Wellington, FL Real Estate | Wellington, FL 6+ Bedrooms Homes for Sale

Rare opportunity to own one of the most intriguing equestrian farm locations just steps away from the world-renowned Winter Equestrian Festival in Wellington. Perfectly positioned for riders, trainers, and investors alike, this exceptional property offers both convenience and a fully equipped, income-producing setup on just over 6 acres. Designed with functionality and comfort in mind, the farm features two well-appointed living quarters above the barn. Suite One offers a spacious 3-bedroom, 2.5-bath layout, while Suite Two includes 4 bedrooms and 2 bathrooms, highlighted by a convenient Jack-and-Jill design—ideal for staff, guests, or rental income. The barn is equipped with 16 stalls and 4 wash stalls, complemented by a fly spray system to ensure optimal care and comfort for the horses. The property includes nine well-maintained paddocks, all supported by water cannon irrigation for efficient and consistent coverage. Equestrian amenities are second to none, featuring a professional riding arena along with an oversized grass warm-up/cool-down arena positioned at the front of the property for easy access and presentation. Additional features include a 4-horse circular (walking pen), a large garage-style storage facility, and two additional storage sheds to accommodate all equipment and operational needs. For a unique elevated perspective, the property also offers an upper-level viewing gazebo, perfect for observing training sessions or enjoying the tranquil farm setting. This is a rare blend of location, infrastructure, and versatility—ideal for seasonal use, full-time operations, or investment in one of the most sought-after equestrian destinations in the world.

3151 Hickstead Place, Wellington

$4,490,000

7 Beds ⋅ 7 Baths ⋅ B26033462 MLS

Nestled on over 2.3 pristine acres in the highly sought-after Wellington community of Paddock Park, this English Tudor estate is a true masterpiece of craftsmanship, elegance and modern luxury. This remarkable compound blends timeless architectural character with exceptional upgrades throughout. The compound is secure with complete impact windows and doors. A whole house generator and reverse osmosis system. The Main home features 4-bedroom and 4-bathrooms; complementing the main home is a 3-bedroom, 3-bathroom guest house offering privacy for guests, staff, or multigenerational living. For the automotive enthusiast, the property boasts an impressive 7-car garage designed to accommodate a premier car collection. Saltwater pool and heated spa offer year-round resort living.

14900 Stirrup Lane, Wellington

$1,295,000

6 Beds ⋅ F10555118 MLS

Stunning Wellington estate in prestigious Versailles featuring 6 bedrooms, 5.5 baths & over 4,200 SF of luxurious living space. NEW ROOF 07-2026 -Gorgeous estate offers a rare additional primary suite on the first floor, ideal for multi-gen living or guests. Dramatic two-story entry with statement chandelier, designer finishes, spacious loft/flex space, w/open-concept layout for entertaining. Gourmet kitchen w/rich wood cabinetry, granite counters, & SS appliances. Expansive primary retreat with spa-style bath. Private oasis pool w/ a resort-style backyard escape. Versailles offers a grand clubhouse, resort pool, fitness center, tennis courts, playground, scenic paths & 24-hour gated security. All meas. approx.; info deemed reliable but not guaranteed; Buyer/Buyer's Agent to verify

10468 Trianon Place, Wellington

$10,900,000

7 Beds ⋅ B26071821 MLS

Wellington's newest farm, tailor-made for horse enthusiasts, nestled on nearly 6 acres. This leading edge center aisle barn includes 24 expertly designed stalls, each with padded interiors for utmost comfort. Additional features in the barn include a dedicated vet stall doubling as a quarantine stall, 2 tack rooms, office with full bathroom, laundry facilities, storage, medical room and additional half bath . The covered arena measuring 75x155 houses a round pen and walker, while two additional arenas, both all weather fiber sand rings measure 150x230 and 86x194. Plenty of turn out throughout the property with 11 paddocks. The main residence features 4 bedrooms + office, 4 full baths, and 1 half bath. Modern amenities such as a surround sound system, heated pool, Miele appliances, marble counters, electronic blinds, and wood tile flooring throughout. The guest house, echoing the main home's excellence, offers 3 bedrooms, 2 baths, 10ft ceilings, and wood tile flooring. Additional amenities include full house and barn generators, a septic system servicing all structures, 3 gated entrances and a full property security system. There are many more intricate details to explore when you see this property in person.

2984 Appaloosa Trail, Wellington

$10,900,000

7 Beds ⋅ B26071821 MLS

Wellington's newest farm, tailor-made for horse enthusiasts, nestled on nearly 6 acres. This leading edge center aisle barn includes 24 expertly designed stalls, each with padded interiors for utmost comfort. Additional features in the barn include a dedicated vet stall doubling as a quarantine stall, 2 tack rooms, office with full bathroom, laundry facilities, storage, medical room and additional half bath . The covered arena measuring 75x155 houses a round pen and walker, while two additional arenas, both all weather fiber sand rings measure 150x230 and 86x194. Plenty of turn out throughout the property with 11 paddocks. The main residence features 4 bedrooms + office, 4 full baths, and 1 half bath. Modern amenities such as a surround sound system, heated pool, Miele appliances, marble counters, electronic blinds, and wood tile flooring throughout. The guest house, echoing the main home's excellence, offers 3 bedrooms, 2 baths, 10ft ceilings, and wood tile flooring. Additional amenities include full house and barn generators, a septic system servicing all structures, 3 gated entrances and a full property security system. There are many more intricate details to explore when you see this property in person.

2984 Appaloosa Trail, Wellington

$1,495,000

6 Beds ⋅ B26047907 MLS

Welcome to this exceptional waterfront residence in the prestigious Olympia community of Wellington, Florida. This two-story single-family home showcases 5,716 square feet of refined living space, featuring six generously appointed bedrooms and seven bathrooms to accommodate an active lifestyle. The flooring has just been updated throughout, and a custom kitchen with custom pantry anchors the main level. The thoughtfully designed floor plan spans two levels, offering flexibility for various living arrangements and entertaining. Outside, a heated pool sits just off the covered patio. With a two-car garage for convenient parking and vehicle storage, this waterfront property provides the perfect blend of sophisticated living and direct water access.

2816 Pillsbury Way, Wellington

$9,995,000

12 Beds ⋅ B26002820 MLS

Enjoy the best of both worlds on this exceptional 10+-acre equestrian property, ideally located just minutes from Global and WEF while offering the tranquility of Wellington's farm life. This property combines top-tier equestrian amenities with luxurious living, providing everything needed for you and your horses. The 26-stall center-aisle barn is the standout feature of this property, equipped with 6 wash stalls, 2 tack rooms, a feed room, and a lounge. A separate building offers even more versatility, with a second lounge, 2 bathrooms, an oversized laundry room, and 2 spacious 2-bedroom, 1-bathroom apartments. Additionally, a huge storage area provides ample space for hay, shavings, tractors, golf carts, jumps, and farm equipment. Other equestrian facilities include 2 all weather arenas a large grass riding field, a 6-horse covered hotwalker, and 15 paddocks, all designed to support training, turn-out, and leisure riding. The property features two beautiful homes. The original 4-bedroom, 3-bathroom single-story home has been recently remodeled throughout, offering wood and tile floors, a beautiful kitchen with all new appliances, and a screened-in patio with a heated pool and jacuzzi for relaxing. The second residence is a newly constructed 2-story, 4-bedroom, 3-bathroom home with modern finishes, ideal for a property manager or staff. Privacy and convenience are essential, with 1 private entrance for the original home and 2 separate entrances for the barn, allowing easy access. The estate is surrounded by lush landscaping, including a clusia hedge and tropical palms, offering both beauty and privacy. Recent updates include brand-new roofs on all structures, a new water filtration system and newer AC units throughout. This property offers the ideal blend of luxury, functionality, and location, making it the perfect place to live, train, and enjoy the equestrian lifestyle. List of improvements with current owner -Replaced ALL the roofs on all structures (barn, house, storage building) -Added an oversized arena approximately 150' x 250' -Replaced the footing in both arenas (ESI) -Added a 6 horse hotwalker -Added an additional 8 stalls and refaced all stalls -Added one additional tackroom and 2 additional wash stalls -Added paddocks (total of 15) -Replaced the AC units and Hot water heaters -Added an additional septic system -Added a new well -Replaced the water system servicing the house and barn -Completely updated/remodeled the original house -Built a brand new two story 4 bedroom 3 bath house -Updated the 2 staff apartments both 2 bedroom 1 bath -Added a laundry room for the barn -Added a second lounge with a full bathroom -Added a 3rd automatic gate off 57th Place -Replaced the pool heater, screening around the pool and leveled the pavers -Added a Clusia hedge along the front and side of the property for additional privacy -Added a coved viewing deck along the larger arena

5656 South Shore Boulevard, Wellington

$4,490,000

6 Beds ⋅ B26019325 MLS

Welcome to this aviator's dream home! Turnkey remodeled. NEW Roof 2025. Fly home to your own backyard in the esteemed Wellington Aero Club. This incredible property offers easy taxiway access to the runway, a 42'x48' private air conditioned hangar, separate 1b/1b guest apartment w/ kitchenette above hangar, a modern glass staircase, private balconies, custom finishes throughout, modern window shades, cabana bath off the pool, and a view toward the runway from the master bedroom. Large lot. Impact windows. Located in the heart of the Wellington festivities. Golf cart to the horse shows, nearby country clubs, a dog park, golf, tennis, volleyball, and more. WAC features a 4,000ft lit & paved runway, fuel farm, and Pilot house. Hangar door dimensions: 41' 10" width, 12' 4" height clearance.

2090 Windsock Way, Wellington

$1,299,000

6 Beds ⋅ 4 Baths ⋅ B26048690 MLS

Located in the prestigious Regatta Bay neighborhood of The Isles at Wellington, this beautifully updated 6-bedroom, 4-bath home sits on a private 0.36-acre cul-de-sac lot. Recent upgrades include a new roof (2026), PGT hurricane-impact windows and doors, garage doors, quartz countertops, GE Profile appliances, new pool equipment, remote blackout shades, LED lighting, and a security camera system. The flexible floor plan features a first-floor guest suite and an upstairs theater/flex room ideal as a sixth bedroom, office, or gym. Professionally landscaped and move-in ready, this exceptional home is just minutes from Wellington International, home of the Winter Equestrian Festival, shopping, dining, and top-rated schools. Ownership in The Isles at Wellington includes: Hotwire Fision high-speed internet, cable, and HBO, ADT basic alarm monitoring. A newly renovated clubhouse, two community pools, tennis courts, a full fitness center, and miles of scenic walking trails throughout the community.

11158 Mainsail Court, Wellington

$8,300,000

6 Beds ⋅ 6 Baths ⋅ B26056172 MLS

Fully renovated 6 bedroom, 6 bathroom home in the exclusive gated community of Palm Beach Point. This home is complete with a brand new, 2021, 12 stall barn featuring a round pen, 6 paddocks, and a groom's apartment.

15691 Sunnyland Lane, Wellington

$1,350,000

6 Beds ⋅ B26069266 MLS

Welcome to this exceptional Verona model in Olympia, positioned lakefront on a quiet cul-de-sac in Hamblin. This home features 6 bedrooms and 5.5 baths, including a first-floor bedroom, full bath and a cabana bathroom. Upgrades include a NEW roof, new flooring throughout, and a new custom kitchen with custom cabinetry, countertops and appliances. The primary suite includes a large seating area and screened balcony. All upstairs bedrooms have ensuite bathrooms. Outside, a resort-style pool and hot tub are part of an expansive entertaining area that provide the perfect setting for Florida sunsets over the lake. Located in the highly desirable community of Olympia, this home is zoned for A-rated schools and ideally situated near 441, shopping, dining and quick access to Florida's Turnpike.

3173 Hartridge Terrace, Wellington

$929,000

6 Beds ⋅ 4 Baths ⋅ F10540778 MLS

6BR/4BA, 3-car garage home on private preserve lot in a manned, gated community. Features Saturnia marble floors, formal dining, dramatic 2-story living room with picture window, and open gourmet kitchen with gas range, tumbled marble, pantry, and breakfast nook. Primary suite offers Roman tub, dual vanities, and walk-in closets. Jack-and-Jill baths, plus first-floor bedroom. Maid/In-law Suite! Hurricane shutters throughout (accordion on 2nd floor), tinted windows, paver driveway, large patio, New S-tile roof. Assoc includes lawn care, basic cable, clubhouse, pool, fitness, tennis, play area, and lakes. Low hoa!

1381 Beacon Circle, Wellington

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