Location: Sarasota, 34236
Do Not Show Listings
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,995,000130 Days on yellowkey MLS ID: A4675254
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$34,055
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
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)
707 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$795,00092 Days on yellowkey MLS ID: A4683134
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1247 Built: 1974 Tax: $6,546 (2025)Community: Essex HouseCondo
Taxes:$6,546
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. " MOTIVATED SELLER " DOWNTOWN BAYFRONT !! Experience the best of downtown Sarasota living in this stunning 2-bedroom, 2-bath corner residence at Essex House, perfectly positioned on Sarasota Bay. This rare unit offers breathtaking, unobstructed panoramic water views through floor-to-ceiling hurricane-resistant windows and one of the few downtown condos with no future development to block your scenery. Just steps from the bay, you'll enjoy effortless access to art galleries, charming coffee shops, top-rated restaurants, Bayfront Park, Marina Jack, Selby Gardens, Burns Court Cinema, Main Street, and more. Inside, the home features an updated kitchen with marble backsplash and stone countertops, beautifully renovated bathrooms with marble-tiled showers, and a spacious primary suite with an upgraded walk-in closet. Step onto your west-facing balcony to savor spectacular sunsets shimmering over the bay. Resort-style amenities include a social room, heated pool, fitness center, outdoor kitchen and gazebo, plus covered assigned parking offering the perfect blend of luxury, lifestyle, and location in the heart of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Shannon Book (941-390-8711)
33 S PALM AVE #1701, SARASOTA, FL 34236
$6,250,000165 Days on yellowkey MLS ID: A4674550
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3407 Built: 2024 Tax: $47,568 (2025)Community: DemarcayCondo
Taxes:$47,568
Remarks: UNPARALLELED LUXURY HIGH ABOVE SARASOTA BAY!! Are you looking for the best views in Sarasota? Look no further...Soaring 17 stories above Sarasota's most coveted address, this extraordinary 3,407-square-foot residence redefines elegance. Residence 1701 at 33 South Palm Avenue presents a rare opportunity to own one of the finest penthouses in Sarasota, where breathtaking panoramic views meet impeccable Italian craftsmanship. From the moment you enter, floor-to-ceiling windows framed by 12-foot ceilings unveil a mesmerizing 360-degree canvas. Watch sailboats glide across Sarasota Bay, admire the barrier islands stretching toward the Gulf of Mexico, observe the vibrant marina below, and take in the glittering city skyline. These aren't just views—they're an ever-changing masterpiece visible from every room. The gourmet kitchen stands as a testament to culinary excellence, featuring custom Italian cabinetry, premium Miele cabinet-panel appliances including gas cooking, dual ovens, and dual dishwashers. Quartz countertops and walls provide both beauty and durability, while a full standing freezer in the walk-in pantry ensures you're always prepared for any occasion. Wine connoisseurs will marvel at the custom 2,600-bottle climate-controlled wine room—a sophisticated showcase for your collection and the perfect conversation piece for entertaining. This three-bedroom haven offers ultimate privacy with en-suite bathrooms for each bedroom, all appointed with spa-like finishes that transform daily routines into restorative rituals. A dedicated office with a private balcony and custom built-in wall units and desk provides the perfect work-from-home sanctuary, while a convenient powder room accommodates guests. The living spaces feature custom built-in entertainment centers and bar cabinetry, seamlessly integrating technology and function with Italian design sensibility. Ascend to the rooftop oasis where a sparkling pool, spa, and outdoor kitchen await against a backdrop of endless sky and sea. The rooftop lounge with catering kitchen makes entertaining effortless, while the fitness center keeps you at your best. Two assigned valet parking spaces ensure convenience and security. This is more than a residence—it's a front-row seat to Sarasota's cultural renaissance, steps from world-class dining, performing arts, and the marina. Experience the pinnacle of luxury living where every detail has been carefully considered and every view takes your breath away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$429,00074 Days on yellowkey MLS ID: A4685441
REDUCED by $15,000 (3.4%) on 05/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974 Tax: $5,928 (2025)Community: Presidential TheCondo
Taxes:$5,928
Remarks: QUICK SALE NEEDED! Seller will entertain any reasonable offer. BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo view of the Gulf of Mexico. 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 Agent: Wayne Fastzkie (941-315-0442)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000136 Days on yellowkey MLS ID: A4676227
0 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1911 Built: 2007 Tax: $10,844 (2025)Community: AlinariSpa: NoCondo
Taxes:$10,844
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. An exceptional residence offering the scale and livability of a single-family home within a full-service community. This expansive, west-facing home spans 1,911 square feet and is thoughtfully designed with high ceilings, large windows, and abundant natural light. The open, flexible floor plan allows for multiple gracious living and sitting areas, or the opportunity to create a third bedroom — offering rare versatility to suit an evolving lifestyle. A wraparound, west-facing balcony — accessible from both the living room and the primary suite — extends the living space outdoors and showcases beautiful water and treetop views, perfect for enjoying sunset skies. The primary suite provides a serene retreat, while the additional rooms offer comfort and flexibility for guests, work, or creative use. A temperature-controlled storage unit is included for added convenience. Enjoy effortless access to the third-floor amenities, including a resort-style lap pool and spa, a state-of-the-art fitness center, and men’s and women’s saunas. The building delivers an elevated downtown lifestyle with 24/7 concierge service, on-site guest parking, guest suites, wine room, library, club room, business and conference facilities, a game room with pool table, and a brand-new private movie theater with stadium seating. A rare opportunity to experience refined, resort-inspired living where comfort, space, and lifestyle converge.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Allen (312-848-1636)
1305 4TH ST #401G RT, SARASOTA, FL 34236
$1,259,00059 Days on yellowkey MLS ID: A4686656
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1344 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Taxes:$9,950
Remarks: Under Construction. A flawless fusion of art and world-class architecture, The Gallery Sarasota is a boutique style condominium centrally located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. The iconic European design offers five distinct collections of light-filled residences that boast high-end Italian finishes, up to 26-foot ceilings, and full-height windows. The tranquil oasis of the private rooftop pool terrace and social lounge provides an elevated retreat for socializing, unwinding, and basking in sun drenched splendor while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. Under Construction with LIMITED AVAILABILITY, The Gallery Sarasota offers a unique collection of residences you won’t find anywhere else. Private Courtyards, Penthouses, Open Staircases, Rooftop Terraces and more! The best way to discover this exceptional property is to schedule a private site & showroom tour. Our Sales Gallery is conveniently located downtown at 625 S Orange Sarasota, FL 34236 (complete with models & finishing selections).
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1305 4TH ST #302I, SARASOTA, FL 34236
$1,050,00086 Days on yellowkey MLS ID: A4683324
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1187 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Remarks: Under Construction. Located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. Discover the Garden Terrace Collection at The Gallery Sarasota, where sophistication meets serene modern living. These elegant, light-filled homes redefine luxury with in-suite elevators, 13’-8” soaring ceilings, and beautiful garden terraces, each residence is a masterpiece of contemporary design. Expansive primary suites and meticulously crafted interiors set a new standard for refined comfort and style. The designer integrated kitchen features built-in Italian Fulgor Milano stainless steel appliances, imported Italian flat-panel cabinetry, and a beautiful grand island with gorgeous quartz countertops. Top-tier amenities include a spacious west-facing rooftop pool terrace to soak in the sun's brilliance, social lounge, summer kitchen, and a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Schedule a private site and showroom tour to view The Gallery’s building/unit models and receive an in-depth look into what we have planned for the condominium and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).
1305 4TH ST #502E, SARASOTA, FL 34236
$1,795,00091 Days on yellowkey MLS ID: A4683301
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1692 Built: 2026 Tax: $17,950 (2025)Community: The Gallery SarasotaCondo
Taxes:$17,950
Remarks: Under Construction. Experience the unparalleled sophistication and serenity of The Gallery’s luxurious south-facing, single-level penthouse, boasting 3 bedrooms and 3.5 baths across 1,692 square feet of living space (1,909 total SF), soaring 14’ ceilings with full-height windows, and a 27’ grand terrace with a sleek glass panel railing. The designer integrated kitchen features imported Italian flat-panel cabinetry, quartz countertops, stainless steel appliances, and an extra-long island offering ideal prep space and additional seating. Creating additional privacy, you are greeted with a vestibule to withhold the view of the primary bedroom that features a spacious walk-in closet, floating double vanity, and glass enclosed walk-in shower. Top-tier amenities include a spacious west-facing rooftop pool terrace to soak in the sun's brilliance, social lounge, and a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Perfectly located on Downtown Sarasota’s west end, above floodplain at 4th & Cocoanut, TheGallerySarasota offers a vibrant, walkable lifestyle with effortless access to premier restaurants, shopping, cultural venues, and the breathtaking 53-acre Bay Park. Amenities include a spacious west-facing rooftop pool terrace with summer kitchen, social lounge, and bay views, along with a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Schedule a private hardhat and showroom tour to receive an in-depth look into what we have planned for the property and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).
1305 4TH ST #201I, SARASOTA, FL 34236
$795,00084 Days on yellowkey MLS ID: A4681478
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 938 Built: 2026 Tax: $8,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$8,590
Remarks: Under Construction. Located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. Discover the Grand Sanctuary Collection at The Gallery Sarasota, where sophistication meets serene modern living. These elegant, light-filled homes redefine luxury with 13’-8” soaring ceilings each residence is a masterpiece of contemporary design. Expansive primary suite and meticulously crafted interiors set a new standard for refined comfort and style. The designer integrated kitchen features built-in Italian Fulgor Milano stainless steel appliances, imported Italian flat-panel cabinetry, and a beautiful grand island with gorgeous quartz countertops. Top-tier amenities include a spacious west-facing rooftop pool terrace to soak in the sun's brilliance, social lounge, summer kitchen, and a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Schedule a private site and showroom tour to view The Gallery’s building/unit models and receive an in-depth look into what we have planned for the condominium and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).
1305 4TH ST #301G, SARASOTA, FL 34236
$995,000336 Days on yellowkey MLS ID: A4656537
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1182 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
1305 4TH ST #202P, SARASOTA, FL 34236
$1,995,000443 Days on yellowkey MLS ID: A4642427
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1873 Built: 2026 Tax: $18,590 (2024)Community: The Gallery SarasotaCondo
Taxes:$18,590
Tax Year: 2024
Remarks: Under Construction. A masterpiece of design and architecture, TheGallerySarasota is just three blocks from the bay above floodplain. Defined by its striking visual drama, this iconic residence features an in-suite elevator, soaring ceilings up to 26-feet, and full-height windows that fill the interiors with natural light—seamlessly blending indoor and outdoor living. The main living level showcases an elegant great room, spacious office, grand dining, and gourmet kitchen with high-end Italian finishes and a sleek, contemporary 9-foot island. A private elevator ascends to the serene owner’s suite and two elegantly appointed guest bedrooms. The tranquil oasis of the private rooftop terrace includes a resort-style pool and social lounge providing an elevated retreat for socializing, unwinding, and basking in sun drenched splendor, while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. Under Construction, The Gallery is centrally located on the enviable west-side of downtown Sarasota offering six distinct collections of 1-, 2-, and 3-bedroom residences unlike any other that include Private Courtyards, Elevated Living, Penthouses, Garden Terraces, and more. Schedule a private site and showroom tour to receive an in-depth look into what we have planned for the residences and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club). The Gallery is not in a flood zone and does not require flood insurance. PLEASE NOTE: With the recent sale of 203P—202P is the last remaining 3-bedroom + office in the elevated living "west" collection.
1305 4TH ST #403B, SARASOTA, FL 34236
$1,459,000482 Days on yellowkey MLS ID: A4637429
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1556 Built: 2026 Tax: $14,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$14,590
Remarks: Under Construction. This elegantly expansive home from The Gallery’s Iconic Open Staircase Collection, just three blocks from the bay above floodplain showcases unparalleled visual drama with a sweeping open staircase and soaring 24-foot full-height windows that fill the interior with natural light, seamlessly blending the indoors with the outdoors. The designer-integrated kitchen is a masterpiece, boasting built-in Italian Fulgor Milano stainless steel appliances, imported Italian flat-panel cabinetry, and a stunning grand island with quartz countertops. The well-appointed primary suite spans the width of the residence, offering a generous walk-in closet and a spa-inspired bath complete with a luxurious free-standing soaking tub, a glass-enclosed walk-in shower, and a floating dual-sink vanity. Exceptional amenities include a spacious west-facing rooftop pool terrace for soaking up the sun, a stylish social lounge, a summer kitchen, and a state-of-the-art two-room Fitness Center and Yoga Studio outfitted with the latest cardio and strength-training equipment. Under construction with limited availability, we invite you to schedule a private site and showroom tour to receive an in-depth look into what we have planned for the residents. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).
1305 4TH ST #401B, SARASOTA, FL 34236
$1,659,000483 Days on yellowkey MLS ID: A4637420
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1734 Built: 2026 Tax: $15,250 (2025)Community: The Gallery SarasotaCondo
Taxes:$15,250
Remarks: Under Construction. A flawless fusion of art and world-class architecture, The Gallery Sarasota is a boutique style condominium centrally located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. The iconic European design offers six distinct collections of light-filled residences that boast high-end Italian finishes, up to 26-foot ceilings, and full-height windows. The tranquil oasis of the private rooftop pool terrace and social lounge provides an elevated retreat for socializing, unwinding, and basking in sun drenched splendor while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. UNDER CONSTRUCTION with limited availability, The Gallery Sarasota offers a unique collection of residences you won’t find anywhere else. Private Courtyards, Penthouses, Open Staircases, and more! The best way to discover everything this exceptional property has to offer is to schedule a private site & showroom tour. Our Sales Gallery is conveniently located downtown at 625 S Orange Sarasota, FL 34236 (complete with models & finishing selections).
1305 4TH ST #101A, SARASOTA, FL 34236
$1,495,000483 Days on yellowkey MLS ID: A4637380
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1586 Built: 2026 Tax: $15,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$15,590
Remarks: Under Construction. A flawless fusion of art and world-class architecture, The Gallery Sarasota is a boutique style condominium centrally located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. The iconic European design offers five distinct collections of light-filled residences that boast high-end Italian finishes, up to 26-foot ceilings, and full-height windows. The tranquil oasis of the private rooftop pool terrace and social lounge provides an elevated retreat for socializing, unwinding, and basking in sun drenched splendor while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. Under Construction with LIMITED AVAILABILITY, The Gallery Sarasota offers a unique collection of residences you won’t find anywhere else. Private Courtyards, Penthouses, Open Staircases, and more! The best way to discover this exceptional property is to schedule a private site & showroom tour. Our Sales Gallery is conveniently located downtown at 625 S Orange Sarasota, FL 34236 (complete with models & finishing selections).
76 S WASHINGTON DR, SARASOTA, FL 34236
$3,275,00014 Days on yellowkey MLS ID: A4693046
REDUCED by $150,000 (4.4%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3070 Built: 1920 Tax: $23,426 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$23,426
Remarks: An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
1541 BAY POINT DR, SARASOTA, FL 34236
$7,199,999490 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: 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)
1255 N GULFSTREAM AVE #408, SARASOTA, FL 34236
$1,299,000203 Days on yellowkey MLS ID: A4670428
2 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2055 Built: 1982 Tax: $17,302 (2024)Community: Bay PlazaCondo
Taxes:$17,302
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Elevate Your Lifestyle at Bay Plaza — A Rare Corner Gem in the Heart of Sarasota. Step into refined luxury with this expansive and elegant condominium in the highly coveted Bay Plaza. Perched on the 4th floor, this stunning corner residence offers sweeping views of the bay, marina, and downtown skyline — all from two private terraces above the treetops, creating a serene escape from the energy of the city below. One of the largest two-bedroom plus study layouts in the building, this residence enjoys an open and airy floor plan, with nearly 9-foot ceilings, impact-rated windows and sliders, and timeless architectural design by renowned Sarasota School architect Tim Seibert. Built in 1982, Bay Plaza blends classic elegance with modern comforts. A spacious foyer welcomes you into a 20' x 27' combined living and dining area, featuring warm oak wood floors and two sets of triple-glass sliders that open to a generous terrace — perfect for entertaining or watching the fireworks over the bay on the Fourth of July. The kitchen layout is designed for both function and flow and includes an abundance of counter and cabinet space. A separate laundry room offers extra storage and convenience. The two private terraces invite morning coffee or sunset cocktails surrounded by nature — a true luxury in downtown living. Bay Plaza offers an unmatched lifestyle with 5-star amenities, including: 24-hour valet parking & concierge (each with call button), Full-time on-site management and maintenance, Fitness center with locker rooms, sauna, and steam rooms, Lap pool, hot tub, EV charging stations, Elegant lobby with grand piano Media room, party/catering kitchen, card & board rooms, Seasonal and bike storage, Pet friendly. Located on exclusive Palm Avenue, you're just steps from Sarasota’s finest dining, boutique shopping, cultural attractions, and the waterfront. Walk the Ringling Bridge, join a Bayfront yoga class, or hop on the Bay Runner Trolley for a day at Lido Beach or a visit to St. Armands Circle. The building is impeccably maintained, and the association is known for being proactive and well-managed. Don't miss the opportunity to live in one of Sarasota’s most prestigious addresses — Bay Plaza — where luxury, location, and lifestyle come together seamlessly.
Listing Agent: Joanna Benante (941-356-7718)
1350 MAIN ST #502, SARASOTA, FL 34236
$495,00081 Days on yellowkey MLS ID: A4684303
REDUCED by $19,000 (3.7%) on 04/14/2026
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 secure garage parking, a remodeled fitness center, expansive pool deck, heated lap pool, spa, 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)
410 GARFIELD DR, SARASOTA, FL 34236
$1,795,000140 Days on yellowkey MLS ID: A4672001
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1914 Built: 1937 Tax: $20,840 (2024)Community: Derringers ResubSpa: NoSingle Family
Taxes:$20,840
Elementary School: Pine View School
Remarks: Coastal Charm Steps from the Sand — Your Lido Key Oasis Awaits! Location, luxury, and timeless Florida charm come together at this beautiful beachside bungalow, just one block from the sparkling shores of Lido Key Beach. Nestled in the prestigious St. Armands Circle neighborhood, this turnkey-furnished coastal home offers a rare opportunity to own a piece of paradise in one of Sarasota’s most desirable and vibrant communities. Whether you’re searching for a full-time retreat, a seasonal getaway, or an income-producing investment property, this timeless treasure delivers on every level. From the moment you arrive, the lush coastal landscaping welcome you into a hidden oasis, opening onto a generous lawn, private driveway, and elevated front deck — the perfect setting to savor your morning coffee or unwind with a glass of wine as you watch the sunset over the beach. Inside, the home seamlessly blends historic character with modern comfort. Original heart-of-pine floors, a cozy fireplace, and authentic wood paneling preserve its character, while bright, open living and dining spaces offer a light, airy atmosphere that instantly feels like home. The open-concept kitchen, complete with a charming breakfast bar, invites easy gatherings and effortless entertaining. The privately tucked-away primary suite features an updated ensuite bath with a walk-in shower, offering a quiet escape at the end of each day. Two additional guest bedrooms are comfortably designed for family and friends, and a beautifully updated second bath showcases a freestanding clawfoot tub and pedestal vanity — a perfect nod to the home’s timeless charm. Outside, a private heated pool and generous patio are surrounded by lush tropical landscaping, creating a secluded paradise to relax and rejuvenate. This is truly an unbeatable location, just a short stroll to the white sands of Lido Key Beach and the world-famous St. Armands Circle, known for its upscale dining, boutique shopping, art galleries, and vibrant nightlife. Downtown Sarasota’s lively arts and cultural scene is only minutes away, offering even more ways to enjoy this extraordinary area. Whether you’re basking in the sun, enjoying fine dining, or exploring endless outdoor activities, life on Lido Key feels like an everyday vacation. Home is currently a successful vacation rental! Don’t miss this rare opportunity to own a coastal bungalow in one of Sarasota’s most walkable, beautiful beach communities. Start living your dream — your beachside oasis is waiting.
1558 4TH ST #216, SARASOTA, FL 34236
$775,000234 Days on yellowkey MLS ID: A4665163
REDUCED by $70,000 (8.3%) on 04/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 2024Monthly Fee: $994 Tax: $8,489 (2025)Community: Zahrada 2Condo
Taxes:$8,489
Remarks: **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Ian Schmitzerle (734-664-5466)
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