366 Headlam Road, Moss Vale NSW 2577

Where Sophisticated Country Living Meets Equestrian Excellence

Lifestyle
Type
6
Bedrooms
3
Bathrooms
6
Parkings

Last updated on Saturday, August 08, 2026 ( See property details for 366 Headlam Road, Moss Vale NSW 2577)

$5,500,000

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

A prestigious rural estate offering nearly 50 acres of improved land, elegant homestead, equestrian facilities, and a self-contained guest cottage, all within easy reach of Bowral and Moss Vale.

🏡 Property Highlights

  • Nearly 50 acres of fully improved, gently undulating land in the Southern Highlands' premier rural enclave
  • Elegant four-bedroom country homestead designed for relaxed family living and entertaining
  • Self-contained two-bedroom guest cottage ideal for visitors, extended family, or passive income
  • Exceptional equestrian facilities including Olympic-sized arena, stables, wash bay, and paddock infrastructure
  • Twenty-two well-fenced paddocks with automatic water supply supporting horses or livestock
  • Proximity to Bowral and Moss Vale, offering privacy with convenient access to amenities

✨ Key Features

  • Water tank
  • Open-Plan Living
  • Built-in Robes
  • Outdoor Area
  • Shed
  • Garage
  • Security Screens / Gates
  • Fly Screens
  • Built in wardrobes
  • Ensuite

Moss Vale offers a serene rural lifestyle with close proximity to Bowral, renowned for its picturesque scenery, high-quality schools, boutique wineries, golf courses, and excellent transport links. The area is highly sought after for its privacy, natural beauty, and sophisticated community atmosphere, making it ideal for those seeking a refined country living experience. Its well-established infrastructure supports both leisure pursuits and everyday convenience, appealing to discerning buyers seeking a prestigious lifestyle in the Southern Highlands.

What is the layout and size of the main homestead?
The main homestead features four bedrooms designed for relaxed family living and effortless entertaining, with spacious open-plan living areas and modern amenities.
Are there additional income opportunities on the property?
Yes, the property includes a fully self-contained two-bedroom guest cottage, suitable for visitors, extended family, or generating passive income.
What equestrian facilities are available?
The estate boasts an Olympic-sized arena, quality stables, a wash bay, and extensive paddock infrastructure with twenty-two fenced paddocks and automatic water supply.
Is the property suitable for livestock or other rural pursuits?
Absolutely, the property’s well-fenced paddocks and infrastructure support horses, boutique livestock, or other rural activities.
What amenities and services are nearby?
The estate is less than five minutes from Bowral and Moss Vale, providing access to schools, cafes, wineries, golf courses, and transport connections.
Are there any restrictions or easements affecting the land use or future development? What are the ongoing maintenance costs for the extensive equestrian infrastructure and grounds? Has the property been inspected for any structural issues or potential defects? Are there any zoning or planning restrictions that could impact future modifications? Is the property at risk of flooding or bushfire, and what mitigation measures are in place? Are there any strata or community title considerations, or is it freehold land? Are there any planned developments or construction projects nearby that could affect privacy or views? What are the current council rates and any additional costs associated with rural property ownership?

366 Headlam Road, Moss Vale NSW 2577 - More Details

Where Sophisticated Country Living Meets Equestrian Excellence

Set quietly within one of the Southern Highlands' most tightly held rural enclaves, this exceptional estate presents a rare opportunity to acquire almost fifty acres of beautifully improved countryside only moments from both Bowral and Moss Vale.

Combining an elegant family homestead with extensive equestrian infrastructure, a fully self-contained guest residence and meticulously maintained grounds, the property delivers an enviable lifestyle where privacy, sophistication and practicality exist in equal measure. Whether sought as a permanent country residence, an executive retreat from Sydney or a premium horse property, the estate offers remarkable versatility without compromise.

Framed by mature trees, gently undulating pasture and far-reaching rural vistas, every element has been thoughtfully considered to create an estate of enduring quality. Extensive improvements support both refined country living and productive rural pursuits, while the proximity to renowned schools, cafés, wineries, golf courses and transport connections ensures convenience matches the property's undeniable sense of escape.

Properties capable of appealing simultaneously to prestige lifestyle buyers, discerning downsizers, equestrian enthusiasts and multigenerational families are exceptionally uncommon. This is one of those rare offerings.

Property Features
- Nearly 50 acres of gently undulating, fully improved land in one of the Southern Highlands' premier rural locations.
- Elegant four-bedroom country homestead designed for relaxed family living and effortless entertaining.
- Self-contained two-bedroom cottage providing ideal accommodation for guests, extended family, caretaker or passive income.
- Exceptional equestrian facilities including Olympic-sized arena, quality stables, wash bay and extensive paddock infrastructure.
- Twenty-two well-fenced paddocks with automatic water supply supporting horses or boutique livestock operations.
- Established gardens, mature trees and sweeping rural outlooks creating exceptional privacy and year-round beauty.
- Secure electric gated entrance with extensive shedding and machinery storage for rural functionality.
- Less than five minutes to both Bowral and Moss Vale, combining country seclusion with everyday convenience.
- An outstanding opportunity for Sydney buyers seeking a prestigious tree change within easy reach of the CBD.
- A tightly held lifestyle estate equally suited to luxury family living, boutique equestrian pursuits or long-term intergenerational ownership.
Type
Lifestyle
Bedrooms
6
Bathrooms
3
Parkings
6
Area
0.0

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