Location: Sarasota , 34242
Do Not Show Listings
8701 MIDNIGHT PASS RD #106A, SARASOTA, FL 34242
$595,000193 Days on yellowkey MLS ID: A4668247
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $7,433 (2024)Community: Turtle Bay Sec 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,433
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Motivated sellers, seller financing will be considered! Turtle Bay community has a 3-month minimum rental policy. Experience the best of Siesta Key in this beautifully unfurnished 2BR/2BA condo in the highly desirable Turtle Bay community. Enjoy breathtaking views of Little Sarasota Bay from the enclosed, screened lanai, ideal for relaxing mornings or evening breezes. The remodeled kitchen features stainless steel appliances, updated quartz countertops, and a breakfast bar that opens into the spacious, open-concept living and dining area, perfect for entertaining. The primary suite offers an updated en-suite bathroom, walk-in closet, and built-in vanity. The generously sized second bedroom is perfect for guests or a home office. Additional conveniences include an in-unit laundry room. Recent updates include a 2023 2.5-ton Trane HVAC unit, renovated bathrooms, LED recessed lighting, and popcorn ceiling removed. A rare 12x22 detached end-unit garage provides excellent storage for your vehicle, bikes, or beach and boating gear. Turtle Bay offers resort-style amenities, including a heated pool, hot tub, clubhouse, onsite management, tennis and pickleball courts, lush landscaping, newly updated fishing pier, and boat docks - boat slips are available for nominal fee on a first-come, first-served basis. Milestone Inspection has been completed for the new owner's piece of mind. Enjoy easy access to the sparkling Gulf of Mexico waters with deeded beach access just across the street via the Tortuga Community. Conveniently close to Siesta Key Village and Siesta Key Public Beach via the free trolley stop just steps away. Coastal living at its finest! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000210 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Tax Year: 2025
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Ethel Lovelace (941-586-7390)
6512 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,700,000438 Days on yellowkey MLS ID: A4640499
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1600 Built: 2006Monthly Fee: $2,311 Tax: $15,863 (2024)Community: Crescent Siesta KeyCondo
Taxes:$15,863
Remarks: Experience Luxury Living on South Siesta Key! Crescent Siesta Key, a boutique luxury condominium and a Gulf-front property, in the cosmopolitan contemporary architectural style, offers unparalleled beach living, making it the ultimate coastal retreat. This corner unit is offered turnkey furnished, ready for immediate enjoyment. Impeccably designed in a contemporary beachfront style, 1600 sw. ft., 2-bedroom, 2-bathroom residence presents an expansive floor plan and high ceilings, highlighted by a gourmet kitchen featuring top-tier appliances, granite countertops, soft close cabinets, and refined accents. The kitchen seamlessly transitions into a spacious living area accented by an artistic terrazzo accent wall opening onto an expansive terrace. Your terrace has a built-in outdoor kitchen, gas grill, and private access to the resistance heated lap pool with child safety fence/doors. The terrazzo wall continues through to the primary bedroom adding a sophisticated beach ambiance. Primary bath featuring dual sinks, a private toilet with automatic bidet amenities, deep soaking tub, and large walk-in shower. The additional bedroom for your guests includes an ensuite bath, which offers ample space. Wifi and remote controlled thermostat, door lock, gate, building, and beach access. Plus two owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location, very quiet with very little street noise, whether you're seeking a permanent residence, a vacation getaway, or a profitable rental property. The building, built in 2006, boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience, two under building parking spaces, a storage facility, and closed circuit camera/surveillance system for security. Residents can enjoy a beachfront heated pool with spa, or a resistance lap pool right outside their door. A fitness center ensures residents stay active, and a well appointed social room with an attached lanai. Dive into one of two pools or spa overlooking the beach, walk the white sugar sand beaches that stretch for miles, create fabulous meals in the outdoor kitchen and dine al fresco with a view of the gulf amidst lush beautiful landscaped gardens or sink into a chaise lounge under the loggias with a great book. At Crescent Siesta Key, embrace a lifestyle of comfort, luxury, and seaside serenity with all amenities conveniently at your disposal.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
1500 COVE II PL #524, SARASOTA, FL 34242
$849,900117 Days on yellowkey MLS ID: A4676444
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1720 Built: 1979 Tax: $8,269 (2025)Community: Midnight Cove IiCondo
Taxes:$8,269
Remarks: RARE OPPORTUNITY TO OWN A 3 BEDROOM ON SIESTA KEY! With Deeded beach access and one-week rentals! Maximize your investment while enjoying this fantastic 2 level townhouse in Midnight Cove II. Enjoy the views from your screened lanai or open air balcony on the second level. This unit offers space! Great sized living and dining areas, nice large, bright kitchen with updated appliances, powder room on the main level plus 2 more full baths upstairs. In unit laundry, deeded covered parking and offering a great rental history! Ideally located for quick deeded access to Crescent Beach just across the street! Midnight Cove II is a highly desirable community offering a marina with slips available and direct access to the intracoastal. Other amenities include tennis, pickleball, basketball court, fitness center and large heated pool. In addition, there is a grill and picnic area, car wash, pet walk, canoe storage and more! The property features beautiful mature landscaping with frontage on the intracoastal with paths and seating throughout the property. Midnight Cove II offers fully funded reserves, onsite rentals and management, and a rental friendly environment to maximize your income. Milestone Report is complete. Roof was replaced in fall of 2025 as well. Offered turnkey furnished with a small list of exceptions. Great opportunity - don't miss it!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
9011 MIDNIGHT PASS RD #228, SARASOTA, FL 34242
$399,0001110 Days on yellowkey MLS ID: A4566083
1 Days Off yellowkey (back on 4/21/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 783 Built: 1974 Tax: $4,116 (2022)Community: Sunrise Cove Sec 4Condo
Taxes:$4,116
Tax Year: 2022
Remarks: Under contract-accepting backup offers. The Lowest Entry Price on the Water! Investor Alert: This is the lowest-priced condo currently available in Sunrise Cove, making it the absolute best entry price for a highly desirable waterfront investment on Siesta Key. Direct Intracoastal Waterway views from your lanai, living area, and bedroom. Enjoy sunrises over Little Sarasota Bay and sunsets at Turtle Beach (deeded beach access across the street). Fully furnished 1-bedroom, 1-bathroom unit featuring an updated kitchen (stainless steel appliances) and a custom-built queen Murphy Bed for maximum sleeping capacity. Rental Income Generator: Community allows lucrative one-month rentals with convenient on-site management Unbeatable Amenities • 2 bayside heated pools • Lighted tennis and pickleball courts • Large clubhouse with fitness rooms and billiards • Boat docks available for a low yearly fee • Adjacent to Turtle's Restaurant and Ophelia's Restaurant • Free trolley stop across the street for easy access to Siesta Key Village and Public Beach. Secure your piece of Siesta Key waterfront real estate at a game-changing price!
Listing Agent: Maurice Menager (941-238-8119)
19 WHISPERING SANDS DR #1104, SARASOTA, FL 34242
$1,000,00093 Days on yellowkey MLS ID: A4679738
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $125,000 (11.1%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,440 Tax: $6,142 (2025)Community: Whispering SandsCondo
Taxes:$6,142
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Welcome to this beautifully remodeled 11th floor GULF FRONT Whispering Sands tower residence – just one floor below the penthouse level – where sweeping, unobstructed FULL Gulf views meet breathtaking, colorful sunsets that paint the sky each evening. This light filled 2BR/2BA condo is the perfect combination of refined coastal style with effortless, comfortable living. The bright open kitchen is designed for both entertaining and everyday elegance, featuring an expansive, 8-foot breakfast bar, granite countertops, Whirlpool, GE & KitchenAid appliances, recessed lighting, and a convenient built-in corner workspace. NEW 2024 hurricane impact sliders frame your private, enclosed 24’ Gulf front balcony – the ideal space for enjoying peaceful morning coffee or sunset cocktails above the shoreline. The tranquil primary suite features a walk-in closet and beautifully remodeled ensuite bath with spacious dual vanity and glassed walk-in shower. A set of French doors with privacy shades leads to a flexible guest suite with twin Murphy beds & built-ins, easily transitioning from private office to welcoming bedroom. A second guest bath entry creates a true ensuite experience. Thoughtful upgrades in this unit include track lighting, textured ceilings, remote-controlled overhead fans, and a whole-house water filtration system. 2024 HVAC. Whispering Sands is a premiere 55+ Gulf front property on the westernmost point of Siesta Key, featuring 800’ of private quartz sand beach, 2 heated pools, clubhouse and Tower Lounge – both of which are in the initial stages of being completely remodeled – beachside Tiki Hut, gas grills, shuffleboard, canoe/kayak storage, and onsite management. You’re also ideally just around the corner from the colorful boutiques and dining options of Siesta Key Village! Don’t miss this rare opportunity to own this sophisticated Gulf front residence that captures a true resort lifestyle while remaining warm, welcoming, and wonderfully livable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
6703 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$299,999189 Days on yellowkey MLS ID: A4669017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $3,626 (2024)Community: Sea WindsCondo
Taxes:$3,626
Elementary School: None
High School: None
Middle School: None
Remarks: LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Nasello (727-421-0308)
9393 MIDNIGHT PASS RD #P4, SARASOTA, FL 34242
$659,000179 Days on yellowkey MLS ID: A4669033
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975 Tax: $7,483 (2024)Community: Pointe On Midnight PassCondo
Taxes:$7,483
Remarks: Price Reduction!! ENJOY AWE-INSPIRING SUNRISES AND SUNSETS from this stunning two bedroom, two bath PENTHOUSE condo at the southernmost end of Siesta Key. A corner unit with extra windows, enjoy water views from every room! Wake to breath-taking sunrises over Neville Preserve on Little Sarasota Bay and marvel at spectacular sunsets over the Gulf of Mexico. The largest of units offered at The Pointe, this 10th floor residence is filled with natural light through abundant windows and sliding glass doors. The large kitchen opens to the living room which features beautiful engineered hardwood flooring, crown and base molding, and ceiling beams to separate the dining and living areas. A generous screened and glassed lanai - accessible from both the living room and the primary suite - provides your front-row seat to sunrises, downtown Sarasota, and spectacular wildlife. The private primary retreat offers a large bedroom, a walk-in closet, a built-in vanity with sink, and an ensuite bath with walk-in shower, second sink and toilet. A comfortable guest bedroom and full hall bath complete the main living space. A large laundry room with ample cabinetry, a walk-in utility room off the lanai and a large ground floor assigned lock-off bin provide coveted storage space. An oversized under-building parking space convenient to the building entry completes this unit. Located at the southern tip of Siesta Key, this 5+ acre gated community is beautifully landscaped and features every amenity: heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and canoe racks and launch, a beautiful and fully equipped club house, saunas, fitness centers, an island pavilion with grills, and on-site management and maintenance. A walkway along the water surrounding the property is idyllic for scenic strolls. The Pointe is just minutes' walk to Turtle Beach and three great restaurants. This really is a must see!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,250,00034 Days on yellowkey MLS ID: A4686192
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3195 Built: 2004 Tax: $24,862 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$24,862
Middle School: Sarasota Middle
Remarks: Spacious island living awaits in this beautifully maintained 5-bedroom, 3-bath furnished home on the coveted north end of Siesta Key, just steps from beach access No. 1, Shell Rd, on Big Pass and with convenient access to the Sarasota mainland. Fully gated and walled for privacy, the property is surrounded by lush tropical landscaping and offers the ideal blend of comfort, functionality, and a weekly rental. An oversized 3-car garage and large paver driveway provide plenty of space for vehicles, beach gear, and a golf cart—perfect for enjoying the Siesta Key lifestyle. Adding to its appeal, the home is built above base flood elevation, a valuable feature on Siesta Key. Inside, the large open floor plan is designed for entertaining, with 12-foot ceilings, crown molding, arched openings, and travertine flooring. The spacious kitchen features stainless steel appliances, oak cabinetry, and a breakfast nook overlooking the backyard oasis, while a separate dining area and large living room with a gas fireplace provide plenty of space to gather. French doors off the living room open to a large terrace overlooking the backyard oasis, while a second terrace off the side of the home offers a cozy, private spot to relax. The private main-floor primary suite offers direct terrace access, two walk-in closets, an oversized bedroom, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional large bedrooms and a full bath are also located on the first floor. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with a beverage fridge create an ideal retreat for visitors, while one of the bedrooms opens to a private terrace overlooking the backyard. Additional conveniences include multiple storage closets and a central vacuum system for easy maintenance. The backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen designed for entertaining, complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard provides a great space for dogs to roam. Ideally located, this property is just moments from world-renowned Siesta Key Beach and a short drive to downtown Sarasota’s celebrated restaurants, shopping, and cultural attractions. With three terraces, abundant indoor-outdoor living, strong weekly rental history, and a prime north Siesta Key location, this is an outstanding opportunity to enjoy the best of island living.
6263 MIDNIGHT PASS RD #301, SARASOTA, FL 34242
$749,90045 Days on yellowkey MLS ID: TB8486242
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2018 Built: 1981 Tax: $9,637 (2025)Community: Excelsior Beach To Bay 7Spa: YesCondo
Taxes:$9,637
Remarks: Under contract-accepting backup offers. Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!
Listing Agent: Mindy Smith, Pa (727-599-5534)
6157 MIDNIGHT PASS RD #E22, SARASOTA, FL 34242
$399,90059 Days on yellowkey MLS ID: A4684348
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 748 Built: 1974 Tax: $3,648 (2025)Community: Bay OaksCondo
Taxes:$3,648
Remarks: BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are striking on Siesta Key.. There is no better location to invest in a 2nd home or investment property. This condo is located on the 2nd floor of building E in Bay Oaks. You will love the large open kitchen and expansive design of this "Santa Fe" themed unit. Located at the end of the 2nd floor in a corner of the building, privacy and tree lined views from the patio create serenity for the owner and tenants. Boasting 750ft2 of living area, there is no wasted space with eat-in dining and wide-open family space. The master bedroom is also open & airy with an on-suite vanity and large walk-in closet, including a washer/dryer. Bay oaks is located just north of the Stickney point bridge allowing more quick escape off the island to Publix, Bealls, Starbucks and Gulf Gate shopping. The community provides a wonderful community pool and tennis court with a full-time manager on site. Beach access 12 is the best public access to the white sands of Siesta Key or catch the Trolley and enjoy and scenic ride to the public beach. Now is the time to invest in Siesta Key real estate.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: Justin Shirley (941-448-4872)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,900,00056 Days on yellowkey MLS ID: A4683758
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
6140 MIDNIGHT PASS RD #A10, SARASOTA, FL 34242
$839,000164 Days on yellowkey MLS ID: A4671897
REDUCED by $10,900 (1.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1967 Tax: $7,853 (2024)Community: Horizons WestVilla
Taxes:$7,853
Remarks: Under contract-accepting backup offers. Are you looking for new? Welcome to your fully renovated, turnkey Siesta Key villa, where everything is new from top to bottom! On the Gulf side with direct beach access, this stunning two-bedroom, two-bath coastal retreat has been beautifully transformed into a modern beachside haven. Every detail has been redone with quality and style, such as new kitchen, furnishings and décor, ready for you to move right in and start living your best island life. In the sought-after Horizons West community, this villa offers the ideal blend of comfort and convenience. Enjoy two community pools (one right on the sand and one near your door), along with beach access. Whether you’re seeking a personal getaway or a high-performing investment property, this villa checks every box, and it’s part of a rental program with flexible leasing options and an on-site manager. Experience the ultimate Siesta Key lifestyle, close to Siesta Key Village, where you’ll find vibrant restaurants, boutique shops and nightly entertainment. Or head just minutes away to downtown Sarasota for arts, dining and culture. Own your piece of paradise today, new, beautiful and next to the #1 beach in the world.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
5950 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$599,000173 Days on yellowkey MLS ID: A4670763
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 780 Built: 1957 Tax: $5,444 (2024)Community: Siesta Beach HouseCondo
Taxes:$5,444
Remarks: Gulf-side living at its best! This cute-as-a-button 2-bedroom, 2-bath ground-floor unit has been completely remodeled from top to bottom, featuring new electrical and plumbing, impact windows and doors, stylish new flooring, beautifully updated baths, and a stunning new kitchen with quartz countertops, tile backsplash, countertop breakfast bar, and stainless-steel appliances. The primary bedroom includes an ensuite half bath, while the guest bedroom is conveniently located near the fully remodeled hall bath. Step right out your door and enjoy private beachfront access, a sparkling community pool, and outdoor seating areas with picnic tables. Assigned parking and guest spaces add convenience, while short-term rentals are allowed, offering excellent income potential and bookings already in place should you wish to keep them! Ideally located close to the Village for shops, restaurants, and entertainment, with the free trolley nearby to explore both sides of the Key. This is the perfect coastal retreat and will not disappoint!
Listing Agent: Christine Green (941-914-2463)
915 SEASIDE DR #310, SARASOTA, FL 34242
$1,399,00027 Days on yellowkey MLS ID: A4686908
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1900 Built: 2009 Tax: $14,651 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$14,651
Remarks: Under contract-accepting backup offers. Welcome to Unit 310 at the exclusive Hyatt Residence Club Siesta Key Beach—where elevated coastal living meets one of the most sought-after addresses on Siesta Key. Set directly on the powdery white sands of world-renowned Siesta Key Beach, this premier residence offers a rare opportunity to own within a luxury, resort-style community backed by the trusted Hyatt brand and known for its exceptional service, amenities, and strong rental demand. This beautifully updated 3-bedroom, 3-bath condominium is currently utilized as investment property and professionally managed offering a seamless, turnkey experience designed to maximize both convenience and performance. Perfectly positioned on world-famous Siesta Key Beach—consistently ranked among the top beaches in Florida, the U.S., and the world—this property benefits from steady, year-round demand for high-end vacation rentals. Whether you're seeking a dedicated income-producing asset, a future vacation retreat, or a combination of both, Unit 310 offers exceptional flexibility and long-term value. Inside, the residence features a bright, open-concept layout with three bedrooms and three full bathrooms, designed to comfortably accommodate owners and guests. Spacious living and dining areas create a welcoming environment, while the private lanai offers an additional space to relax. Residents and guests enjoy access to resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional management options. With direct beach access, close proximity to Siesta Key Village, and strong, consistent rental appeal, Unit 310 presents an exceptional opportunity in the Siesta Key market. Positioned as one of the best values currently available, it is competitively priced to sell—making it an ideal choice for both investors and end users looking to capitalize on location, lifestyle, and long-term potential.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
5968 MIDNIGHT PASS RD #158, SARASOTA, FL 34242
$760,00080 Days on yellowkey MLS ID: A4681104
1 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1975 Tax: $7,449 (2025)Community: Palm Bay Club IiiCondo
Taxes:$7,449
Remarks: Under contract-accepting backup offers. Looking for the perfect 2-bedroom, 2-bath investment beach condo on Siesta Key? This second-level residence presents a strong income-producing opportunity at the desirable, gulf-front Palm Bay Club. Ideally situated on the beach side of Midnight Pass Road, unit #158 features a comfortable coastal design with an open floor plan, beachy ambiance, and tile flooring throughout, making it move-in ready for owners, guests, and short-term renters alike. Just steps from the pristine blue waters and powder-white sands of Siesta Beach, the thoughtfully designed and tastefully furnished interior maximizes space and functionality with seamless flow from the kitchen to dining and living areas. One of the premier beach-to-bay communities on Siesta Key, Palm Bay Club offers an exceptional array of amenities including two heated swimming pools, a hot tub overlooking the bay, fitness center, lighted tennis court with two pickleball courts, BBQ grills, a fishing pier, and boat docks available for daily rental. With a rare three-night minimum rental policy on Siesta Key and onsite management, this is an outstanding opportunity for the savvy owner-investor seeking both lifestyle and income.
Listing Agent: Jonathan Abrams (941-232-2868)
7324 POINT OF ROCKS RD, SARASOTA, FL 34242
$16,000,000392 Days on yellowkey MLS ID: A4643281
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 5524 Built: 2025 Tax: $32,550 (2024)Community: White Beach Fruit Co PropSpa: YesSingle Family
Taxes:$32,550
Remarks: Under Construction. Newly completed Gulf-front coastal contemporary home on prestigious Siesta Key by Murray Homes. This 5BR/5BA/1HB residence offers approx. 5,500 sq. ft. of living space plus 2,600 sq. ft. of recreational non-conforming space. Features include a gourmet kitchen with large island, walk-in pantry, wine refrigerator, and built-in coffee system, opening to a spacious great room with fireplace. Smart home technology, high-end lighting, and whole-house generator. Outdoor living includes Gulf-front pool and spa with beach shelf, expansive deck, summer kitchen, fireplace, and lounge areas. Upstairs lounge with vaulted wood ceilings and beverage refrigerator, plus 4 en-suite bedrooms, many with Gulf views. Primary suite with soaking tub, oversized shower, and dual vanities. Private beach on a secluded street with panoramic Gulf views. 4-car garage plus golf cart/kayak garage
Listing Agent: Karen Chandler (941-544-4919)
5830 MIDNIGHT PASS RD #T22, SARASOTA, FL 34242
$1,000,00017 Days on yellowkey MLS ID: A4689210
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1194 Built: 1967 Tax: $8,543 (2025)Community: Jamaica Royale Elev AptsCondo
Taxes:$8,543
High School: Riverview High
Remarks: Rare opportunity - Jamaica Royale, Tower 1 Enjoy breathtaking Gulf views from this beautifully positioned second-floor Gulf front condo on world-famous Siesta Key Beach. This 2-bedroom,2-bathroom residence features light-filled open living and dining space. The generous areas flow effortlessly toward the Gulf creating the perfect setting for relaxed coastal living or entertaining guests. Enjoy spectacular sunsets from the expansive balcony accessible from both the living room and primary suite. Ideally located just minutes from the island's vibrant restaurants, boutique shopping and entertainment, this Jamaica Royale beauty is a MUST SEE! Whether as a primary residence, a beach retreat or an investment opportunity this condo offers the best in Gulf front living.
Listing Agent: Alana Kate Sudano (410-456-8783)
157 GARDEN LN, SARASOTA, FL 34242
$1,195,00045 Days on yellowkey MLS ID: A4685180
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2146 Built: 1958 Tax: $9,961 (2025)Community: Siesta Rev OfSingle Family
Taxes:$9,961
Remarks: Under contract-accepting backup offers. Gorgeous remodel in the heart of Siesta Key and a short walk to Shell Beach access. Located a very large corner lot on a dead end street this home has the space, size, and all the amenities for your perfect getaway. This home has character and charm in all ways. From the banyan and palm trees, to the privacy wall, brick walkway, custom gates, and lush landscaping surround your Siesta getaway. This home, BIG PASS HIDEAWAY, a very successful vacation rental in previous years has generated over 105-112k consistently at a 73% occupancy rate. Completely renovated, designer touches, this home is gorgeous. Retro terrazzo floors, Gas fireplace, wood beam ceilings, European designer cabinets, just a few of the touches that bring out the style of this home. 3 main bedrooms and a 4th room connected to the main bedroom to create a double ensuite for the main bedroom that can be used as anything you wish. Currently set up as 4th bedroom with separate access to the pool area, it could easily be a studio, workout room, a nursery, a reading lounge. It's a special feature. As far as the improvements, everything has been completely redone. All new AC's main and mini split, new duct work. All repainted, new kitchen cabinets, new appliances, bathrooms renovated with designer tile. All new wiring, house was replumbed with new stacks and lining in main drain. ALL NEW HURRICANE IMPACT DOORS AND WINDOWS. New Pebble tech pool finish. Roof is 6 years old. New irrigation pump. Low voltage lighting. Tons of outdoor spaces from the oversized pool, to the garden and grilling areas. Hangout on the screened in patio or enjoy the firepit area. Lose track of time on your Florida visits and drift down the street to Siesta Key village and enjoy all it has to offer from shops, to dining, to the best beach USA! This home is gorgeous and priced to sell. Generate income. The choice is yours. Absolutely nothing to do but move and enjoy the siesta key life. Live in it. Schedule your private showing today. ***Can be purchased turnkey fully furnished on a separate bill of sale.***
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
306 ISLAND CIR, SARASOTA, FL 34242
$1,825,00012 Days on yellowkey MLS ID: A4689514
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2392 Built: 1952Monthly Fee: $4 Tax: $18,781 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$18,781
Remarks: Under contract-accepting backup offers. A truly rare offering, this waterfront residence is uniquely positioned with 133 feet of water frontage on two sides, creating an unparalleled sense of privacy and serenity. Nestled on prestigious Palm Island, in the heart of Siesta Key, this property embodies the ultimate coastal lifestyle. This spacious four-bedroom, three-bathroom home is thoughtfully designed, featuring two en-suite bedrooms alongside two additional generously sized guest rooms. Expansive windows invite in natural light while framing tranquil water views throughout the home. Boating enthusiasts will appreciate the private dock and boat lift at the rear of the property, with additional capacity to add a second dock and lift along the side canal—an extraordinary advantage rarely found. Ideally located, the home offers effortless access to world-renowned Siesta Key Beach and the vibrant Siesta Key Village, placing dining, shopping, and entertainment just a leisurely stroll away. Recently renovated, the residence showcases a large resort-style pool with spa, low-maintenance tropical landscaping, and updated finishes including new appliances, cabinetry, and more—creating a move-in-ready retreat. The peaceful wrap around canal provides a private sanctuary where nature and waterfront living converge. Set on an expansive ~14,000 square foot lot, this property is also offered at a compelling value at just above land pricing, presenting a remarkable opportunity for a custom luxury estate. Building plans are available and this lot is build to suit.
Listing Agent: Jessica Hoffman (941-400-5778)
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