Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
111 GOLDEN GATE PT #802PH, SARASOTA, FL 34236
$25,00033 Days on yellowkey MLS ID: A4696851
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3527 Built: 2024Community: EvolutionSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year:
Middle School: Booker Middle
Remarks: Experience the pinnacle of WATERFRONT LUXURY in DOWNTOWN SARASOTA's largest and most exclusive penthouse residence at THE EVOLUTION, a boutique community designed by architect MARK SULTANA, DSDG. This one-of-a-kind, TOP-FLOOR PENTHOUSE spans 3,527 SF of interior living plus 562 SF of wraparound TERRACE SPACE across THREE generous balconies for endless possibilities of indoor/outdoor living. Offering FOUR BEDROOMS plus a DEN and 4.5 BATHS, this residence provides the comfort of a single-family home with the elegance of HIGH-RISE LIVING. Sweeping NORTH, EAST, and SOUTH WATER VIEWS showcase SARASOTA BAY, the GULF, MARINA, and the CITY SKYLINE. FLOOR-TO-CEILING WINDOWS fill the home with natural light and allow year-round coastal breezes, and designer LUTRON ELECTRONIC SHADES grace each window, allowing privacy with ease. Interior features include ONYX QUARTZ COUNTERTOPS, PORCELAIN TILE SLABS, oversized PORCELAIN FLOORING, DESIGNER LIGHT FIXTURES, and CUSTOM EUROPEAN CABINETRY in the kitchen, baths, and closets. The PRIMARY SUITE features SILK WALLPAPER, and a SPA-INSPIRED BATH with dual sinks, a freestanding soaking tub, and onyx quartz and porcelain slab finishes. The CHEF'S KITCHEN includes WOLF APPLIANCES, sub-zero fridge-freezer with filtered water feature, induction cooktop, steam over, built-in coffee station, a wine refrigerator, and a HIDDEN WALK-IN PANTRY. Imported European fixtures complete with space. Enjoy THREE WRAPAROUND TERRACES for ALFRESCO DINING, YOGA, or SUNSET COCKTAILS. The unit includes a DEEDED PRIVATE TWO-CAR GARAGE and is MOVE-IN READY with every upgrade imaginable. Community amenities at THE EVOLUTION include a POOL WITH OUTDOOR KTICHEN, FITNESS CENTER, YOGA ROOM, SAUNA, CLUB ROOM, and a ROOFTOP TERRACE with PANORAMIC VIEWS, OUTDOOR LOUNGE SPA, and FIREPLACE. With only 20 RESIDENCES, this is a rare opportunity to live in one of Sarasota's most exclusive penthouses. Schedule your private tour today and experience the ultimate in penthouse living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,750135 Days on yellowkey MLS ID: A4684215
REDUCED by $600 (17.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Available May 15 through October 31, 2026, at a newly reduced rate of just $2,300 per month! November and December are available for $2,750 per month, and January is available for $5,000. Also available as an annual rental for $3,350 per month. Enjoy private access to the soft white sands and tranquil beauty of Turtle Beach on Siesta Key from this beautifully furnished 5th-floor penthouse. Offering picturesque bay and treetop views, this move-in-ready residence is located within one of South Siesta Key's most desirable Gulf-to-Bay communities. Designed for effortless coastal living, the light-filled interior features an open split-bedroom floor plan and tile flooring throughout. The updated kitchen showcases granite countertops, additional cabinetry, and ample workspace, while both bathrooms have been refreshed with stylish new vanities. Take in sweeping bay views from the living area, or enjoy the rare luxury of a privately owned beachside cabana—perfect for storing beach chairs, umbrellas, and all your seaside essentials while keeping Siesta Key's famous white sand where it belongs. Situated in the quieter southern section of the Key, you'll enjoy a peaceful setting while remaining close to local restaurants, shopping, and island activities. Hop aboard the Froghopper or Free Ride Trolley to explore Siesta Key with ease. Bay Tree amenities include: Private beach access to Turtle Beach Two heated pools (beachside and bayside) Grilling and picnic areas Free boat slips for owners Kayak storage racks On-site management Reserved owner parking Ample guest parking Whether you're walking to nearby dining, kayaking on the bay, enjoying a sunset beach stroll, or simply relaxing and taking in the views, this exceptional property offers the best of both bayfront and beachfront living. Seasonal Rates: May 15 – October 31, 2026: $2,300/month November – December 2026: $2,750/month January 2027: $5,000/month Annual Rental Rate: $3,350/month Contact us today for availability and additional details.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1850 WEBBER ST, SARASOTA, FL 34239
$13,00059 Days on yellowkey MLS ID: A4693021
REDUCED by $2,000 (13.3%) on 06/14/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026Community: Poinsettia Park 2Spa: YesSingle Family
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Dyrk Dahl (941-320-7373)
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,85078 Days on yellowkey MLS ID: A4691461
REDUCED by $50 (2.6%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969Community: Bermuda On OspreySpa: NoCondo
Remarks: Beautiful unfurnished 2-bedroom, 2-bath condo available for annual rental in the well-located Oasis on Osprey community in Sarasota. This second-floor residence offers elevator access, a spacious living and dining area, a well-appointed kitchen, two comfortable bedrooms, two full bathrooms, and a screened balcony for relaxing outdoor space. The community offers a pool, small fitness room, coin laundry, one assigned parking space, and guest parking subject to availability. The location is one of the strongest features of this condo. It is just minutes from Siesta Key, Southside Village, Sarasota Memorial Hospital, Hillview, Downtown Sarasota, shopping, dining, grocery stores, and everyday conveniences. The Crossings at Siesta Key is approximately two blocks away, making errands, restaurants, and services very convenient. This is a great option for someone looking for a clean, well-located annual rental west of Tamiami Trail with easy access to beaches, medical facilities, downtown Sarasota, and daily conveniences. Annual lease preferred. Unfurnished.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alberto Garcia (941-730-5205)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$3,25034 Days on yellowkey MLS ID: A4696614
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974Community: Presidential TheCondo
Remarks: BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo Sarasota Bay views. Ideally located directly across from Lido Beach and a short walk to St. Armand Circle, Ted Sperling Park, and Lido Beach Park. Perfect for easy beach-to-door living!! With only 40 Units, this Boutique Community is your perfect hideaway. The property abounds with palm trees and exotic plants. There is elevator access or two sets of stairs. Recent Condo updates include custom reclaimed wood kitchen & bathroom cabinetry (from the Brooklyn Shipyard), newer appliances-stone tiled bathroom- air conditioning-hot water heater-and impact sliding doors. Being offered completely furnished (*except some artwork, antiques)- just bring your suitcases! The Bayrunner Trolley stops out front and is free. Enjoy Sarasota's extensive Arts, Restaurants and nightlife without ever worrying about parking after your day in the sun. Make an appointment to see this gem now.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
5524 TWILIGHT GREY LN, SARASOTA, FL 34240
$2,20034 Days on yellowkey MLS ID: A4696611
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1674 Built: 2018Community: Baytown SquareTownhouse
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Gated community with pool, located East of I – 75 with easy access to Bee Ridge Rd and the highway. This end unit 2-story townhouse, features screened in lanai overlooking pond with fountain. First floor is an Open concept, eat-in kitchen, large living room, and casual dining area connected to a covered lanai by pocket sliders. The well-appointed kitchen features a large island perfect for bar-style eating or entertaining, walk-in pantry, ample counter space, and 36” cabinets with crown molding. This home comes with stainless steel kitchen appliances including side-by-side refrigerator, built-in dishwasher, electric range, and microwave hood. First floor is completed by a half bath and a one-car garage with double wide driveway. Upstairs, the Owner’s Suite includes a spacious bedroom, walk-in closet and bath with a double vanity and shower. Two other bedrooms (one also with walk-in closet) share a second bath. Enjoy convenient access to the laundry room also located on second floor, equipped with top load washer and dryer. Available unfurnished, starting on August 1st, 2026. HOA approval is required. First, last and damage deposit to move in. The tenant pays utilities.
Listing is courtesy of: FLORIDA & NEW YORK REAL ESTATE (941-321-2383)
Listing Agent: Monika Szkorupova (941-321-2383)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$2,30069 Days on yellowkey MLS ID: A4691244
REDUCED by $200 (8.0%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1984Community: Crestwood VillasSpa: NoVilla
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry, new appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a turnkey lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.??????????????????
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
2541 FLOYD ST, SARASOTA, FL 34239
$2,000102 Days on yellowkey MLS ID: A4688717
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 916 Built: 1962Community: Rustic LodgeSingle Family
Elementary School: Alta Vista Elementary
Remarks: Available for immediate move in. 2 bed 1 bath house with fenced in backyard located in the Arlington Park neighborhood of Sarasota. Updates include newer appliances, ceramic tile floors throughout, granite counter tops, kitchen cabinets, lights, ceiling fans and fixtures. It is conveniently located within walking distance to Sarasota Memorial Hospital. A quick drive to Lido Key Beach & St. Armand's Circle and only 15 minutes to the pristine beaches of "world renowned" Siesta Key. A short 10-minute walk will take you to Arlington Park and Aquatic Complex, which features several pools, tennis & racquetball & basketball courts, playground, gymnasium, cycling and fitness center. Please call to schedule your showing today! Rent includes lawn care and pest control.
Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)
Listing Agent: Jonathan O'Steen (941-704-7036)
1350 MAIN ST #1407, SARASOTA, FL 34236
$5,25043 Days on yellowkey MLS ID: A4694993
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1165 Built: 2007Community: 1350 Main ResidentialSpa: NoCondo
Remarks: Stunning High-Rise Condominium in the Heart of Sarasota – Your Urban Oasis Awaits! Welcome to your dream condo at 1350 Main Street, located in the vibrant downtown Sarasota. This exquisite 2-bedroom, 2-bathroom residence offers a perfect blend of luxury, convenience, and modern living - ideal for professionals, retirees, or anyone looking to experience the best of Florida living. Step into this beautifully designed, sleek interior and modern amenties high-rise condo and be captivated by the open-concept layout that maximizes space and light. Enjoy the elegance of the kitchen, which is equipped with top-of-the-line built-in LG and Bosch appliances. The primary bedroom boasts a spacious walk-in closet and easy access to a well-appointed bathroom, ensuring privacy and comfort. A second bedroom, offers flexibility for guests, office space, or family. Both bathrooms are beautifully designed, featuring modern fixtures and finishes. Step out onto your private balcony to soak in the vibrant atmosphere of downtown Sarasota. Living at 1350 Main Residential means embracing a lifestyle filled with amenities, 24-hour security, fitness center, cable TV, internet, maintenance of grounds, and so much more. Enjoy the convenience of being just a stone's throw away from the marina, public transit, and beautiful sidewalks perfect for morning strolls or evening runs. You’ll love being in the heart of a vibrant community while having easy access to nearby restaurants, shopping, and cultural attractions. Call today and experience firsthand the luxurious lifestyle that awaits you at 1350 Main - where modern comfort meets urban sophistication!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
2655 BAY ST, SARASOTA, FL 34237
$6,45039 Days on yellowkey MLS ID: A4695927
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 3432 Built: 2024Community: Pine LawnSingle Family
Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 6-bedroom, 5-bathroom residence. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE stainless steel appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system. The oversized backyard presents endless possibilities. The covered lanai and outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway and side parking port offers ample parking for multiple vehicles, making this home ideal for families and guests. Located just minutes from downtown Sarasota and a short drive to Siesta Key and Lido Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle and luxury.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
1720 MORRILL ST #4, SARASOTA, FL 34236
$1,39539 Days on yellowkey MLS ID: TB8514710
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1957Community: Morill EnclaveHalf Duplex
Remarks: Morrill Enclave is located in the heart of downtown Sarasota, this 1 bed/ 1 bath unit is only two blocks south of Main Street between Orange and Osprey. There are a total of 12 units with two units in each building plus a laundry facility. The property borders Laurel Park and is just around the corner from restaurants, shops, the farmers market, galleries, Whole Foods, Sarasota Bay, Burns court, and much much more. Located one block south of Ringling Blvd. and only a short walk to downtown, this is an affordable apartment for anyone working or just wanting to be near the downtown business and commercial area. The unit is currently occupied and the tenant requests 24 hour notice prior to showing. This is a non-smoking unit and no pets are allowed. First, last and security are required and may be paid in two installments for qualified tenants.
Listing is courtesy of: TAGER REALTY, INC. (813-817-5566)
Listing Agent: John Kurz (941-915-3439)
5377 CRESTLAKE BLVD #69, SARASOTA, FL 34233
$2,995825 Days on yellowkey MLS ID: A4604575
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1984Community: Crestwood VillasVilla
Remarks: Available for the 2027 Season! Enjoy this spacious 2-bedroom, 2-bath home with a garage overlooking a peaceful lake. This beautiful property features both a family room and a living room, along with the convenience of an in-unit washer and dryer. Perfectly located near Siesta Key, shopping, dining, and easy interstate access—everything you need is just minutes away! Don’t miss out on this rarely available!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59571 Days on yellowkey MLS ID: A4692456
REDUCED by $155 (8.9%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
1770 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$3,495197 Days on yellowkey MLS ID: A4676349
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1970Community: Lido Harbour TowersCondo
Remarks: STILL AVAILABLE FOR SEASON 2027!! Welcome to this beautifully maintained two-bedroom, two-bath residence located on the second floor of Lido Harbour Towers, where the very best of Florida’s Gulf Coast lifestyle surrounds you. To the west, experience endless sparkling waters and powdery white sand beaches. To the east, the natural beauty of Ted Sperling Nature Preserve offers kayaking through mangrove tunnels and peaceful walking trails with abundant wildlife. South Lido Key Beach Park awaits just to the south, while to the north, St. Armands Circle delivers upscale shopping, eclectic dining, and vibrant island culture. Inside, this charming coastal home features a bright white kitchen with generous cabinetry and a walk-in pantry. The open-concept living and dining area provides a comfortable, inviting space, while the lanai offers a tranquil setting framed by swaying palm trees and calming water views. Open the sliding glass doors to enjoy refreshing sea breezes with your morning coffee or unwind in the evening as the sky fills with breathtaking sunset colors. The primary suite is a peaceful retreat designed for rest and relaxation, while the guest bedroom comfortably accommodates visitors and includes convenient access to a full second bath. Community amenities include a beachfront swimming pool, clubhouse with full kitchen, and outdoor grilling area. Additional conveniences include secured building entry, assigned covered parking, and a private storage locker located just outside the front door. Whether you prefer quiet days at the beach or lively evenings at St. Armands Circle or downtown Sarasota, this island residence offers a truly effortless coastal lifestyle. SEASONAL RATE $6,500.00
Listing Agent: Heidi Thompson (941-807-2241)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00049 Days on yellowkey MLS ID: A4694729
INCREASED by $2,000 (13.3%) on 05/30/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
5624 CAPE LEYTE DR, SARASOTA, FL 34242
$17,000136 Days on yellowkey MLS ID: A4684371
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 1963Community: Siesta IslesSpa: NoSingle Family
Remarks: Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor shower, and BBQ entertaining area — perfect for hosting guests after a day at the beach. Located in one of Siesta Key’s most desirable walkable neighborhoods, you’re just steps from beach access, restaurants, cafes, and island attractions. Park once and enjoy everything on foot. Ideal as a high-performing short-term rental investment or a private island escape. Prime walkable luxury properties near Siesta Key Beach consistently command strong rental demand and premium rates. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
1659 2ND ST #109, SARASOTA, FL 34236
$3,995104 Days on yellowkey MLS ID: A4688490
REDUCED by $455 (10.2%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1845 Built: 2019Community: Central Park SubApartment
Elementary School: None
Middle School: None
Remarks: One Month Free on 14 month lease and immediate move in...Spacious townhome located in BOLD Lofts West, one of Sarasota’s most distinctive modern communities. 3 Bedroom + Bonus room that’s perfect for your home office, extra guest space, or den. *Modern open-concept layout designed for comfortable city living. *Bright living areas with large windows and contemporary finishes. *Designer kitchen with sleek cabinetry, premium countertops, and stainless-steel appliances. *Private townhome entrance offering the feel of a single-family home with the convenience of downtown living. *Multiple levels of living space providing privacy and flexibility. *In-unit laundry for everyday convenience. *Direct access parking options available. Walkable downtown lifestyle — minutes from dozens of restaurants, cafés, art galleries, and entertainment. Close to Sarasota Bay, Marina Jack, and the city’s vibrant waterfront. Easy access to St. Armands Circle, Lido Beach, and cultural venues like the Sarasota Opera and theaters. Ideal for professionals, creatives, and anyone seeking a stylish urban lifestyle in Downtown Sarasota.
Listing Agent: John Brink (941-928-5555)
111 S PINEAPPLE AVE #1210, SARASOTA, FL 34236
$15,00050 Days on yellowkey MLS ID: A4692917
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2803 Built: 2019Community: Mark Sarasota CondoSpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Luxurious Penthouse Living at The Mark Sarasota ..Unparalleled Elegance in the Heart of Downtown Sarasota. Step into a world of opulence with this exquisite penthouse at The Mark Sarasota, where luxury meets lifestyle in a highly sought-after location. Nestled on the 12th floor, this stunning condominium offers breathtaking water views and an expansive 1,500 Sq. Ft. covered terrace - truly an entertainer's paradise. As you enter this three-bedroom, three-and-a-half-bathroom residence, you will be captivated by the spectacular main living area, adorned with floor-to-ceiling windows that flood the space with natural light, framing the picturesque Sarasota skyline and shimmering bay views. The contemporary design seamlessly blends elegance and comfort, inviting you to unwind and entertain. At the heart of this penthouse lies a state-of-the-art kitchen that is the epitome of sophistication. It features Nolte European cabinetry and luxurious quartz countertops. The large entertainment island, complete with an undercounter wine cooler, provides ample space for hosting gatherings. Equipped with premium Jenn-Air appliances, including an induction cooktop, the kitchen is designed for both functionality and style. Retreat to the master suite, a serene sanctuary designed for relaxation. Indulge in the lavish spa-like dual sink master bath, boasting a spacious walk-in shower with a stunning view of the bay. Privacy is paramount, featuring two generously sized guest suites, each with its own en suite bath - ideal for accommodating family and friends. A tucked-away den offers versatility, perfect for an in-home theater or a dedicated home office. Residents of The Mark Sarasota enjoy a host of exclusive amenities that elevate living to extraordinary heights. The modern fitness center, 24-hour access-controlled lobby, and concierge services ensure convenience and security. Meanwhile, the resort-style infinity lap pool, complete with private cabanas and a fire pit lounge, invites you to bask in the breathtaking Sarasota sunsets.The Residents' Club Room features a catering kitchen and club bar, perfect for special events and gatherings with loved ones. Every aspect of living in this penthouse has been thoughtfully designed to enhance your lifestyle. Experience the best of Sarasota's vibrant downtown scene right at your doorstep. With world-class dining, shopping, and cultural attractions just an elevator ride away, every day feels like a vacation in this prime location. This remarkable unit also includes deeded parking for two vehicles, complete with an electric car charger for eco-conscious residents. Don't miss this rare opportunity to live in one of Sarasota's most luxurious penthouses. Schedule your private tour today and discover the extraordinary lifestyle that awaits you at The Mark Sarasota. Your dream home is just a lease away!
8776 MIDNIGHT PASS RD #C107, SARASOTA, FL 34242
$3,500337 Days on yellowkey MLS ID: A4661654
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1338 Built: 1975Community: Island Reef ISpa: NoCondo
Remarks: Available 8/10-12/25/26. Not Available January 1-through April 5th... 2027. Experience the best of Siesta Key living at the Island Reef Association on Turtle Beach. This beautifully designed condo is offered fully turnkey furnished, showcasing exceptional attention to detail and high-quality finishes throughout. Island Reef delivers Beach-to-Bay luxury resort-style living with amenities that include two heated pools, a fitness center, covered parking, and private beach access. Just across the street, enjoy pickleball or tennis on the newly resurfaced courts, or head to the Island Reef boat docks for kayak launching or to tie up your own boat—or a rental—during your stay. Inside, you’ll find generously sized primary and guest suites in this 2-bedroom, 2-bathroom condo, enhanced with plantation-style shutters, tropical-inspired décor, and tasteful art glass lighting fixtures. The kitchen boasts granite countertops and a high-end appliance package, making cooking a pleasure. A convenient in-unit laundry adds to the ease of living. All of this is just steps from the private Turtle Beach access, where you can enjoy biking, boating, beach days, swimming, tennis, pickleball, and vibrant community social events. Yes… you can have it all!
1726 FLOYD ST, SARASOTA, FL 34239
$8,000307 Days on yellowkey MLS ID: A4664721
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1461 Built: 1954Community: Midwood ManorSingle Family
Remarks: SEASONAL RENTAL - Available June 1, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres! THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The home has all-new furnishings and is fully turnkey equipped to ensure a comfortable and enjoyable stay. Guests will also enjoy indoor-outdoor living with a charming front porch, al fresco dining on the beautiful back deck, and a large, well-maintained yard ideal for outdoor relaxation and entertaining. PRIME LOCATION: Located in the heart of Hudson Bayou, where you can enjoy the best of Sarasota at your doorstep! Walk to Sarasota Memorial Hospital, Marie Selby Botanical Gardens and the lively Southside Village, home to some of the city's top restaurants, bars, cafés, and shops. You're also just minutes away from Downtown Sarasota, world-famous Siesta Key Beach, Lido Key Beach, St. Armands Circle, and A-rated Southside Elementary School. PLEASE NOTE: No smoking/vaping of any kind anywhere on the property. Seasonal Rental Rates: Dec-Apr $9,000 (3 month minimum for rentals Dec - April); May-June $8,000; July-Aug $6,500, Sept-Nov - $8,000.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
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