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6415 Midnight Pass Road Unit 206, Siesta Key
$458,000
2 Beds ⋅ 2 Baths ⋅ N6135805 MLS ⋅ 6415 BLDG.
One or more photo(s) has been virtually staged. UNBELIEVEABLE OPPORTUNITY to Seize the Moment for the Savy Buyer to Purchase this 2 Bedroom, 2 Bath Condo and Turn it Into the Beach Beauty of Your Dreams! Rarely Does an OPPORTUNITY Come Along to Renovate and Update a Property Like this at Such a Low, Low Price. Located in The Anchorage, a Well-Maintained Building which was Re-plumbed in 2020, and has Completed the Milestone Structural Inspection in 2022, The Anchorage Offers DEED RESTRICTED BEACH ACCESS to the Gulf of Mexico RIGHT ACROSS THE STREET. The Entrance/Lobby has been COMPLETELY RENOVATED (2024) with BRAND NEW TILE FLOORS. Featuring 2 Spacious Bedrooms, 2 Baths, and 2 Walk-In Closets PLUS an IN-CONDO LAUNDRY ROOM Accommodating a FULL-SIZE Washer & Dryer, NEWER CARPET and INTERIOR PAINT (August 2023), this 2nd Floor Unit has a PEACEFUL TREE-LINED VIEW FROM its Balcony (6ft X 34 ft) with Southern Exposure, and a Water View of the Canal and Docks to Enjoy Sunrise and Colorful Sunsets on Siesta Key. ALL ROOMS HAVE SLIDING GLASS DOORS LEADING TO THE BALCONY. The ON-SITE RENTAL OFFICE Opens Up a World of Possibilities to RENT YOUR CONDO When You Aren’t Using It, or INVESTORS Will Have the OPPORTUNITY to RENT the Unit WEEKLY, 52 Weeks a Year! The Amenity-Rich Anchorage Offers Owners and Renters a Gated Entrance, An OLYMPIC-SIZE HEATED POOL, Fitness Room, Lighted Pickel Ball & Tennis Courts, Clubhouse, BBQ & Picnic Areas, His & Hers Saunas, Kayak Storage, and FREE DOCKAGE for Your Boat Along the Seawall. Relax in an Adirondack Chair Along the Intercoastal Waterway as the Sail and Power Boats Pass by. Within Walking Distance is the Daiquiri Deck, Captain Curt’s Crab & Oyster Bar, and Clayton’s, Plus a Variety of other Popular Restaurants & Shops along with the Siesta Key Marina. Take the FREE TROLLY to Siesta Key Village to Enjoy More Shopping, Entertainment and Dining Options. Located Adjacent to the Stickney Point Bridge, You’ll Have Easy Access to the Mainland and Beyond. Bring Your Creative Ideas and Fulfill Your Siesta Key Beach Dreams. IRRESISTABLY PRICED, This Condo is the Deal You’ve Been Waiting For!

6415 Midnight Pass Road Unit 206, Siesta Key

8701 Midnight Pass Road Unit 206A, Siesta Key
$455,000
2 Beds ⋅ 2 Baths ⋅ A4647016 MLS ⋅ 8701 BLDG.
Endless Potential in a Prime Location! Located in the highly desirable Turtle Bay on South Siesta Key, this two-bedroom, two-bath condo is a blank canvas- original and ready for its new owner to bring their vision to life. With stunning views of Little Sarasota Bay from the living room and private balcony, this unit offers the perfect foundation to create your dream coastal retreat. Enjoy access to an updated fishing pier-ideal for casting a line or simply soaking in the stunning water views. Boaters will love the private boat dock with boat slips available for just $300 a year, making it easy and affordable to explore the waterways. Additional community amenities ensure every day feels like a vacation along with a deeded beach access just across the street at Tortuga Community for direct access to the sparkling Gulf of Mexico waters world-famous sunsets. Inside, you'll find an open-concept layout, generous natural light, spacious bedrooms, and private balcony where you can take in the tranquil waterfront scenery overlooking the pool. The spacious layout provides an ideal backdrop for your renovation and personalization. Whether you're dreaming of a modern beach-chic aesthetic or a cozy Florida getaway, the possibilities are endless. Residents enjoy deeded beach access across the street, providing easy entry to the gulf and gorgeous sunsets! Additional highlights include a private detached garage, plenty of guest parking, and located minutes away from Siesta Key Village, shopping, dining and entertainment. Enjoy all the amenities at Turtle Bay which include a heated pool, tennis and pickleball courts, clubhouse, and fishing pier with day dockage. With the beach just a short walk away, this is your chance to own and transform a piece of paradise on Siesta Key.

8701 Midnight Pass Road Unit 206A, Siesta Key

1250 N Portofino Drive Unit 201, Siesta Key
$455,000
2 Beds ⋅ 2 Baths ⋅ A4644285 MLS ⋅ 1250 BLDG.
Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open, split-bedroom floor plan is ideal for entertaining, and the patio can easily be closed for year-round enjoyment. The spacious, recently upgraded kitchen adds to the appeal. With engineered wood flooring throughout the main living areas and tile in the wet zones, upkeep is a breeze. Elegant Plantation shutters cover the impact windows, adding a touch of class. This TURNKEY furnished home allows for a smooth transition right into your new space. The November 2014 AC is still under a 12 year warranty. Siesta Harbor is a vibrant 55+ community nestled along the Intracoastal Waterway that has been meticulously maintained and recently updated, including new roofs and remodeled common areas. Bring your boat, as dock space is available for up to 30 foot vessels at very reasonable prices on the deep-water canal right in your backyard. World-renowned Siesta Key Beach is just across the street, accessible via your community’s deeded access. With a 1-month minimum rental policy, this unit offers an excellent investment opportunity. It also serves as the perfect home for year-round living, complete with amenities such as a heated pool and spa, sauna, fitness center, barbecue area, fishing pier, and assigned covered parking. Enjoy dining and shopping just a short stroll, bike ride, or Siesta trolley ride away, plus easy access to your private community beach. Don’t miss out—call today to schedule a tour of this exceptional unit!

1250 N Portofino Drive Unit 201, Siesta Key

8911 Midnight Pass Road Unit 512, Siesta Key
$455,000
1 Beds ⋅ 1 Baths ⋅ A4605000 MLS ⋅ Sunrise Cove BLDG.
Penthouse Pied a' terre with full bayfront views at Sunrise Cove Yacht and Racquet Club, a stone's throw from pristine Turtle Beach. This one-bedroom furnished retreat is the perfect tropical beach getaway for those seeking a resort lifestyle at an affordable price. Sunrise Cove has two pools, lighted tennis and pickleball courts, exercise room, picnic area, kayak launch, bike storage, grills, and billiards room. Boaters will appreciate having plenty of available boat slips for their favorite vessel. Wake up to full bayfront views from your bedroom. Take a quick stroll across the street to watch the beautiful sunset at Turtle Beach or hop on the trolley to vibrant Siesta Key Village, with its welcoming community vibe and breathtaking natural beauty, Enjoy the quaint shops and charming restaurants. One month rentals permitted, providing an excellent opportunity to generate income when you are not using the property.

8911 Midnight Pass Road Unit 512, Siesta Key

73 Avenida Messina Unit 15, Siesta Key
$452,000
1 Beds ⋅ 1 Baths ⋅ A4672410 MLS ⋅ Holiday Apts BLDG.
Welcome to Gulf Holiday Condominium—an exceptional opportunity to own one of just 18 units in this rarely available community. This beautifully updated second-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 and granite countertops, 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 15, Siesta Key

24 Sandy Cove Road Unit A6-D, Siesta Key
$450,000
1 Beds ⋅ 1 Baths ⋅ A4680784 MLS ⋅ Sandy Cove BLDG.
This freshly updated turnkey furnished 1 bed + loft pet-friendly condo is ready for its new owner! The unit sits high and dry on the second floor and has a small loft with a queen-sized bed, a wood-burning fireplace, a main bedroom with a separate mini split AC unit, and ensuite bathroom with shower. Plenty of natural light and a large, newly refinished balcony overlooking the spring-fed lake. Updates include refinished kitchen cabinetry, quartz countertops, cooktop, moveable island with genuine butcher-block top, built-in trash and recycling cabinet, and a breakfast bar with seating for 4, and hard-wearing luxury vinyl plank floors throughout the main living/bedroom area. This unit also benefits from a brand-new standing seam metal roof. Sandy Cove is a highly sought-after old Florida-style community located just north of Siesta Key Village. Relax and enjoy the pristine white quartz sand 350 ft. stretch of private Gulf-front beach in a natural Old Florida setting. Enjoy the morning sun from your balcony. Come experience the true experience of old Florida with the Sandy Cove community, designed by the renowned Sarasota School of Architecture master Frank Folsom Smith. You will have a covered parking space with a storage closet for beach chairs and bikes, and there is kayak storage on site. Impact windows and sliders. Stack washer and dryer in unit. Just bring your beach towel and move right in!

24 Sandy Cove Road Unit A6-D, Siesta Key

6020 Midnight Pass Road Unit 42, Siesta Key
$450,000
1 Beds ⋅ 1 Baths ⋅ A4669061 MLS ⋅ Alohoa Kai #42 BLDG.
Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.

6020 Midnight Pass Road Unit 42, Siesta Key

5669 Midnight Pass Road Unit 308, Siesta Key
$450,000
2 Beds ⋅ 2 Baths ⋅ A4652521 MLS ⋅ 3 BLDG.
Welcome to your own slice of paradise on stunning Siesta Key! This turnkey-furnished 2-bedroom, 2-bathroom condo is perfectly situated in the sought-after White Sands Village—just 367 steps from the world-renowned Siesta Key Beach, proudly ranked the #1 beach in the U.S. Whether you're seeking a full-time residence, a sun-soaked vacation getaway, or a high-performing income property, this condo has it all. Step inside to a bright, open living space that's been tastefully updated with stylish tile flooring, a fully equipped kitchen featuring sleek stainless-steel appliances, and modern bathrooms, and crown molding throughout. Both the living room and bedrooms are comfortably furnished and move-in ready—just bring your flip-flops! Unwind on your private screened lanai, where you can soak in the tropical breeze and peaceful sounds of nature. Recent updates include a new A/C Unit (2023) and Hot Water Heater (2019), adding peace of mind to your investment. Community perks include, Heated swimming pool & sauna, Boat docks (available for annual rental, first-come basis), Clubhouse for social events, BBQ grills & picnic spots, Multiple laundry facilities, Covered parking + plenty of guest parking. Directly across the street, Siesta Key Public Beach offers tennis, pickleball, volleyball, and a playground—perfect for active beach days. When the sun sets, hop on the free trolley or Frog Hopper and head to Siesta Village for live music, fantastic dining, shopping, festivals, and the weekend farmer's market. With a pet-friendly policy, flexible 2-week rental terms, and an on-site rental manager to handle everything, this condo offers not only a relaxing beach lifestyle but also excellent rental income potential. Don’t miss your chance to own a piece of paradise in one of the world’s most beloved beach destinations. Live the laid-back Siesta Key lifestyle—your coastal oasis is waiting!

5669 Midnight Pass Road Unit 308, Siesta Key

1350 N Portofino Drive Unit 208, Siesta Key
$450,000
2 Beds ⋅ 2 Baths ⋅ A4652435 MLS ⋅ 1350 BLDG.
Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-filled unit features a spacious primary suite with walk-in closet and balcony access. Enjoy canal views and partial views of Little Sarasota Bay from the enclosed lanai. Boaters will appreciate direct access to the Intracoastal with no bridges and the option to lease dock space for vessels up to 30' (subject to availability). Community amenities include a heated pool, outdoor spa, gas grills, picnic area, and a clubhouse with a full kitchen, fitness center, sauna, game room, and library—all supported by a full social calendar. Deeded access to Crescent Beach lets you enjoy Siesta Key’s famous white quartz sand. Additional features include assigned covered parking, private storage, and convenient laundry facilities. Located just off the South Bridge with easy access to restaurants, shops, and mainland Sarasota. On-site management provides peace of mind in this beautifully maintained, waterfront community.

1350 N Portofino Drive Unit 208, Siesta Key

9074 Midnight Pass Road Unit 11, Siesta Key
$450,000
2 Beds ⋅ 2 Baths ⋅ A4641554 MLS ⋅ 11 BLDG.
AMAZING NEW PRICE! Seller is very motivated...Waterfront Paradise for Water Lovers! Wake up in this FULLY FURNISHED and UPDATED condo to stunning views of Blind Pass Lagoon and step outside to the community boat slips (first come first serve) for boating, fishing, kayaking, or paddleboarding over to the new Midnight Pass. Plumbing stacks replaced with PVC (2022). With a new dock and seawall (2024) and direct Intracoastal Waterway access, adventure is just outside your door. A five-minute stroll takes you to Turtle Beach for sun and sand or laze the day away in the heated community pool. This bright, freshly painted condo features a remodeled open-concept kitchen with solid wood cabinets, new granite countertops, and backsplash. The spacious living/dining area and master suite offers spectacular water views. New flooring (2021) in the bedrooms and updated baths (2023) add modern comfort. The lanai with motorized sunshade is the perfect spot to relax and take in breathtaking sunsets. Stay cool with a well-maintained HVAC system (2017) with new UV purifiers and cleaned ducts (2024). The unit includes in-unit laundry (2018), hurricane shutters, and two assigned parking spaces (one covered with storage). Community amenities include BOAT SLIPS, heated pool with a paver deck for year-round enjoyment. Automatic Hurricane shutters on windows in Living area, bedrooms, and manual ones on guest bathroom window and lanai. Located near Siesta Key Beach, Siesta Village, and local restaurants, this condo is perfect for those seeking a vibrant waterfront lifestyle. Schedule your showing today!

9074 Midnight Pass Road Unit 11, Siesta Key

1215 S Portofino Drive Unit 108, Siesta Key
$450,000
2 Beds ⋅ 2 Baths ⋅ A4637058 MLS ⋅ Dolphin Building BLDG.
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, Siesta Key

5950 Midnight Pass Road Unit 107, Siesta Key
$450,000
1 Beds ⋅ 1 Baths ⋅ A4587642 MLS ⋅ Siesta Beach House BLDG.
Unique opportunity; experience the fantastic Florida lifestyle on Siesta Key. Define beach-living on your terms whether you visit seasonally, invite friends and family, or rent it for a 3-day minimum to maximize your return on investment. Savor the beach life while making wonderful family memories in this spectacular condo located just steps away from the world-famous Siesta Key Beach. This one bedroom, one bath property is fully equipped to host 4 people with one queen size bed and one sleeper sofa in the living room. The open concept kitchen features a great breakfast bar that serves as the perfect eating area. The master bedroom is bright and spacious. After soaking in the sun on the private deeded beach, cool off in the Siesta Beach House communit ypool, and then hit the village for the evening. The prime location allows you to get to many restaurants, bars, and shops nearby in minutes. If you don’t feel like driving, you can also take the trolley that stops right out front and go anywhere on the island! It really doesn’t get any betterthan this! A dream turned reality, this rare gem on the Key is an opportunity to experience the perfect beach lifestyle that you were looking for.

5950 Midnight Pass Road Unit 107, Siesta Key

5623 Midnight Pass Road Unit 615, Siesta Key
$446,000
2 Beds ⋅ 2 Baths ⋅ A4652823 MLS ⋅ White Sands Village BLDG.
This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle. The spacious 2-bedroom, 2-bath layout features an open-concept living and dining area, a modern kitchen with quartz countertops and stainless steel appliances. The primary suite includes an en suite bath and ample closet space, while the guest bedroom offers flexibility for visitors or a home office. This unit is move-in ready and ideal as a full-time residence, seasonal retreat, or income-producing vacation rental. The community features resort-style amenities including a heated pool, clubhouse, beach access and boat docks (based on availability). Assigned parking and in-unit laundry provide added convenience. Located near Siesta Key Village with its vibrant dining, shopping, and entertainment options, this is a rare opportunity to own a piece of paradise in one of Florida’s most iconic island communities.

5623 Midnight Pass Road Unit 615, Siesta Key

1203 Siesta Bayside Drive Unit 1203-D, Siesta Key
$440,000
1 Beds ⋅ 1 Baths ⋅ A4690769 MLS ⋅ Gulf & Bay Club BLDG.
Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.

1203 Siesta Bayside Drive Unit 1203-D, Siesta Key

6157 Midnight Pass Road Unit B12, Siesta Key
$440,000
2 Beds ⋅ 3 Baths ⋅ A4678073 MLS ⋅ B BLDG.
Virtually Staged. Waterfront Siesta Key condo with breathtaking Sarasota Bay intracoastal views and weekly rentals allowed. This rare 2BR/2.5BA Bay Oaks residence is a remarkable opportunity for a buyer with vision to transform a diamond in the rough into a spectacular waterfront getaway, full-time residence, or investment property. Positioned directly on the water, this two-level condo offers the kind of panoramic bay views that are hard to find and impossible to forget. The first floor includes the living room, dining area, kitchen, in-unit laundry, and guest half bath. Upstairs, both bedrooms feature ensuite baths and walk-in closets, including one suite with a private covered balcony overlooking the bay. Bay Oaks residents enjoy a heated waterfront pool, fishing pier, tennis, pickleball, clubhouse, picnic and grill areas, covered parking, bike storage, guest parking, onsite management, and 24-hour video surveillance. Just 1 mile to Siesta Key Beach, with trolley access directly outside the community, this location combines waterfront serenity with easy access to dining, recreation, and the best of Siesta Key.

6157 Midnight Pass Road Unit B12, Siesta Key

5855 Midnight Pass Road Unit 201, Siesta Key
$440,000
1 Beds ⋅ 1 Baths ⋅ TB8381893 MLS ⋅ Harbor Towers East Wing BLDG.
Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk.

5855 Midnight Pass Road Unit 201, Siesta Key

6157 Midnight Pass Road Unit E42, Siesta Key
$440,000
2 Beds ⋅ 2 Baths ⋅ A4641734 MLS ⋅ E BLDG.
Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor condo has elevators, covered parking and guest parking. The spacious condo has beachy décor, 2 large bedrooms, 2 baths, in unit washer dryer, stainless steel appliances, walk in closets. BAY OAKS complex has huge shade trees and mature landscaping and is located on the intercoastal on one side with a nice fishing pier and the beach on the other. This is your chance to own property for your family and use it as an investment property also. Siesta Key has beautiful sunsets, Sunday night drum circle, and close to restaurants, shopping and watersports. There is also a game room in the clubhouse, and a public laundry as well as free local taxis for a night out in the Village. Sarasota offers theatres, art galleries, museums, parks, Mote Marine, and Selby Gardens. So much, so close! Own a piece of Paradise. We have found out from the HOA that there could be an assesment coming. The seller is wiliing to put that in escrow for the buyer or reduce te price by that amount.

6157 Midnight Pass Road Unit E42, Siesta Key

8625 Midnight Pass Road Unit 505B, Siesta Key
$437,000
1 Beds ⋅ 1 Baths ⋅ A4632344 MLS ⋅ B BLDG.
Attractive New Price! Boaters & Beach Lovers Delight in this picturesque offering .... Location is Key on Siesta ~ True Gulf/Ocean to Bay Property. Offering: Boat Docks & Fishing & Cleaning Stations, Pools, Private Beach Access & Cabanas, BBQ grill areas and so much more...! Milestone Inspection complete & passed! Bay Tree Club offers a slice of paradise with rare & spectacular Gulf/Ocean to Bay access. A boater's delight now that Midnight Pass reopened ~ offering direct access to the Gulf of Mexico! Revel in beautiful sunrises by the bay and magical sunsets on the gulf. Witness the majestic sea turtles during nesting season. All just minutes from your top floor Penthouse style condo. This one-bedroom, one-bathroom home offers 697 square feet of living space in an idyllic well-maintained coastal community. The cheerful layout creates a bright and airy atmosphere, accentuated by the neutral tones and ample natural lighting. The updated kitchen features granite countertops, while the tiled shower in the bathroom provides a modern touch. The living room and dining area are both spacious and inviting. Enjoy unobstructed views of the bay from your Juliet lanai & partial Gulf/Ocean views from your bedroom window. Here residents can experience the serene waterfront location, with direct private access to the beach and private tranquil docks. No additional fees for dock slip usage! The lush landscaping, bay & beachfront setting contribute to the overall peaceful ambiance. Residents can also take advantage of their own private cabanas, boat docks, and access to both the Gulf/Ocean and the Bay. This inviting community is situated within easy access to nearby restaurants, shops, and the infamous Siesta Beach and Siesta Village. With a Trolley stop out front, take advantage of free rides to explore the area further. In addition to fun rides on the Key, hop aboard for a jaunt to Downtown Sarasota with additional Trolleys to popular St. Armands Circle and nearby Longboat Key attractions. The property also provides assigned owner and ample guest parking, as well as private storage, two heated pools (Gulf/Ocean & Bay Side) and two BBQ patio grilling areas (Gulf/Ocean & Bay Side). This property represents boat & beach living at its very best where life is easy, and boaters can enjoy private docks with direct access to the reopened Midnight Pass & beach lovers have the Gulf of Mexico as their backyard. With its updated features, waterfront location, and amenities, this condo offers an ideal living experience. Move in, unpack and relish in beach life. Living is good on Siesta Key! Investors and end users have the potential to enjoy instant income as the seller is willing to leaseback. Take comfort in knowing that this complex completed and passed the Milestone Inspection and that the building had no structural damage from the recent storms. Roofs were replaced in 2020. Being offered furnished/turnkey. This Gulf/Ocean to Bay home is a must see!

8625 Midnight Pass Road Unit 505B, Siesta Key

9200 Midnight Pass Road Unit 28, Siesta Key
$432,500
2 Beds ⋅ 2 Baths ⋅ A4674722 MLS ⋅ Na BLDG.
Discover the true Siesta Key lifestyle in this beautifully updated two-bedroom, two-bathroom condo—an inviting coastal retreat that makes island living surprisingly attainable. Located on the peaceful southern end of the island, this well-maintained second-floor residence offers the perfect blend of comfort, style, and laid-back luxury. The thoughtfully updated kitchen features custom cabinetry, quartz countertops, a spacious island, and stainless-steel appliances, while high-end luxury vinyl plank flooring flows seamlessly throughout. Evenings are best spent on the air-conditioned lanai, where breathtaking sunsets and tranquil surroundings make every day feel like a vacation. Offered turnkey furnished, this move-in-ready condo includes a new A/C system (2024) and new hot water heater (2024)—just bring your swimsuit and sunscreen and start enjoying island life immediately. Step outside to daily sightings of manatees and dolphins in your backyard, or launch your kayak to explore scenic mangrove tunnels before paddling through Midnight Pass into the sparkling Gulf waters. Boaters will love the community boat slips, offering direct access to Sarasota Bay and the Gulf beyond. At the end of the day when it’s time to relax, unwind in the recently updated, heated community pool, or take a short stroll to Turtle Beach, just around the corner. The Inlet community has been exceptionally maintained, featuring a new roof (2024), fresh exterior paint, and a new seawall and dock. Community amenities include, elevator, heated swimming pool, boat slips, kayak storage, bike racks, laundry, and a convenient grilling area. With a Siesta Key trolley stop nearby, enjoying Siesta Key Beach, the Village’s dining, shopping, and nightlife is effortless and no car required. This is your opportunity to own an affordable island escape. Come experience the charm, beauty, and relaxed coastal lifestyle that make Siesta Key so special.

9200 Midnight Pass Road Unit 28, Siesta Key

6006 Midnight Pass Road Unit 4, Siesta Key
$425,000
1 Beds ⋅ 1 Baths ⋅ A4678472 MLS ⋅ B BLDG.
Beachside Living at Its Best - Casa Mar on Siesta Key Welcome to Casa Mar, a sought-after beachfront community offering the perfect combination of island charm and modern convenience. This 1-bedroom, 1-bathroom furnished unit is a rare opportunity to create your very own coastal getaway or capitalize on a high-demand vacation rental investment. Located just a 1-minute walk from world-renowned Siesta Beach, this bright and inviting unit overlooks the community pool and is ideally situated for effortless access to the Gulf. Recent updates include new laminate flooring in the bedroom , updated kitchen and new living room furniture. This unit also comes with a covered 1-car carport, offering protection from the elements and added convenience for beach living. Casa Mar is a true resort-style community, offering two swimming pools, tennis court, shuffleboard court, outdoor gas grills, and private beach access. With lush landscaping, tropical ambiance, and a friendly atmosphere, it’s the ideal place to relax, unwind, and enjoy the Florida lifestyle. Don’t miss the chance to own a piece of paradise, close to dining, shopping, and all the charm of Siesta Key Village, while also benefiting from strong income potential when not in personal use. This is your opportunity to live the beach life and make it truly your own.

6006 Midnight Pass Road Unit 4, Siesta Key

8750 Midnight Pass Road Unit 102, Siesta Key
$425,000
1 Beds ⋅ 1 Baths ⋅ A4678408 MLS ⋅ Tortuga/8750 BLDG.
Siesta Key dream condo located directly on the Gulf of Mexico, offering deeded beach access and boat slip availability on the Intracoastal Waterway just across the street. This inviting one-bedroom residence features quartzite countertops in both the kitchen and bath, along with a new kitchen backsplash that adds a fresh coastal feel. A highly desirable in-unit washer and dryer—an upgrade not found in all units—provides added convenience. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball courts, shuffleboard, and a fishing pier. The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind, and beautiful Mexican tile throughout means no carpet. The unit is being sold turnkey furnished, excluding select personal items, and offers ample storage along with an assigned covered parking space and plenty of guest parking. Located just one floor up, access is easy via elevator or stairs, placing you moments from the world-famous quartz sands of South Siesta Key. Enjoy a trolley ride to Siesta Key Village or a bike ride to charming shops and restaurants. Conveniently located near cultural attractions and Sarasota International Airport. Rentals are permitted with a one-month minimum, up to three times per year. No pets allowed. Relax and enjoy the effortless coastal lifestyle this private Siesta Key retreat offers.

8750 Midnight Pass Road Unit 102, Siesta Key

212 Pass Key Road Unit 212, Siesta Key
$425,000
2 Beds ⋅ 2 Baths ⋅ A4646144 MLS ⋅ 212 BLDG.
This is the One! *A true community! Enjoy the island lifestyle with actual neighbors*No need to worry about who will be renting next to you on a week to week basis* (Rental options available after 2 years) *Seller will make a concession off list price of 1 year of current HOA fees ($10,188) to offset rental terms*Rarely Available 2bed/2bath Condo located in Sandy Cove II*Second Floor Unit with Your Own Exterior Entrance and Water Views from Your Living Room! Own a Tree top Condo on the #1 beach, Siesta Key*Pet friendly*Open plan with Cathedral ceilings*Sandy Cove II offers access to one of the best fishing piers and waterfront areas on Siesta Key*Designed by Frank Smith from the Sarasota School of Architecture*The master bedroom is on the first level with its own sliding doors that open to a side balcony*The Living Room has full views of the Gulf*The second bedroom is located on the second level with it's own bathroom*Located on the second level is a bonus room* Newer AC system which is still under warranty*Hurricane-rated/high end sliding glass doors which also feature window tint for energy savings*This condo is a short (less than .5 miles) walk or bike ride to the shops and restaurants of Siesta Village*The community features a clubhouse with a screened porch that can be used for private parties and an apartment for visiting guests*There is bike, canoe, kayak, & paddle board storage available & this property has a separate assigned storage unit as well*Sandy Cove II is truly an unique complex located on the North end of the Key*

212 Pass Key Road Unit 212, Siesta Key

1255 E Peppertree Drive Unit 402, Siesta Key
$425,000
2 Beds ⋅ 2 Baths ⋅ A4637253 MLS ⋅ 1255 BLDG.
Your Slice of Paradise Awaits at Siesta Key! Live the dream on the #1 beach in the USA with this adorable 4th-floor condo. This 2-bedroom, 2-bath gem offers a serene pool view and direct beach access, making it the perfect place to unwind. Move right in – it’s fully furnished and features luxurious vinyl flooring, new carpet, and fresh paint throughout. Relax on your enclosed lanai, where you can enjoy gorgeous views of the pool and breathtaking Gulf sunsets, ideal for morning coffee or an evening glass of wine. The condo also includes a full-size washer and dryer in a spacious utility room, plus a designated parking spot in the under-building garage. Located in the sought-after Peppertree community, a Beach-to-Bay complex nestled on 16 acres, you'll have access to the beach, fishing pier, two heated pools, two clubhouses, a fitness center, saunas, tennis and pickleball courts, BBQ areas, and more. On-site management and a rental desk make it easy to maintain and enjoy. Live steps away from Siesta Key’s pristine beach, vibrant shops and dining at Siesta Key Village, and the rich culture of Sarasota. Whether you're seeking a full-time home or a vacation retreat, this condo has everything you need to start living the island life. Plus, it’s currently rented through May 4th, offering potential rental income if desired. Peppertree's main office, gulf side club house and fitness center currently under renovation.

1255 E Peppertree Drive Unit 402, Siesta Key

6029 E Peppertree Way Unit 116, Siesta Key
$425,000
2 Beds ⋅ 2 Baths ⋅ A4632857 MLS ⋅ 22 BLDG.
Savor your coffee while enjoying the breathtaking views of the bay! Welcome to the wonderful community of Peppertree Bay on Siesta Key. This is an incredible opportunity to own a 2-bedroom, 1.5-bathroom turnkey condo that awaits your personal touch! High and dry and no damage from the storms. Located on the second floor, it features stunning bay views from your lanai and offers private beach access just across the street. For your convenience, the unit is equipped with a washer and dryer, along with a storage closet for bikes, beach chairs, and toys. The association provides assigned parking and a variety of amenities. Peppertree is a delightful beach-to-bay community packed with endless activities, including tennis and pickleball courts, two community clubhouses, a fitness center, two outdoor pools, grilling areas, a fishing pier, and exclusive access to Siesta Beach right across the street. Don’t wait—this gem won’t last long!

6029 E Peppertree Way Unit 116, Siesta Key

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