91 Shepherd Street Bowral, 2576 NSW

A Piece of Old Bowral History: The Lovingly Reimagined C.1890s Schoolhouse

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Steeped in local history and nestled behind established privacy hedges, 91 Shepherd Street is one of Old Bowral's most enchanting heritage treasures. Originally serving as the historic schoolhouse for Mount Shepherd, this c.1890s classic weatherboard residence previously the old Bowral tennis club, has been meticulously extended and modernised into a breathtaking 4-bedroom, 2-bathroom family sanctuary.

Commanding an elevated three quarter acre block (2,948m²), the property balances its rich historical provenance with contemporary Southern Highlands luxury. At the heart of the home is a magnificent, sun-drenched lounge and formal dining room, defined by dramatic vaulted mansard ceilings and a spectacular loft library. French doors effortlessly connect the indoor living zones to the north facing verandah the perfect aspect for the Southern Highlands. Manicured formal lawn, perfect for twilight entertaining against a backdrop of sweeping, distant views over Mt. Gibraltar.

Culinary enthusiasts will fall in love with the country-style galley kitchen, featuring premium double Siemens ovens, a 5-burner stainless steel hob, a classic fireclay butler's sink, and a seamless connection to the kitchen garden. With multiple flexible living areas, a divine established garden boasting apple and pear orchard, this property offers an unparalleled country lifestyle just minutes from the vibrant Bowral town centre.

Key Features:
Historic Provenance: The original 1880s/1890s schoolhouse for Mount Shepherd, sympathetically extended over time.

Exceptional Living Space: Formal living and dinning with french doors out to expansive north facing garden and verandah. 4 spacious bedrooms, 2 bathrooms, multiple living zones, and a stunning loft library.

Gourmet Country Kitchen & Laundry: Siemens double ovens, Miele dishwasher, classic fireclay butler's sink, 5 burner stainless steel hob, newly renovated laundry, direct access from informal dining to a private courtyard garden.

Country Grounds: Fully landscaped 2,948m² parcel with established trees, apple and pear orchard, double automatic garage and solar automated front gates.

Climate: Two gas hot water systems, both bathrooms with underfloor heating, Brivis ducted heating throughout, fans in master bedroom and formal living room. Two wood fireplaces, Jotul fireplace in formal living room.

Auction
Saturday 21st November 2026 at 11:45am

Inspect

Inspection of this property is available by arrangement, or at the following advertised times.

  • Sat 17th Oct 11:30am - 12:00pm
  • Sat 24th Oct 11:30am - 12:00pm
  • Sat 31st Oct 11:30am - 12:00pm
  • Sat 7th Nov 11:30am - 12:00pm
  • Sat 14th Nov 11:30am - 12:00pm
  • Sat 21st Nov 11:30am - 12:00pm

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