Courtesy: KELLER WILLIAMS REALTY AT THE PARKS
407-629-4420
Income-producing home with a detached in-law apartment in a prime central Orlando location — ideal for a house hack, long-term rental, or short-term rental (Airbnb allowed). The main house is a two-bedroom, one-bath residence, while the in-law apartment is a completely detached one-bedroom, one-bath unit with separate entrances and separate mailboxes, offering excellent privacy and flexibility. The in-law apartment is currently rented for $1,350/month on a month-to-month lease, providing immediate income and flexibility. The main house was previously rented for $1,850/month, demonstrating strong and proven rental history. Live in one unit and rent the other, or rent both for attractive cash flow. The main home is well maintained with neutral finishes, updated flooring, modern lighting, and a functional layout filled with natural light. A spacious deck and outdoor area provide excellent separation and privacy between the main house and the in-law unit. Major updates include a roof approximately 11 years old, HVAC approximately 6 years old, copper plumbing, and a septic system recently pumped and in great condition. A 4-point inspection is available upon request. Conveniently located minutes from Winter Park, College Park, Downtown Orlando, major hospitals, dining, I-4, International Drive, and Orlando International Airport. A rare opportunity offering location, flexibility, and multiple income strategies.
Courtesy: EXP REALTY LLC
407-846-0940
SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! A FULLY MODERNIZED 5-bedroom, 3-bathroom home offering Modern style, flexibility, and comfort and its own ATTACHED 2bed/1 Bath IN-LAW SUITE!!! Step inside to an open and airy layout featuring Luxury vinyl plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own!
Courtesy: RE/MAX TOWN & COUNTRY REALTY
407-695-2066
Welcome to this exceptional duplex, a rare gem in Winter Park offering unmatched flexibility and investment potential. Whether you’re looking for a turnkey rental property, a multigenerational living solution, or a home with a private in-law or student suite, this property delivers! Each spacious unit boasts 3 bedrooms and 2 bathrooms, designed with a modern, elegant aesthetic. With dual living areas, kitchens, and baths, this property offers endless possibilities for homeowners and investors alike. The interiors are thoughtfully designed with high-end finishes and contemporary touches throughout, including recessed lighting, sleek fixtures, and an open-concept layout that enhances the home’s bright and airy feel. The gourmet kitchens serve as the heart of each home, featuring 42” black cabinetry, granite or quartz countertops, decorative backsplashes, and stainless steel appliances, creating a stylish and highly functional space. The open living and dining areas offer a seamless flow, enhanced by ceramic tile and wood flooring that adds a sophisticated touch. The first-floor primary suites provide privacy and convenience, while additional bedrooms upstairs, along with a secondary living area, create a flexible layout perfect for guests, a home office, or growing families. Each bathroom is elegantly updated with sleek vanities, designer fixtures, and spa-like finishes, bringing luxury to everyday living. Strategically placed laundry areas add to the home’s functionality. Outside, the private paved backyard patios, enclosed by vinyl fencing, provide a serene space for outdoor relaxation, entertaining, or dining al fresco. The unbeatable location places you just steps from Park Avenue and Winter Park Golf Course, with easy access to the best dining, shopping, and outdoor recreation. The property is also near Rollins College, Winter Park Village, and the train station, making it a prime choice for both convenience and lifestyle. This duplex can be purchased separately or together (720 & 726 N Pennsylvania Ave), and even offers owner financing options making it an ideal opportunity for an income-producing investment, multigenerational living, or a private in-law or student suite. Whether you’re looking to generate rental income, create a home for extended family, or enjoy a private dual-living setup, this property meets every need. Don’t miss your chance to own this exceptional duplex in one of Winter Park’s most sought-after locations. Schedule your private showing today!
Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.
