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Experience coastal living at its absolute finest in this extraordinary 3-story turn-key beach retreat, perfectly positioned on one of the highest elevations in Cypress Dunes, offering some of the most breathtaking Gulf views in the entire community. From brilliant sunrise skies to unforgettable sunset panoramas, the views from this home are nothing short of spectacular. Designed to fully embrace its premier setting, every level of this very well maintained residence captures the beauty of the Gulf, with expansive porches & elevated vantage points showcasing emerald waters, endless horizons, and soothing coastal breezes. The rare high-elevation homesite not only maximizes sweeping views but also provides an added sense of privacy, security, and distinction that is increasingly hard to find. Beyond its beauty, this property presents a compelling investment opportunity. With documented 2025 rental projections of $100,000+ (part-time short-term rentals), this home offers exceptional income potential while serving as a luxurious personal retreat. Its desirable location, three-story layout, and panoramic Gulf views make it highly attractive to vacation renters seeking a premium coastal experience. Whether you're searching for a high-performing investment, a second home, or a legacy property to enjoy for generations, this elevated Gulf-view masterpiece delivers on every level. Located in the highly sought-after community of Cypress Dunes in Santa Rosa Beach, this exceptional home seamlessly blends timeless architectural charm, thoughtful coastal design, and an unbeatable setting. Residents enjoy resort-style amenities, including a breathtaking Gulf-view infinity-edge pool, a fully equipped fitness center, and a relaxing spa tub--all designed to elevate everyday living. If you're hosting unforgettable gatherings, savoring peaceful mornings with coffee while gazing out over the Gulf, or unwinding at day's end as the sky melts into brilliant sunset hues, this property captures the very essence of refined beachside living. Here, every moment feels like a getaway, and the coastal lifestyle you've dreamed of becomes your daily reality. Opportunities to own a home with this level of elevation and view are rare--don't miss your chance to secure one of the best vantage points in Cypress Dunes!
#995769

Santa Rosa Beach

255 Cypress Drive

5 Beds

5 Baths

3,217 Sq.Ft.

$1,999,000

MLS#: 995769

Welcome to the Creekside floorplan, at Ashton Park Phase III, our new home community in Freeport, Florida. Featuring 2,107 square feet, this beautiful single-story home offers 5-bedrooms with 3-bathrooms, a 2-car garage, and a seamless open layout. When entering the home, you will have easy access from the entry hall to the first two bedrooms and guest bathroom. Continuing through the hallway you will find a large open concept living area. The great room blends seamlessly into the kitchen, dining space, and living room.
#995854

Freeport

69 Foxtrail Run

5 Beds

3 Baths

2,107 Sq.Ft.

$379,900

MLS#: 995854

ARCHITECT-DESIGNED + BAYFRONT STREET + NEW ROOF & SIDING. Cathedral vaulted ceilings and soaring wooden architectural features give this stunning home a sense of scale and character. Custom-designed by well-regarded Pensacola architect Joe Kirkwood, this one-of-a-kind home has a unique architectural presence that stands out. The large geometric windows, vaulted ceilings, and open floor plan create a bright and airy social core to the house which is full of natural light and space to relax. The massive wrap-around deck (front and back) allows you to extend the social space outside through many sliding glass doors. Recent major upgrades include a new roof and Premium Everlast stone composite siding, providing exceptional durability, low maintenance (no paint), and long-term peace of mind. This is a rare opportunity to own a thoughtfully designed architectural home in a highly desirable coastal setting. FEATURES: Architect-Designed, One-of-a-kind Cathedral vaulted ceilings Soaring solid-wood architectural features Light-filled open layout Massive Wrap-around Deck (front and back) New roof and Premium Everlast siding Zoned for top-rated Gulf Breeze Schools at all grade levels Bayfront street with views of the water Sandpiper Village Park - 5 min walk - waterfront public park and pier Generous 0.3 acre lot with room for a pool Two statement Fireplaces Massive master suite with fireplace and sitting area Single owner since built - lovingly maintained Desirable, tree-lined, bayfront neighborhood Spacious 2,913 square feet Located in desirable Gulf Breeze in the lovely Whisper Bay neighborhood, this home offers a peaceful retreat while still providing easy access to local amenities and coastal attractions. Don't miss your opportunity to own this exceptional property. Must be seen in person to fully appreciate all that this remarkable home has to offer! **photos have been virtually staged with furnishings.
#991319

Gulf Breeze

1567 Whisper Bay Boulevard

4 Beds

2 Baths

2,913 Sq.Ft.

$599,000

MLS#: 991319

Welcome to the Beau, a new home floorplan at Ashton Park Phase III in Freeport Florida. This floor plan features 4 bedrooms, 2 bathrooms with approximately 1,799 square feet and 9-foot ceilings. As you enter this home you will find three bedrooms off the entry hall and a full bathroom. Continuing through the hall you will enter the open concept living area that has a kitchen, dining area and living room. The kitchen has upper and lower cabinetry as well as a corner pantry allowing for maximum storage space.
#995856

Freeport

31 Foxtrail Run

4 Beds

2 Baths

1,856 Sq.Ft.

$361,251

MLS#: 995856

***NEW CONSTRUCTION WITH MAY 31ST COMPLETION DATE*** on 2.93 ACRE LOT in Crestview!!! This 4-bedroom 2-bathroom 2316 sq ft brick front and water table home with vinyl siding boasts an open concept split floor plan that buyers have come to expect. This home will have beautiful finishes to include: LVP flooring throughout (no carpet), granite counter tops in the kitchen and bathrooms, all wood cabinetry, ceiling fans throughout, stainless steel appliances (refrigerator, smooth top range, microwave, and dishwasher and corner pantry. This plan offers a large living room with 10 ft ceilings, 11 ft formal dining room w/ tray ceiling, and open concept kitchen with massive 4x8 foot island, breakfast bar, and corner pantry. Enjoy the large master suite with 10 ft tray ceiling. Master bath offers huge closet, double vanities, water closet, linen closet, and shower. On the opposite side of the home, you will find the three additional spacious bedrooms and a full bathroom. The bedrooms have a USB plug and outlet in each room. The home will have a spacious 2 car oversized garage that leads to an interior hallway that leads to a mud room with bench / laundry room. The exterior of the home offers dimensional shingles, covered front porches in both the front and back of the home. Don't forget the MASSIVE lot size at 2.93 ACRES. This lot has some cleared areas along with lots of trees around the property full that ultimate feeling of privacy. You will have plenty of room to add a yard building, pole barn, boat storage, RV storage and more.... Estimated completion of this home is May 31st, 2026. Buyer may have choice of colors depending on when the home goes under contract. (Pictures in listing are of similar home recently completed). Don't miss out on your opportunity to own your NEW dream home on a large piece of land at an affordable price. Schedule your showing today!
#995807

Crestview

2.93 AC Goodwin Road

4 Beds

2 Baths

2,316 Sq.Ft.

$479,900

MLS#: 995807

Seller offering up to $10,000 Credit toward buyers closing costs and/or rate buy down! MOTIVATED SELLER! Bring all Offers! Welcome to your new home, where comfort, flexibility, and location come together in the heart of Shalimar! An open-concept living area creates an easy flow for everyday life and entertaining, highlighted by a large modern kitchen with stainless appliances and granite countertops. The flexible main-level room with a full bath and two walk-in closets can serve as a convenient primary suite, guest retreat, home office, or playroom--whatever your season of life calls for. Upstairs, you'll find three comfortable bedrooms, giving everyone their own space to relax and recharge. Step outside to a privacy-fenced backyard and front yard with plenty of room for kids, dogs, and weekend BBQ. And the location? A dream for busy lifestyles--just minutes to Destin-Fort Walton Beach Airport and Eglin Air Force Base, 15 minutes to Hurlburt Field and the dining and charm of Fort Walton Beach, and the sugar-white sand beaches along the Emerald Coast. Easy living, a prime location, and a layout that grows with you--this is Florida living the way it's meant to be.
#995832

Shalimar

61A 9th Avenue

4 Beds

3 Baths

2,172 Sq.Ft.

$455,000

MLS#: 995832

Entered for comp purposes.
#995809

Santa Rosa Beach

106 Tall Timber Court

5 Beds

5 Baths

2,680 Sq.Ft.

$2,867,500

MLS#: 995809

Welcome to the Creekside floorplan, at Ashton Park Phase III, our new home community in Freeport, Florida. Featuring 2,107 square feet, this beautiful single-story home offers 5-bedrooms with 3-bathrooms, a 2-car garage, and a seamless open layout. When entering the home, you will have easy access from the entry hall to the first two bedrooms and guest bathroom. Continuing through the hallway you will find a large open concept living area. The great room blends seamlessly into the kitchen, dining space, and living room.
#995859

Freeport

41 Foxtrail Run

5 Beds

3 Baths

2,107 Sq.Ft.

$376,101

MLS#: 995859

Welcome to 30 Foxtrail Run at Ashton Park Phase III in Freeport Florida. This pre-construction homesite offers the opportunity to secure new construction prior to groundbreaking. This property will be developed with the Oakley floorplan and built to current design standards and specifications. Buyers may have the ability to personalize select finishes depending on the stage of construction. Estimated completion timelines and build details available upon request. This is a quaint cottage style home, efficiently laid out with just the right amount of open space for entertaining. As you enter the foyer, you are greeted by a flex space with a large picture window that allows the beautiful Florida sunshine to fill the front of the home. Continuing down the hall you will see the open concept kitchen, dining, and living area, complimented with a vaulted ceiling which lends a grand feel to the heart of the home. The kitchen is accented with shaker style cabinetry, a center island with space for bar seating, and elegant quartz countertops. Designed with an open concept feel and subtle separation, the living area of the Oakley balances connectivity with comfort, creating spaces that feel both spacious and intentional. Nestled in the back of the home for privacy is the primary bedroom and bathroom suite. In the bathroom your will find a large walk-in closet, soaking tub, dual sink vanity, and standing shower. The two additional bedrooms are located down a hallway just off the kitchen and dining area. Here you will also find the full guest bathroom, linen closet for extra storage, and the laundry room with shelving above the washer/dryer hookups. Entertain with ease under the covered back patio, accessible through the full-glass backdoor in the living room. For more information on this home, contact a D.R. Horton Sales Representative.
#995874

Freeport

30 Foxtrail Run

3 Beds

2 Baths

1,689 Sq.Ft.

$387,981

MLS#: 995874

SHOWINGS BY APPOINTMENT ONLY. Discover a rare opportunity in the heart of Shalimar at 14 6th Street, a thoughtfully updated, income-producing property offering flexibility that today's buyers are searching for. Whether you're looking to offset your mortgage, accommodate extended family, or invest in a proven short-term or long-term rental setup, this home delivers options. Tucked away at the end of a quiet no-through street, this property offers privacy without sacrificing convenience. You're less than 10 minutes from the Eglin AFB West Gate and just minutes from Shalimar's favorite local spots including Pepper's Mexican Grill, Cheers Pub, and Aegean. The home is currently configured as two separate living spaces, each with its own upgrades and finishes.
#995900

Shalimar

14 6th Street

4 Beds

4 Baths

2,242 Sq.Ft.

$464,000

MLS#: 995900

Welcome to the Glendale! Sip some afternoon tea on your covered front porch and welcome guests into your spacious home with natural lighting and an open plan perfect for entertaining. With a large bedroom on the main level & a full bath, you have all the space you need for a home office or multi-generational living. Head upstairs to your private oasis in the primary bedroom with 2 walk-in closets, dual vanities, tile upgrades, and a sitting room. You'll enjoy extra living space or a game room in the loft area next to another full bath and 2 more bedrooms. 3 car garage. Features include quartz countertops, trey ceilings, hardi-board siding, & more! Visuals feature a similar home for inspiration. Move-in ready home with Upgraded LVP and Tile shower in primary with tub and tile surround.
#995825

Freeport

80 Huckleberry Street

4 Beds

3 Baths

2,532 Sq.Ft.

$425,000

MLS#: 995825

NEW RV APPROVED BAY VIEW LOTS NEAR CAPE SAN BLAS AND PRESNELL'S BAYSIDE MARINA!!!!Lots will have paved road, water, sewer, and electric. With the current zoning, the lots are also eligible for rental by the day, week, or month. Subject to very reasonable restrictions, with NO HOA. Great location at Simmons Bayou and just minutes from Cape San Blas. Other parcels are available. Owner is a licensed real estate broker. Some dimensions were obtained from the Gulf PA site.
#992318

Port St. Joe

Lot 2 Simmons Way Drive

None Beds

None Baths

0.15 acres

$129,000

MLS#: 992318

Welcome home to peaceful country living just minutes from everything you love! Located less than two miles from both beautiful Lake DeFuniak and the charming shops and restaurants of Downtown DeFuniak Springs, this brick home offers the perfect blend of privacy, space, and convenience. Situated on 2.5 acres of manicured land, the property immediately impresses with its brand-new covered back deck overlooking your expansive backyard. The fenced-in yard features raised garden beds ready for planting The large enclosed barn provides excellent storage and workshop potential. The lean-to provides covered parking for equipment and recreational vehicles. Inside, you'll find 4 bedrooms and 1 beautifully renovated bathroom, completely updated from top to bottom with modern finishes. The spacious kitchen offers abundant cabinet storage and flows seamlessly into a dedicated dining area and living room--perfect for everyday living or entertaining. The fourth room adds valuable flexible space and can serve as a fourth bedroom, home office, hobby room, or additional storage area. The oversized primary bedroom provides plenty of room for a cozy sitting area or workspace and includes a generous walk-in closet. Additional highlights include a durable metal roof that's only 12 years old, offering peace of mind for years to come. The interior of the home has also been completely repainted.
#995852

DeFuniak Springs

1550 Highway 280 E

4 Beds

1 Baths

1,710 Sq.Ft.

$305,500

MLS#: 995852

Positioned just 100 steps from the sugar white sands and emerald waters of the Gulf, 216 Round Road offers a rare opportunity to own a fully renovated and designer furnished estate in the heart of Rosemary Beach. Set on one of the community's most private corner lots facing a beautiful park, this Mediterranean inspired coastal residence blends timeless architecture with elevated modern updates, creating a home that is both refined and welcoming. Spanning three levels in the main residence plus a beautifully updated carriage house, the property has undergone extensive renovations. A grand mahogany entry door opens to a dramatic great room featuring pecky cypress ceilings, Venetian plaster walls, and an open concept layout designed for seamless entertaining. Refinished 100 year heart pine floors run throughout the main house and carriage house, complemented by new lighting. The fully remodeled chef's kitchen is outfitted with premium appliances including a 48 inch Wolf six burner gas range with pizza oven and griddle, SubZero 42 inch refrigerator, SubZero wine chiller and ice maker, dual KitchenAid dishwashers, Native Trails stone sinks, and Cambria quartz waterfall countertops. The primary suite serves as a private retreat with spa inspired his and hers baths featuring new quartzite counters, custom vanities, upgraded Kohler and Delta fixtures, steam and Jacuzzi elements, Italian terrazzo flooring, designer Italian and Swedish wallpaper, and custom shower doors. Additional baths have been thoughtfully updated with elevated tile selections and premium finishes. The flexible floor plan offers multiple guest suites and a third level designed for family living with bunk rooms, lounge space and a working desk area. Outdoor living is exceptional, with covered loggias, alfresco dining spaces, and a heated pool. A beautifully reimagined backyard retreat showcases elegant white stone pavers, updated pool coping, and thoughtfully refreshed surrounding spaces serving as the finishing touch in the refined evolution of this exceptional home. The carriage house has been fully refreshed with new cabinets, counters, appliances, offering ideal accommodations for guests or rental flexibility. Offered fully furnished with curated interiors by Tracery, Beau Interiors, Not Too Shabby, Hunter Douglas, and Restoration Hardware, this home delivers a sophisticated yet relaxed coastal aesthetic. Rosemary Beach is renowned for its cobblestone streets, iconic architecture, and walkable town center filled with award winning dining, boutique shopping, and year-round events. Residents and guests enjoy private beach access, multiple resort style pools, clay tennis courts, parks, and an unmatched sense of community along Scenic Highway 30A. With the Gulf just outside your door and every detail thoughtfully completed, 216 Round Road represents turnkey luxury living in one of the most sought after beach communities in the country.
#995812

Rosemary Beach

216 Round Road

6 Beds

6 Baths

5,170 Sq.Ft.

$8,100,000

MLS#: 995812

Welcome to 60 Foxtrail Run at Ashton Park Phase III in Freeport Florida. This pre-construction homesite offers the opportunity to secure new construction prior to groundbreaking. This property will be developed with the Ozark floorplan and built to current design standards and specifications. Buyers may have the ability to personalize select finishes depending on the stage of construction. Estimated completion timelines and build details available upon request. This home has just over 2,500 square feet through two stories, with 4 bedrooms with 3 bathrooms, a 2-car garage, and a seamless open layout. There is a covered front porch and entry door.
#995869

Freeport

60 Foxtrail Run

4 Beds

3 Baths

2,415 Sq.Ft.

$451,900

MLS#: 995869

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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 click here to review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.
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