Refine Search
Sort by
6157 Midnight Pass Road Unit F22, Sarasota
$529,900
2 Beds ⋅ 3 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code
This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.

6157 Midnight Pass Road Unit F22, Sarasota

5880 Midnight Pass Road Unit 907, Sarasota
$1,820,000
3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code
TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

5880 Midnight Pass Road Unit 907, Sarasota

5619 Midnight Pass Road Unit 503, Sarasota
$515,000
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!

5619 Midnight Pass Road Unit 503, Sarasota

5780 Midnight Pass Road Unit B105, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Experience the best of beachfront living at Gulf & Bay Club, one of Siesta Key's premier Gulf-front communities on the world-famous white quartz sands of Siesta Key Beach. This beautiful ground-floor residence offers 2 bedrooms/2 baths, office area, dining & living rooms, and in unit laundry - all surrounded by lush tropical landscaping that creates a peaceful, private setting. The open-concept floor plan features warm coastal finishes, crown molding, and an updated kitchen with newer appliances, abundant cabinetry, a convenient beverage cooler, and an in-unit LG washer/dryer. Expansive sliding glass doors fill the home with natural light while showcasing views of two lagoon fountains, tropical landscaping, and partial Gulf views that provide spectacular sunset backdrops. Recent updates include an A/C (Nov. 2021), hot water heater (Mar. 2026), and GE microwave (2025). Ideally located just steps from one of the community's grilling areas, this residence offers the perfect blend of comfort and convenience. Gulf & Bay Club is a gated 32-acre beachfront community with 800 feet of private Gulf frontage and exceptional resort-style amenities, including three heated pools, two clubhouses, a fitness center, hot tub, dry saunas, eight tennis courts, racquetball and basketball courts, a scenic lagoon with a charming island, electric vehicle charging stations, and an active social calendar with organized events and activities. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this exceptional condominium offers the ultimate Siesta Key lifestyle.

5780 Midnight Pass Road Unit B105, Sarasota

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota
$80,000
2 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota

9150 Blind Pass Road Unit 206, Sarasota
$749,900
3 Beds ⋅ 3 Baths ⋅ Fishermans Haven SubDv. ⋅ 34242 Zip Code
Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and modern updates come together in this beautifully renovated 3-bedroom, 3-bath waterfront condo. Offering over 1,700 square feet of bright, open living space, this residence has been fully updated from top to bottom with new flooring, a beautifully redesigned kitchen, updated bathrooms, and stylish finishes throughout. Natural light pours into the living areas, creating a warm and airy feel, while the private patio offers peaceful water views that perfectly capture the relaxed island lifestyle. Located right next to Turtle Beach and just a short drive from the world-famous Siesta Key Beach, you’ll enjoy easy access to beaches, boating, kayaking, restaurants, and shopping. The community features great amenities including a heated pool, sundeck, grilling area, kayak and bike storage, and elevator access. Additional updates include a new HVAC system and hot water tank replaced in 2026. Community improvements are also underway and expected to be completed October 2026, including pool restoration, exterior painting, and parking lot repairs making this an even more attractive opportunity to own your piece of paradise on Siesta Key.

9150 Blind Pass Road Unit 206, Sarasota

116 Vista Hermosa Circle Unit 204C, Sarasota
$575,000
2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code
Welcome to Vista Hermosa! Full remodeled, 2-bedroom, 2-bathroom condo located directly across the street from the world-renowned Crescent Beach on Siesta Key. This second-floor unit (with elevator access) showcases an extensive list of high-end upgrades and thoughtful renovations that make it stand out above the rest. Step inside to find an impact-rated thermal glass door, porcelain tile in the bathrooms, fresh paint, flat ceilings, LED lighting, and luxury waterproof vinyl flooring throughout. The kitchen has been completely redesigned with solid wood, soft-close cabinetry, quartz countertops, a recessed black sink, designer switch plates, and a coordinated Samsung stainless steel appliance package. A center island with drawers offers added prep space and storage, while the commercial hood above the stove, sleek under-cabinet lighting, and modern fixtures complete the contemporary look. Both bathrooms have been remodeled with tiled showers, new vanities, updated fixtures, new Panasonic fans, and a Kohler toilet. Other improvements include new baseboards, upgraded outlets, partial new ductwork, a newer HVAC system , and three impact-rated windows. The bedrooms also feature elegant crown molding, adding a refined touch to these relaxing retreats. This condo makes for an ideal Siesta Key beach home with incredible accessibility to everything you could want including popular shops, restaurants, and the white sand shoreline just steps away. It’s also a fantastic investment opportunity, offering a worry-free experience with no storm damage, on-site management, and covered parking. Enjoy peace of mind, style, and a walkable coastal lifestyle in this beautifully finished condo in one of Siesta Key’s most desirable communities.

116 Vista Hermosa Circle Unit 204C, Sarasota

4822 Ocean Boulevard Unit 3D, Sarasota
$825,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
This condominium at Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask in the glowing light of the stunning sunsets. Includes gym, fishing pier, BBQ, club house, and bike storage. Located on Siesta Key on the water, close to public beach access and Siesta Key Village. Many local beaches, parks, nature preserves, and bird sanctuary's close by. This turnkey fully furnished condo offers serene personal space, ample storage, walk in closet, lots of natural light, brand-new hurricane doors, eat in kitchen, dining room, living room, and office area. Designated parking space.

4822 Ocean Boulevard Unit 3D, Sarasota

5830 Midnight Pass Road Unit 29, Sarasota
$525,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Sarasota

1257 S Portofino Drive Unit 104, Sarasota
$429,900
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.

1257 S Portofino Drive Unit 104, Sarasota

6480 Midnight Pass Road Unit 503, Sarasota
$1,000,050
2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code
Turnkey-furnished and move-in ready, experience the ultimate coastal lifestyle in this beautifully maintained beachfront condo located on the beautiful, world-famous Siesta Key. Enjoy the soft, white sand of Crescent beach, with a Beach Attendant managing a 200 ft section of private beach. Whether you’re searching for a full-time residence, seasonal getaway, or income-producing investment property, this luxury condo offers the perfect blend of comfort, convenience, and breathtaking Gulf views. Enjoy relaxing mornings and stunning sunsets from your private screened balcony overlooking the sparkling heated pool, tropical courtyard, and turquoise waters of the Gulf of Mexico. Inside, the condo features an open and airy floor plan filled with natural light, tile flooring throughout the main living areas, and tasteful coastal finishes. The kitchen offers ample cabinetry, stainless steel appliances, recessed lighting, tray ceiling detail, and space for entertaining guests with a breakfast bar & dining area. The spacious primary suite provides a peaceful retreat with pool view, plantation shutters and sliding doors that open to the balcony. The ensuite has been updated with dual granite vanities, large walk-in shower and abundant storage. Open the sliders to the balcony for a seamless indoor-outdoor living experience. Residents and guests enjoy resort-style amenities including a beachfront heated pool, direct private beach access with free beach lounge chairs, option to rent an umbrella or cabana, beautifully maintained grounds, covered parking, grills and lighted tennis / pickleball courts. This condo also offers excellent rental potential, making it a fantastic opportunity for investors seeking vacation rental income in one of Florida’s most desirable beach destinations. Ideally located, walk to restaurants, bars, grocery, boat/bike/kayak/jet ski rentals, gift shops and more! Wake up to the beautiful beach & ocean views, where every day feels like a vacation!

6480 Midnight Pass Road Unit 503, Sarasota

1215 S Portofino Drive Unit 406, Sarasota
$410,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
AMAZING NEW PRICE! Escape the winter chill and claim your endless summer in the lowest-priced 2-bedroom, 2-bathroom condo in Siesta Harbor — a meticulously maintained, fully turn-key furnished gem perfect for anyone ready to embrace the relaxed Siesta Key lifestyle. This charming 4th-floor residence offers a peaceful harbor view with direct canal frontage, ideal for morning coffee on the balcony with a gentle waterfront breeze or quiet sunset dinners. Enjoy the convenience of a very inexpensive boat slip right here in the community — a rare and affordable perk for those who love leisurely days on the water. Step into a home that’s truly move-in ready. Lovingly cared for by the current owners, this turn-key furnished condo means you can leave the hassle of packing and decorating behind. Simply arrive with your suitcase and start living the Florida dream. Low HOA fees, worry-free maintenance, and the peace of mind that makes this an easy, low-stress choice. Siesta Harbor is an active 55+ community designed for the lifestyle you deserve. Enjoy deeded beach access via Crescent Arms, a fishing pier on the Intracoastal, a heated community pool, onsite management, and a full calendar of social activities with friendly neighbors. You’re just minutes from downtown Sarasota’s excellent restaurants, shops, medical facilities, and cultural attractions — everything you need is close at hand.This is more than a condo. It’s your opportunity to own an affordable slice of the laid-back tropical paradise on Siesta Key. Don’t miss this chance to lock in the lowest-priced 2/2 in the community at an amazing new price. Your endless summer is waiting.

1215 S Portofino Drive Unit 406, Sarasota

206 Hourglass Way Unit V10, Sarasota
$600,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!

206 Hourglass Way Unit V10, Sarasota

5966 Midnight Pass Road Unit G-67, Sarasota
$2,239,000
2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
Fully insured, fully compliant building with clean structural inspections, funded reserves, new elevators and roof, and the rare and lucrative 3-day rental flexibility. The unit is stocked and move-in as well as rental-ready. Just bring your suitcase. Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While privately enjoyed by the current owner, Palm Bay Club's in-house rental program and flexible 3-day minimum rental policy offer excellent income potential. The property features 24-hour security, full-time management, front desk and maintenance staff seven days a week, creating the welcoming, well-managed community that owners value. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.

5966 Midnight Pass Road Unit G-67, Sarasota

5790 Midnight Pass Road Unit 209, Sarasota
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! Where you'll be just steps to the No. 1 BEACH in the USA! As you enter the gated community, you will feel like you've landed in paradise as you make your way down the brick paved streets to the building closest to the beach. Offered TURN-KEY FURNISHED, this nicely updated 2-bedroom, 2-bathroom condo located on the second floor offers quick and easy access to the amenities and is just steps to private beach access! From the moment you enter you'll be drawn to the incredible views of the beach, gulf, pool, pond and beautiful grounds of the community! The kitchen features a large island, breakfast bar, granite countertops, new appliances and plenty of cabinetry for storage. The open floor plan is great for entertaining. Comfortably sleeps 6 people. Both bathrooms have been beautifully updated. New wood flooring follows throughout with tile in the kitchen. The unit offers an inside laundry room and an owner’s storage closet for your beach toys! Enjoy several upgrades including ceiling fans in each room, crown molding, custom trim woodwork and more! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Schedule a showing today!

5790 Midnight Pass Road Unit 209, Sarasota

1035 Seaside Drive Unit 308, Sarasota
$2,550,000
2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code
This version sells privacy, scarcity, design, and effortless service first. The rental history supports the value proposition without cheapening the residence. A rare opportunity within Ten35 Seaside, the newest boutique Gulf-front community on South Siesta Key. Residence #308 offers an elevated coastal lifestyle defined by contemporary design, exceptional amenities, private beach access, and the personalized atmosphere discerning buyers seek from an intimate luxury property. This beautifully appointed 2-bedroom, 2.5-bath residence pairs refined interiors with effortless lock-and-leave living. An open, light-filled floor plan features Wolf and Sub-Zero appliances, custom cabinetry, designer finishes, and expansive sliding glass doors that extend the living space onto a private terrace. The spacious primary suite is a serene retreat with a spa-inspired bath and walk-in closet, while the guest suite—enhanced by custom built-in bunk beds—provides stylish flexibility for family and guests. Ten35 Seaside delivers a resort-caliber experience with direct private beach access, a Gulf-front pool and spa, fitness center, private cabanas, and a more intimate alternative to Siesta Key’s larger condominium communities. Its coveted south-key location offers convenient access to Siesta Key Village, acclaimed dining, shopping, boating, and downtown Sarasota. Beyond its lifestyle appeal, the residence offers compelling financial flexibility. It generated more than $164,800 in gross rental income and has already recorded over $101,000 in 2026, providing documented performance that may help offset ownership expenses while preserving the opportunity for personal enjoyment. For the buyer seeking a beachfront retreat, second residence, or luxury property with established rental demand, Residence #308 presents a distinctive combination of newer construction, boutique exclusivity, Gulf-front amenities, and proven income performance in one of Florida’s most celebrated coastal destinations. Buyer shall independently verify rental policies and income history, association information, room dimensions, and all property details deemed material.

1035 Seaside Drive Unit 308, Sarasota

9200 Midnight Pass Road Unit 25, Sarasota
$429,000
1 Beds ⋅ 1 Baths ⋅ Inlet Apts SubDv. ⋅ 34242 Zip Code
Introducing Inlet Apartments - Siesta Key, a charming, quaint coastal retreat for a tropical vacation or a beach getaway. This second-floor, one-bedroom, one-bath is quiet and peaceful on the Blind Pass Lagoon at far south end of Siesta Key and just beyond your sliding glass doors. You will be instantly captivated by views of paddleboarders and kayaks going by, plus a heated swimming pool and a partial view of the Gulf. With 906 square feet, this residence is sold turnkey furnished, blending modern sophistication with relaxed coastal living. Contemporary new kitchen with new appliances, white quartz countertops, an oversized island, and crafted for effortless everyday living. The open-concept layout flows through the dining room, with a queen-size Murphy bed for extra guests, and living spaces, enhanced by luxury vinyl wood flooring and modern compact ceiling fans that adjust with touch of a button. Wake up to enchanting lagoon views in the tranquil primary suite, and beautifully updated bath. Go outside to a spectacular 200-square-foot screened lanai with pull-down shades for privacy, ideal for morning espresso, sunset cocktails or simply soaking in Siesta Key’s year-round beauty. There are convenient elevators, laundry facilities and assigned parking for each unit. HVAC in 2021, water heater in 2022. Life at Inlet boating amenities included private boat dockage for sailboats and powerboats up to 26 feet (first-come, first-serve basis). The Blind Pass Lagoon leads into Sarasota Bay and onto the Gulf. There are fishing, kayak storage and launch, waterfront pool, all just minutes from Turtle Beach and a short trolley ride to Crescent Key Village. This is more than a condominium at the beach, it’s a one-of-kind opportunity to own a piece of Siesta Key.

9200 Midnight Pass Road Unit 25, Sarasota

915 Seaside Drive Unit 312, Weeks 16-17, Sarasota
$48,000
3 Beds ⋅ 2 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.

915 Seaside Drive Unit 312, Weeks 16-17, Sarasota

1300 N Portofino Drive Unit 406, Sarasota
$487,500
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
GORGEOUS NEW KITCHEN NEVER BEEN USED & OWNER WILL GIVE A CREDIT FOR ALL NEW WINDOWS!WATER VIEWS FROM EVERY ROOM! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,GATHERING AREA,BOAT SLIP,BEACH ACCES- LIVE IN PARADISE EVERYDAY IN this STUNNING RENOVATED CANAL-FRONT condo designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property.

1300 N Portofino Drive Unit 406, Sarasota

1269 Siesta Bayside Drive Unit 1269C, Sarasota
$719,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.

1269 Siesta Bayside Drive Unit 1269C, Sarasota

1218 Moonmist Circle Unit S2, Sarasota
$739,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community. This, home offers a refined take on island living, featuring a new roof, new AC, and impact-rated windows and doors for style, comfort, and peace of mind. Designed with a light, coastal aesthetic, the open-concept layout is both inviting and functional. At the heart of the home, the designer kitchen showcases custom white cabinetry, brand-new stainless appliances, and a tile backsplash, complemented by a dining area seamlessly positioned adjacent to the kitchen and perfect for effortless entertaining or relaxed everyday living. The home features a spacious primary suite with a beautifully appointed ensuite bath, along with a guest bedroom and full guest bathroom, offering privacy and comfort for family and visitors. The living space extends into an enclosed, expanded lanai, creating a versatile indoor-outdoor retreat to enjoy year-round. A rare highlight is the oversized private garden, offering a lush, tropical setting with exceptional privacy, an uncommon feature that truly sets this villa apart and enhances the feeling of a private coastal escape. Residents of Polynesian Gardens enjoy a resort-style lifestyle with amenities including a community pier on the intercoastal, a heated pool, and clubhouse. Beyond the community, enjoy effortless access to the vibrant energy of Siesta Key Village, known for its beachside restaurants, bars, live music, and boutique shopping, as well as the relaxed charm of Crescent Beach village. This property also offers a proven rental history with strong year-round bookings, making it an exceptional opportunity for both personal enjoyment and income potential. Whether you’re spending the day boating along the Intracoastal, enjoying the white quartz sands of Siesta Key Beach, or unwinding in your own private garden retreat, this exceptional villa captures the essence of luxury coastal living. Perfectly positioned near Siesta Key Village and the Gulf beaches, this turnkey remodeled property presents an incredible opportunity as a primary residence, vacation getaway, or income-producing investment

1218 Moonmist Circle Unit S2, Sarasota

1080 W Peppertree Lane Unit 305A, Sarasota
$1,135,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
This is the one! Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.

1080 W Peppertree Lane Unit 305A, Sarasota

5740 Midnight Pass Road Unit 403, Sarasota
$1,950,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

5740 Midnight Pass Road Unit 403, Sarasota

6140 Midnight Pass Road Unit 904, Sarasota
$2,250,000
2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Virtually Staged. Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.

6140 Midnight Pass Road Unit 904, Sarasota

4712 Ocean Boulevard Unit W10, Sarasota
$2,450,000
4 Beds ⋅ 4 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code
Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

4712 Ocean Boulevard Unit W10, Sarasota

1206 Siesta Bayside Drive Unit 1206B, Sarasota
$895,000
3 Beds ⋅ 2 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code
Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay Club Bayside community on Siesta Key. Just minutes from the world-renowned beaches and Siesta Key Village, this property offers the perfect blend of relaxation and convenience to shopping, dining and entertainment. This turn-key furnished 3-bedroom, 2-bathroom townhome is thoughtfully designed for both comfort and functionality, featuring a desirable first-floor primary suite complete with a spacious walk-in closet and a beautifully updated en-suite bathroom showcasing a stunning marble walk-in shower. The third floor offers two spacious bedrooms along with a full bathroom featuring dual vanity sinks and a walk-in shower, providing a private and comfortable retreat for guests or family. The residence offers a light-filled, open layout enhanced by luxury vinyl plank flooring throughout, creating a modern and cohesive feel. The well-equipped kitchen is outfitted with stainless steel appliances and includes a charming breakfast nook—perfect for casual dining—while the living and dining room combination flows seamlessly to a beautiful screened-in lanai overlooking the pool, tennis courts, and lake—ideal for relaxing or entertaining in a serene setting. Gulf and Bay Club Bayside residents enjoy resort-style amenities, including a pool, clubhouse, fitness center, tennis courts, and private deeded beach access just minutes away. With weekly rentals allowed, this property presents an outstanding opportunity for investors seeking strong income potential or buyers looking for a flexible vacation home.

1206 Siesta Bayside Drive Unit 1206B, Sarasota

225 Hourglass Way Unit 106, Sarasota
$500,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Virtually Staged. Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Sarasota

6140 Midnight Pass Road Unit 603, Sarasota
$1,124,000
2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.

6140 Midnight Pass Road Unit 603, Sarasota

8635 Midnight Pass Road Unit 201C, Sarasota
$579,999
2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code
Discover coastal living in this fully furnished, second-floor end unit at Bay Tree. With abundant natural light and a spacious, open layout, this two-bedroom, two-bath condo offers a welcoming place to relax, entertain, and enjoy Siesta Key. Step onto the private lanai and take in serene Intracoastal views. Inside, the living and dining areas flow together, while the split floor plan places the bedrooms on opposite sides of the main living space for added privacy. The kitchen features granite countertops, stainless steel appliances, and shaker cabinets with soft-close features. The primary bedroom offers a walk-in closet and an en-suite bath, while the second bedroom provides comfortable accommodations for guests. Hurricane-impact windows complement this coastal retreat. Bay Tree’s Gulf-to-Bay setting lets you enjoy both sides of Siesta Key. The beach is just a short stroll away, and the condo includes an assigned beach storage cabana for chairs, umbrellas, bikes, and other essentials, plus an assigned parking space. Spend the afternoon by one of the community’s two heated pools, gather at the barbecue areas, launch a kayak, or enjoy the view from the fishing pier. For boating enthusiasts, boat slips are offered subject to availability, with access to the Intracoastal Waterway and a route through Midnight Pass to the Gulf, subject to navigable conditions. For owners interested in rental opportunities, Bay Tree is a popular vacation rental community (January thru April -- Minimum rental period - One Month May thru December | Minimum rental period - Two Weeks). Enjoy the condo as your own getaway and explore the option to rent it when you’re away. The community has completed its milestone inspection, and monthly fees include common area insurance, common area flood insurance, an annual A/C inspection, and an onsite property manager. A nearby free trolley stop makes it easy to visit Siesta Village’s restaurants and shops or spend the day on Siesta Key Beach’s famous white quartz sand, without the hassle of finding parking. Whether you’re looking for a personal retreat, a flexible vacation property, or a place to enjoy the Siesta Key lifestyle, this furnished Bay Tree end unit is ready to welcome you. Schedule your showing today!

8635 Midnight Pass Road Unit 201C, Sarasota