Oakleigh Farm

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

Looking for the perfect, safe, hack winning crossrail to small pony hunter? Norby is available for an in-barn lease at O...
03/17/2026

Looking for the perfect, safe, hack winning crossrail to small pony hunter? Norby is available for an in-barn lease at Oakleigh Farm in Middleburg Virginia, or potentially out of barn to approved home with professional program only. Come enjoy our incredible facility with miles of ride out and a pony who never bats an eye. Top notch training and care. Norby is available to be tried in Wellington through April 12! Make plans today to have the best pony partner!

Rain or shine, Karly and Gator delivered great rounds in the 1.25m Amateurs during WEF 8! ☀️
03/04/2026

Rain or shine, Karly and Gator delivered great rounds in the 1.25m Amateurs during WEF 8! ☀️

01/24/2026

Back in action and double clear! 🎉 Congrats to Nancy and Caractere D’Argent on a great first show back since last February 👏✨

From the international ring to wins in cross rails, Oakleigh had a great week during WEF II! Thank you to everyone for a...
01/19/2026

From the international ring to wins in cross rails, Oakleigh had a great week during WEF II!

Thank you to everyone for a great week! 🙌

Jesse Smith Kylan Tonizzo PetConnect Rescue Codie CampbellKimberly Bonstein Campbell

Carly had a great show with her longtime partner Seriously at Piedmont! 👏 Excited to have them join the Oakleigh Farm te...
10/01/2025

Carly had a great show with her longtime partner Seriously at Piedmont! 👏 Excited to have them join the Oakleigh Farm team!

📸: Erin Gilmore Photography

Big congratulations to Karly and Good Boy Du Soutrait — Champion and Classic winner in the 1.30m Jr/AO Jumpers at Piedmo...
09/29/2025

Big congratulations to Karly and Good Boy Du Soutrait — Champion and Classic winner in the 1.30m Jr/AO Jumpers at Piedmont! 🏆🐊

📸: Erin Gilmore Photography

09/08/2025

⭐️Available to be tried at Piedmont
Limited Edition - 9yo warmblood mare by Checkmate.
Super jumper, and wants to win. Proven very competitive child/adult jumper. Recently won 1.10m Child/Adult Classic with junior rider. Current L coming to an end. Owner would rather ⛵️ but will consider L in right program.

Great week at Swan Lake! 7th - Karly & Gator in the $15,000 Quentin Fall Classic Grand Prix🥇 Savannah and Leah - 1.10m J...
09/01/2025

Great week at Swan Lake!

7th - Karly & Gator in the $15,000 Quentin Fall Classic Grand Prix
🥇 Savannah and Leah - 1.10m Jr Jumper Classic
🥇 Savannah and Moose - .90 Classic
🏆 Reserve Champion - Charlotte & Jenni - Children’s Pony Hunters (and 6th in their first Hunter Derby!)
🥇Charlotte & Norby - Pleasure Under Saddle
🥇Kayla & Jenni - Walk Trot
🥇V-Car - Open 1.10m

Leah: Stunning 9-year-old warmblood mare for ⛵️ or L She has spent the last year giving a junior confidence in the 1m an...
06/16/2025

Leah: Stunning 9-year-old warmblood mare for ⛵️ or L
She has spent the last year giving a junior confidence in the 1m and 1.10m jumper ring. She is a spicy mare who wants to jump and has fun doing it! Very brave, quick and careful. She is forgiving and smart, but because she is bloody she is not for a timid rider.
Please PM for more information. ⛵️ Mid-upper 5️⃣s staring with a 6️⃣. L only available if kept with current trainer in Middleburg, VA in Low 5️⃣s.

06/08/2025

Closing out Upperville 2025 with a great round by Karly & Gator in the 1.30m Jr/Am Classic 💫

Despite the conditions, Oakleigh had a good week at Swan Lake with Gator, V-Car, Mae, Leah, Charlie & Plie 💞
05/21/2025

Despite the conditions, Oakleigh had a good week at Swan Lake with Gator, V-Car, Mae, Leah, Charlie & Plie 💞

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Middleburg, VA

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