Location: Sarasota , 34242
Do Not Show Listings
1218 MOONMIST CIR #S2, SARASOTA, FL 34242
$739,00035 Days on yellowkey MLS ID: A4691272
REDUCED by $35,900 (4.6%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1968Monthly Fee: $1,057 Tax: $4,193 (2025)Community: Polynesian GardensVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,193
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: 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
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jayne Appleyard (941-681-5042)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,0006 Days on yellowkey MLS ID: A4693474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,802 (2025)Community: White Sands VillageCondo
Taxes:$4,802
Remarks: 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!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kadie Nolan (941-404-6192)
5780 MIDNIGHT PASS RD #B105, SARASOTA, FL 34242
$1,100,0006 Days on yellowkey MLS ID: A4693221
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $8,709 (2025)Community: Gulf & Bay ClubCondo
Taxes:$8,709
Remarks: Welcome to Gulf & Bay Club, an exclusive Gulf-front community located directly on the world-famous shores of Siesta Key Beach, celebrated for its crystal-clear turquoise waters and powder-soft white sand. This highly desirable ground-floor residence offers 2 bedrooms and 2 baths, surrounded by lush tropical landscaping that creates a private coastal retreat. Beautifully remodeled with warm coastal finishes and an inviting atmosphere, this spacious condo is designed for relaxed beachfront living. The open-concept living room and kitchen serve as the heart of the home, ideal for entertaining while enjoying serene views of the tropical grounds and partial Gulf views just beyond the sliding glass doors. Generously sized rooms throughout provide comfort and functionality, all with an effortless beachside feel. Set within a gated, resort-style community spanning more than 30 acres with 800 feet of pristine beachfront, Gulf & Bay Club offers an exceptional array of amenities, including three heated pools, eight tennis courts, a state-of-the-art fitness center and spa, racquetball and basketball courts, and an expansive clubhouse featuring a library and computer room. Multiple barbecue and picnic areas complete the ultimate Gulf Coast lifestyle experience.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
5026 CALLE MINORGA, SARASOTA, FL 34242
$899,00046 Days on yellowkey MLS ID: A4690532
REDUCED by $90,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1954 Tax: $11,005 (2025)Community: Mira Mar ExitSingle Family
Taxes:$11,005
Remarks: HUGE PRICE REDUCTION – SELLER SAYS BRING THE OFFER! *************** RARE OPPORTUNITY IN SIESTA KEY VILLAGE! Welcome to one of the most unique opportunities in Siesta Key Village. The seller is SERIOUS and the dramatic price reduction from $989,000 to $899,000 says it all. Rarely does a property with this location, flexibility, and potential become available in the heart of the Village. Just steps from world-famous Siesta Beach, boutique shopping, restaurants, nightlife, and endless foot traffic, this charming TURN-KEY FURNISHED cottage offers a rare blend of lifestyle, business opportunity, and investment potential. Zoned OPI (Office, Professional, Institutional), the possibilities are endless. Create the ultimate live/work space, professional office, boutique business, creative studio, wellness retreat, or investment property in one of Florida’s most desirable coastal destinations (buyer to verify intended use). The property features 3 bedrooms, 1 bathroom, a full kitchen, spacious Florida room, fresh interior paint, and a metal roof approximately 8 years old. A new shell driveway provides convenient on-site parking, a rare luxury in Siesta Key Village. The peaceful cottage setting feels private and tucked away while still being right in the center of all the energy and convenience the Village has to offer. Perfect for attorneys, therapists, architects, designers, consultants, entrepreneurs, investors, or anyone looking for a unique opportunity in an unbeatable location. Properties like this are nearly impossible to duplicate because you cannot recreate this location. Whether you are searching for a business opportunity, coastal retreat, income-producing asset, or long-term investment, this property offers unmatched walkability, flexibility, and future potential. Schedule your private showing today.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
1328 SIESTA BAYSIDE DR #1328C, SARASOTA, FL 34242
$714,000200 Days on yellowkey MLS ID: A4672183
REDUCED by $20,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,699 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,699
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242
$949,000103 Days on yellowkey MLS ID: A4683073
REDUCED by $26,000 (2.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $8,303 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$8,303
Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
206 HOURGLASS WAY #V10, SARASOTA, FL 34242
$640,00024 Days on yellowkey MLS ID: A4690141
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1462 Built: 1968Monthly Fee: $1,793 Tax: $5,579 (2025)Community: Whispering SandsVilla
Taxes:$5,579
Remarks: 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 FULLY 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!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00081 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
Remarks: Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath WATERFRONT residence offers an exceptional blend of comfort, style, and boating convenience in one of the island’s most desirable locations. A spacious screened lanai overlooking the water creates the perfect setting for morning coffee, evening cocktails, and enjoying serene coastal breezes year-round. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. Each spacious bedroom includes its own en-suite bath, providing privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms (2022–2023), kitchen enhancements completed in 2023, updated lighting throughout, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional upgrades include a new water softener and water pressure pump installed in 2025 for enhanced functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
6703 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$299,999225 Days on yellowkey MLS ID: A4669017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $3,626 (2024)Community: Sea WindsCondo
Taxes:$3,626
Remarks: LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!
Listing Agent: Karen Nasello (727-421-0308)
4317 MIDNIGHT PASS RD, SARASOTA, FL 34242
$9,500,00021 Days on yellowkey MLS ID: A4690271
Bed: 5 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 7116 Built: 2008Monthly Fee: $125 Tax: $60,490 (2025)Community: Cocoanut BayouSpa: NoSingle Family
Taxes:$60,490
Remarks: One or more photo(s) has been virtually staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.
Listing Agent: Gigi Kuster (941-400-7006)
276 ISLAND CIR, SARASOTA, FL 34242
$3,100,000241 Days on yellowkey MLS ID: A4667090
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2292 Built: 2026 Tax: $13,193 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$13,193
Remarks: Certificate of Occupancy received 5/27/2026 *Call today to schedule your private showing! Located less than a half mile from the world-famous Siesta Key Beach, this BRAND-NEW coastal retreat is nestled on Palm Island, one of the Key’s most coveted waterfront enclaves. Sophisticated yet welcoming, this four bedroom, three bathroom home is thoughtfully designed and set on an oversized lot with a brand new 107-foot seawall. Built by Clark Horne Construction, this home showcases exceptional craftsmanship, quality materials, and thoughtful design throughout. Step through double doors into a sunlit open floor plan where every detail has been curated for modern coastal living. The gourmet kitchen is as functional as it is beautiful, featuring a Wolf range with custom hood, paneled Sub-Zero refrigerator, Bosch paneled dishwasher, Sharp microwave drawer, and a wine cooler showcased within a stunning glass-door pantry. The kitchen features an island with waterfall quartz countertops. The primary suite is a true sanctuary, offering volume ceilings, a spa-inspired bath, two spacious walk-in closets, and sliding glass doors that open directly onto the resort-style pool deck. Designed for seamless indoor-outdoor living, the oversized lot provides room to roam and enjoy waterfront activities—from kayaking and paddle boarding to simply soaking in the serene setting. Here, a sparkling saltwater pool and flush spa overlook tranquil canal views, completing this tropical paradise of comfort and relaxation. The expansive covered patio and entertainment-ready pool deck make every day feel like a getaway. Situated just moments from the quartz-white sands of Siesta Key Beach and the vibrant Siesta Key Village, you'll enjoy easy access to dining, boutique shopping, and live entertainment. On Palm Island, every day is a retreat—boat from your backyard, walk to the beach at sunset, and return to your own slice of tropical paradise. Some photos are of a previous model, finishings vary. Call today!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
5400 OCEAN BLVD #9-4, SARASOTA, FL 34242
$874,000231 Days on yellowkey MLS ID: A4668312
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 928 Built: 1970 Tax: $8,471 (2025)Community: TerraceCondo
Taxes:$8,471
Remarks: Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
135 AVENIDA VENECCIA, SARASOTA, FL 34242
$4,990,000214 Days on yellowkey MLS ID: A4670533
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4380 Built: 2024 Tax: $15,717 (2024)Community: Mira Mar BeachSpa: YesSingle Family
Taxes:$15,717
Remarks: Experience elevated coastal living just moments from the powdery sands of Siesta Key Beach and the heart of Siesta Village. This newly built island escape offers eight bedrooms and eight and a half baths, thoughtfully designed for style, comfort, and effortless group living. Step into your own resort-inspired backyard with a shimmering pool, relaxing spa, and a waterslide wrapped in tropical landscaping. After a beach day, rinse off in the custom surfboard-style outdoor shower, then ride the elevator up to the rooftop deck for sunset views that stretch across the Gulf of Mexico. Inside, the open main living level feels bright and inviting, anchored by a designer kitchen with stainless-steel appliances, a wine fridge, and a spacious island perfect for cooking, dining, and gathering. Each bedroom features its own private bath, offering seven king suites plus a fun bunk room that guests will love. Additional conveniences include an elevator to all floors, a full laundry area, and coastal touches that tie the entire home together. With its unbeatable walkability to the beach and Village, breathtaking views, and luxury finishes throughout, this home delivers the ultimate Siesta Key lifestyle.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
6415 MIDNIGHT PASS RD #211, SARASOTA, FL 34242
$849,900166 Days on yellowkey MLS ID: A4675481
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2358 Built: 1975 Tax: $7,544 (2025)Community: AnchorageSpa: NoCondo
Taxes:$7,544
Remarks: Deeded beach access, Intracoastal waterway frontage with boat dockage AND room for the whole family! Discover the epitome of coastal living in this fabulous three-bedroom, two-and-a-half-bath residence, boasting 2,358 square feet of interior space and an expansive balcony spanning the entire length of the home. Recently upgraded with $80,000 worth of high-impact hurricane sliders, the spacious floor plan offers multiple living and dining areas, with a split layout ensuring privacy. This is a real gem for investors as it is one of only eight 3-bedroom units in the building. At the Anchorage, owners and renters enjoy deeded, gated beach access right across the street, a canal with boat dockage and kayak/paddleboard launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. Onsite rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. Come see why The Anchorage is the place to be year-round on Siesta Key.
Listing Agent: Mina Johnson (941-404-9347)
1035 SEASIDE DR #308, SARASOTA, FL 34242
$2,600,00028 Days on yellowkey MLS ID: A4692379
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1646 Built: 2023 Tax: $21,387 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$21,387
Middle School: Sarasota Middle
Remarks: Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
5300 OCEAN BLVD #202, SARASOTA, FL 34242
$1,130,000138 Days on yellowkey MLS ID: A4678274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1973 Tax: $9,941 (2025)Community: Terrace EastCondo
Taxes:$9,941
Remarks: 65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.
Listing Agent: Diane Goodwin (941-706-6620)
4822 OCEAN BLVD #3D, SARASOTA, FL 34242
$825,00013 Days on yellowkey MLS ID: O6406435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1973Monthly Fee: $1,667 Tax: $3,838 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$3,838
Middle School: Booker Middle
Remarks: 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.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
6415 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$975,000119 Days on yellowkey MLS ID: A4681028
5 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1290 Built: 1975 Tax: $7,914 (2025)Community: AnchorageSpa: NoCondo
Taxes:$7,914
Remarks: Under contract-accepting backup offers. Luxurious Coastal Living at its Finest. - Welcome to a lifestyle of unparalleled elegance in this impeccably renovated 9th-floor corner unit at Anchorage Yacht and Tennis on Siesta Key. Revel in the epitome of beach living, just steps away from the pristine QUARTZ sands of Crescent Beach with deeded beach access.The Anchorage offers a host of exclusive amenities, including ample parking for owners and guests, private boat access, an Olympic-size pool, sauna, tennis/pickle-ball courts, fitness center, BBQ area, and a park-like setting overlooking the intracoastal waterway. This stunning unit showcases meticulous attention to detail and design. Enjoy breathtaking Gulf water views and mesmerizing sunsets from multiple vantage points. There are 3 balconies for you to enjoy. The beautifully designed kitchen boasts endless storage space, new top-of-the-line appliances, and a striking 11-ft.natural stone island that comfortably seats 8, seamlessly connecting to the spacious living area.The two well-appointed bedrooms and professionally designed bathrooms exude luxury, while three outdoor patios provide the perfect setting to soak in the coastal ambiance. The property is fortified with all-new hurricane impact windows and doors, ensuring both safety and tranquility. Distinctive features include travertine floors throughout, upgraded trim, illuminated crown molding, a master walk-in shower stall, fresh neutral wall colors, and stowaway bunk beds (included) in the second bedroom. Every detail has been carefully curated to enhance the property's exceptional value. Strategically located off the Stickney Point Bridge and across the street from The South Village, this residence is within a short distance to the beach, renowned restaurants, shops, marina and an array of amenities. Covered parking included, others available. Whether you're looking for a coastal dream home or a prime investment for year-round vacation rentals, this property is a rare gem. Don't miss the opportunity to experience true luxury living–book your viewing now and make this coastal haven your own. Move right in and embrace the Siesta Key lifestyle or capitalize on its potential for lucrative year-round vacation rentals. DEEDED BEACH ACCES DIRECTLY ACCROSS THE STREET
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Rick Bumbaca (941-223-3398)
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000335 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsSpa: NoVilla
Taxes:$5,582
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
6300 MIDNIGHT PASS RD #21, SARASOTA, FL 34242
$869,000130 Days on yellowkey MLS ID: A4678951
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $30,000 (3.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1253 Built: 1969 Tax: $5,276 (2025)Community: Crystal Sands 1Villa
Taxes:$5,276
Remarks: Under contract-accepting backup offers. Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.