Location: Sarasota , 34236
Do Not Show Listings
988 BLVD OF THE ARTS #1412, SARASOTA, FL 34236
$1,495,00019 Days on yellowkey MLS ID: A4687842
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1729 Built: 1982 Tax: $16,507 (2025)Community: Condo On The BayCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,507
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Experience the best of Sarasota living whether you want to be in the heart of the arts, downtown markets, shops, and dining, or simply unwind in peaceful surroundings, soaking in the breathtaking, 180-degree, unobstructed views of the Bay and Gulf beyond from your private balcony(s). Enjoy an ever-changing backdrop of pristine water, passing boats, and glowing sunsets that never get old. Welcome home to this beautiful 2-bedroom, 2-bath Van Gogh model, thoughtfully and professionally renovated in 2020 from top to bottom, with high-end finishes and structural modifications to create an open, contemporary aesthetic. A top, level 5 smooth drywall finish on walls and ceiling creates an open, airy feel to the space and allowed for recessed lighting and ceiling fans. Wide-plank, luxury, engineered hardwood flooring provides a seamless transition throughout the living space. The kitchen has been reimagined as a true standout with 42-inch, high-end cabinetry, quartz countertops, a striking wall backsplash with modern hood, and Kitchen Aid stainless steel appliances. A built-in credenza with wine cooler and a 2-drawer beverage refrigerator creates entertaining options. The bathrooms have also been completely updated with floating vanities, Hansgrohe shower and sink faucets, walk-in tile and pebblestone showers. Lots of storage here with 2 large custom walk-in clothes closets as well as 2 custom hall closets. Additionally there is a large capacity washer/dryer, 3 large wall mounted TVs with Sonos wireless sound system and each owner has an under-roof parking space and an under air storage unit. The HVAC was replaced in 2025. Condo on the Bay is an amenity-rich, social community with 2 pools, 2 workout facilities, tennis and pickleball courts, boat and fishing docks, a motorized kayak launch, clubs, group meetups and organized sport activities. A bonus about this unit is it is next to the 14th floor "Sky Lobby, a large open-air, covered balcony expanding your entertainment space by reservation. Now there is nothing left to do but make an appointment, move in, and really start living the dream life you always wanted.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Eskew (941-587-5999)
1990 MAIN ST #4, SARASOTA, FL 34236
$595,00019 Days on yellowkey MLS ID: A4687688
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1453 Built: 2005 Tax: $6,766 (2025)Community: Cityscape At Courthouse CentreCondo
Taxes:$6,766
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This rare 2-bedroom, 2-bath, two-story penthouse at Cityscape at Courthouse Centre features secure entry, an efficient multi-level floor plan, potential live-work flexibility, and an unbeatable walkable setting. Residents enjoy elevator service to the top floor and a position just above Main Street. A short stroll puts you near a fitness center, popular breakfast cafés, coffee spots, a variety of dining options, and a movie theater. Everyday conveniences are all within reach, offering an ideal downtown lifestyle. Offered at an attractive price, this residence presents a great opportunity to personalize and design the interior to match your taste. The A/C is just 3 years old, and both bedrooms are equipped with Hunter Douglas motorized wireless shades. Bayfront Park, Marina Jack, the Sarasota Opera House, and other downtown attractions are only minutes away, along with quick access to Lido Beach and St. Armands Circle. A smart choice for anyone looking for a centrally located, low-maintenance condo—ideal as a full-time home or a seasonal retreat where you can lock up and enjoy everything the area has to offer.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
171 WHITTIER DR, SARASOTA, FL 34236
$16,500,00028 Days on yellowkey MLS ID: A4687494
0 Days Off yellowkey (back on 3/25/2026)
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 6367 Built: 2023 Tax: $158,760 (2025)Community: Lido Beach Div ASingle Family
Taxes:$158,760
Remarks: Under contract-accepting backup offers. Situated among a limited collection of true beachfront estates on Lido Key, this 2023-built Gulf-front residence represents a rare opportunity to own direct beachfront property in one of Sarasota's most coveted coastal locations. Unlike the majority of Gulf-front homes that are separated from the shoreline by Gulf Boulevard and public beach parking, this property sits directly on the sand with private beach access from the residence itself. A rare natural buffer preserves both privacy and serenity, allowing you to enjoy unobstructed Gulf views without the intrusion of beachgoers. Set on .42 acres and just a short stroll from the boutiques and restaurants of St. Armands Circle, this estate offers the ideal balance of seclusion and walkability. Spanning over 6,300 square feet under air, the home features five bedrooms, six full baths, and one half bath, thoughtfully designed to capture panoramic views of the Gulf of Mexico from nearly every level. This residence is packed with modern, state-of-the-art features and architectural design elements, blending cutting-edge technology with refined coastal elegance. From the moment you enter, the horizon commands attention through expansive floor-to-ceiling pocketing glass doors engineered for seamless indoor-outdoor living. The open-concept main level showcases a Gulf-front great room and dining area, a chef's kitchen appointed with Sub-Zero and Wolf appliances, walk-in pantry, full conversation bar, and temperature-controlled wine room, all flowing effortlessly to the Gulf-front lanai with outdoor kitchen. Comprehensive smart home integration includes Control4 automation, 34 in-ceiling speakers, motorized Lutron shades throughout, and a commercial-grade elevator servicing all levels. All windows and sliding glass doors are hurricane-impact rated, providing both security and peace of mind. Every bedroom is designed as a private suite with its own bathroom and walk-in closet, offering exceptional comfort and privacy for family and guests alike. The upper level also includes a dedicated fitness studio, creating a fully self-contained retreat experience within the home. On the ground level, the Gulf-front resort-style pool and expansive entertaining terrace create a private coastal compound atmosphere. The oversized pool with negative-edge spa is complemented by multiple outdoor living and dining areas, a fully equipped outdoor kitchen, and a built-in television designed for seamless alfresco entertaining. Professionally designed landscaping and low-maintenance turf enhance both privacy and ease of ownership. A six-car garage and expansive paver driveway provide generous space for owners and guests. Offered fully furnished with select exclusions, this turnkey Gulf-front estate delivers rare direct beachfront positioning, privacy, walkability, advanced modern construction, and resort-level amenities in one of Lido Key's most exclusive settings. Contact me today to arrange a private viewing and make the dream of owning one of Lido's finest beachfront properties a reality.
Listing is courtesy of: TURNING TIDES REALTY, LLC (941-961-0578)
Listing Agent: Natasha Shevchuk (941-961-0578)
301 QUAY COMMONS #1707, SARASOTA, FL 34236
$1,499,000114 Days on yellowkey MLS ID: TB8459345
0 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1578 Built: 2023 Tax: $14,082 (2024)Community: Bayso SarasotaCondo
Taxes:$14,082
Tax Year: 2024
Remarks: This is a condo that gets the details right — the ones that actually matter once you’re living there. From the 17th floor, you’re high enough to clear neighboring buildings, including the Hyatt, which means open views, real sunsets, and clear sightlines over the marina. Fireworks reflect off the water during events, and the evenings feel noticeably quieter than many nearby residences. One of the underrated advantages of this unit is what you don’t hear. Unlike other condos in the area, it’s positioned away from the loud rooftop and mechanical systems of neighboring buildings, including the Ritz-Carlton. The result is a space that feels calm, even though you’re in the middle of everything. Inside, the layout is clean and functional, with motorized shades in the main living areas and bedrooms to make privacy and light effortless. The kitchen has been thoughtfully upgraded with a custom backsplash and a built-in wine fridge — practical improvements that you use every day. The condo also includes two dedicated parking spaces, a meaningful advantage in this part of downtown where many units only have one. Location-wise, it’s hard to beat. You’re walking distance to downtown Sarasota restaurants, steps from the waterfront, close to the marina, and an easy walk to the bridge. The surrounding neighborhood — anchored by the Ritz-Carlton Residences — adds a level of stability and prestige that carries through the entire area. This is a place for someone who wants the benefits of downtown living without the tradeoffs that usually come with it.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
101 S GULFSTREAM AVE #7D, SARASOTA, FL 34236
$560,00047 Days on yellowkey MLS ID: A4685150
2 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $6,453 (2025)Community: Dolphin TowerCondo
Taxes:$6,453
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Residence 7D at The 101, a beautifully updated two-bedroom condominium in one of Downtown Sarasota's most structurally sound and well-located buildings, directly across from Sarasota Bay, Marina Jack and Bayfront Park. Following a comprehensive building modernization that brought the property into compliance with current hurricane and structural standards, The 101 has emerged as a highly desirable downtown residence, offering owners both long-term peace of mind and exceptional value in Sarasota's urban waterfront district. Inside, this thoughtfully updated residence features a bright and open two-bedroom, two-bath, split floor plan with city views overlooking South Palm Avenue and a private covered balcony perfect for enjoying Sarasota's evening skyline. The main living area offers classic Travertine flooring throughout and the bedrooms are finished with wood-look LVP flooring. The updated kitchen is designed for everyday living and entertaining, featuring granite countertops, quality cabinetry with integrated pantry storage and stainless-steel appliances. There are a separate walk-in pantry and large closet off of the main living area, offering organized storage space. The primary suite offers a walk-in closet and up-dated en-suite bath with granite countertops, while the guest bedroom and renovated second bath provide comfort along with a split floor plan that provides privacy. Residents enjoy a secured and private parking garage and this unit comes with 1 deeded parking space with access to additional guest parking. Positioned directly across from Sarasota Bayfront Park and Marina, residents enjoy immediate access to the city's waterfront, walking paths, and sunset views. The building sits just steps from Palm Avenue galleries, the Sarasota Opera House, theaters, restaurants, cafés, boutique shopping and all that Downtown Sarasota living has to offer. Come and see for yourself the best value Downtown Sarasota has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
770 S PALM AVE #704, SARASOTA, FL 34236
$895,000124 Days on yellowkey MLS ID: A4675688
REDUCED by $54,000 (5.7%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1408 Built: 1975 Tax: $11,580 (2025)Community: Embassy HouseCondo
Taxes:$11,580
Remarks: Perched on the 7th floor, this exceptional residence delivers truly breathtaking panoramic vistas. Set within a landmark building designed for refined downtown living at the quiet end of Palm Avenue, the residence enjoys a premier location along the Bayfront with sweeping views of Sarasota’s most sought-after scenery. From the sparkling bay and sailboats lining Bayfront Park to the John Ringling Bridge, Golden Gate Point, Bird Key, Lido and Siesta Keys, the Gulf waters, and Selby Gardens—every direction offers a postcard-worthy outlook. A semi-private elevator entry welcomes you into a beautifully furnished condo with uninterrupted water views unfolding as you step inside. The expansive living spaces feature an open, flowing layout anchored by a dramatic 30-foot expanse of west-facing glass and wood flooring. Living, dining, kitchen, and sitting areas are all designed to showcase the ever-changing scenery, from glowing sunrises to unforgettable sunsets. Enjoy floor to ceiling bookshelves in the great room. The kitchen has custom granite countertops, stainless appliances, insta-hot water, white glass-front display cabinets, and extraordinary storage. Views from the primary suite span from the Bayfront to the heart of the city. A generous size bath and walk-in closet are pluses. The guest quarters and bath provide the perfect retreat for your guests. Embassy House is a secure and meticulously maintained example of modern architectural design. Its recently refreshed lobby and amenities reflect a sophisticated mid-century modern aesthetic, complete with bespoke furnishings and carefully selected artwork. Residents enjoy an impressive collection of amenities, including a bay-view fitness center, conference space with kitchenette, a renovated heated pool, guest parking, electric vehicle charging, car wash station, grilling area, and outdoor dining spaces. Whether your ideal day involves quiet mornings with coffee overlooking the water, hosting evening gatherings with cocktails, or strolling to nearby cafés, restaurants, shops, galleries, the bayfront, Selby Gardens, or the Saturday Farmers Market, this location supports every lifestyle. This is where elevated coastal living truly begins.
Listing Agent: Kim Ogilvie (941-951-6660)
555 QUAY CMNS #1702, SARASOTA, FL 34236
$11,999,000184 Days on yellowkey MLS ID: A4667793
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 5816 Built: 2024Community: Ritz-Carlton Residences, Sarasota BayCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pre-Construction. To be built. Residence #1702 offers four bedrooms, four-and-a-half baths, a den, and a family room in a spacious 5,811-square-foot flow-through floor plan with 13-foot ceilings and 12-foot sliding glass doors throughout. Two expansive terraces with over 1,373 sq feet of glass railings and a built-in outdoor grill create inviting year-round living spaces. The chef-inspired kitchen features premium European cabinetry, quartz countertops, full-height backsplashes, and a luxury appliance package. The owner’s suite includes dual walk-in closets and spa-like retreats. Residents enjoy world-class amenities including social clubrooms with indoor and outdoor bars, a resort-style pool, a waterfront fitness center, movement studio, private training room, steam and treatment rooms, plunge pools, a sports lounge with golf simulator, and an indoor Pickleball court. This Ritz-Carlton-managed property defines luxury living — and with only two residences remaining, now is the time to secure yours. Scheduled to deliver Q4 2026.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Julia Decastro (941-812-5176)
2050 BENJAMIN FRANKLIN DR #B704, SARASOTA, FL 34236
$2,650,000154 Days on yellowkey MLS ID: A4672363
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2936 Built: 2005 Tax: $21,527 (2024)Community: Orchid Beach Club ResidencesCondo
Taxes:$21,527
Remarks: Set high above the sand on the seventh floor of Orchid Beach Club, this executive Lido Key beach residence showcases sweeping Gulf-to-bay and downtown Sarasota views the moment you step inside. Designed for elevated coastal living, the nearly 3,000-square-foot layout offers three bedrooms, three full baths, private elevator access, turnkey furnishings option available, and multiple terraces that create a true indoor-outdoor lifestyle. A residents-only elevator opens directly into your private lobby, where double iron filigree doors reveal a sophisticated interior filled with natural light. High cove ceilings with inset lighting, custom millwork, wood paneling, motorized window treatments, and thoughtfully updated finishes establish a sense of modern elegance throughout the home. Walls of impact glass capture unobstructed Gulf, bay, and city vistas, enhancing every living space. At the heart of the residence, the gourmet kitchen blends design with function, offering quartz countertops, sleek cabinetry, an island with seating, breakfast bar, and top-tier Bosch and Dacor appliances—including a six-burner gas range and warming drawer. The kitchen flows effortlessly into the great room and dining area, creating an ideal setting for hosting or relaxed everyday living. The Gulf-front primary suite serves as a peaceful retreat, complete with terrace access, two walk-in closets, and a beautifully renovated bath with marble-inspired finishes, dual vanities, soaking tub, and large shower. Two private guest suites—positioned in a split layout—provide comfortable accommodations for visitors, including one with terrace access and another with its own secluded balcony. Three terraces extend the living experience outdoors. The expansive bay-facing terrace offers a full summer kitchen with new (2024) built-in gas grill, large dining area, and generous seating space—perfect for sunset dinners or morning coffee overlooking the water. The Gulf-facing terrace is reserved for the primary suite and third bedroom, while the second guest suite enjoys its own private balcony. Orchid Beach Club is an exclusive Gulf-front community of only 54 residences, known for concierge-level service and resort-style amenities. Residents enjoy a secure building, 24-hour gated entrance, attentive concierge staff, and a beautifully appointed clubhouse with social room, library, billiards, catering kitchen, and lounge. The wellness center includes a fitness facility, sauna, spa room, and massage services. Outdoors, the Gulf-side pool and spa are surrounded by a spacious sun deck, with direct access to a private stretch of Lido Beach’s soft sands and turquoise water. Ideally situated near St. Armands Circle, Longboat Key, and downtown Sarasota, the location offers immediate access to fine dining, boutique shopping, theaters, galleries, boating marinas, and cultural venues including the Van Wezel Performing Arts Hall and Sarasota Opera House. With world-class amenities, coastal scenery, and a premier waterfront address, this Orchid Beach Club residence delivers the best of Lido Key living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
514 HOWARD CT, SARASOTA, FL 34236
$749,000259 Days on yellowkey MLS ID: A4660394
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 2005 Tax: $5,700 (2024)Community: Howard CourtSingle Family
Taxes:$5,700
Remarks: Home is locate across from Rosemary & Thyme Restaurant at 500 N. Orange Avenue- Howard Court sign is missing due to Hurricane Milton, This newer home(2005) shows very little usage and comes fully TURN KEY FURNISHED. It has a side entrance door which leads to the first/ second floors and the garage. Bamboo floors and crown molding enhances this home along with 2 covered screened lanais. You will enjoy a one oversized garage along with two heating/ac units one for each level. The upstairs unit is perfect for family, companion or care giver. Each floor has a bathroom and living room. Howard Court is 2 blocks to Fruitville Road. This is a must see home for annual, seasonal or use for family members to visit. There are only 4 homes in Howard Court Subdivision close to CBD area off Orange Avenue. Howard Court street is maintained by owner. SEEING IS BELIEVING !!
Listing is courtesy of: RON STAHL REALTY (941-374-1671)
Listing Agent: Ronald Stahl (941-374-1671)
516 HOWARD CT, SARASOTA, FL 34236
$749,000260 Days on yellowkey MLS ID: A4660708
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1622 Built: 2005 Tax: $5,707 (2024)Community: Howard CourtSingle Family
Taxes:$5,707
Remarks: Home is located across from Rosemary & Thyme Restaurant at 500 N. Orange Av --Howard Court sign is missing due to Hurricane Milton. Well cared for newer(2005) 2 story home with side door entrance into the main floor and/or 2nd floor. TURN KEY FURNISHED with crown molding ,bamboo and ceramic tile flooring, 2 screened covered porches one on each floor, large one car garage, two unit AC units one for each floor. Many more features to enjoy--- upstairs has uses like mother in law suite or for a companion. Each floor has a bathroom and living room. Howard Court is 5 blocks to Main Street...... 2 blocks to Fruitville Road. This is a must see close in home in excellent condition. Only 4 homes are located in this quiet area off Orange Avenue Howard Court street is owners responsibility SEEING IS BELIEVING !!!!!!!!!
888 BLVD OF THE ARTS #1205, SARASOTA, FL 34236
$1,224,900131 Days on yellowkey MLS ID: A4674559
REDUCED by $25,000 (2.0%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1729 Built: 1982 Tax: $15,783 (2025)Community: Condo On The Bay Tower ICondo
Taxes:$15,783
Middle School: Sarasota Middle
Remarks: Welcome to Residence 1205 at Condo on the Bay, one of Sarasota’s most iconic waterfront addresses. Perched high above the shoreline, this elegant 2-bedroom, 2-bath residence offers approximately 1,729 sq ft of refined living with panoramic, unobstructed views of Sarasota Bay that transform daily living into a private waterfront experience. From the moment you enter, the sweeping vistas pull you in, shimmering open water, sailboats gliding by, and postcard sunsets that fill the sky. High-rise living here is more than beautiful; it’s effortless. The layout is designed to maximize light, space, and the breathtaking scenery, with a generous balcony that feels like an outdoor living room suspended over the bay. Inside, the home delivers the level of comfort and sophistication expected of a premier bayfront building. Expansive living and dining spaces flow seamlessly, perfect for relaxation or hosting. The private bedroom suites offer their own spectacular perspectives, creating daily moments of calm and inspiration. Whether you’re a year-round resident or seasonal homeowner, this floor and view line remains one of the most sought-after in the entire tower. Life at Condo on the Bay is world-class. The community is renowned for its resort-style amenities, including two heated pools, tennis, a state-of-the-art fitness center, boat docks, 24-hour security, covered parking, and impeccably maintained grounds surrounded by lush tropical landscaping. Step outside and you’re moments from downtown Sarasota, the Van Wezel Performing Arts Hall, The Bay Park, waterfront dining, shopping, galleries, and cultural venues that make this one of the most desirable urban coastal destinations in Florida. The building maintains strong reserves, attentive management, and a prestigious reputation, contributing to consistently strong resale value. With similar high-floor bayfront residences selling quickly in the $1.3–$2.1 million range, opportunities like this are limited. For those seeking a lock-and-leave luxury retreat with one of the best views in Sarasota, this residence offers unmatched appeal. For those seeking long-term ownership in an irreplaceable waterfront location, this is the moment. Bayfront properties of this caliber rarely come to market and when they do, they move fast. Secure your private showing today and experience why Condo on the Bay remains one of Sarasota’s most coveted addresses.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Michael Graf (941-315-6980)
1064 N TAMIAMI TRL #1308, SARASOTA, FL 34236
$375,000186 Days on yellowkey MLS ID: A4668948
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 985 Built: 2007 Tax: $4,426 (2024)Community: Broadway PromenadeCondo
Taxes:$4,426
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Welcome to Broadway Promenade - Sarasota Living at Its Best! Located in the heart of Sarasota’s renowned Cultural Arts District, this beautifully maintained and charmingly furnished 2-bedroom, 2-bath condo on the 3rd floor offers the perfect blend of style, comfort, and convenience. Being sold turnkey, it is ready for you to move right in. Whether you are looking for a full-time residence or a seasonal retreat, this condo makes it easy to enjoy everything Sarasota has to offer. This unit boasts a spacious open layout filled with abundant natural light, an separate owner storage room for added convenience and a trash chute right on the floor for easy disposal. Resort-style amenities include a sparkling pool and spa, fitness center with locker rooms and saunas, business center with computer, printer, and internet access, billiards, card room, library, and social club room. There’s also 24/7 concierge service, secured FOB access, and on-site management and maintenance. For visiting guests, there are four beautifully renovated, fully furnished guest suites available to rent. Unmatched location with an on-site Publix grocery store and nearby shopping and dining for ultimate convenience. Just minutes to theaters, art galleries, cultural events, parks, marina, and world-famous Gulf Coast beaches. Broadway Promenade offers an elevated lifestyle where every detail is designed for ease and enjoyment. If you have been waiting for a Sarasota condo that checks all the boxes - style, security, amenities, and location - this is it!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$689,000195 Days on yellowkey MLS ID: A4667640
REDUCED by $5,500 (0.8%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: One or more photo(s) has been virtually staged. SELLER SAYS: “MAKE THIS CONDO YOURS TODAY!” All assessments paid by seller**** (Translation: Don’t wait… this view won’t.) Welcome to your front-row seat to Sarasota Bay at the highly sought-after Regency House on Gulfstream Avenue. This beautifully updated 2-bedroom, 2-bath residence sits on the 4th floor and offers 1,424 sq. ft. of bright, open living space—plus a wall of floor-to-ceiling windows that deliver sparkling bay views from morning coffee to sunset cocktails. The open-concept living and dining areas are flooded with natural light (yes, it’s as good as it sounds), while the designer kitchen features stone countertops, custom cabinetry, and stainless-steel appliances—perfect for hosting, entertaining, or simply enjoying the view while pretending you’re on vacation. The primary suite is a peaceful retreat with panoramic water views, a generous closet, and a beautifully updated ensuite bath. The second bedroom is equally spacious and flexible—ideal for guests, a home office, or a stylish retreat of your own. Residents of Regency House enjoy resort-style amenities including a 24-hour concierge, heated pool, updated clubroom, and secure covered parking—all designed for effortless downtown living. Located just steps from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, and Sarasota’s vibrant arts and cultural scene, this is downtown waterfront living done right. Easy to schedule showings. Come see why this is one of the BEST values on the Bayfront—and why you’ll want to act fast.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
50 CENTRAL AVE #14B, SARASOTA, FL 34236
$1,460,000174 Days on yellowkey MLS ID: A4670232
REDUCED by $39,000 (2.6%) on 04/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 2005 Tax: $15,286 (2024)Community: Plaza At 05 Points ResidencesCondo
Taxes:$15,286
Remarks: Back on market following a busy rental season! Experience the essence of Sarasota’s urban living in this exquisitely updated two-bedroom, two-bath residence at Five Points Plaza, one of the city’s most sought-after addresses. Spanning 1,671 square feet, this beautifully appointed home combines elegant design, modern upgrades, and an unmatched downtown location. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Step outside to your expansive private terrace, accessible from both bedrooms and the living room, offering stunning views of Sarasota Bay and the vibrant city skyline. The terrace extends your living space, ideal for morning coffee, dining al fresco, or cocktails at sunset. The primary suite is a tranquil retreat featuring a cozy sitting area that doubles as a reading nook or home office. A motorized window shade provides effortless privacy and light control, creating a restful atmosphere day or night. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. At Five Points Plaza, every detail reflects convenience and peace of mind. Enjoy 24-hour concierge service, on-site management, secure garage parking, and resort-style amenities including a heated pool, state-of-the-art fitness center, and spacious entertainment areas. This turn-key furnished residence is offered with three months of premium rental income (January through March 2026), providing an exceptional opportunity for both investors and seasonal residents. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle where, convenience, location, and livability converge.
Listing Agent: Melissa Perrigoue (941-894-7165)
617 N OWL DR, SARASOTA, FL 34236
$5,150,00051 Days on yellowkey MLS ID: A4684085
0 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 4382 Built: 2005Monthly Fee: $110 Tax: $21,897 (2025)Community: Bird Key SubSingle Family
Taxes:$21,897
High School: Pine View School
Middle School: Pine View School
Remarks: Remarkable, elevated waterfront residence ideally positioned in the prestigious Bird Key neighborhood. Custom built in 2005 by renowned builder Steve Murray of Murray Homes, it reflects exceptional craftsmanship, structural integrity, and enduring quality. Purposefully designed to maximize its setting on the wider Dolphin waterway, just a few homes from open Sarasota Bay, the property offers both protected dockage and quick bay access. With undeniable presence, the home stands tall and commanding, defined by strong architectural lines. A long, paved driveway, framed by six striking Royal Palms, enhances the sense of scale on arrival. Inside, soaring 23-foot ceilings immediately reveal the home’s true volume. The thoughtfully designed floor plan allows the residence to live grandly while still offering intimate spaces for everyday comfort. The chef’s kitchen, with breakfast bar and center island, flows seamlessly into the family room and informal dining area. A formal living room with decorative natural stone fireplace opens through French doors to the water facing terrace, while the formal dining room balances its dramatic ceiling height with an inviting and intimate ambiance. The first-floor primary suite offers terrace access, an en-suite bath, large walk-in closet, coffee bar, and beverage refrigerator. A solid wooden staircase leads upstairs to a second primary suite featuring dual walk-in closets, en-suite bath, coffee bar, beverage refrigerator, and a private water-facing terrace perfect for sunrise views over the canal and bay. An additional en-suite guest bedroom is privately situated upstairs. A fourth bedroom, currently used as an office with built-ins and a Murphy bed, opens through French doors to a waterfront terrace. Outdoor living is equally impressive in both scale and design with a fully equipped outdoor kitchen, generous covered seating areas, fire pit, and a 30-foot pool with spillover spa and programmable lighting. The dock features 20,000 lb. and 5,000 lb. boat lifts with direct access to Sarasota Bay via the wide Dolphin waterway. The property includes two full two-car garages with direct interior access. With the added benefit of a new in 2025 roof, this residence is built strong, elevated, and designed to impress, combining commanding architecture with a prime boating location. Living on Bird Key places you minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and the soon-to-reopen Bird Key Yacht Club, anticipated in 2026 as one of Sarasota’s premier destinations for boating, tennis, dining, and social life.
Listing Agent: Yvette Sellyn (941-730-7756)
1000 BOULEVARD OF THE ARTS #1507, SARASOTA, FL 34236
$1,339,00021 Days on yellowkey MLS ID: A4688479
0 Days Off yellowkey (back on 4/1/2026)
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1507 offers a distinctive harbor-front perspective from the 15th floor, overlooking Quay Harbor, the Ringling Bridge, and glimpses of The Gulf in the distance. Part of the elevated Harbor residence collection, this home captures the movement of marina life, yachting and sunset skies, creating a dynamic and visually engaging living environment. The interior features an open, contemporary layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a generous private terrace oriented toward the harbor and bridge views. The primary suite is designed as a tranquil retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy. A den offers flexible space for work or relaxation. At 1000 Boulevard of the Arts, residents enjoy a walkable waterfront lifestyle in Sarasota’s Quay Waterfront District, with access to resort-style amenities, concierge services, and immediate proximity to dining, cultural venues and marina promenades.
Listing Agent: Joey Lopez (917-962-2448)
1000 BOULEVARD OF THE ARTS #1202, SARASOTA, FL 34236
$2,099,00021 Days on yellowkey MLS ID: A4688477
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1202 delivers an intimate bayfront experience overlooking The Bay Sarasota Park and Sarasota Bay from the sixth floor. This Bay residence is thoughtfully positioned to capture lush park views paired with expansive water vistas, offering a balanced connection to nature and city life. The open living design features floor-to-ceiling glass, a contemporary kitchen with European cabinetry and premium appliances, and a private terrace extending the living space outdoors. The primary suite includes a spa-like bath and generous closet space, while additional rooms provide flexibility for guests or a home office. 1000 Boulevard of the Arts offers a refined residential setting with resort-style amenities, concierge services, and immediate access to Sarasota’s Arts & Culture District, marina promenade and downtown dining, all just near the front door.
1000 BOULEVARD OF THE ARTS #2008, SARASOTA, FL 34236
$2,399,00021 Days on yellowkey MLS ID: A4688485
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 2008 offers a distinctive harbor-front perspective from the 20th floor, overlooking Quay Harbor, the Ringling Bridge and glimpses of The Gulf in the distance. Part of the elevated Harbor residence collection, this home captures the movement of marina life, yachting and sunset skies, creating a dynamic and visually engaging living environment. The interior features an open, contemporary layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a generous private terrace oriented toward the harbor and bridge views. The primary suite is designed as a tranquil retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy. A den offers flexible space for work or relaxation. At 1000 Boulevard of the Arts, residents enjoy a wonderful waterfront lifestyle in Sarasota’s Quay Waterfront District, with access to resort-style amenities, concierge services, and immediate proximity to dining, cultural venues and marina promenades.
430 N TAMIAMI TRAIL #1701, SARASOTA, FL 34236
$3,445,00055 Days on yellowkey MLS ID: A4684145
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2086 Built: 2027Monthly Fee: $2,608 Tax: $1 (2025)Community: Saravela SarasotaCondo
Taxes:$1
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Introducing Saravela, a transformative new luxury residential community rising in the heart of downtown Sarasota at 430 N. Tamiami Trail. This striking mixed-use development features 271 luxury condominiums and 11 elegant town homes within an iconic architectural composition, crafted to maximize the Sarasota lifestyle, amenity access and downtown connectivity. Saravela represents a new vision of urban coastal living, strategically between Sarasota’s vibrant arts district and the scenic Bayfront, offering ease of access to world-class dining, boutiques, cultural venues and waterfront recreation. Designed by Kimmich Smith Architecture with interiors by ID & Design International and a comprehensive lifestyle program, Saravela offers more than 47,000 square feet of resort-style amenities spread across six indoor and outdoor levels, including multiple rooftop pools, fitness and wellness studios, spa and yoga rooms, social lounges, golf simulator, game and kids’ club spaces, putting green, outdoor grilling stations, dog run and wash, co-working space and concierge services. A signature feature of Saravela is its owner-flexible rental program, the first of its kind in downtown Sarasota. With a short term rental option and on-site professional rental management, our innovative rental program can help you offset costs and let your residence work for you while you are away. Residences are crafted for modern urban living, offering thoughtfully designed interiors, expansive views and direct access to the best of Sarasota’s lifestyle. Enjoy the Bayfront park, performance venues, upscale restaurants, cafés, galleries and boating, beach, and golf destinations are just minutes away. This two-bedroom, one-bath residence of 2,086 square feet features 11-foot ceilings, quality finishes including high-end appliances and fixtures, floor-to-ceiling windows and a spacious balcony. For a carefree, turnkey experience, the residence is fully furnished with custom selections by acclaimed Steven G. Interiors. Saravela’s prime downtown address, sophisticated design, unique rental flexibility, and industry leading amenity program position it as a defining residence for owners seeking a full-time lifestyle or seasonal getaway in one of Florida’s dynamic coastal cities.
Listing Agent: Gregg Center (941-266-1868)
430 N TAMIAMI TRAIL #1507, SARASOTA, FL 34236
$1,917,00076 Days on yellowkey MLS ID: A4681433
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 2027Monthly Fee: $1,795 Tax: $1 (2025)Community: Saravela SarasotaCondo
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Introducing Saravela, a transformative new luxury residential community rising in the heart of downtown Sarasota at 430 N. Tamiami Trail. This striking mixed-use development features 271 luxury condominiums and 11 elegant town homes within an iconic architectural composition, crafted to maximize the Sarasota lifestyle, amenity access and downtown connectivity. Saravela represents a new vision of urban coastal living, strategically between Sarasota’s vibrant arts district and the scenic Bayfront, offering ease of access to world-class dining, boutiques, cultural venues and waterfront recreation. Designed by Kimmich Smith Architecture with interiors by ID & Design International and a comprehensive lifestyle program, Saravela offers more than 47,000 square feet of resort-style amenities spread across six indoor and outdoor levels, including multiple rooftop pools, fitness and wellness studios, spa and yoga rooms, social lounges, golf simulator, game and kids’ club spaces, putting green, outdoor grilling stations, dog run and wash, co-working space and concierge services. A signature feature of Saravela is its owner-flexible rental program, the first of its kind in downtown Sarasota. With a short term rental option and on-site professional rental management, our innovative rental program can help you offset costs and let your residence work for you while you are away. Residences are crafted for modern urban living, offering thoughtfully designed interiors, expansive views and direct access to the best of Sarasota’s lifestyle. Enjoy the Bayfront park, performance venues, upscale restaurants, cafés, galleries and boating, beach, and golf destinations are just minutes away. This two-bedroom, one-bath residence of 1,436 square feet features 11-foot ceilings, quality finishes including high-end appliances and fixtures, floor-to-ceiling windows and a spacious balcony. For a carefree, turnkey experience, the residence is fully furnished with custom selections by acclaimed Steven G. Interiors. Saravela’s prime downtown address, sophisticated design, unique rental flexibility, and industry leading amenity program position it as a defining residence for owners seeking a full-time lifestyle or seasonal getaway in one of Florida’s dynamic coastal cities.
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