50 Shepherd StreetBowral NSW 2576
Property Details for 50 Shepherd St, Bowral
50 Shepherd St, Bowral is a 4 bedroom, 2 bathroom House with 2 parking spaces. The property has a land size of 759m2 and floor size of 138m2.This Property is currently listed for sale with Raine & Horne Southern Highlands
Last Listing description (June 2026)
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 cafs, 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 faade, 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
Property History for 50 Shepherd St, Bowral, NSW 2576
- 27 Nov 2025Listed for Sale Price Guide: $1,795,000- $1,974,500
- 28 Mar 2024Listed for Rent $455 / week
- 07 Nov 1997Sold for $185,000
Recent sales nearby
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0About Bowral 2576
The size of Bowral is approximately 39.6 square kilometres. There are 19 parks, covering nearly 7.6% of the total area. The population of Bowral in 2016 was 10335 people. By 2021 the population was 10764 showing a population growth of 4.2% in the area during that time. The predominant age group in Bowral is 70-79 years. Households in Bowral are primarily childless couples and are likely to be repaying $1800 - $2399 per month on mortgage repayments. In general, people in Bowral work in a professional occupation.In 2021, 75.90% of the homes in Bowral were owner-occupied compared with 75.20% in 2016.
Bowral has 6,652 properties. Over the last 5 years, Houses in Bowral have seen a 7.02% increase in median value, while Units have seen a 24.95% increase. As at 30 June 2026:
- The median value for Houses in Bowral is $1,541,903 while the median value for Units is $1,008,220.
- Houses have a median rent of $850 while Units have a median rent of $650.
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