159 Lookout Place is a well-maintained, two-story freestanding professional office building located in the heart of Maitland’s premier business district. The property offers approximately 4,915 SF and features a flexible layout suitable for law firms, accounting practices, financial advisors, or general professional users. Building Description - The first floor is built out as a former attorney’s office and includes six (6) private offices, a conference room, two communal/admin areas, a break room, and two common restrooms. The second floor is configured as general office space and includes two office suites, five (5) private offices, and two shared restrooms. This level offers a value-add opportunity with light cosmetic updates and is well-suited for owner-users seeking additional rental income or investors repositioning the asset. Investment & Owner-User Opportunity - The property presents a rare opportunity to own and occupy a portion of the building while leasing the remaining space. Its flexible configuration supports multi-tenant use and future leasing strategies. Location Highlights - Prime Maitland location near Maitland Blvd and Maitland Avenue; Convenient access to Interstate 4 and US-17/92; Minutes from Maitland Town Centre, a growing hub for dining, retail, and business; Surrounded by established professional services and high-end Maitland and Winter Park neighborhoods. Office Park & Area - Located within the Keewin / Lookout Pointe Office Park, a well-maintained professional environment with strong occupancy and consistent demand. The surrounding area offers excellent demographics, accessibility, and long-term value stability.
Prime mixed-use commercial property perfectly situated between the vibrant cities of Maitland and Winter Park. This centrally located asset offers both visibility and versatility. The listing encompasses a 29-unit multifamily building, adjacent commercial building 429 E. Kennedy Blvd, and a commercial lot 34 N. West St —offering incredible potential for future development, expansion, or mixed-use revitalization. Whether you’re an investor or developer, this is a rare opportunity to be part of a growing community with active revitalization efforts. New roof installed in 2023.
For Sale! (Also Available For Lease) Freestanding Building located in Maitland, Florida. Maitland is a suburban city in Orange County, and part of the Greater Orlando area. It is approximately eight miles north of downtown Orlando. Affluent suburban community and strong demographics. There are several condominium and apartment complexes within a half-mile of the subject property including the Q at Maitland, The Village at Lake Lily (250+ units) and Lake Maitland Terrace Condos (181 units). 3 Bank Teller Lines. Parking: 47 Spaces. Dense Retail and Residential Corridor / Surrounding Retailers. Include: Publix, Starbucks, McDonald’s, Walgreens, Chase, PNC, Bank of America. Easy access to 17/92, Maitland Blvd, I-4 and close to Maitland SunRail Station. Excellent visible location S Orlando Ave with 47,000+ AADT

Maitland is located in Florida. Maitland, Florida has a population of 19,154. Maitland is less family-centric than the surrounding county with 27.11% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Maitland, Florida is $84,289. 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 Maitland is 35.5 years.
The average high temperature in July is 92.1 degrees, with an average low temperature in January of 49.1 degrees. The average rainfall is approximately 52 inches per year, with 0 inches of snow per year.