Theketchersidgroup.com Search Results

A symphony of elegance in Grayton Beach, Lollygag commands the most coveted location on 30A, where Western Lake meets the Gulf of America in an awe-inspiring convergence of coastal beauty. Positioned at the curve of the Grayton Beach outfall, this home offers a rare and uninterrupted panorama, with forever-protected views of the dune lake, sugar-white sands, and emerald Gulf waters. Its setting is as private as it is breathtaking. Designed with an emphasis on both luxury and resilience, Lollygag is a fortress of coastal design, featuring a bedrock-anchored seawall ensuring lasting protection without compromising the natural beauty that surrounds it. Inside, every element has been thoughtfully curated to create a home that is both extraordinary in design and effortless in function. A commercial-grade elevator provides seamless access across all three levels, while wide hallways enhance flow and accessibility. The first floor is dedicated to comfort and convenience, featuring a steam room (sauna), full laundry, and half bath. The second level hosts two king suites, a queen suite, and a six-bed bunk room, each, except bunkroom, has its own private covered porch to take in the endless views. A handicap-accessible bath serves the bunk room, ensuring comfort for every guest. A swing bed on the second-floor porch provides a tranquil retreat, perfect for soaking in the coastal serenity. The third floor is where Lollygag truly shines. A grand great room, private office, screened-in porch, and an expansive seaward-facing deck with another swing bed create the ultimate indoor-outdoor living experience. Whether gathering in the open concept living space or unwinding as the sun dips below the horizon, every moment in this home is framed by the natural beauty of 30A's most remarkable setting. From its high-end appliances and integrated surround sound to its durable metal roof, hardboard siding, and Trex decking, every element of Lollygag speaks to quality and craftsmanship. Under-home covered parking with custom lighting enhances convenience, while two full outdoor showers offer the perfect way to refresh after a day on the water. With an unrivaled location, timeless design, and a level of craftsmanship rarely found, Lollygag stands as a benchmark of luxury along 30A. Used as a second home and not a rental, its pristine condition and exclusivity remain intact. Private showings by appointment only.

4 Beds ⋅ 6 Baths ⋅ 970654 MLS

A symphony of elegance in Grayton Beach, Lollygag commands the most coveted location on 30A, where Western Lake meets the Gulf of America in an awe-inspiring convergence of coastal beauty. Positioned at the curve of the Grayton Beach outfall, this home offers a rare and uninterrupted panorama, with forever-protected views of the dune lake, sugar-white sands, and emerald Gulf waters. Its setting is as private as it is breathtaking. Designed with an emphasis on both luxury and resilience, Lollygag is a fortress of coastal design, featuring a bedrock-anchored seawall ensuring lasting protection without compromising the natural beauty that surrounds it. Inside, every element has been thoughtfully curated to create a home that is both extraordinary in design and effortless in function. A commercial-grade elevator provides seamless access across all three levels, while wide hallways enhance flow and accessibility. The first floor is dedicated to comfort and convenience, featuring a steam room (sauna), full laundry, and half bath. The second level hosts two king suites, a queen suite, and a six-bed bunk room, each, except bunkroom, has its own private covered porch to take in the endless views. A handicap-accessible bath serves the bunk room, ensuring comfort for every guest. A swing bed on the second-floor porch provides a tranquil retreat, perfect for soaking in the coastal serenity. The third floor is where Lollygag truly shines. A grand great room, private office, screened-in porch, and an expansive seaward-facing deck with another swing bed create the ultimate indoor-outdoor living experience. Whether gathering in the open concept living space or unwinding as the sun dips below the horizon, every moment in this home is framed by the natural beauty of 30A's most remarkable setting. From its high-end appliances and integrated surround sound to its durable metal roof, hardboard siding, and Trex decking, every element of Lollygag speaks to quality and craftsmanship. Under-home covered parking with custom lighting enhances convenience, while two full outdoor showers offer the perfect way to refresh after a day on the water. With an unrivaled location, timeless design, and a level of craftsmanship rarely found, Lollygag stands as a benchmark of luxury along 30A. Used as a second home and not a rental, its pristine condition and exclusivity remain intact. Private showings by appointment only.

186 Banfill St, Santa Rosa Beach

$1,399,000

This amazing bay front home gives the feeling of being out in the country with no roof tops in sight to the serenity of the salty air and multiple species of marine life frolicking in the water in front of this amazing property. Only a short drive to some of the worlds most amazing beaches, shopping and some of the best restaurants along the gulf coast. This three bedroom/three bathroom Florida cottage is surrounded with large live oak trees. There is a seawall that protects the property from erosion and you will experience some of the most amazing sunsets and sunrises imaginable. There is approximately .6 acres associated with this property with the availability to also purchase the 1.2 acres that is directly attached to this property to the west.

3 Beds ⋅ 3 Baths ⋅ 893464 MLS

This amazing bay front home gives the feeling of being out in the country with no roof tops in sight to the serenity of the salty air and multiple species of marine life frolicking in the water in front of this amazing property. Only a short drive to some of the worlds most amazing beaches, shopping and some of the best restaurants along the gulf coast. This three bedroom/three bathroom Florida cottage is surrounded with large live oak trees. There is a seawall that protects the property from erosion and you will experience some of the most amazing sunsets and sunrises imaginable. There is approximately .6 acres associated with this property with the availability to also purchase the 1.2 acres that is directly attached to this property to the west.

2 John Massee Lane Ln, Santa Rosa Beach

$2,495,000

Welcome to your dream Gulf view beach house in historic Grayton Beach, one of Florida's most beloved and iconic coastal communities. This beautifully updated 4 bedroom, 3.5 bath home sits just steps from the sugar white sand and emerald waters of Grayton Beach State Park, offering the perfect blend of charm, comfort, and investment potential. With a proven rental history and exceptional short term rental income opportunities, this property is both a serene retreat and a high performing asset. A True Grayton Beach Gem Located in the heart of Old Town Grayton Beach, where life moves at an easygoing pace and every day ends with a breathtaking sunset, this home invites you to relax on any of its three covered lanais and soak in the coastal breeze. The exterior has been meticulously maintained and enhanced with low maintenance natural landscaping, ensuring beauty without the upkeep. Resort Style Outdoor Living The main level is designed for unforgettable days in the sun, featuring: " A large custom pool " Outdoor shower " Poolside half bath " Covered terrace perfect for lounging or grilling " Ample storage, including a large owner's storage room/workspace " Covered parking This thoughtful layout makes beach living effortless for both owners and guests. Bright, Open, and Perfect for Entertaining On the second level, sunlight pours through expansive windows and doors, illuminating the spacious open concept living area. The upgraded kitchen features: " Custom white cabinetry " Stainless steel appliances " 6 burner gas range + dual oven " Wine Cooler / Beverage Fridge " Breakfast bar " Walk in pantry Three guest bedrooms and two full bathrooms provide plenty of space for family and visitors, while the screened porch offers a peaceful spot to enjoy morning coffee or evening cocktails. Private Third Level Retreat The entire third floor is dedicated to the luxurious primary suite, complete with: " Spectacular Gulf views " Expansive walk in closet " Spa inspired bathroom with jetted tub, large walk in shower, and dual vanities " Private covered veranda overlooking the water It's a sanctuary designed for relaxation and rejuvenation. Unmatched Walkability & Local Lifestyle This home places you in the center of everything that makes Grayton Beach so special: " Walk to 15+ restaurants, cafés, and local favorites " Two beach access points just two blocks away " Steps from Grayton Beach State Park " Launch a boat or YOLO board into Western Lake " Paddle straight out to the Gulf or explore Turtle Reef Grayton Beach is known for its quirky charmlocals lovingly say, "Nice Dogs, Strange People"and Southern Living has described the area as "upscale but unfussy." It's a community unlike any other on 30A. Turnkey & Rental Ready This home is being sold fully furnished and rental ready, making it an ideal opportunity for investors seeking a high value short term rental with a strong rental history. Whether you're looking for a personal getaway, a full time residence, or a top performing vacation rental, this property checks every box. Don't miss your chance to own a rare piece of paradise in one of the most sought after neighborhoods on 30A. Buyers should verify all dimensions and details important to them.

4 Beds ⋅ 4 Baths ⋅ 991726 MLS

Welcome to your dream Gulf view beach house in historic Grayton Beach, one of Florida's most beloved and iconic coastal communities. This beautifully updated 4 bedroom, 3.5 bath home sits just steps from the sugar white sand and emerald waters of Grayton Beach State Park, offering the perfect blend of charm, comfort, and investment potential. With a proven rental history and exceptional short term rental income opportunities, this property is both a serene retreat and a high performing asset. A True Grayton Beach Gem Located in the heart of Old Town Grayton Beach, where life moves at an easygoing pace and every day ends with a breathtaking sunset, this home invites you to relax on any of its three covered lanais and soak in the coastal breeze. The exterior has been meticulously maintained and enhanced with low maintenance natural landscaping, ensuring beauty without the upkeep. Resort Style Outdoor Living The main level is designed for unforgettable days in the sun, featuring: " A large custom pool " Outdoor shower " Poolside half bath " Covered terrace perfect for lounging or grilling " Ample storage, including a large owner's storage room/workspace " Covered parking This thoughtful layout makes beach living effortless for both owners and guests. Bright, Open, and Perfect for Entertaining On the second level, sunlight pours through expansive windows and doors, illuminating the spacious open concept living area. The upgraded kitchen features: " Custom white cabinetry " Stainless steel appliances " 6 burner gas range + dual oven " Wine Cooler / Beverage Fridge " Breakfast bar " Walk in pantry Three guest bedrooms and two full bathrooms provide plenty of space for family and visitors, while the screened porch offers a peaceful spot to enjoy morning coffee or evening cocktails. Private Third Level Retreat The entire third floor is dedicated to the luxurious primary suite, complete with: " Spectacular Gulf views " Expansive walk in closet " Spa inspired bathroom with jetted tub, large walk in shower, and dual vanities " Private covered veranda overlooking the water It's a sanctuary designed for relaxation and rejuvenation. Unmatched Walkability & Local Lifestyle This home places you in the center of everything that makes Grayton Beach so special: " Walk to 15+ restaurants, cafés, and local favorites " Two beach access points just two blocks away " Steps from Grayton Beach State Park " Launch a boat or YOLO board into Western Lake " Paddle straight out to the Gulf or explore Turtle Reef Grayton Beach is known for its quirky charmlocals lovingly say, "Nice Dogs, Strange People"and Southern Living has described the area as "upscale but unfussy." It's a community unlike any other on 30A. Turnkey & Rental Ready This home is being sold fully furnished and rental ready, making it an ideal opportunity for investors seeking a high value short term rental with a strong rental history. Whether you're looking for a personal getaway, a full time residence, or a top performing vacation rental, this property checks every box. Don't miss your chance to own a rare piece of paradise in one of the most sought after neighborhoods on 30A. Buyers should verify all dimensions and details important to them.

196 Magnolia St, Santa Rosa Beach

$995,000

Welcome to your dream retreat, nestled in the serene community of Highland Parks at Blue Mountain Beach. This custom-built home by Henderson Homes offers a perfect blend of comfort and tranquility, boasting 3 spacious bedrooms, each with its own private ensuite, and an additional half bath for guests. The huge open-concept living area is designed for both relaxation and entertaining. This home comes completely furnished and turn key ready for your enjoyment and/or investment. The six seater golf cart is also included in the purchase. Step outside to your porch, where the beautiful backyard opens up to the Pt. Washington State Forest, offering unmatched privacy and a connection to the Long Leaf Pine Trail.

3 Beds ⋅ 4 Baths ⋅ 990873 MLS

Welcome to your dream retreat, nestled in the serene community of Highland Parks at Blue Mountain Beach. This custom-built home by Henderson Homes offers a perfect blend of comfort and tranquility, boasting 3 spacious bedrooms, each with its own private ensuite, and an additional half bath for guests. The huge open-concept living area is designed for both relaxation and entertaining. This home comes completely furnished and turn key ready for your enjoyment and/or investment. The six seater golf cart is also included in the purchase. Step outside to your porch, where the beautiful backyard opens up to the Pt. Washington State Forest, offering unmatched privacy and a connection to the Long Leaf Pine Trail.

135 Gulfview Cir, Santa Rosa Beach

$3,195,000

Located within the gated waterfront community of Churchill Oaks, this thoughtfully designed residence offers a refined take on coastal living with a focus on effortless indoor-outdoor flow and elevated everyday comfort. Positioned just north of 30A, the home pairs a private setting with access to a bayou front marina, clubhouse, and resort-style infinity pool. Designed for both entertaining and daily living, the home features a private pool, two-car garage, and a flexible layout with two primary suites. The main living area is anchored by soaring 12-foot ceilings and expansive 10-foot Euro-wall sliders that open seamlessly to the outdoor living space, creating a natural extension of the home. Interior finishes blend warmth and sophistication with Venetian plaster walls, white oak flooring, and curated architectural details throughout. The kitchen is designed for both function and presentation, featuring a 48-inch Wolf dual-fuel range with griddle, 48-inch Sub-Zero refrigerator, 6cm honed marble island, butler's pantry, and a wet bar with beverage refrigeration. The main-level primary suite offers vaulted ceilings, a spacious bath with dual vanities and soaking tub, and direct access to the L-shaped plunge pool. Upstairs, a secondary living area with wet bar provides additional space to gather, along with a second primary suite featuring a custom walk-in closet, screened balcony, and a wet-room-style bath with garden tub and shower. Outdoor spaces are designed for low-maintenance enjoyment, complete with an AstroTurf lawn, fire pit, and summer kitchen with built-in grill, sink, and refrigerator. Churchill Oaks residents enjoy gated privacy along with access to a private marina, bayou front clubhouse, and community pool, all within close proximity to the beaches, dining, and shopping of 30A.

4 Beds ⋅ 5 Baths ⋅ 981260 MLS

Located within the gated waterfront community of Churchill Oaks, this thoughtfully designed residence offers a refined take on coastal living with a focus on effortless indoor-outdoor flow and elevated everyday comfort. Positioned just north of 30A, the home pairs a private setting with access to a bayou front marina, clubhouse, and resort-style infinity pool. Designed for both entertaining and daily living, the home features a private pool, two-car garage, and a flexible layout with two primary suites. The main living area is anchored by soaring 12-foot ceilings and expansive 10-foot Euro-wall sliders that open seamlessly to the outdoor living space, creating a natural extension of the home. Interior finishes blend warmth and sophistication with Venetian plaster walls, white oak flooring, and curated architectural details throughout. The kitchen is designed for both function and presentation, featuring a 48-inch Wolf dual-fuel range with griddle, 48-inch Sub-Zero refrigerator, 6cm honed marble island, butler's pantry, and a wet bar with beverage refrigeration. The main-level primary suite offers vaulted ceilings, a spacious bath with dual vanities and soaking tub, and direct access to the L-shaped plunge pool. Upstairs, a secondary living area with wet bar provides additional space to gather, along with a second primary suite featuring a custom walk-in closet, screened balcony, and a wet-room-style bath with garden tub and shower. Outdoor spaces are designed for low-maintenance enjoyment, complete with an AstroTurf lawn, fire pit, and summer kitchen with built-in grill, sink, and refrigerator. Churchill Oaks residents enjoy gated privacy along with access to a private marina, bayou front clubhouse, and community pool, all within close proximity to the beaches, dining, and shopping of 30A.

267 Churchill Oaks Dr, Santa Rosa Beach

$4,749,000

This luxurious home is located south of 30A at Caspian Estates in a corner lot with forever Gulf views. The neighborhood has nine homes with 2 private entry gates and a pool. This 4,858 sq ft home has 5 bedrooms, 5 full baths, and 3 half baths. The house has a 2-car garage and front porch sitting area both with exterior gas lanterns. House has a custom millwork staircase with gorgeous chandeliers and 4 floor accessible elevator. The first floor includes an entry foyer, staging area, humidity-controlled wine cave, oversized laundry room with washer/dryer, storage closet, half bath, bar with sink/refrigerator/ice maker, and guest bedroom with king-sized bed, full bath & double closets. The laundry room opens to an exterior walkway with access to an outdoor shower with hot & cold water. The second floor includes a guest suite with full bath, laundry closet with washer/dryer, and primary suite. The guest suite includes a "swinging" king bed & two custom wall mount bunk twin beds, bathroom with double sinks and soaking tub & shower, and walk-in closet. The double-door entry to the primary suite has a feature wall behind king-size Tempur-Pedic bed with dual controls, built-in cabinets, morning bar with refrigerator, and wall-mounted television. The master bath includes a spa bath with a freestanding tub and double head shower with Kohler audio system, double sinks, Bidet toilet, and walk-in closet with vanity table, lighted mirror & sink. The primary suite leads out to a private covered 2nd floor porch with forever Gulf views from the swinging bed. The third floor with 11 1/4 ft ceilings includes the main living room with gas fireplace, dining room, kitchen, bar with sink/ice maker/refrigerator, half bath, and bedroom with full bathroom with double sinks. The gourmet kitchen has high-gloss white cabinets, backsplash window, corner pantry, and center island. Kitchen has Jenn Air appliances including refrigerator, gas range, double ovens, built-in microwave, built-in coffee/cappuccino maker, and dishwasher. The 3rd floor covered balcony is accessible from the living room and the kitchen with retractable sliding glass wall doors that open to a corner porch with a built-in Lynx grill & dining area with beautiful sugar sand & Gulf views. The fourth floor includes ocean-view living room, half bath, and junior primary suite. The living room has a wet bar area with liquor storage, Sub-Zero wine tower refrigerator, & icemaker as well as television retractable from ceiling stowage. The junior suite with Gulf views includes a king-sized bed and bath with double closets, storage closet, shower, and double sinks. The 4th floor balcony is accessible from the living room as well as the junior primary suite. This balcony is 447 sq ft with forever Gulf views covered terrace with gas firepit sectional seating & television sectional seating areas. This contemporary home has been professionally furnished and styled for the beach community south of 30A.

5 Beds ⋅ 8 Baths ⋅ 980593 MLS

This luxurious home is located south of 30A at Caspian Estates in a corner lot with forever Gulf views. The neighborhood has nine homes with 2 private entry gates and a pool. This 4,858 sq ft home has 5 bedrooms, 5 full baths, and 3 half baths. The house has a 2-car garage and front porch sitting area both with exterior gas lanterns. House has a custom millwork staircase with gorgeous chandeliers and 4 floor accessible elevator. The first floor includes an entry foyer, staging area, humidity-controlled wine cave, oversized laundry room with washer/dryer, storage closet, half bath, bar with sink/refrigerator/ice maker, and guest bedroom with king-sized bed, full bath & double closets. The laundry room opens to an exterior walkway with access to an outdoor shower with hot & cold water. The second floor includes a guest suite with full bath, laundry closet with washer/dryer, and primary suite. The guest suite includes a "swinging" king bed & two custom wall mount bunk twin beds, bathroom with double sinks and soaking tub & shower, and walk-in closet. The double-door entry to the primary suite has a feature wall behind king-size Tempur-Pedic bed with dual controls, built-in cabinets, morning bar with refrigerator, and wall-mounted television. The master bath includes a spa bath with a freestanding tub and double head shower with Kohler audio system, double sinks, Bidet toilet, and walk-in closet with vanity table, lighted mirror & sink. The primary suite leads out to a private covered 2nd floor porch with forever Gulf views from the swinging bed. The third floor with 11 1/4 ft ceilings includes the main living room with gas fireplace, dining room, kitchen, bar with sink/ice maker/refrigerator, half bath, and bedroom with full bathroom with double sinks. The gourmet kitchen has high-gloss white cabinets, backsplash window, corner pantry, and center island. Kitchen has Jenn Air appliances including refrigerator, gas range, double ovens, built-in microwave, built-in coffee/cappuccino maker, and dishwasher. The 3rd floor covered balcony is accessible from the living room and the kitchen with retractable sliding glass wall doors that open to a corner porch with a built-in Lynx grill & dining area with beautiful sugar sand & Gulf views. The fourth floor includes ocean-view living room, half bath, and junior primary suite. The living room has a wet bar area with liquor storage, Sub-Zero wine tower refrigerator, & icemaker as well as television retractable from ceiling stowage. The junior suite with Gulf views includes a king-sized bed and bath with double closets, storage closet, shower, and double sinks. The 4th floor balcony is accessible from the living room as well as the junior primary suite. This balcony is 447 sq ft with forever Gulf views covered terrace with gas firepit sectional seating & television sectional seating areas. This contemporary home has been professionally furnished and styled for the beach community south of 30A.

21 Scuttle Hole Rd, Santa Rosa Beach

160 Royal Fern Way Way, Santa Rosa Beach

$4,995,000

Welcome to one of the finest homes in Watercolor! Built by the Coastal Elements team and designed at Q Interior Surfaces, this home embodies beach living at its finest. Featuring a beautiful open floor plan with French Oak flooring, Venetian plaster and white oak beams it is the quintessential Watercolor beach home. As you walk into the home you are greeted by a world class Chef's kitchen boasting custom cabinetry, an oversized island, professional appliances, & a butler pantry. From the kitchen you will be delighted with the open living and dining area with a fireplace which looks out to the fantastic backyard! There you are drawn to the pool, outdoor kitchen, firepit and closed-in porch (with a fireplace and TV). As you make your way to the 2nd floor you will be greeted by 2 additional bedrooms, an office/study and the Master Suite. Continue to the 3rd floor and you find the most impressive fun you can have in a home! Featuring 4 custom built-in adult size bunks, ping pong table, TV/sitting area, full bathroom and an additional "recreational" area this is just the icing on the cake!

5 Beds ⋅ 7 Baths ⋅ 991460 MLS

Welcome to one of the finest homes in Watercolor! Built by the Coastal Elements team and designed at Q Interior Surfaces, this home embodies beach living at its finest. Featuring a beautiful open floor plan with French Oak flooring, Venetian plaster and white oak beams it is the quintessential Watercolor beach home. As you walk into the home you are greeted by a world class Chef's kitchen boasting custom cabinetry, an oversized island, professional appliances, & a butler pantry. From the kitchen you will be delighted with the open living and dining area with a fireplace which looks out to the fantastic backyard! There you are drawn to the pool, outdoor kitchen, firepit and closed-in porch (with a fireplace and TV). As you make your way to the 2nd floor you will be greeted by 2 additional bedrooms, an office/study and the Master Suite. Continue to the 3rd floor and you find the most impressive fun you can have in a home! Featuring 4 custom built-in adult size bunks, ping pong table, TV/sitting area, full bathroom and an additional "recreational" area this is just the icing on the cake!

160 Royal Fern Way Way, Santa Rosa Beach

$620,000

Price Improvement - Motivated Seller! Welcome to Mussett Bayou Estates! This wonderful gated community offers a home designed for both comfort and convenience. The low-maintenance exterior combines brick and Hardie board siding for lasting durability. Inside, the spacious primary suite features two large closets, the second bedroom also includes a large closet.The kitchen and baths are finished with granite countertops, and the home boasts hardwood floors in the family room, foyer, and office, plus tile in the kitchen, laundry, and baths. Additional highlights include •Fabric Shield hurricane shutters•An extended backyard fence, doubling usable outdoor space•Office with potential to convert into a 4th bedroom.

3 Beds ⋅ 3 Baths ⋅ 985851 MLS

Price Improvement - Motivated Seller! Welcome to Mussett Bayou Estates! This wonderful gated community offers a home designed for both comfort and convenience. The low-maintenance exterior combines brick and Hardie board siding for lasting durability. Inside, the spacious primary suite features two large closets, the second bedroom also includes a large closet.The kitchen and baths are finished with granite countertops, and the home boasts hardwood floors in the family room, foyer, and office, plus tile in the kitchen, laundry, and baths. Additional highlights include •Fabric Shield hurricane shutters•An extended backyard fence, doubling usable outdoor space•Office with potential to convert into a 4th bedroom.

129 Mussett Bayou Ct, Santa Rosa Beach

How much is your home worth?

How much is your home worth?