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Priced below February appraisal of $4.6M and boasting a bonus depreciation estimate of over $740,000, this home is perfectly positioned along the serene shores of Choctawhatchee Bay, this exceptional Santa Rosa Beach estate offers a rare blend of luxury, privacy, and waterfront living. Set on more than half an acre with 100 feet of pristine bay frontage, the property presents sweeping water views, private bay access, and thoughtfully designed spaces ideal for both entertaining and everyday relaxation. Located just minutes from Scenic Highway 30A, residents enjoy quick access to world-renowned beaches, gourmet dining, boutique shopping, and lively cultural experiences. The main residence spans approximately 6,300 square feet, boasting five bedrooms and 5.5 baths. A soaring double-height foyer welcomes you with unobstructed bay views, leading into an open-concept living area that seamless connects indoor and outdoor spaces. The chef's kitchen is outfitted with custom cabinetry, professional-grade appliances, and floor-to-ceiling windows that flood the space with natural light and capture breathtaking waterfront vistas. Perfect for entertaining, the expansive living and dining areas open to a resort-style outdoor retreat featuring a heated pool, spa, and oversized sun deck. Whether hosting sunset soirées or enjoying peaceful mornings by the water, this outdoor oasis delivers the ultimate coastal lifestyle. Upstairs, the grand primary suite is a tranquil escape, complete with floor-to-ceiling windows overlooking the bay, a luxurious spa-inspired ensuite with dual vanities, a walk-in shower, and a private water closet. Additional guest suites, a theater room with a wet bar, and an upstairs bonus space ensure comfort, entertainment, and privacy for all. The detached carriage house provides 1,500 square feet of additional living space, featuring two bedrooms, 1.5 bathrooms, a full kitchen, and an open living and dining area. Ideal for guests or extended family, this beautifully appointed space features a private, wraparound porch with water views and its own entrance, accessible via an interior staircase. For boating enthusiasts, the property features a private dock with a boat lift, a Jon boat/kayak launch, and a seawall, offering effortless access to open-water adventures. boasting a large boat house that is 38' wide and 32' long, capable of accommodating your favorite boat Offering the perfect blend of elegance, function, and lifestyle, this bayfront estate is a true coastal sanctuary, moments from 30A, yet worlds away.

9 Beds ⋅ 7 Baths ⋅ 977794 MLS

Priced below February appraisal of $4.6M and boasting a bonus depreciation estimate of over $740,000, this home is perfectly positioned along the serene shores of Choctawhatchee Bay, this exceptional Santa Rosa Beach estate offers a rare blend of luxury, privacy, and waterfront living. Set on more than half an acre with 100 feet of pristine bay frontage, the property presents sweeping water views, private bay access, and thoughtfully designed spaces ideal for both entertaining and everyday relaxation. Located just minutes from Scenic Highway 30A, residents enjoy quick access to world-renowned beaches, gourmet dining, boutique shopping, and lively cultural experiences. The main residence spans approximately 6,300 square feet, boasting five bedrooms and 5.5 baths. A soaring double-height foyer welcomes you with unobstructed bay views, leading into an open-concept living area that seamless connects indoor and outdoor spaces. The chef's kitchen is outfitted with custom cabinetry, professional-grade appliances, and floor-to-ceiling windows that flood the space with natural light and capture breathtaking waterfront vistas. Perfect for entertaining, the expansive living and dining areas open to a resort-style outdoor retreat featuring a heated pool, spa, and oversized sun deck. Whether hosting sunset soirées or enjoying peaceful mornings by the water, this outdoor oasis delivers the ultimate coastal lifestyle. Upstairs, the grand primary suite is a tranquil escape, complete with floor-to-ceiling windows overlooking the bay, a luxurious spa-inspired ensuite with dual vanities, a walk-in shower, and a private water closet. Additional guest suites, a theater room with a wet bar, and an upstairs bonus space ensure comfort, entertainment, and privacy for all. The detached carriage house provides 1,500 square feet of additional living space, featuring two bedrooms, 1.5 bathrooms, a full kitchen, and an open living and dining area. Ideal for guests or extended family, this beautifully appointed space features a private, wraparound porch with water views and its own entrance, accessible via an interior staircase. For boating enthusiasts, the property features a private dock with a boat lift, a Jon boat/kayak launch, and a seawall, offering effortless access to open-water adventures. boasting a large boat house that is 38' wide and 32' long, capable of accommodating your favorite boat Offering the perfect blend of elegance, function, and lifestyle, this bayfront estate is a true coastal sanctuary, moments from 30A, yet worlds away.

92 Carolyn Ln, Santa Rosa Beach

$1,395,000

This rare 1.2-acre waterfront property is a truly distinctive navigable waterfront setting with sweeping views of a state protected estuary and Choctawhatchee Bay. Here is a unique blend of natural beauty and privacy within the quiet upscale bay front community of Bay Pine Shores with paved Cul de sac streets. The 325 ft. wide property provides privacy and has 230 feet of very navigable waterfront and private dock from which to cruise into the bay and onward to the gulf for all types of water recreation and fishing. The property has ample space to add a private pool and a carriage house. This very thoughtfully updated, meticulously maintained custom-designed home has soaring ceilings, spacious and open living areas with scenic water views and outdoor connectivity from every room to porches and a large covered, screened porch. The location of this home is just 4 miles from Gulf beaches, state parks, all that Scenic HWY 30A offers and close to nearby shopping, dining and Ascension Sacred Heart Hospital. A spacious, covered screened porch also captures the panoramic views, overlooking the peaceful setting surrounded by mature oaks, magnolias, azaleas, and camellias that create a quiet, park-like landscape. Property upgrades include hardwood floors, a new guest shower, updated PEX plumbing, freshly repainted walls and soft close cabinets throughout. Features include a 40-year steel roof, an oversized garage, and generous driveway parking. A second large driveway accommodates a camper or boat, and an additional Florida Dock Permit offers the opportunity for a second dock and boat lift, if desired. Ideally located just minutes from the Gulf beaches, Scenic Highway 30A, state parks, marinas, shopping, dining, and entertainment, and with convenient access to healthcare including Ascension Sacred Heart Hospital, this property offers a rare balance of waterfront privacy and everyday accessibility.

3 Beds ⋅ 2 Baths ⋅ 998179 MLS

This rare 1.2-acre waterfront property is a truly distinctive navigable waterfront setting with sweeping views of a state protected estuary and Choctawhatchee Bay. Here is a unique blend of natural beauty and privacy within the quiet upscale bay front community of Bay Pine Shores with paved Cul de sac streets. The 325 ft. wide property provides privacy and has 230 feet of very navigable waterfront and private dock from which to cruise into the bay and onward to the gulf for all types of water recreation and fishing. The property has ample space to add a private pool and a carriage house. This very thoughtfully updated, meticulously maintained custom-designed home has soaring ceilings, spacious and open living areas with scenic water views and outdoor connectivity from every room to porches and a large covered, screened porch. The location of this home is just 4 miles from Gulf beaches, state parks, all that Scenic HWY 30A offers and close to nearby shopping, dining and Ascension Sacred Heart Hospital. A spacious, covered screened porch also captures the panoramic views, overlooking the peaceful setting surrounded by mature oaks, magnolias, azaleas, and camellias that create a quiet, park-like landscape. Property upgrades include hardwood floors, a new guest shower, updated PEX plumbing, freshly repainted walls and soft close cabinets throughout. Features include a 40-year steel roof, an oversized garage, and generous driveway parking. A second large driveway accommodates a camper or boat, and an additional Florida Dock Permit offers the opportunity for a second dock and boat lift, if desired. Ideally located just minutes from the Gulf beaches, Scenic Highway 30A, state parks, marinas, shopping, dining, and entertainment, and with convenient access to healthcare including Ascension Sacred Heart Hospital, this property offers a rare balance of waterfront privacy and everyday accessibility.

252 Pisces Dr, Santa Rosa Beach

$429,600

Build your life around the water--where every day feels like a getaway & every sunset is yours to keep. This rare .67-acre canal-front homesite offers direct access to Choctawhatchee Bay, inviting you to fully embrace the waterfront lifestyle. Design your dream home w/room for a dock & boat, and set out at a moment's notice--whether it's a sunset cruise to The Bay for dinner, a fun-filled Saturday at Crab Island, or a peaceful morning paddle boarding right from your backyard. Kayak the calm canal waters, cast a line at golden hour, or simply unwind and soak in the quiet beauty that surrounds you. Install your dock & bring your boat now--start enjoying the waterfront lifestyle immediately while you design and build your dream home. With no build-out timeframe, you have the freedom to create exactly what you envision, all while already living the lifestyle most are waiting for. The generous lot size offers endless design possibilities, including the potential for bay views depending on your vision. Tucked within a charming coastal neighborhood that feels worlds away, yet conveniently close to the beach, dining, shopping, and everything the Emerald Coast has to offer--this is an affordable opportunity to secure your place on the water and start living the lifestyle most only dream about.

999381 MLS

Build your life around the water--where every day feels like a getaway & every sunset is yours to keep. This rare .67-acre canal-front homesite offers direct access to Choctawhatchee Bay, inviting you to fully embrace the waterfront lifestyle. Design your dream home w/room for a dock & boat, and set out at a moment's notice--whether it's a sunset cruise to The Bay for dinner, a fun-filled Saturday at Crab Island, or a peaceful morning paddle boarding right from your backyard. Kayak the calm canal waters, cast a line at golden hour, or simply unwind and soak in the quiet beauty that surrounds you. Install your dock & bring your boat now--start enjoying the waterfront lifestyle immediately while you design and build your dream home. With no build-out timeframe, you have the freedom to create exactly what you envision, all while already living the lifestyle most are waiting for. The generous lot size offers endless design possibilities, including the potential for bay views depending on your vision. Tucked within a charming coastal neighborhood that feels worlds away, yet conveniently close to the beach, dining, shopping, and everything the Emerald Coast has to offer--this is an affordable opportunity to secure your place on the water and start living the lifestyle most only dream about.

Lot 8 Pisces, Santa Rosa Beach

$425,000

Discover your slice of waterfront serenity in the exclusive community of Bayâ¯Pineâ¯Shores. This rare half acre+ homesite is nestled along a tranquil canal with direct access to Choctawhatcheeâ¯Bay, ideal for building your primary residence or a dreamy vacation retreat. Picture mornings on your private dock (with an estimated 4'+ water depth) casting a line, paddling a kayak, or boarding your SUP. The peaceful bayou offers a perfect backdrop for boating, fishing, and water adventures. Location is key: you're minutes from the sugarâ'white beaches, vibrant shopping, fine dining and the full lifestyle found along Scenicâ¯Highwayâ¯30A. The lot has been recently cleared for easy visualization of your future home â' come walk the grounds & imagine your life here! Buyer to verify all information. Flood Zone AE

988042 MLS

Discover your slice of waterfront serenity in the exclusive community of Bayâ¯Pineâ¯Shores. This rare half acre+ homesite is nestled along a tranquil canal with direct access to Choctawhatcheeâ¯Bay, ideal for building your primary residence or a dreamy vacation retreat. Picture mornings on your private dock (with an estimated 4'+ water depth) casting a line, paddling a kayak, or boarding your SUP. The peaceful bayou offers a perfect backdrop for boating, fishing, and water adventures. Location is key: you're minutes from the sugarâ'white beaches, vibrant shopping, fine dining and the full lifestyle found along Scenicâ¯Highwayâ¯30A. The lot has been recently cleared for easy visualization of your future home â' come walk the grounds & imagine your life here! Buyer to verify all information. Flood Zone AE

212 Pisces Dr, Santa Rosa Beach

$399,999

Rare opportunity to own two oversized homesites totaling approximately 1.26 acres in the desirable Bay Pine Shores community of Santa Rosa Beach. Offered together, Lots 6 & 7 provide exceptional flexibility with the potential to build one expansive estate or two separate homes, subject to applicable approvals. A significant value-add, wetland mitigation was completed in November 2022, saving future buyers both time and expense. Surveys are available, and house plans are also available for purchase, helping you move one step closer to bringing your vision to life. Bay Pine Shores is a small, HOA-restricted community with low annual dues of just $125 per lot and no required build-out timeframe, allowing you to build on your schedule. Conveniently located just off Chat Holly Road, less than a mile from Highway 331, and only minutes from the beaches of South Walton and 30A, you'll enjoy easy access to renowned dining, shopping, entertainment, boating, and outdoor recreation. The surrounding area continues to experience exciting growth and investment, including the planned amphitheater and future mixed-use developments featuring lakes, trails, and additional amenities. Large homesites of this size have become increasingly difficult to find in South Walton, making this an exceptional opportunity for a primary residence, second home, or investment property.

1013156 MLS

Rare opportunity to own two oversized homesites totaling approximately 1.26 acres in the desirable Bay Pine Shores community of Santa Rosa Beach. Offered together, Lots 6 & 7 provide exceptional flexibility with the potential to build one expansive estate or two separate homes, subject to applicable approvals. A significant value-add, wetland mitigation was completed in November 2022, saving future buyers both time and expense. Surveys are available, and house plans are also available for purchase, helping you move one step closer to bringing your vision to life. Bay Pine Shores is a small, HOA-restricted community with low annual dues of just $125 per lot and no required build-out timeframe, allowing you to build on your schedule. Conveniently located just off Chat Holly Road, less than a mile from Highway 331, and only minutes from the beaches of South Walton and 30A, you'll enjoy easy access to renowned dining, shopping, entertainment, boating, and outdoor recreation. The surrounding area continues to experience exciting growth and investment, including the planned amphitheater and future mixed-use developments featuring lakes, trails, and additional amenities. Large homesites of this size have become increasingly difficult to find in South Walton, making this an exceptional opportunity for a primary residence, second home, or investment property.

Lot 6 & 7 & Dr, Santa Rosa Beach