Siesta Key FL 6+ Bedroom Real Estate, Homes, Condos for Sale

Freshly update Siesta Key Duplex with proven income track – each side is a true 2 bedroom/2 bath/1 car garage residence with a bonus room and full size laundry facilities. Each side can sleep up to 6 guests. New roof – 2017, pool resurfaced – 2022, new in-floor pool cleaning heads – 2022, deck relaid – 2022, pool fountain repiped -- 2022, new deck landscape lighting – 2022, new a/c – 2022, both sided remodeled thru out in 2022 with new flooring, new kitchen quartz countertop w subway tile backsplash and state of the art Whirlpool appliances (fridge, dishwasher, microwave and range) and new state of the art Whirlpool washer and dryer. In addition to the pool being heated, each side is suited with their own dedicated gas grill, table and chairs, chaise, umbrella, beach chairs and beach buggy. Pool area is completely fenced for maximum privacy and parking area and driveways are large enough to accommodate up to 6 vehicles. Siesta Key beach access 13 is a 5 minute walk down the road, Cresent market and pub are a 20 minute walk down the street, Siesta key village is a 10 minute drive/bike ride away. Close to shops, grocery stores, restaurants, beach. This is truly a mecca of relaxation. No HOA, No Deed restrictions, No rental restrictions. Net Revenue before 2022 renovation was more than $140k/yr. Duplex is being sold turnkey with all new furnishings, décor and supplies with future bookings in place. Call for a private tour.

1127 - 1129 Crescent Street, Siesta Key

$3,495,000

6 Beds ⋅ A4589101 MLS

Embark on a lucrative investment opportunity with this exceptional four-unit income property, just steps from the world-renowned Siesta Key Beach. The property offers a flexible unit configuration, including two 2-bed, 1-bath units, and two 1-bed, 1-bath units, catering to diverse tenant preferences. Designed with your convenience in mind, each unit comes fully turnkey furnished, ensuring a hassle-free experience for both you and your tenants. The flexibility of this investment is unparalleled – with no minimum rental requirements, you have the freedom to capitalize on the thriving tourism scene by renting nightly. Imagine the possibilities in Siesta Key, where the property's exceptional location contributed to a gross annual income of nearly $470,000 from 09/01/2022-08/31/2023, showcasing its remarkable revenue-generating potential. Situated on a corner lot, the property stands out with captivating features, complemented by breathtaking sunsets and pristine sands from the beach. Picture Siesta Key Beach as an extension of your doorstep, offering tenants a perpetual summer vibe. Beyond the beach, the area offers vibrant shopping, dining, and entertainment options, creating an ideal balance of relaxation and recreation. Convenience is paramount, featuring covered parking for two vehicles and on-site laundry facilities. Under the building, there's a spot with picnic tables, great for enjoying an outdoor meal. If you're into relaxing, check out the nearby outdoor area with comfy lounge chairs, surrounded by tropical trees and string lights—a perfect place to kick back and make memories. Take advantage of complimentary access to kayaks and water toys, elevating the coastal living experience for your tenants. With effortless beach access just across the street, your investment is strategically poised for success. The Siesta Key Breeze Trolley adds to the convenience, offering free transportation for guests to explore jet ski rentals, bike rentals, and a variety of island activities. Whether you're a seasoned investor or a newcomer seeking a high-yield income property, this four-unit property offers a reliable source of rental income for years to come.

6905 Point Of Rocks Road, Siesta Key

$4,995,000

6 Beds ⋅ 5 Baths ⋅ A4581045 MLS ⋅ Beach House Residences BLDG.

Two stunning residences in one package! The two upper floors, Unit 301 and the Penthouse offer 6 large bedrooms, 5 full bathrooms, and are only steps away from Siesta Key’s Crescent Beach, rated the #1 beach, many times. This one-of-a-kind, unique opportunity offers un-paralleled views of the Gulf of Mexico. Each floor has its own private secured entry, a state-of-the-art elevator, private gated beach access, resident pool, and overall contemporary styling with a chic Miami flair. Both floors include full kitchens, laundry rooms, luxury finishes on countertops, soft-close wood cabinetry, luxury fixtures, Jacuzzi jetted tub, complete furnishings and upscale lighting to establish a true sense of a home. Your dog will also have their own personal private pet run oasis. Beach House Residences / the Penthouse has stunning architecture, 10’ ceilings, luxury bathrooms, large closets, private 2 car garage, and remains within one half block to all amenities. Siesta Key’s ‘Southern Village’ is directly across Midnight Pass Rd. and offers Restaurants, (Seafood, Italian, French), Tiki Bars, (the famous Captain Curt’s), Davidson’s Pharmacy, Post Office, Salon, Boat/Bike/Golf Cart/Kayak Rentals, and much more. An open-aired complimentary 3-mile trolley ride to the ‘Northern Village’ can only be compared to visiting a smaller version of Key West! Our Island has it all. This two-floor opportunity is turnkey furnished and adds the ability to rent individual floors or both floors together for short-term and long-term vacation rental income. Beach House Residences unit 301 and Penthouse offer easy on and off access to the mainland with the Stickney Point Bridge being right around the corner. Your dream vacation lifestyle is a reality with full-service amenities complimented by tranquil tropical views. It’s really one of a kind! *******With an acceptable purchase price, Seller has agreed to include one of two options: 1) a Hyatt Vacation Club three-week fractional vacation package and the first year of dues. The option provides 2 fixed-weeks and one floating week to use at the Siesta Key Beach, Hyatt Vacation Club. Weeks can also be gifted or exchanged for any Hyatt location in the USA or through the Interval Network worldwide. Membership in the Hyatt Vacation Club gives the owner access to the Siesta Key beach, Hyatt Pool, private gym, and Tiki Bar amenities year-round. Option 2) $35,000 credit towards closing costs. Please reach out to listing agent for additional details.

1140 Seaside Drive Unit 301, Siesta Key

$5,750,000

6 Beds ⋅ 4.5 Baths ⋅ A4578940 MLS

RARE SIESTA KEY BEACHFRONT PROPERTY! Direct Gulf-front with private beach access and full Gulf views and just a short walk to fun, eclectic Siesta Village. The property listed here consists of two individual 3 bedroom 2.5 bath homes recently renovated in the cottage/beach home style. Refinished kitchens and bathrooms include stainless steel, granite/quartz, wood cabinetry, and high end fixtures and finishes. Abundant hi-impact glass windows and doors afford a light and bright ambiance. Combined, these properties offer multiple options. One - raze the existing units and build a spectacular estate home or 2 brand new condominium units on this impressive beachfront parcel. Two - maintain them as-is as your personal residence and rent the second home or rent both homes. Zoned RMF1, they may be rented daily, weekly, monthly or annually. Currently managed by Beachside Management, the homes make for excellent rental properties. Either of these choices, combined with western facing direct beach/Gulf front views and beach access provide an incredible personal and/or investment opportunity.

600/602 Beach Road Unit 1 & 2, Siesta Key

$2,495,000

6 Beds ⋅ 3.5 Baths ⋅ A4573525 MLS

Rare and Valuable deeded Beach access just steps away! A spectacular estate home on a large corner lot has 6/7 bedrooms and 5 baths. It is the perfect home right in the heart of Siesta Key for large families and guests to enjoy the best the area has to offer. This expansive home is beautiful, light, and spacious with a pool. It has deeded access to the private gated Cocoanut Bayou Beach on the Gulf of Mexico which has world-class fishing for Tarpon, Snook, Redfish, Pompano, etc. The home has easy on and off access to the Sarasota mainland. It has beautiful Venetian architecture with Palazzo style, terra cotta floors throughout, barrel tile roof, and gated circular driveway in a lovely residential neighborhood. There are unique and custom touches throughout the home. The carved fireplace in the Great room lends an artistic touch to the shape and size of the room framed by curved columned walls into the adjoining bonus room. An artistic stained-glass window is displayed in the master bathroom. There is another fireplace in the backyard patio amongst statuesque columns lending to the intimate nature of the property. This wonderful home is perfect for entertaining with a large kitchen and three sets of doors leading directly out to the outdoor patio and pool area. Some furniture and many vintage pieces are available for purchase. If you see something you like, feel free to ask about it.

4099 Higel Avenue, Siesta Key

$15,950,000

6 Beds ⋅ 7.5 Baths ⋅ A4572927 MLS

Imagine your very own resort-like estate in the heart of the most sought after community in all of Sarasota! Sanderling Club is nestled on the south end of the world renown barrier island of Siesta Key. This ultimate beachfront experience is the true definition of living in paradise. This property offers the most exquisite home on almost 4.5 acres with over 300 feet of beachfront. The primary residence with over 8,600 square feet of living space is ideally positioned, capturing the amber skyline and emerald green waterways of the Gulf of Mexico from every angle. The interior design of this magnificent home is perfect for entertaining with the main living areas and spacious dining room facing the west to enjoy Southwest Florida sunsets every evening. The custom kitchen features Rutt cabinetry, a large island with plenty of seating, Wolf and Sub-Zero appliances, gorgeous marble countertops accented by brushed gold hardware creating an elegant experience in the heart of the home. The family room creates a warm inviting feeling as soon as you enter the space. The attention to detail throughout including custom moulding, built in shelving, views of mature tropical foliage, and the sparkling pool create such an incredible ambiance and place to create many fond experiences with family and friends. The home office, only accessed through a secret hidden door, makes working from home a pleasure. This property is meticulously well maintained with many recent updates to the main house including: brand new roof installed in 2023, new custom kitchen, beautifully renovated bathrooms, new engineered walnut flooring throughout, elegant marble flooring, custom wood millwork, a butler’s kitchen, LED lighting throughout, newer HVAC systems and ductwork, elevator, exterior patio railings, gated entry, Smart Home Wi-Fi enabled automation, and brand new hurricane impact window and doors installed in 2023. The private owner's suite is on one level featuring a spa-like bathroom with tranquil water views. The suite offers a private waterfront terrace and dual custom closets. The two guest suites also offer breathtaking views. The lower level features another full service kitchen, an additional guest space or gym, two full bathrooms, a steam room, a sauna, an expansive garage, and additional storage room. The second kitchen is easily accessible to the salt water pool and spa, a lighted tiki hut, outdoor fire pit, tennis courts, and a new paved drive space. The guest house with over 2,300 square feet of living space was built in 2007 and is a kayaker's dream located on Heron Lagoon with 316 ft of waterfront . With an open great room plan and high ceilings your guests will feel like they are in a tropical oasis. The guest house has a full kitchen, 2 en-suite, bedrooms, a large screened in terrace, and a large deck leading out to the boat dock. The dock is ideal for launching your kayak or canoe. Relax and simply sit on the dock and enjoy the sounds of birds chirping and the sound of palm trees swaying in the wind. This estate is within the guarded & gated community of Sanderling Club. The community offers amenities such as: a beach club, tennis and pickleball courts, Paul Rudolph-designed beach cabanas, playground, and dockage on the bay.

8218 Sanderling Road, Siesta Key

$8,950,000

6 Beds ⋅ 6.5 Baths ⋅ A4571948 MLS

Welcome to Shell-Abrate Good Times, a brand-new luxury home just a one-minute walk to Siesta Key Beach and four minutes to Siesta Key Village. This six-bedroom, eight-bathroom, new construction home can sleep up to twelve guests. The open living design gives guests sunny and airy space to sit back and relax, gather for a movie night, and connect over fun conversations. The fully equipped kitchen is a chef’s dream, with brand-new appliances and a generous counter space that makes meal prep a breeze. There is a large kitchen island with seating and a dining table. After dinner, grab your favorite drink and head to the 2nd-floor balcony to watch a breathtaking Siesta Key sunset. The primary, second, and third bedrooms are on the 2nd level. Let all your worries disappear as you drift off to sleep in the primary bedroom that features a private deck! Other primary bedroom features include an ensuite bathroom with a double vanity, a spacious tub, a walk-in shower, and an oversized walk-in closet. The second and third bedrooms have ensuite bathrooms with walk-in showers and have access to the uncovered deck, where they can relish in the island breeze before heading to bed. The fourth, fifth, and sixth bedrooms are on the main level. The fourth bedroom has a covered patio perfect for a quiet getaway and an ensuite bathroom with a walk-in shower. The fifth bedroom has ample closet space for storage and an ensuite bathroom with a walk-in shower. The sixth bedroom is perfect for younger guests after a long day of exploring, as they can refresh in the ensuite bathroom shower/tub combo. Additionally, there are half bathrooms on the main level and 2nd floor.

85 Avenida Messina, Siesta Key

$2,250,000

6 Beds ⋅ 6.5 Baths ⋅ A4570824 MLS

This cherished family home has been well-adored for the past two decades, and now presents a golden opportunity rarely available in the prestigious Sanderling Club, the only guard-gated neighborhood community located on the famous island of Siesta Key. This remarkable gulf-front community is unparalleled, boasting a harmonious blend of unique architecture, meandering roads, and an idyllic Old Florida ambiance. Residents have the privilege of deeded gulf access and usage of the community’s waterfront patio and grilling area, tennis, pickleball, and volleyball courts, as well as their own exclusive beach clubhouse, masterfully crafted by the renowned architect, Paul Rudolph. Members of the Sanderling Club also have the opportunity to rent one of the historic beach cabanas or a slip for their boat, at the private bayfront marina granting access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Step into your own personal getaway in this 5-bedroom, 5-and-a-half-bathroom, 5-car garage, 5,600 sqft residence offering ample space for your family and friends. Accommodate guests comfortably in the separate 1-bedroom, 1-bathroom, 875 sqft guest house located above the 3-car garage. Solar panels hidden on the rear portion of the metal roof power both the electricity and water heaters in both homes. Inside the main house, discover a spacious primary suite on the upper level, complete with a private balcony, large walk-in closet, and luxurious primary bathroom. Additionally offered are three guest bedrooms, and a secluded mother-in-law suite tucked away in its own private wing of the house all on the first floor. The expansive chef’s kitchen is a culinary dream, equipped with a full-size Subzero industrial fridge and freezer, Subzero beverage cooler drawers and beverage fridge, Wolf 6-burner range and double oven, two dishwashers, and a walk-in pantry. Natural light gracefully fills the home, shining in through the tall vertical windows that extend to the soaring angled ceilings. Open the high-impact German accordion doors in the sunroom and revel in the glorious indoor-outdoor experience that Florida living is all about. Create lasting family memories, whether it’s teaching the kids to cast a fishing line or launching a kayak off the backyard dock into the blue Heron Lagoon, playing fetch with the dog in the fenced in backyard, or simply unwinding with loved ones in the heated saltwater pool and spa. The opportunities are endless, and the enjoyment is eternal. The home being sold “As-Is”, offering a wonderful opportunity to make it your own and embrace the lifestyle you’ve always dreamed of.

7309 Pine Needle Road, Siesta Key

$14,950,000

6 Beds ⋅ 8.5 Baths ⋅ A4565492 MLS

Rare 1.2 acres on south Siesta Key with 546-ft. bayfront and 360-degree views. Water views from every room -- including the elevator. Private road for extreme privacy. Extensive upgrades completed in the last year include remodeled kitchen, new well with aerator tank, new water heater, whole-house lightning/surge protection, new aquarium, new whole-house water filtration, new pool surface and LED lights, new pool heater, new attic spray foam insulation, new whole-house generator, new security cameras and monitoring system, new outdoor speakers, new AC systems, new landscape, new rip rap and limestone seawalls, and major interior refresh including paint, marble cleaning/sealing, lighting and window treatments. Inspired by the incredible beauty of the site, this showpiece home surrounds you with beauty, comfort and conviviality. The expansive floorplan features sprawling balconies, and glass-filled front and rear elevations, all designed with a singular purpose: to maximize the spectacular waterfront setting. Gathering areas include formal living room, formal dining room, family room, gourmet kitchen, movie theater, fitness center, pool lounge, covered balcony, covered patio, heated pool/spa and tiki hut. The newly remodeled kitchen is a cook’s delight with center island, eat-in counter, and top-of-the-line Viking/Sub-Zero appliances. Next to the kitchen, the family room features two sets of French doors to a covered patio and open balcony. The custom 96x24x36 saltwater aquarium has a custom reef and an automated LED lighting system. Private quarters include six bedrooms with en-suite baths, plus two home offices. The owners’ retreat is all inclusive, appointed with two private balconies, two spacious walk-in closets and spa-inspired master bath featuring marble surfaces, center jetted bathtub with double walk-through shower behind etched glass. Additional features include a commercial-grade elevator with bay-view window, six-car garage, EV charging station, whole-house generator, whole-house water filtration, six AC systems with UV air purification, custom window treatments, decorative themed cabinet hardware and central vacuum. Outside, the meticulously-maintained landscape encloses the grounds for complete privacy. Water fun is guaranteed with heated pool/spa, dock with 15,000-lbs. lift plus recreational craft lift and beach kayak launch. When it comes to the ultimate in ultra-luxury coastal living, it’s hard to beat the allure of this dreamy coastal retreat. For a more immersive experience of this home, be sure to watch the video and take the interactive 3D tour.

1414 Point Crisp Road, Siesta Key

$9,480,000

6 Beds ⋅ 6.5 Baths ⋅ A4564288 MLS

Under contract-accepting backup offers. CONTEMPORARY LIVING WITH EXPANSIVE BAY VIEWS and Winner of HGTVs 2023 Ultimate House Hunt Waterside Category! This fabulous estate is located in Hidden Harbor, an exclusive and sought after neighborhood on the northern end of Siesta Key, with convenient access to downtown Sarasota and world-renowned Siesta Beach. This magnificent bayfront retreat is framed by 150 linear feet of water frontage and situated on over three-quarters of an acre with incredible landscaped gardens, providing its owners complete privacy. Entering this unique estate, you instantly enjoy peace and tranquility not often found with waterfront living. For the boating enthusiast, this property provides deep water with two boat lifts and a floating dock for easy access for kayaking and paddle boarding. Awe-inspiring remodeling which was completed in February 2023 has beautifully blended West Indies style and a truly contemporary feel with open living spaces, soaring ceilings, a dream kitchen and panoramic views which can be enjoyed from nearly every room. The primary suite offers dramatic water views, an expansive covered terrace, dual bathrooms, soaking tub and a walk-in shower -- all creating a truly spa-like environment. You will enjoy 6,369 sq ft of interior living space including 5 bedrooms and 7 baths, and a media room or 6th bedroom ensuite. Oversized lanais leading from the living areas and bedrooms create the perfect indoor/outdoor atmosphere. A stunning multi-level infinity pool and spa, complemented with a designer outdoor kitchen with swim-up bar, creates a resort-like ambiance. Other noteworthy amenities include a 3-car garage, generator, 500-gallon salt water aquarium, whole house water filtration system and much more. This trophy property with generous dimensions offers the buyer exceptional value and an opportunity to secure this fabulous property on beautiful Siesta Key. For more information, walk through videos, and matterport, please request the property website.

5131 Jungle Plum Road, Siesta Key

$3,960,000

6 Beds ⋅ 4 Baths ⋅ A4532582 MLS ⋅ 360 & 362 BLDG.

Siesta Key village duplex, each unit with 3 beds and two baths and 2 car garage. Gorgeous backyard oasis with paver deck and a fantastic outdoor covered ding area. There is room for a small pool. The units are identical in floor plan, with vaulted ceilings in the living area, large kitchen dining area and room spread out. The two units combined generated $385,925 March 2021-March 2022 after third party fees and bed taxes. The units have been recently updated and are beautifully furnished. The location is fantastic with just steps to Siesta Beach and Siesta Village! The property extends across the street onto the grand canal. We believe a dock can be added to this property. Seller financing available with 30% down

360 Canal Road, Siesta Key

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6+ Bedroom Siesta Key Real Estate