Location: Sarasota
Do Not Show Listings
5855 MIDNIGHT PASS RD #333, SARASOTA, FL 34242
$499,90089 Days on yellowkey MLS ID: A4685733
1 Days Off yellowkey (back on 6/15/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 751 Built: 1976 Tax: $4,433 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,433
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Rosie Dipasquale (614-313-7962)
770 S PALM AVE #1201, SARASOTA, FL 34236
$699,000167 Days on yellowkey MLS ID: N6142129
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1636 Built: 1975Monthly Fee: $1,400 Tax: $12,394 (2025)Community: Embassy HouseCondo
Taxes:$12,394
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Perched on the 12th floor as a coveted end unit in the iconic Embassy House, this 2-bedroom, 2-bath condo offers sweeping panoramic views of Selby Gardens, Sarasota Bay, Bayfront Park, and downtown Sarasota. Windows replacement in 2006. Abundant natural light fills the open living and dining areas, creating a bright, inviting atmosphere. Embassy House features recently updated common areas that seamlessly blend modern enhancements with its signature mid-century modern architecture. Residents enjoy resort-style amenities including a saltwater pool, fitness center, catering kitchen, outdoor grilling area, concierge service, on-site management, EV charging, and bike storage. Just steps from Palm Avenue’s Gallery Row, Selby Gardens, fine dining, and minutes from world-class beaches, this exceptional residence offers an unmatched blend of luxury, location, and lifestyle.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Chris Price (941-284-8008)
3629 LONGMEADOW #38, SARASOTA, FL 34235
$214,900204 Days on yellowkey MLS ID: A4672951
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (4.4%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 1979 Tax: $1,858 (2025)Community: BriarfieldCondo
Taxes:$1,858
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Virtually Staged. *NEW AC & WATER HEATER 2025* NEW WASHER & DRYER 2024. Come live the Florida lifestyle to the fullest in this charming 2-bedroom, 2 bath, corner Villa Located in Briarfield at the Meadows. This spacious floorplan with high ceilings in the living and dining room give an open and airy feel that's sure to please. Large bedrooms boost beautiful golf course views. Granite counter tops in kitchen and baths and a beautiful screened in lanai for entertaining or enjoying a sunset. The Villa has a separate locked storage room and a deeded parking space in a covered garage. The Villa also comes equipped with a Hurricane fabric protection system by Astroguard. Briarfield residents enjoy a lifestyle like no other with access to all the amenities at the Meadows which include but is not limited to: Private heated pool, pickleball courts, 15 miles of scenic oak-canopied walking/biking trails and a community center. The Country Club Membership is optional offering 54 holes of golf, Har-Tru tennis courts, a junior Olympic pool, fitness center, restaurants and events. Conveniently located minutes from University Town Center/Benderson Park and close to downtown. Award winning Siesta Key Beach is only a short drive away. Don't miss this opportunity to call this beautiful villa your home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Rachel Angers (941-356-6537)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,000105 Days on yellowkey MLS ID: A4684866
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1968 Tax: $5,871 (2025)Community: Crescent ArmsCondo
Taxes:$5,871
Elementary School: Phillippi Shores Elementary
Remarks: Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that can help offset ownership costs while providing their own beachfront retreat. Inside, tile flooring throughout creates an easy-care coastal interior designed for high-traffic vacation use, while the split layout with two en-suite bedrooms provides privacy and comfort for guests. A large storage closet dedicated to beach gear and recreational “toys” makes it simple to keep everything needed for effortless days on the sand. From the residence, enjoy views of the Gulf of Mexico and the convenience of direct walk-out access to Siesta Key’s powdery white beach, where beach chairs are available for guests, perfect for owners and vacation renters alike. The location places you in one of the most desirable areas of the island, within walking distance to nearby restaurants, shops, and local favorites, or simply hop on the Siesta Key trolley for easy access up and down the island. With its prime beachfront setting, turnkey furnishings, and established rental performance, this property presents a compelling opportunity to own a slice of Siesta Key that can generate income while serving as your personal coastal escape.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
4507 WHIRLAWAY DR #A, SARASOTA, FL 34233
$375,00054 Days on yellowkey MLS ID: A4690928
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1663 Built: 1994 Tax: $3,407 (2025)Community: Calumet At Centergate 1Condo
Taxes:$3,407
Remarks: Designed in a refined Coastal Contemporary style, this beautifully updated in 2023/2024 3-bedroom, 2-bath split-plan villa showcases clean architectural lines, soft custom designer tones, and high-end finishes throughout. Every space reflects a cohesive, curated aesthetic with subtle sophistication. Situated on a desirable corner lot, the expansive, air-conditioned Florida room is lined with a dramatic wall of windows, filling the home with natural light. Custom Levolor Zebra remote-operated shades provide effortless light control while maintaining a sleek, modern look. Throughout the living areas and bedrooms, classic wood plantation shutters add timeless elegance and privacy. New A/C 2025. The heart of the home is the oversized, light-filled kitchen—ideal for both everyday living and entertaining—featuring newly refinished 42-inch cabinetry with updated hardware, abundant storage, new countertops, and enhanced overhead lighting. A thoughtfully designed prep area flows seamlessly into the dining and living spaces, where soaring vaulted ceilings and a cozy wood-burning fireplace create a warm yet open atmosphere perfect for gathering. New luxury vinyl flooring extends throughout the home, offering a clean, modern aesthetic with durability and ease of maintenance. With intentional upgrades, abundant natural light, and a designer’s touch in every room, this home delivers effortless style, comfort, and functionality. The location, amenities, and charm of the neighborhood make this home a joy to see in person.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
4040 CROCKERS LAKE BLVD #1717, SARASOTA, FL 34238
$220,000144 Days on yellowkey MLS ID: A4679678
REDUCED by $9,000 (3.9%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1350 Built: 1989 Tax: $2,117 (2025)Community: Vintage GrandCondo
Taxes:$2,117
Remarks: Through no fault of the seller or property, this sought-after condo is back on the market and ready for its next owner. Turnkey Vacation Home. Fully remodeled and ready to move in. This unit is being sold with high end furnishings including a 50 bottle wine cooler and tropical designer decor. This great investment opportunity offers exceptional value. This spacious Floreta floor plan is one of the largest units in Vintage Grand, offering 3 bedrooms, 2 baths with no stairs. This condo has been lightly used and was foreigner owned, the guest bedrooms have hardly been used at all. Vintage Grand has recently completed a full exterior renovation, featuring hurricane-rated energy-efficient windows, enhanced stucco, new gutters, and refreshed landscaping—ensuring lasting value as improvements near completion. The location is unbeatable: walk to Costco right across the street. Explore miles of nearby trails, including the Legacy Trail, or enjoy world-famous Siesta Key Beach just minutes away. Community amenities include two resort-style pools, spas, tennis courts, clubhouse, and a fully equipped fitness center. This is the nicest unit within Vintage Grande. Schedule your showing today
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
800 N TAMIAMI TRL #312, SARASOTA, FL 34236
$690,000127 Days on yellowkey MLS ID: A4682076
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $7,012 (2025)Community: AlinariSpa: NoCondo
Taxes:$7,012
Elementary School: Alta Vista Elementary
Remarks: All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peter Laughlin (941-356-8428)
8360 WINGATE DR #811, SARASOTA, FL 34238
$274,9009 Days on yellowkey MLS ID: A4694722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1997Monthly Fee: $457 Tax: $3,498 (2025)Community: Pinestone At Palmer RanchSpa: NoCondo
Taxes:$3,498
Remarks: Experience Resort-style living within 15 minutes to Siesta Key with this stylish FIRST FLOOR unit with tranquil LAKE VIEW. The unit has an open, bright, and cheerful layout-perfect for entertaining guests. This is the ideal property for both full and part-time residents who want a maintenance-free lifestyle close to the beach and downtown Sarasota. Property is being sold TURN KEY FURNISHED-just pack a suitcase! This community offers tons of amenities, including an Olympic-sized pool, shuffleboard, a grilling area, and lighted tennis/pickleball courts. The clubhouse features a gym, 32-seat movie theater, library, and pool tables.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ryan Vlasic (941-777-5264)
5420 EAGLES POINT CIR #206, SARASOTA, FL 34231
$598,00013 Days on yellowkey MLS ID: A4695981
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2165 Built: 1993 Tax: $6,132 (2025)Community: Eagles Point At The LandingsCondo
Taxes:$6,132
High School: Riverview High
Remarks: Experience relaxed elegance in Eagles Point at The Landings, where waterfront surroundings, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting second-floor corner residence offers three bedrooms, spacious living areas, all hurricane-rated windows, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owners suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two guest bedrooms enjoy eastern exposure and morning light. Additional features include a spacious laundry room with utility sink, secure garage parking, private storage, and pet-friendly living up to 25 pounds. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership included in monthlies with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 206 offers an exceptional opportunity to enjoy The Landings lifestyle.
Listing Agent: Daniel Treiman (917-657-7495)
5420 EAGLES POINT CIR #406, SARASOTA, FL 34231
$769,00013 Days on yellowkey MLS ID: A4695955
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2165 Built: 1993 Tax: $4,683 (2025)Community: Eagles Point At The LandingsCondo
Taxes:$4,683
Remarks: Experience penthouse living in Eagles Point at The Landings, where expansive water views, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting top floor 3-bedroom residence offers spacious living areas, an additional foot of ceiling height, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying sweeping views and beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owner's suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two additional guest bedrooms enjoy eastern exposure and morning light, while the rare additional half bath not found in many other Eagles Point residences adds extra convenience for guests. Additional features include a spacious laundry room with utility sink, private storage, and two assigned parking spaces in the secure garage, a valuable benefit reserved for top-floor residences. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 406 offers an exceptional opportunity to enjoy penthouse views and The Landings lifestyle.
1632 STARLING DR #101, SARASOTA, FL 34231
$335,00029 Days on yellowkey MLS ID: A4694065
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1987 Tax: $4,624 (2025)Community: The Landings South ISpa: NoCondo
Taxes:$4,624
Remarks: Welcome to your new home in The Landings. This light-filled, ground-floor end-unit Coach House offers peaceful preserve views and the feel of a private backyard retreat. Thoughtfully updated with newly installed luxury vinyl plank flooring, the open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting living space filled with natural light. The kitchen features stainless steel appliances, classic subway tile accents, and clean, neutral finishes that complement the home’s relaxed coastal style. In the great room, upgraded frosted glass doors open to a customized storage closet or second pantry, adding both style and functionality. Adjacent to the living area, the glass-enclosed Florida room provides flexible additional living space with tranquil views of the surrounding nature preserve. The spacious primary suite includes a built-in office area with abundant storage, a walk-in closet, and a generously sized ensuite bath featuring a large walk-in shower with upgraded frameless glass doors. A separate guest bedroom, full guest bath, and dedicated laundry room complete the home’s well-designed layout. Step outside to the sunny back patio and enjoy serene nature views in a peaceful, private setting. Sold partially furnished. Ideal as a seasonal getaway or full-time residence. Ownership includes membership to The Landings Racquet Club, offering 8 Har-Tru tennis courts, a pool, hot tub, fitness center, library, and a vibrant calendar of social activities. This gated “west of the trail” community is a hidden gem with mature landscaping, scenic lakes, and a nature trail leading to a dock on the Intracoastal Waterway. Conveniently located just minutes from Siesta Key, dining, shopping, and downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
6628 DRAW LN #122, SARASOTA, FL 34238
$290,00036 Days on yellowkey MLS ID: A4693276
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1535 Built: 1979 Tax: $3,143 (2025)Community: Sunrise Golf Club Ph IiiCondo
Taxes:$3,143
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Virtually Staged. Rare THREE BEDROOM, END UNIT in Sunrise Golf Club offering one of the LOWEST HOA FEES in the area is now available! Open concept, split floor plan with primary bedroom including a walk in closet and en suite bath. Living room with vaulted, wooden beamed ceilings and dining/kitchen area with stand alone island. Washer and dryer inside unit. Large screened lanai for extra space to relax or entertain and for enjoying the Florida weather. This building is in the Phase III section located directly across from the large lake providing water views just outside your door. Deeded carport directly in front with a storage closet for bikes and beach chairs and plenty of nearby guest parking available. Amenities include tennis/pickleball courts, a heated community pool and walking trails. Conveniently located close to plenty of shopping and dining on Clark Rd. Approximately 15 minutes drive to the world famous Siesta Key beach and 20 minutes to downtown Sarasota’s cultural venues, Bayfront park, Selby Gardens, and more dining and shopping options. Schedule your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Michelle Silva (941-993-8993)
1703 N TAMIAMI TRL #406, SARASOTA, FL 34234
$399,00065 Days on yellowkey MLS ID: A4689232
REDUCED by $20,000 (4.8%) on 06/02/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,781 (2025)Community: The Strand Of SarasotaCondo
Taxes:$4,781
Remarks: Fire sale! Motivated Seller! Furnishings negotiable! Great rental $$$ generating potential. Location, location, location! The Strand of Sarasota on Whitaker Bayou. Built in 2022, 2 five story condo building, gated community, offering luxury waterfront living. Close to downtown, restaurants, theatres, shopping, beaches and much more. Amenities include heated pool, clubhouse, hot tub, fitness center, fire pit, dog park, and a kayak/paddleboard launch to access the bayou. As an owner you can purchase or rent boat slips. This 1 bedroom, 1.5 bath unit is on the 4th floor, bright, airy, unfurnished, with over-sized lanai overlooking the pool and clubhouse. This unit is deeded with an under-building parking space #125, a sail carport #250 in front of the building [ this sail carport is worth $20 K and is included in the price] and a storage locker # 111. Unit features luxury vinyl flooring, quartz counter tops in kitchen and baths, high gloss cabinetry in kitchen and bathrooms. Stainless steel Samsung appliances including stackable washer/dryer. Modern fixtures. Unit is on the 4th floor. Generous rental policy, 1 week minimum, 52 times per year, making it a great investment property. Built in 2022 with latest hurricane codes. 11 units per floor, total 44 units. Bldg. 1709 has 108 units. Low maintenance fees. Come experience the best of city living
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,90068 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,606
Remarks: Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for family and visitors. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away. Siesta Beach is currently the No. 1 beach in the U.S. in TripAdvisor's 2025 Travelers' Choice Awards, and Sarasota County provides free trolley service connecting Siesta Key Village, Siesta Beach, South Village, and Turtle Beach. The location also offers convenient access on and off the island, with nearby Siesta Key Village offering shopping, dining, and the relaxed island atmosphere that makes this area so desirable. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or investment opportunity, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,350,00069 Days on yellowkey MLS ID: A4682903
REDUCED by $100,000 (4.1%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: 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.
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,795,00070 Days on yellowkey MLS ID: A4688820
REDUCED by $100,000 (5.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,399,000136 Days on yellowkey MLS ID: A4680695
REDUCED by $71,000 (4.8%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Taxes:$9,646
Tax Year: 2024
Remarks: This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. Luxurious yet inviting, this beautifully updated 2-bedroom, 2-bath condominium is the perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
5264 BOUCHARD CIR #102, SARASOTA, FL 34238
$480,000139 Days on yellowkey MLS ID: A4680309
REDUCED by $9,000 (1.8%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1999Monthly Fee: $850 Tax: $4,824 (2025)Community: BotanicaCondo
Taxes:$4,824
Remarks: Welcome to Botanica at Palmer Ranch, a charming and exclusive gated enclave of just 172 private residences, where refined design meets a truly maintenance-free lifestyle. This residence features the highly sought-after Jasmine floorplan, the most desirable layout in the community, offering 1798 heated square feet and the comfort and functionality of a single-family home. Ideally positioned on the ground floor for effortless living, this spacious condo is complemented by a coveted two-car garage, a rare and valuable feature. Inside, fresh paint enhances the bright, open feel, while wood flooring and crisp porcelain tile add warmth and timeless appeal throughout the living spaces. The thoughtfully designed layout flows seamlessly for both everyday living and entertaining, and the charming terrace overlooking a serene lake provides a peaceful outdoor retreat—perfect for morning coffee or unwinding at the end of the day. Botanica is designed to enrich both lifestyle and wellness, offering residents an exceptional collection of amenities. Enjoy two heated resort-style pools, a nicely equipped fitness center, and a beautifully appointed social hall complete with a catering kitchen and serving bar—ideal for gatherings and community events. Outdoor sun decks feature grilling stations and inviting seating areas for entertaining or relaxed conversation, all set amid lush, tropical landscaping. This completely maintenance-free community includes manicured grounds, building maintenance, pest control, building insurance, and cable TV, allowing residents to focus on enjoying life rather than managing it. Conveniently located in Palmer Ranch near shopping, dining, trails, and world-famous beaches, this exceptional residence offers space, ease, and a true sense of community—an outstanding opportunity to enjoy the best of Sarasota living.
Listing Agent: Rudy Dudon (941-234-3991)
253 GOLDEN GATE POINT #703, SARASOTA, FL 34236
$4,400,000140 Days on yellowkey MLS ID: A4680332
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3068 Built: 2025Monthly Fee: $3,084 Tax: $19,307 (2025)Community: Peninsula SarasotaSpa: YesCondo
Taxes:$19,307
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000140 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing Agent: Jackie De Manio Eberley (201-233-1959)
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