Real Estate Industry Partners

91 Shepherd Street, Bowral NSW 2576

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Floorplan

91 Shepherd Street, Bowral NSW 2576

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Auction

  • Sat 21 November @ 11:45AM 21/11/2026 11:45 AM 21/11/2026 11:45 AM Australia/Sydney Auction for 91 Shepherd Street, Bowral NSW 2576 91 Shepherd Street, Bowral NSW 2576 Raine & Horne Southern Highlands false DD/MM/YYYY

Inspections

  • Sat 31 October @ 11:30AM - 12PM 31/10/2026 11:30 AM 31/10/2026 12:00 PM Australia/Sydney Inspection for 91 Shepherd Street, Bowral NSW 2576 91 Shepherd Street, Bowral NSW 2576 Raine & Horne Southern Highlands false DD/MM/YYYY
  • Sat 31 October @ 11:30AM - 12PM 31/10/2026 11:30 AM 31/10/2026 12:00 PM Australia/Sydney Inspection for 91 Shepherd Street, Bowral NSW 2576 91 Shepherd Street, Bowral NSW 2576 Raine & Horne Southern Highlands false DD/MM/YYYY
  • Sat 7 November @ 11:30AM - 12PM 07/11/2026 11:30 AM 07/11/2026 12:00 PM Australia/Sydney Inspection for 91 Shepherd Street, Bowral NSW 2576 91 Shepherd Street, Bowral NSW 2576 Raine & Horne Southern Highlands false DD/MM/YYYY
  • Sat 14 November @ 11:30AM - 12PM 14/11/2026 11:30 AM 14/11/2026 12:00 PM Australia/Sydney Inspection for 91 Shepherd Street, Bowral NSW 2576 91 Shepherd Street, Bowral NSW 2576 Raine & Horne Southern Highlands false DD/MM/YYYY
  • Sat 21 November @ 11:30AM - 12PM 21/11/2026 11:30 AM 21/11/2026 12:00 PM Australia/Sydney Inspection for 91 Shepherd Street, Bowral NSW 2576 91 Shepherd Street, Bowral NSW 2576 Raine & Horne Southern Highlands false DD/MM/YYYY

$2,950,000 - $3,245,000

Bedrooms
4 beds
Bathrooms
2 baths
Parking
4 parking

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

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.

Property Details

  • Type: House
  • Bedrooms: 4
  • Bathrooms: 2
  • Garage Spaces: 2
  • Other Parking: 2
  • Land Area: 2,948 m² (approx)

Features

  • Built-In Robes
  • Dishwasher
  • Ducted Heating
  • Gas Heating
  • Hydronic Heating
  • Open Fire Place
  • Remote Garage
  • Secure Parking
  • Floorboards
  • Fully Fenced
Raine & Horne Southern Highlands

Raine & Horne Southern Highlands

Suite 1 & 2, 28 Wingecarribee Street, Bowral NSW 2576

02 4861 4444

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KATE ZUPPICICH

Call Kate Zuppicich on
0424744600

MATTHEW ANSTEE

Call Matthew Anstee on
0400555088

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