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Equestrian Sotheby’s International Realty

@sir.equestrian

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Wellington’s Premier Equestrian Brokerage

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A distinguished equestrian legacy in the heart of Wellington’s Grand Prix Village. Offered for the first time in over a decade, 3442 Olde Hampton Drive presents an exceptional opportunity to acquire a privately situated 5.22-acre estate with direct bridle path access to Wellington International. Once home to a former Olympic rider’s winter training program, the property reflects a longstanding connection to the highest levels of equestrian sport.

Purpose-built for professional performance, the estate features a 24-stall barn and an expansive 275' x 160' arena with GGT footing, complemented by thoughtfully designed training facilities and accommodations. Its tranquil setting offers a compelling balance of privacy and proximity to Wellington’s world-class competition venues, creating an ideal foundation for an established training program or private equestrian retreat.

Offered at $14,250,000 | 2 BD | 2 Full BA + 3 Half BA | 5.22 Acres

➡️ For more information, visit 3442oldehampton.com

Listed by Heather Dengler, @heatherjdengler Aerial view of a lush, green estate featuring well-manicured lawns, palm trees, and several white-roofed buildings. The property includes a circular driveway and is set against a backdrop of a waterway and more greenery. by @sir.equestrian

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3 days ago

The one for grand-scale entertaining.

Set on nearly two acres south of the highway in Wainscott, this distinguished Hamptons estate brings together timeless architecture, generous proportions, and an effortless connection to its surroundings. Beautifully composed interiors encompass eight bedrooms, ten full and three half baths, gracious formal and informal living areas, a library, media room, gym, and four fireplaces.

Beyond the residence, covered porches and expansive terraces extend the living spaces outdoors, overlooking a 50-foot heated gunite pool and spa, pool house, and sunken Har-Tru tennis court. Together, these amenities create a setting equally suited to quiet afternoons and gracious gatherings in one of the Hamptons’ most coveted enclaves.

Offered at $29,995,000 | 8 BD | 10 F/3 H BA | 8,700 Sq. Ft.

For details, visit 109TownLineRd.com

Harald Grant @haraldgrantrealestate & Bruce Grant @brucegrantrealestate by @sir.equestrian

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7 days ago

Last week, we had the pleasure of welcoming Robert Reffkin, CEO of Compass International Holdings, to our Palm Beach office for a wonderful morning of connection and conversation with our real estate advisors.

It was a great opportunity to come together, share insights, and celebrate the incredible community that makes our brokerage so special. Thank you, Robert, for taking the time to visit and connect with our team! by @sir.equestrian

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10 days ago

Congratulations to Abby and Brian Jones on being named 2026 Equestrian Living EQ Gold List Winners and earning the #1 ranking in Florida! We are proud to celebrate this exceptional recognition and their continued excellence in equestrian real estate. A smiling pair stands in a modern kitchen with white cabinets. One person is leaning against the counter, and the other stands beside them. A vase with pink flowers is on the counter. The text mentions Sotheby’s International Realty and recognizes Abby and Brian Jones as Gold Winners in Equestrian Living's 2026 Gold List. by @sir.equestrian

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10 days ago

A refined expression of indoor-outdoor living awaits at 10765 Pisa Road. Set within Castalinna, this thoughtfully designed home pairs an airy split-bedroom floor plan with vaulted ceilings, flexible living spaces, and a natural sense of privacy.

Beyond the interiors, the Wellington lifestyle comes into focus. A fully equipped summer kitchen extends entertaining outdoors, while the pool and spa overlook peaceful lake views and a generous fenced lawn. Designed for both relaxed everyday living and effortless gatherings, the residence offers a serene setting within one of South Florida’s most sought-after communities.

Offered at $1,150,000 | 3 BD | 2.5 BA | 3,140 Sq. Ft.

➡️ For more information, visit 10765PisaRoad.com

Listed by Casey Flannery, @casey_equestriansir by @sir.equestrian

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12 days ago

A private equestrian retreat where proximity to the show grounds meets the quiet of Saddle Trail Park. Set on 3.8 acres at 14883 Equestrian Way, this beautifully renovated Wellington estate pairs sophisticated residential design with a complete equestrian setting, just a short hack from Wellington International.

Designed for the rhythm of life in Wellington, the light-filled residence opens seamlessly to screened outdoor living, while the 15-stall center-aisle barn, riding arena, oversized paddocks and private trail access create an exceptionally considered environment for horses and riders. Moments from the heart of the Winter Equestrian Festival yet distinctly peaceful, the property offers a rare balance of access, privacy and space to recharge between days at the show.

Offered at $6,500,000 | 4 BD | 3 BA | 3.8 Acres

➡️ For more information, visit 14883EquestrianWay.com

Listed by Nicol Ramsay, @nicoldramsay by @sir.equestrian

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16 days ago

A curated selection of exceptional East Coast properties from Sotheby’s International Realty. Showcasing the finest in luxury living, from elegant coastal retreats to sophisticated urban residences.

Explore more via the websites shown or connect with each listing agent to learn more.

#capecod #greenwich #palmbeach #wellington #hamptons by @sir.equestrian

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18 days ago

We are pleased to welcome Aphrodite A. Papandreou to Equestrian Sotheby’s International Realty as a Real Estate Advisor, bringing together a lifelong equestrian background with a formal education in real estate.

A former Division I equestrian at the University of Georgia and longtime Wellington competitor, Aphrodite offers firsthand insight into the properties and lifestyle that define this renowned equestrian community. With a BBA in Real Estate and a certificate in Legal Studies, she brings a thoughtful, informed approach to clients seeking exceptional farms and residences throughout Wellington and South Florida.

Welcome to the team, Aphrodite! by @sir.equestrian

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20 days ago

The one for life in Wellington’s equestrian heartland.

Set on more than five acres in Wellington, Florida, this private equestrian estate offers an ideal combination of convenience and seclusion. Just a short hack from the horse showgrounds, the property is surrounded by mature landscaping and thoughtfully planned for both daily living and serious equestrian pursuits.

The farm includes 38 stalls across two barns, a covered mirror arena, 16 paddocks and dedicated spaces for training, care and staff. With its flexible layout and close connection to Wellington’s equestrian community, the property offers a rare opportunity to settle into the heart of Florida’s horse country.

Offered at $9,950,000 | 4 BD | 6 BA | 5+ Acres

For details, visit 13155Southfields.com

Listed by: David Welles | Equestrian Sotheby’s International Realty
@Dawelles22 @sir.equestrian taken in Wellington, Florida by @sir.equestrian

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20 days ago

Five acres of privacy, possibility, and thoughtfully planned equestrian living define 1068 D Road in Loxahatchee Groves. Set within Palm Beach County’s celebrated horse country, this tranquil farm offers a newly built foundation for both everyday training and an evolving equestrian vision.

Designed around a generous 115’ x 246’ riding arena, the property features a newly constructed 12-stall barn with the flexibility to accommodate up to 18 stalls, alongside six paddocks with run-in sheds, a round pen, dedicated tack and wash areas, and a one-bedroom apartment. Just 15 minutes from the Wellington show grounds, the setting balances peaceful acreage with effortless access to the center of the equestrian season.

Offered at $2,295,000 | 3 BD | 3 BA | 5 Acres

➡️ Discover more at 1068DRoad.com

Listed by David Welles, @dawelles22 taken in Loxahatchee Groves by @sir.equestrian

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a month ago

This weekend, discover exceptional South Florida living from the beach to the farms during our Fall Open House Showcase.

On September 26 and 27, step inside a curated collection of distinctive properties spanning coastal communities, in-town addresses, and Wellington’s renowned equestrian landscape. Whether drawn to life by the water or the privacy and space of the farms, explore the places that define the region’s most sought-after lifestyles.

Plan your weekend and view participating open houses at siropenhouses.com by @sir.equestrian

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a month ago

A modern equestrian estate designed around the demands of the sport. 2984 Appaloosa Trail is set on nearly six acres in Wellington, Florida, pairing sophisticated residential living with newly built, purpose-driven equestrian infrastructure.

Designed for both performance and everyday life, the property centers around a 24-stall center-aisle barn, complemented by a covered arena, two all-weather fiber-sand rings, 11 paddocks, a round pen and walker. A four-bedroom main residence and three-bedroom guest house bring a contemporary sensibility to the setting, creating a refined balance between equestrian function, privacy and modern Wellington living.

Offered at $10,900,000 | 7 BD | 6.5 BA | Nearly 6 Acres

➡️ For more information, visit 2984AppaloosaTrail.com

Listed by Casey Flannery, @casey_equestriansir taken in Wellington, Florida by @sir.equestrian

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a month ago