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Rare Coastal Gem: Prime Montgomery Street Lot in Old Seagrove! Discover an unparalleled opportunity to own one of the last available vacant lots on Montgomery Street, nestled in the heart of Old Seagrove along the iconic 30-A corridor. This secondt-tier, south-of-30-A lot in the coveted Seahighlands subdivision offers a blank canvas for your dream coastal estate, complete with pre-approved plans by renowned Archiscapes for a breathtaking 10,078+ SF masterpiece.
Imagine a luxurious 8+ bedroom, 9.5-bath residence boasting over 3,000 SF of covered porches and decks, designed to embrace the laid-back elegance of beach living. The crown jewel? A stunning 4th-floor indoor/outdoor living space featuring expansive Nano doors, a private sauna, and a rooftop pool with panoramic Gulf views that will leave you and your guests in awe.
Montgomery Street, one of the most desirable addresses in Old Seagrove, offers a serene escape with limited traffic and a unique blend of architectural charmfrom quaint beach cottages to cutting-edge modern designs. Platted in 1942, Seahighlands is distinguished by its 20' wide Breezeways, ensuring refreshing Gulf breezes and unobstructed water views that elevate the coastal experience. With no HOA fees, you have the freedom to bring your vision to life, whether it's a cozy retreat or an architectural showpiece.
Take a leisurely stroll along Montgomery Street to explore three public beach access points, where the sugar-white sands and emerald waters of the Gulf await. Feel the magic of the 30-A lifestylerelaxed, vibrant, and timeless. This is more than a lot; it's a chance to create a legacy in one of the Gulf Coast's most sought-after locations. Don't miss your opportunity to own the only available lot on this iconic street. Your dream home starts here.
#986662

Santa Rosa Beach

153 Montgomery Street

None Beds

None Baths

0.23 acres

$3,495,000

MLS#: 986662

Located in the beautiful town of Seaside, this exceptional coastal home offers rare privacy. Surrounded by open space and sunlight, the property feels like a hidden retreat--yet is less than a five-minute walk to both the beach and the town square.

Recently updated with refined coastal finishes, the home is classified as 5 bedrooms and 5 bathrooms, features 3 king bedrooms, multiple additional sleeping areas, two washer/dryer sets, and comfortably sleeps up to 14 guests.

The first floor includes a lovely spacious entry, a secondary living area great for guests or kids/teens who want their own space, with a triple bunk nook, a queen sleeper sofa, a full bathroom w/ washer and dryer. The 1st floor also includes a king bedroom with an en-suite full bathroom and double vanity. The second floor features an open-concept kitchen, dining area, and family room, along with a king bedroom and shared full bathroom. Step onto the second-story front porch to enjoy views of the tennis and pickleball center, croquet lawn, new fitness facility, outdoor playground with basketball hoop, family pool, and adult pool. 

The second-story porch creates a true indoor/outdoor experience and is a favorite gathering spot that is uniquely special perfect for morning coffee or an evening glass of wine while watching children play on the lawn, neighbors walk their dogs, and the relaxed rhythm of Seaside.

The third floor includes the largest king bedroom with a walk-in closet and private double-vanity bathroom with its own washer and dryer, along with an additional bedroom and a full bathroom off the hallway that also serves the crow's nest level above.

A spiral staircase leads to the crow's nest, featuring a cozy indoor loft with a twin daybed and access to rooftop seating. 

The home offers excellent storage throughout, including ample closets on every level and a full-standing crawl space beneath the entire house. The property is being sold fully furnished and fully equipped, including high-quality, coordinating kitchenware and household items for immediate enjoyment or rental use.

While not rented full time by the current owners, the home has demonstrated strong rental performance during periods it was offered. With rare privacy, flexible sleeping accommodations, walkability, and turnkey furnishings, this property is well suited as a primary residence, second home, or investment opportunity.***Buyer is responsible for personally verifying details about this property.  Any information contained in this listing is believed to be accurate but is not guaranteed.***
#996754

Santa Rosa Beach

51 Wakulla Lane

5 Beds

5 Baths

2,825 Sq.Ft.

$3,495,000

MLS#: 996754

***New Compelling Price***. ! Motivated. NO REASONABLE OFFER WILL BE REFUSED...! PRICED BELOW APPRAISAL. Seller is a 3 Home Owner,....Tucked inside the private, double-gated Burnt Pine community at Sandestin Golf and Beach Resort, this Miramar Beach estate has been loved, maintained, and upgraded with the kind of care that only a true home receives. From the moment you walk through the door, you feel it -- the attention to detail, the pride of ownership, the quiet confidence of a property that has never been neglected. Fresh interior paint, new designer lighting, and rich hardwood flooring in the primary suite set the tone. Then the details unfold, a state-of-the-art home theatre, wet bar, upstairs mini kitchen, 3-car garage, and a Control4 smart home system that puts everything at your fingertips from anywhere in the world. Outside, an outdoor summer kitchen and fireplace frame a private heated saltwater pool built for evenings you won't forget. A whole-house generator, professionally serviced twice yearly, ensures this home never lets you down.

What truly makes this home special is its location inside Sandestin Golf & Beach Resort. You're wrapped in 2,400 acres of 4-championship golf courses, a full serve marina, tennis center, miles of walking and biking trails, dining, shopping, and the freedom of golf-cart living.
#1002691

Miramar Beach

3203 Bay Estates Circle

6 Beds

6 Baths

6,391 Sq.Ft.

$3,495,000

MLS#: 1002691

New on site 3 days ago
Property is under contract with a 72 hour kick-out clause. Tucked within the intimate, architecturally curated enclave of Lupin Beach, Lot 10 introduces a rare opportunity to experience the peaceful side of Inlet Beach--where elegant design, quiet surroundings, and thoughtful craftsmanship come together just moments from the most celebrated destinations along Scenic 30A. Designed by the esteemed team at Historical Concepts, this boutique Gulf-front community offers a refreshing alternative to the more dense locations of Rosemary and Alys Beach, while delivering effortless access to both. Spanning 3,110 square feet across four refined levels, the home is composed with a calming, sanctuary-like sensibility. Soft, creamy tones, warm neutral textures, and elevated detailing define its interiors, creating an atmosphere that feels serene, airy, and deeply restorative. Natural light moves gracefully through each level, enhancing a layout that blends generous gathering spaces with private areas for reprieve.

The home's defining architectural moment is the expansive top floor terrace, a breezy elevated retreat designed for quiet mornings, glowing sunsets, and intimate evenings above the coast. Paired with a family room and wet bar, this level serves as a private oasisideal for unwinding, entertaining, or simply savoring the rhythm of Gulf breezes.

Across its multiple floors, the residence offers extraordinary flexibility for full-time homeowners, second-home seekers, and multigenerational families alike. Two main living areas provide separation and comfort, while four bedrooms plus a bunk roomeach supported by full or half bathsensure ample accommodation for guests. An elevator serving all levels enhances accessibility and ease, making daily living both convenient and intuitive.

The ground floor is purpose-built for coastal life, featuring a covered outdoor living area, changing room, shower, and an oversized two-car garage,an ideal transition from beach days to home. Upper levels reveal refined living and dining spaces, a tranquil primary suite with private sitting area and terrace access, additional ensuite bedrooms, and thoughtful storage throughout.

Lot 10 also enjoys one of the most enviable locations along the eastern edge of 30A. Steps away, Lake Powell, one of Florida's most iconic coastal dune lakes, invites paddleboarding, kayaking, and quiet exploration. Immediately to the east, Camp Helen State Park offers preserved natural beauty, hiking trails, a fishing pier, and abundant wildlife. And within a short walk or bike ride, the world-class dining, boutiques, and cultural experiences of Rosemary Beach, Alys Beach, Seacrest, and Kaiya Beach Resort await.

For recreation and club amenities, owners benefit from close proximity to Watersound Beach Club, the expansive new Camp Creek amenities, and Wild Heron Golf Clubeach offering resort-style pools, golf, tennis, pickleball, fitness facilities, and multiple dining venues. Travel is effortless with Northwest Florida Beaches International Airport just 15-20 minutes away, providing direct connections to major Southeastern and national markets.

Balancing privacy with proximity, design with livability, and calmness with coastal vibrancy, Lot 10 at Lupin Beach stands as a rare sanctuary on the eastern edge of 30Acrafted with intention, shaped by architectural pedigree, and ready to welcome its first owner into a life of peaceful, boutique coastal living.
#990000

Inlet Beach

15 W Lupin Beach Drive

4 Beds

4 Baths

3,110 Sq.Ft.

$3,495,000

MLS#: 990000

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 2-car garage complete with a golf cart bay 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 worldssmart, 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.

$3,495,000

MLS#: 986020

Tucked away in the vibrant community of Watercolor, this custom built, 7 bedroom, 8 bath, 3-story home sits on one of the largest lots in the community that backs to the natural preserve and is just across the street from a community park and a short walk to a community pool aka The Frog Pool'. This home eases into its natural surroundings with Ipe decks, gas lanterns, Pentair smart remote control pool and spa, screened in porch, outdoor shower and a built-in fire pit; all showcasing outdoor living at its finest and priced to sell! This newly furnished home offers a desirable large and open floor plan, neighboring an appointed carriage house with balcony above a spacious two-car garage and ample parking on the brick paver driveway. As you step into the expansive entry way featuring 12' barrel ceiling and capacious windows letting in scores of natural light, the carefully curated selection of designer furnishings, custom light fixtures, and granite top counters and vanities throughout, present that flair of opulent coastal living. The main level, master suite leads to a stunning master bath featuring an additional walk in closet, garden tub, mini-fridge and master shower. The main level also features a large study, full bath, and a separate entrance to the mud room with double stacked, full size washers and gas dryers, full size fridge and generous built-in storage. The high-end gourmet kitchen is complete with custom cabinetry, a large granite island, stainless steel appliances, including a 72" Sub-zero refrigerator with full fridge and freezer. This kitchen is a chef's dream with a 48" Wolf 6-burner gas range with griddle, also featuring an oven and a half, as well as a separate wet bar and wine storage area. The extremely spacious living room featuring Control 4 opens to the kitchen and dining area, which features soaring 12' ceilings and a beautiful remote control gas fireplace. Sprawling entertaining spaces flow outside to the covered lanai, to the custom pool and spa, and to the natural preserve beyond. Located on one of the largest lots in the neighborhood (78'x160'), this beach house is the quintessential example of prestigious Watercolor living. The second level of this home features 10' ceilings, plantation shutters throughout, three impressive guest suites with walk-in closets, a second master suite with sitting area, and three additional private porches. The third floor of this spacious retreat features dual projectors, four murphy beds, full bath with large shower and copious windows letting in the natural lighting. This home is sold fully furnished and features a Rannai tankless hot water system and LED lighting throughout, benefiting energy savings. This residence well defines the coastal architecture and design that distinguishes our area and is sought out by many.
#776398

Santa Rosa Beach

24 Cove Hollow

7 Beds

8 Baths

7,444 Sq.Ft.

$3,495,000

MLS#: 776398

Discover a truly rare lakefront opportunity with this new construction 5BR/5.5BA WaterSound Beach estate nestled at the end of a quiet cul-de-sac in the Peninsula district to have an expansive outdoor retreat complete with an infinity edge swimming pool and spa, a private green, extended parking, and a two-car garage, all with spectacular lake and gulf views. Designed by Gregory D. Jazayeri Design and built by Dune Construction, find only the finest appointments throughout including a custom mahogany front door, wire brushed hardwood floors, solid wood cabinetry, Wolf and Sub-Zero appliances, frameless glass showers, designer lighting sourced from Bartlett Interiors, a Residential brand elevator, and IPE exterior decking. The first level offers the open-concept living and dining areas highlighted by a fireplace and bi-fold doors that connect to a spacious screened porch overlooking a golden marsh. The gourmet kitchen includes an oversized island, walk-in pantry, commercial grade appliances and doors that lead to the outdoor retreat. This level also includes a powder room, laundry room, and a guest room with ensuite bath and private porch. Upstairs, find two exquisite master suites each with private porches and two additional guest suites with direct access to a shared porch. A unique feature of this home is a five-level open air tower with views that become more stunning with each tier.

Both sophisticated and stylish, the gated WaterSound Beach community located south of Scenic Highway 30A offers homeowners a rare sense of seclusion with easy access to area activities. Amenities include swimming pools, a puttering park, community green spaces, a state-of-the-art fitness center and private boardwalks to one of the most beautiful mile stretches of coastline in the area.
#831037

Watersound

261 Gulf Bridge Lane

5 Beds

5 Baths

3,020 Sq.Ft.

$3,495,000

MLS#: 831037

Your WaterSound Beach oasis awaits you at 42 Founders Court. This immaculate, better than new home boasts Venetian plaster walls, skillfully crafted millwork and 11 foot ceilings. Natural light is carried throughout, emerging from the abundance of windows, but does not take away from the privacy and peace this property holds. No detail was left out in the gourmet kitchen, a true chef's workspace. You will find an expansive amount of counter space, high end accoutrements, and ample walk-in pantry storage. The outdoor Summer Kitchen and heated pool allows you to enjoy the Florida sunshine year-round along with an outdoor pool bathroom and shower. Spacious storage is found inside and out, along with two laundry rooms, and a two car garage.
The property has been exceptionally well maintained.
#861230

Watersound

42 Founders Court

5 Beds

4 Baths

4,546 Sq.Ft.

$3,495,000

MLS#: 861230

This four-bedroom Bermuda inspired freestanding home is ideally located on the iconic Charles Street of Alys Beach and was designed by the renowned architect, Eric Watson. The first-floor master bedroom looks out to an idyllic courtyard with a private plunge pool and covered loggia. A vaulted ceiling spans the great room and kitchen adding a sense of openness and generosity. A highly coveted rooftop terrace overlooks the courtyard. Upgrades in fixture/finishes selections are found throughout 65 North Charles Street and reflect what owners have come to love about Alys Beach.
#847935

Alys Beach

65 N Charles Street

4 Beds

4 Baths

3,195 Sq.Ft.

$3,495,000

MLS#: 847935

This is it! Beach front living the way it was meant to be, with 180 degree views to be able to take both the sunrise and sunset from your indoor or outdoor living spaces! Located in Inlet Beach, a short stroll to Rosemary shops and restaurants, Nifty Shades of Gray has been fully remodeled in 2013 with all new systems in place and a new roof in 2017. Rest assured, there is even a seawall in place! Nifty Shades of Gray's perfect position offers one of the most private beach front settings on all of 30A! From the open concept kitchen, living, dining space and its clean designs, blend the past with the present and allow rest and relaxation along the emerald coast.
#794559

Inlet Beach

220 Winston Lane

4 Beds

3 Baths

3,040 Sq.Ft.

$3,495,000

MLS#: 794559

Entered for comp purposes.
#863864

Santa Rosa Beach

Lot 9 Sienna Court

None Beds

None Baths

N/A

$3,495,000

MLS#: 863864

Entered for comp purposes. KK Block homesites located Beach side of Alys Beach offering Gulf Front, 2nd 3rd, and 4th tier homesite locations.
#904558

Alys Beach

KK13 Sea Garden Street

None Beds

None Baths

0.05 acres

$3,495,000

MLS#: 904558

Designed by well-known architect Rick Lowe, this fully-furnished 4 bedroom, 5-1/2 bath home offers grand living in the magnificent setting of Grace Point on 30A. Boasting a balanced blend of coastal chic, wood tones, the layout, and flow of the home is both welcoming and timeless for friends and family to enjoy. Upon entry to the residence, the overhead hand-hewn beams will captivate your attention, as you step onto the warm hardwood flooring, your eye is drawn to the shiplap walls, custom built dining table and cozy sectional that is covered with natural sunlight. The gracious great room offers seating for family gatherings and entertaining and the outdoor living becomes seamless with large doors opening to the wide screened-in porch. Surrounding the large center island, Subzero and Wolf.Each bedroom offers a retreat from your long days at the beach with spa-like baths for refreshing the body and soul while surrounded by Carrera marble countertops and tile backsplashes. 
Notable features of the home include: In addition to the 4 bedrooms, there is a 3rd-floor bunk room (sleeps 10
#874193

Watersound

10 Rainer Lane

5 Beds

5 Baths

3,300 Sq.Ft.

$3,495,000

MLS#: 874193

Superbly located and abundant in its size, 35 Wiggle Lane is a unique value for a Rosemary Beach home.  More than 4,600 square feet of heated and cooled living space, along with approximately 800 square feet of finished porches and an impressive central courtyard, combine to create a grand and inviting retreat for owners and guests.  

Main living spaces feature an open living plan, Wolf and Subzero appliances, a wine refrigerator, an ice maker, breakfast bar seating for 5, a separate dining room, and a comfortable gathering area.  A first floor master suite features dual bathrooms. The the space above features its own full kitchen and living area; which can function as the home's second space, where groups can congregate.  A second master suite, situated in a quiet corner of the home is superior in every right to nearly any master bedroom in the community.  

The home's atrium, a 3-story stairwell, features multiple sitting spaces in which to read, relax, and repose.  

3 additional guest bedrooms finish out the main house.  The first and second level can operate as lockouts, in addition to the home's one-bedroom carriage house.  The effect of which is that the property is a true compound, which if needed can accommodate 3 separate families.  

Central to the home's layout is its patio with summer kitchen.  With doors opened to the courtyard and a fire lit in the built-in chiminea 35 Wiggle has everything you need after a fun day at the beach while being a mere stones throw from all of Rosemary Beach's central amenities.
#876498

Inlet Beach

35 Wiggle Lane

6 Beds

7 Baths

4,636 Sq.Ft.

$3,495,000

MLS#: 876498

Beautiful beach home PLUS adjoining gulf front lot with DEP building PERMIT! These two properties together combine for a unique opportunity! The north parcel features the perfect rental property offering guests a 5 bedroom, 6 1/2 bath retreat with swimming pool and it's own private boardwalk to the beach. This gorgeous home boasts 2 fireplaces, elevator, 2-car garage, and 2 large balconies overlooking the pool & gulf. All five of the spacious bedrooms have ensuite baths and there is also a full bath and laundry just off the pool. Home is being offered fully furnished and rental ready. The south parcel features a gulf front lot offering stunning unobstructed views to the east and great sunset views to the west. The lot also includes a DEP approved building permit for a 3 story home of up to approximately 7,000 square feet along with a gulf front pool.  The combination of the properties is a one of a kind opportunity.  The lucky buyer can enjoy the current home while building the gulf front home of their dreams!  After construction is finished, enjoy the rental income from the current pool home.
#771539

Santa Rosa Beach

69 Chivas Lane

5 Beds

6 Baths

3,177 Sq.Ft.

$3,495,000

MLS#: 771539

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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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