Trailside Real Estate

Trailside Real Estate

Welcome to Trailside, a picturesque subdivision nestled in the heart of Stuart, Florida, in beautiful Martin County. This charming community is designed for those who appreciate the perfect blend of tranquility and convenience, making it an ideal place to call home.

Trailside is characterized by its lush landscapes and thoughtfully designed homes, offering a variety of architectural styles that cater to diverse tastes. The neighborhood features spacious lots, providing ample room for outdoor activities and family gatherings. Residents can enjoy evening strolls along tree-lined streets or relax in their private backyards, all while surrounded by the natural beauty that Florida has to offer.

One of the standout features of Trailside is its close proximity to local amenities. Just a short drive away, you’ll find a vibrant selection of shops, restaurants, and entertainment options in downtown Stuart. Known for its rich history and charming waterfront, Stuart is a hub for art, culture, and outdoor adventures. Whether you’re looking to explore the nearby beaches, indulge in water sports, or enjoy a round of golf at one of the many nearby courses, there’s something for everyone in this delightful area.

Families will appreciate the top-rated schools and community parks that are easily accessible from Trailside, fostering a strong sense of community and engagement. With its ideal location, beautiful homes, and a welcoming neighborhood atmosphere, Trailside is more than just a place to live—it's a lifestyle waiting to be embraced. Discover your new home in Trailside, where comfort meets convenience in the heart of sunny Florida!

Newest Listings in Trailside

$5,995,000
7 Beds ⋅ 8 Baths ⋅ B26036047 MLS ⋅ Trailside BLDG.
Tucked behind the gates of an exclusive equestrian community, this extraordinary custom estate offers a rare blend of luxury, privacy, and acreage. Built in 2020 and set on 35 fully fenced acres, the property features over 7,500 square feet of living space with 7 bedrooms, 7.5 baths, impact glass, an elevator, and exceptional craftsmanship throughout. Designed for both everyday living and grand-scale entertaining, the home showcases a chef's island kitchen, expansive living areas, formal dining room, game room, and private den/safe room. The luxurious primary suite offers a gas fireplace and tranquil views across the estate. Outside, a resort-inspired setting awaits with a spectacular tiki pavilion, summer kitchen, heated pool and spa, four screened porches, and beautifully landscaped grounds complete with extensive lighting, a pond, fountain, and private dock. A substantial CBS utility building provides exceptional storage and workshop space, while the split four-plus-car garage, whole-house generator, and prime location near Stuart, Jupiter, shopping, and major highways complete this remarkable offering. A private retreat where luxury, land, and lifestyle come together on an impressive scale.

2985 SW Trailside Path, Stuart
$6,200,000
3 Beds ⋅ 4 Baths ⋅ R11160364 MLS
Private Gated Luxury Equestrian Estate West of Hobe Sound. Minutes to beaches, dining, shopping, I-95, Apogee Golf Club, Atlantic Fields, and The Ranch. Trailside Community is gated and features PVC white fencing for every estate throughout. This estate welcomes you with an Oak-lined long driveway with modern teak gates, keypad entry and scenic views in every direction. This modern farmhouse features a total of 3 Bedrooms, 3.5 baths with open floor plan, gourmet kitchen, gas range, walk-in pantry, bar area, dining room, sitting room, gym with steam shower, outdoor shower, walk-in primary closet, large primary bath, two patios off main living area, all-glass modern living room, and expansive outdoor entertaining areas. Resort-style outdoor amenities include 30x60 pool with built-in bench, fire pit, gas lanterns, pizza oven, brand-new grill, Green Egg, and 500-gallon propane smoker. Exceptional equestrian facilities: regulation irrigated dressage arena with premium footing and drainage, observation area; covered extra-large round pen with synthetic footing and irrigation; fenced bridle and walking path around entire property; large grassy paddocks and fields. CBS construction Barns with Eight 15x15 stalls, Big Ass Fans, fly system, hurricane rolldown shutters, fire system, rubber aisleways, 2 wash/grooming stalls, tack room, feed room, hay room, garden area, and groom apartment with full kitchen. Additional features: regulation Bermuda grass croquet court, clean pond with fountain, fenced dog area, whole-farm 60KW generator, RO pumphouse with thousand-gallon water tanks, large circular porte-cochere driveway with guest parking, separate employee entrance and parking, covered equipment area, fuel tank, multiple storage sheds, and extra-large CBS garage suitable for car/boat/RV storage with living area and gym. A rare turnkey offering combining luxury living and professional equestrian infrastructure.

2541 SW Trailside Path, Stuart
$2,500,000
2 Beds ⋅ 2 Baths ⋅ R11125709 MLS ⋅ Trailside BLDG.
Positioned on 21.59 acres between Jupiter and Hobe Sound within the gated 41-parcel equestrian community of Trailside, this property offers a rare opportunity in an area where large acreage is increasingly limited. Trailside is known for its private, peaceful setting, spacious 20-30 acre parcels, and access to nearby riding and nature trails—all within a short drive to beaches, golf, and conveniences. Currently configured as a turnkey equestrian property, the property includes over 7,000 sqft of 2020-built CBS construction, featuring a well-equipped 13-stall center-aisle barn and two-story living quarters. A designated homesite with underground power allows for a future main residence, while existing improvements, including reverse osmosis to the home and paddocks, a generator, and quality infrastructure, support immediate use as a private retreat or working equestrian estate. The grounds are fully fenced and cross-fenced with multiple paddocks, a lit arena, round pen, and a mile-long riding trail. The surrounding area continues to see growth with new luxury golf courses and private club communities, while remaining nearby to Jupiter and Hobe Sound.

2986 SW Trailside Path, Stuart
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