Location: Sarasota , 34236
Do Not Show Listings
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$649,500245 Days on yellowkey MLS ID: A4667640
REDUCED by $500 (0.1%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,165
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Wake up to Sarasota Bay. Walk to everything else. This is the one you've been waiting for — a fully renovated 2-bedroom, 2-bath residence at The Regency House, where downtown Sarasota's most coveted address meets the shimmering waters of Sarasota Bay. Unit #403 has been thoughtfully reimagined from the inside out, featuring a stunning new kitchen, beautifully appointed bathrooms, and fresh flooring throughout — move-in ready and magazine-worthy. The Regency House is having its moment. A brand-new community pool has been approved, and the seller is covering the assessment in full — so you inherit all the upside with none of the hassle. Step outside and you're already living your best life. Bayfront Park, the vibrant energy of Main Street, world-class dining, arts, and the Saturday Farmers Market — all of it is right here, on foot. This isn't just a home. It's a front-row seat to everything that makes Sarasota one of the most sought-after cities in Florida. For the buyer who refuses to compromise — on location, on lifestyle, or on quality — 435 S Gulfstream Ave #403 is the answer. Schedule your private showing today. Opportunities like this don't wait.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
505 S ORANGE AVE #301, SARASOTA, FL 34236
$1,499,000173 Days on yellowkey MLS ID: A4675111
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3026 Built: 2007 Tax: $9,797 (2024)Community: KanayaSpa: NoCondo
Taxes:$9,797
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to KANAYA, at the intersection of Luxury, Lifestyle and Location with bragging rights to a substantial and affluent building, yet with only 32 residences enhanced by privacy as well as very friendly neighbors. IF YOU ARE LOOKING TO PURCHASE A GREAT DOWNTOWN CONDOMINIUM WITH FIRST RATE FINANCIALS, WELL FUNDED and PASSED THE MILESTONE INSPECTION with the best possible report...you have found it! This 3rd floor unit is also located on the Amenity Floor and is one of the most unique high rise condos in Sarasota with a HUGE 1075 square foot PRIVATE OWNER'S PATIO that is uniquely and privately yours in addition to 2 terraces. Schedule a private tour to see this superior end unit condo with 3003 square feet, 3 bedrooms-all 3 have walk-in closets, 3.5 bath, plus an office/den/study. Your well-appointed kitchen includes a Stainless Steel Kitchen Aide Suite of appliances, Granite counters, and a LARGE walk-in pantry. The primary suite includes a 13x10 private study, a large corner bedroom with northern and western exposure plus a separate access to the large balcony, The owner’s suite bathroom comes complete with a soaking tub, shower with transom window, water closet, two vanities and a walk-in closet with Build out. On the north end you will discover two more-en-suites both have private baths and access to a north and east facing balcony. There is a formal foyer and a well-placed powder room as well as Crown Mouldings and a wet bar in the Living area. For amenities, the building offers a mesmerizing 16th floor roof-top balcony, featuring entertainment centers, lounge seating and splendid views of the city, fireworks, and Sarasota’s barrier islands and iconic bridge. You also have full access to the south facing 65-foot heated pool, huge sunbathing deck, shower/sauna, yoga room, gym, and indoor clubhouse kitchen. Modern construction boasts an abundance of impact glass windows and doors throughout. Your new condo has a large laundry room with cabinetry and a wash tub plus you have two dedicated parking garage spots that are side by side and the option to have electric car charging stations exists. This condo also has 3 storage units in the garage and there is a community bike storage room on the ground level of the SECURE garage. The Kanaya Has 15 floors and only 32 condos...The owners and management recently had the Milestone report performed by Karins Engineering and PASSED with very positive results (please see the MLS attachment). There are 2 full time superintendents on site who are always willing to help. The entire building was sealed, caulked and painted within the past 2 years. The Kanaya has impact glass windows throughout and backup a generator to perform partial lighting and power. This beautiful home is an exceptional downtown value at $1,499,000
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
1305 4TH ST #401G RT, SARASOTA, FL 34236
$1,259,00079 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
Tax Year: 2025
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 #201I, SARASOTA, FL 34236
$795,000104 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 #302I, SARASOTA, FL 34236
$1,050,000106 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 #301G, SARASOTA, FL 34236
$995,000356 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
$1,995,000463 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
Remarks: Under Construction. Residence 202P at TheGallerySarasota is the last remaining 3-bedroom plus office in the Elevated Living West Collection, offering 1,873 square feet of dramatic, light-filled design in one of downtown Sarasota’s most distinctive new luxury addresses. Defined by soaring 26-foot ceilings, full-height windows, and a private in-suite floor-to-floor elevator, this residence delivers architectural volume, natural light, and a true sense of arrival. The main living level features an open great room, dedicated office, dining area, and modern kitchen with high-end Italian finishes and a large gathering island designed for effortless entertaining. A private terrace with glass panel railing extends the living space outdoors, while the upper level offers a luxurious primary suite with walk-in closet, plus two additional bedrooms for guests or family. TheGallerySarasota is an iconic boutique mid-rise located just three blocks from the bay and above the floodplain. Residents enjoy a rooftop terrace with resort-style pool and social lounge, a two-room fitness center and yoga studio, private parking, storage, and a walkable downtown location near Whole Foods, Main Street, The Bay Park, and the Rosemary District. Under construction and thoughtfully limited in design, The Gallery offers a rare opportunity for new construction luxury in downtown Sarasota.
1305 4TH ST #403B, SARASOTA, FL 34236
$1,459,000502 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
$1,659,000503 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
$1,495,000503 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).
401 QUAY COMMONS #1501, SARASOTA, FL 34236
$7,250,000145 Days on yellowkey MLS ID: A4678497
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3798 Built: 2021 Tax: $70,210 (2025)Community: Ritz Carlton ResidencesCondo
Taxes:$70,210
Elementary School: Alta Vista Elementary
High School: Booker High
Remarks: This fully bespoke designer corner residence at the Ritz-Carlton Residences Sarasota offers enduring, world-class luxury for buyers accustomed to the best. A clean, modern interior hand-finished by local artisans, panoramic bay-to-Gulf views, fully integrated home automation and legendary Ritz service sets the highest standard for an urban resort lifestyle. In downtown Sarasota’s flourishing Quay District, life here is centered on ease and access. It’s an easy distance to The Bay, Bayfront Park and Marina Jack. Downtown restaurants, boutiques, galleries, groceries, cinemas and farmers market are within a mile, while SRQ International Airport, Sarasota Memorial Hospital, St. Armands Circle and Lido Beach are all within three miles. A flow-through layout is framed by floor-to-ceiling glass and luminous vistas. Wake up each day to this amazing view when the shades automatically go up at the appointed time. Three balconies extend the sunny disposition, highlighted by a 31-by-12-foot main terrace with a built-in electric grill. Distinctive details include a built-in lounge bench with automated pop-up table, an elegant wet bar with leather-clad cabinetry, custom textured metal accent walls, Aku wood-slat acoustic panels and genuine crushed-pearl textured paint. A standout feature of this three-bedroom, three-and-a-half-bath residence is the expansive primary bath. Wrapped in marble stone, it features dual vanities, a micro-jetted soaking tub and a double shower with ceiling rain showers, adjustable sprays and in-wall body sprays. Dual walk-in closets are equally considered, with integrated lighting and custom wardrobe organizers designed to keep everything neatly within reach. Amenities reflect the Ritz-Carlton gold standard of care, led by 24-hour dedicated staff and concierge service, along with room service from Jack Dusty's. On-site property management, waterfront pool, lap pool, fitness room, game room and gathering spaces complete the lifestyle. This is The Ritz-Carlton at its most personal, bespoke, beautifully finished and fully integrated, with clear bay-to-Gulf views and three-balcony outdoor living. For buyers accustomed to the best, it’s a rare chance to claim a signature residence in downtown Sarasota’s Quay District.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
401 QUAY #1004, SARASOTA, FL 34236
$4,900,0001 Day on yellowkey MLS ID: A4696417
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2984 Built: 2021 Tax: $50,751 (2025)Community: Block 6 CondoSpa: YesCondo
Taxes:$50,751
Remarks: Seldomly available impeccable condominium residence in Sarasota’s most desirable building, The Ritz Carlton Residences, Sarasota. Offering all the quality and impeccable 24-hour service that the Ritz name evokes, along with great public spaces/amenities (two pools, gym, morning room, etc.) and gated private access to The Ritz Carlton Hotel and services. This 10th-floor residence seamlessly combines a sleek modern aesthetic with a comfortable design conducive to relaxed living or stylish entertaining. Enjoy direct water views from inside or while relaxing on the large, covered terrace with a grill. Recharge in the spa-like primary bath, prepare your favorite recipes in the chef's kitchen or settle down in the light-filled great room with a good book. Two en-suite guest suites make it easy to accommodate family or friends. Conveniently moments from most of Sarasota’s many cultural venues, fine restaurants, beaches, museums, galleries and airport. An exciting opportunity for the discerning.
Listing Agent: Steve Wexler (941-586-1124)
1064 N TAMIAMI TRL #1425, SARASOTA, FL 34236
$535,00077 Days on yellowkey MLS ID: A4687230
3 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1352 Built: 2007 Tax: $5,881 (2025)Community: Broadway PromenadeCondo
Taxes:$5,881
Elementary School: Gocio Elementary
High School: Riverview High
Remarks: Discover the ultimate blend of upscale downtown living and exceptional affordability at Broadway Promenade! This spacious 3-bedroom, 2-bath residence features a separate dining area one of the largest floor plans available. With natural tones throughout, it creates a warm & inviting atmosphere. Prepare to be captivated by arguably the best views in the building, facing north & overlooking Pioneer Park with peek-a-boo vistas of the Intracoastal Waterway. Enjoy the convenience of two designated parking spaces in the secure under-building garage. Abundant amenities include 24-hour concierge, library, billiards room, fitness center, saunas, heated pool & spa, and outdoor dining areas, all at the most competitive condo fees in downtown Sarasota. Guest suites, pets welcome too! Conveniently located next to Publix Plaza, near chic Rosemary District, with trendy cafes, restaurants, yoga studios, & shopping options. Plus, just moments away from downtown Sarasota, St. Armands Circle, and Lido Beach. Just a stones throw away is The Bay, a breathtaking 53-acre city-owned park featuring exciting amenities including a new performing arts center, public boat launch, array of dining experiences, & scenic green spaces including a restored Mangrove Bayou & Fountain Garden. Experience the luxury of Broadway Promenade where upscale living meets incredible value. Make it yours today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nancie Kalin (941-928-8833)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000206 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$7,718
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing Agent: Dennis Girard (941-809-0041)
800 N TAMIAMI TRL #312, SARASOTA, FL 34236
$690,000121 Days on yellowkey MLS ID: A4682076
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $7,012 (2025)Community: AlinariSpa: NoCondo
Taxes:$7,012
Remarks: All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.
Listing Agent: Peter Laughlin (941-356-8428)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00023 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
417 N OSPREY AVE, SARASOTA, FL 34236
$1,795,000239 Days on yellowkey MLS ID: A4667626
REDUCED by $55,000 (3.0%) on 06/10/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3154 Built: 2025 Tax: $3,873 (2024)Community: Central ParkSingle Family
Taxes:$3,873
Remarks: Experience elevated downtown living in this 2025 NEW CONSTRUCTION home just steps from Main Street. Built on 16-gauge steel framing, this 3,154 sq ft residence sits 23 FEET ABOVE SEA LEVEL and more than 10 feet above the floodplain in coveted ZONE X, a rare combination of elevation and location in downtown Sarasota. The open-concept layout features 10-foot ceilings and a chef’s kitchen with polished marble countertops, 10-foot island, 48” Thor gas range, Miele dishwasher, dual Electrolux refrigerator and freezer, walk-in pantry, reverse osmosis, and whole-home water filtration. The first-floor primary suite opens to a private patio overlooking the HEATED SALTWATER POOL and includes a spa-style bath with freestanding tub, walk-in shower, dual sinks, and dual closets. Upstairs, three en-suite bedrooms provide flexibility for guests or family, including one with a private balcony. The fully fenced backyard is designed for privacy and entertaining, with architectural plans available for a FUTURE GARAGE OR ADU, offering flexibility rarely found in downtown new construction. Additional features include hurricane-rated impact windows, standing seam metal roof, and hard-wired Arlo video entry. Located in Gillespie Park with walkable access to DOWNTOWN SARASOTA, The Bay, Marina Jack, Payne Park, and the beaches of Lido and Siesta Key.
Listing is courtesy of: CATALIST REALTY LLC (386-871-4600)
Listing Agent: Vannesa Poole (407-538-1030)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,000129 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Remarks: Experience luxury island living in this beautifully appointed 5-bedroom, 5.5-bath retreat located just moments from the world-famous St. Armands Circle and Lido Beach. Designed for both relaxation and entertaining, this spacious home offers an exceptional blend of elegant interiors and resort-style outdoor living. The heart of the home is the stunning gourmet kitchen, featuring premium appliances, custom cabinetry, expansive quartz countertops, a gas cooktop, wine refrigeration, and 2 large center islands perfect for gathering with family and friends. The open-concept living area boasts soaring ceilings, abundant natural light, and walls of sliding glass doors that seamlessly connect indoor and outdoor spaces. Step outside to your private tropical oasis, complete with a heated screened pool and spa, covered lanai, comfortable outdoor lounge seating, dining area, and a fully equipped outdoor kitchen and grill station. Whether you're enjoying morning coffee poolside, hosting an evening barbecue, or unwinding after a day at the beach, this home is designed to make every moment memorable. Located near the shops, restaurants, and vibrant atmosphere of St. Armands Circle, and just minutes from the white sand beaches of Lido Key, this exceptional property offers the perfect Sarasota vacation experience.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
1900 BENJAMIN FRANKLIN DR #V12, SARASOTA, FL 34236
$549,900211 Days on yellowkey MLS ID: A4671208
REDUCED by $25,000 (4.3%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967Monthly Fee: $1,217 Tax: $7,227 (2024)Community: Lido HarbourVilla
Taxes:$7,227
Remarks: One or more photo(s) has been virtually staged. Situated on the serene southern tip of Lido Key within the coveted First Lido community, Villa 12 delivers a coastal living experience that is increasingly rare—blending the privacy of a single-family home with the effortless, maintenance-free lifestyle of a ground-level villa. With 2 bedrooms, 2 full baths, and a versatile enclosed Florida room, this residence is ideal for those seeking a quiet island retreat with the vibrant energy of Lido Key just moments away. The villa has been significantly updated from the studs out, providing a fresh and clean interior canvas. The open-concept floor plan features porcelain tile flooring throughout and a modern kitchen appointed with brand-new appliances and sleek finishes—offering a bright, functional space for everyday living and hosting. While the core renovation work has been completed, the home remains a "living canvas," providing a unique opportunity for a new owner to add their own custom refinements and personal style to a high-potential space. Practicality is built-in with rare amenities, including a private attached carport for door-front parking and a dedicated in-unit laundry room. The enclosed Florida room adds valuable square footage, serving as a flexible den, office, or guest space. Just steps from your door, enjoy private beach access and a gulf-front pool where residents gather for sunset views. Positioned just minutes from St. Armand’s Circle and South Lido Park, the location is truly peerless. With a highly motivated seller ready to move, this property is priced to reflect its current condition and presents a significant opportunity for a buyer looking to secure a renovated Lido Key address at a competitive value. Whether you’re looking for a seasonal escape or a high-potential investment, Villa 12 offers a solid foundation in a premier beachside setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Anthony Rechul (248-930-6638)
350 S POLK DR #302, SARASOTA, FL 34236
$535,00055 Days on yellowkey MLS ID: A4690291
REDUCED by $25,000 (4.5%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1977Monthly Fee: $893 Tax: $6,448 (2025)Community: Lido ShoresCondo
Taxes:$6,448
Remarks: Escape to coastal living in this beautifully appointed 2-bedroom, 2-bath condo located in the highly desirable Lido Shores Condominiums. Just a short 2-minute walk to the pristine sands of Lido Beach, this residence offers the perfect blend of relaxation and convenience. Enjoy access to a large heated community pool, ideal for year-round enjoyment. Situated just moments from the vibrant shops and dining of St. Armands Circle, you’ll love the walkable lifestyle and endless entertainment options. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this coastal gem delivers the best of Sarasota living.
Listing is courtesy of: EDINA REALTY, INC. (239-659-3300)
Listing Agent: Peggy Lovejoy (239-659-3300)
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