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.
Features
6 bedrooms
3 bathrooms
directions_car6 carspaces
directions_car2 carport spaces
directions_car4 garage spaces
crop_free20 ha. lot size
cottageRural
Property history for 366 Headlam Rd
2025
Rented
Undisclosed
Leased on 21 Apr 2025 by First National Bowral
2023
Rented
Undisclosed
Leased on 27 Jul 2023 by Stone Southern Highlands
2021
Sold
Undisclosed
26 Aug 2021 by Reece Woods, of First National Bowral
Happy sellers in Moss Vale
81%
sentiment_satisfied
81% of sellers in Moss Vale reported that their sale price either exceeded or met their price expectations.
Moss Vale stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.
This is based on voluntary sentiment collected from 61 reviews in Moss Vale over the last 12 months.
Local market activity for 6 bedroom rurals in Moss Vale
Sold
For Sale
For Rent
View the listing for inspection times, agent contact details, and more.