Trailside Homes with Home Owners Association Community Features

Welcome to Trailside, a picturesque subdivision nestled in the heart of Stuart, Florida, within the scenic Martin County. This charming community offers a unique blend of tranquility and modern living, making it the perfect place for families, retirees, and anyone seeking a serene lifestyle amidst nature’s beauty.

Trailside features a variety of beautifully designed homes, each reflecting contemporary architecture and thoughtful craftsmanship. With spacious layouts and modern amenities, these residences are tailored to meet the diverse needs of today’s homeowners. Many properties boast lush landscaping, private yards, and stunning views, creating an inviting atmosphere that truly feels like home.

As a homeowner in Trailside, you’ll enjoy the benefits of a well-managed Homeowners Association (HOA). The HOA ensures that the community remains pristine and well-maintained, enhancing property values and fostering a sense of pride among residents. The community features include beautifully landscaped common areas, walking trails, and recreational spaces, perfect for leisurely strolls or family outings.

Trailside is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a short drive away. Additionally, the nearby beaches and parks provide endless opportunities for outdoor activities, from boating to hiking.

Discover the charm and convenience of Trailside, where a vibrant community spirit meets the beauty of Florida living. Come experience the best of Stuart, and make Trailside your new home today!

Newest Trailside Homes with Home Owners Association Community Features

$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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