Location: Sarasota , 34236
Do Not Show Listings
101 BENJAMIN FRANKLIN DR #66, SARASOTA, FL 34236
$1,250,000114 Days on yellowkey MLS ID: A4682218
0 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1351 Built: 1968 Tax: $15,325 (2025)Community: St Armand TowersCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,325
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. DIRECT GULF-FRONT residence in the highly sought-after #6 stack at St. Armands Tower South on Lido Beach. This stack provides full Gulf views from every room. Open-concept living with sliding glass doors leading to a 40-foot private balcony overlooking the beach and Gulf. The balcony provides outdoor access from both bedrooms and the main living area. The kitchen features custom cabinetry with glass-front uppers, stone countertops, mosaic tile backsplash, stainless steel appliances, breakfast bar seating, and track lighting. The kitchen opens directly to the dining and living areas, allowing uninterrupted Gulf views from the primary living spaces. The primary bedroom offers direct balcony access, Gulf views, and a walk-in closet with ample storage. The primary bathroom includes a stone vanity, framed mirror with tile surround, built-in storage cabinetry, and a glass-enclosed shower. Large-format tile flooring runs throughout the main living spaces and bedrooms, and the residence is filled with natural light. The residence is equipped with electric hurricane shutters to all windows and sliders for added protection and ease of operation.One covered carport space is included, along with a private storage closet. St. Armands Tower South is a well-managed, pet-friendly community (up to 25 lbs). Building amenities include a Gulf-front heated pool, updated lobby, community room with kitchen, library, fitness center, laundry facilities on each floor, and on-site management and maintenance supervision. The property is located two blocks from St. Armands Circle, offering convenient access to dining, shopping, and local events. Downtown Sarasota is approximately three miles away. Furniture and accessories may be available under separate sale.
Listing is courtesy of: INVESTMENTS IN SARASOTA (941-894-6059)
Listing Agent: Lee Mirman (941-587-0740)
432 ADELIA AVE, SARASOTA, FL 34236
$650,000255 Days on yellowkey MLS ID: A4667029
1 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2063 Built: 1932 Tax: $7,585 (2024)Community: Pritchard FrankApartment
Taxes:$7,585
Tax Year: 2024
Remarks: Under contract-accepting backup offers. INVESTORS!! Huge price reduction! This Gillespie Park 4-unit features a 2/1, two 1/1s, and a detached efficiency with storage. Two units are vacant and easy to show. Newer roof and water heater. The units have had small updates, but this special property is a blank canvas. Unique corner lot with an alley way to the rear offers the ultimate privacy and flexibility. Leave as is or update what’s there, build a new multi-unit and maximize rents through weekly AirBnb or long term tenants, or build your dream home steps from Main Street. The Gillespie Park neighborhood is becoming one of Sarasota's most vibrant spots - walking distance to downtown restaurants and shops and the Rosemary District. Multimillion-dollar homes are lining the streets and the area will continue to revitalize. Buyer to verify all information independently.
Listing is courtesy of: COASTAL CONNECTION REALTY (941-896-9991)
Listing Agent: Randy Buff (941-704-4310)
129 TYLER DR #101, SARASOTA, FL 34236
$425,0009 Days on yellowkey MLS ID: A4695729
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 766 Built: 1979Monthly Fee: $1,000 Tax: $4,533 (2025)Community: Lido RoyaleCondo
Taxes:$4,533
Remarks: Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you're enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you'll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Mirjana Spurnic (973-234-8065)
750 N TAMIAMI TRL #1007, SARASOTA, FL 34236
$525,00013 Days on yellowkey MLS ID: A4695449
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 815 Built: 2001 Tax: $5,845 (2025)Community: Renaissance 1Condo
Taxes:$5,845
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Come experience Downtown Sarasota with your own 10th-Floor, 1Bedroom/1Bath unit. Experience BAY VIEWS from your private balcony, in a building with all the luxuries of a high-priced hotel. This 17-story high-rise condo building has extensive amenities, reception desk, 24/7 security, keyless fob entry system, and on-site manager. The location cannot be beat as you are only steps away from the new 53-acre waterfront Bayfront Park, offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Within the condominium outdoor grounds is a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Restaurants of local flavor and more exotic bistros are close by via walking or with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, and driving three short miles, or riding the Downtown trolley, will bring you to St Armands Circle, with more restaurants, world-class shopping, and Sarasota's famous Lido Beach. This is Florida living at its finest! Additional photo coming soon.
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Marion Fitzpatrick (941-284-8323)
770 S PALM AVE #2, SARASOTA, FL 34236
$999,500118 Days on yellowkey MLS ID: A4682673
INCREASED by $20,500 (2.1%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1584 Built: 1975 Tax: $15,829 (2025)Community: Embassy HouseSpa: YesCondo
Taxes:$15,829
Remarks: One or more photo(s) has been virtually staged. Welcome to Penthouse #2. This FULLY Furnished unit is offered with many recent upgrades, the rarely available top-floor penthouse at the iconic Embassy House delivers elevated downtown living with breathtaking waterfront views. Located on the 18th floor, one of four penthouses in the building, this two-bedroom, two-bath residence showcases sweeping, unobstructed views of Sarasota Bay, the John Ringling Bridge, and the Gulf of America and beyond. With no neighbors above, you’ll enjoy exceptional privacy and a daily front-row seat to Sarasota’s world-famous sunsets and vibrant coastal skies. Natural light pours into the open living and dining areas, creating a bright, welcoming atmosphere. The enclosed sunroom is ideal for relaxing or entertaining while taking in panoramic bay views. Both bedrooms open to a private terrace, offering peaceful morning sunrises and sparkling downtown city views. Embassy House is celebrated for its premier bayfront location and strong sense of community. Amenities include a heated saltwater pool, fitness center overlooking the bay, electric vehicle charging station, guest parking, outdoor grilling area, catering kitchen, and a recently updated modern lobby. Residents also benefit from concierge service, an on-site manager, and semi-private elevator access serving just two residences per floor. A shared laundry room for PH1 and PH2 is maintained by the HOA, including service and replacement of washers, dryers, and A/C units. Rent includes cable, internet, water, sewer, and trash for a truly effortless lifestyle. Just steps from Selby Gardens, Bayfront Park, Marina Jack, and downtown Sarasota’s renowned dining, arts, and cultural attractions, this penthouse offers the perfect blend of vibrant city energy and serene waterfront beauty. ********************Also Available for lease at $5,900 a month******************Owner financing Available*******************
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Clayton (631-335-5325)
11 SUNSET DR #502, SARASOTA, FL 34236
$849,00089 Days on yellowkey MLS ID: A4686336
0 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1980 Tax: $9,583 (2025)Community: Sunset TowersCondo
Taxes:$9,583
Remarks: Under contract-accepting backup offers. UNMATCHED WATERFRONT VIEWS & Premier Sarasota Location – Turn-Key Furnished. Welcome to Unit 502 at Sunset Towers—an exceptional high-floor waterfront condo offering breathtaking, panoramic views of Sarasota Bay, the iconic Ringling Bridge, and glowing Gulf Coast sunsets. Available for rent, purchase, or rent with option to purchase. Facing west, this residence captures some of the most desirable vistas in the entire building. Whether you're looking for a move-in ready home, a fully furnished seasonal getaway, or a savvy rental investment, this turn-key unit delivers flexibility and value. Step inside to a light-filled layout that maximizes views from nearly every room. The spacious living and dining area flows seamlessly to a private balcony—perfect for enjoying coastal breezes and front-row sunset shows. Both bedrooms are generously sized. The home is ready to enjoy as-is, or primed for your personal updates and design vision. Sunset Towers is a pet-friendly, well-maintained community located directly on Sarasota Bay. Residents enjoy resort-style amenities including a heated saltwater pool, private beachfront area, kayak launch and storage, elevated sun deck, fitness center, and covered parking. The building has passed its milestone inspection and is managed with care and attention to detail. From this ideal location, you're just steps from downtown Sarasota’s vibrant arts, dining, shopping, and cultural scene—including Marina Jack, the Farmer’s Market, theaters, museums, and more. The John Ringling Bridge leads directly to Lido Beach and St. Armands Circle, with a free trolley stop right out front for added convenience. Don’t miss this rare opportunity to own a high-floor, west-facing waterfront unit in one of Sarasota’s most sought-after buildings.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Vincent Vizzaccaro, Pa (941-900-7060)
767 JOHN RINGLING BLVD #25, SARASOTA, FL 34236
$395,000371 Days on yellowkey MLS ID: A4655140
2 Days Off yellowkey (back on 6/4/2026)
INCREASED by $45,000 (12.9%) on 05/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $4,722 (2024)Community: Sarasota Harbor WestSpa: NoCondo
Taxes:$4,722
Remarks: Under contract-accepting backup offers. Waterfront Sarasota location, new boat docks available. High and dry 2nd floor location, with elevator, open water view of the bay and intercoastal waterway. Watch dolphin and manatees play from the balcony. Kayak launch area. Fish from right outside of your unit. Community clubhouse and large pool, shuffleboard area, grills. Lots of community activity, games, and social events. Approx. 2 block walk to St. Armand's Circle, and 6 blocks to Lido beach. Free Bay Runner Trolley also picks up in front of the complex to go to the beach or to downtown Sarasota mainland. Open 816 s.f. floorplan, with large main bedroom, 2nd bedroom, bath, living room, dining area and kitchen. Storm impact windows.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Lyn Riley (352-838-3359)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$449,00012 Days on yellowkey MLS ID: A4694462
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: David Butler Jr (941-350-9503)
503 N OSPREY AVE, SARASOTA, FL 34236
$1,199,999185 Days on yellowkey MLS ID: A4674885
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2958 Built: 1949 Tax: $8,951 (2024)Community: Central Park SubSpa: NoMulti-Family 5+
Taxes:$8,951
Remarks: FIVE UNIT APARTMENT COMPLEX. DTN zoned corner lot in downtown Sarasota. Fully rented month to month annual agreements paying below market value. City zoning allows weekly rentals. Purchase and earn rental income OR develop in DTN zoning. Common area laundry as an amenity for tenants. Bldg #1 has 2 units, each are 1 bedroom/1 bath. Bldg 2 has 2 units, each are 2 bedroom/1 bath. Bldg #3 is the cottage/studio. This property is in fast growing downtown Sarasota a few blocks to Main Street with downtown restaurants, shops and bars. 2 blocks from Sarasota City park with tennis courts, playground and dog park all situated around a lake! Many multimillion dollar homes and deluxe condo developments in and surrounding Gillespie Park. Close to beaches and beautiful Sarasota Bay. Investment property with huge income potential and huge future DTN development. Seller is offering owner/seller financing to prospective buyers. 60% minimum down payment requirement. All financing terms are extremely attractive. Minimum balloon options will be considered. Seller will not go into 2nd position as lender.
Listing Agent: Patrick Ritchey (941-284-7287)
540 N TAMIAMI TRL #1702, SARASOTA, FL 34236
$3,999,000257 Days on yellowkey MLS ID: A4664642
REDUCED by $201,000 (4.8%) on 06/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3962 Built: 2020 Tax: $51,184 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$51,184
Remarks: Welcome to the BLVD, where breathtaking views define the home experience! This architecturally stunning, modern condominium stands perfectly positioned in the Bayfront District of downtown Sarasota. Indulge in a luxurious residence soaring above Sarasota Bay, ideally located on the 17th floor, featuring expansive glass walls that offer breathtaking and unobstructed bay views to the north and west, and city views to the east. At this premier address, residents are among the elite who are privileged with an exclusive standard of living. This iconic building offers high-quality interior finishes and advanced coastal construction and design. From the moment you step through the entrance of the private access elevator, the tone is set for the entire space and lifestyle. The flow-through floorplan highlights magnificent bayfront and city views, with impact windows and sliding glass doors leading to several large terraces. Elegant tile flooring and glass railings create a seamless connection between the indoor and outdoor spaces, framing boundless vistas. The expansive great room boasts lofty ceilings, custom lighting, and large tile flooring – ideal for entertaining guests. A culinary showpiece, the kitchen features designer tile backsplash that complements the sleek cabinetry and designer lighting, adding sophistication throughout. An oversized island, complete with high-end quartz countertops and ample storage, anchors the space. For wine enthusiasts and culinary connoisseurs, this remarkable kitchen also features top-of-the-line Thermador appliances with a 6-burner gas cooktop, built-in wall oven, wine fridge, and two spacious pantries with custom shelving. The expansive primary bedroom is complete with two exquisite custom walk-in closets, with a spa-like bath boasting a soaking tub and an oversized glass shower. Two oversized bedroom suites feature private terrace access and luxurious spa-like baths. A powder room and spacious laundry room round out the interior. Quality and comfort are at the forefront, evident with a state-of-the art smart automation system with Lutron lighting, and motorized shades system. Additional highlights include three glass-railed terraces, custom lighting and 8' solid-core doors. BLVD hosts only forty-nine residences and sets itself apart with its unparalleled hotel-inspired amenities and full-time concierge. Residents will enjoy a social club room with a service bar, well-equipped fitness center, conference room, temperature-controlled wine room with private lockable showcases, indoor driving range, and a dog grooming room. The expansive outdoor terrace offers additional outdoor lounge seating and convenient pet facilities. For those seeking ultimate relaxation, the rooftop, home to the best rooftop pool area in Sarasota, features a zero-horizon pool, lounge seating, covered outdoor summer kitchen, and fire pit. 1702 embodies the essence of Sarasota’s lifestyle, where luxury meets sophistication. Strolling on the waterfront, exploring the diverse cuisine, or attending the cultural events in downtown Sarasota makes the BLVD a destination as well as home. And COMING SOON-1000 NORTH Sarasota, an exclusive members-only club located on the bottom floor of the BLVD, and centered in the heart of the city’s cultural corridor. This private retreat will offer elevated dining, handcrafted cocktails, personalized concierge services, and private wine storage, delivering a blend of luxury, comfort, and sophistication.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Stacy Hanan (941-266-0529)
1541 BAY POINT DR, SARASOTA, FL 34236
$7,199,999512 Days on yellowkey MLS ID: A4634377
Bed: 4 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 6368 Built: 1996 Tax: $52,260 (2023)Community: Bay Point Park 2Spa: YesSingle Family
Taxes:$52,260
Tax Year: 2023
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Waterfront Luxury Home in Sarasota’s Prestigious Bay Point! This waterfront luxury home on coveted Bay Point Drive offers the perfect blend of timeless Georgian Colonial architecture and modern, high-end upgrades. With over 6,300 sq. ft. of high-and-dry living space, this move-in ready residence remained untouched by recent hurricanes—an exceptional advantage in a prime coastal location. Inside, the home showcases high ceilings, an open floor plan, and multiple living spaces designed for both comfort and sophistication. The grand foyer leads to a formal dining room ideal for entertaining and a classic living room perfect for quiet gatherings. The expansive great room flows seamlessly into the chef’s kitchen, featuring premium appliances, abundant counter space, and a true gourmet layout designed for everyday living and hosting. The home offers four bedrooms, all with en-suite bathrooms, each recently updated with luxury finishes, and upgraded fixtures. A private home theater/media room provides an immersive retreat for movie nights and entertaining. The oversized primary suite is a standout, boasting a spa-like bathroom and an extraordinary walk-in closet with room for even the most extensive wardrobe. Every detail throughout the home reflects thoughtful design and elevated comfort. Car enthusiasts will appreciate the eight-car garage, offering extensive room for collectors, storage, or creative hobbies. Outdoors, the property embraces its waterfront setting along the picturesque Hudson Bayou. Enjoy breathtaking water views, enhanced by lush, refreshed landscaping and the iconic Selby Gardens as your backdrop. This is truly a boater’s paradise, offering direct deep-water access to Sarasota Bay in under two minutes via a private dock with a 27,000 lb lift (removable for a 70’ shallow-draft boat), 4’ depth at mean low water, and approximately 6' in the channel. The manicured landscape, shaded seating areas, and expansive terraces create a resort-style outdoor living experience perfect for both everyday relaxation and unforgettable events. This enchanting property has hosted weddings, milestone celebrations, and family gatherings—all framed by the natural beauty of the bayou. Situated between Harbor Acres and Downtown Sarasota, the home offers unmatched convenience—just minutes from world-class beaches, dining, shopping, marinas, parks, and cultural attractions. More than a home, this is a legacy waterfront estate where luxury, lifestyle, and location come together in the most extraordinary way. Welcome to Bay Point!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000152 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$699,00084 Days on yellowkey MLS ID: A4686980
REDUCED by $50,000 (6.7%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Taxes:$6,085
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
33 S PALM AVE #701, SARASOTA, FL 34236
$1,995,00017 Days on yellowkey MLS ID: A4692948
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
Taxes:$0
Remarks: Experience elevated downtown living in this exceptional residence at The DeMarcay. Unit 701 offers three spacious bedrooms and an elegant blend of modern finishes with timeless sophistication, creating the ideal balance of luxury and comfort. Expansive windows fill the home with natural light while framing breathtaking waterfront views of Sarasota Bay, the marina, downtown skyline and the iconic Ringling Bridge. Designed for entertaining and everyday living, the open-concept floor plan flows seamlessly onto a private balcony where you can enjoy vibrant sunsets and the energy of downtown Sarasota below. The chef-inspired kitchen features sleek contemporary design, premium finishes, a walk-in pantry and refined details throughout. Enhancing the residence is a state-of-the-art Lutron motorized shade system by Haven Smart, offering effortless convenience and modern luxury at touch of a button. The owner's suite is a private retreat featuring a beautifully upgraded custom closet and spa-inspired ambiance. Additional highlights include two assigned parking spaces in the secured garage, EV charger capability and an air-conditioned storage locker. With no pet restrictions, this residence offers flexibility for every lifestyle. Residents of The DeMarcay enjoy an unmatched collection of luxury amenities, highlighted by a stunning rooftop pool and entertaining deck overlooking the marina, Sarasota Bay, downtown skyline and the sparkling Ringling Bridge. The building also offers 24/7 valet service and on-site staff, delivering a lock-and-leave luxury lifestyle. Ideally in the heart of downtown Sarasota, this exceptional residence places you moments from world-class dining, boutique shopping, theaters, art galleries and the city’s vibrant cultural scene. Luxury waterfront living meets modern downtown convenience in one of Sarasota’s sought-after addresses.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,00078 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
1350 MAIN ST #502, SARASOTA, FL 34236
$487,000103 Days on yellowkey MLS ID: A4684303
REDUCED by $8,000 (1.6%) on 05/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing Agent: John Forberger (305-905-1842)
340 MORNINGSIDE DR, SARASOTA, FL 34236
$4,925,000214 Days on yellowkey MLS ID: A4671655
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3280 Built: 1993Monthly Fee: $42 Tax: $55,749 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$55,749
Remarks: Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
223 SEAGULL LN, SARASOTA, FL 34236
$1,325,000376 Days on yellowkey MLS ID: A4654386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1961Monthly Fee: $89 Tax: $16,366 (2024)Community: Bird Key SubSingle Family
Taxes:$16,366
Remarks: Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home that takes full advantage of the scenery and views. Already have a main residence? This could be the perfect spot for a guest house, studio, or even a car collector’s garage with room for your growing collection. The Bird Key location is convenient and has easy access to so many shops and galleries. Beach access for the beachgoers is enjoyable on Lido Key, which offers beautiful beaches and recreational activities, St Armands for upscale shopping and dining, Also , the Longboat Key Club is a very short distance away, which offers golf and tennis plus several restaurants. Waterfront living is at its best living on Bird Key, which also has a marina and clubhouse.
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$1,999,000146 Days on yellowkey MLS ID: A4678825
REDUCED by $250,000 (11.1%) on 06/03/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2112 Built: 2019 Tax: $20,731 (2025)Community: Mark SarasotaSpa: YesCondo
Taxes:$20,731
Remarks: Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.
Listing Agent: Emmy Fitzpatrick (608-577-0053)
1100 BENJAMIN FRANKLIN DR #604, SARASOTA, FL 34236
$1,370,000257 Days on yellowkey MLS ID: A4666274
1 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1456 Built: 1976 Tax: $14,332 (2024)Community: Lido Surf & SandCondo
Taxes:$14,332
Remarks: Under contract-accepting backup offers. Luxurious Gulf-Front Corner Condo with Sweeping Views – Lido Surf & Sand. Experience the pinnacle of beachfront living in this rarely available southwest corner residence at Lido Surf & Sand, offering unparalleled panoramic views of the Gulf of Mexico, Lido Beach, and all the way to Siesta Key. Perched on the 6th floor of the coveted gulf-front atrium building, this 2-bedroom, 2-bathroom end-unit boasts 1,456 sq. ft. of elegant interior living space plus an additional 372 sq. ft. of expansive wraparound balconies—perfect for soaking in both sunrise and sunset. One of only four corner units per floor, this light-filled condo features floor-to-ceiling beach views from every main living space, creating a true indoor-outdoor lifestyle. The open-concept layout flows seamlessly from the dining area and spacious great room to the full-width beachfront balcony—ideal for both intimate evenings or entertaining a crowd. The custom gourmet galley kitchen is thoughtfully designed with beautiful countertops, custom lighted cabinetry, and generous storage, making it both beautiful and functional, new appliances, perfect for entertaining. Enjoy peace of mind with a new water heater (2023), brand new A/C unit, and upgraded hurricane-impact windows, sliders, and front door. Wake up to coffee on your private lanai with endless beach views or wind down with the gentle sounds of the surf in the evening. A newly planned social room will elevate your outdoor living experience even further. Just two blocks from a private nature preserve—perfect for peaceful walks or kayaking—and moments from St. Armands Circle, where you can explore boutique shopping and exceptional dining. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this one-of-a-kind residence offers the best of both. Your Lido Key beachfront lifestyle awaits. Schedule your private tour today.
Listing Agent: Ingrid Walker (941-330-4680)
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