91 Shepherd Street, Bowral, NSW 2576

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

House
Type
4
Bedrooms
2
Bathrooms
4
Parkings
2,948 m²
Area

Published on Thursday, October 08, 2026 ( See property details for 91 Shepherd Street, Bowral, NSW 2576)

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

  • AI-generated summary for guidance only. We can’t guarantee accuracy -please verify all details independently before deciding.

A beautifully restored heritage residence on a spacious elevated block, blending historic charm with modern luxury in Bowral.

🏡 Property Highlights

  • Historic heritage property dating back to the 1890s, originally serving as Mount Shepherd schoolhouse.
  • Elevated three-quarter acre block with sweeping distant views over Mt. Gibraltar.
  • Magnificent formal living and dining areas with vaulted mansard ceilings and a loft library.
  • Gourmet country-style kitchen with premium Siemens double ovens and a 5-burner hob.
  • Established gardens featuring an apple and pear orchard, perfect for outdoor entertaining.
  • Modern upgrades including underfloor heating, ducted heating, and solar automated gates.

✨ Key Features

  • Built-in Robes
  • Open-Plan Living
  • Fireplace
  • Outdoor Area
  • Ceiling Fans
  • Heating
  • Water tank
  • Garden / courtyard
  • Security Screens / Gates
  • Pet-Friendly
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91 Shepherd Street
Bowral, NSW 2576
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Vertical aerial view — 91 Shepherd Street
91 Shepherd Street — Vertical Aerial  •  Bowral, NSW 2576  •  Nearmap © 2026

Bowral is renowned for its charming heritage architecture, lush gardens, and vibrant community. It offers a tranquil country lifestyle with proximity to boutique shops, cafes, and outdoor pursuits. The area boasts stunning mountain views, a rich history, and a welcoming atmosphere perfect for families and retirees alike.

What are the historical features of this property?
This property is a heritage-listed residence originally serving as the Mount Shepherd schoolhouse from the 1890s, with sympathetic extensions that preserve its historic charm.
Does the property have outdoor entertaining areas?
Yes, the property features a north-facing verandah and a manicured formal lawn, ideal for outdoor entertaining against scenic mountain views.
What modern amenities have been added?
The home includes underfloor heating, ducted heating, solar automated gates, and a renovated laundry for contemporary comfort.
Is there space for gardening or orchards?
Yes, the property boasts established gardens with an apple and pear orchard, perfect for gardening enthusiasts.
Are there multiple living zones in the home?
Yes, the residence offers formal living and dining areas, a loft library, and flexible additional living spaces.
Are there any existing planning or heritage restrictions that could affect future renovations? What are the ongoing maintenance costs for the established gardens and heritage features? Is there any history of flooding or bushfire risk in this elevated location? Are there any easements or zoning restrictions on the property? What are the details regarding the solar automated gates and other recent upgrades?

91 Shepherd Street, Bowral, NSW 2576 - More Details

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

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.
Type
House
Bedrooms
4
Bathrooms
2
Parkings
4
Area
2,948 m²

Inspections times

  • Inspection Sat 17 Oct 11:30 am

    Saturday 17 October
    11:30 am - 12:00 pm
  • Inspection Sat 24 Oct 11:30 am

    Saturday 24 October
    11:30 am - 12:00 pm
  • Inspection Sat 31 Oct 11:30 am

    Saturday 31 October
    11:30 am - 12:00 pm
  • Inspection Sat 7 Nov 11:30 am

    Saturday 7 November
    11:30 am - 12:00 pm
  • Inspection Sat 14 Nov 11:30 am

    Saturday 14 November
    11:30 am - 12:00 pm

Auctions

  • 91 Shepherd Street, Bowral, NSW 2576

    Saturday 21 November
    11:45 am
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