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Welcome to 1985 Chat Holley Road, a custom-built residence by Grayt-A Construction, designed by architect John Williams with interiors by The Ethereal Home. Set on a rare 1.09-acre homesite with no HOA, this property offers over 3,600 square feet of thoughtfully planned living space in a prime Santa Rosa Beach location near the Choctawhatchee Bay, North Beach restaurants, and convenient access to 30A.

This two-story home features five spacious bedrooms plus an office/flex room and four and a half baths, blending luxury finishes with everyday functionality. The generous fifth bedroom of approximately 485 square feet is ideal as a bunk room, media room, or guest suite, providing excellent flexibility for owners and visitors.

Engineered hardwood flooring extends throughout the home, complementing the vaulted ceiling in the great room and creating an open, airy feel. The floor plan emphasizes livability, with a locker-style mudroom off the three-car garage and smart under-stair storage. The kitchen, dining, and living areas flow seamlessly to the outdoor living spaces, making the home well suited for both relaxed coastal living and entertaining.

The primary suite is designed as a private retreat, featuring a spa-like bath with soaking tub and an expansive walk-in closet that connects directly to the laundry room for added convenience. Secondary bedrooms are well proportioned and supported by well-appointed bathrooms, offering comfort for family and guests. Indoor and outdoor fireplaces provide year-round ambiance and extend the use of the outdoor living areas. Covered porches and a dedicated outdoor dining area overlook the deep 1.09-acre lot, which offers ample room to add a pool, detached shop, or guest house, subject to local approvals. The oversized driveway and parking pad provide abundant parking for vehicles, boats, or recreational gear.

With its combination of acreage, no HOA restrictions, custom design, and proximity to bay access and the 30A lifestyle, 1985 Chat Holley Road is a compelling opportunity for buyers seeking a primary residence, second home, or investment property in Santa Rosa Beach. Floor plan available upon request.

Santa Rosa Beach

1985 Chat Holly Road

5 Beds

4 Baths

3,685 Sq.Ft.

$1,495,000

MLS#: 1005566

This property is currently under contract with a kick-out clause. Backup offers will be accepted. The open layout of this WaterColor home draws you from the front door towards the extraordinary outdoor entertaining area, nestled against the boundary of a tranquil, seven acre wooded conservation area. A stone paver patio ensconces a private pool whose waterfall feature transitions to ledge seating around a fire pit, set not far from a built-in gas grilling area. Configured for optimal entertaining, the kitchen features two islands with bar seating, one facing the living room and the other the sun filled dining room. Framed by timbers that complement reclaimed, antique wood floors, its gourmet appointments include stainless steel appliances. The convenient first floor master features a slate tiled bath with soaking tub, separate shower, and marble topped double vanity.The master shares access to one of two screened porches, showcasing durable Brazilian ipe decking. Three guest bedrooms and baths on the second floor enjoy an additional living area with access to screened porch. Each features unique pine wall planking and wainscoting, found elsewhere throughout the home. Though there is little more to need than what this home offers, it is located very near grocery shopping at WaterColor Crossing, as well as the Camp WaterColor pool amenity, both located approximately a quarter of a mile away.

Santa Rosa Beach

90 Pine Needle Way

4 Beds

4 Baths

2,878 Sq.Ft.

$1,495,000

MLS#: 734309

WATERFRONT • DEEP WATER BOAT DOCK • NO HOA • DOLPHINS

Discover the beauty of coastal living in this inviting waterfront retreat, where peaceful surroundings towering live oaks and classic Lowcountry architecture create a timeless sense of place. Tucked within a quiet, established neighborhood with no HOA, the home offers both privacy and freedom while remaining just a short drive to the beach and coastal attractions. Inside, walls of windows flood the home with natural light and frame tranquil water views. The open floor plan creates a seamless flow between the living, dining, and kitchen areas--perfect for entertaining or simply enjoying everyday life by the water. Designed with flexibility in mind, the home features a separate living area ideal for older children, guests, or multi-generational living complete with elevator, providing both comfort and privacy when hosting family and friends. Step outside and experience the true charm of waterfront life. Relax and watch dolphins glide through the water, or head out for a day on the water from your deep-water boat dock with lift, offering convenient access for boating and coastal adventures. Surrounded by mature landscaping that enhances both beauty and privacy, the property feels like a peaceful retreat while still being close to everything the coast has to offer. Blending abundant windows, open living spaces, classic coastal design, and exceptional waterfront access, this home captures the essence of relaxed Lowcountry living--where every day feels like a getaway.

Freeport

50 E Bayou Forest Drive

4 Beds

2 Baths

3,215 Sq.Ft.

$1,495,000

MLS#: 997863

***Only 90 Steps to the Beach*** This is one of the prettiest beach accesses in the area, located within the desirable gated community of Shipwatch. This charming three-bedroom, three-bathroom, two-story beach house seamlessly blends coastal charm and modern convenience, offering an exceptional haven for beach lovers.

The main house features an open floor plan designed for effortless entertaining, with a ground-floor bedroom and a luxurious master suite upstairs. French doors open to a private pool area, perfectly positioned between the main residence and the charming carriage house. The carriage house boasts a living area, kitchenette, balcony, two bunks, a king bed, and additional sleeping nooks, making it an inviting retreat for guests or family! Sold fully furnished, this property is ready for immediate enjoyment or rental potential. A spacious two-car garage provides ample storage for a golf cart, beach gear and more. With its unbeatable location, stylish design and thoughtful amenities, this home offers the ultimate beachside lifestyle.

Miramar Beach

93 Shipwatch Lane

3 Beds

3 Baths

1,958 Sq.Ft.

$1,495,000

MLS#: 968010

Destin

710 & 718 Harbor Boulevard

None Beds

None Baths

1.0 acres

$1,495,000

MLS#: 785893

Fully refreshed and priced to sell, this Seagrove Beach retreat in Dunes Estates offers a prime opportunity for buyers looking to secure a deal south of Scenic Highway 30A. With a motivated seller and every room thoughtfully updated, this home is move-in ready and positioned to capture attention.

Located just minutes from a public beach access to the sugar-white sands and emerald waters of the Gulf, the setting offers the best of 30A living -- tucked in a charming neighborhood while remaining close to the area's most loved spots. The spacious four-bedroom layout is designed for gathering and relaxation, featuring two inviting living areas, a breakfast bar, and a dining table that comfortably seats eight. The first floor includes a guest bedroom and full bath, offering convenience and flexibility for visitors.
Upstairs, the generously sized primary suite provides a private retreat, along with an additional guest bedroom and access to a covered outdoor deck -- perfect for enjoying the coastal breeze. The third floor features a bunk room with trundle, a full bathroom, and a spacious deck ideal for sunset evenings and added entertaining space.
Dunes Estates amenities include a community pool and pickleball court, enhancing the laid-back beach lifestyle.
Just moments from local favorites like Wild Olives, Local Cantina, and Old Florida Fish House, this location delivers convenience, charm, and strong investment potential.
South of 30A. Refreshed throughout. Motivated seller. Opportunity knocking.

Santa Rosa Beach

8 Dunes Estates Boulevard

4 Beds

4 Baths

2,278 Sq.Ft.

$1,495,000

MLS#: 984279

Exemplary coastal design juxtaposed sweeping gulf views characterize this impressive recently constructed custom home masterfully designed and executed by Betterbuilt Homes of Northwest Florida. Primely located on the corner of Mathis Cove and Wall Street, this premier luxury retreat is steps to the beach as well as conveniently located adjacent to a community pool offering a spacious open floor plan as well as a soaring four story vertical footprint. Notable features include a private elevator, five spacious bedroom suites with ensuite bathrooms as well as custom furnishings with designer decor throughout yielding a sophisticated turn-key rental product with $100,000-$120,000+ in projected gross annual income. The open floor plan takes full advantage of this prime location with easy accessibility both from the custom oak staircase and a commercial grade elevator. The first level offers a secondary living/game room with a full sized king suite and ensuite bathroom as well as a private laundry area for optimal convenience. The second floor is a superb inverted design anchoring the primary living areas which include the gorgeous chef's kitchen complete with quartz countertops, custom cabinetry with ample storage and gas appliances. The sizable living room is both cozy and refined complete with beamed ceilings and coastalized oak hardwood flooring centered around a beautiful gas fireplace and directly adjacent to the kitchen & dining area. The second level also offers a full bedroom suite offering gulf views as well as an adjoining full bath. The third level is defined by the master suite which allows excellent gulf view corridors as well as a spa-like master bathroom complete with marble tile flooring, dual vanities, soaking tub and walk-inshower. The third floor also offers an additional guest suite with it's own private bathroom. The fourth story is the pinnacle living space taking full advantage of gulf and sunset vistas offering a flexible indoor/outdoor living area complete with an outdoor summer kitchen as well as a covered sitting area. Inlet Beach is located just adjacent to Rosemary Beach and offers a relaxed lifestyle with close proximity to the ECP International Airport as well as world class shopping, dining, golfing and local entertainment along the pristine white sand beaches of 30A.

Inlet Beach

7 Mathis Cove

5 Beds

5 Baths

3,570 Sq.Ft.

$1,495,000

MLS#: 844589

Santa Rosa Beach

15 Betty Street

2 Beds

2 Baths

1,200 Sq.Ft.

$1,495,000

MLS#: 994819

Highly coveted and rare to market, Penthouse 2 at One Water Place has arrived. Boasting 12' ceilings, year-round sunsets off of both balconies, along with panoramic views from the bay to gulf, this is a once in a lifetime opportunity for those who desire the best. PH2 conveys with all lighting fixtures & Window treatments intact, including Hunter-Douglas silhouettes on every window in the residence, a significant upgrade. The Summer kitchen has also been completely renovated. All ceiling lighting has been upgraded to LED flush mounts. This premier residence conveys with the largest climate-controlled storage unit at OWP and a golf cart space, which are impossible to find and highly coveted by all homeowners at OWP, adding tremendous additional value to all buyers. PH2 is a must see!

Destin

400 Kelly Plantation Dr Unit Drive PH 2

3 Beds

2 Baths

2,649 Sq.Ft.

$1,495,000

MLS#: 973456

Santa Rosa Beach

139 Dalton Drive

4 Beds

3 Baths

2,400 Sq.Ft.

$1,495,000

MLS#: 997128

Panama City Beach

7901 Thomas Drive

None Beds

None Baths

N/A

$1,495,000

MLS#: 806015

Entered for comp purposes. The new Odell floor plan built by the Arkon Group is a beautiful, coastal-style home with comfortable living spaces inside and out. The layout features 4 bedrooms including first floor junior master suite and second floor master, 4.5 bathrooms, home office, upstairs den, 2-car detached garage + carport, along with a summer kitchen and private pool with a sun shelf. Luxury finishes include wire-brushed hardwood flooring, quartz countertops with marble backsplash, unique tile in each bathroom, Thermador stainless steel appliances, and a beautiful gas lantern on the front porch. This homesite backs up to nature preserve offering peaceful views and added privacy.

Watersound

228 Sawbuck Drive Lot 213

4 Beds

4 Baths

3,126 Sq.Ft.

$1,495,000

MLS#: 867531

Unparalleled privacy juxtaposed rich naturalistic surroundings characterize this coastal retreat ideally located south of 30A in the exclusive gated enclave of Bannerman Beach. This pristine location offers old Florida character with prominent architectural marvels set aside the coastal backdrop of Little Redfish Lake allowing designated access to one of 30A's most secluded stretch of beach frontage next to Grayton Beach State Park. 40 Whispering Wind Way is set on an impressive estate-sized homesite totaling .63 acres with ample future development opportunity including potential for unobstructed gulf view corridors. The current residence has been well maintained and offers a beautiful courtyard design with a welcoming entryway perfectly framed by seasonal flora including hydrangeas & confederate jasmine. This home is comprised of 4,800 square feet with an outstanding layout catered to entertaining. Notable features include a substantial screened pool area with surrounding oversized pool deck, spacious two car garage as well as additional storage space. The main house offers an abundance of living space with multiple first level bedroom suites as well as a large living room and enclosed patio. The inverted floor plan offers primary living on the second story including a large living room with vaulted ceilings as well as ample windows allowing an abundance of natural light. The chef's kitchen is located right off the main living area and offers excellent cabinet storage, stainless appliances as well as granite counter tops all of which is open to the dining room as well as direct access to the wrap around porch that flows down to the pool area. The master suite is a true retreat allowing it's own private living area as well as a spa-like master bath which features soaring vaulted ceilings, sky light with natural lighting, centered soaking tub, dual vanities as well as a large walk-in closet with ample storage space. Other notable features include an attached private guest suite, accessible through the front courtyard complete with one bedroom and a living room as well as a fully functional kitchen. There are also additional onsite structures including detached storage as well as an elevated sun deck tucked on the western elevation. This premier location in Bannerman allows for quick access to the new beach walkover that is almost completed which is due south of 40 Whispering Wind Way. Bannerman Beach is centrally located on the west end of 30A with close proximity to Watercolor & Seaside as well as all of the world class shopping, dining and entertainment that South Walton has to offer.

Santa Rosa Beach

40 Whispering Wind Way

4 Beds

4 Baths

4,034 Sq.Ft.

$1,495,000

MLS#: 792715

A rare bayfront residence in Sandestin® Resort combines the ease of main-level living with the privacy of a walk-out fenced green space and the convenience of a private garage. Take in panoramic bay views and spectacular year-round sunsets from this end unit that feels like your own private sanctuary. From herons and ospreys to eagles and fish jumping across the water, the wildlife watching is extraordinary- a daily reminder of the natural beauty along the coast. The open, light-filled layout flows seamlessly outdoors, creating an ideal setting for coastal resort living. Step down the walkway to launch a kayak, paddleboard, or fishing line in to Choctawhatchee Bayor simply relax as boats drift by.Anchorage residents enjoy a private pool, while the resort offers a stunning Gulf-front beach, four championship golf courses, tennis and pickleball facilities, scenic nature trailsand a full-service marina. Within minutes by bike, golf cart, or a short walk, explore premier dining, boutique shopping, and live entertainment at both The Village of Baytowne Wharf and Grand Boulevard.
Ideal as a primary home or second residence, this bayfront property blends convenience, recreation, and the coastal lifestyle in one of the most desirable resort communities along the Emerald Coast.

Miramar Beach

8696 Anchorage Drive 8696

4 Beds

4 Baths

2,425 Sq.Ft.

$1,495,000

MLS#: 985026

Charming coastal chalet found in the heart of Seagrove beach showcasing high-end fixtures and luxury finishes. Located in the Cottages at Eastern Lake, 30A Playalinda Court boasts 5 bedrooms, 5 full bathrooms and 1 half bathroom. Offered fully furnished, features of the home include a separate private carriage house with full kitchen; chef's kitchen with stainless steel appliances, gas range, hood vent, large fridge and separate beverage center; white-oak flooring; spacious living room with gas fireplace; a private elevator; and high ceilings throughout. The well-thought-out floor plan is characterized by the large bedroom suites, a custom bunk room and tons of additional outdoor living spaces. The Cottages at Eastern Lake amenities include a large private community pool, pool showers, bathrooms, overflow parking and brick paver streets. Beach access is located a quick walk away at the Walton Dunes Beach Access. This home is situated less then 3.5 miles from Seaside and 2 miles from The Hub. Shopping, dining and entertainment are a quick bike ride away! Homes of this caliber are rarely available on 30A at this price point! Offering great rental income potential, this villa makes for the perfect second home, investment property or permanent residence.

Santa Rosa Beach

30 Playalinda Court

5 Beds

5 Baths

3,202 Sq.Ft.

$1,495,000

MLS#: 858254

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* Listings identified with the FMLS IDX logo come from FMLS and are held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.

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