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$645,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
This northeast-facing corner residence at The Anchorage offers panoramic views of the Intracoastal Waterway and an exceptional blend of privacy and flexibility. Spanning 1,287 square feet, the two-bedroom, two-bath home features an open-concept living area and porcelain flooring throughout. Three oversized balconies extend from every major room—one off each bedroom and a third from the main living space—enhancing indoor-outdoor living. Renovated in 2018, the home includes remodeled baths, a custom step-in tub with hydrotherapy jets, impact-rated sliding doors (partial), and a tankless water heater installed in 2022. Additional improvements include complete vertical pipe replacement and horizontal pipe replacement (2020), a new HVAC system (2022), sub-panel electrical upgrade (2025), and a new microwave and dishwasher (2025). Sold fully furnished, this residence is ideal as a full-time home, seasonal retreat or potential income-generating asset. Short-term weekly rentals are permitted, and the property is suitable for a 1031 exchange. A secure in-residence laundry room is available, with option of using the community laundry facility for guest stays. The Anchorage is a professionally managed, amenity-rich community with strong financials. Amenities include the largest pool on Siesta Key, a heated Olympic-size pool. Additional amenities include a clubhouse with fitness center, tennis courts, pickleball, basketball, shuffleboard and expansive community dockage. Residents enjoy direct beach access just across the street.

6415 Midnight Pass Road Unit 710, Sarasota

$570,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. This 2 bed, 2 bath condo is being offered turnkey furnished and is move in ready! Whether you are looking for a vacation home or an investment opportunity you will not be disappointed. The kitchen offers ample storage with granite countertops, a breakfast bar and stainless-steel appliances. The unit continues into the spacious living area which offers views over the pool and intracoastal waterway allowing you to relax and enjoy the Florida lifestyle. Offering two separate bedroom suites each with ensuite bathrooms provides privacy to visiting friends and family. You can be as social as you like with the amenities available at this community! From fishing, tennis, swimming, a state-of-the-art fitness center or one of the many recreational activities held in the social room you will never be at a loss for things to do! Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, or visit the mainland where you can enjoy everything Sarasota has to offer from shopping, restaurants, state parks, golf and of course the arts and culture of downtown Sarasota where you will find theaters, opera, ballet or even a Ball game! Siesta Key is truly a magical, a place once visited you never want to leave!

5855 Midnight Pass Road Unit 303, Sarasota

$735,000
2 Beds 2 Baths Siesta Dunes Beach SubDv. 34242 Zip Code
Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.

6204 Midnight Pass Road Unit 201, Sarasota

$400,000
2 Beds 3 Baths Bay Oaks SubDv. 34242 Zip Code
PRICED FOR QUICK, AS-IS SALE - Lowest price per sq. foot condo on Island! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning Intracoastal Waterway views. Sip your morning coffee or evening cocktail while watching boats drift by from your living room or lanai—paradise found! Whether you're looking for a smart investment with income potential or your own personal beach sanctuary, this is a rare opportunity to own on world-famous Siesta Key at an amazing value. Just a short walk to Crescent Beach access points #12 and #13, where you'll find the powdery white quartz sand that’s cool to the touch and consistently ranked among the best in the world. Bay Oaks offers a peaceful tropical setting, yet you're close to it all—fine dining, pubs, shopping, and fun in the sun. The free Siesta Key Breeze Trolley stops right in front of the complex, making it easy to explore the island without ever needing your car. Don't miss your chance to own this slice of island life—it’s beautiful, versatile, and priced to move!

6157 Midnight Pass Road Unit B42, Sarasota

$1,140,000
2 Beds 2 Baths Siesta Breakers SubDv. 34242 Zip Code
Own a Slice of Paradise on Siesta Key – Voted #1 Beach in the U.S. by TripAdvisor in 2025! Welcome to your dream beach escape and investment opportunity all in one. Whether you’re searching for a family-friendly getaway or a revenue-generating vacation rental, this beautifully maintained 2-bedroom, 2-bath condo on world-famous Siesta Key offers the best of both worlds. Perfectly positioned just steps from the soft, powdery quartz sand and crystal-clear waters that earned Siesta Key its 2025 title as the #1 Beach in the U.S., this fully furnished unit is turnkey ready and zoned for weekly rentals—a rare and highly sought-after feature that opens the door to exceptional income potential. Inside, the condo features a bright and open floor plan with two spacious bedrooms, two full bathrooms, and an extra interior storage closet—perfect for keeping beach gear or owner’s items secure between rentals. The layout provides comfort and privacy for families or couples traveling together, making it especially attractive to vacationers seeking short-term stays. The community pool is an added bonus, offering a refreshing retreat after a day at the beach. Relax on the spacious pool deck surrounded by chaise lounge chairs, ideal for soaking up the Florida sunshine while enjoying the tropical ambiance of Siesta Key. Location is everything—and this condo delivers. Tucked away with quick and easy access from the South Bridge, you can avoid the long lines of traffic that often build up on Midnight Pass Road. This convenient location makes arrival and departure stress-free for both owners and guests, enhancing the appeal for vacation renters. Families will love the close proximity to the beach, vibrant local dining, and the laid-back, coastal lifestyle that makes Siesta Key so special. Spend your days building sandcastles, paddleboarding along the calm shoreline, or biking through the island’s charming neighborhoods. In the evenings, stroll over to Siesta Key Village for live music, seafood dinners, and unforgettable sunsets over the Gulf. For investors, this unit is a proven performer. With the flexibility of weekly rentals, year-round demand, and a location that’s both desirable and accessible, this condo offers strong income potential without sacrificing personal use. Living or vacationing here means embracing the Siesta Key lifestyle—a unique blend of relaxed island living with easy access to shopping, dining, outdoor adventure, and year-round sunshine. Whether you're sipping coffee on your private balcony, enjoying beach yoga at sunrise, or taking a sunset cruise, every day feels like a vacation. Don’t miss this rare opportunity to own on one of the most celebrated beaches in the country. Whether you're looking to create unforgettable family memories or build your income-producing dream property, this Siesta Key condo checks every box.

6480 Midnight Pass Road Unit 316, Sarasota

$1,299,000
2 Beds 2 Baths Sarasota Surf & Racquet SubDv. 34242 Zip Code
TOWER RESIDENCE IN SARASOTA SURF AND RACQUET CLUB. 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – Move In Ready - Enjoy the island lifestyle in one of Siesta Key’s most desirable beach front communities, located directly on Crescent Beach, the powdery white sand shoreline that makes Siesta Key world-famous. This beautifully appointed 4th-floor residence in the sought-after Tower Building offers convenient access to the pool and beach, making it a favorite for owners and vacation guests alike. Expansive windows invite natural light and offer a Gulf view, creating a bright and inviting coastal retreat. Interior highlights include: Luxury vinyl plank (LVT) flooring throughout; Granite kitchen countertops; Split-bedroom floor plan for added privacy; Open living and dining areas designed for relaxed beach living. Residents and guests enjoy private access to Siesta Key’s Crescent Beach along with exceptional on-site amenities: Two heated swimming pools; Beachside & poolside BBQ grills; Fully equipped fitness center; Four pickleball courts; Three tennis courts (including two Har-Tru clay courts - the only resort clay courts on Siesta Key); On-site rentals for cabanas, tents, umbrellas & beach equipment. With a three-night minimum rental policy and professional on-site rental management, this condo offers exceptional opportunity in one of Siesta Key’s most recognized beachfront communities. Ideal as a personal beach retreat, full time residence or a high-demand vacation rental. Offered fully furnished, ready for immediate enjoyment, this residence delivers the Siesta Key lifestyle.

5920 Midnight Pass Road Unit 406, Sarasota

$1,100,000
2 Beds 2 Baths Siesta Breakers SubDv. 34242 Zip Code
Step into this beautifully refreshed 2-bedroom, 2-bathroom condo offering 1,285 sq ft of upscale comfort with breathtaking views of the Gulf of Mexico. Nearly every feature is under three years old—including stylish furnishings, bedroom carpet, fresh interior paint, a modern master shower, washer and dryer, refrigerator, and a brand-new AC installed in April 2025. Located on the desirable Siesta Key, this unit combines comfort, style, and breathtaking beauty. The bright, open layout features neutral tile floors throughout the main living areas, with plush carpeting in the bedrooms. The spacious living room opens to a private patio, perfect for enjoying the panoramic Gulf views. The well-equipped kitchen boasts ample wood cabinetry, a peninsula island with an eat-in breakfast bar, and appliances, including a full-size refrigerator, range, microwave, and dishwasher. The master suite is a peaceful retreat with sliding doors leading to the patio and Gulf views. It includes a king-sized bed, lounging chair, and two walk-in closets. The ensuite bathroom offers double sinks and a large shower. The guest bedroom, with two twin beds, provides a cozy space with easy access to the second full bath featuring a tub/shower combination. Additional conveniences include an in-unit washer and dryer, along with window treatments and a dedicated entryway. Fully turnkey furnished, this condo is ready for you to move in or rent out. Siesta Breakers offers an exceptional array of amenities for its owners and tenants. The property features a private, gated beach access, so you can step out from your unit directly to the soft, powdery sands of Siesta Key’s world-famous beach. The heated community pool is perfect for relaxing or swimming laps, with plenty of outdoor seating and a private air-conditioned clubhouse that includes a small library, tables for socializing or playing games, and a comfortable atmosphere for gathering with neighbors. For those who enjoy a more active lifestyle, the community offers on-site tennis and pickleball courts, and the HOA maintains the grounds to ensure they are always beautiful. Parking is a breeze with a dedicated, covered carport space, as well as guest parking available for your visitors. An on-site manager makes it easy to rent out your unit for additional income, with a minimum one-week rental policy, allowing you to capitalize on the popularity of Siesta Key as a vacation destination. Whether you use the on-site management or choose to self-manage the rentals, this property is an excellent income-producing opportunity. In 2024, it generated over $84,000 in rental income, and solid bookings are already in place well into 2026, making it a great investment. Just steps from the beach, Siesta Breakers is also within walking distance to shopping, dining, and local markets, offering the best of island living. With easy access to Sarasota-Bradenton International Airport, travel is a breeze. Whether you’re looking for a second home, vacation rental, or full-time residence, this condo offers the ultimate Siesta Key lifestyle with income potential, luxury, and unbeatable Gulf views.

6480 Midnight Pass Road Unit 315, Sarasota

$482,500
2 Beds 2 Baths White Sands Village SubDv. 34242 Zip Code
Your coastal oasis awaits! This charming 1st floor condo is a short walk away from the award-winning Siesta Key Beach, known for its quartz-filled, cool sand and turquoise waters. This tastefully furnished, spacious 2-bedroom, 2-bath condo is being offered turnkey furnished and features additional storage as well as an in-unit laundry, a thoughtful improvement by the current owners. Whether enjoying the relaxing gulf breeze from your lanai, the picturesque sunsets of Siesta Key Beach or a refreshing swim in the community’s heated pool there is something for everyone right at your fingertips. Other amenities include: a clubhouse equipped with a kitchen and library, a community marina (waitlist applies), grilling and dining areas, assigned carport with additional guest parking available and on-site management (M-F, business hours). Siesta Key Village offers vibrant dining, shopping, and entertainment options and is located just 1 mile away. Owners are permitted to have one small dog or cat under 25 pounds. With a two-week minimum rental policy, this condo allows for income generation up to 26 times a year. Established rental history available.

5643 Midnight Pass Road Unit 909, Sarasota

$1,910,000
3 Beds 3 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Your dream home awaits — this rarely available, turnkey furnished, 3 bedrooms, with 2 ½ baths, offers 1919 sq ft of luxurious living space. This stunning end unit at the prestigious Gulf & Bay Club boasts expansive windows filling the condo with natural light and providing breathtaking views of the freshwater lakes and fountains. The open kitchen is the heart of the condo featuring Corian countertops, Kitchen Aid appliances, and a walk-in pantry. Both full bathrooms offer dual sinks, and both walk-in closets have built-in organizers offering ample storage. Enjoy serene evenings on the enclosed lanai and year-round comfort with the brand-new AC. Located within the exclusive 24-hour guard gated community of Gulf & Bay Club on Siesta Key, this condo offers access to top-notch amenities spread across 32 acres. Relax on a beach chair on your 800 ft of private white quartz sandy beach — named #1 in the country and #4 in the world! Featuring 3 swimming pools, 3 dry saunas, a fitness center with an indoor spa, and 2 clubhouses, one of which is equipped with a lending library and pool table. Engage in various activities including racquetball, basketball, shuffleboard, tennis, and pickleball. Multiple BBQ areas and lush landscaping throughout the property invite outdoor gatherings, and Wi-Fi available throughout the complex keeps you connected. Additional conveniences include electric car charging stations, a car wash area, organized social groups for golf, tennis, pickleball, and cards, and a guest suite rentable only by owners. This is coastal living at its finest — a perfect combination of luxury, comfort, and community. Don't miss the opportunity to make this extraordinary condo your home.

5780 Midnight Pass Road Unit 501B, Sarasota

$750,000
1 Beds 1 Baths Horizons West SubDv. 34242 Zip Code
Experience the ultimate island lifestyle in this TURNKEY FURNISHED, west-facing condo at Horizons West—just steps from your private Siesta Key beach! This spacious 1-bedroom retreat boasts over 1,000 sq. ft., soaring ceilings, and a wall of oversized windows framing breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Enjoy an open, airy floorplan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. Relax in the king-sized bedroom with custom California Closets, or host family and friends on the living room sleeper sofa. Recent upgrades include impact windows/doors, 2020 AC, and 2021 water heater. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. Plus, private carport storage for all your beach toys! Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked #1 Beach in the USA and #4 in the world—your piece of paradise awaits! View the Video: https://youtu.be/5NK5aBPx5vM

6140 Midnight Pass Road Unit 103, Sarasota

$850,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The best part about unit 910 is that it has been renovated down to the studs. Included are new hurricane windows and sliding doors, ceiling fans, recessed lighting, solid wood doors throughout, over-the-counter pendent lights, 5 inch baseboards with engineered wood flooring, self closing cabinets, quartz countertops throughout, kitchen pantry with frosted glass door, walk in tile showers, closet organizers, custom woven sliding window coverings, Simplifire electric fireplace, Ecobee thermostat, under the counter beverage cooler, tankless water heater, Carrier air handler, GE Profile appliances with washer and dryer hookup. The pictures are fantastic but you have to see for yourself. Phenominal view day and night plus your new condominium is a corner unit. All windows are fixed. Also, our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 910, Sarasota

$440,000
2 Beds 2 Baths Bay Oaks Estates SubDv. 34242 Zip Code
Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor condo has elevators, covered parking and guest parking. The spacious condo has beachy décor, 2 large bedrooms, 2 baths, in unit washer dryer, stainless steel appliances, walk in closets. BAY OAKS complex has huge shade trees and mature landscaping and is located on the intercoastal on one side with a nice fishing pier and the beach on the other. This is your chance to own property for your family and use it as an investment property also. Siesta Key has beautiful sunsets, Sunday night drum circle, and close to restaurants, shopping and watersports. There is also a game room in the clubhouse, and a public laundry as well as free local taxis for a night out in the Village. Sarasota offers theatres, art galleries, museums, parks, Mote Marine, and Selby Gardens. So much, so close! Own a piece of Paradise. We have found out from the HOA that there could be an assesment coming. The seller is wiliing to put that in escrow for the buyer or reduce te price by that amount.

6157 Midnight Pass Road Unit E42, Sarasota

$303,500
1 Beds 1 Baths White Sands Village SubDv. 34242 Zip Code
Lowest price condo on Siesta Key. Rarely available first-floor 1/1 condo located right across the street from Siesta Key public beach in beautiful White Sands Village. This affordable and well-maintained community with pavers throughout the roadways and carport areas is a hidden gem. Onsite management, heated pool, community boat docks that are available on a first-come basis for a small fee, and a recently renovated clubhouse are only a few perks of owning in White Sands Village. Other advantages are a liberal TWO-WEEK MINIMUM RENTAL POLICY which allows a steady income flow for owners and small pets are welcome for owners and tenants, which is rare on Siesta Key. This adorable unit comes turnkey furnished and there's nothing to do but move in. There's also an additional 60 square feet of glass enclosed lanai space perfect for an extra seating area. The hot water heater is 2022 and A/C is a bit older but is serviced annually and works great. Only a short walk to Siesta Key Beach, the heated community pool, or Siesta Key Village. Come see what makes White Sands so special.

5641 Midnight Pass Road Unit 903, Sarasota

$660,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Stunning Intracoastal and Gulf views from this rare 9th-floor corner unit on Siesta Key. Welcome to Unit #909 at The Anchorage—a beautifully updated condo offering breathtaking panoramic views of the Intracoastal Waterway and Gulf glimpses from three private balconies. This light-filled corner unit is perched on the 9th floor and designed to capture peaceful coastal living from every angle. Inside, you'll find a newly renovated kitchen with updated finishes, premium vinyl flooring throughout, and hurricane-rated windows and sliders that let in abundant natural light. The spacious owner’s suite includes a large closet, a private bathroom, and its own balcony overlooking the water. The second bedroom also features its own en-suite bathroom and private balcony, providing comfort and privacy for guests or additional residents. An extra laundry room and storage space are located just outside the unit, and there's also an in-unit washer and dryer for added convenience. The Anchorage allows one-week minimum rentals, making it a fantastic option for full-time living, a vacation retreat, or a lucrative investment. HOA fees cover insurance, water, sewer, trash, cable TV, internet, and concierge services. Amenities include a heated Olympic-size pool, outdoor barbecue grills, fishing spots, a boat slip, tennis courts, dual saunas, shuffleboard, a clubhouse, and a fitness center. Pickleball courts are also being added soon. Conveniently located near the Stickney Point Bridge, The Anchorage offers easy access to the mainland and downtown Sarasota, while being just steps from the beach, shops, restaurants, and everything Siesta Key has to offer. Unit is currently undergoing some upgrades. New Carpet is being installed in all bedrooms and closets. New upgraded vanities will be installed in all bathrooms. Renovations will be completed by the end of June. Updated Photos will be done after completion.

6415 Midnight Pass Road Unit 909, Sarasota

$590,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Real estate is always about location, and your new condominium has it. No need for a car when you live here! Leave your condo, down the elevator and walk out the front door of The Anchorage to the Daiquiri Deck, Captain Curt’s Crab & Oyster Bar, plus a variety of other restaurants and shops along with the Siesta Key Marina and private access to Siesta Key Beach! If you are looking for convenience, then you've found the perfect 2 bedroom, 2 bath condo! When you aren't using your condo, the HOA allows for weekly rentals throughout the entire year. Waste and water lines have been replaced 2 or 3 years ago. Alos our J wall aka seawall was replaced in 2019. beside tennis courts the building and ground are in great shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own private laundry room and you have your own car port. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 508, Sarasota

$800,000
2 Beds 2 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Rarely available–largest floor plan in The Pointe totally renovated with expansive 180-degree water views! Redesigned & remodeled for comfort & convenience, the exquisite finishes & details in this 7th floor coastal home will delight the most discerning buyers! All Impact Glass sliders & windows, porcelain tile throughout, abundant custom millwork & ample storage, a large full-sized laundry room, 2023 HVAC w/UV lights, dual building elevators, private storage area & dedicated under-building parking provides efficiency & comfort. The heart of the home is the chef’s kitchen that was thoughtfully designed with custom wood cabinetry & granite to maximize efficiency, storage & accessibility making entertainment & daily tasks a pleasure. The home flows effortlessly into the large living/dining area wrapped in glass & sunshine beckoning one out onto the expansive lanai with sweeping views of Florida natural vistas & endless intercoastal waterways. Light & bright, morning Sunrise & mainland nightscapes are enhanced with western corner windows unique to this floorplan in addition to the 22’ glassed/screened lanai. Double windows in the kitchen provide mesmerizing views of the sun dancing across the Gulf of Mexico & evening panoramic sunsets! The remodeled electrical plan provides both task & ambient lighting throughout all rooms. The primary Ensuite was redesigned with 2 separate vanities, a walk-in shower & high-end finishes & fixtures. Custom built-ins, including an expansive walk-in closet and a 2nd bedroom & full bath provides luxury accommodations for guests & owners. This 5.3 acre gated, pet-friendly community provides security, privacy & peace of mind with an on-site Property Manager & Maintenance Team for your convenience. Located at the iconic southern tip of Siesta Key, this natural oasis offers a heated lap pool & spa, lighted tennis & pickleball courts, fitness room & saunas, community rooms & sharing library & two picnic/BBQ park-like settings. Boat docks & kayak storage/launces are available at a nominal annual rental fee. Turtle Beach is .4 mile from your door where the free Trolley to Siesta Village gives you worry-free access to Siesta Beach & numerous shops & restaurants. A rare opportunity waits for the savvy buyer who values move-in ready luxury & incomparable natural amenities.

9393 Midnight Pass Road Unit 704, Sarasota

$1,295,000
2 Beds 2 Baths Crescent Arms SubDv. 34242 Zip Code
Don’t miss this one. Crescent Arms direct gulf front unit. This unit has a 180 degree view of beautiful Crescent Beach. This unit has been updated completely and the rental numbers reflect it. Two bedrooms Two bath split plan offers complete privacy to all guests. Large family room with fabulous views of the gulf. This unit comes equipped with Hurricane protective doors and was untouched by the past storms we had this past hurricane season. 1 week minimum rentals are allowed giving you the ability to generate maximum income for this unit. Covered assigned parking. Common Laundry on each floor and a beautiful pool and clubhouse onsite. Access to the beach is close as these buildings sit right at the edge of the beach. Take the island trolly for restaurants and shopping in the village. Appointment required as this is a busy unit in season.

6312 Midnight Pass Road Unit 301S, Sarasota

$807,500
2 Beds 2 Baths Siesta Dunes Beach SubDv. 34242 Zip Code
Nestled in the heart of Siesta Key, this beautifully updated and turnkey furnished corner garden unit at the iconic Siesta Dunes Resort offers the perfect blend of comfort, style, and location. Situated on the second floor, this 2-bedroom, 2-bathroom unit has been meticulously updated to provide a luxurious coastal retreat. Interior Features / updates include: *Luxury Vinyl Flooring throughout for a modern, easy-care finish *Stainless Steel Appliances, Quartz Countertops, and White Shaker Cabinets in the kitchen for a sleek contempory feel *Fully Updated Bathrooms with stylish finishes *Recently Painted interiors to create a fresh, move-in-ready space *Highest Quality Benjamin Moore Scuffx Paint on walls ideal for renters *Soaring Vaulted Ceilings create an open and airy ambiance *Relaxing Screened-In Balcony with garden views, perfect for enjoying the Florida breeze *Convenient Washer and Dryer in the unit *Newer Water Heater ( 2022) and HVAC System (2021) Community Amenities: *Heated Saltwater Pool and Spa for year-round relaxation *Expansive 4000 sq ft Pool Deck and Pavilion, ideal for gatherings *Clubhouse with social areas for residents to enjoy *Gated Complex offering privacy and peace of mind *Pet-Friendly (dogs under 35 lbs welcome!) *Prime Pristine Beachfront Location just steps away from the sand *Very close proximity to restaurants, bars, and shopping *Top-Notch On-Site Management ensuring your property is well cared for *Strong Rental History: Unit grossed over $70,000 in rental income in 2024 with owner use! *2 week min rentals from Jan 15th though end of April and 1 week min the rest of the year. Whether you’re seeking a personal getaway or a high-performing investment property, Siesta Dunes Unit 201 offers the best of both worlds. Experience the beauty and serenity of Siesta Key with all the comforts of home.

6202 Midnight Pass Road Unit 201, Sarasota

$640,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Price Reduction - Motivated to Sell! This beautifully updated condo at Harbor Towers Yacht & Racquet Club presents an exceptional opportunity for both luxurious coastal living and strong investment potential. Thoughtfully renovated with attention to every detail, recent upgrades include a NEW HVAC system (Nov. 2025), NEW electrical panel (Nov. 2025), luxury vinyl flooring, and a remodeled kitchen featuring solid wood cabinetry and granite countertops. Just in time for the upcoming rental season, the condo is also being offered with new furniture and small appliances, enhancing comfort, style, and rental appeal. Located in the heart of tropical Siesta Key, this residence enjoys breathtaking water views along one of the widest stretches of Intracoastal frontage on the island—an increasingly rare and valuable feature. The resort-style community offers an impressive array of amenities, including a state-of-the-art fitness center, two heated pools, and three illuminated Har-Tru tennis courts, perfectly suited for both relaxation and recreation. Additional highlights include high-speed Wi-Fi, gas grilling areas, a boat basin, and the tranquil Island Gazebo, ideal for unwinding or watching dolphins pass by. The location is equally exceptional. Just minutes from Siesta Key Village, residents enjoy easy access to boutique shopping, dining, and entertainment, along with complimentary use of the Siesta Key Open Air Trolley for effortless island exploration. World-famous Siesta Key beaches are only moments away, and Sarasota’s vibrant arts, dining, and cultural attractions are a short drive from home. Whether you’re looking for a primary residence, a vacation getaway, or a highly desirable investment property, this move-in-ready condo delivers an unmatched lifestyle in one of the world’s most sought-after beach destinations. Schedule your private showing today.

5855 Midnight Pass Road Unit 311, Sarasota

$810,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
New Price – Exceptional Beachfront Living in the Heart of Siesta Key. Experience the essence of coastal luxury in this beautifully appointed 5th-floor residence with commanding views of Siesta Beach, the Gulf of Mexico, and golden sunset skies. Perfectly positioned within the highly desirable Peppertree Gulf-to-Bay community, this spacious two-bedroom, two-bath condominium offers a rare opportunity to own a slice of paradise. Timeless Spanish-inspired architecture sets the tone, with coffered beam ceilings, graceful arched doorways, and elegant finishes throughout. Walls of windows frame breathtaking Gulf views, flooding the open-concept living and dining spaces with natural light and coastal ambiance. The thoughtfully designed kitchen features custom wood cabinetry, gleaming granite countertops, stainless steel appliances, and a charming built-in breakfast nook—ideal for casual dining with a view. Retreat to the generous primary suite, complete with a walk-in closet and a luxurious en-suite bath featuring granite-topped vanities and custom cabinetry. A well-appointed guest bedroom and full bath with walk-in shower ensure comfort and privacy for visitors. Step onto the expansive, enclosed lanai—a multifunctional space that offers the perfect setting for entertaining, working remotely, or hosting overnight guests—all while enjoying spectacular beach and Gulf vistas. Sold fully furnished, this turnkey residence includes a large laundry room with abundant storage, a full-sized washer and dryer, a private parking space in the under-building garage, and a secure storage locker for all your beach essentials. Residents of Peppertree Bay enjoy an array of resort-style amenities including a private beach with lounge chairs, two heated swimming pools, fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and on-site management. Just a short stroll from Siesta Village's shops and dining, and a quick drive to Sarasota’s cultural attractions, this is coastal living at its finest. Whether you’re looking for a full-time residence, winter retreat, or investment with rental income potential, this exceptional beachfront property checks every box. Don’t miss your chance to own the Siesta Key lifestyle—where every day feels like a vacation.

1080 W Peppertree Lane Unit 506A, Sarasota

$2,350,000
3 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Discover the ultimate coastal lifestyle in this elegant 3 Bed/2 Bath condo, perfectly situated on the top floor of the beachfront F building at Gulf & Bay Club with breathtaking views of Siesta Key Beach. Spanning over 2000 square feet, this corner unit has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Step inside to find sleek porcelain tile floors, recessed ceiling lighting, and an open floor plan that seamlessly blends elegance with functionality. The chef's kitchen is a showstopper, featuring stainless steel appliances, quartz countertops, solid wood cabinets with soft-close doors and drawers, a breakfast bar, a spacious island, and a dry bar with a 2-drawer beverage fridge. The beach facing windows are all impact glass, and there are remote-controlled shades on every window to complement the natural light. The spacious master suite is a private oasis with a spa-like bathroom boasting dual sinks and a stunning blue granite walk-in shower. There is plenty of storage with a linen closet and a walk-in closet with built-ins. Two additional bedrooms provide ample comfort for your guests. Additional highlights include a foyer with a coat closet and a bench seat with additional storage. You will appreciate the convenience of your own laundry room. This exceptional condo offers the perfect combination of luxury, comfort, and unbeatable coastal living. Nestled on 32 lushly landscaped acres, Gulf & Bay Club offers the ultimate resort-style living. With 800 feet of private beach, you’ll enjoy breathtaking views, serene sunsets, and direct access to your own slice of paradise. This vibrant gated complex is designed for relaxation and recreation. Amenities include 3 sparkling swimming pools, a rejuvenating indoor hot tub, several dry saunas, pickleball, tennis, basketball, racquetball, and shuffleboard courts. There are two clubhouses, a well-appointed fitness center, multiple BBQ areas, Electric Vehicle charging stations, and a car wash area. A guest suite, available exclusively for owners can be reserved for visiting family and friends. Just a short stroll or free shuttle ride to the Siesta Key Village restaurants and shops or a short drive to downtown Sarasota, this community combines tranquil coastal living with easy access to urban conveniences. Whether you’re relaxing on the beach or staying active on the courts, Gulf & Bay Club truly has something for everyone. It is more than just a home—it’s a lifestyle.

5740 Midnight Pass Road Unit 506F, Sarasota

$1,075,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Welcome to Gulf & Bay Club, the premiere Siesta Key condo complex nestled on 32 acres with 800 ft of private beach! Located in the middle of the C Building on the top floor, this condo offers fabulous views, both day and night, of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of Mexico beyond. Take in the views on the Lanai, or sip your coffee in the cozy breakfast nook in the kitchen. The primary bedroom has access to the lanai. The ensuite bath has dual sinks and a walk-in closet. The second bedroom could easily accommodate two full-size beds. You will appreciate the convenience of your own laundry room. I challenge you to find another property on Siesta Key with all the amenities that gated Gulf & Bay Club offers. Whether you are into pickleball, tennis, shuffleboard, basketball, racquetball, billiards, or working out in the commercial-grade fitness center, you will find it all here. Maybe a day of relaxation is called for…why not hang out by one of the three swimming pools, relax in the indoor spa, or one of the three dry saunas? There are several BBQs and picnic areas, and Wi-Fi is available throughout the complex. When you add to that a car wash area, electric car charging stations, 2 clubhouses, a guest suite, which owners can rent for up to two weeks, and 24-hour security, what more could you ask for? Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the US by TripAdvisor, with its powdery white quartz sand. This condo is being offered Turnkey Furnished. Some artwork does not convey.

5770 Midnight Pass Road Unit 705C, Sarasota

$660,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Deeded Beach access on Siesta Key! This immaculate corner unit condo is the perfect blend of serenity and modern living, boasting breathtaking views and top-notch amenities. Tucked away amidst lush tropical landscaping, this single-level ground floor condo offers a peaceful pond and fountain view right from your private lanai. It’s an ideal retreat for those seeking tranquility and a connection to nature. Upon entering, you’re greeted by a bright, warm ambiance that flows throughout the condo. The entire unit features stylish ceramic tile flooring, creating a seamless and crisp aesthetic. The kitchen is a culinary dream, equipped with granite countertops, stainless steel appliances, and a chef-inspired faucet and sink. Whether preparing a casual meal or hosting guests, this kitchen provides both functionality and elegance. The master suite is a true sanctuary, featuring a luxurious bathroom with dual sinks, granite countertops, and a walk-in shower. The second bathroom matches this standard of beauty, ensuring comfort for family and guests. Relax and unwind in the hurricane glass lanai, which serves as a peaceful retreat, perfect for enjoying your morning coffee or evening sunsets. This condo is not only beautiful but also practical, featuring a full-size washer and dryer for added convenience. For your vehicle, a single car garage provides secure parking. Gulf & Bay Club Bayside boasts a variety of exceptional amenities, including two heated pools, an exercise room, tennis courts, and pickleball courts. The clubhouse, available for reservations, features kitchen facilities perfect for celebrations and gatherings. Beach lovers will be thrilled with deeded beach access, just a short stroll across the street and down a scenic path leading to the powdery sands of the Gulf of Mexico. Plus, a trolley service runs every 15 minutes for easy transport. Perfectly situated near Siesta Key Village, this condo offers the best of both worlds: a peaceful sanctuary and access to shopping and dining. Don't miss out on this slice of paradise!

1291 Siesta Bayside Drive Unit 1291A, Sarasota

$629,000
2 Beds 2 Baths Polynesian Gardens SubDv. 34242 Zip Code
If you’re looking for a beautifully updated villa in a prime location on Siesta Key, then this 2/2 island get-away is for you. Located in the lush grounds of Polynesian Gardens, this stand-alone villa comes with the benefits of a condo association. This property is one of the few on the island that welcomes up to two pets. With beautifully diamond polished terrazzo floors, this villa boasts an impressive list of updates including new roof and insulation in 2024, along with two completely remodeled bathrooms. The entire villa has been replumbed with Pex pipes and cast- iron drainage has been replaced with pvc. All high-impact hurricane windows and doors were completed in 2022. The washer-dryer and hot water heater were replaced in 2023, along with interior and exterior paint in 2022. Organized closet systems were installed in both bedrooms, as well as window treatments throughout in 2023. The kitchen was updated in 2016. The living room includes a sleeper-sofa, Stressless recliners, 65” Smart TV. The bedrooms include Smart TVs, new beds and a never slept on mattress in the guest room. The screened-in lanai in the front offers a place to enjoy morning coffee, the breezes, and conversing with friends and neighbors. The private back patio offers extended living space that was paved in 2021 and offers hours of enjoying the sun, barbequing, and quiet nights with enhanced lighting, and amazing sunset views. Close to the large, heated pool, clubhouse, and the fishing pier on the Intracoastal. Close to the famous Siesta Key Beach, grocery store, and restaurants. The free Siesta Breeze trolley stops out front for a ride to the Village Shops and restaurants.

1107 N Moonmist Court Unit L-2, Sarasota

$830,000
2 Beds 2 Baths Gulf Haven SubDv. 34242 Zip Code
Experience the ultimate in coastal living on Siesta Key! This charming turnkey furnished two-bedroom, two-bath ground-level condominium is nestled in a quaint 51-unit complex right on the pristine sands of Crescent Beach. Featuring a split floor plan, vaulted ceilings, and an enclosed lanai, this residence sets the scene for the perfect Siesta Key getaway. The open layout is ideal for entertaining, while the updated kitchen boasts elegant cabinetry, granite countertops, and stainless steel appliances. The enclosed lanai adds an extra layer of comfort, perfect for relaxing after a day at the beach. The primary suite offers large windows, a spacious en-suite bath and the convenience of an enormous closet with laundry. Unit 11 is ideally situated between the beach and the community pool. Gulf Haven amenities include a residents only pool, beach cabanas and lounge chairs, ensuring endless relaxation. With its monthly rental policy and on-site rental program, this property presents an excellent investment opportunity. Gulf Haven also welcomes one small pet per owner. Positioned on the south end of the island, this residence is just moments away from the heart of Siesta Key, offering the perfect blend of island living and access to a wealth of amenities and attractions. With Siesta Key Village around the corner, you can enjoy effortless access to the island's finest dining, shopping, and entertainment options, making every day a delightful coastal experience. Discover why Siesta Key is celebrated as a world-class destination—schedule your showing today!

5860 Midnight Pass Road Unit 11, Sarasota

$400,000
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Just imagine-serene waterfront living surrounded by nature. This meticulously renovated condo offers comfort and efficiency featuring Impact Glass windows, an HVAC system with UV protection, in-unit full sized washer & dryer & two hot water heaters. The heart of this home is the 22-foot-long glass-enclosed lanai. Picture yourself watching the sunrise over the intercoastal waterways & the mainland lights sparkling in the evening twilight. The modernized kitchen features upgraded cabinets & closet pantry, newer appliances & a custom countertop with bar-top seating for a sunset view of the Gulf of Mexico. The 1-bedroom Ensuite features a custom wall unit & glass sliders gazing out to the eastern water views. Two private entrances open to the newly renovated bathroom with dual vanities & custom walk-in shower. The unit design lives large and includes 5 closets, all hard surface flooring & custom window treatments. A dedicated covered parking space, 1st floor storage & dual building elevators provide additional convenience. Located at the iconic southern tip of Siesta Key Island, this gated community is a 5-acre natural oasis. Take a dip in the waterside heated lap pool or spa, all while relishing the salty breeze. Boat docks & kayak storage/launches await those who crave nautical adventures, lighted tennis & pickleball courts, fitness room & sauna, community room/library & even a private island with picnic gazebo, BBQs & fishing provide endless opportunities! The .4 mile seawall perimeter provides an exercise track & leisurely gazing for this pet-friendly community. Turtle Beach, the free trolley to Siesta Beach/Siesta Village & several well-known restaurants are .4 mile from your front door. Whether you’re seeking a full-time residence or a seasonal escape, this is where memories are made. And yes, furnishings are included – just bring your flip-flops and a sense of wonder! Contact me today to schedule a private showing.

9393 Midnight Pass Road Unit 703, Sarasota

$565,000
1 Beds 1 Baths Sandy Cove SubDv. 34242 Zip Code
Sit Back, Relax, and Enjoy this VERY SPECIAL SIESTA KEY RESIDENCE & Experience the Best in "Old-School" Island Lifestyle...Sandy Cove is Truly a Hidden Mid-Century Inspired Oasis where the Lucky Few Residents are just Steps to a PRIVATE QUARTZ SANDY BEACH & a Short Stroll to Siesta Key Village. Designed by renowned architect, Frank Folsom Smith, this Furnished, PET FRIENDLY "Tree-House" Condo Offers Spectacular "PARK-LIKE" VIEWS, Covered Parking with Personal Laundry and Locked Storage***Enjoy your Morning Coffee while watching Vibrant Sunrises cascade over Expansive Pond Views with the Occasional Ducks waddling their way over the CHARMING Step Bridge***Bright Spacious Open Floor Plan with Vaulted Ceilings and Multiple Sliders to a Generously Sized Balcony, Perfect for Lounging & Dining Al Fresco---the Ultimate in INDOOR/OUTDOOR LIVING.***Less than a Minute, from Front Door to TOES IN THE POWDERY WHITE SANDS of the Resident's Private Beach--Gulf Fishing & Sunset Cocktails just moments away!....Ideal as Vacation, Investment or Year-Round Residence.

44 Sandy Cove Road Unit A4, Sarasota

$315,000
1 Beds 1 Baths Casa Mar SubDv. 34242 Zip Code
WELCOME TO LIFE ON SIESTA KEY PRIVATE BEACH! GENERATING INCOME PROPERTY! WEEKLY REENTAL ,FURNISHED! READY FOR YOU TO ENJOY. This is a complete renovated unit all pipes ,kitchen,bath and flooring were replaced in 2021.amazing opportunity to own a unit with 300 feet of private Sand on the World Famous Beach.This is an incredible seasonal/investment property!Fully Furnished with everything you need for a short or Long term Stay.main Living is spacious and over looking the court yard . The convenience of your assigned parking spot right outside your door makes unloading groceries and luggage without having to deal with stairs.The laundry room is next to this unit ..Your unit opens to a beautiful courtyard with 2 BBQ grilling areas & picnic tables, 2 pools( one heated), a tennis and pickleball court, 2 shuffleboard courts ,private beach for Casa Mar only !! Minutes to dining, shopping and more! Casa Mar is a popular vacation destination with many return visitors for its ammenities, location and layout. condo was upgraded in 2021 and all internal piping was replaced.

6006 Midnight Pass Road Unit 2, Sarasota

$775,000
2 Beds 2 Baths Sea Village SubDv. 34242 Zip Code
Welcome home to this stunning, ground-floor, waterfront condominium on Siesta Key, in the highly desirable community of Sea Village. Whether you're seeking a seasonal retreat or year-round residency, this condominium and community are paradise. Imagine waking up to views of the sparkling waters of Big Pass and the Gulf of Mexico, steps from your screened lanai, overlooking the heated community pool. Inside, this beautiful condominium boasts tile and laminate floors, plantation shutters on hurricane-rated doors and windows, newer appliances and crown molding, creating a sense of casual luxury. The two bedrooms, two baths, abundant storage, carport, and substantial guest parking make it easy for entertaining and welcoming family and friends. Sea Village is an all-ages, pet-friendly condominium community that feels like a tropical enclave on the water. The HOA fee covers flood insurance, a water-softening system, water/sewer/trash, as well as landscaping and pool maintenance. The hurricane-rated metal/tile roof still has 30 years of its 50-year warranty remaining. Other upgrades include a new air conditioner (2018), tankless water heater (2019), hurricane/impact doors and windows (2021), lanai screening (2022) and brick-tiled entryway (2023). On the north end of the island, this residence offers easy access to Siesta Key Beach, Sarasota, and the area's wealth of amenities and attractions. With Siesta Key Village within distance, you can effortlessly enjoy the island's finest dining, shopping and entertainment options, making every day a delightful coastal experience.

4660 Ocean Boulevard Unit O1, Sarasota