$7,999,999 Pre-Construction. To be built. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset. 5 Beds ⋅ 9 Baths ⋅ A4669105 MLS Pre-Construction. To be built. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset. 3950 Red Rock Way, South Sarasota
$189,000 Like new and upgraded gorgeous condo. Minutes from world famous Siesta Key Beach and safely located in flood zone X. All new vinyl plank flooring in living areas and new carpet in bedrooms. Both bathrooms are newly renovated, freshly painted inside and out, along with a total makeover of the kitchen in 2025. Located in the rear of the development this condo is very quiet and secure. New washer and dryer, make this as good as a new unit. Ceiling fans and skylights keep it light and bright inside. Community heated pool and fitness center are open to the residents at their leisure. Clubhouse includes kitchen, fitness center, pool table and rest rooms with showers. Lanai features fully enclosed glass windows with screens, new storm doors front and rear. Gardener's paradise in the rear with lush tropical plants. In front enjoy your reserved private parking spot. Close to shopping and some of the best restaurants in Sarasota.This condo has been in the same family since it was built, pride in ownership shows. 2 Beds ⋅ 2 Baths ⋅ TB8431315 MLS ⋅ G-3 BLDG. Like new and upgraded gorgeous condo. Minutes from world famous Siesta Key Beach and safely located in flood zone X. All new vinyl plank flooring in living areas and new carpet in bedrooms. Both bathrooms are newly renovated, freshly painted inside and out, along with a total makeover of the kitchen in 2025. Located in the rear of the development this condo is very quiet and secure. New washer and dryer, make this as good as a new unit. Ceiling fans and skylights keep it light and bright inside. Community heated pool and fitness center are open to the residents at their leisure. Clubhouse includes kitchen, fitness center, pool table and rest rooms with showers. Lanai features fully enclosed glass windows with screens, new storm doors front and rear. Gardener's paradise in the rear with lush tropical plants. In front enjoy your reserved private parking spot. Close to shopping and some of the best restaurants in Sarasota.This condo has been in the same family since it was built, pride in ownership shows. 2630 Woodgate Lane Unit G3, South Sarasota
$122,900 WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle! 1 Beds ⋅ 1 Baths ⋅ A4665781 MLS ⋅ Lucaya Country Club BLDG. WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle! 4444 Swift Road Unit 4, South Sarasota
$579,000 Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings. 3 Beds ⋅ 3 Baths ⋅ A4665433 MLS ⋅ 3 BLDG. Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings. 5560 Cannes Circle Unit 3-106, South Sarasota
$485,000 Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby. 2 Beds ⋅ 2 Baths ⋅ A4662030 MLS Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby. 7460 Mariana Drive, South Sarasota
$160,000 Huge Price Reduction!!! Charming two bedroom with two full baths located minutes from Beautiful Siesta Key Beach. Come check out this freshly painted condo with tile through out located on the 1st floor. Enjoy the relaxing atmosphere of the private screened in patio, no upstairs neighbors and the convenience of your own parking right in front of your home. Community features include a heated pool, clubhouse, manicured grounds and much more. This community feels like you are on vacation year around. Conveniently located close to shopping, dining and beaches. This condo does need a few repairs and is being sold as is. 2 Beds ⋅ 2 Baths ⋅ TB8380753 MLS ⋅ 2640 BLDG. Huge Price Reduction!!! Charming two bedroom with two full baths located minutes from Beautiful Siesta Key Beach. Come check out this freshly painted condo with tile through out located on the 1st floor. Enjoy the relaxing atmosphere of the private screened in patio, no upstairs neighbors and the convenience of your own parking right in front of your home. Community features include a heated pool, clubhouse, manicured grounds and much more. This community feels like you are on vacation year around. Conveniently located close to shopping, dining and beaches. This condo does need a few repairs and is being sold as is. 2640 Woodgate Lane Unit F6, South Sarasota
$3,500,000 Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to capitalize on the views, the potential is limitless. With prime water access for boating enthusiasts and an unbeatable location near the award winning Siesta Key Beach, world class dining, shopping, and cultural attractions, this is a once-in-a-lifetime chance to own a true Sarasota oasis. 4 Beds ⋅ 3 Baths ⋅ A4643594 MLS Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to capitalize on the views, the potential is limitless. With prime water access for boating enthusiasts and an unbeatable location near the award winning Siesta Key Beach, world class dining, shopping, and cultural attractions, this is a once-in-a-lifetime chance to own a true Sarasota oasis. 1444 Ridgewood Lane, South Sarasota
$245,000 Attention!!!! This CONDO has a NEW 12 MONTH LEASE at a GREAT Monthly RENTAL !!!! COMPLETELY FURNISHED!!!!Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sliding glass doors updated with UV hurricane Impact Glass!!! Pinewood Village has a Large Heated Pool, Clubhouse, Fitness Center and Shuffleboard Courts. Furniture includes 2 large HD TV's, kitchen was remodeled with Granite Countertops, Stainless Appliances, Wood Cabinets. Both bathrooms have been total re-done. The master suite bedroom has Plantation shutters for privacy, upgraded fixtures in the bathroom and a walk -in closet. Condo was replumbed, new A/C in 2018, and new kitchen in 2019. Centrally located minutes from beaches, shopping and in the Sarasota School District. The low monthly maintenance fees include Cable TV, Community Pool, Insurance, Maintenance Exterior, Maintenance Grounds, Pool Maintenance, Sewer and Water, and Pest Control. Private Storage Unit and Laundry facilities on Condo Floor, elevator and assigned parking. Tenant in place ready to sign an annual Lease with new owner, if desired!! 2 Beds ⋅ 2 Baths ⋅ A4641855 MLS ⋅ N/A BLDG. Attention!!!! This CONDO has a NEW 12 MONTH LEASE at a GREAT Monthly RENTAL !!!! COMPLETELY FURNISHED!!!!Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sliding glass doors updated with UV hurricane Impact Glass!!! Pinewood Village has a Large Heated Pool, Clubhouse, Fitness Center and Shuffleboard Courts. Furniture includes 2 large HD TV's, kitchen was remodeled with Granite Countertops, Stainless Appliances, Wood Cabinets. Both bathrooms have been total re-done. The master suite bedroom has Plantation shutters for privacy, upgraded fixtures in the bathroom and a walk -in closet. Condo was replumbed, new A/C in 2018, and new kitchen in 2019. Centrally located minutes from beaches, shopping and in the Sarasota School District. The low monthly maintenance fees include Cable TV, Community Pool, Insurance, Maintenance Exterior, Maintenance Grounds, Pool Maintenance, Sewer and Water, and Pest Control. Private Storage Unit and Laundry facilities on Condo Floor, elevator and assigned parking. Tenant in place ready to sign an annual Lease with new owner, if desired!! 2763 Woodgate Lane Unit 208, South Sarasota
$5,980,000 The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments. 4 Beds ⋅ 7 Baths ⋅ A4637673 MLS The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments. 1521 S Lake Shore Drive, South Sarasota