2021 Vine Street is an enchanting Classic Wine Country Cottage ideally situated on Paso Robles' iconic Vine Street. This property offers the perfect blend of Wine Country charm with outstanding investment potential. A prime income-producing property with proven positive cash flow, this successful vacation rental has earned an exceptional reputation among guests and is being offered fully furnished as a turnkey business, complete with scheduled guest bookings extending through 2026, allowing the new owner to enjoy immediate rental income from day one. Perfectly positioned within the desirable T-3N (Town Centre Neighborhood) Zoning District, this property presents the rare opportunity for the existing non-hosted Short-Term Rental permit to be transferred to a new owner under the city’s current zoning regulations. With Paso Robles currently at capacity for non-hosted STR permits and an established waiting list, opportunities like this are increasingly rare. Framed by a magnificent mature Magnolia tree, stately Italian Cypress trees and lush established landscaping, the home welcomes you through a private gated front courtyard, creating a peaceful retreat that immediately captures the essence of Paso Robles Wine Country living. Meandering pathways and multiple outdoor entertaining areas provide private inviting spaces to relax and enjoy the Central Coast mild climate. The beautifully appointed 3-bedroom, 2-bath main residence showcases refinished original oak hardwood floors, abundant natural light, updated bathrooms and windows. The upgraded gourmet kitchen features stainless steel appliances, ample storage, an inviting breakfast area, while the elegant formal dining room overlooks picturesque Vine Street. A cozy yet spacious step-down living room flows from the kitchen and into the front or back patios. Adding exceptional versatility is the fully permitted detached guest studio, privately situated at the rear of the property with its own driveway access from the alley. Complete with a kitchenette, full bathroom, mini-split heating and cooling system, private patio, expansive deck, and hot tub, this private retreat offers ideal accommodations for guests, extended family, or continued vacation rental use. Just steps from Paso Market Walk, the California Mid-State Fairgrounds, and only blocks from Downtown Paso Robles' renowned restaurants, tasting rooms, boutiques, parks, and year-round events.