Location: Sarasota, 34242
Do Not Show Listings
6512 MIDNIGHT PASS RD #303, SARASOTA, FL 34242
$2,190,000375 Days on yellowkey MLS ID: A4652317
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1763 Built: 2006 Tax: $19,644 (2024)Community: Crescent Siesta KeyCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,644
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open to the dining room and living room. Poggenpohl (luxury German-made) cabinets, stainless appliances, large breakfast bar and spacious pantry/storage cabinets line the hallway. It is near south Siesta Key Bridge with shopping, entertainment and dining across the street. The Crescent is a boutique complex of only 26 units and offers direct beach access, a gulf-view pool with whirlpool hot tub, as well as a single-lane lap pool, a gourmet poolside summer kitchen and a beautifully landscaped garden terrace with poolside seating. It includes well-appointed common areas, elevators to all floors, a clubhouse, a fitness room, reserved two-car covered parking, a car charging station, on-site manager and 24-hour video surveillance with common areas secured by keypad access. It is a pet-friendly community for owners only. Investors alert! The unit is on the vacation rental program with Beachside Management, and it attracts lots of bookings. This is must-see.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Ziad Sleit (941-928-5493)
901 BEACH RD #205, SARASOTA, FL 34242
$639,00067 Days on yellowkey MLS ID: A4686468
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
6732 SARASEA CIR #104C, SARASOTA, FL 34242
$644,000121 Days on yellowkey MLS ID: A4679214
REDUCED by $5,000 (0.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 744 Built: 2009 Tax: $5,421 (2025)Community: Beach Club At Siesta KeyCondo
Taxes:$5,421
High School: Riverview High
Remarks: Reduced over 55K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000274 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
711 BEACH RD #408, SARASOTA, FL 34242
$986,00043 Days on yellowkey MLS ID: A4689303
REDUCED by $63,999 (6.1%) on 05/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1969 Tax: $6,301 (2025)Community: Sunset RoyaleCondo
Taxes:$6,301
Remarks: **This is the One! Coastal Contemporary Beachside Living!** Fantastic price for this stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstructed Gulf-facing views! Enjoy every sunrise and sunset! Ideally positioned just across the street from world-renowned Siesta Key Beach. This truly move-in ready condo has been beautifully renovated throughout, offering a light-filled coastal interior and effortless flow. The kitchen is a true centerpiece, featuring high-end quartz countertops and backsplash, a large waterfall-edge island, solid wood custom cabinetry, and newer appliances (approximately 2 years). The open layout flows seamlessly into the living space with a fantastic accent wall and out to the balcony, where you can enjoy sweeping Beach/Gulf views. Additional highlights include an in-unit washer and dryer, a newer water heater, and a beautifully updated bathroom with a walk-in shower. A thoughtfully designed welcome area inside the unit provides a perfect arrival space with games, guides, and local information. This property also features an owner's storage unit ideal for beach chairs and gear, a designated parking space, and convenient building amenities including garbage chutes on both sides and two on-site grills available at no charge to owners and guests. Cable is included in the HOA fee, and the building features a new roof put on in 2025. Flexible ownership options allow for **7-day rentals or longer**! Rent the property yourself, bring over your preferred property manager or go with on-site management available through Prime Vacations (optional, not required). Whether for personal use or investment, this penthouse residence delivers the ultimate experience in convenience, comfort, and location in the heart of Siesta Key! A short stroll to Siesta Key village and only a few steps out to the beautiful white sandy beach! Reach out today to schedule your own private tour! **Furniture Negotiable**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
618 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,200,000114 Days on yellowkey MLS ID: A4680244
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2961 Built: 1948 Tax: $8,283 (2025)Community: Sarasota BeachApartment
Taxes:$8,283
Remarks: Welcome to Old World Siesta Key...this 1940s Bungalow Home was converted approx 40 years ago into a Triplex and a Cottage was added at the rear of the property. Siesta Key is World Renown for it's White Powdery Sand Beaches and is so convenient to the Mainland and all the Attractions Sarasota has to offer such as the Arts, St Armands and Unbelievable Shopping. The Property is located approximately three blocks behind Siesta Key Village, the Hub of Restaurants, Nightlife, and Shops, and there you will find this Graceful Triplex and Cottage. There are several Private Patios as well as Open Areas for Outdoor Entertainment and Relaxation both in the Front and Rear of the Triplex. There are Storage Units for Each Rental and there is a Shared Laundry Area in the middle of the Backyard. Convenience is really key for this Property as you can Walk to the Beach or the Village in 15 Minutes. Island Life is Unique, Exciting, Colorful but can also be Quiet and Slow, it's the perspective of the Offering and it's a sought after way of living. For the past 20 years the units have been long term rentals. Some of the tenants have been there for years and all four would like to stay and continue their Florida Island Lifestyle. Rents shown are the Expected rents that could be charged as the Owner currently charges less... just his way of doing business. There is one option that could change the dynamics and that would be to keep the Triplex as long term rentals and use the rear Cottage as an AirBNB and Owners Use unit. This would drastically change the income stream. The water and internet/cable is currently paid for by the Owner and the Electric is split between the Tenants based on unit size, of course all of this is subject to change based on the New Owner's intentions. This is an Amazing Opportunity to have both Income and Personal Enjoyment all wrapped up with a Special Place we call Siesta Key Living!
Listing is courtesy of: BLAKELEY & ASSOCIATES REALTY (941-567-3100)
Listing Agent: Lisa Blakeley (941-809-1647)
1269 SIESTA BAYSIDE DR #1269C, SARASOTA, FL 34242
$719,00022 Days on yellowkey MLS ID: A4690832
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988Monthly Fee: $1,647 Tax: $7,639 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,639
Remarks: A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tiffany Nisbet (941-809-0889)
5855 MIDNIGHT PASS RD #408, SARASOTA, FL 34242
$599,000133 Days on yellowkey MLS ID: A4677365
0 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $5,584 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$5,584
Remarks: Under contract-accepting backup offers. Experience the best of coastal living at Harbor Towers on Siesta Key in this beautifully appointed two bedroom, two bath residence with Intracoastal Waterway views. Offered fully furnished, this turnkey condominium is ideal as a full time residence, vacation getaway, or income producing investment.Enjoy seamless indoor outdoor living with brand new sliding glass doors that invite in natural light. Recent community and building enhancements include new exterior paint and updated windows, adding to both peace of mind and long term value. Harbor Towers is a highly sought after waterfront community that allows short term rentals with a minimum of two weeks, making ownership especially attractive for investors. The convenience of on site property management ensures effortless rental coordination and maintenance when you are away. Residents enjoy a resort style lifestyle with an impressive array of amenities, including a waterfront swimming pool, relaxing spa, fitness center, sauna, tennis courts, outdoor grilling areas, and boat slips available on a first come first served basis. Ideally located on the Intracoastal Waterway with easy access to boating, world famous beaches, dining, and shopping, this is a rare opportunity to own a move in ready, income friendly waterfront property in one of Siesta Key’s most desirable communities.
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Heather Fitzmaurice (941-323-3998)
5970 MIDNIGHT PASS RD #177, SARASOTA, FL 34242
$650,000178 Days on yellowkey MLS ID: A4667894
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 956 Built: 1975 Tax: $6,376 (2024)Community: Palm Bay Club IiiCondo
Taxes:$6,376
Remarks: This charming one bed, one bath beach condo at the popular Palm Bay Club offers the perfect blend of comfort, style and coastal living. Perched on the gulf side of Midnight Pass Road, the Gulf of Mexico is just steps from your front door. With this prime location you’ll enjoy easy, private access to the powdered sugar sand of Siesta Key’s Crescent Beach, one of the gulf coast’s premier vacation destinations! The interior of the condo is thoughtfully designed and tastefully decorated to maximize space and function. The vinyl plank floors throughout are not only handsome but also afford a low maintenance foundation for the coastal décor. The kitchen offers bright white cabinets with bold black granite counters and attractive stainless appliances. The open concept living and dining room is nicely furnished and a welcoming space to recharge between sunny Siesta adventures. The lanai, which has been integrated into the living room, is enclosed with three glass sliders that permit abundant sunlight and can be opened for a refreshing saltwater breeze. The bedroom is a peaceful retreat with two beds for maximizing the guest allowance. An updated bath is not only attractive, but a pleasing space to refresh. A true beach to bay community, the Palm Bay Club delivers the ultimate Siesta Key owner opportunity with unlimited access to two heated swimming pools, a hot tub overlooking the peaceful intercoastal waterway, complimentary fitness center, lighted tennis courts with pickleball, boat docks (daily rental, 21 ft max), BBQ grills, and a fishing pier. A three night minimum rental policy and outstanding onsite management make this an enticing opportunity for the owner/investor!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
7401-B MIDNIGHT PASS RD, SARASOTA, FL 34242
$2,999,000490 Days on yellowkey MLS ID: A4622370
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2735 Built: 2026 Tax: $8,252 (2025)Community: No Subdivision: Sarasota County Prop AppraiserSpa: NoSingle Family
Taxes:$8,252
Remarks: Pre-Construction. To be built. Seller Will Consider All Offers. Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting, solid surface countertops, solid wood cabinetry, engineered hardwood flooring, brick paver lanai, and a PebbleTec–finished pool, creating a refined coastal lifestyle. The property features full Sarasota Bay access with a newer 235-foot dock already in place, including pilings the seller states are designed to accommodate an approximately 10,000 lb boat. A heated saltwater pool is included, along with an elevator shaft pre-installed for future convenience. The current plan offers 4 bedrooms and 4.5 bathrooms and is designed to allow for future expansion, all situated on a spacious 1-acre waterfront lot. Estimated completion is 14–16 months from permitting. Buyers may choose from three additional front elevation options to further personalize the home. Floor plans, renderings, and a detailed features brochure are available. Buyers may select an alternate home design if desired; the listed home is a priced reference option to illustrate build possibilities.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Michelle Shiver (352-895-5779)
5830 MIDNIGHT PASS RD #61, SARASOTA, FL 34242
$598,000178 Days on yellowkey MLS ID: A4672481
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,746 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,746
Remarks: Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This renovation was done with both comfort and longevity in mind, creating a space that is truly ready for its next chapter with a new owner. Updates include state-of -the art impact resistant doors and windows, a re-imagined kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, new base trim and interior doors, and all-new furniture and appliances, including a new dishwasher, refrigerator, washer, dryer, AC, and water heater. Jamaica Royale is known for its private white-sand beach, three heated pools, serene garden pathways, and welcoming coastal atmosphere. Not only do residents enjoy true maintenance-free living in Jamaica Royal, but cable, internet, water, and sewer are also included in association dues. The convenience continues with optional in-house rental management, allowing owners to easily generate income when they are away while keeping their home professionally cared for. Everything you need is within easy reach, yet every moment here feels like a getaway. Spend your days stretched out on the sand in a private cabana, making new friends while wandering the shoreline at sunset, or grilling up the day's fresh catch on the beachside BBQ. Then, when it's time for venturing out, public transportation makes it easy to head to downtown Sarasota, Gulf Gate, or Siesta Village for dining, music, and local coastal charm. If you have been waiting for the perfect home by the beach, that has already been beautifully updated and offers the full island lifestyle, this villa is the one. Schedule your private showing and experience what makes Jamaica Royale such a special place to call home. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing Agent: Domanic Calamese (941-914-0038)
8504 HERON LAGOON CIR, SARASOTA, FL 34242
$2,800,000108 Days on yellowkey MLS ID: A4681098
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2675 Built: 2026 Tax: $3,873 (2025)Community: Heron Lagoon LodgesSpa: YesSingle Family
Taxes:$3,873
Middle School: Sarasota Middle
Remarks: Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. At this lot the hard work has already been done for you. This to-be-built coastal residence has been thoughtfully designed as a 4-bedroom, 4.5-bath home with a den and club room and an experienced builder is already secured. All that's left is for you to personalize the finishes and make it distinctly yours. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today. This is your opportunity to step into the Siesta Key lifestyle with a custom home already in motion, without the typical delays of starting from scratch. Schedule your visit and walk the property to experience the location firsthand. Property is also being sold as land only.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
276 ISLAND CIR, SARASOTA, FL 34242
$3,100,000230 Days on yellowkey MLS ID: A4667090
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2292 Built: 2026 Tax: $13,048 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$13,048
Remarks: Under Construction. Update as of 4/29/26: The pool has been filled and landscaping is in! Final punchlist is being completed, professional pictures coming soon. Call today to schedule your private showing! Photos are of a previous model, finishings vary. Located less than a half mile from the world-famous Siesta Key Beach, this brand-new coastal retreat is nestled on Palm Island, one of the Key’s most coveted waterfront enclaves. Sophisticated yet welcoming, this four bedroom, three bathroom home is thoughtfully designed and set on an oversized lot with a brand new 107-foot seawall. Built by Clark Horne Construction, this home showcases exceptional craftsmanship, quality materials, and thoughtful design throughout. Step through double doors into a sunlit open floor plan where every detail has been curated for modern coastal living. The gourmet kitchen is as functional as it is beautiful, featuring a Wolf range with custom hood, paneled Sub-Zero refrigerator, Bosch paneled dishwasher, Sharp microwave drawer, and a wine cooler showcased within a stunning glass-door pantry. Elegant statement lighting highlights waterfall quartz countertops, creating the perfect ambiance for quiet evenings or vibrant gatherings. The primary suite is a true sanctuary, offering volume ceilings, a spa-inspired bath, two spacious walk-in closets, and sliding glass doors that open directly onto the resort-style pool deck. Designed for seamless indoor-outdoor living, the oversized lot provides room to roam and enjoy waterfront activities—from kayaking and paddle boarding to simply soaking in the serene setting. Here, a sparkling pool and flush spa overlook tranquil canal views, completing this tropical paradise of comfort and relaxation. The expansive covered patio and entertainment-ready pool deck make every day feel like a getaway. Situated just moments from the quartz-white sands of Siesta Key Beach and the vibrant Siesta Key Village, you'll enjoy easy access to dining, boutique shopping, and live entertainment. On Palm Island, every day is a retreat—boat from your backyard, walk to the beach at sunset, and return to your own slice of tropical paradise. Call today to schedule your private showing!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
757 BEACH RD #308, SARASOTA, FL 34242
$549,00053 Days on yellowkey MLS ID: TB8492005
0 Days Off yellowkey (back on 4/29/2026)
REDUCED by $46,500 (7.8%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1970 Tax: $5,582 (2025)Community: Crescent RoyaleCondo
Taxes:$5,582
Remarks: Prime location directly across the street from Siesta Key Public beach has a full Gulf view that enjoys gorgeous sunrises and sunsets! Unit was completely gutted and remodeled with high end finishes, paint, and furniture in 2011. Everything is in excellent condition. This third floor unit in the highly desired Crescent Royale Condominium complex has a screened lanai, assigned covered parking space and storage locker for beach gear. Complex has large heated pool, grills with picnic area, bike parking, shuffleboard, a Clubhouse with pool table, exercise room and bathrooms. One mile to the Village restaurants and shops. This unit is sold turnkey furnished and allows weekly rentals. Use excellent on-site management or DIY on VRBO and AirBNB. Start your revenue stream from day one - ask to see our stunning rental history! Great income producer - $48,622 in 2025
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
5880 MIDNIGHT PASS RD #605, SARASOTA, FL 34242
$1,150,00091 Days on yellowkey MLS ID: A4683118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $10,494 (2025)Community: CasarinaSpa: YesCondo
Taxes:$10,494
Remarks: Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimmering turquoise splendor. This exquisite two-bedroom, two-bathroom condominium nestled within the prestigious Casarina community offers a lifestyle that transcends ordinary coastal living. Perched elegantly upon seven acres of lush, tropical grounds directly on world-renowned Crescent Beach, this beautifully updated residence delivers the quintessential beach sanctuary you have been dreaming of. Hurricane impact windows provide peace of mind while framing breathtaking beach and gulf views that will steal your breath daily. The thoughtfully renovated kitchen boasts stainless steel appliances, while sophisticated stone-look tile graces the lanai, creating a seamless indoor-outdoor retreat. Beyond your private haven, Casarina's resort-caliber amenities rival the finest destinations. An expansive heated pool and spa with cabana and outdoor kitchen beckons lazy afternoons, while two grilling areas invite convivial gatherings under swaying palms. A sunset beach-side deck transforms evenings into pure magic, and lighted tennis and pickle-ball courts satisfy your competitive spirit. The community thoughtfully provides an on-site management office, fitness room, and generous community center for celebrations and social events. Just moments away, the charming Siesta Key Village offers eclectic dining and boutique shopping, while Phillippi Estate Park provides serene natural escapes. Whether you envision this as your permanent paradise or a cherished seasonal retreat, this freshly repainted gem delivers beach-side living at its absolute finest. Schedule your private showing today and let the Gulf whisper your name.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Dion Souza (941-302-3881)
757 BEACH RD #310, SARASOTA, FL 34242
$950,000171 Days on yellowkey MLS ID: A4673722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1970 Tax: $8,252 (2024)Community: Crescent RoyaleCondo
Remarks: Front row view of the world-renowned Siesta Key Beach. This unit is situated right across from the public beach and is withing 0.9 miles/3 minutes to the village. This turnkey fully furnished and equipped unit is move in ready. Right thru the front door you are greeted with an open floor plan overlooking the beach and the gulf water views. Smell the salt air as you lounge or dine on your large private screen in patio. The unit offers a beach vibe paint palette well-appointed furnishing and shows ownership pride. As you enter you are greeted with a large kitchen with stainless steel appliances an abundance of cabinets and granite counter tops and a large island. The kitchen is fully stocked and ready for all your cooking needs. Next to the kitchen is a large dining area with a table for 6. The living room also overlooks the beach and water views. It has a large sectional and side chair plenty of room for all your guests. This unit offers a master suite overlooking the gulf with an ensuite full bathroom. The guest room is also a great size and has a full attached bathroom. Both bedrooms have oversized walk-in closets plus a separate owner's closet. The unit also offers luxury vinyl flooring, tile and carpet. Impact patio doors for a piece of mind. The community is gated, and you have an assigned carport for parking. Crescent Royal has a managed onsite weekly rental program. The site offers a heated pool, fitness center, shuffleboard, and a grilling area. Public beach is right across the street. Also, there is Trolley that gives you access to the village or take a short stroll to dining, entertainment, shopping and yes sand dollar picking on the sand bar. This unit is currently in the rental program and has an excellent rental history and future bookings. The gulf is calling don't miss this beautiful beach retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Shirley Pyles, Pa (941-894-4297)
3458 ANGLIN DR, SARASOTA, FL 34242
$2,595,00091 Days on yellowkey MLS ID: A4683447
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 1983 Tax: $19,659 (2025)Community: Bay Island ParkSpa: NoSingle Family
Taxes:$19,659
Remarks: Welcome to Bay Island, ideally positioned on the north end of Siesta Key, where island living meets exceptional convenience. Just moments from Siesta Beach, Siesta Key Village, and downtown Sarasota’s waterfront dining and cultural offerings—with easy access on and off the island—this elevated Key West-style residence is set across a rare double lot, an uncommon offering on Siesta Key. Fully renovated in late 2019, the home features new siding, roof, electrical, plumbing, irrigation, hurricane-rated windows and French doors, and two HVAC systems. It has since been further enhanced with premium retractable invisible screens on all French doors, kitchen and bath refinements, and a whole-house water filtration system, along with additional upgrades that reflect its continued care and quality. The open-concept floor plan is filled with natural light, highlighted by vaulted ceilings, LVP flooring, and a natural gas fireplace. Multiple covered terraces extend the living space outdoors, reinforcing the home’s relaxed coastal design. The kitchen is designed for both everyday living and entertaining, centered around a large quartzite island with extensive drawer storage and pull-out shelving. A full Thermador appliance package includes a gas range, refrigerator and freezer columns, and dishwasher. Soft-close cabinetry and thoughtful storage solutions provide both function and efficiency. French doors open to an oversized covered deck overlooking mature tropical landscaping. The well-sized owner’s suite is located on the main living level and includes a walk-in closet and a private en-suite bathroom featuring a double vanity and large walk-in shower. A den on this level offers flexibility and can easily serve as a fourth bedroom or home office. Upstairs, two generously sized guest bedrooms share a newly appointed bathroom and enjoy access to a third-level terrace ideal for sunset views. Outdoor living sets this property apart. The double lot creates an expansive backyard with a recently resurfaced pool, travertine decking, and multiple covered terraces—an uncommon offering on Siesta Key. The additional lot provides flexibility for future enhancements while preserving privacy and open space.
Listing Agent: Barbara May (404-822-9264)
4626 GLEASON AVE, SARASOTA, FL 34242
$695,000112 Days on yellowkey MLS ID: A4680372
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $35,000 (4.8%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1144 Built: 1955 Tax: $6,783 (2025)Community: Ocean BeachSingle Family
Taxes:$6,783
Remarks: Under contract-accepting backup offers. You're about to miss it...coming off the market 6/1. A perfect blend of old-school cool and 2026 finishes, this mid-century modern bungalow is a true "buy it and move-in tomorrow” type home. Most importantly, no high condo/HOA fees. Polished terrazzo floors, vaulted ceilings, it’s just fun all over. Fully renovated with crisp coastal selections. It has a nice sunroom for a large party gathering or workout room, art studio, play area. Carport equipped with RV hookups and motor court driveway. Plenty of parking space for bikes, scooters, and golf carts. The landscaping is immaculate, professionally designed by the owner including an advanced drainage system helping keep you dry 24/7/365. Not far from the Village, close to the beach, and minutes to North bridge. Clean, affordable, easy beach living. Being offered turn-key furnished.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jason Skowronski (941-812-6090)
5955 MIDNIGHT PASS RD #4E, SARASOTA, FL 34242
$412,000104 Days on yellowkey MLS ID: A4681682
1 Days Off yellowkey (back on 4/28/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1978 Tax: $3,369 (2025)Community: Contntls Sea Club 2 P1Condo
Taxes:$3,369
Remarks: Under contract-accepting backup offers. *Seller Financing Available* An exceptional opportunity awaits in Sea Club II, one of the limited Siesta Key communities permitting nightly rentals—positioning this residence as a prime option for short-term revenue potential. This ground-level one-bedroom, one-bath condo comes fully furnished and has a proven record of performance, grossing over $50,000 annually in rental income. Designed for effortless use by owners and guests alike, the unit is ready for immediate occupancy or continued income production. Sea Club II offers a resort-style setting along the Intracoastal Waterway. Residents and guests enjoy a recently updated pool area accented by brick pavers, a tiki-style pavilion, and grilling stations, creating an inviting space for leisure and gatherings. Boating and fishing enthusiasts will appreciate the community fishing pier added in 2021 and convenient access to the community boat basin. What truly distinguishes this property is its deeded beach access just a short walk away—delivering the rare advantage of Intracoastal waterfront living paired with direct access to the world-famous sands of Siesta Key Beach. Whether used as a personal island retreat or a high-demand vacation rental, this condo offers flexibility, location, and income potential in one compelling package.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Taylor Thompson (941-928-2372)
4822 OCEAN BLVD #10E, SARASOTA, FL 34242
$575,000125 Days on yellowkey MLS ID: A4669777
3 Days Off yellowkey (back on 4/28/2026)
REDUCED by $20,000 (3.4%) on 04/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,312 (2025)Community: Siesta TowersCondo
Taxes:$4,312
Remarks: Under contract-accepting backup offers. If you are dreaming of the ultimate condominium with jaw-dropping Gulf, Sarasota Bay, and City Views, this is the one! No detail was overlooked in the design and layout of this incredible condo. Modern luxury on prime north Siesta Key Oceanfront. Positioned on the 10th floor, with unsurpassed panoramic views of the Gulf, Sarasota Bay, the skyline of Sarasota, Lido Key, Big Pass and beyond. Watching dolphins and spectacular sunsets are some of the seller's favorite bonuses. Spacious open floor plan, which includes most of the high-end furnishings. One-bedroom, one-bathroom home in the sky that defines style. Masterfully renovated, maximizing spaces and views from every room. The modernization of the unit included a full remodel: Hurricane-resistant sliding glass doors, a completely new kitchen, including European style cabinets with soft-touch closing, convenient pullouts for storage, large porcelain wall tile, granite counters, triple filter osmosis water dispenser, and a full appliance package. Waterproof luxury wide vinyl plank flooring throughout. All new bath with dual sinks, shower with frameless shower doors, and water closet. A modern frosted glass barn door was added for additional access to the bedroom. A newer electrical box with updated GFI wiring will give a new owner peace of mind. Motorized privacy blinds on the sliding glass doors, with a touch of a remote. 4822 Ocean Blvd has had extensive updates recently, including a remodeled social/club room, fitness center, heated waterfront pool, outdoor grills within an extra-large Cabana, fishing pier, social pier, bicycle storage room, and new terraces and railings on every condominium. In 2021, a modern lobby was created with high-end furnishings, and a secured entrance, featuring a new updated security system for the community. A new sea wall has just finished being constructed, and two new piers are almost completed; Expected completion date is the end of February, 2026. Be sure to ask about the covered parking process; assigned parking, with extra parking behind gates, including guest parking. Additional amenities include a secured fishing room to store fishing equipment, and a large park. Wi-Fi, cable, water, and trash, and more are included in the HOA fee. Located within a short walk to Siesta Key Village, and Siesta Key Beach. Enjoy all the Island has to offer with its restaurants, bars, and shopping at various boutiques. There’s also a weekly farmer’s market. Be sure to check out the VIRTUAL TOURS on this property and see why you’ll fall in love with this exceptional Gulf-front gem! Come for the views and stay for the fun!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
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