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3442 OLDE HAMPTON Drive, Wellington
$14,250,000
2 Beds ⋅ 5 Baths ⋅ B26084305 MLS ⋅ Grand Prix Village BLDG.
Grand Prix Village Equestrian Estate Offered for sale for the first time in over a decade, this exceptional equestrian property presents a unique opportunity to acquire a well-established facility in one of the most desirable locations within Grand Prix Village. Set on 5.22 acres in a quiet, tranquil setting, the property enjoys a premier location with direct bridle path access to Wellington International, providing exceptional convenience during the winter equestrian season. Its setting offers both easy access to Wellington's world-class competition venues and the privacy and serenity of a peaceful area within Grand Prix Village. The property has a distinguished equestrian history and has served as the winter home of a former Olympic rider's training program, adding to its pedigree and appeal as a professional equestrian property. The 24-stall barn is complemented by an impressive 275' x 160' arena with GGT footing, a six-horse walker, lunging ring, and five large paddocks, two indoor wash racks and three outdoor wash racks. Additional accommodations and operational amenities include two studio apartments, two tack rooms, a dedicated office, and a comfortable lounge. With its established equestrian infrastructure, distinguished history, and exceptional Grand Prix Village location with direct bridle path access, this property offers an outstanding opportunity for a professional training operation, competition program, or private equestrian estate.

3442 OLDE HAMPTON Drive, Wellington

13353 Doubletree Circle, Wellington
$1,490,000
6 Beds ⋅ 4 Baths ⋅ A12024957 MLS
Luxury Estate with Flexible Living Spaces & Income Potential in WellingtonRare opportunity to acquire a versatile income-producing estate property situated on approximately 1.2 acres in one of Wellington’s most desirable lifestyle and equestrian markets.The property features a spacious main residence along with multiple private living areas offering exceptional flexibility for guest accommodations, home office use, seasonal occupancy, or additional income opportunities.Property highlights include: 3 separate private entrances, parking capacity for approximately 5–8 vehicles, no HOA, a new roof installed in 2023, and a flexible estate-style layout with multiple living configurations.The property generated approximately $144,000 gross rental income in 2025, with strong seasonal demand driven by Wellington’s internationally recognized equestrian season.Currently producing $1,500/month from a long-term tenant, with the option for the existing arrangement to remain in place or be terminated. Potential opportunity for owner-occupancy while generating additional rental income estimated between approximately $4,200–$6,100/month.Ideal opportunity for: Investors, Multi-generational living, Seasonal/equestrian housing, Hybrid owner-occupancy + income strategy, Short-term rental operation.Currently operating as a short-term rental property with established seasonal demand.Buyer to verify all measurements, zoning, uses, rental potential, and permit status.

13353 Doubletree Circle, Wellington

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