Trailside Homes for Sale

Trailside Homes for Sale

Welcome to Trailside, an enchanting subdivision nestled in the heart of Stuart, Florida, within the picturesque Martin County. This charming community offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle in the Sunshine State.

Trailside is characterized by its lush landscapes, tree-lined streets, and beautifully designed homes that reflect a harmonious blend of contemporary architecture and classic Florida charm. With a variety of homes for sale, potential buyers can find everything from cozy single-family residences to spacious, upscale properties, each offering unique features and ample living space. Whether you’re looking for a home with a pool, a spacious backyard, or energy-efficient amenities, Trailside has something to suit every preference and budget.

Residents of Trailside enjoy easy access to a wealth of recreational opportunities, including nearby parks, hiking trails, and waterways perfect for boating and fishing. The community is also conveniently located near local shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

With its friendly atmosphere, well-maintained surroundings, and a strong sense of community, Trailside is more than just a place to live; it’s a lifestyle. Explore the homes for sale in this delightful subdivision and discover the perfect setting for your next chapter in beautiful Stuart, Florida. Your dream home awaits in Trailside—come experience the charm and warmth of this wonderful community today!

Newest Trailside Homes for Sale

$514,988
3 Beds ⋅ 2 Baths ⋅ TB8532625 MLS
Under Construction. This thoughtfully designed home in the Trailside community features 3 bedrooms, 2 baths, and a spacious 2-car garage. The open floorplan offers abundant natural light and a seamless flow through the main living areas, which showcase beautiful wood-look luxury vinyl plank flooring. The spacious primary suite boasts a private sitting area perfect for a nursery, office or flex space. The kitchen is equipped with 42" white cabinets, a large island with upgraded quartz countertops, and stainless steel appliances—perfect for everyday living and entertaining. Plush upgraded carpet adds comfort in the bedrooms, plus upgraded 8' interior doors are included throughout. The interior design selections feature the AW Collection Harmony, where rustic meets elegant and warm wood tones reflect a relaxed style. Bring the outdoors in with a covered lanai just off the living area. Enjoy community amenities including a pool, clubhouse, and playground. Conveniently located near top-rated schools and the charming shops and restaurants of downtown Mount Dora. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

30130 Emerald Forest Drive, Mount Dora
$419,990
3 Beds ⋅ 2 Baths ⋅ TB8532060 MLS
Discover effortless Florida living in this beautifully designed Douglas II home, featuring the AW Collection Milan, located in the desirable Trailside community of Mount Dora. This single-story residence offers 3 bedrooms, 2 baths, and a 2-car garage, thoughtfully crafted for comfort and modern style. The open-concept floor plan is filled with natural light and features 42" neutral-toned cabinets, stainless steel appliances, and a large island with upgraded quartz countertops, making the kitchen ideal for both everyday living and entertaining. Wood-look luxury vinyl plank flooring enhances the main living areas, while the bedrooms feature upgraded carpet for added comfort. Residents of Trailside enjoy access to community amenities including a resort-style pool, clubhouse, and playground. Ideally situated near top-rated schools and just minutes from the charming shops and restaurants of historic downtown Mount Dora, this home offers the perfect blend of convenience, style, and community living. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

30173 Emerald Forest Drive, Mount Dora
$399,990
3 Beds ⋅ 2 Baths ⋅ TB8529119 MLS
Under Construction. Welcome to the Brickell II, a beautifully designed home featuring the AW Collection Serene, with muted earth tones, natural textures, and clean-lines. This 3-bedroom, 2-bath floorplan offers an inviting open-concept layout filled with natural light and thoughtful details throughout. The gourmet kitchen features 42" white cabinets, stainless steel appliances, a large island with upgraded quartz countertops, and plenty of storage—perfect for entertaining or family gatherings. The main living areas are enhanced with wood-look luxury vinyl plank flooring, while the bedrooms feature upgraded carpet for added comfort. Enjoy community amenities including a resort-style pool, clubhouse, and playground, all within the charming Trailside neighborhood. Conveniently located near top-rated schools and just minutes from the historic streets of downtown Mount Dora, with its boutique shopping, dining, and local charm, this home offers the perfect blend of style, comfort, and location. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

30135 Emerald Forest Drive, Mount Dora
$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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