level—ideal for guests or multi-gen living. Gorgeous hardwood liketile floors throughout, high ceilings, crown molding, and two fireplaces add timeless elegance. The chef’s kitchen includes cherry cabinetry, solid-surface counters, stainless steel appliances, and gas range. Upstairs bonus room is perfect for office or den. There are so many recent updatesincluded, but not limited to: roof (2022), water heater (2023), and HVAC (2021) Enjoy the outdoors from the covered deck, or private balcony.Low-maintenance yard with irrigation 1-car garage, upstairs laundry, and and optional HOA that includes access to private Lake Virginia park.Don’t miss this move-in-ready gem in the heart of Winter Park!

512 Clarendon Avenue, Winter Park

$800,000
3 Beds 4 Baths Virginia Heights Rep SubDv. 32789 Zip Code
Welcome to this rare find in the heart of Winter Park — a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home, and best of all, there’s no HOA. Step inside to soaring 20-foot ceilings in the foyer and living room, complemented by elegant hardwood floors, crown molding, and expansive windows that fill the space with natural light. The open-concept design is both spacious and versatile, offering seamless flow and plenty of room to relax, entertain, and enjoy the Florida lifestyle. At the center of the home is a chef-inspired kitchen featuring crisp white cabinetry, solid granite countertops, stainless steel appliances, and a central island with built-in outlets and custom pull-out storage. The light-filled living room opens effortlessly into the dining area, where French doors lead out to a wood deck and a fully landscaped backyard oasis. Mature trees, curated garden beds, and decorative stone walkways create a peaceful retreat — perfect for indoor-outdoor entertaining. Upstairs, the generous primary suite is a true sanctuary, complete with double entry doors, a spa-like bath with jetted tub and shower, a walk-in closet, and a private balcony ideal for morning coffee or evening relaxation. Two additional guest suites each include their own ensuite bath, providing comfort and privacy for family, visitors, or a home office. A conveniently located upstairs laundry room completes the second floor. Additional Features: • Underground propane tank powering the stove, fireplace, BBQ grill, and new (2023) hot water heater • New roof (2022), new carpet (Nov. 2025) • Upstairs A/C replaced in 2023 • Tesla car charging station • Long private driveway with ample parking • No HOA — enjoy added freedom and low-maintenance living. Prime Location: Situated in Virginia Heights, one of Winter Park’s most coveted neighborhoods just minutes from Park Avenue’s renowned dining, shopping, and Central Park, along with Seven Oaks Park, Mead Botanical Garden, and Azalea Lane Tennis Center with adjacent kiddie park. Zoned for top-rated Audubon K–8 and Winter Park High School. Call today to schedule your private tour of this exceptional home in a premier Winter Park location. Floor Plan Attached!

1251 Arlington Place, Winter Park

$775,000
4 Beds 2 Baths Virginia Heights Rep SubDv. 32789 Zip Code
A rare opportunity awaits at 519 & 521 Fairfax Avenue in the highly sought-after Virginia Heights neighborhood. This rare mid-century duplex features two well-designed units, each offering 2 bedrooms, 2 bathrooms, and spacious interior utility rooms large enough to accommodate a washer and dryer, an additional refrigerator, and ample storage. Filled with timeless character, this property showcases original features that have been maintained, offering a unique chance to renovate or reimagine entirely. Whether you’re an investor, builder or homeowner seeking a project in a prime location, the potential here is undeniable. Recent updates include a new water heater and one updated air handler, adding value and peace of mind. Ideally located in the heart of Winter Park, residents can enjoy a walkable lifestyle along charming brick-lined streets. You’re just minutes from Mead Gardens, Rollins College, Park Avenue’s shops and restaurants, the Winter Park Tennis Center, the Farmers’ Market, and convenient access to Amtrak and SunRail. Positioned in one of Winter Park’s most desirable areas, this property is also close to Lake Virginia and Mead Botanical Garden, with boutique shopping, dining, and cultural attractions all less than a mile away. A truly rare opportunity in an unbeatable location! Schedule your showing today and explore the possibilities.

521 Fairfax Avenue, Winter Park