Welcome Home to Oak Park Community — one of Raleigh's most desirable communities full of history, tradition, and charm! This refreshingly updated residence combines modern versatility with timeless curb appeal. Fresh exterior paint and professionally designed landscaping create an inviting first impression, while extensive interior renovations offer move-in-ready comfort and style. The thoughtfully designed lower level has been expertly sectioned off to operate as two separate Airbnb units, delivering an incredible income-generating opportunity for investors or homeowners seeking extra revenue or privacy for in-laws or guests seeking a private retreat. Of course, the layout can be easily converted back to a traditional single-family living space, providing flexibility to suit your lifestyle needs. Inside, you'll find bright, renovated living areas with updated finishes and contemporary touches throughout. The kitchen, bedrooms, and baths have been refreshed to provide both functionality and a stylish aesthetic, while maintaining a warm, welcoming atmosphere. Adorable pocket office on upper level, massive walk-in closet in primary suite with dressing area. Stunning primary bathroom with tons of upgrades! TWO laundry rooms, one up and one down, for maximum convenience - either one could be removed for storage or versatility. Enjoy the peaceful outdoor setting with mature trees and newly enhanced landscaping — perfect for relaxing evenings or hosting guests. Two-tiered deck system overlooking Crabtree Creek and the Greenway with direct access to both. Terraced back yard is perfect for back yard enjoyment and a small fence is available for your four-legged companions! Roof replaced in 2015. HVAC 2017. No HOA Dues! Oak Park Swim Club across the street is open to memberships for an annual fee. Whether you're looking for a turnkey investment, multi-generational living, or a classic home with modern updates and room to grow, 4404 Oak Park Road offers endless possibilities in a fantastic Raleigh location. Close to shopping, restaurants, Umstead Park, Crabtree Mall, and so much more. Don't miss your chance to make this versatile and beautifully updated property yours — schedule your private tour today!