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424 N Church St, Santa Rosa Beach
$2,436,000
5 Beds ⋅ 4 Baths ⋅ 1012983 MLS
This one-of-a-kind, 10 acre coastal equestrian estate offers a lifestyle unlike anything else along the Emerald Coast. Tucked behind a grand oversized stockade fence the property feels wonderfully removed from the everyday while remaining close to 30a beaches and the Bay. At the heart of the property is a beautifully reimagined single-story ranch-style home with an industrial farmhouse design. Taken down to the studs and thoughtfully redesigned, the 2,369-square-foot main residence features four bedrooms and two full baths, with a layout that blends comfortable everyday living with the character and high end scale expected of a custom home. The oversized attached garage bays provide exceptional storage, high ceilings and utility providing space for large trucks. An incredible oversized shop provides space for up to 4 large RVs and includes a heated/cooled office with a half bath. A separate 676-square-foot carriage house provides private accommodations for guests, complete with a bedroom, full bath, kitchenette, and separate living and dining areas. Whether used for visitors, extended family, or a private retreat, it adds a level of flexibility rarely found in properties of this caliber. The property includes multiple paddock spaces, chicken coop, a large grass arena with a sand base designed for softer landings, and a barn complete with three stalls, tack room, and feed room. Additional outdoor amenities include a full basketball court, dog run, and oversized chicken coop with fresh eggs produced daily. Towering pine and magnolia trees provide shade throughout the property, creating a peaceful setting where birdsong, wildlife, and the natural landscape take center stage. The estate is served by well water for the farm while the home is connected to county water. With its unique combination of equestrian facilities, generous acreage, custom living spaces, and an enviable location between the Bay and the beaches of 30A, this is an opportunity unlike anything else currently available. Farm equipment and additional items may be available for purchase through a separate negotiated agreement.

424 N Church St, Santa Rosa Beach

1503 Chat Holly Rd, Santa Rosa Beach
$549,000
4 Beds ⋅ 4 Baths ⋅ 1014138 MLS
An inground pool, over half an acre, and no HOA set the stage for relaxed Florida living at this beautifully updated Santa Rosa Beach home. With 4 bedrooms and 3.5 baths, 1503 Chat Holly Road offers inviting interiors, flexible living space, and plenty of room to entertain indoors and out. Luxury vinyl plank flooring, quartz countertops, and updated lighting bring a fresh feel throughout the home, while a tray ceiling and wood-look shiplap accent wall add warmth and character to the living room. The kitchen features stainless steel appliances, a tile backsplash, and a breakfast bar for casual meals and conversation. In the primary bathroom, a whirlpool tub, separate shower, dual vanities, quartz countertops, and beautiful tilework create a comfortable place to unwind. The converted garage adds versatility, with its own private bathroom and space for a home office, exercise room, or guest accommodations. Outside, the spacious patio surrounds an inground pool with a brand-new liner, offering an inviting setting for afternoon swims, weekend cookouts, and evenings with friends. Situated on a 0.52-acre lot just minutes from the bay, beaches, public parks, and boat ramps, this home keeps the best of South Walton close by, including the shopping, dining, and entertainment along Scenic 30A.

1503 Chat Holly Rd, Santa Rosa Beach

1828 N Co Hwy 393, Santa Rosa Beach
$632,900
3 Beds ⋅ 3 Baths ⋅ 1012371 MLS
Home is sold ''AS IS''. The plumbing was replaced September 2026 by Ben Franklin Plumbing and new hot water heater installed as well. This is an original historic home built in 1922 in Santa Rosa Plantation and is a piece of history. This 2 bedroom, 2 bath home was updated over the years. Hardwood floor throughout most of first floor and second floor. The character of the home takes you back in time, vintage tin ceiling in the dining area off the kitchen, many original windows with wavy glass with some of them having plantation shutters. A new roof was installed in July 2020. . Porches off the first floor along the west and south side, a porch off the upstairs bdrm overlooking Cessna Landing & Mill Bayou. A detached one-car garage with a cottage apartment above was built in 2014 with a living area, kitchenette, full bath and office/guest room could be used for family and friends. Additionally, this home conveys with a separate lot that adjoins the property to the north. The privacy fence was built in 2024. An easement goes in front of the garage doors to the lot east of the property. Buyer(s) are responsible to personally verify all details for property and dimensions. Any information contained in this listing is believed to be accurate but is not guaranteed.

1828 N Co Hwy 393, Santa Rosa Beach

279 Smith Dr, Santa Rosa Beach
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 991839 MLS
Bay Living! Tucked away on a quiet private road in the heart of Santa Rosa Beach, 279 Smith Drive offers the perfect blend of privacy and proximity. Just minutes from 30A, local dining, shopping, and the area's renowned beaches, this site-built home captures the relaxed coastal lifestyle South Walton is known for. Set on a generously sized lot, the property offers exceptional versatility--ideal for full-time living, a second home, or an investment opportunity in one of the area's most desirable and steadily growing locations. Enjoy a peaceful setting with the convenience and long-term potential that continue to draw homeowners and investors alike. Buyer to verify all information, including construction details, age, dimensions, zoning, and intended use.

279 Smith Dr, Santa Rosa Beach

2 John Massee Lane Ln, Santa Rosa Beach
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 893464 MLS
This amazing bay front home gives the feeling of being out in the country with no roof tops in sight to the serenity of the salty air and multiple species of marine life frolicking in the water in front of this amazing property. Only a short drive to some of the worlds most amazing beaches, shopping and some of the best restaurants along the gulf coast. This three bedroom/three bathroom Florida cottage is surrounded with large live oak trees. There is a seawall that protects the property from erosion and you will experience some of the most amazing sunsets and sunrises imaginable. There is approximately .6 acres associated with this property with the availability to also purchase the 1.2 acres that is directly attached to this property to the west.

2 John Massee Lane Ln, Santa Rosa Beach

Vendor Member Number : 28166

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