Tucked beneath mature oak trees, 1850 Bryan Avenue is a well-maintained home offering comfortable single-story living in Winter Park. Natural light and warm wood floors flow through the inviting living and dining spaces, while a flexible bonus room is well suited for a home office, den or creative space. The kitchen features wood cabinetry and ample counter space. The spacious primary suite offers a private retreat. Additional features include an indoor laundry room and an attached two-car garage. Outside, the fenced yard provides a peaceful setting for gardening, entertaining or relaxing beneath the trees. With shopping, dining, parks and other Winter Park amenities nearby, this home brings together character, comfort and a desirable location.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer King, Corcoran Premier Realty
$425,000 (USD)
Orlando Area Single Family Home
Active
522 S Osceola Avenue Orlando, FL 32801
4 Bed
4 Baths
2391 sqft
MLS# O6436521
Located in Orlando’s Lake Cherokee Historic District, this historic duplex offers two distinct residences in one of downtown Orlando’s most established neighborhoods. Original wood floors, fireplaces, abundant windows and generously sized rooms preserve the property’s character, while each residence features its own kitchen and comfortable living spaces. A large backyard provides additional outdoor space and privacy.
The property was converted from a rooming house into a duplex in the mid-1980s through a comprehensive gut renovation that included new plumbing and electrical systems. More recent improvements include a roof replaced approximately eight years ago and air-conditioning systems replaced within the past five years.
Conveniently located near downtown Orlando’s dining, entertainment, parks and cultural destinations, this property presents a distinctive opportunity for an owner-occupant, multigenerational living or investment use
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer King, Corcoran Premier Realty
$425,000 (USD)
Orlando Area Multi-Family Home
Active
522 S Osceola Avenue Orlando, FL 32801
4 Bed
4 Baths
2391 sqft
MLS# O6436570
Multiple Offers - submit highest and best by September 1 at 10:00 am. Investor opportunity in Orlando’s desirable Lake Cherokee Historic District, minutes from Downtown Orlando. This 1920s duplex offers two income-producing units, each historically renting for approximately $1,800–$2,000 per month.
Original wood floors, fireplaces, abundant windows and generously sized rooms preserve the property’s historic character. Each residence features its own kitchen and living spaces, while the large backyard provides additional outdoor space and privacy.
The property was converted from a rooming house into a duplex in the mid-1980s through a comprehensive gut renovation that included new plumbing and electrical systems. More recent improvements include a roof replaced approximately eight to ten years ago and air-conditioning systems replaced within the past five to six years.
The property needs renovation but offers significant potential through its location, flexible configuration and established rental history. Renovate and reposition the existing duplex, occupy one unit while leasing the other, explore conversion to a single-family residence, or evaluate potential redevelopment options subject to applicable historic-preservation review and governmental approvals.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer King, Corcoran Premier Realty
$8,500 / mo (USD)
Winter Park Area Rental
Active
660 Osceola Avenue 101 Winter Park, FL 32789
3 Bed
4 Baths
2714 sqft
MLS# O6439850
Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of Lakes. Offering just over 2,700 square feet of thoughtfully designed living space, the home features freshly painted interiors, hardwood and travertine flooring, and elegant custom millwork throughout. The gourmet kitchen is equipped with custom cabinetry, hardwood countertops, and premium Sub Zero, Wolf, Dacor, and Bosch appliances. A versatile library with custom built ins provides the perfect space for a home office, reading room, or additional living area. The spacious primary suite is a peaceful retreat featuring picturesque lake views and a spa inspired bath with dual vanities, a soaking tub, walk in shower, private water closet, and a generous walk in closet. Two additional bedrooms, two full bathrooms, a powder room, and a dedicated laundry room are thoughtfully situated on the opposite side of the residence, offering exceptional privacy for family and guests. Just off the living room, a covered lakeside patio provides the perfect setting for morning coffee or evening sunsets overlooking Lake Virginia. From here, enjoy easy access to your private covered boat slip, making it effortless to spend the day exploring the Winter Park Chain of Lakes. Additional highlights include two assigned garage parking spaces, a private storage room, and access to Perle du Lac's exceptional amenities, including a heated pool, hot tub, beautifully landscaped grounds, and double gated security. Combining the convenience of a walkable Park Avenue lifestyle with the luxury of private lakefront boating, this residence offers one of Winter Park's most desirable living experiences.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer King, Corcoran Premier Realty