Refine Search
Map
Sort by
$2,200,000
4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code
Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

6925 Bochi Circle, Sarasota
$800,000
2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
BEACH! BAY! ENJOY THE BAY VIEWS FROM THIS UPDATED REESIDENCE! IMPACT WINDOWS!! Kitchen with Granite countertop, stainless appliance, beverage refrigerator, two spacious bedrooms with private baths and walk-in closets. Powder room off foyer. Laundry in Residence. Turkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 406H, Sarasota
$9,250,000
Fidder Bayou SubDv. ⋅ 34242 Zip Code
For the first time in 35 years, 4214 Higel Avenue is available—one of only 7 estates boasting a private beach on this ultra-exclusive stretch of Siesta Key. Spanning approximately 1.6 acres with an unrivaled 142 feet of private beachfront and 451 feet of depth, this is a rare opportunity to own a generational piece of Sarasota’s most coveted coastline. With direct access to Big Pass and unobstructed Gulf views, this property offers an unparalleled waterfront lifestyle. Whether you envision a modern masterpiece or a timeless beachside sanctuary, this expansive homesite provides the space, privacy, and exclusivity to bring your vision to life. For those seeking inspiration, a separate residential listing features a visionary concept designed by Stofft Cooney Architects and in collaboration with Perrone Construction. Explore MLS#A4646499 to discover the renderings and build opportunities for a truly exceptional home. A property of this caliber is a rarity—don’t miss the chance to build your legacy on Sarasota’s most exclusive shoreline.

4214 Higel Avenue, Sarasota
$762,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
.

108 Whispering Sands Drive Unit V26, Sarasota
$975,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Price Improvement! Don’t Miss This Waterside East Gem in Siesta Key! Amazing opportunity to own a pool home with a seawall and dock—ready for your creative vision. Whether you choose to renovate and update the existing home or build a brand-new waterfront retreat, this location is unmatched. Tucked away on a peaceful cul-de-sac just off the Grand Canal, the home features: • Large circular driveway for easy access and ample parking • Open floor plan with split-bedroom layout for added privacy • Sparkling pool just resurfaced with brand-new equipment installed • Private dock with direct water access for boating and water activities While the home is in need of some updates, the potential here is incredible—whether as an investment property or your dream residence. All this, just minutes from world-class beaches, shopping, dining, and entertainment. Property is being sold As-Is—buyer to verify all information.

568 Venice Lane, Sarasota
$1,350,000
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
$640,000
2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code
The absolute best of both worlds! About a 2/3 mile walk to the gulf beach access and about 100 feet to the Siesta Key Village! This second-floor condo was completely renovated in 2020. The owners created a stunning home away from home that features a relaxing front sliding glass-enclosed patio that can be opened to enjoy the gentle gulf breezes. The opened kitchen has lightly veined white quartz countertops (bathrooms, too), a huge gathering island, custom solid wood cabinetry and striking blue ocean backsplash! The bathrooms are just as beautiful and are completely redone with locally crafted custom vanities. Additional features include custom shiplap walls in the bathrooms, porcelain tile flooring throughout, new lighting switches and receptacles, impact-glass windows and sliders, new, new, new! The decorations and furnishings are to owners' standards- not renters. The spacious master bedroom has a 2-year-old King Sleep-Number bed, with a beautifully tiled ensuite bath. The second bedroom has a custom Queen Murphy bed. There is a hall laundry closet with newer washer/dryer stack unit and newer water heater. A brand-new Gordon HVAC was installed with a 10-year warranty and there is a brand-new roof as well. Private storage is stocked with beach toys! Enjoy a two-minute walk to the SK Village with several restaurant choices, shopping, nightlife, ice cream, and grocery store and only a 4-minute walk to the white quartz sandy beach! Truly one of the best locations on the key!

141 Avenida Messina Unit 4, Sarasota
$700,000
3 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Selling the LOT for this price - Motivated Seller - Bring All Offers - Build Your Dream Home! .3 Acres with 96' of frontage on Lake Norma, 105' on Ocean Blvd., Awesome Location, Location, Location!!! 1 Mile to Siesta Key Beach, 25 Homes to The Village, 6 Homes to Out of Door Academy, 5 Homes to Siesta Key Chapel Make your offer today & Build Your Dream Home Tomorrow!!!

4637 Ocean Boulevard, Sarasota
$925,000
3 Beds ⋅ 3 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to 396 Avenida Madera! Nestled in the heart of the Siesta Key Village and walking distance to world renown Siesta Key Beach presents a rare opportunity to own prime land. The very last lot at the end of a cul-de-sac offers a novel setting for your tranquil escape to over 112 feet of direct saltwater canal access. Having had storm damages from Helene & Milton, seller has professionally remediated the home: selling as is, for land value. Seller's highlights include a new concrete seawall built in 2023. Seller has made your renovation plans easy with optional estimates for completion with which to add your personal touches and preferences. Perhaps you'll agree this prime location is rather the proper ground to start fresh and build a custom waterfront retreat. Wake up to spectacular sunrises on your waterfront porch where you can enjoy morning coffee and tea with views of the canal. A short ten minute walk leaves you in breathless beauty of powdery sands and crystal-clear waters at Siesta Key Beach Access #3. And in the evenings, a five-minute stroll brings you top-rated dining and entertainment. Take advantage of an unparalleled opportunity to live in paradise and own a property that has it all.

396 Avenida Madera, Sarasota
$659,000
2 Beds ⋅ 2 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Built in 2009, this fully renovated first-floor 2-bedroom, 2-bathroom condo at The Beach Club at Siesta Key is a rare opportunity offering both personal enjoyment and strong rental income. Just steps from the world-famous Siesta Key Beach, the property has a proven history of short-term rental success, with owner usage permitted up to 120 days per year—making it an ideal balance of leisure and investment. Uniquely positioned within the community, the unit feels like an end unit thanks to the way the buildings are angled, offering enhanced privacy and natural light. It’s also the only first-floor condo in the complex with its own private covered balcony, surrounded by lush tropical greenery. This exclusive outdoor space provides a peaceful retreat with serene views of the pool while maintaining privacy through natural landscaping. Inside, the updates are extensive. The condo features fresh interior paint, brand-new living room furniture, modern lighting, a new dining set, flat-screen TVs in every room, and a brand-new washer and dryer. The open layout includes a bright and fully equipped kitchen with stainless steel appliances, offering a turnkey living space that is comfortable and inviting for both owners and guests. The property is fully furnished and professionally managed on-site, providing a hands-off experience with services including guest bookings, communication, cleaning, and maintenance. Amenities include a heated pool, hot tub, complimentary Wi-Fi, and free beach chairs and umbrellas. The Beach Club offers direct access to the cool white sands of Siesta Key Beach just steps away through a shared community gate—making beach days effortless and convenient. Located mid-island and just minutes from the Stickney Point Bridge, this unit provides easy access on and off the island and close proximity to shopping, dining, and outdoor recreation in the vibrant Siesta Key Village. With a combination of premium upgrades, a rare private balcony, and a stellar rental track record, this condo stands out as one of the premier offerings on Siesta Key.

1020 Sun N Sea Drive Unit 104B, Sarasota
$585,000
2 Beds ⋅ 1 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code
Life is good at the beach! This light and bright coastal 2 bedroom, 1 bath villa is ready for you. Just drop your bag and head to the beach or pool. Largest heated pool on Siesta Key. This unit features new LVP flooring, Stainless steel appliances, solid wood kitchen & solid surface tops with an open floor plan. New metal roof 2025 Unit comes turn key ready for you to enjoy or rent. Aloha Kai is located on Siesta Key, a popular barrier island on Florida’s West Coast. Aloha Kai is a family friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright white quartz sand and crystal clear waters & magnificent sunsets Siesta Key is one of Floridas top vacation destinations.

6020 Midnight Pass Road, Siesta Key
$1,577,000
3 Beds ⋅ 2 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water lovers. Just one mile from Siesta Key Village and the beach, the location allows for effortless enjoyment of island life while offering a private retreat. Move-in ready and untouched by flood damage, the estate includes two separate structures: a 2,000-square-foot main residence featuring an updated kitchen, and a versatile 280-square-foot detached building with a full bath—perfect for a guest suite, office, or creative studio. A newer metal roof and hurricane-impact windows and doors ensure lasting protection and peace of mind. Designed for outdoor living, the home features a spacious pool area with a large paver lanai, ideal for entertaining or relaxing. The property also includes a brand-new 10,000 lb boat lift, a double jet ski lift, and a newly installed well for efficient irrigation. After a day on the water or at the beach, unwind on the rooftop terrace and enjoy stunning sunset views over the water. This is a great opportunity to own a thoughtfully enhanced property in one of Siesta Key’s most desirable locations—offering the best of coastal living with modern amenities, luxury features, and sustainable upgrades.

5164 Windward Avenue, Sarasota
$460,000
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Make sure to see to this slice of paradise across the road from the beautiful ranked #1 Siesta Key Beach. This is being sold turnkey furnished all you need to do is bring your tooth brush. This condo has been updated and all of the appliances are within the last few years. The A/C has just recently been replaced. This complex did not have any flooding at all during the hurricanes and this unit is on the second floor. There is a wonderful screened lanai off the living room that looks over a lovely garden. This unit is nicely furnished with everything you would need at your new Beach condominium. Covered parking for one car and guest parking for other cars. The community amenities are wonderful they consist of an active clubhouse, a library, large swimming pool, extra laundry machines on property for your large items, BBQ grills and picnic areas and first come first serve boat docks and fishing area in a cove of the intercoastal. Having the Beach across the street offers, playgrounds, picnic areas, concession booths, volleyball, tennis and pickleball along with the lifeguard protected beach and swimming area. This is a pet friendly association as long as the pet is no larger than 25 pounds. The rental period is a minimum of 2 weeks all the way to year round. There is a management team on property to help with rentals and maintenance of the property. It is a well managed and well cared for complex.

5649 Midnight Pass Road Unit 804, Sarasota
$2,500,000
5 Beds ⋅ 4 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
Introducing "Southern Exposure," a modern 5-bedroom, 4-bath home on Siesta Key, where paradise meets modern living. Nestled just steps away from Siesta Key Village, this stunning beach home offers the perfect blend of beachside serenity and urban convenience. Your gateway to the best shopping, dining, and entertainment Siesta Key has to offer, and just minutes from the world-famous Siesta Key Beach, with its soft, powdery sands that define tropical bliss. Step inside this oasis, and you'll be captivated by the modern personality that defines every inch of its interior. The fresh, white palette creates an ambiance of spaciousness and tranquility, making it feel like your home away from home. The living room, filled with natural light, boasts an incredible white brick faux fireplace, adding elegance to the space. The open floor plan seamlessly transitions from the living room to the cozy dining area, perfect for gatherings with friends and family. The spacious kitchen is a culinary dream, complete with granite countertops and stainless steel appliances. Additional counter seating for three adds to its functionality, ideal for morning breakfasts or casual conversations. Convenience is at your fingertips with a fully-equipped laundry room just off the kitchen, ensuring that even the most practical aspects of your stay are covered with ease. Meticulously maintained and expertly updated, "Southern Exposure" guarantees a hassle-free and comfortable living experience during your stay. Step outside, and you'll discover your private backyard oasis. It features a soft turf yard and an inviting inground pool complete with an in-water sundeck for relaxation. Additional loungers are available for quick catnaps in the sun, making it the perfect setting for rejuvenation. When you're ready to indulge your culinary skills, there's a grill and an outdoor table with an umbrella, providing the ideal spot for island barbecues and al fresco dining. Escape to paradise at "Southern Exposure." With its perfect blend of modern charm and beachside tranquility, you may find it challenging to leave this paradise. Don't miss your chance to call this incredible Siesta Key Beach Home your own.This is an excellent investment property as well great rental history and future bookings in place. Contact us today for a viewing and be prepared to experience the ultimate in Siesta Key living.

91 Avenida Veneccia, Sarasota
$7,200,000
5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code
A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

265 Cedar Park Circle, Sarasota
$464,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Welcome to your slice of paradise on Siesta Key! This turnkey furnished 2 bedroom, 1.5 bathroom condo offers stunning canal views surrounded by mature tropical landscaping. With weekly rentals allowed and convenient in-house property management, it’s an ideal opportunity for both personal enjoyment and investment income. On-site property management provides professional oversight and streamlined rental operations. Positioned just steps from Siesta Key Beach, ranked the #1 beach in America, this property offers the ultimate coastal lifestyle in one of Sarasota’s most desirable locations. The unit is high and dry, and did not sustain flooding from recent hurricanes. Midnight Cove II conveniently features deeded beach access for effortless days in the sun. Resort-style amenities include a heated pool, tennis courts w/ pickleball nets, basketball hoop, car wash station, barbecue grills, fitness center, and covered carport parking. Enjoy the ultimate island lifestyle with Captain Curt’s, Daiquiri Deck, Anna’s Deli, and more right across the street, and Siesta Key Village is just minutes away for dining, shopping, and entertainment. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scene is only minutes away. Rental income history is available upon request. Live on the #1 beach in the USA while your investment works for you - this is Siesta Key living at its finest.

1300 Cove Ii Place Unit 710, Sarasota
$475,000
1 Beds ⋅ 1 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience.

1223 Siesta Bayside Drive Unit 1223, Sarasota
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

5215 Cape Leyte Drive, Sarasota
$550,000
2 Beds ⋅ 1 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Welcome to this stunning waterfront Siesta Key beach community featuring a private beach, gorgeous views of the Gulf, and spectacular sunsets. Lowest priced beachside Villa. This spacious, fully furnished, two bedroom single family Villa was totally renovated in 2025. The large new kitchen is a masterpiece with stainless steel appliances and quartz countertops. The huge open living area features a living room and dining room each with access to the screened front porch. Two spacious bedrooms and a stunningly renovated new bathroom round out this beautiful villa. The true treasure of this community lies in its direct access to the world-famous Siesta Key Beach, complete with private beach cabanas, a beach rinsing station, community pool, and beach chairs. Potential rental income of $50k make this a great investment property.

6150 Midnight Pass Road Unit V4, Sarasota
$1,500,000
3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

1038 Contento Street, Sarasota
$585,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
6th floor Gulfside Highrise facing East overlooking the peppertree grounds--High and Dry! Beautifully appointed with detail to owners care of the unit. Spacious open kitchen with extra storage, wood lament flooring throughout the living areas; tile in the baths and lanai. Lanai enclosed with hurricane windows and new murphy bed on lanai. Supersized utility room with washer and dryer. Underground parking space. Turnkey Furnished and Move in Ready!

1080 Peppertree Lane W Unit 602, Sarasota
$3,542,717
4 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning heated saltwater pool with spa jets, a sun shelf, and custom-designed waterfall. Mornings begin with a soft breeze from the Gulf as you take in the magical sunrise from your 4th-floor deck. Retreat at the day’s end to your 3rd-floor lanai to relieve all the day's stresses. You have a front row seat nightly for nature’s most spectacular show. North Shell Road is the ultimate destination to witness Siesta Key’s most enchanting sunsets, where the sky ignites in hues of gold and crimson over Lido Key. The Gulf’s shimmering waters stretch endlessly before you, bathed in the warm glow of dusk, transforming your private retreat into a masterpiece of light and color. The panoramic views from this prestigious North Siesta Key home are simply magnificent. This home charms with its bold contemporary lines and warm, seamless connection to its pristine surroundings. The sophisticated design blends easily with the warmth and energy of the natural light that flows throughout. Quartz, concrete, soapstone, and live-edge designs blend with soft bamboo floors. This one-of-a-kind sanctuary boasts every upgrade you can imagine. 3916 North Shell Road is where ultimate luxury intersects with coastal splendor. ***Private showings for discerning buyers are available by appointment. Sellers respectfully request that potential buyers wear the shoe booties provided for showings.

3916 N Shell Road, Sarasota
$735,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Welcome to Our House on the Beach, one of Siesta Key’s most desirable communities located directly across from world-famous Siesta Key Public Beach. This well-maintained 2-bedroom, 2-bath weekly rental residence features a spacious layout with two oversized private patios overlooking the heated community pool and spectacular west-facing sunsets. Thoughtfully cared for over the years, this condo is move-in ready and offers an ideal opportunity for light updating to make it your own coastal retreat. A major upgrade is already underway—brand-new, storm-rated impact windows and sliding doors are being installed in the coming days, and are fully paid for by the seller, offering peace of mind, energy efficiency, and improved storm protection for years to come. Additional highlights include updated bathrooms and a rare covered parking space conveniently located and protected from the elements—a highly sought-after feature on Siesta Key. Residents enjoy resort-style amenities including a heated pool, two tennis courts, golf cart parking, elevators, and bike storage. Located on Siesta Key, known for its world-famous quartz sand beach, vibrant Village, outdoor recreation, and relaxed Gulf Coast lifestyle, this condo is centrally positioned on the island and just moments to Siesta Key Village, and a short drive to mainland shopping, groceries, healthcare, and the arts and dining scene of downtown Sarasota. A prime island location, strong community amenities, and outstanding value—this is the Siesta Key lifestyle you've been waiting for.

1055 Beach Road Road Unit B204, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Welcome to your waterfront paradise. The Pointe at Midnight Pass on Siesta Key, is a 5+ acre gated coastal oasis surrounded by Little Sarasota Bay, the ICW, Blind Pass Lagoon, the Gulf of Mexico, and Jim Neville Marine Preserve. This beautifully updated 2BR/2BA second-floor condo showcases breathtaking water views and invites you to experience nature up close with frequent visits from playful dolphins, gentle manatees, and an array of vibrant seabirds. This tranquil waterfront setting perfectly complements a lifestyle of adventure and relaxation. Enjoy direct water access with kayak launches and boat docks—ideal for paddling, fishing, or cruising. Inside, the gourmet kitchen is a chef’s dream, showcasing granite countertops, custom wood cabinetry, and classic travertine flooring. High-end details continue throughout, with luxury ceiling upgrades that include recessed lighting, crown molding, and refined architectural accents—adding depth and elegance to every room. Built-in custom wood cabinetry and shelving provide both beauty and functionality throughout the condo. Both bedrooms boast stunning water views and direct access to the lanai, where you’ll enjoy breathtaking panoramic vistas—the perfect place to unwind and take in the coastal serenity. Resort-style living awaits at The Pointe, featuring a heated pool, spa, fitness rooms, clubhouse with full kitchen, outdoor grilling and picnic areas, herb garden, lighted tennis and pickleball courts, lush tropical landscaping, butterfly gardens, and your very own private island with BBQ, gazebo, and a front-row seat to observe The Pointe’s resident osprey nest. Seasonal social events, plus walk, bike, or drive to Turtle Beach with ample parking, Crescent Beach, Point of Rocks, and Siesta Key Beach. Free Siesta Breeze Trolley nearby. Easy walk, bike, drive, or trolly to local shopping, dining, entertainment, and recreational water activities. Seize the opportunity to own at this stunning waterfront sanctuary—schedule your private tour today and begin living the coastal lifestyle you've always dreamed of.

9393 Midnight Pass Road Unit 201, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
AVAILABLE NOW - UPDATED COASTAL RETREAT ON SIESTA KEY! Step into island living with this beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Palm Bay Club – one of Siesta Key’s premier beach-to-bay resort communities. This stylish second-floor residence features a modern open-concept kitchen with granite countertops, updated tile flooring throughout, and coastal-chic furnishings that create a fresh, inviting ambiance. Enjoy tranquil views from your private balcony overlooking lush tropical courtyards, and take advantage of direct access to Sarasota Bay with day docks, a fishing pier, a heated bayside pool, and a large custom hot tub. Deeded beach access leads you to a private stretch of world-famous Siesta Key Beach, where you’ll find another heated pool, a brand-new fitness center, lighted tennis courts, and pickleball. Whether you're looking for a personal getaway or a high-performing rental property, this turnkey-furnished condo is rental-ready, with 3-day minimum stays allowed and on-site rental management available. Located in the heart of Siesta Key, you're just minutes from both the North and South Villages for shopping, dining, and entertainment. Don’t wait – this updated gem is move-in ready and available now! Schedule your private showing today.

5963 Midnight Pass Road Unit 355, Sarasota
$2,850,000
4 Beds ⋅ 4 Baths ⋅ Royal Palm Harbor SubDv. ⋅ 34242 Zip Code
Sold data entry only.

1216 Northport Drive, Sarasota
$690,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
A rare opportunity! This lovely, updated 2 bedroom/2 bath, 1,387 square foot detached villa nestled within the premiere GULF FRONT property of Whispering Sands offers both privacy and maintenance free living. Remodeled in 2006 and newly updated in 2025, this spacious residence features ceramic tile flooring, plantation shutters, and a bright open layout designed for effortless coastal living. The chef inspired kitchen showcases granite countertops, a generous island with pendant lighting, and abundant custom cabinetry—perfect for entertaining with ease. Elegant new paneled doors, recessed lighting, and updated baths with modern vanities and fixtures add a sophisticated touch. A cozy den with built-ins provides space for reading or work. Outdoors, your private fenced patio with tropical plantings invites relaxing afternoons, evening gatherings, or dining al fresco. A two car garage completes this exceptional property. Enjoy the resort lifestyle Whispering Sands is celebrated for—set on the sugar-white sands of your own private beach, with two heated pools - one beachside, one clubside, clubhouse with fitness room and catering kitchen (currently undergoing complete remodeling), shuffleboard, and beachside Tiki Hut, gas grills, and canoe/kayak storage. This villa is located on the side of the complex closest to the Gulf. Leave your car at home! This unit is also ideally located right around the corner from the colorful boutiques and myriad of dining options in Siesta Key Village. A Gulf front property and just a short walk to the Village, Whispering Sands' location on Siesta Key is unbeatable. Don't miss this exceptional opportunity!

114 Whispering Sands Drive Unit V21, Sarasota
$1,075,000
3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling!

5073 Higel Avenue, Sarasota
$712,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated kitchen showcases a large one-level island, granite countertops, stainless appliances, and custom wood cabinetry. Enjoy easy-care wood plank tile throughout (even the lanai), updated baths, crown molding, plantation shutters, and no popcorn ceilings. NEWER AC & HWH in 2021. Hurricane protection adds peace of mind. Relax on your lanai with southern exposure. No harsh west sun, just Gulf breezes and vibrant skies. Coveted covered parking is just outside the elevator. With one-month rentals allowed 12x/year, this fully furnished condo is ideal as a seasonal escape or an income-generating asset. Live the Siesta Key dream today.

5600 Beach Way Drive Unit 304, Sarasota
$810,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
New Price – Exceptional Beachfront Living in the Heart of Siesta Key. Experience the essence of coastal luxury in this beautifully appointed 5th-floor residence with commanding views of Siesta Beach, the Gulf of Mexico, and golden sunset skies. Perfectly positioned within the highly desirable Peppertree Gulf-to-Bay community, this spacious two-bedroom, two-bath condominium offers a rare opportunity to own a slice of paradise. Timeless Spanish-inspired architecture sets the tone, with coffered beam ceilings, graceful arched doorways, and elegant finishes throughout. Walls of windows frame breathtaking Gulf views, flooding the open-concept living and dining spaces with natural light and coastal ambiance. The thoughtfully designed kitchen features custom wood cabinetry, gleaming granite countertops, stainless steel appliances, and a charming built-in breakfast nook—ideal for casual dining with a view. Retreat to the generous primary suite, complete with a walk-in closet and a luxurious en-suite bath featuring granite-topped vanities and custom cabinetry. A well-appointed guest bedroom and full bath with walk-in shower ensure comfort and privacy for visitors. Step onto the expansive, enclosed lanai—a multifunctional space that offers the perfect setting for entertaining, working remotely, or hosting overnight guests—all while enjoying spectacular beach and Gulf vistas. Sold fully furnished, this turnkey residence includes a large laundry room with abundant storage, a full-sized washer and dryer, a private parking space in the under-building garage, and a secure storage locker for all your beach essentials. Residents of Peppertree Bay enjoy an array of resort-style amenities including a private beach with lounge chairs, two heated swimming pools, fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and on-site management. Just a short stroll from Siesta Village's shops and dining, and a quick drive to Sarasota’s cultural attractions, this is coastal living at its finest. Whether you’re looking for a full-time residence, winter retreat, or investment with rental income potential, this exceptional beachfront property checks every box. Don’t miss your chance to own the Siesta Key lifestyle—where every day feels like a vacation.

1080 W Peppertree Lane Unit 506A, Sarasota