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$3,600,000
3 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
SUNRISE TO SUNSET GULF AND BEACH VIEWS extend from public beach, Siesta Village, the north toward Lido and Longboat Keys! Welcome to a combination of 2 gulf front units into a spacious, open, airy luxury beach residence. As you enter, you are immersed in the breathtaking waters of the Gulf of Mexico in all directions! Stunning interior with an Italian flair! Venetian plaster walls, and imported Italian travertine porcelain tile throughout, as well as custom wooden doors. Kitchen appliances are all high-end: Wolf, Viking, Subzero, Miele. Kitchen island has seating available for eight. The open great room is perfect for entertaining as well as the attached dining area with 100 bottle refrigerated built-in wine cooler. The Terrace is situated on the widest part of the beach, while being walkable to Siesta Village with its colorful boutiques and diverse eateries. All of this with 2 under-building assigned parking spaces and an interior storage unit. There is also a common bike storage room and a fantastic elevated salt water pool overlooking the beach. This is a rarely available offering on Siesta Key Beach with the piece of mind of a newer accordion hurricane shutters.

5400 Ocean Boulevard Unit 12-2, Sarasota
$450,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
PRICE IMPROVEMENT! BEACH LOVERS AND BOATERS THIS PROPERTY IS FOR YOU! Experience the best of waterfront living in this beautifully furnished, private first floor, end unit in the highly sought-after Siesta Harbor community! This TURNKEY condo offers stunning canal views and a prime location just steps from the beach. This immaculate 2-bedroom, 2-bath corner unit has been fully remodeled and is move-in ready. Featuring impact windows, an enclosed lanai, and gorgeous, high-end furnishings, this home is designed for both comfort and style. The spacious, open-concept living and dining areas flow seamlessly, enhanced by a modern kitchen with white shaker cabinets, quartz countertops, stainless steel appliances and top-tier finishes. The primary suite boasts a walk-in closet and a luxurious stand-up shower. The lanai is the perfect spot for morning coffee or an evening glass of wine, with dolphins often seen playing in the marina. You’ll enjoy easy access to all the amenities, including a heated pool and spa, shuffleboard, a fitness room, saunas, and a clubhouse. This active 55+ community also offers private beach access across the street, free on-site laundry, and a pier on the intracoastal waterway for fishing or just relaxing. Boat slips are available for an annual fee. Whether you're looking for a full-time residence or a rental opportunity, this turn-key condo offers both. Steps from the trolley, local shops, and restaurants, with easy access on and off the key – this location can't be beat. Don't miss your chance to live in one of Sarasota's most desirable locations – this stunning, move-in-ready home is waiting for you!

1215 S Portofino Drive Unit 108, Sarasota
$1,725,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Completely remodeled in 2025, this exceptional end-unit waterfront townhome on the quiet south end of Siesta Key offers spectacular panoramic water views and breathtaking sunrises with direct access to the Intracoastal Waterway and no fixed bridges to the Gulf. Boating enthusiasts will appreciate close Gulf access through the newly reopened Midnight Pass. Located in Siesta Bayside South, an exclusive six-unit waterfront community, this is one of only two residences without a shared common wall, offering enhanced privacy. Three levels provide three distinct water perspectives — from the backyard waterfront setting, to the main living balcony, and from the private primary suite lanai — each capturing beautiful, ever-changing views of the Jim Neville Marine Preserve. The thoughtfully redesigned interior features all-new appliances including washer and dryer, upgraded lighting throughout, a whole-house water purification system, water softener (2023), central vacuum system, and spa-inspired bathrooms with rain shower heads and handheld sprays. The main living area opens to an oversized screened balcony ideal for entertaining, while the primary suite features a private 18’ x 10’ screened lanai. Boaters will appreciate the private dock with 10,000-lb lift, deep water, and new docks currently being installed. Additional amenities include a waterfront community pool and direct access from the ground-level screened lanai — perfect for grilling and relaxed waterfront living. The oversized two-car garage offers generous storage for water toys and beach gear. Most furnishings are available under separate agreement, offering the opportunity for a turnkey transition. Just ½ mile from Turtle Beach, this pet-friendly community allows 3-month minimum rentals, making it ideal as a primary residence, second home, or investment. A rare opportunity to own a fully renovated, private waterfront residence in one of Siesta Key’s most serene locations.

9211 Midnight Pass Road Unit 6, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code
New Price! The best of bayfront living on Siesta Key with deeded beach access and boat slips. Experience the best of island living in this impeccably renovated bayfront residence at Turtle Bay, ideally on the serene southern end of world-renowned Siesta Key. Wake each morning to spectacular sunrises over the Intracoastal Waterway and wind down with vibrant sunsets near the beach—this is the quintessential Florida lifestyle. This spacious and stylish two-bedroom, two-bath condominium has been thoughtfully redesigned, including raised ceilings that enhance the open, airy feel. Throughout the home, you'll find designer tile flooring and elegant plantation shutters. The gourmet kitchen and both baths have been beautifully updated with crisp white wood cabinetry, stone countertops and sleek stainless steel appliances, creating a bright, modern coastal aesthetic. Enjoy gentle bay breezes from the screened terrace or relax in comfort indoors. A convenient full laundry room offers additional storage, and an oversized private one-car garage adds extra value and ease. Pet friendly, Turtle Bay offers an exceptional array of amenities, including beautifully landscaped bayfront grounds, deeded beach access directly across Midnight Pass Road, a heated pool and spa, tennis courts, boat slips (available on a first-come, first-served basis), and a charming picnic and grilling area. Minutes to the South Village, you'll enjoy effortless access via the free trolley to shopping, dining and entertainment, and a short ride to Siesta Village's unique shops and eateries. Nearby Point of Rocks is a favorite destination for snorkeling and fishing. Just minutes from Stickney Point Bridge and only 20 minutes to downtown Sarasota’s vibrant arts, culture and culinary scene, this condominium offers the best of Siesta Key living. Whether you're seeking a tranquil retreat or an active coastal lifestyle, this residence delivers it all.

8701 Midnight Pass Road Unit 104, Sarasota
$865,000
3 Beds ⋅ 2 Baths ⋅ Paradise Island SubDv. ⋅ 34242 Zip Code
Yes, it's on the water! Last shot at this one sub-1 million, coming off market end of Feb for full remodel. If you want a house on boating water with rock solid bones and a great floorplan this is probably it. 1/4 acre lot, nice covered lanai, walking distance to the Village and beach just beyond that. House has brand new plumbing, windows and roof only a couple years old, ready to be put back together. Dock quotes avail upon request.

315 Avenida De Paradisio, Sarasota
$465,000
1 Beds ⋅ 1 Baths ⋅ Gulf Holiday Apts SubDv. ⋅ 34242 Zip Code
Welcome to Gulf Holiday Condominium—an exceptional opportunity to own one of just 18 units in this rarely available community. This beautiful and recently updated first-floor, 1-bedroom, 1-bath residence places you just steps from the best of what Sarasota has to offer. Inside, you’ll find stainless steel appliances, quartz countertops, plantation shutters and modern finishes throughout, creating a bright and inviting retreat ideal for personal enjoyment or vacation rental income. If rental income is a priority, you’ll appreciate that this area allows for one-week rentals—a rarity in the surrounding communities. Gulf Holiday Condominium boasts an unbeatable location with effortless access to the white quartz sands of Siesta Key Beach and the vibrant shops, dining, and entertainment of Siesta Key Village. Opportunities like this are truly seldom available—don’t miss your chance to own a piece of paradise and proudly tell your family and friends, “I live where you vacation!

73 Avenida Messina Unit 6, Sarasota
$20,000
4 Beds ⋅ 4 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience the ultimate in coastal luxury with this Guaranteed Gulf View Deluxe Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an expansive, updated designer-furnished residence that radiates elegance and comfort. The floor plan includes a primary suite, a secondary suite, a spacious guest bedroom, and a den that easily serves as a fourth sleeping room—all thoughtfully appointed with over $150,000 in custom furnishings. The gourmet kitchen is fully equipped with top-tier appliances from Wolf, Sub-Zero, and Fisher & Paykel, complemented by imported linens and every fine detail you’d expect in a luxury coastal retreat. As an owner, you’ll enjoy the legendary hospitality and resort-style amenities of Hyatt Vacation Club, including a full-service recreation and concierge team, assistance with local activities, valet parking, and 24-hour security. Every element has been curated to deliver a seamless blend of private ownership and world-class resort living. Own your piece of paradise—and indulge in the Siesta Key lifestyle you’ve always imagined, at a fraction of the cost of full ownership.

915 Seaside Drive Unit 511, Weeks 2-3, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ 0524 Beach Road SubDv. ⋅ 34242 Zip Code
Updated 2 bedroom, 2 bath condo with gulf, beach views from living room, dining room and primary bedroom. Wonderful income potential.

524 Beach Road Unit A, Sarasota
$2,900,000
3 Beds ⋅ 4 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Lovely multi-story home on deep sailboat water which includes a boat dock. In-law quarters.

3232 Higel Avenue, Sarasota
$470,000
1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
Move Right Into this VERY SPECIAL SIESTA KEY RESIDENCE & Experience the Best in "Old-School" Island Lifestyle.....Sandy Cove is Truly a Hidden Mid-Century Inspired Oasis where the Lucky Few Residences are just Steps to Lounging, Fishing and Enjoying Sunsets in the PRIVATE GULF-FRONT Recreational Area with Historic Clubhouse & then a Short Stroll to Siesta Key Village.....Designed by renowned architect, Frank Folsom Smith, this COMPLETELY UPDATED & TURNKEY FURNISHED residence in Pet Friendly Sandy Cove III (up to TWO LARGE DOGS!) features Stunning Coastal Contemporary Finishes & Furnishings, including: Hurricane Impact Windows & Sliders, Luxury Vinyl Plank Flooring Throughout; Quartz Countertops, Glazed Ceramic Tile Backsplash, In-Unit Laundry and Custom Closets & Built-ins!. Indulge in Morning Coffee or Evening Cocktails on Multiple Lanai's--the Ultimate in INDOOR/OUTDOOR Living. Monthly Rentals Allowed.....Ideal as Vacation, Investment or Year-Round Residence.

116 Pass Key Road Unit 116, Sarasota
$1,225,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Experience luxury Gulf-front living at its finest in this stunning, fully renovated beachfront condo on world-famous Siesta Beach in sunny Sarasota, Florida. Perfectly positioned to capture breathtaking views of the turquoise Gulf waters and powdery white quartz sand, this TURNKEY FURNISHED residence offers the ultimate coastal paradise—ideal as a primary home, vacation retreat, or investment property. This beautifully redesigned condo features 2 spacious bedrooms and 2 full bathrooms, thoughtfully updated with high-end designer finishes throughout. The open-concept living space is filled with natural light and showcases top-of-the-line appliances, custom cabinetry, sleek quartz countertops, and elegant coastal-inspired details. HURRICANE IMPACT WINDOWS provide peace of mind while framing postcard-worthy sunsets and allowing the soothing sound of the waves to set the tone for everyday living. NO STORM Water INTRUSION from 2024 Hurricanes! Wake up to the Gulf breeze in the serene primary suite, complete with a spa-like en suite bathroom and refined finishes that rival luxury resorts. Every detail has been carefully curated, making this home truly move-in ready with no updates needed—simply bring your suitcase and start enjoying beachfront life. Residents enjoy an exceptional suite of resort-style amenities, including two heated pools, a state-of-the-art fitness center, an inviting clubhouse, tennis courts, pickleball courts and racquetball courts. Whether you prefer relaxing poolside, staying active, or entertaining guests, this community offers something for everyone. Conveniently located just minutes from world-class dining, boutique shopping, and vibrant island attractions, this Gulf-front luxury condo delivers the perfect blend of tranquility and accessibility. Live every day like a vacation in this rare Siesta Beach offering—where luxury, comfort, and coastal beauty come together effortlessly. Check out the virtual tour or book your private showing today!

5790 Midnight Pass Road Unit 104, Sarasota
$550,000
2 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
Opportunity knocks in one of the most sought-after locations on Siesta Key! Roof in good shape and impact windows throughout the home. This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise!

782 Birdsong Lane, Sarasota
$985,000
3 Beds ⋅ 3 Baths ⋅ Twitchell Ralph S Siesta Key Prop SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Tucked away at the end of quiet Estrada De Costa, a single lane road with just three homes, this unique and spacious Siesta Key 3 bedroom/3 bath lakefront property offers rare privacy, flexibility, and charm. The home was expanded in 2001, the property includes a 2 bedroom/2 bath main house, and a fully equipped one bedroom/one bath separate suite with its own private entrance, cozy living room, kitchen, walk-in closet, and screened porch with tranquil water views. Ideal for multigenerational living, guest accommodations, or income potential. Saltillo(Mexican) tile flooring flows throughout both living spaces and adds character and charm to every room, while the open layout flows seamlessly for comfortable everyday living. Sliding glass doors on the water side fill the rooms with natural light. The house did have water in the home after Hurricane Helene, so the owner completed some thoughtful and stylish renovations such as Shaker cabinets, quartz counters, subway tile backsplash, all new LG stainless steel appliances, new AC, and hot water heaters in both living spaces, and solid paneled doors throughout. New roof in 2022, and drain pipes lines in 2024. Located on Lake Rittwood, a serene neighborhood pond teeming with tilapia, turtles, ducks and birds, this home is a retreat. Stroll into Siesta Key Village, or catch sunset views at the Big Pass/Gulf public access at the West end of Givens St. and Ocean Blvd. This home offers the end-of-the-road seclusion, but still close to the wonderful activities of Siesta Key and Sarasota. Whether you're hosting guests, housing extended family, or exploring rental potential, this unique layout offers flexible living options rarely found on the Key.

4830 Estrada De Costa, Sarasota
$2,200,000
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
$650,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Magnificent water views!  It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Sarasota
$660,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Sold Data Purposes only.

1131 Lake House Circle Unit C114, Sarasota
$925,000
2 Beds ⋅ 2 Baths ⋅ Gulf N Bay SubDv. ⋅ 34242 Zip Code
In sought-after Gulf & Bay Club on Siesta Key, this condominium offers the ideal blend of resort-style living and coastal elegance, near the world-renowned quartz sands of Siesta Key Beach. This fifth-floor end unit features two generously sized bedrooms and two full baths. The layout includes a private en-suite bath off the primary bedroom, providing added privacy and convenience for owners. The expansive living and dining area creates an inviting space for relaxing or entertaining, while large sliding glass doors open to an enclosed lanai showcasing breathtaking beach and sunset views. This seamless indoor-outdoor connection allows you to enjoy sights and sounds of the shoreline year-round. The kitchen offers a blank canvas for new owners to customize finishes, design and functionality to suit their personal style. This condominium presents an exceptional opportunity to create a personalized beachfront escape in a spectacular setting. Set within one of the island’s prestigious gated communities, residents enjoy an unmatched lifestyle surrounded by lush tropical grounds and exceptional amenities. Gulf & Bay Club features three swimming pools, including a beachfront pool with sweeping Gulf views, a well-appointed clubhouse and a welcoming social atmosphere. The main clubhouse offers a library, bar, pool table, and multiple TVs, while the state-of-the-art fitness center includes strength training equipment, cardio machines, and space for yoga and stretching. Outdoor recreation is abundant with eight tennis courts, including a Har-Tru court, as well as basketball, racquetball, pickleball and shuffleboard courts. Additional highlights include scenic walking paths, a barbecue and picnic area, and a charming picnic island, ideal for gathering with friends and family. Whether as a full-time residence, seasonal retreat or investment opportunity, this Gulf & Bay Club condominium delivers the ultimate Siesta Key lifestyle, combining premier amenities, an unbeatable beachfront setting and relaxed sophistication of island living.

5790 Midnight Pass Road Unit 510, Sarasota
$1,650,000
Siesta Isles SubDv. ⋅ 34242 Zip Code
Big price reduction, owner will entertain all serious offers!! Build your dream home on this stunning deep Waterfront cleared 15000 sqft lot on Siesta Keys Grand Canal. 10,000 lbs boat lift already in place and room for a second boat or water toys. Located on a quiet cul-de-sac, 154 feet of water frontage with wide views and direct access to the bay and Gulf of Mexico, just two-and-a-half blocks to the powdery white sands of Siesta Key Beach, walking distance to Siesta Village's quaint shops and restaurants and approximately 15 minutes to downtown Sarasota many restaurants, shopping, cultural events and entertainment Well on premises for irrigation.

5353 Cape Leyte Drive, Sarasota
$1,640,000
4 Beds ⋅ 5 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Vacation getaway, lucrative rental or full-time dream home, this Siesta Key residence is just steps from the powdery white sands of Siesta Key Beach. Some of the important features included a new roof, Ipe hardwood decks, brick paver drive and walkways, irrigation system, brand new stainless-steel appliances, two hot water heaters (one is tankless) and two a/c units. Step inside the open-concept great room, where neutral finishes, timeless travertine floors, and abundant natural light create an inviting ambiance. The kitchen is ideal for entertaining or quiet mornings at home, featuring rich wood cabinetry, granite countertops, counter-height seating, stainless-steel appliances. A bonus room adapts effortlessly to your needs, while the spacious guest quarters ensure privacy and comfort for family and friends. Three large guest bedrooms, two with ensuite bath, offer luxurious accommodations, while the private, top-floor primary suite is a sanctuary of its own. Retreat to your spa-inspired bathroom, revel in the enormous custom walk-in closet, or step onto the rooftop terrace. Outside, the lush tropical landscaping creates a secluded backyard oasis, perfect for relaxation. End each day with breathtaking sunset views from the rooftop terrace, a magical setting to unwind. With a two-car garage and a prime location just a short stroll to the vibrant shops and restaurants of Siesta Key Village, this home offers the very best of coastal luxury living. Don’t just dream of paradise, own it.

5512 Avenida Del Mare, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Welcome to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. This fully remodeled third-floor unit is offered mostly furnished and showcases high-end finishes, including solid wood cabinetry, quartz countertops, stainless steel appliances, recessed lighting, and wood-look tile flooring throughout. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. The kitchen features white soft-close cabinets and a built-in desk, while the spacious primary suite offers lanai access and an en-suite bath with dual sinks and a walk-in shower. The second bedroom includes a generous closet and would comfortably fit two queen beds. A private laundry room with a full-size washer and dryer adds convenience. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, racquetball, basketball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand, this property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.

5760 Midnight Pass Road Unit 307D, Sarasota
$1,475,000
3 Beds ⋅ 3 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

4822 Ocean Boulevard Unit 8C, Sarasota
$1,350,000
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
$480,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Fabulous End Unit in Albacore! Redone with pride of ownership! walk out to your board dock, close to the Pool, outdoor hot tub, fitness room, shuffleboard, very active clubhouse, lots of activities

1257 S Portofino Drive Unit 101, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

6150 Midnight Pass Road Unit 26, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

6150 Midnight Pass Road Unit 13, Sarasota
$1,230,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Tucked away on Palm Island, one of Siesta Key’s most exclusive neighborhoods, this stunning Spanish-inspired home is more than a place to live, it’s a way of life. Just a short stroll from the sugar-white sands of Siesta Key Beach and the boutiques and cafés of the Village, every day feels like a vacation. Step inside and you’re instantly transported. Arched windows frame the open courtyard, hand-painted tiles tell a story, and sunlight dances across terracotta and hardwood floors. The airy living spaces flow effortlessly, with exposed beams, a handcrafted fireplace mantle, and a warmth that only a true Mediterranean home can offer. Recent updates including a new roof, new appliances, new water heater, newer AC, and impact-rated windows and doors bring modern peace of mind while maintaining timeless style. Whether you’re hosting friends under the glow of the courtyard lights, retreating to the private mother-in-law suite, or walking to the beach for sunset, this home embodies Siesta Key living at its finest!

5354 Calle Florida, Sarasota
$2,950,000
5 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Rare opportunity on North Siesta Key’s Bay Island—one of the area’s most sought-after waterfront enclaves. Offered as-is, this 4,536-square-foot residence provides an exceptional opportunity to renovate, redesign, or completely reimagine to suit your vision for the home, while enjoying serene water views and an unbeatable island location. Surrounded by luxury homes and tropical landscapes, the property offers the relaxed coastal lifestyle Siesta Key is known for, with bayside scenery, gentle breezes, and incredible upside. The home’s generous size allows for flexible design possibilities, making it ideal for customization in one of the island’s most premium, high-demand neighborhoods. This is a phenomenal opportunity for an investor or end user seeking a large home on Siesta Key to transform however they choose. With significant potential to add value through renovation or redevelopment, this property represents a strong future investment opportunity in a market known for long-term appreciation. Whether planning a strategic update or a full-scale redesign, the upside is substantial. An exceptional value for buyers looking to create something truly special.

604 Norsota Way, Sarasota
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code
If tennis and pickleball courts, beachfront living, and exceptional rental potential are at the top of your list, welcome to Surf & Racquet Club on Siesta Key—where resort-style amenities and timeless island appeal come together seamlessly. This sought-after ground-floor residence in Building W (5916) offers effortless access, direct proximity to the beach, and a lifestyle that balances relaxation with activity. The interior has been thoughtfully renovated with a clean, sophisticated coastal aesthetic. The kitchen is a standout, featuring crisp white cabinetry, elegant quartzite countertops, stainless steel appliances, double ovens, recessed lighting, and bar seating ideal for casual entertaining or morning coffee before a walk on the sand. Both bathrooms have been updated to complement the home’s refined yet relaxed design. Warm hardwood floors provide a rich foundation in the living area, paired with fresh neutral tones and curated furnishings with woven textures—rattan and bamboo elements that nod to island living while maintaining an elevated feel. The primary suite offers a versatile vanity area, perfect for getting ready for an exciting night in Siesta Key’s vibrant village or preparing for another sun-filled day. The enclosed lanai, framed by expansive windows, overlooks the lush 13-acre grounds of Surf & Racquet with tranquil views toward the pool and palm-lined pathways leading to Siesta Key’s world-renowned beach. Your ownership grants access to 2 heated swimming pools, fitness center, a BBQ pavilion, and a recreation hall as well as an active tennis calendar where owners come together for fitness, fellowship and fun. Whether you’re seeking a polished beachfront retreat or a high-performing investment in one of the island’s most iconic communities, this residence delivers comfort, style, and the unmistakable allure of Siesta Key living.

5916 Midnight Pass Road Unit W102, Sarasota
$1,290,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Beachfront Penthouse Condo on Siesta Key! Have you been waiting for an opportunity that’s just too good to pass up? This spacious two bedroom, two bathroom home offers a versatile layout perfect for personal use or entertaining family and friends. Recently renovated, this top-floor condo places you directly above Siesta Key's powdery quartz sands and offers unobstructed, breathtaking views of the Gulf. Balconies on the penthouse level are two feet wider than the floors below and offer the ultimate in privacy and tranquility, allowing you the opportunity to enjoy the breathtaking sunsets while watching the soothing waves roll in without interruption. To make this offer even better, there are new impact windows and sliding doors, water heater installed in 2019, HVAC installed in 2021 and a large private storage locker just outside the front door. Whispering Sands is a resort-style community with amenities that include two swimming pools, two clubhouses, exercise rooms, a picnic area with a tiki hut and grills, kayak and canoe storage, a large lagoon, meticulously landscaped grounds and more than 800 feet of private beach. Situated in the heart of world-renowned Siesta Key Village, you'll have private access to the island's vibrant dining, shopping and entertainment scene along with all the services you'll need to enjoy an island lifestyle. And you’ll be just minutes from the many cultural attractions Sarasota offers such as the Ringling Museum, Selby Botanical Gardens, the Florida Studio Theatre, Sarasota’s own Opera, Orchestra and Ballet, the Van Wezel Performing Arts Center, Mote Marine, Sarasota Jungle Gardens, world-class golf courses, professional sports teams and much more. Whether you're seeking a vacation retreat, investment property, or year-round beachfront living, this Whispering Sands condo offers a remarkable opportunity.

20 Whispering Sands Drive Unit 1205, Sarasota
$1,305,000
4 Beds ⋅ 4 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code
EXCEPTIONALLY RARE Siesta Key Income Property | Zoned for DAILY Rentals — a true Siesta Key Unicorn. This rare 4-bedroom, 4-bath duplex offers a unique opportunity to acquire a short-term rental asset just a short stroll from the world-famous white sands of Siesta Key Beach, one of the most supply-constrained and consistently in-demand vacation markets in Florida. Configured as two fully renovated 2BR/2BA residences, this property delivers unmatched flexibility—ideal as a high-performing investment, 1031 replacement property, vacation home, or personal residence with income potential. Zoned for DAILY rentals—a highly limited and valuable designation on Siesta Key—the property is currently operated as a professionally managed short-term rental with future bookings in place. Designed for both guest appeal and operational efficiency, each unit features open-concept living spaces, updated kitchens, in-unit laundry, durable tile flooring throughout, and tasteful coastal furnishings. The property is being sold fully furnished and turnkey, allowing for a seamless transition of ownership with no operational downtime. Outdoor amenities further support strong occupancy and repeat bookings, including a fenced, heated pool, tropical landscaping, lounging and dining areas, and a private grilling space. Four dedicated off-street parking spaces (two per unit) add a meaningful competitive advantage in this highly desirable beach location. Professionally operated as a vacation rental since 2020, the property has achieved documented gross rental income approaching $200,000 annually. A temporary decline in late 2024 and early 2025 was event-driven rather than demand-driven, due to regional hurricane-related cancellations. Travel demand to Siesta Key is now rebounding, and bookings are steadily returning—positioning the property for revenue normalization and potential growth consistent with prior peak years. Whether you are a short-term rental investor, 1031 exchange buyer, or an owner seeking to blend lifestyle with income, this property offers a rare combination of location, zoning, resilience, and upside in one of Florida’s most desirable coastal markets. Detailed income and expense reports available upon request. Buyer to verify exchange eligibility and tax treatment with qualified advisors. Private showings by appointment only.

1123 Crescent Street Unit 1123/1125, Sarasota