Oakleigh Farm

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Oakleigh Farm Oakleigh Farm is a hunter/jumper/equitation Training operation.

V-Car added another 🏆🥇 to his extensive record, topping one of the speed classes at WIHS Regionals! Available for lease ...
10/15/2026

V-Car added another 🏆🥇 to his extensive record, topping one of the speed classes at WIHS Regionals! Available for lease - contact us for more details and to schedule a trial!

V-Car is proudly offered for lease! This talented winner has enjoyed a successful career from the .90–1.15m, serving as ...
10/06/2026

V-Car is proudly offered for lease! This talented winner has enjoyed a successful career from the .90–1.15m, serving as a trusted partner for his mother-daughter team over the past several years. He is now ready to bring along his next rider.

V-Car is offered for lease at 1.00m and under. He is experienced, knows his job, and is particularly dependable at the jumps. He can be a little spooky around the ring and has plenty of personality, so he is best suited to a confident rider rather than a true beginner.

Great opportunity for a rider looking for an experienced partner with a proven record and plenty to offer. Available to try in Middleburg, Virginia. DM for details.

09/29/2026

Great rounds for everyone at Oakleigh! From Grand Prix to baby Leo’s second show with us, everyone had fun at the Piedmont Jumper Classic!

09/25/2026

Great clear round for Ella and Caroline in the $2,500 Welcome Stake to kick off the Piedmont Jumper Classic! ⭐️

Stunning 2012 small pony available for lease or ⛵️! Placed 🥉 over fences at Pony Finals in the Green Small Pony Hunters ...
09/20/2026

Stunning 2012 small pony available for lease or ⛵️!

Placed 🥉 over fences at Pony Finals in the Green Small Pony Hunters last month! Helped his current rider make her division debut. Mylo is straightforward, reliable, and never needs to see a ring or jump beforehand. Happy to hack out and do all the pony things. Easy change and consistent every time he comes out!

A wonderful opportunity for a rider looking for a dependable pony with experience. Available to try in Middleburg, VA. DM for details! 📲

07/30/2026
07/27/2026

Great start to Kentucky for the Oakleigh Team ⭐️

🔹Gladiator put in a consistent week, not touching a single rail! This talented 7yo is available to try this week ➡️

🔹Savannah and Moose showed they’re ready for the 1.15m with a series of solid rounds.

🔹Kim and V-Car started the week with some efficient inside turns, finishing 🥈 in a competitive jump-off class.

🔹Caroline and Ella had several nice rounds.

🔹Charlotte rode Stonewall Ponies’ Belle for the first time this week and earned 🥈 in the Small Children’s Pony division.

Oakleigh Farm will have two nice young horses available to try during the Kentucky Summer Horse Shows:⭐ Leo — A promisin...
07/17/2026

Oakleigh Farm will have two nice young horses available to try during the Kentucky Summer Horse Shows:

⭐ Leo — A promising 6-year-old by Dulf Van Den Bisschop who is currently schooling 1.10m with plenty of scope for more. Show miles to 1m, including amateur rounds. Could be a super amateur jumper or equitation horse, brave to the jumps and very comfortable.

✨ Gladiator — A talented 7-year-old jumper by Diktator van de Boslandhoeve with all the ingredients for the upper levels: brave, careful, naturally scopey, and confident in any venue.

Both horses have been slowly produced and are wonderful to have in the barn 📲 Contact us for videos or to schedule a trial.

07/14/2026

We have 2 spots available on trailer leaving Middleburg and heading to Kentucky Horse Park on Monday if anyone needs a ride

07/09/2026

“This was a great way to start the week! Djebelle Du Cloferre is a horse I got about a year ago. She has so much scope and talent, but she’s very bloody, so I really took my time getting to know her and figure out the rideability. She’s come a long way and has become super consistent, and today was a huge testament to that.”

🏆 Caroline Adams and Djebelle Du Cloferre kicked off HITS Culpeper in winning style, taking top honors in the $2,500 Adequan Open Welcome! The duo was double clear and claimed the victory by over ✌️ seconds during Wednesday’s highlight event! 🤩

Read more 📲 https://www.theplaidhorse.com/2026/07/08/caroline-adams-and-djebelle-du-cloferre-dominate-2500-adequan-open-welcome-at-hits-culpeper/

📸: KMK Photography

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Middleburg, VA

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