50 Shepherd Street

Perfectly positioned in one of Old Bowral's most tightly held pockets & set on a generous 759m2, established block, this enchanting character cottage blends timeless appeal with modern comfort. Just steps to picturesque 'Cherry Tree Walk' & a short stroll to Bowral's boutique cafés, restaurants & all the conveniences of town, this is a rare opportunity to secure a quintessential Highlands home with bonus self-contained accommodation. Warm, inviting & lovingly maintained, the property offers flexible living options for families, downsizers, investors, or those seeking a charming retreat with additional income. Behind its classic façade, the cottage reveals all the hallmarks of a traditional Bowral home. High ceilings, timber features & a cosy ambience, enhanced by thoughtful updates for effortless living. The three bedrooms include one with built-in robes, while the central lounge room is anchored by a beautiful open fireplace, perfect for winter evenings. Comfort is assured year-round with ducted gas heating & gas hot water. The country-style modern kitchen features a gas cooktop, dishwasher & an adjoining dining area overlooking the established gardens. A spacious & functional laundry with an additional shower & toilet is ideal for families or visiting guests. The home is surrounded by mature gardens, a thriving veggie patch & plenty of space for children, pets & outdoor entertaining. The property also offers: - Workshop/shed area - Garden shed - Off-street parking - Private, tree-lined boundaries - Deck to rear perfect for outdoor entertaining - Established vegetable gardens - A rare offering in an elite 'Old Bowral' location Privately tucked at the rear of the property is an additional studio, perfect for extended family, a home office, creative workspace, or guest accommodation. Currently tenanted & providing consistent income, this well-appointed retreat includes: - Kitchenette with electric cooking - Split-system air conditioning - Master bedroom with built-ins - Ensuite bathroom Homes in this tightly held neighborhood are rarely offered to the market, especially those just footsteps from Cherry Tree Walk & an easy walk to the heart of Bowral. With charm, flexibility & income potential, this is a standout opportunity not to be missed. For further information or to arrange your inspection contact Matthew Anstee 0400 555 088 or Kristy Tuddenham 0448 555 054