Trailside Homes for Sale

Trailside Homes for Sale

Welcome to Trailside, a picturesque subdivision nestled in the heart of Stuart, Florida, within the beautiful Martin County. This charming community embodies the essence of Florida living, offering residents a serene and inviting atmosphere surrounded by lush landscapes and vibrant natural beauty.

Trailside is designed for those who appreciate both tranquility and convenience. The subdivision features a variety of homes for sale, catering to diverse lifestyles and preferences. From cozy single-family residences to spacious family homes, each property is thoughtfully designed to maximize comfort and style. Many homes boast modern amenities, open floor plans, and private outdoor spaces, perfect for enjoying the balmy Florida weather year-round.

Residents of Trailside enjoy easy access to a wealth of recreational opportunities. Just a short drive away, you’ll find stunning beaches, scenic parks, and the picturesque St. Lucie River, ideal for boating, fishing, and leisurely strolls. The vibrant downtown Stuart area is also nearby, offering an array of shopping, dining, and entertainment options.

Families will appreciate the community's proximity to highly-rated schools and family-friendly activities, making it an ideal place to raise children. With a strong sense of community and friendly neighbors, Trailside is not just a place to live—it's a place to thrive.

If you’re searching for your dream home in a tranquil yet convenient location, look no further than Trailside in Stuart, FL. Explore the available homes for sale today and discover the perfect blend of comfort, community, and coastal charm!

Newest Trailside Homes for Sale

$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

Listing courtesy of Douglas Elliman Jupiter. Contact:

$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

Listing courtesy of Florida Living Realty. Contact:

$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

Listing courtesy of Waterfront Properties & Club C. Contact:

Start Your Search

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the South Jersey Shore Regional Multiple Listing Service. Real Estate listings held by brokerage firms other than Jack And Jill Team eXp Realty LLC are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers.

Information is deemed accurate but not guaranteed.

Copyright 2019 South Jersey Shore Regional Multiple Listing Service.

All rights reserved.