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SELLERS WILL CREDIT $25,000 FOR IMPROVEMENTS WITH ACCEPTED OFFER! Rosemary Beach compound featuring a 4-bedroom main residence and a 2-bedroom carriage house -- a rare opportunity offering flexibility, privacy, and exceptional investment potential in the heart of town. Designed by renowned architect George Israel, the main house was completed in 2002, with the carriage house added in 2007 -- creating a cohesive yet flexible property that is both architecturally significant and functionally versatile. The main residence is rich in character, offering gracious living spaces that open to beautifully designed screened porches, extending everyday living outdoors. Each bedroom enjoys its own private balcony, an uncommon luxury that invites fresh air and coastal breezes after a day at the beach. The carriage house offers its own sense of retreat, complete with a 160-square-foot covered porch ideal for dining, relaxing, and overlooking the charm of Wiggle Lane. The generous lot size  a true rarity within Rosemary Beach  provides exceptional privacy and even offers room to add a private pool, further enhancing both lifestyle and long-term investment potential. Whether utilized as a primary residence with a private guest house, a multi-generational retreat, or a dual-income rental property, the flexibility here is unmatched. Live in one and lease the other, or maximize returns by renting both  the compound configuration allows for options rarely available within the community. Beyond the gates, owners enjoy access to Rosemary Beach's deeded beach access, multiple resort-style community pools, a private fitness facility, clubhouse, and tennis courts  all part of the thoughtfully curated lifestyle that defines this iconic coastal enclave. Steps from beloved shops and award-winning dining, and moments from the Gulf's white-sand shoreline, 107 Wiggle Lane embodies the very best of refined beach living. A truly one-of-a-kind opportunity in the heart of Rosemary Beach. Reach out today for cost-to-own and rental figures.
#995496

Rosemary Beach

107 Wiggle Lane

6 Beds

5 Baths

2,699 Sq.Ft.

$3,395,000

MLS#: 995496

Luxury estate. Exceptional investment. Rarely do both exist in one property. Unlike most high-performing vacation rentals, 65 Daytona Street doesn't feel like a rental--it feels like a private luxury retreat. With nearly $240,000 in 2026 reservations already on the books (as of June) and current booking trends pacing toward $300,000, this home delivers proven performance without sacrificing the ownership experience. An stablished management company has even offered a $325,000 annual rental guarantee (buyer to verify). Beautifully furnished, impeccably maintained, and completely turnkey, this home needs absolutely nothing. Resort-style pool and spa, summer kitchen, elevator, Gulf-view observation deck, deeded beach access, and luxury finishes throughout create a home that's as rewarding to own as it is to enjoy. The backyard is a destination of its own, featuring a resort-style heated pool and spa, expansive outdoor living areas, and a fully equipped summer kitchen that invites evenings under the Florida sky. Inside, soaring ceilings, designer lighting, custom finishes, and a chef's kitchen centered around an oversized quartz island create a home that feels sophisticated, warm, and unmistakably luxurious--not commercial. The experience continues on the fourth-floor observation deck, where Gulf views provide the perfect backdrop for sunset cocktails, morning coffee, or entertaining guests after a day at the beach. Located just moments from deeded beach access in the heart of Miramar Beach, owners and guests enjoy effortless access to sugar-white sand, emerald waters, dining, shopping, golf, and everything that defines the Emerald Coast lifestyle. Whether your goal is maximizing returns, creating unforgettable family memories, or owning a property that excels equally as an investment and a luxury retreat, 65 Daytona Street delivers a combination that is extraordinarily difficult to find. This isn't just about the bottom line--it's about quality, comfort, and a lifestyle you'll cherish. If you're seeking a property that prioritizes experience over everything else, this is your rare opportunity.
#998028

Miramar Beach

65 Daytona Street

8 Beds

8 Baths

5,693 Sq.Ft.

$3,395,000

MLS#: 998028

Nestled under Old Seagrove's iconic tree canopy and just two blocks from both the beach and Seaside, this three-story contemporary home (4645 sq-ft) blends architectural pedigree with coastal charm. Designed by acclaimed Tom Christ of Christ & Associates, a Seaside Prize-winning architect whose visionary work has shaped much of 30A's distinctive style. The main home delivers light-infused living with expansive covered porches and soaring floor-to-ceiling windows. On the first floor, you'll find a guest suite with private bath, walk-through laundry, and a massive unfinished flex space -- perfect for a future primary suite, media room, or game lounge.On the second floor, the open-concept living and dining area opens onto porches on both sides creating an ideal indoor-outdoor flow. A guest suite with a walk-in shower rounds out this level. The third floor is a private retreat: the primary suite stuns with wall-to-wall windows, a private balcony, dual closets, and a spa-worthy bath with double vanity, garden tub, and walk-in shower. Plus, there's a second guest room with pre-plumbing area ready for an ensuite bath. Carriage House (781 sq-ft) 2 bedrooms, 1 bath and a full kitchen, perched above a 3-car garage complete and 11 x11 air conditioned space. Ideal for multi-generational living, vacation guests, or rental opportunities.Designed by a local design legend, this Seagrove gem offers the best of both worlds smart, stylish architecture and unbeatable proximity to the Gulf and Seaside's vibrant hub.***Buyer is responsible for personally verifying details about this Any information contained in this listing is believed to be accurate but not guaranteed.***
#986020

Santa Rosa Beach

286 Forest Street

6 Beds

4 Baths

5,426 Sq.Ft.

$3,395,000

MLS#: 986020

Nestled under Old Seagrove's iconic tree canopy and just two blocks from both the beach and Seaside, this three-story contemporary home (4645 sq-ft) blends architectural pedigree with coastal charm. Designed by acclaimed Tom Christ of Christ & Associates, a Seaside Prize-winning architect whose visionary work has shaped much of 30A's distinctive style. The main home delivers light-infused living with expansive covered porches and soaring floor-to-ceiling windows. On the first floor, you'll find a guest suite with private bath, walk-through laundry, and a massive unfinished flex space -- perfect for a future primary suite, media room, or game lounge.On the second floor, the open-concept living and dining area opens onto porches on both sides creating an ideal indoor-outdoor flow. A guest suite with a walk-in shower rounds out this level. The third floor is a private retreat: the primary suite stuns with wall-to-wall windows, a private balcony, dual closets, and a spa-worthy bath with double vanity, garden tub, and walk-in shower. Plus, there's a second guest room with pre-plumbing area ready for an ensuite bath. Carriage House (781 sq-ft) 2 bedrooms, 1 bath and a full kitchen, perched above a 3-car garage complete and 11 x11 air conditioned space. Ideal for multi-generational living, vacation guests, or rental opportunities.Designed by a local design legend, this Seagrove gem offers the best of both worlds smart, stylish architecture and unbeatable proximity to the Gulf and Seaside's vibrant hub.***Buyer is responsible for personally verifying details about this Any information contained in this listing is believed to be accurate but not guaranteed.***
#986020

Santa Rosa Beach

286 Forest Street

2 Beds

1 Baths

4,831 Sq.Ft.

$3,395,000

MLS#: 986020

Stunning residence located in the beautiful Island Green Neighborhood behind the gates at Sandestin Golf and Beach Resort. This lovely New Orleans inspired home was custom built by Shires Construction, who is known for superior craftsmanship and exceptional attention to detail. With an abundance of space for entertaining, this home captures peaceful, serene views of the centrally located courtyard pool throughout while also offering views of the lush landscape along the Raven Golf Course. Featuring all of the high end finishes one would expect in a Shires Construction home, this floor plan is sure to please as the Master Bedroom Suite is located on the main level along with an additional Guest Suite. Make an appointment today for a private showing of this beautifully appointed home.
#922151

Miramar Beach

1485 Island Green Lane

4 Beds

5 Baths

4,382 Sq.Ft.

$3,394,000

MLS#: 922151

Stunning residence located in the beautiful Island Green Neighborhood behind the gates at Sandestin Golf and Beach Resort. This lovely New Orleans inspired home was custom built by Shires Construction, who is known for superior craftsmanship and exceptional attention to detail. With an abundance of space for entertaining, this home captures peaceful, serene views of the centrally located courtyard pool throughout while also offering views of the lush landscape along the Raven Golf Course. Featuring all of the high end finishes one would expect in a Shires Construction home, this floor plan is sure to please as the Master Bedroom Suite is located on the main level along with an additional Guest Suite. Make an appointment today for a private showing of this beautifully appointed home.
#922151

Miramar Beach

1485 Island Green Lane

4 Beds

5 Baths

4,382 Sq.Ft.

$3,394,000

MLS#: 922151

55 Half Hitch Lane is the kind of home that feels different the moment you arrive. Tucked near the back of WaterSound West Beach on a private corner lot with only a handful of homes beyond it, the setting offers a quieter and more peaceful feel that is hard to find along 30A. Built by Regal Stephens in 2015, the home was thoughtfully designed to truly live in and enjoy. Spanning approximately 3,467 square feet, the property features 5 bedrooms, 5.5 bathrooms, a bunk room, an upstairs secondary living area, and a fully functional carriage house complete with its own entrance, kitchen, and laundry, creating an ideal setup for guests, grandparents, or extended family stays. Inside, the home blends timeless coastal design with warm and comfortable living spaces. White oak floors, vaulted wood beam ceilings, marble countertops, and Wolf and Sub Zero appliances all come together in a way that feels elevated yet relaxed. The kitchen, dining, and living spaces flow naturally together and open seamlessly onto screened porches and outdoor living areas complete with a gas fireplace and outdoor kitchen. The homesite itself is one of the standout features of the property. The garage was intentionally positioned on the opposite side of the home, creating a more open feel with additional yard space, privacy, and an impressive amount of parking rarely found in the neighborhood. There is also room to add a private pool if desired. Located less than a few minute stroll from the private beach boardwalk and community pool, the home offers access to one of the most beautiful stretches of beach along 30A while still maintaining a calm and tucked away feel within the community. Whether used as a full time residence, second home, or investment property, 55 Half Hitch Lane offers a rare combination of warmth, privacy, thoughtful design, and livability that is becoming harder and harder to find along 30A.
#1003648

Watersound

55 Half Hitch Lane

5 Beds

5 Baths

3,467 Sq.Ft.

$3,390,000

MLS#: 1003648

Nestled in the heart of Santa Rosa Beach, this bayfront custom design defines luxury coastal. Multi-level unobstructed bay views create for the unparalleled opportunity of breathtaking sunsets over Choctawhatchee Bay with 30A's white sand beaches just minutes away. The home itself leaves no design stone unturned with multiple spacious indoor-outdoor living spaces, top to bottom coastal-elegant accenting, and more. For boating enthusiasts, the newly built, deepwater dock maintains a 16,000lb boat lift and can accommodate up to 36 in footage. Family Crab Island adventures and the Gulf's ample fishing opportunities are steps from your back door.
#980748

Santa Rosa Beach

55 Teal Court

5 Beds

3 Baths

3,582 Sq.Ft.

$3,390,000

MLS#: 980748

1.25 Acres South side Scenic Hwy 30-A. Zoned 'Neighborhood Infill', 8 units maximum per acre equals total density of 10 residential units per site. Neighborhood serving commercial development also allowed. Approximately 3/4 acre uplands. Wetlands are well defined, with retaining wall in place, and provide beautiful buffer and possible storm water retention. Site has uninterrupted Gulf views across natural, protected outfall/wetlands. Public Beach Access nearby, short walk to approximately 1,000 ' of pristine, County owned, public beach. Site is not impacted by CPZ, CDLPZ or CBM. CCCL is seaward of site and does not apply. Majority of uplands is Flood Zone 'X' with minority portion Flood Zone 'A'. Site elevations average 10'-18'. Price is based on land value. Prime development location is close proximity to restaurants, shopping and entertainment at Gulf Place and the Santa Rosa Golf & Beach Club featuring Gulf front dining at 'The Vue', and the purest golf on the Florida Panhandle. Shunk Gulley's, Local Catch Pub, Basmati's Asian Cuisine and Goatfeathers Restaurant and Seafood market are several of the many other popular destinations nearby.
#781845

Santa Rosa Beach

4193 W Co Highway 30-A

None Beds

None Baths

N/A

$3,390,000

MLS#: 781845

Enjoy a private heated pool and gulf views from this never-rented three-story home in the gated, gulf-front neighborhood of Old Florida Beach. Inside this four-bed, four-and-a-half-bath retreat is an incredibly spacious floor plan and an elevator that provides access to the second and third floors. The first floor of the home features a flex space that could be used as a sitting room, recreation room or bedroom, as well as a spacious laundry room and full bath conveniently situated near the pool. The second floor is designed for daily living with an open kitchen, dining and great room as well as a balcony perfect for enjoying the scenery with morning coffee. The third floor encompasses an owner's suite, sitting area with French doors, additional bedroom. Notable enhancements to this home include 10-ft. ceilings on all levels, abundant storage, wide-plank oak floors throughout, two energy-efficient A/C units, two water heaters with timers, spray foam insulation in the roof and on the first floor, sound insulation between floors and around select interior walls and a seamless metal roof. The home, being sold fully furnished, also includes impact and Low-E glass doors and windows, a hurricane-rated and insulated garage door, Trex decking on exterior porches and balconies, an ADT security system and an intercom system. A two-car heated and cooled garage with workspace and a sink offers true luxury at the beach, with three additional parking spaces outside. Professional landscaping, an irrigation system with dedicated well, and an oversized paver patio complete the exterior space. Though never rented, this home's gulf views and close proximity to the beach access could make a lucrative rental opportunity, with projections of more than $220,000. Old Florida Beach offers three private beach accesses as well as a dock on Draper Lake, beach boardwalk, gazebo and community heated pool.
#883535

Santa Rosa Beach

33 Boardwalk Lane (4 Br Option)

4 Beds

4 Baths

3,844 Sq.Ft.

$3,390,000

MLS#: 883535

Primely situated along 65 feet of preserve land and adjacent to a walking path trailhead, 397 Needlerush is built for luxury and privacy in WaterColor's most exclusive district -the Lake District. The property yields 4 bedrooms plus a bunk space, across a main house and a carriage house, which encircle a large patio and summer kitchen to create a mini-compound. Professionally decorated and meticulously maintained, the house boasts a litany of premium features, including: surround sound, Wolf/Subzero appliances, dual dishwashers, a wine cooler and ice maker, custom cabinetry, and a bathroom mirror television. The downstairs master is replete with dual walk-in closets, a garden tub, separate shower, and a private porch facing preserve. This property has it all, and more.
#872887

Santa Rosa Beach

397 Needlerush Drive

5 Beds

4 Baths

3,267 Sq.Ft.

$3,390,000

MLS#: 872887

Pre-Sale. This home has ample living space with 4316 square feet, 5 bedrooms, 5 and a half baths, a pool with spa, plus all the upgrades you would expect at Watersound Beach. The third floor is a true master suite with the bedroom, separate sitting room, 12x12 closing with packing island, and a huge porch that is mostly covered with a spiral staircase. Some of the details are mahogany front door, granite and limestone countertops, custom molding, custom stone flooring and reclaimed oak hardwoods throughout. The home also has an elevator and plenty of storage space. By the pool area is a large terrace with wet bar, porch and a summer kitchen.
#721006

Santa Rosa Beach

130 Compass Point Way

5 Beds

5 Baths

4,316 Sq.Ft.

$3,390,000

MLS#: 721006

1.25 Acres South side Scenic Hwy 30-A. Zoned 'Neighborhood Infill', 8 units maximum per acre equals total density of 10 residential units per site. Neighborhood serving commercial development also allowed. Approximately 3/4 acre uplands. Wetlands are well defined, with retaining wall in place, and provide beautiful buffer and possible storm water retention. Site has uninterrupted Gulf views across natural, protected outfall/wetlands. Public Beach Access nearby, short walk to approximately 1,000 ' of pristine, County owned, public beach. Site is not impacted by CPZ, CDLPZ or CBM. CCCL is seaward of site and does not apply. Majority of uplands is Flood Zone 'X' with minority portion Flood Zone 'A'. Site elevations average 10'-18'. Price is based on land value. Prime development location is close proximity to restaurants, shopping and entertainment at Gulf Place and the Santa Rosa Golf & Beach Club featuring Gulf front dining at 'The Vue', and the purest golf on the Florida Panhandle. Shunk Gulley's, Local Catch Pub, Basmati's Asian Cuisine and Goatfeathers Restaurant and Seafood market are several of the many other popular destinations nearby.
#781839

Santa Rosa Beach

4193 W Co Highway 30-A

None Beds

None Baths

1.25 acres

$3,390,000

MLS#: 781839

Primely situated along 65 feet of preserve land and adjacent to a walking path trailhead, 397 Needlerush is built for luxury and privacy in WaterColor's most exclusive district -the Lake District. The property yields 4 bedrooms plus a bunk space, across a main house and a carriage house, which encircle a large patio and summer kitchen to create a mini-compound. Professionally decorated and meticulously maintained, the house boasts a litany of premium features, including: surround sound, Wolf/Subzero appliances, dual dishwashers, a wine cooler and ice maker, custom cabinetry, and a bathroom mirror television. The downstairs master is replete with dual walk-in closets, a garden tub, separate shower, and a private porch facing preserve. This property has it all, and more.
#872887

Santa Rosa Beach

397 Needlerush Drive

5 Beds

4 Baths

3,267 Sq.Ft.

$3,390,000

MLS#: 872887

Enjoy a private heated pool and gulf views from this never-rented three-story home in the gated, gulf-front neighborhood of Old Florida Beach. Inside this four-bed, four-and-a-half-bath retreat is an incredibly spacious floor plan and an elevator that provides access to the second and third floors. The first floor of the home features a flex space that could be used as a sitting room, recreation room or bedroom, as well as a spacious laundry room and full bath conveniently situated near the pool. The second floor is designed for daily living with an open kitchen, dining and great room as well as a balcony perfect for enjoying the scenery with morning coffee. The third floor encompasses an owner's suite, sitting area with French doors, additional bedroom. Notable enhancements to this home include 10-ft. ceilings on all levels, abundant storage, wide-plank oak floors throughout, two energy-efficient A/C units, two water heaters with timers, spray foam insulation in the roof and on the first floor, sound insulation between floors and around select interior walls and a seamless metal roof. The home, being sold fully furnished, also includes impact and Low-E glass doors and windows, a hurricane-rated and insulated garage door, Trex decking on exterior porches and balconies, an ADT security system and an intercom system. A two-car heated and cooled garage with workspace and a sink offers true luxury at the beach, with three additional parking spaces outside. Professional landscaping, an irrigation system with dedicated well, and an oversized paver patio complete the exterior space. Though never rented, this home's gulf views and close proximity to the beach access could make a lucrative rental opportunity, with projections of more than $220,000. Old Florida Beach offers three private beach accesses as well as a dock on Draper Lake, beach boardwalk, gazebo and community heated pool.
#883535

Santa Rosa Beach

33 Boardwalk Lane (4 Br Option)

4 Beds

4 Baths

3,844 Sq.Ft.

$3,390,000

MLS#: 883535

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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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