Swfloridafinehomes.com Search Results

$684,800

Looking for a beach front condo on Siesta Key? Wait until you see Tortuga condominium complex. This private gated community is the slice of paradise you have been looking for. Amenities include heated community indoor/outdoor pool, sauna. The clubhouse has been renovated and, with its full kitchen and dining area, can be reserved for a private gathering! This 2 bedroom, 2 bath condo is updated throughout with hurricane sliding doors and is being sold turn-key furnished! You have a water view of the Gulf. The best part of this condo is that it is rented December 28, 2025 through March 2026! Tortuga amenities extend to the Bay side also!! Included are boat docks, a fishing pier, tennis and pickleball courts. Tortuga assigned boat slips are 10.5ft wide by 30ft long. So, length including bow anchor platform, swimming platform, engine mount, protruding propeller, or any other extensions cannot exceed 30ft. HOA fees include basic cable and internet, water, trash pickup and an onsite maintenance manager. Whether you envision it as your permanent sunny abode, a splendid second home, or a savvy investment, your own piece of paradise awaits!

2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code

Looking for a beach front condo on Siesta Key? Wait until you see Tortuga condominium complex. This private gated community is the slice of paradise you have been looking for. Amenities include heated community indoor/outdoor pool, sauna. The clubhouse has been renovated and, with its full kitchen and dining area, can be reserved for a private gathering! This 2 bedroom, 2 bath condo is updated throughout with hurricane sliding doors and is being sold turn-key furnished! You have a water view of the Gulf. The best part of this condo is that it is rented December 28, 2025 through March 2026! Tortuga amenities extend to the Bay side also!! Included are boat docks, a fishing pier, tennis and pickleball courts. Tortuga assigned boat slips are 10.5ft wide by 30ft long. So, length including bow anchor platform, swimming platform, engine mount, protruding propeller, or any other extensions cannot exceed 30ft. HOA fees include basic cable and internet, water, trash pickup and an onsite maintenance manager. Whether you envision it as your permanent sunny abode, a splendid second home, or a savvy investment, your own piece of paradise awaits!

8710 Midnight Pass Road Unit 405, Sarasota

$1,350,000

Welcome to your Siesta Key retreat, where every day feels like a vacation. Perched above the powdery white sands of Siesta Beach, this beautifully renovated home strikes the perfect balance of comfort, style and convenience. You are bound to be impressed by the impeccable attention to detail throughout this open-concept design which includes porcelain plank flooring, custom doors, plantation shutters, architectural ceiling moldings, recessed lighting, and Restoration Hardware fixtures and hardware. The kitchen is a dream with quartz countertops, a 7 ft. island flanked by waterfall edges, an abundance of white cabinetry, stainless appliances, a wine fridge, a pantry and plenty of closet storage. The breakfast bar has ample room for bar stools and extends into the dining area, creating a perfect environment for casual meals or hosting friends. The beachfront experience continues into the living room and onto the balcony overlooking the pool, beach and gulf. The master suite offers endless gulf views and an exquisite bath that feels like a personal spa featuring floating vanities, under cabinet lighting, designer shower fixtures and separate water closet with a linen closet. The guest bedroom and bath will have your guests planning their next visit before they even leave. And there’s even a laundry room with full size washer and dryer providing the utmost convenience. Casarina is nestled within seven acres of newly planted tropical landscaping and 200 feet of private beach. Spend your days swimming in the heated pool, soaking in the spa, playing a round of tennis, pickleball, basketball, or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby, and an on-site manager, everything you need is right here. Plus, you’re close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining, and entertainment. Whether full-time or a seasonal escape, this home invites you to live the Siesta Key lifestyle you’ve been dreaming of.

2 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

Welcome to your Siesta Key retreat, where every day feels like a vacation. Perched above the powdery white sands of Siesta Beach, this beautifully renovated home strikes the perfect balance of comfort, style and convenience. You are bound to be impressed by the impeccable attention to detail throughout this open-concept design which includes porcelain plank flooring, custom doors, plantation shutters, architectural ceiling moldings, recessed lighting, and Restoration Hardware fixtures and hardware. The kitchen is a dream with quartz countertops, a 7 ft. island flanked by waterfall edges, an abundance of white cabinetry, stainless appliances, a wine fridge, a pantry and plenty of closet storage. The breakfast bar has ample room for bar stools and extends into the dining area, creating a perfect environment for casual meals or hosting friends. The beachfront experience continues into the living room and onto the balcony overlooking the pool, beach and gulf. The master suite offers endless gulf views and an exquisite bath that feels like a personal spa featuring floating vanities, under cabinet lighting, designer shower fixtures and separate water closet with a linen closet. The guest bedroom and bath will have your guests planning their next visit before they even leave. And there’s even a laundry room with full size washer and dryer providing the utmost convenience. Casarina is nestled within seven acres of newly planted tropical landscaping and 200 feet of private beach. Spend your days swimming in the heated pool, soaking in the spa, playing a round of tennis, pickleball, basketball, or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby, and an on-site manager, everything you need is right here. Plus, you’re close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining, and entertainment. Whether full-time or a seasonal escape, this home invites you to live the Siesta Key lifestyle you’ve been dreaming of.

5880 Midnight Pass Road Unit 403, Sarasota

$474,000

Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features ceramic tile flooring throughout the kitchen, dining, and living areas, creating a clean and cohesive look. The kitchen is equipped with stainless steel appliances, including a range and dishwasher, and boasts a generous walk-in pantry for all your storage needs. A separate large closet provides ample space for beach and pool gear. Residents and guests enjoy access to a host of amenities including a community pool, tennis courts, social room, and fishing pier. Recent updates include a brand-new water heater and a newer A/C system for added peace of mind. Best of all, this gem allows for weekly rentals, offering a fantastic opportunity to offset ownership costs. Gross rental income ranging from $30,000 to $40,000 annually. Great place to vacation when you can...and rent when you can't! The unit includes one assigned covered parking space, plus plenty of guest parking. Don’t miss out—schedule your showing today!

1 Beds ⋅ 1 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code

Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features ceramic tile flooring throughout the kitchen, dining, and living areas, creating a clean and cohesive look. The kitchen is equipped with stainless steel appliances, including a range and dishwasher, and boasts a generous walk-in pantry for all your storage needs. A separate large closet provides ample space for beach and pool gear. Residents and guests enjoy access to a host of amenities including a community pool, tennis courts, social room, and fishing pier. Recent updates include a brand-new water heater and a newer A/C system for added peace of mind. Best of all, this gem allows for weekly rentals, offering a fantastic opportunity to offset ownership costs. Gross rental income ranging from $30,000 to $40,000 annually. Great place to vacation when you can...and rent when you can't! The unit includes one assigned covered parking space, plus plenty of guest parking. Don’t miss out—schedule your showing today!

6157 Midnight Pass Road Unit E24, Sarasota

$650,000

One or more photo(s) has been virtually staged. OPPORTUNITY AWAITS! This first-floor end-unit condo is one of only a few Gulf-to-Bay properties on Siesta Key, offering unmatched lifestyle and investment potential. Featuring 2 bedrooms and 2 bathrooms, it can serve as your primary residence, vacation retreat, or an income-producing rental, generating $40K–$60K in just 9 months with both weekly and seasonal leasing opportunities. The welcoming foyer includes a large storage closet, while the spacious great room opens to an enclosed lanai with sliding glass doors—perfect for enjoying refreshing Gulf breezes. The primary suite boasts an oversized walk-in closet, private lanai access, and a bath with a step-in shower and glass doors. Recent updates include a new hot water heater and an HVAC system less than 2 years old, ensuring comfort and peace of mind. Covered carport parking is conveniently located just outside your unit. Owners enjoy private access to world-famous Siesta Key Beach and resort-style amenities such as two pools, a spa, tennis courts, and a fully equipped fitness center. For boaters, slips are available on a first-come, first-served basis along the Intracoastal Waterway. With on-site Palm Bay rental management and concierge services, ownership here is truly worry-free and enjoyable.

2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. OPPORTUNITY AWAITS! This first-floor end-unit condo is one of only a few Gulf-to-Bay properties on Siesta Key, offering unmatched lifestyle and investment potential. Featuring 2 bedrooms and 2 bathrooms, it can serve as your primary residence, vacation retreat, or an income-producing rental, generating $40K–$60K in just 9 months with both weekly and seasonal leasing opportunities. The welcoming foyer includes a large storage closet, while the spacious great room opens to an enclosed lanai with sliding glass doors—perfect for enjoying refreshing Gulf breezes. The primary suite boasts an oversized walk-in closet, private lanai access, and a bath with a step-in shower and glass doors. Recent updates include a new hot water heater and an HVAC system less than 2 years old, ensuring comfort and peace of mind. Covered carport parking is conveniently located just outside your unit. Owners enjoy private access to world-famous Siesta Key Beach and resort-style amenities such as two pools, a spa, tennis courts, and a fully equipped fitness center. For boaters, slips are available on a first-come, first-served basis along the Intracoastal Waterway. With on-site Palm Bay rental management and concierge services, ownership here is truly worry-free and enjoyable.

5964 Midnight Pass Road Unit N-16 (AKA # 135), Sarasota

$575,000

Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code

Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

925 Beach Road Unit 310, Sarasota

$1,075,000

Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony to add a wall of glass and expand the already amazing water views. Create your dream kitchen by removing walls and expanding the area. Enlarge the primary bathroom to create a sumptuous en-suite. Add a laundry room with washer and dryer. With 1,552 interior square feet and over 200 feet of enclosed balcony, you can even add an office or den. This home comes with IMPACT WINDOWS and DOORS. This fabulous find is located in Horizons West, a gulf-to-bay community consisting of over 7-acres, all being newly landscaped. The gulf side has 300 feet of deeded beach access, beach cabanas, a beachside pool and spa, and beachside grilling areas. There is a second pool adjacent to the community clubhouse. Explore the grounds and private intracoastal waterway park with day dock that is perfect for picnicking, fishing or just watching boats cruise by. Bayside is the perfect place to launch your kayaks and paddle boards to explore the mangroves. Use Siesta Key’s free trolley to partake in the Key’s exceptional dining, entertainment, and shopping.

2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code

Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony to add a wall of glass and expand the already amazing water views. Create your dream kitchen by removing walls and expanding the area. Enlarge the primary bathroom to create a sumptuous en-suite. Add a laundry room with washer and dryer. With 1,552 interior square feet and over 200 feet of enclosed balcony, you can even add an office or den. This home comes with IMPACT WINDOWS and DOORS. This fabulous find is located in Horizons West, a gulf-to-bay community consisting of over 7-acres, all being newly landscaped. The gulf side has 300 feet of deeded beach access, beach cabanas, a beachside pool and spa, and beachside grilling areas. There is a second pool adjacent to the community clubhouse. Explore the grounds and private intracoastal waterway park with day dock that is perfect for picnicking, fishing or just watching boats cruise by. Bayside is the perfect place to launch your kayaks and paddle boards to explore the mangroves. Use Siesta Key’s free trolley to partake in the Key’s exceptional dining, entertainment, and shopping.

6140 Midnight Pass Road Unit 601, Sarasota

$334,900

Welcome to Siesta Harbor, a highly desirable 55+ waterfront community on world-famous Siesta Key, where spectacular canal and Intracoastal Waterway views create the perfect backdrop for relaxed coastal living. Located directly across the street from deeded beach access, you'll enjoy the best of both worlds—boating from your backyard and one of America's top-rated beaches just steps away. This beautifully renovated one-bedroom, two-full-bath residence has been thoughtfully redesigned from top to bottom with exceptional attention to detail. Features include impact windows throughout, a stunning contemporary kitchen with floating cabinetry, quartz countertops, new stainless appliances, designer lighting, updated bathrooms with floating vanities, illuminated mirrors, a beautifully remodeled shower, new hot water heater, updated electrical outlets and switches, new interior doors, hardware and baseboards, smooth textured ceilings with the popcorn removed, and an HVAC system that's approximately two years old. The intelligently designed floor plan offers an abundance of storage rarely found in a one-bedroom condominium, including two bedroom closets with a walk-in closet, linen closet, hallway coat closet, pantry, and a private exterior storage room perfect for bicycles, beach chairs, fishing gear, and other coastal essentials. Boaters will appreciate the opportunity to dock a vessel up to 30 feet for approximately $1,000 annually (subject to availability and community guidelines), making it easy to explore Sarasota Bay and the Intracoastal Waterway right from home. Residents enjoy an outstanding collection of amenities including a heated waterfront pool, fishing and boat-watching pier, tandem boat docks, fitness center, recreation clubhouse, shuffleboard courts, outdoor grilling area, beautifully maintained grounds, and complimentary laundry facilities conveniently located on multiple floors. Exclusive FOB beach access through Crescent Arms makes trips to the powdery white sands of Siesta Beach effortless. The property also includes a covered carport parking space (#537) along with ample guest parking. Siesta Harbor is rental-friendly and welcomes service animals in accordance with applicable regulations. Offered at just $334,900—below competing renovated waterfront properties—this exceptional residence presents an outstanding opportunity to own a move-in-ready waterfront condominium with beach access, boating, and the incomparable Siesta Key lifestyle.

1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Welcome to Siesta Harbor, a highly desirable 55+ waterfront community on world-famous Siesta Key, where spectacular canal and Intracoastal Waterway views create the perfect backdrop for relaxed coastal living. Located directly across the street from deeded beach access, you'll enjoy the best of both worlds—boating from your backyard and one of America's top-rated beaches just steps away. This beautifully renovated one-bedroom, two-full-bath residence has been thoughtfully redesigned from top to bottom with exceptional attention to detail. Features include impact windows throughout, a stunning contemporary kitchen with floating cabinetry, quartz countertops, new stainless appliances, designer lighting, updated bathrooms with floating vanities, illuminated mirrors, a beautifully remodeled shower, new hot water heater, updated electrical outlets and switches, new interior doors, hardware and baseboards, smooth textured ceilings with the popcorn removed, and an HVAC system that's approximately two years old. The intelligently designed floor plan offers an abundance of storage rarely found in a one-bedroom condominium, including two bedroom closets with a walk-in closet, linen closet, hallway coat closet, pantry, and a private exterior storage room perfect for bicycles, beach chairs, fishing gear, and other coastal essentials. Boaters will appreciate the opportunity to dock a vessel up to 30 feet for approximately $1,000 annually (subject to availability and community guidelines), making it easy to explore Sarasota Bay and the Intracoastal Waterway right from home. Residents enjoy an outstanding collection of amenities including a heated waterfront pool, fishing and boat-watching pier, tandem boat docks, fitness center, recreation clubhouse, shuffleboard courts, outdoor grilling area, beautifully maintained grounds, and complimentary laundry facilities conveniently located on multiple floors. Exclusive FOB beach access through Crescent Arms makes trips to the powdery white sands of Siesta Beach effortless. The property also includes a covered carport parking space (#537) along with ample guest parking. Siesta Harbor is rental-friendly and welcomes service animals in accordance with applicable regulations. Offered at just $334,900—below competing renovated waterfront properties—this exceptional residence presents an outstanding opportunity to own a move-in-ready waterfront condominium with beach access, boating, and the incomparable Siesta Key lifestyle.

1350 N Portofino Drive Unit 107, Sarasota

$349,000

PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene setting. This turnkey furnished unit is move-in ready and features a bright, open floor plan with tasteful coastal updates throughout. The enclosed lanai adds valuable additional living space, ideal for relaxing or entertaining. The A/C system is serviced annually and is in excellent working condition, offering added peace of mind. White Sands Village is a hidden gem, known for its affordability, strong amenities, and rental flexibility. Residents enjoy a heated community pool, a newly renovated clubhouse with kitchen and gathering spaces, beautifully maintained grounds with paver roadways, and covered carports. Community boat docks are available on a first-come basis for a nominal fee. Small pets are welcome for both owners and tenants—an increasingly rare benefit on Siesta Key. With a two-week minimum rental policy and an on-site rental agent, this community supports steady income potential, making it equally attractive as a personal retreat or investment property. The nearby free Siesta Key trolley provides easy access to Siesta Key Village, dining, shopping, and downtown Sarasota’s cultural and dining scene. This price improvement enhances an already compelling opportunity to own in one of Siesta Key’s most desirable communities—where comfort, location, and income potential come together seamlessly.

1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code

PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene setting. This turnkey furnished unit is move-in ready and features a bright, open floor plan with tasteful coastal updates throughout. The enclosed lanai adds valuable additional living space, ideal for relaxing or entertaining. The A/C system is serviced annually and is in excellent working condition, offering added peace of mind. White Sands Village is a hidden gem, known for its affordability, strong amenities, and rental flexibility. Residents enjoy a heated community pool, a newly renovated clubhouse with kitchen and gathering spaces, beautifully maintained grounds with paver roadways, and covered carports. Community boat docks are available on a first-come basis for a nominal fee. Small pets are welcome for both owners and tenants—an increasingly rare benefit on Siesta Key. With a two-week minimum rental policy and an on-site rental agent, this community supports steady income potential, making it equally attractive as a personal retreat or investment property. The nearby free Siesta Key trolley provides easy access to Siesta Key Village, dining, shopping, and downtown Sarasota’s cultural and dining scene. This price improvement enhances an already compelling opportunity to own in one of Siesta Key’s most desirable communities—where comfort, location, and income potential come together seamlessly.

5641 Midnight Pass Road Unit 904, Sarasota

$495,000

One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

119 Whispering Sands Circle Unit V36, Sarasota

$399,000

BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to rent!! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and BRAND NEW CARPETS IN BEDROOMS making it rental ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code

BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to rent!! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and BRAND NEW CARPETS IN BEDROOMS making it rental ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

6157 Midnight Pass Road Unit E63, Sarasota

$650,000

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan unit has porcelain tile throughout, new appliances, hot water heater, interior washer and dryer, all new plumbing (Pex), hurricane impact front door and sliders, new closet doors, bathrooms, and more. Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan unit has porcelain tile throughout, new appliances, hot water heater, interior washer and dryer, all new plumbing (Pex), hurricane impact front door and sliders, new closet doors, bathrooms, and more. Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

5830 Midnight Pass Road Unit 89, Sarasota

$929,500

Own a piece of Siesta Key’s shoreline—where Gulf views meet unmatched rental income potential. This turnkey furnished 2 bedroom, 2 bath residence puts you just steps from the powdery white sands of world-famous Siesta Key Beach. Inside, you’ll find a bright, open layout with a spacious master suite, private bath, and a kitchen featuring granite countertops. With rare weekly rentals permitted and a professional in-house rental manager, you can enjoy strong cash flow while still keeping your own beach escape. The community offers everything you need for beach living: a rooftop lounge for the ultimate unforgettable sunsets, beachside pool and tennis courts, fitness center, and outdoor grilling/bar and firepit areas for relaxed evenings right on Siesta Key Beach. Perfectly located near vibrant shops, dining, and nightlife, this property blends luxury, convenienceand income potential into one unbeatable coastal package.

2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code

Own a piece of Siesta Key’s shoreline—where Gulf views meet unmatched rental income potential. This turnkey furnished 2 bedroom, 2 bath residence puts you just steps from the powdery white sands of world-famous Siesta Key Beach. Inside, you’ll find a bright, open layout with a spacious master suite, private bath, and a kitchen featuring granite countertops. With rare weekly rentals permitted and a professional in-house rental manager, you can enjoy strong cash flow while still keeping your own beach escape. The community offers everything you need for beach living: a rooftop lounge for the ultimate unforgettable sunsets, beachside pool and tennis courts, fitness center, and outdoor grilling/bar and firepit areas for relaxed evenings right on Siesta Key Beach. Perfectly located near vibrant shops, dining, and nightlife, this property blends luxury, convenienceand income potential into one unbeatable coastal package.

6518 Midnight Pass Road Unit 307, Sarasota

$522,500

Now pending—accepting backup offers. Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation rental, second home, or full-time residence. The updated kitchen showcases quartz countertops, a coastal-inspired backsplash, soft-close cabinetry, brand-new stainless steel appliances, and a spacious island—perfect for entertaining. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, which is furnished with all-new high-end furniture. The large bedroom is furnished with two queen beds, offering comfort and flexibility for guests. The spa-inspired bathroom features a walk-in shower with built-in bench, porcelain tile, and a sleek backlit mirror. Thoughtful storage, including an expanded hallway closet, enhances functionality and makes this condo truly move-in ready. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and convenience.

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Now pending—accepting backup offers. Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation rental, second home, or full-time residence. The updated kitchen showcases quartz countertops, a coastal-inspired backsplash, soft-close cabinetry, brand-new stainless steel appliances, and a spacious island—perfect for entertaining. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, which is furnished with all-new high-end furniture. The large bedroom is furnished with two queen beds, offering comfort and flexibility for guests. The spa-inspired bathroom features a walk-in shower with built-in bench, porcelain tile, and a sleek backlit mirror. Thoughtful storage, including an expanded hallway closet, enhances functionality and makes this condo truly move-in ready. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and convenience.

5830 Midnight Pass Road Unit 25, Sarasota

$680,000

Welcome to Peppertree Bay, one of Siesta Key’s most coveted Gulf to Bay communities, where island living meets effortless elegance. This turnkey, beautifully reimagined 2 bedroom, 2 bathroom residence is nestled within the desirable midrise building on the beach side of the complex, offering the perfect combination of privacy, convenience, and resort style amenities. Just steps from Siesta Key’s world renowned quartz sand, this home embodies the island lifestyle. From the moment you enter, you’ll be captivated by the peaceful view of the tranquil pond and fountain, setting the tone for relaxation. This updated unit has been thoughtfully redone, showcasing a spacious open concept floor plan that seamlessly blends form and function. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, soft close cabinetry, and a breakfast bar perfect for casual dining or entertaining. Elegant ceiling fans and updated fixtures enhance the coastal vibe, while the dining and living areas flow together effortlessly, creating a bright and inviting space for family gatherings or quiet evenings. The primary suite is a serene retreat with a walk in closet and ensuite bath, and the guest bedroom provides a comfortable haven for visitors. With a strong rental history, this property is as appealing to investors as it is to those seeking a full time residence or seasonal escape. At Peppertree Bay, residents enjoy private deeded beach access, two heated swimming pools, tennis courts, a fitness center, clubhouse, fishing pier, and professional onsite management. Covered parking and extra storage add convenience to this lock and leave lifestyle. Situated close to Siesta Key Village, eclectic dining, boutique shopping, and vibrant cultural experiences, this home truly offers it all. Whether you are looking for an income producing investment, a sun soaked seasonal retreat, or a luxurious full time residence, this residence at Peppertree Bay delivers the very best of Siesta Key living.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Welcome to Peppertree Bay, one of Siesta Key’s most coveted Gulf to Bay communities, where island living meets effortless elegance. This turnkey, beautifully reimagined 2 bedroom, 2 bathroom residence is nestled within the desirable midrise building on the beach side of the complex, offering the perfect combination of privacy, convenience, and resort style amenities. Just steps from Siesta Key’s world renowned quartz sand, this home embodies the island lifestyle. From the moment you enter, you’ll be captivated by the peaceful view of the tranquil pond and fountain, setting the tone for relaxation. This updated unit has been thoughtfully redone, showcasing a spacious open concept floor plan that seamlessly blends form and function. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, soft close cabinetry, and a breakfast bar perfect for casual dining or entertaining. Elegant ceiling fans and updated fixtures enhance the coastal vibe, while the dining and living areas flow together effortlessly, creating a bright and inviting space for family gatherings or quiet evenings. The primary suite is a serene retreat with a walk in closet and ensuite bath, and the guest bedroom provides a comfortable haven for visitors. With a strong rental history, this property is as appealing to investors as it is to those seeking a full time residence or seasonal escape. At Peppertree Bay, residents enjoy private deeded beach access, two heated swimming pools, tennis courts, a fitness center, clubhouse, fishing pier, and professional onsite management. Covered parking and extra storage add convenience to this lock and leave lifestyle. Situated close to Siesta Key Village, eclectic dining, boutique shopping, and vibrant cultural experiences, this home truly offers it all. Whether you are looking for an income producing investment, a sun soaked seasonal retreat, or a luxurious full time residence, this residence at Peppertree Bay delivers the very best of Siesta Key living.

1055 W Peppertree Drive Unit 106AA, Sarasota

$482,000

Now available at the lowest price per square foot with a full bay view on South Siesta Key! Behind the gates to the southernmost tip of Siesta Key lies The Pointe, a quiet community that, by it’s own words, supports and enriches it’s owners quality of life. This fourth-floor unit offers the largest footprint available with engaging amenities. Start your day with a gaze over glimmering waters as the sun rises or soak up warm Florida sunsets as day fades to dusk. A clean, bright space, this beautiful space will accept your most personal aesthetic. A large kitchen with white cabinets and stainless appliances is where you can craft your creative cuisine. Abundant windows provide views from every room while allowing cheerful Florida sunshine to fill the generous, open concept living and dining room. Your primary suite is spacious with en-suite bath and access to the adjacent screened lanai. A second bedroom will comfortably accommodate your family or guests with a second bath that will nicely suit their needs. The lanai serves as a perch to drink in the view while considering your upcoming day or relaxing and counting your blessings after sunny Siesta Key adventures. An oversized laundry room is beyond convenient, as well as the premier parking spot for this unit just steps from the front of the building. Situated on over 5 acres of premier and gated Siesta Key property, find yourself immersed in an elevated lifestyle featuring exceptional amenities including a heated lap pool & spa, clubhouse, tennis & pickleball courts, fitness center, BBQ grills, boat docks and kayak storage, as well as onsite management. Every Siesta Key day offers local adventures including Turtle Beach, Crescent Beach, the lively Siesta Key public beach & park, the vibrant Siesta Key village, along with a plethora of shops and eateries. Venture a bit further and experience the lively cultural scene of downtown Sarasota, any number of barrier islands and their beaches, historical Venice, or one of the many gorgeous golf courses in and around the area. The quintessential Florida lifestyle can be yours here at The Pointe!

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

Now available at the lowest price per square foot with a full bay view on South Siesta Key! Behind the gates to the southernmost tip of Siesta Key lies The Pointe, a quiet community that, by it’s own words, supports and enriches it’s owners quality of life. This fourth-floor unit offers the largest footprint available with engaging amenities. Start your day with a gaze over glimmering waters as the sun rises or soak up warm Florida sunsets as day fades to dusk. A clean, bright space, this beautiful space will accept your most personal aesthetic. A large kitchen with white cabinets and stainless appliances is where you can craft your creative cuisine. Abundant windows provide views from every room while allowing cheerful Florida sunshine to fill the generous, open concept living and dining room. Your primary suite is spacious with en-suite bath and access to the adjacent screened lanai. A second bedroom will comfortably accommodate your family or guests with a second bath that will nicely suit their needs. The lanai serves as a perch to drink in the view while considering your upcoming day or relaxing and counting your blessings after sunny Siesta Key adventures. An oversized laundry room is beyond convenient, as well as the premier parking spot for this unit just steps from the front of the building. Situated on over 5 acres of premier and gated Siesta Key property, find yourself immersed in an elevated lifestyle featuring exceptional amenities including a heated lap pool & spa, clubhouse, tennis & pickleball courts, fitness center, BBQ grills, boat docks and kayak storage, as well as onsite management. Every Siesta Key day offers local adventures including Turtle Beach, Crescent Beach, the lively Siesta Key public beach & park, the vibrant Siesta Key village, along with a plethora of shops and eateries. Venture a bit further and experience the lively cultural scene of downtown Sarasota, any number of barrier islands and their beaches, historical Venice, or one of the many gorgeous golf courses in and around the area. The quintessential Florida lifestyle can be yours here at The Pointe!

9397 Midnight Pass Road Unit 404, Sarasota

$700,000

One or more photo(s) has been virtually staged. Welcome to this rare, NEWLY REMODELED 3 bed/2 bath, 1,562 SF freestanding villa with attached 2 CAR GARAGE in the premiere GULF FRONT Siesta Key property of Whispering Sands! NEW 2025 VILLA ROOF. Updated and completely move-in ready, this residence offers the ideal blend of privacy, modern updates, and coastal convenience—all just a two-minute stroll to your own private quartz sand beach on the Gulf! Every detail of this remodel has been carefully considered by its current owners. You’ll find NEW luxury vinyl plank flooring, NEW paint, interior doors & trim, and even NEW remote-controlled ceiling fans. The bright NEW kitchen is a standout with its soft close white cabinetry, modern backsplash, granite counters, and GE and Bosch stainless appliances. A set of handsome French doors leads from the dining area into your own private, gated and fenced brick paver patio, perfect for morning coffee, quiet evenings under the stars, or entertaining at the grill. The spacious primary suite features a valuable SECOND, custom walk-in closet. Both bathrooms have been refreshed with NEW granite topped vanities and fixtures. The rare 3rd bedroom could serve as either a guest bedroom or office or both. The star of the show might be the oversized 2-car garage which boasts an entire wall of valuable built-in cabinets, NEW full sized washer & dryer, epoxy floor, and sink. Window treatments include plantation shutters, shades, and blinds. Additional features include a tankless water heater, water softener, textured ceilings, recessed lighting & tubular skylights. Don’t miss this opportunity to own a newly remodeled move-in-ready villa in one of Siesta Key’s most desirable Gulf front communities!

3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Welcome to this rare, NEWLY REMODELED 3 bed/2 bath, 1,562 SF freestanding villa with attached 2 CAR GARAGE in the premiere GULF FRONT Siesta Key property of Whispering Sands! NEW 2025 VILLA ROOF. Updated and completely move-in ready, this residence offers the ideal blend of privacy, modern updates, and coastal convenience—all just a two-minute stroll to your own private quartz sand beach on the Gulf! Every detail of this remodel has been carefully considered by its current owners. You’ll find NEW luxury vinyl plank flooring, NEW paint, interior doors & trim, and even NEW remote-controlled ceiling fans. The bright NEW kitchen is a standout with its soft close white cabinetry, modern backsplash, granite counters, and GE and Bosch stainless appliances. A set of handsome French doors leads from the dining area into your own private, gated and fenced brick paver patio, perfect for morning coffee, quiet evenings under the stars, or entertaining at the grill. The spacious primary suite features a valuable SECOND, custom walk-in closet. Both bathrooms have been refreshed with NEW granite topped vanities and fixtures. The rare 3rd bedroom could serve as either a guest bedroom or office or both. The star of the show might be the oversized 2-car garage which boasts an entire wall of valuable built-in cabinets, NEW full sized washer & dryer, epoxy floor, and sink. Window treatments include plantation shutters, shades, and blinds. Additional features include a tankless water heater, water softener, textured ceilings, recessed lighting & tubular skylights. Don’t miss this opportunity to own a newly remodeled move-in-ready villa in one of Siesta Key’s most desirable Gulf front communities!

104 Whispering Sands Drive Unit V27, Sarasota

$1,094,550

Welcome to your dream fully furnished coastal retreat! This beautiful newly renovated 2-bedroom, 2-bathroom condo, complete with a versatile bonus room, is nestled in the exclusive Gulf and Bay Club on Siesta Key. The owners poured their hearts into renovating this home with sleek, modern furnishings, creating a space that feels both luxurious and inviting. Imagine unwinding on your screened-in lanai, soaking in stunning beach views and serene sunsets that make every evening special. With the convenience of an in-unit washer and dryer, plus a flexible bonus room perfect for your home office or personal sanctuary, this condo is designed for effortless living. As a resident, you’ll have access to multiple sparkling pools, a lively club room, tennis and pickleball courts, and a private beach along Siesta Key’s world-famous shoreline. This is more than a home—it’s your gateway to refined coastal living. Schedule a tour today and see why this gem is the perfect place to call your own!

2 Beds ⋅ 2 Baths ⋅ Gulf N Bay SubDv. ⋅ 34242 Zip Code

Welcome to your dream fully furnished coastal retreat! This beautiful newly renovated 2-bedroom, 2-bathroom condo, complete with a versatile bonus room, is nestled in the exclusive Gulf and Bay Club on Siesta Key. The owners poured their hearts into renovating this home with sleek, modern furnishings, creating a space that feels both luxurious and inviting. Imagine unwinding on your screened-in lanai, soaking in stunning beach views and serene sunsets that make every evening special. With the convenience of an in-unit washer and dryer, plus a flexible bonus room perfect for your home office or personal sanctuary, this condo is designed for effortless living. As a resident, you’ll have access to multiple sparkling pools, a lively club room, tennis and pickleball courts, and a private beach along Siesta Key’s world-famous shoreline. This is more than a home—it’s your gateway to refined coastal living. Schedule a tour today and see why this gem is the perfect place to call your own!

5760 Midnight Pass Road Unit 404, Sarasota

$1,350,000

Welcome to Unit 405 in the highly sought-after Building F at Gulf & Bay Club, where breathtaking Gulf views and refined upgrades set the stage for an exceptional Siesta Key lifestyle. This spacious 2-bedroom, 2-bath residence showcases sweeping panoramas of the Gulf of Mexico, perfectly framed by hurricane-impact windows and sliding glass doors that fill the living spaces with natural light and coastal beauty. Inside, you’ll find thoughtful updates throughout, including a recently renovated primary bathroom and elegant porcelain tile floors that flow seamlessly from room to room. The large kitchen is a standout feature, designed for both functionality and entertaining. It boasts granite countertops, abundant cabinet storage with custom drawers, a wine fridge, a double Dacor oven, two sinks, and a charming breakfast nook where you can enjoy your morning coffee. Just outside, Building F features its own clubhouse and a sparkling pool only steps from your door, offering both convenience and a touch of exclusivity to everyday living. As a resident of Gulf & Bay Club, you’ll enjoy an unparalleled array of resort-style amenities on 32 acres of pristine, beautifully landscaped grounds. Spend your days lounging on 800 feet of private, powdery white sand, or take advantage of three heated pools, six tennis courts, six pickleball courts, a basketball court, a racquetball court, and a state-of-the-art fitness center complete with a yoga studio and dry saunas. Two clubhouses provide inviting spaces to gather, with lounges, a library, billiards, and Wi-Fi. Barbecue areas, picnic spots by freshwater lakes, and free EV charging stations make it easy to entertain and unwind. Just beyond the gates, you’re moments away from Siesta Key’s vibrant dining, shopping, and the iconic Sunday Drum Circle. Combining spectacular views, meticulous upgrades, and the unmatched amenities of Gulf & Bay Club, Unit 405 offers a rare opportunity to embrace the very best of coastal living. This is more than a home—it’s a lifestyle you’ll treasure every day.

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome to Unit 405 in the highly sought-after Building F at Gulf & Bay Club, where breathtaking Gulf views and refined upgrades set the stage for an exceptional Siesta Key lifestyle. This spacious 2-bedroom, 2-bath residence showcases sweeping panoramas of the Gulf of Mexico, perfectly framed by hurricane-impact windows and sliding glass doors that fill the living spaces with natural light and coastal beauty. Inside, you’ll find thoughtful updates throughout, including a recently renovated primary bathroom and elegant porcelain tile floors that flow seamlessly from room to room. The large kitchen is a standout feature, designed for both functionality and entertaining. It boasts granite countertops, abundant cabinet storage with custom drawers, a wine fridge, a double Dacor oven, two sinks, and a charming breakfast nook where you can enjoy your morning coffee. Just outside, Building F features its own clubhouse and a sparkling pool only steps from your door, offering both convenience and a touch of exclusivity to everyday living. As a resident of Gulf & Bay Club, you’ll enjoy an unparalleled array of resort-style amenities on 32 acres of pristine, beautifully landscaped grounds. Spend your days lounging on 800 feet of private, powdery white sand, or take advantage of three heated pools, six tennis courts, six pickleball courts, a basketball court, a racquetball court, and a state-of-the-art fitness center complete with a yoga studio and dry saunas. Two clubhouses provide inviting spaces to gather, with lounges, a library, billiards, and Wi-Fi. Barbecue areas, picnic spots by freshwater lakes, and free EV charging stations make it easy to entertain and unwind. Just beyond the gates, you’re moments away from Siesta Key’s vibrant dining, shopping, and the iconic Sunday Drum Circle. Combining spectacular views, meticulous upgrades, and the unmatched amenities of Gulf & Bay Club, Unit 405 offers a rare opportunity to embrace the very best of coastal living. This is more than a home—it’s a lifestyle you’ll treasure every day.

5740 Midnight Pass Road Unit 405, Sarasota

$1,200,000

Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand that remains cool even on the hottest days. This two-bedroom, two-bath condo has been renovated and designed with an upscale and sophisticated feel within a light and airy beach home. All furnishings, accessories, dishes and linens included in this TURNKEY FURNISHED condo. The open floorplan is perfect for entertaining family and friends. The resort feel primary bedroom includes a large walk-in closet and oversized bathroom. The second bedroom has been redesigned to comfortably sleep 4 with ample storage. The living room, primary bedroom and balcony all feature stunning views of the beach, gulf and Siesta’s spectacular sunsets. This condo is in Siesta Breakers, a gated complex within easy walking distance of dining, shopping, and a full-service marina with boat rentals. Play a game of tennis or pickleball on the two community courts. Leave your car at home and walk or take the free Trolley to nearby Siesta Key Village. This ideal location features easy access on and off the Key allowing more time to enjoy your coastal waterfront living. Welcome home to Siesta Key.

2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code

Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand that remains cool even on the hottest days. This two-bedroom, two-bath condo has been renovated and designed with an upscale and sophisticated feel within a light and airy beach home. All furnishings, accessories, dishes and linens included in this TURNKEY FURNISHED condo. The open floorplan is perfect for entertaining family and friends. The resort feel primary bedroom includes a large walk-in closet and oversized bathroom. The second bedroom has been redesigned to comfortably sleep 4 with ample storage. The living room, primary bedroom and balcony all feature stunning views of the beach, gulf and Siesta’s spectacular sunsets. This condo is in Siesta Breakers, a gated complex within easy walking distance of dining, shopping, and a full-service marina with boat rentals. Play a game of tennis or pickleball on the two community courts. Leave your car at home and walk or take the free Trolley to nearby Siesta Key Village. This ideal location features easy access on and off the Key allowing more time to enjoy your coastal waterfront living. Welcome home to Siesta Key.

6480 Midnight Pass Road Unit 211, Sarasota

$690,000

Welcome to 6310 Midnight Pass Rd #405N, an exceptional opportunity to own a turnkey furnished, income-producing beach retreat in the highly sought-after Crescent Arms community on Siesta Key. This rarely available 2-bedroom, 2-bathroom condo offers partial Gulf views from the spacious screened lanai and is just steps from private deeded beach access to Siesta Beach—ranked the #1 beach in the USA for its powdery white sand and crystal-clear waters. This residence is thoughtfully designed for effortless coastal living, featuring an open layout with a welcoming living and dining area filled with natural light. Whether you're searching for a personal getaway, seasonal retreat, or a smart investment, this residence offers the best of all worlds. With a strong rental history driven by its 1 week minimum rental policy, this condo offers excellent income potential. Even better, Crescent Arms offers on-site property management, allowing you to enjoy the unit when you want it and rent it seamlessly when you're away, truly a hands off investment opportunity on one of the most desirable beaches in the world. Crescent Arms is a gated beach front community offering resort-style amenities including a heated pool, clubhouse, private beach access, WiFi and cable, beach chairs, and secure building access. The dedicated on-site management and maintenance teams provide owners peace of mind and consistent rental support. Ideally located in the heart of Siesta Key, you’re just a short walk or bike ride from Siesta Village, restaurants, shopping, fishing charters, and all the local charm the island has to offer. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scenes are just minutes away. Live on the #1 beach in the USA while your investment works for you. This is Siesta Key living at its finest.

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Welcome to 6310 Midnight Pass Rd #405N, an exceptional opportunity to own a turnkey furnished, income-producing beach retreat in the highly sought-after Crescent Arms community on Siesta Key. This rarely available 2-bedroom, 2-bathroom condo offers partial Gulf views from the spacious screened lanai and is just steps from private deeded beach access to Siesta Beach—ranked the #1 beach in the USA for its powdery white sand and crystal-clear waters. This residence is thoughtfully designed for effortless coastal living, featuring an open layout with a welcoming living and dining area filled with natural light. Whether you're searching for a personal getaway, seasonal retreat, or a smart investment, this residence offers the best of all worlds. With a strong rental history driven by its 1 week minimum rental policy, this condo offers excellent income potential. Even better, Crescent Arms offers on-site property management, allowing you to enjoy the unit when you want it and rent it seamlessly when you're away, truly a hands off investment opportunity on one of the most desirable beaches in the world. Crescent Arms is a gated beach front community offering resort-style amenities including a heated pool, clubhouse, private beach access, WiFi and cable, beach chairs, and secure building access. The dedicated on-site management and maintenance teams provide owners peace of mind and consistent rental support. Ideally located in the heart of Siesta Key, you’re just a short walk or bike ride from Siesta Village, restaurants, shopping, fishing charters, and all the local charm the island has to offer. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scenes are just minutes away. Live on the #1 beach in the USA while your investment works for you. This is Siesta Key living at its finest.

6310 Midnight Pass Road Unit 405N, Sarasota

$635,000

Major Price Improvement! Step into the exclusive waterfront haven of Harbor Towers Yacht and Racquet Club, a true resort paradise that will capture your heart instantly. The building has recently undergone a comprehensive $13 million, four-year hurricane hardening and structural upgrade, completed in 2024. Designed to meet the latest safety standards for hurricane and wind protection, these enhancements include impact-resistant windows and sliding doors—all fully covered by the Seller. Remarkably, the property has sustained NO damage from Helene or Milton. This designer condominium exudes the charm of Hemingway Key West-style living, boasting over $100,000 in upgrades completed in 2024. Every detail reflects quality and elegance: brand-new AC and water heater, stunning engineered red oak wood flooring throughout, granite kitchen countertops with matching full granite backsplash, stainless steel appliances including double ovens, and rich pecan wood cabinets with soft-close doors. Additional refined touches include chair rail accents, plantation shutters, screen-shaded extended living space, and two luxurious Master Suites, both with private ensuites to ensure comfort and privacy for you and your guests. The vistas are equally breathtaking, offering mesmerizing sunrise and moonrise views over the intracoastal waterway. The property offers an array of premium amenities designed for relaxation and recreation. Enjoy two heated swimming pools, a newly renovated fitness center equipped with his-and-her saunas, three Har-Tru tennis courts, and a spacious outdoor BBQ area connected to a fully equipped clubhouse ideal for entertaining. The private marina provides direct access to the intracoastal waterway and features over 40 boat slips available via waitlist at just $3 a foot, plus dedicated storage for kayaks, paddleboards, and bicycles. A tranquil fishing area with a fish-cleaning station and a picturesque Bayfront gazebo situated on a private island further enhances the resort experience. Harbor Towers also represents an excellent investment opportunity with flexible two-week rental options. Whether you choose to utilize the onsite property management office or manage rentals independently, this community adapts seamlessly to your needs. Its prime location allows for easy access to the world-renowned Siesta Key Beach—just a short walk away—or a quick ride on the Siesta Key free trolley to the Village, where exceptional dining, boutique shopping, and live entertainment await. Offering an ideal blend of luxury and practicality, Harbor Towers is perfect whether you're seeking a permanent residence, a vacation retreat, or an income-generating property. This resort-style community truly delivers the best of coastal living.

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Major Price Improvement! Step into the exclusive waterfront haven of Harbor Towers Yacht and Racquet Club, a true resort paradise that will capture your heart instantly. The building has recently undergone a comprehensive $13 million, four-year hurricane hardening and structural upgrade, completed in 2024. Designed to meet the latest safety standards for hurricane and wind protection, these enhancements include impact-resistant windows and sliding doors—all fully covered by the Seller. Remarkably, the property has sustained NO damage from Helene or Milton. This designer condominium exudes the charm of Hemingway Key West-style living, boasting over $100,000 in upgrades completed in 2024. Every detail reflects quality and elegance: brand-new AC and water heater, stunning engineered red oak wood flooring throughout, granite kitchen countertops with matching full granite backsplash, stainless steel appliances including double ovens, and rich pecan wood cabinets with soft-close doors. Additional refined touches include chair rail accents, plantation shutters, screen-shaded extended living space, and two luxurious Master Suites, both with private ensuites to ensure comfort and privacy for you and your guests. The vistas are equally breathtaking, offering mesmerizing sunrise and moonrise views over the intracoastal waterway. The property offers an array of premium amenities designed for relaxation and recreation. Enjoy two heated swimming pools, a newly renovated fitness center equipped with his-and-her saunas, three Har-Tru tennis courts, and a spacious outdoor BBQ area connected to a fully equipped clubhouse ideal for entertaining. The private marina provides direct access to the intracoastal waterway and features over 40 boat slips available via waitlist at just $3 a foot, plus dedicated storage for kayaks, paddleboards, and bicycles. A tranquil fishing area with a fish-cleaning station and a picturesque Bayfront gazebo situated on a private island further enhances the resort experience. Harbor Towers also represents an excellent investment opportunity with flexible two-week rental options. Whether you choose to utilize the onsite property management office or manage rentals independently, this community adapts seamlessly to your needs. Its prime location allows for easy access to the world-renowned Siesta Key Beach—just a short walk away—or a quick ride on the Siesta Key free trolley to the Village, where exceptional dining, boutique shopping, and live entertainment await. Offering an ideal blend of luxury and practicality, Harbor Towers is perfect whether you're seeking a permanent residence, a vacation retreat, or an income-generating property. This resort-style community truly delivers the best of coastal living.

5855 Midnight Pass Road Unit 416, Sarasota

$629,900

Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time.

2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code

Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time.

925 Beach Road Unit 408, Sarasota

$650,000

Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away!

2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code

Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away!

6415 Midnight Pass Road Unit 502, Sarasota

$462,500

Second Floor CORNER END UNIT ON THE CANAL! This is the One You've Been Waiting For on Siesta Key, 2 bedroom 2 bathroom condo next to the Heated Pool and an easy walk across the street to our Private Beach Access through Crescent Arms! Welcome to this delightful, ready to move in 2-bedroom, 2-bath canal front condominium, ideally situated near the Stickney Point Bridge on Siesta Key. Easy on and off the island. Gorgeous granite countertops with a large open kitchen area including bar seating. Absolutely Stunning Porcelain floors throughout the kitchen, living area, bedrooms, hallway and entry. Gorgeous completely renovated bathrooms with Granite countertops in light brown tones and stunning showers. This condo has everything that you will need to move right in. If you are looking for a vacation home with a water view or retiring to a warm climate with a breeze - This is it! Dock your boat at our Harbor for a reasonable fee, clean your fish at one of the many Fishing Stations at our Harbor and enjoy the Deep Water Canal leading directly to the Sailboat Water of the Intracoastal Waterway. Have your morning coffee on the lanai and enjoy the breeze or close the Impact windows and work from your lanai with no distractions, just a breathtaking water view. You'll love how conveniently located you are to exceptional restaurants, Siesta Key Village and the natural beauty of Siesta Key Beach – an easy walk directly across the street. This condo boasts a spacious open floor plan adorned with extra windows since it is an end unit, bathing the dwelling in warm, natural light. The contemporary new flooring adds a classic touch to the layout. Among its foremost features, this unit comes with Impact Windows, a new Air Conditioner, a dedicated carport parking spot, outside storage space and enjoys amenities like a community pool, fitness center, and laundry on the second, third and fourth floors. Elevate your living experience in this beach home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota! Active community with lots of activities in season, private beach access directly across the street. The location is wonderful, scat and trolley right outside your door, easy on and off the key, this is an over 55 community! Close to the Heated pool, clubhouse, Grills, outdoor spa, saunas, fishing pier on the Intracoastal Waterway with a great seating area, Exercise Room, Library and Shuffleboard Courts! This is a great community. You Deserve Paradise!

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Second Floor CORNER END UNIT ON THE CANAL! This is the One You've Been Waiting For on Siesta Key, 2 bedroom 2 bathroom condo next to the Heated Pool and an easy walk across the street to our Private Beach Access through Crescent Arms! Welcome to this delightful, ready to move in 2-bedroom, 2-bath canal front condominium, ideally situated near the Stickney Point Bridge on Siesta Key. Easy on and off the island. Gorgeous granite countertops with a large open kitchen area including bar seating. Absolutely Stunning Porcelain floors throughout the kitchen, living area, bedrooms, hallway and entry. Gorgeous completely renovated bathrooms with Granite countertops in light brown tones and stunning showers. This condo has everything that you will need to move right in. If you are looking for a vacation home with a water view or retiring to a warm climate with a breeze - This is it! Dock your boat at our Harbor for a reasonable fee, clean your fish at one of the many Fishing Stations at our Harbor and enjoy the Deep Water Canal leading directly to the Sailboat Water of the Intracoastal Waterway. Have your morning coffee on the lanai and enjoy the breeze or close the Impact windows and work from your lanai with no distractions, just a breathtaking water view. You'll love how conveniently located you are to exceptional restaurants, Siesta Key Village and the natural beauty of Siesta Key Beach – an easy walk directly across the street. This condo boasts a spacious open floor plan adorned with extra windows since it is an end unit, bathing the dwelling in warm, natural light. The contemporary new flooring adds a classic touch to the layout. Among its foremost features, this unit comes with Impact Windows, a new Air Conditioner, a dedicated carport parking spot, outside storage space and enjoys amenities like a community pool, fitness center, and laundry on the second, third and fourth floors. Elevate your living experience in this beach home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota! Active community with lots of activities in season, private beach access directly across the street. The location is wonderful, scat and trolley right outside your door, easy on and off the key, this is an over 55 community! Close to the Heated pool, clubhouse, Grills, outdoor spa, saunas, fishing pier on the Intracoastal Waterway with a great seating area, Exercise Room, Library and Shuffleboard Courts! This is a great community. You Deserve Paradise!

1250 N Portofino Drive Unit 208, Sarasota

$729,000

Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

1240 Siesta Bayside Drive Unit 1240C, Sarasota

$2,200,000

Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

4 Beds ⋅ 4 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code

Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

222 Beach Road Unit 7, Sarasota

$1,170,000

Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so you can move right in or start renting immediately. Rentals in place for 2025 & 2026. Featuring impact rated windows and doors, this condo offers peace of mind and modern efficiency. The private lawn area leading straight to the sand is a rare and highly desirable feature--perfect for families, seniors, or anyone who loves easy access to the beach. Additional highlights include: 1 car covered parking, Short-term rentals allowed with excellent income history, even with personal owner usage. Rental bookings already secured through the end of 2025. Don't miss this rare opportunity to own a turn-key beachfront condo on Siesta Key with both strong investment potential and unbeatable lifestyle appeal. Paradise is calling--schedule your private showing today!

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so you can move right in or start renting immediately. Rentals in place for 2025 & 2026. Featuring impact rated windows and doors, this condo offers peace of mind and modern efficiency. The private lawn area leading straight to the sand is a rare and highly desirable feature--perfect for families, seniors, or anyone who loves easy access to the beach. Additional highlights include: 1 car covered parking, Short-term rentals allowed with excellent income history, even with personal owner usage. Rental bookings already secured through the end of 2025. Don't miss this rare opportunity to own a turn-key beachfront condo on Siesta Key with both strong investment potential and unbeatable lifestyle appeal. Paradise is calling--schedule your private showing today!

6312 Midnight Pass Road Unit 102S, Sarasota

$962,500

Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is truly a beachfront resort with gated security unrivaled on Siesta key. Location is the key and this condominium sits in one of the closest buildings " E" to the beach in Gulf & Bay. Nice Gulf view while sitting on your lanai, completely upgraded unit with all new kitchen, baths and laundry room. Solid wood cabinets with granite tops, stainless steel appliances, tiled floors, stainless undermount sink, a center island, built-in desk/workstation and raised breakfast bar area for morning breakfast or evening drinks. This home has an open floorplan and an open lanai where you can let the breeze flow through. Both bathrooms have been fully upgraded with all new wood vanities and granite tops, all new walk-in shower and or tub/shower combo. The unit is being sold turnkey furnished and is ready to move in or put on the winter rental program. Secure your winter retreat now and don't miss out on your future gulf front retreat!

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is truly a beachfront resort with gated security unrivaled on Siesta key. Location is the key and this condominium sits in one of the closest buildings " E" to the beach in Gulf & Bay. Nice Gulf view while sitting on your lanai, completely upgraded unit with all new kitchen, baths and laundry room. Solid wood cabinets with granite tops, stainless steel appliances, tiled floors, stainless undermount sink, a center island, built-in desk/workstation and raised breakfast bar area for morning breakfast or evening drinks. This home has an open floorplan and an open lanai where you can let the breeze flow through. Both bathrooms have been fully upgraded with all new wood vanities and granite tops, all new walk-in shower and or tub/shower combo. The unit is being sold turnkey furnished and is ready to move in or put on the winter rental program. Secure your winter retreat now and don't miss out on your future gulf front retreat!

5750 Midnight Pass Road Unit 203, Sarasota

$618,500

Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas.

2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code

Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas.

8735 Midnight Pass Road Unit 602B, Sarasota

$523,000

Sold only information

2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

Sold only information

5968 Midnight Pass Road Unit 152, Sarasota