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$620,000
2 Beds ⋅ 2 Baths ⋅ J973802 MLS ⋅ 8 BLDG.
Third floor condo

1200 Cove Ii Place Unit 831, Siesta Key
$620,000
2 Beds ⋅ 2 Baths ⋅ A4573942 MLS ⋅ 4 BLDG.
Escape to your own slice of Paradise with this enchanting 2-bedroom, 2-bath Waterfront Condo, nestled on the serene and secluded south end of Siesta Key. Offering a captivating cottage-style ambiance, a private boatslip, and the opportunity for short-term rentals, this property is a hidden gem for both personal retreats and investment ventures. Per the board vice president of the HOA, the board unanimously agreed to the change for the rental minimum from 30 days to a 7 days.

9022 Midnight Pass Road Unit 224, Siesta Key
$618,500
2 Beds ⋅ 2 Baths ⋅ A4655794 MLS ⋅ B BLDG.
Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas.

8735 Midnight Pass Road Unit 602B, Siesta Key
$616,000
2 Beds ⋅ 2 Baths ⋅ A4600080 MLS ⋅ C BLDG.
One or more photo(s) has been virtually staged. Huge Price Reduction! Motivated sellers! Ideal location! Exciting investment opportunity! Short-term rental directly across from Siesta Key Beach! This light and airy top-floor two-bedroom, two-bathroom unit is a rare find. With its renovated kitchen and screened-in balcony offering a delightful view of the community pool, this condo is both charming and inviting. Take advantage of the flexible minimum lease period of just one week, allowing for substantial returns on investment when you're not personally enjoying the property. Managed by a dedicated on-site team, this cozy retreat comes equipped with a comprehensive rental program. Indulge in vacation-style amenities including a heated swimming pool, fitness center, elevator access, laundry facilities, recreation room, barbecue areas, and designated covered parking. Conveniently located right across from Siesta Key Beach, you can also take a quick ride on the complimentary trolley to the vibrant Village, where an array of restaurants, live entertainment, shopping options, and nightlife awaits. Opportunities like this are rare and in high demand. Secure your own piece of paradise today and don't miss out on this exceptional investment opportunity!

915 Beach Road Unit 421, Siesta Key
$615,000
2 Beds ⋅ 2 Baths ⋅ A4699632 MLS ⋅ 93 BLDG.
Welcome to Jamaica Royale #93, a beautifully remodeled two-bedroom, two-bath garden-view condominium nestled within the lush tropical grounds of Jamaica Royale on world-renowned Siesta Key. Offering 921 square feet of thoughtfully updated living space, this inviting coastal retreat showcases a complete 2025 renovation with quality finishes throughout, creating the perfect blend of modern comfort and relaxed coastal style. The stunning new kitchen features custom cabinetry, elegant quartz countertops, a ceramic tile backsplash, new stainless steel appliances, and a new garbage disposal. Additional 2025 improvements include new HVAC systems (inside and out), a new hot water heater, fresh interior paint, stylish new furnishings, hurricane impact-resistant windows and sliding glass doors, luxury vinyl plank flooring in both bathrooms, new bathroom vanities and fixtures, and beautifully remodeled showers with ceramic tile surrounds, frameless glass doors, and contemporary finishes. The spacious primary suite features a king-size bed, while the guest bedroom offers two queen-size beds, providing ample space for family and guests. Step outside to your private patio with comfortable outdoor seating—the perfect place to enjoy your morning coffee, dine al fresco, or relax after a day on the beach. Located just steps from the world-famous powdery quartz sands and turquoise waters of Siesta Key Beach, owners and guests enjoy deeded beach access and an exceptional array of resort-style amenities, including three heated community pools, shuffleboard courts, community grilling areas, beautifully landscaped tropical grounds, and one assigned parking space. Public transportation conveniently stops directly in front of the community, providing easy access to Siesta Key Village's restaurants, boutiques, entertainment, and vibrant island nightlife. Whether you're searching for a private beach retreat, seasonal residence, or an outstanding investment opportunity with excellent rental potential, Jamaica Royale #93 offers a truly turnkey opportunity in one of Siesta Key's most desirable beachfront communities!

5830 Midnight Pass Road Unit 93, Siesta Key
$615,000
2 Beds ⋅ 2 Baths ⋅ A4672013 MLS
This is the one * WELCOME TO THIS STUNNING WATERFRONT SIESTA KEY VILLA IN MUCH SOUGHT AFTER ISLAND HOUSE BEACH RESORT *The LOWEST PRICED VILLA and the BEST VALUE in ISLAND HOUSE * The current homeowner painstakingly oversaw every step of the renovations from the NEW KITCHEN to the NEW BATHROOMS, NEW FLOORING & NEW LIGHTING * 1 Car Carport with Utility Room which includes a Washer & Dryer * Thoughtfully reimagined Chef's Kitchen with NEW Shaker-style cabinets, QUARTZ countertops, large center island & stainless steel appliances * 2 Bedrooms & 2 Full Baths * Family Room is adjacent to the open Kitchen * PLUS an Enclosed Florida Room * This is the perfect location to create family memories; it's perfect for entertaining family & guests or for simply relaxing in your slice of paradise * On-site rental management is ideal for creating income as a perfect opportunity for investment * This villa SHOWS LIGHT & BRIGHT with an ABUNDANCE OF NATURAL LIGHT * DIRECT ACCESS TO WORLD FAMOUS SIESTA KEY BEACH * Private Cabanas, Community Heated Pool and a Recreation Center * Ideally located in the HEART OF SIESTA KEY * Close to all of the Siesta Key amenities * One look & you'll fall in love *

6150 Midnight Pass Road Unit V12, Siesta Key
$615,000
2 Beds ⋅ 2 Baths ⋅ A4617715 MLS ⋅ 1125 BLDG.
** THIS HOME WAS NOT AFFECTED BY THE PAST STORMS AND IS MOVE IN READY! ** BREATHTAKING WATERFRONT CONDO WITH PANORAMIC LAKE VIEWS LOCATED ACROSS THE STREET FROM SIESTA KEY BEACH! This stunning condo is everything you have been looking for. The high ceilings, large sliding glass doors and bi-level floor plan gives this home a light, bright and open feeling. When you walk in you will be pleasantly surprised by the space and view that the living room has to offer. Perfect for you to host family and friends and the large sliding glass door bring in tons of natural light and leads out to your balcony that looks over the beautiful lake. The kitchen is completely updated with granite counter tops, stainless steel appliances, and tons of cabinet and counter space. In the kitchen you will also find your in-side washer and dryer closet. The master bedroom features plenty of space for a king sized bed, private access to your balcony and a large walk-in closet. The master bathroom is also completely updated and offers a large walk-in shower and extra dressing space. The second bedroom also offers plenty of space and second bathroom features updated countertops along with a tub and shower combo. Downstairs, the oversized 1 car GARAGE has plenty of additional storage for your beach gear, bikes, paddleboards, golf clubs and other toys. This property is perfect for your beach get away or great investment with rental projections over $55k. This home is already set up with Our House at the Beach’s short term rental program and has several leases already in place for next winter season. The community also comes with access to a heated pool, tennis courts, BBQ grills and pavilion. Water, sewer and cable TV are all included in the HOA fee. All of this is located across the street from the world-famous Siesta Key Beach, Siesta Key village with plenty of restaurants, night clubs and shopping!

1125 Lake House Circle Unit C112, Siesta Key
$615,000
2 Beds ⋅ 3 Baths ⋅ A4598795 MLS
SUBSTANTIAL REDUCTION! BELOW APPRAISAL!! Opportunity knocks! The property is in need of major repairs. Your choice, remodel or scrape and start new? Very private and "junglesque". South of the Stickney Point bridge and close to South Village entertainment and restaurants.

1210 Sea Plume Way, Siesta Key
$612,000
2 Beds ⋅ 2 Baths ⋅ A4695909 MLS ⋅ Ibiza BLDG.
Beautiful Excelsior Beach to Bay - absolutely gorgeous condo complex and beautifully refreshed and remodeled unit. This condo lives large - plenty of room to relax and not feel cramped on a rainy day! Jumbo sized Master bedroom with private, totally remodeled and updated bath and ample sized walk in closet. Second bedroom holds two queen sized beds for multiple guests and has access to secondary, totally remodeled bathroom that includes stacked washer and dryer. Plantation shutters. New luxury vinyl flooring throughout - no carpet to catch our beautiful Siesta Key sand! Covered and enclosed lanai area off the living room. Condo complex offers access to not only the intracoastal but more importantly your private beach area on the Gulf side. Newer appliances in kitchen. New air conditioning and water heater.

6287 Midnight Pass Road Unit 201, Siesta Key
$610,000
2 Beds ⋅ 2 Baths ⋅ A4651246 MLS ⋅ Ischia BLDG.
PRICE REDUCTION for this bright and airy south-facing penthouse! Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It has been well-maintainted with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. Filled with natural light and enhanced by clerestory windows, this unit has been owned by the same family since construction. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seasonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum and provide an onsite Rental Manager for owners who wish to avail themselves of the Excelsior Rental Program. Absolutely the best value-added opportunity at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often. Extensive exterior landscaping around Building and air condensers approved and in process.

6285 Midnight Pass Road Unit 403, Siesta Key
$610,000
2 Beds ⋅ 2 Baths ⋅ A4594333 MLS ⋅ Polynesian Gardens BLDG.
Spacious 2/2 free standing villa in private and quiet Polynesian Gardens. Large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room, office and den. 2 bedrooms are split from each other. Primary bedroom has an en suite bath with a shower and extra shelving for toiletries, Large walk-in closet and a set of sliders to the Florida room. Guest bedroom has a set of sliders which open up to the outside for extra light and breezes. Two separate sliding door closets plus room enough for a seating area. Guest bathroom is right outside of guest bedroom and has a tub/shower with updated vanity with dual sinks. Combo living/dining area with easy access to updated kitchen with pantry. Kitchen has been updated and has cabinetry galore. Living/dining room is large and has a coat closet. There are several linen closets also. Private paved side yard and back yard large enough for gardening, patio furniture and a barbeque. Carport has a utility/storage closet with an extra-large capacity LG washer and dryer. and hot water heater (2022). This villa has been replumbed and the drainpipes have been replaced in the entire house. The roof was replaced by the Association in 2020. Polynesian Gardens is an active community with a clubhouse, heated swimming pool and a newly built fishing pier. Yet the location and setting of Polynesian Gardens allows its owners to enjoy a relaxed coastal lifestyle. The Siesta Breeze free trolley stops in front of the community and will take you to Siesta Village for shopping and eating out, to Turtle Beach and to world renowned Siesta Key beach, America's #1 Beach, known for its powdery white quartz sand. Close to Sarasota's downtown area and cultural centers, there are many venues for entertainment and education. Rentals are allowed and are always in demand. Own your own piece of Paradise. Bedroom Closet Type: Built In Closet (Bedroom 2).

1224 Moonmist Circle Unit S-3, Siesta Key
$607,000
2 Beds ⋅ 2 Baths ⋅ A4595146 MLS ⋅ Tarpon House Siesta Harbor BLDG.
Welcome to Paradise! This rarely available 2 BR/2 BA condo is a 3rd Floor Corner Unit with stunning views of the Intercoastal. This is the only unit available that has the direct Intercoastal view. This condo is just waiting for it's new owner to add their personal touch and renovations. Siesta Harbor Condominium is a short 1/4 mile from the Stickney Point bridge to Siesta making it an easy trip on and off the Key. The Siesta Harbor community boasts an incredible pool and spa that sits right on the Intercoastal! Other amenities on the property are a clubhouse with glass walls for unobstructed views of the water, shuffleboard courts, gym, library with pool table, fishing dock, laundry facility with private storage space per unit, separate men's and women's locker rooms each with a private sauna, car wash station and plenty of guest parking. If you're a boater, there are boat slips (available first come/first serve) for the residents. Boat size is limited to 30'. Contact management for more details.

1350 N Portofino Drive Unit 301, Siesta Key
$605,000
2 Beds ⋅ 2 Baths ⋅ A4695723 MLS ⋅ 34 BLDG.
Experience the ultimate Siesta Key lifestyle in this beautifully updated Gulf side first-floor, turnkey furnished 2-bedroom, 1.5-bath condo with tranquil pond views and deeded beach access to the #1 beach in the USA. Thoughtfully renovated and move-in ready, this charming residence features large-format porcelain tile flooring, crown molding, fresh paint, updated plumbing, new impact-resistant glass doors and windows, spacious walk-in closets, a beautifully remodeled kitchen with new appliances, full-size washer and dryer, new ceiling fans, Tempur-Pedic mattresses, and quality Pottery Barn and Crate & Barrel furnishings. Relax in the enclosed lanai overlooking the peaceful pond and stone waterfall, or enjoy the convenience of your designated parking space just outside the door. Located within the highly desirable 16-acre beach-to-bay community of Peppertree, residents enjoy private beach access, two heated pools, two clubhouses, a fitness center, saunas, tennis and pickleball courts, BBQ areas, a fishing pier, on-site management, and a rental office. Just minutes from Siesta Key Village's shopping, dining, and entertainment, this property offers the perfect combination of personal enjoyment and investment potential, with existing rentals in place from February 1 through March 31 for immediate income. Simply bring your suitcase and start enjoying your own private slice of paradise.

1128 W Peppertree Lane Unit 111, Siesta Key
$601,050
2 Beds ⋅ 2 Baths ⋅ A4626060 MLS
The epitome of Siesta Key charm. Old Florida oaks provide shade and epitomize Sarasota character on this large 8,869 sqft LOT. Birdsong Lane is a quiet and friendly neighborhood just minutes away from Siesta Key Village and minutes from world-famous Siesta Key Beach. The block construction home with POOL features a fantastic, versatile floorplan with 2 bedrooms PLUS DEN, 2 bathrooms; 2 large dining room options and 2 spacious living/family room options. A third bedroom can easily be added. A gorgeous screened-in pool is nestled amongst tropical foliage in the private fenced-in yard. ** Hurricane Helene caused water intrusion for the first time since the home was built. This resulted in damage to the carpets, lower drywall, appliances and cabinetry. No further damage was caused by hurricane Milton. The property will be sold in AS-IS condition and is priced to reflect its current condition. **

734 Birdsong Lane, Siesta Key
$600,000
3 Beds ⋅ 2 Baths ⋅ A4683156 MLS ⋅ 113 Whispering Sands Sands Dr BLDG.
Virtually Staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village.

113 Whispering Sands Drive Unit V47, Siesta Key
$600,000
2 Beds ⋅ 2 Baths ⋅ A4673236 MLS ⋅ 6415 BLDG.
Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations.

6415 Midnight Pass Road Unit 310, Siesta Key
$600,000
2 Beds ⋅ 2 Baths ⋅ A4639089 MLS
Existing home has been mitigated for water damage. One of the best values on Siesta Key. Photos of the existing home are prior to the 2024 storm damage. Large lot at over 10,880 SF Right by Out of Door Academy and walking distance to beach and Siesta Village. Attention Veterans! It may be possible for qualifying veterans to assume a huge part of the purchase price in the form of a 2.85% VA loan. *VA approval process required* Last photo of new build home and floorplan are an example only that could be built on this lot by Cannon Homes. Current List price DOES NOT include this home but is only shown for example purposes of home that would fit on this lot** Separate pricing for this new build is available if desired.

4522 Banan Place, Siesta Key
$600,000
1 Beds ⋅ 1 Baths ⋅ A4635268 MLS ⋅ 797 BLDG.
Here's your chance to own your little slice of paradise directly across from the most beautiful beach in the country! This updated, turnkey furnished condo has great rentals, as well as a fabulous location on Siesta Key. Close to the village of Siesta, with its shops and restaurants, directly across from world famous Siesta Key Beach, this complex offers a pool, club house, fitness room, gated entry and more!

797 Beach Road Unit 305, Siesta Key
$600,000
2 Beds ⋅ 2 Baths ⋅ A4634098 MLS ⋅ Island Reef BLDG.
Stunning Penthouse with Full Bay Views in Island Reef, Siesta Key! Experience luxury coastal living in this spectacular penthouse at Island Reef, one of Siesta Key’s premier Beach-to-Bay communities. Boasting wraparound panoramic water views, this unit offers some of the best vistas in the entire complex. This beautifully updated 2-bedroom, 2-bathroom condo features luxury vinyl flooring throughout, a modernized kitchen with granite countertops, stainless steel appliances, a convenient breakfast bar, additional cabinetry, and recessed lighting in the remodeled ceiling. The popcorn ceilings have been removed, giving the space a sleek and contemporary feel. The glass-enclosed lanai allows for year-round enjoyment of breathtaking bay views. An in-unit laundry room and storage closet provide added convenience, with recent updates including a new washer/dryer and water heater, ensuring move-in-ready comfort. Island Reef offers an array of exceptional amenities, including private beach access to the Gulf of Mexico, two heated swimming pools, tennis and pickleball courts, a fitness center, and a clubhouse with frequent social events. Additional amenities include shuffleboard courts, a library, a billiards room, grilling patios, boat docks, a fishing pier, and a kayak launch. The community also provides covered parking, on-site management, a car wash area, and building security, all within a pet-friendly environment. Located on the serene south end of Siesta Key, this unit is close to dining, shopping, and the vibrant culture of Sarasota. The free Siesta Breeze Trolley stops right outside the property, making it easy to explore Siesta Village and other island destinations. Don’t miss this opportunity to own a truly exceptional penthouse in one of Siesta Key’s most desirable communities!

8779 Midnight Pass Road Unit 504H, Siesta Key
$600,000
1 Beds ⋅ 2 Baths ⋅ N6135101 MLS
Ideally just moments from Siesta Key Village, you'll enjoy the vibrant heart of the key, where friends gather for lively entertainment, delectable dining and unique shopping experiences. Whether you're savoring a sunset cocktail or indulging in fresh seafood, the village offers an array of options to satisfy your cravings. This property suffered damage from the recent hurricane. The famed white sandy beaches of Siesta Key are almost at your doorstep, where you can relax, soak up the sun and listen to the soothing sounds of the waves lapping at the shore. This property also includes riparian rights, granting you direct access to the tranquil waters in front of the property. Explore the bay accessing it through the grand canal, an ideal spot for boating, kayaking or simply enjoying breathtaking views. Don’t miss out on this incredible chance to create your ideal coastal retreat in one of Florida’s sought-after locations. Embrace the laid-back lifestyle of Siesta Key, your dream home awaits!

671 Avenida Del Norte, Siesta Key
$600,000
2 Beds ⋅ 2 Baths ⋅ A4623560 MLS ⋅ 1 BLDG.
Palm Bay Resort - Siesta Key! An Absolute Investor's Paradise! Palm Bay Club is a Beach to Bay community featuring an exceptional on-site rental program with a rare 3-day minimum rental policy. This charming 2-bedroom, 2-bathroom condo on the third floor offers an elevator and a lovely outdoor porch. Experience tranquility with picturesque tropical courtyard views, just steps from both the beach and the bay. This property is priced to sell and presents a designer's canvas for your creative and unique ideas. You'll adore the incredible amenities: relish breathtaking sunsets, enjoy leisurely beach walks, or host a BBQ cookout by the bayside near the Fishing Pier, Day Docks, heated pool, and custom hot tub while watching yachts and dolphins. Stay active in the fitness center or play tennis and pickleball with your family. There are two heated pools on the premises and secure gates with 24-hour security at Palm Bay. Don’t let this opportunity slip away to enjoy both the beach and the bay while earning rental income. Your new investment is waiting for you. Start creating unforgettable memories with family and friends. Palm Bay Club is highly sought after by investors. Conveniently located just minutes from shopping, dining, entertainment, golfing, biking along the Legacy Trail, exploring Siesta Key, boating, and experiencing the vibrant Arts and Culture of Downtown Sarasota.

5963 Midnight Pass Road Unit 344, Siesta Key
$600,000
2 Beds ⋅ 2 Baths ⋅ A4590863 MLS ⋅ 6318 BLDG.
Welcome to paradise living on Siesta Key! This stunning 2-bedroom, 2-bath condo offers not just a home, but a lifestyle. Nestled in a waterfront community with access to serene views, boat docks, and top-notch amenities. Upon entering this open floor-plan, you're welcomed by an abundance of natural light streaming through the expansive sliding doors, brightening the entire unit. Freshly repainted in September 2023 for a revitalized appearance, this unit immediately catches the eye. The presence of ceramic tile flooring throughout not only introduces a modern touch but also ensures effortless maintenance.The kitchen is a focal point, featuring granite countertops, new shaker cabinets, and newer appliances including a 2017 refrigerator and oven, as well as a 2019 dishwasher. The dining room and living room provide a generously spacious area for entertaining guests. The brand-new furniture throughout enhances the overall style and warmth of the unit. The master bedroom includes a king-size bed, furniture, and built-in closet features. Equally appealing, the second bedroom is flooded in natural light, thanks to its large window added in 2013. Both bathrooms have been completely renovated, offering full baths, granite countertops, and tasteful tile finishes. Midnight Cove Bayside is a pet-friendly resort-style community with fishing piers, tennis courts, heated pool, fitness center, on-site management company, marina, and direct deeded beach access to the powdery quartz sand of world famous Siesta Key beach. Conveniently located near the finest dining, shopping, and entertainment options in the vibrant "South Village". Whether you're seeking a permanent residence, an investment with great rental potential, or a vacation getaway, this Siesta Key condo suits all those needs. Don't miss the chance to make this waterfront haven your own!

6318 Midnight Cove Road Unit 612, Siesta Key
$600,000
2 Beds ⋅ 2 Baths ⋅ A4579054 MLS ⋅ 6415 BLDG.
Looking for rental income AND a great place for your family to vacation? The Anchorage is it! Weekly rentals allowed * well-run, full-service rental program * deeded beach access * seawall with boat dockage * shops, restaurants and a market less than a quarter mile away. This is a 2-bedroom, 2-bath turnkey furnished light-filled 5th floor corner condo. With three balconies, two very spacious split bedrooms, eat-in kitchen and custom-designed closets, this condo lives larger than its 1290 square foot footprint. Additional amenities at The Anchorage include an Olympic size heated pool, lighted tennis courts, pickleball, shuffleboard courts, basketball, kayak storage, exercise room, his and hers saunas, clubhouse and BBQ grills. The building was re-plumbed in 2020 and passed a structural milestone inspection in 2022. Don’t let this one get away. No pets allowed at The Anchorage.

6415 Midnight Pass Road Unit 510, Siesta Key
$599,000
2 Beds ⋅ 2 Baths ⋅ A4631004 MLS ⋅ Boca Siesta BLDG.
PRICED TO SELL! Reduced Seller Motivated. Seize the opportunity to own a stunning slice of paradise located in the heart of Siesta Key, surrounded by flourishing trees and a tranquil boat basin. This well maintained fifth floor condo features two bedrooms/two bathrooms, offering breathtaking views of Little Sarasota Bay and the Intracoastal waterway. The kitchen and guest bedroom have partial Gulf views. Have your morning coffee on the screened lanai while observing the boats pass by. The condo features hurricane impact glass windows that provide strong protection against storms and high winds. The sliding hurricane shutters on the lanai is a practical solution making it easy to shield the outdoor area quickly when needed. The front entry door has also been recently updated. The guest bedroom's Murphy bed is a smart space-saving solution, allowing for versatile use of the room, complemented by built in book shelves. The custom bamboo closet systems enhance storage in every closet throughout the condo. The building is secure with keyless entry and video cameras. The marina was completely dredged in 2017 including the restoration of a new sea wall and boat slips. Enhancing the overall beauty and functionality of the marina, alongside the lovely landscaping with mature trees. Amenities are perfect for both relaxation and active living, with optional tennis court or pickleball play. The spacious clubhouse ideal for gatherings features a screened porch, fitness center and a full-size kitchen. Great for celebrations or meetings. The pools location by the Intracoastal Waterway adds a scenic touch, and having beach access across the street is a convenient perk. Enjoy a day on the Bay and launch your own kayak or paddle board from the community boat basin. Kayak & paddle board storage provided underneath the clubhouse. On site Maintenance Manager available Monday - Friday. Siesta Key is recognized as the #1 BEACH in the USA. Known for it's quartz sand and clear waters. Shop and dine at Siesta Key Village. The Breeze trolley is available on Midnight Pass Road and stops are designated where signs are posted in front of the complex. The Sunday drum circle at sundown at the public beach adds a unique cultural experience. The combination of comfort and relaxation makes this property an excellent choice for those who want to fully embrace coastal living. Siesta Key offers a blend of leisure and community that is truly special.

5911 Midnight Pass Road Unit 504, Siesta Key
$599,000
2 Beds ⋅ 2 Baths ⋅ A4609986 MLS ⋅ Tortuga BLDG.
SIESTA KEY ~ BEACH FRONT - GULF FRONT ~ NEW LISTING ~ TORTUGA CONDOMINIUMS ~ 2 BED / 2 BATH ~ FULL PHOTO DISPLAY / DESCRIPTION COMING ~ PRICED TO SELL ~ READY FOR YOUR SHOWINGS ~ IF THE PROPERTY LASTS! NOTE: THIS COMPLEX IS GOING THROUGH A COMPLETE EXTERIOR RENOVATION, THIS BUILDING #8750 (ONE OF THREE) DUE TO BE COMPLETED 11/2024. SPECIAL ESTIMATED ASSESSMENTS FOR UNIT: $55K + $25K ($33K PAID)

8750 Midnight Pass Road Unit BLD C-105, Siesta Key
$595,000
2 Beds ⋅ 2 Baths ⋅ A4687131 MLS
Experience elevated coastal living at Harbor Towers Yacht & Racquet Club, where this beautifully updated 2-bedroom, 2-bath residence offers a seamless blend of comfort, style, and breathtaking waterfront scenery. Perfectly positioned along the Intracoastal Waterway in sought-after Siesta Key, this light-filled condo showcases an open-concept layout with expansive windows that frame stunning views of the marina, sparkling pools, and lush tropical surroundings. The thoughtfully designed interior features a modernized kitchen and sleek flooring throughout, creating a fresh and inviting atmosphere ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat with an en-suite bath and generous closet space, while the guest accommodations provide comfort and privacy for visitors. Residents enjoy a gated, resort-style community with exceptional amenities, including multiple pools, tennis courts, fitness center, sauna, private marina, and scenic waterfront spaces perfect for relaxing or watching boats glide by. With easy access to Siesta Key’s world-renowned beaches, dining, and entertainment—plus convenient trolley service just outside the community—this property presents an outstanding opportunity for both personal enjoyment and investment in one of Florida’s most desirable coastal destinations.

5855 Midnight Pass Road Unit 404, Siesta Key
$595,000
3 Beds ⋅ 3 Baths ⋅ A4681042 MLS
Bring your vision to this Siesta Key property located directly across from The Out-of-Door Academy! The home experienced hurricane flooding, with drywall removed approximately four feet up in much of the interior and flooring removed in several areas. Property is being sold as-is. With abundant natural light, vaulted ceilings, and an existing layout ready for redesign, this home offers a blank canvas for renovation. The private lot features mature trees, deck space, and a peaceful setting in a highly sought-after location close to Siesta Key beaches and everyday conveniences. An excellent opportunity for buyers seeking to renovate in a premier school district and established neighborhood.

523 Reid Street, Siesta Key
$595,000
2 Beds ⋅ 2 Baths ⋅ A4671155 MLS ⋅ 1 BLDG.
Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are perfect for beach stuff, including bikes, fishing poles, bikes etc. The condo is in pristine condition, and perfect for a Florida getaway, vacation rental, or primary home. Modern-coastal theme is instantly comfortable and inviting. Updated, and unpretentious, the condo is in perfect move in condition. Fully furnished and tastefully decorated. Pet-friendly with 1 small pets allowed for owners only, with approval. Bay Tree Club has a great location, on the south end of Siesta nearby shops, dining, and with easy access on and off the island. Direct Access to Siesta Key Beach, Boat Docks Available. Just minutes to the Gulf!

8630 Midnight Pass Road Unit 103A, Siesta Key
$592,500
2 Beds ⋅ 2 Baths ⋅ A4678087 MLS ⋅ Bldg F BLDG.
Welcome to your Siesta Key Beach escape at 6006 Midnight Pass Rd, Unit 44! This charming, fully furnished 2-bedroom condo places you steps from the world-famous powdery white sands and turquoise waters of Siesta Key Beach. Enjoy direct private beach access, breathtaking Gulf views, and endless sunsets right from this coveted coastal community. Inside, an open and inviting layout features vaulted ceilings with exposed wood beams, a spacious living room with plush sectional seating, and a bright dining area perfect for gatherings. The well-appointed bedrooms offer comfortable accommodations—one with fun bunk beds ideal for families or guests, and a serene primary with a king bed. Community amenities elevate the lifestyle: two large heated pools surrounded by palm trees, shuffle board court, tennis court as well as a pickleball court, making this a prime beachfront location. Turnkey and rental-ready this property has proven rental appeal with weekly rentals allowed and is ideal as a vacation retreat, investment opportunity, or full-time residence. The open-concept kitchen and living area was redesigned in 2023 with the removal of a dividing wall, creating a bright and welcoming space ideal for everyday living and entertaining. The kitchen features quartz countertops, custom Showplace cabinetry, updated appliances, and durable luxury vinyl plank flooring that continues throughout the unit. Major system upgrades include fully updated plumbing with PVC sanitary piping and CPVC water lines, along with extensive electrical improvements completed in 2025, including a new 125-amp main disconnect, surge protection, arc-fault breakers, and code-compliant wiring. Impact-rated windows and doors with insulated Low-E glass were installed in 2025, enhancing safety, energy efficiency, and storm protection. Both bathrooms have been updated with custom cabinetry and quartz countertops, and a convenient half bath was added to the primary bedroom. Additional highlights include custom closet systems, a newer Bryant heat pump condenser, and a rare, grandfathered-in ventless washer/dryer unit.

6006 Midnight Pass Road Unit 44, Siesta Key
$590,000
2 Beds ⋅ 2 Baths ⋅ A4683913 MLS ⋅ 35 BLDG.
Discover this impeccable, light-filled second-floor End unit in Peppertree Bay, offering serene views of the tranquil pond. Meticulously remodeled and lovingly maintained over 20 years, this residence exudes pride of ownership. Featuring two bedrooms and two bathrooms, the unit is complete with impact windows throughout, ensuring safety and comfort. Every square inch of this home has been tastefully enhanced, and the furnishings are included for your convenience. Enjoy the added convenience of an in-unit washer and dryer. Residents of Peppertree Bay benefit from a wealth of resort-style amenities, including a private beach with lounge chairs, two heated swimming pools, a fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and dedicated on-site management. Ideally located just a short stroll from Siesta Village’s shops and dining, and a quick drive to Sarasota’s cultural attractions, this property embodies coastal living at its best. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity with rental income potential, this exceptional beachfront property meets all your needs. Don’t miss your chance to embrace the Siesta Key lifestyle—where every day feels like a vacation.

1169 W Peppertree Drive Unit 118A, Siesta Key

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