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Perfectly positioned in the heart of Seagrove Beach, 107 Cypress Hill Road offers the ideal blend of luxury, location, and investment potential. Situated in a short-term rental-friendly area, it's an exceptional opportunity as a primary residence, second home, or vacation rental Just steps from the sugar-white sand and a short walk or bike ride to Seaside's iconic town center, you'll enjoy effortless access to local favorites including Bud & Alley's, Great Southern Café, Modica Market, Sundog Books, boutique shopping, the Seaside Amphitheater, and the vibrant restaurants and shops that have made 30A a nationally recognized destination. Spanning approximately 2,607 square feet, the home offers multiple gathering spaces thoughtfully arranged across three levels. An in-home elevator provides effortless access to every floor, where the upper levels open to sweeping Gulf views from multiple balconies--creating the perfect backdrop for morning coffee, afternoon breezes, and unforgettable Emerald Coast sunsets. Designed for both entertaining and relaxation, the private backyard serves as your own resort-style escape with a heated in-ground pool, spa, outdoor shower, grilling area, and plenty of space to unwind after a day at the beach. The third floor is the heart of the home, where an open-concept living, dining, and gourmet kitchen is framed by expansive windows and balconies that showcase sparkling Gulf waters. The flexible floor plan features five bedrooms, five full bathrooms, and and half bath, including multiple king suites, a spacious primary retreat with a private balcony, and bunk accommodations ideal for family and guests. Combining Gulf views, thoughtful design, and an unbeatable location, this home offers the flexibility today's buyers are looking for while capturing the very best of the 30A lifestyle. With beach access just moments away, ample parking, and Seagrove Beach's vibrant lifestyle right outside your door, 107 Cypress Hill Road delivers the complete coastal experience.

5 Beds ⋅ 6 Baths ⋅ 1009402 MLS

Perfectly positioned in the heart of Seagrove Beach, 107 Cypress Hill Road offers the ideal blend of luxury, location, and investment potential. Situated in a short-term rental-friendly area, it's an exceptional opportunity as a primary residence, second home, or vacation rental Just steps from the sugar-white sand and a short walk or bike ride to Seaside's iconic town center, you'll enjoy effortless access to local favorites including Bud & Alley's, Great Southern Café, Modica Market, Sundog Books, boutique shopping, the Seaside Amphitheater, and the vibrant restaurants and shops that have made 30A a nationally recognized destination. Spanning approximately 2,607 square feet, the home offers multiple gathering spaces thoughtfully arranged across three levels. An in-home elevator provides effortless access to every floor, where the upper levels open to sweeping Gulf views from multiple balconies--creating the perfect backdrop for morning coffee, afternoon breezes, and unforgettable Emerald Coast sunsets. Designed for both entertaining and relaxation, the private backyard serves as your own resort-style escape with a heated in-ground pool, spa, outdoor shower, grilling area, and plenty of space to unwind after a day at the beach. The third floor is the heart of the home, where an open-concept living, dining, and gourmet kitchen is framed by expansive windows and balconies that showcase sparkling Gulf waters. The flexible floor plan features five bedrooms, five full bathrooms, and and half bath, including multiple king suites, a spacious primary retreat with a private balcony, and bunk accommodations ideal for family and guests. Combining Gulf views, thoughtful design, and an unbeatable location, this home offers the flexibility today's buyers are looking for while capturing the very best of the 30A lifestyle. With beach access just moments away, ample parking, and Seagrove Beach's vibrant lifestyle right outside your door, 107 Cypress Hill Road delivers the complete coastal experience.

107 Cypress Hill Rd, Santa Rosa Beach

$1,850,000

Tucked away just north of 30A, 127 Dogwood Street captures the relaxed coastal charm of old Seagrove Beach with the comfort and peace of mind that comes from extensive recent updates. This beautifully maintained home blends timeless beach cottage style with modern convenience—perfect as a full-time retreat, vacation getaway, or investment opportunity. Step inside to find light-filled spaces that open effortlessly to the outdoors. Fresh coastal finishes and thoughtful upgrades create an atmosphere that's equal parts elegant and easygoing. Major improvements include a new roof, new HVAC system, and a new pool heater, ensuring year-round comfort and efficiency. The exterior shines with new siding, updated windows and doors, and expansive outdoor decks ideal for entertaining, al fresco, or simply relaxing beneath the palms after a day at the beach. The home's private pool area offers a serene escape surrounded by lush landscaping, while its convenient locationjust moments from the sugar-white sand, local shops, and diningplaces you at the heart of 30A living.

4 Beds ⋅ 3 Baths ⋅ 989076 MLS

Tucked away just north of 30A, 127 Dogwood Street captures the relaxed coastal charm of old Seagrove Beach with the comfort and peace of mind that comes from extensive recent updates. This beautifully maintained home blends timeless beach cottage style with modern convenience—perfect as a full-time retreat, vacation getaway, or investment opportunity. Step inside to find light-filled spaces that open effortlessly to the outdoors. Fresh coastal finishes and thoughtful upgrades create an atmosphere that's equal parts elegant and easygoing. Major improvements include a new roof, new HVAC system, and a new pool heater, ensuring year-round comfort and efficiency. The exterior shines with new siding, updated windows and doors, and expansive outdoor decks ideal for entertaining, al fresco, or simply relaxing beneath the palms after a day at the beach. The home's private pool area offers a serene escape surrounded by lush landscaping, while its convenient locationjust moments from the sugar-white sand, local shops, and diningplaces you at the heart of 30A living.

127 Dogwood St, Santa Rosa Beach

$1,485,000

Welcome to a truly special Old Seagrove retreat where charm, privacy, and modern comfort come together in a way that rarely becomes available. Just one and a half blocks to the sugar-white sand and a short stroll to Seaside, this coastal haven sits quietly among mature live oaks that wrap the home in a peaceful treehouse-style setting. Large windows allow natural light to pour through every space while maintaining a quiet sense of privacy, making the home feel both bright and tucked away. Step inside and experience an inviting open layout where 12-foot ceilings, 7-foot windows, and warm all-pine floors set a relaxed coastal tone. The living, dining, and kitchen areas flow effortlessly for gathering and everyday comfort, and the kitchen now includes a double oven that enhances both hosting and day-to-day convenience. The first-floor bathroom has been newly updated, and the flexible first-floor bedroom continues to offer floor-to-ceiling bookcases and a Murphy bed, making it ideal as a guest room, office, or studio. The second level features two spacious master suites, each with a private bath and porch access. One of the suites now includes a large owner's closet that was thoughtfully added to maximize storage and function. The third-floor tower elevates the experience even more with Gulf glimpses over the treetops and an outdoor deck recently resurfaced with durable polyconcrete, which creates a stunning space for stargazing or enjoying fireworks drifting over the water. This home has been maintained and improved with care. Recent upgrades include two new AC systems installed in 2023, an updated electrical panel with surge protection added in 2024, and a brand-new roof completed in November 2025. With 9 feet of space under the home, there is plenty of room for bikes, paddleboards, beach gear, and storage that both full-time residents and vacationers will appreciate. Outdoor living is one of this property's greatest gifts. With more than 1,000 square feet of porches across multiple levels, including both screened and open spaces, there is always a quiet place to enjoy coffee, unwind with a book, or take in the ocean breeze. The backyard deck invites afternoons in a hammock, casual barbecues, outdoor dining, or tending a small garden. Three-quarters fencing enhances the sense of calm and privacy. All of this sits on a coveted 50x100 lot in Old Seagrove where you can walk or bike to beach access, Seaside, WaterColor, Publix, banks, local restaurants, and the trails that wind along 30A. It is a rare blend of convenience, character, and coastal lifestyle in one of the most beloved neighborhoods on the Gulf. Homes with this charm, this privacy, and this level of thoughtful updating are rarely offered. This is the Old Seagrove experience so many dream of but so few ever find. Buyer to verify all information.

3 Beds ⋅ 3 Baths ⋅ 990083 MLS

Welcome to a truly special Old Seagrove retreat where charm, privacy, and modern comfort come together in a way that rarely becomes available. Just one and a half blocks to the sugar-white sand and a short stroll to Seaside, this coastal haven sits quietly among mature live oaks that wrap the home in a peaceful treehouse-style setting. Large windows allow natural light to pour through every space while maintaining a quiet sense of privacy, making the home feel both bright and tucked away. Step inside and experience an inviting open layout where 12-foot ceilings, 7-foot windows, and warm all-pine floors set a relaxed coastal tone. The living, dining, and kitchen areas flow effortlessly for gathering and everyday comfort, and the kitchen now includes a double oven that enhances both hosting and day-to-day convenience. The first-floor bathroom has been newly updated, and the flexible first-floor bedroom continues to offer floor-to-ceiling bookcases and a Murphy bed, making it ideal as a guest room, office, or studio. The second level features two spacious master suites, each with a private bath and porch access. One of the suites now includes a large owner's closet that was thoughtfully added to maximize storage and function. The third-floor tower elevates the experience even more with Gulf glimpses over the treetops and an outdoor deck recently resurfaced with durable polyconcrete, which creates a stunning space for stargazing or enjoying fireworks drifting over the water. This home has been maintained and improved with care. Recent upgrades include two new AC systems installed in 2023, an updated electrical panel with surge protection added in 2024, and a brand-new roof completed in November 2025. With 9 feet of space under the home, there is plenty of room for bikes, paddleboards, beach gear, and storage that both full-time residents and vacationers will appreciate. Outdoor living is one of this property's greatest gifts. With more than 1,000 square feet of porches across multiple levels, including both screened and open spaces, there is always a quiet place to enjoy coffee, unwind with a book, or take in the ocean breeze. The backyard deck invites afternoons in a hammock, casual barbecues, outdoor dining, or tending a small garden. Three-quarters fencing enhances the sense of calm and privacy. All of this sits on a coveted 50x100 lot in Old Seagrove where you can walk or bike to beach access, Seaside, WaterColor, Publix, banks, local restaurants, and the trails that wind along 30A. It is a rare blend of convenience, character, and coastal lifestyle in one of the most beloved neighborhoods on the Gulf. Homes with this charm, this privacy, and this level of thoughtful updating are rarely offered. This is the Old Seagrove experience so many dream of but so few ever find. Buyer to verify all information.

119 Nightcap St, Santa Rosa Beach

$1,395,000

Nestled in the heart of Old Seagrove, this classic beach cottage embodies the timeless charm and coveted lifestyle of one of 30A's most beloved communities. Just a block from Scenic Highway 30A, residents enjoy effortless access to the shimmering Emerald waters and sugar-white sands that define the area. The home also sits within an easy stroll or quick bike ride to the vibrant town of Seaside, offering an array of boutique shopping, celebrated dining, and lively entertainment. Set on a generous corner lot with no HOA restrictions, this property provides ample space for parking and the potential to add a private pool—enhancing the appeal for both personal enjoyment and rental opportunities. Whether you choose to preserve its classic coastal character or design a custom retreat from the ground up, this property presents an opportunity to create unforgettable beach memories in a highly desired location along 30A.

3 Beds ⋅ 2 Baths ⋅ 990388 MLS

Nestled in the heart of Old Seagrove, this classic beach cottage embodies the timeless charm and coveted lifestyle of one of 30A's most beloved communities. Just a block from Scenic Highway 30A, residents enjoy effortless access to the shimmering Emerald waters and sugar-white sands that define the area. The home also sits within an easy stroll or quick bike ride to the vibrant town of Seaside, offering an array of boutique shopping, celebrated dining, and lively entertainment. Set on a generous corner lot with no HOA restrictions, this property provides ample space for parking and the potential to add a private pool—enhancing the appeal for both personal enjoyment and rental opportunities. Whether you choose to preserve its classic coastal character or design a custom retreat from the ground up, this property presents an opportunity to create unforgettable beach memories in a highly desired location along 30A.

80 Dogwood St, Santa Rosa Beach