Rare opportunity to own a income generating two-home property in the heart of Downtown Colorado Springs! A beautifully and meticulously maintained 1919 home with a fully updated detached cottage, situated in the coveted Historic District minutes from Colorado College. With flexible OR/CR/CU zoning, this property is ideal as a primary residence, short-term rental, or professional office. The Main House (1,161 SQFT) showcases early 20th-century character with updates throughout, making it truly turnkey. 10-foot ceilings, stunning original detailing, and beautiful wood floors set the tone throughout the light drenched home. The spacious eat-in chef's kitchen features like-new appliances, a gas range, built-in microwave, dishwasher, and abundant counter space. The living room is centered by the fireplace, while the large sunny dining room is perfect for entertaining (do not miss the original pocket door and built-in detailing!) Two bedrooms, including one with a full bath ensuite, and a convenient half-bath/laundry room to complete the interior of the main home. Enjoy a covered front porch, private backyard dining patio, dedicated driveway with parking, and lovingly tended gardens. Nestled in the gardens, the Cottage (410 SQFT) is move-in ready with a bright open floor plan, full studio-style kitchen, dishwasher, large-capacity washer/dryer, walk-in shower, loft sleeping area, front deck, covered entry, and attached garden shed - immediately livable for guests, tenants, or a creative workspace. Currently operating as a Guest Favorite Five-Star Airbnb. Walk or bike to Downtown restaurants, shops, and trails! Available fully furnished, this property truly has it all.