Location: Sarasota , 34236
Do Not Show Listings
1305 4TH ST #301G, SARASOTA, FL 34236
$995,000347 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,950
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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).
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1305 4TH ST #202P, SARASOTA, FL 34236
$1,995,000454 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
$1,459,000493 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
$1,659,000494 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
$1,495,000494 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).
1212 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$635,000245 Days on yellowkey MLS ID: A4666764
REDUCED by $15,000 (2.3%) on 04/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1116 Built: 1974 Tax: $8,095 (2024)Community: Lido Beach ClubSpa: NoCondo
Taxes:$8,095
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Live each day surrounded by blue skies, turquoise Gulf waters and Sarasota’s celebrated sunsets. Tucked at the south end of Lido Key, this beautifully remodeled residence offers a relaxed beachfront setting just moments from St. Armands Circle and downtown Sarasota. The open floor plan is bright and welcoming, with contemporary finishes and a layout designed to make the most of natural light. The remodeled kitchen features sleek white cabinetry, quartz countertops and a clean, coastal-modern style. The spacious bedroom opens to the covered balcony, and includes a walk-in closet and en-suite bath, creating a comfortable private retreat. Gulf views from the balcony bring added beauty to daily living and enduring appeal to this beachside home. Climate-controlled storage and one covered parking space add convenience. Lido Beach Club is a professionally managed community with amenities that enhance the beachfront experience, including a heated pool with tiki seating areas, gated beach access, serenity garden, fitness room and social room for private gatherings. Excellent location with the beach at your backyard, South Lido Park nature preserve across the road, the Ritz Tiki Beach Bar next door, one mile to world-famous St. Armands Circle, and only four miles to downtown Sarasota. Ride the complimentary Lido Shuttle to and from St. Armands Circle, or the Sarasota Bay Runner trolley to downtown destinations. Life is good at the beach!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Endara (941-323-1700)
226 GOLDEN GATE PT #12, SARASOTA, FL 34236
$1,329,000289 Days on yellowkey MLS ID: A4658540
REDUCED by $65,000 (4.7%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1823 Built: 1968 Tax: $12,928 (2024)Community: Harbor House WestSpa: NoCondo
Taxes:$12,928
Remarks: One or more photo(s) has been virtually staged. Fully renovated in 2025, this waterfront condominium residence at Harbor House West offers turnkey bayfront living on Golden Gate Point, one of Sarasota's most desirable waterfront neighborhoods. Enjoy sweeping Sarasota Bay, Ringling Bridge, and barrier island views from a move-in-ready residence ideally positioned within walking distance of downtown Sarasota and just minutes from St. Armands Circle, Lido Beach, and the city's renowned dining, arts, and cultural attractions. Combining the convenience of a lock-and-leave condominium with the lifestyle of a waterfront Sarasota residence, this thoughtfully restored and professionally redesigned home delivers low-maintenance coastal living in the heart of Sarasota. Thoughtfully restored and redesigned for modern coastal living, the light-filled interior features an open-concept layout that maximizes natural light, panoramic water views, and everyday functionality. Expansive sliders create a seamless connection between the living spaces and the private, enclosed waterfront patio, offering direct patio access, easy pet access, and effortless indoor-outdoor living year-round. The ground-floor setting enhances everyday convenience while creating a true extension of the home's waterfront living experience. The redesigned kitchen blends clean coastal styling with premium functionality, featuring quartz countertops, custom cabinetry, induction cooking, and a suite of upgraded GE and Fisher & Paykel stainless steel appliances. Adjacent to the kitchen, a dedicated laundry room with additional storage enhances everyday convenience. The primary suite serves as a peaceful waterfront retreat with expansive bay and bridge views, a custom walk-in closet, and a beautifully updated bath with dual-sink vanity, linen storage, and walk-in shower. Two additional guest bedrooms offer generous closet space, natural light, and flexibility for guests, seasonal living, or a home office. Following its comprehensive 2025 renovation, the residence offers refreshed interiors, updated finishes, and a move-in-ready environment designed for easy waterfront ownership, turnkey enjoyment, and lock-and-leave convenience. Thoughtfully modernized throughout, the home provides the confidence of completed improvements and a simplified coastal lifestyle. Additional highlights include assigned covered parking with future EV charger wiring in place, ample guest parking, pet-friendly living, and access to the community day dock. Harbor House West Condominium Association is a professionally maintained and well-managed bayfront community on Golden Gate Point, offering secure building access, day-dock amenities, and a premier waterfront location in Sarasota. Residents enjoy the confidence of an established waterfront community while benefiting from exceptional walkability to downtown Sarasota and convenient access to Sarasota Bay, Marina Jack, St. Armands Circle, Lido Beach, and many of the area's most celebrated restaurants, shopping destinations, and cultural venues.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
850 S TAMIAMI TRL #630, SARASOTA, FL 34236
$317,50091 Days on yellowkey MLS ID: A4684292
REDUCED by $11,500 (3.5%) on 05/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $1,963 (2025)Community: Central Park Sec 2 Ph 1Townhouse
Taxes:$1,963
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Tom Ward (941-350-2463)
130 N ADAMS DR, SARASOTA, FL 34236
$1,500,000369 Days on yellowkey MLS ID: A4654087
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1957Monthly Fee: $4 Tax: $10,652 (2024)Community: Saint Armands DivSingle Family
Taxes:$10,652
Remarks: One or more photo(s) has been virtually staged. Charming Mid-Century Ranch on Saint Armands | Oversized Lot. Welcome to your slice of paradise on the coveted Saint Armands in Sarasota, Florida. This sturdy mid-century ranch home offers the perfect blend of timeless character and modern comfort. Situated on an oversized lot, this 3-bedroom, 2-bathroom residence provides ample space for relaxation, entertaining, or future expansion. Step inside to discover a natural light-filled floor plan with classic mid-century details and an inviting atmosphere. The generous living area with vaulted ceilings flows seamlessly, creating a warm, welcoming environment ideal for both everyday living and entertaining guests. Enjoy peace of mind with major updates already in place, including a newer roof (2021) and HVAC system (2023)—ensuring comfort and efficiency for years to come. Outside, the expansive yard offers endless possibilities—from 2 existing outdoor hot water showers to lush landscaping and outdoor dining spaces to room for a pool or garden oasis. Just a short stroll to the boutiques and dining of Saint Armands Circle and minutes to the pristine shores of Lido Beach, this home is perfectly positioned to enjoy the best of coastal Sarasota living. Don’t miss this rare opportunity to own a classic gem in one of Sarasota’s most desirable neighborhoods. Private showings available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000236 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
Remarks: Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000151 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$55,845
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1650 PINE TREE LN #103, SARASOTA, FL 34236
$309,90026 Days on yellowkey MLS ID: A4692661
REDUCED by $10,000 (3.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1974 Tax: $2,729 (2025)Community: Bayou House AptsCondo
Taxes:$2,729
Remarks: BREATHTAKING BAYOU HOUSE! Positioned along the peaceful waters of Hudson Bayou, this beautifully updated FIRST-FLOOR residence offers a rare blend of waterfront serenity and walkable proximity to the very best of Downtown Sarasota. From the moment you step inside, the tone is set — a clean, open layout enhanced by tasteful finishes and a natural flow that makes everyday living feel effortless. The kitchen serves as the heart of the home, featuring rich cabinetry, sleek QUARTZ countertops, and modern updates that balance both style and functionality. Thoughtfully designed with a SPLIT BEDROOM FLOOR PLAN, the layout provides a sense of privacy and separation — ideal for hosting guests or creating comfortable, independent living spaces within the home. Updated bathrooms, refined flooring, and contemporary lighting carry a cohesive feel throughout, delivering a move-in-ready environment for even the most discerning buyer. Step beyond the living space to your PRIVATE SCREENED LANAI, where one can sit sipping on a cup of their favorite brew whilst taking in the tranquil waterfront setting and serene birdsong. With direct GULF ACCESS via Hudson Bayou, this is more than just a view — it’s a lifestyle. Launch a kayak, enjoy the natural surroundings, or simply unwind as the water moves gently past your backyard. A BRAND-NEW TRANE A/C (2024) ensures year-round comfort and efficiency, adding yet another layer of confidence for the next owner. All of this, just minutes from Downtown Sarasota, where you’ll find TOP-RATED RESTAURANTS, boutique shopping, art galleries, Marina Jack, Selby Gardens, and the vibrant cultural energy that makes this area so desirable — all while returning home to your own quiet, waterfront retreat. This is the kind of opportunity that rarely presents itself — WATERFRONT, FIRST-FLOOR, MOVE-IN READY, and perfectly positioned. DO NOT ALLOW THIS RARE WATERFRONT OPPORTUNITY TO SLIP THROUGH YOUR GRASP… CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING!!!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Matthew Sharp, Pa (813-629-7094)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000147 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$19,996
Remarks: Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and an oversized island ideal for entertaining. Generous living and dining areas allow the home to host comfortably without sacrificing privacy or everyday livability. Each of the five bedrooms offers its own en-suite bath, creating private retreats for family and guests alike. The primary suite is designed as a true sanctuary, featuring spa-inspired finishes and a calm connection to the surrounding outdoor spaces. One of the home’s most special features is the expansive rooftop terrace, offering sunset views toward the Gulf and a unique setting for evening entertaining or quiet moments above the neighborhood canopy. Built by Seaward Homes and completed in 2024, the residence also includes smart home integration, custom closets and thoughtfully curated finishes throughout. Located in Lido Shores, one of Sarasota’s most sought-after coastal neighborhoods, residents enjoy private beach access along with convenient proximity to St. Armands Circle, downtown Sarasota, and the city’s renowned dining and cultural destinations. Recently completed and ready for immediate occupancy, this home presents a rare opportunity to enjoy brand new construction in Lido Shores without the time, complexity, and rising costs of building.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00070 Days on yellowkey MLS ID: A4686935
REDUCED by $195,000 (4.6%) on 05/29/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000211 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new $50,000 custom organizers. A versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. A full-size, in-residence washer and dryer make this home as practical as it is luxurious.Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
540 S POLK DR, SARASOTA, FL 34236
$8,250,000115 Days on yellowkey MLS ID: A4681449
REDUCED by $400,000 (4.6%) on 05/29/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5331 Built: 2025 Tax: $20,946 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$20,946
Remarks: This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Kathleen Wingate (813-731-3332)
631 N ORANGE AVE #208, SARASOTA, FL 34236
$309,900207 Days on yellowkey MLS ID: A4671326
REDUCED by $20,000 (6.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,508 (2024)Community: Mentone CourtSpa: NoCondo
Taxes:$2,508
Remarks: One or more photo(s) has been virtually staged. Exceptional downtown Sarasota value in the heart of the Rosemary District. One of only a few two-bedroom, two-bath residences currently available under $350,000 in the entire downtown Sarasota market, this beautifully updated second-floor corner residence at Mentone Court offers an increasingly rare opportunity to enjoy walkable city living with low ownership costs, covered parking, and immediate access to Sarasota’s dining, shopping, and cultural attractions. Located within the charming Mentone Court community of just 16 residences, this elevated complex sits above the flood plain and includes assigned covered parking for Unit #208. The professionally managed association offers remarkably low HOA fees that include master insurance on the building, water, sewer, trash, landscaping, exterior maintenance, and reserve funding—providing exceptional value and peace of mind. The community is fully funded with no planned special assessments and is exempt from milestone inspection requirements due to its low-rise construction. Inside, the bright and thoughtfully designed layout feels open and spacious with high ceilings, large-format porcelain tile flooring, recessed lighting, and five closets for ample storage. Tropical-inspired paint tones, plantation shutters, and updated finishes create a clean, contemporary atmosphere throughout. The kitchen features refinished solid-wood cabinetry, granite countertops, under-cabinet lighting, and a striking pearlescent subway tile backsplash. Brand-new appliances—including an induction range, dishwasher, and refrigerator—have never been used, while a newer HVAC system and four Hunter remote-control ceiling fans enhance efficiency and comfort. Both bathrooms have been updated, offering a pristine cast-iron tub in one bath and an oversized walk-in shower with classic white subway tile in the other. The spacious primary bedroom easily accommodates a king-sized bed and features a California-style walk-in closet. A stacked washer and dryer are also included for added convenience. One of the residence’s standout features is the oversized screened lanai, accessed through a 12-foot sliding glass door and protected by a motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection. Complete with battery backup and MagnaTrack technology, the screen also functions as a sunshade for year-round outdoor enjoyment. Mentone Court enjoys a “Walker’s Paradise” location with a walkability score of 92. Citrus Square—with multiple restaurants offering outdoor dining—is located less than a block away, while Main Street’s cafés, boutiques, Whole Foods, waterfront parks, and downtown Sarasota’s cultural attractions are all within easy walking distance. Residents also enjoy close proximity to Payne Park and the Legacy Trail, while nearby Bay Runner trolley access offers convenient transportation to St. Armands Circle, Lido Beach, and South Lido Park. Whether you are searching for a seasonal retreat, investment property, downtown pied-à-terre, or full-time residence, Unit #208 offers an exceptional opportunity to enjoy affordable downtown Sarasota living with easy beach access and outstanding walkability.
Listing Agent: Roger Pettingell (941-387-1840)
631 N ORANGE AVE #107, SARASOTA, FL 34236
$339,900315 Days on yellowkey MLS ID: A4659021
REDUCED by $20,000 (5.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,713 (2024)Community: Mentone CourtCondo
Taxes:$2,713
Remarks: Downtown Sarasota living becomes exceptionally attainable with this beautifully renovated first-floor residence in the heart of the Rosemary District. One of only a handful of two-bedroom, two-bath residences currently available under $400,000 in the downtown Sarasota market, this move-in-ready home offers an unmatched combination of walkability, modern updates, low ownership costs, and immediate access to Sarasota’s vibrant urban lifestyle. Located within the charming Mentone Court community of just 16 residences, this beautifully updated unit sits above the flood plain and includes assigned covered parking only steps from the front door. Positioned within a “Walker’s Paradise” location, the residence is just a five-minute stroll to Main Street’s dining, boutiques, and cafés, a few blocks from Whole Foods, and moments from the Rosemary District’s growing collection of restaurants and outdoor gathering spaces. Citrus Square—located less than a block away—offers additional dining options and convenient access to the Bay Runner trolley and public scooter transportation for effortless connectivity throughout downtown Sarasota and the beaches. Inside, the residence has been extensively renovated and thoughtfully designed with a clean, contemporary aesthetic. High ceilings, porcelain tile flooring, 5-inch baseboards, plantation shutters, and four closets create a bright and spacious atmosphere throughout the more than 1,000-square-foot layout. The open-concept kitchen features quartz countertops, handcrafted Moroccan Zellige tile backsplash and island accents, solid hickory dovetailed cabinetry, and new Samsung smart Wi-Fi appliances including an induction range and quiet dishwasher. Both bathrooms have been beautifully reimagined with designer tile, Kohler Awaken fixtures, Choreograph shower systems, and premium glass enclosures, while a new LG heat pump washer and dryer adds everyday convenience. The residence is being offered furnished, including most furnishings, artwork, and a 75-inch Frame television, creating an ideal turnkey downtown residence, investment property, or seasonal pied-à-terre. One of the home’s standout features is the oversized private lanai with storage closet, opening directly to a tranquil green space and private gated access toward Citrus Square. A motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection enhances both security and year-round usability. Mentone Court offers exceptional value with low HOA fees that include master insurance on the structure, water, sewer, trash, landscaping, exterior maintenance, and reserve funding. The professionally managed association is fully funded with no planned special assessments. The community is exempt from milestone inspection requirements due to its low-rise construction and has never experienced storm damage. Perfectly positioned near Payne Park and the Legacy Trail, the residence also offers convenient access to St. Armands Circle, Lido Beach, Longboat Key, Sarasota-Bradenton International Airport, and downtown Sarasota’s renowned cultural attractions including theaters, galleries, waterfront parks, and fine dining. Stylish, low-maintenance, and exceptionally walkable, this downtown Sarasota residence delivers an outstanding opportunity to enjoy elegant city living with easy beach access.
2050 BENJAMIN FRANKLIN DR #B704, SARASOTA, FL 34236
$2,650,000195 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 ResidencesSpa: YesCondo
Taxes:$21,527
Remarks: Turnkey furnished executive residence set high on the seventh floor of Orchid Beach Club, this Lido Key beachfront condominium captures sweeping Gulf, bay, and downtown Sarasota views from the moment of arrival. Designed for elevated coastal living, the nearly 3,000-square-foot layout offers three bedrooms, three full baths, private elevator access, and multiple terraces that create a seamless indoor-outdoor lifestyle. A residents-only elevator opens directly into a private lobby, where double iron filigree doors introduce a refined interior filled with natural light. High cove ceilings with inset lighting, custom millwork, wood paneling, motorized window treatments, and thoughtfully updated finishes establish a polished, modern aesthetic. Walls of impact glass frame unobstructed water and city vistas, enhancing every living space. The gourmet kitchen blends clean design with functionality, featuring quartz countertops, sleek cabinetry, center island with seating, breakfast bar, and premium 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 both entertaining and everyday living. The Gulf-front primary suite offers a private retreat with terrace access, dual walk-in closets, and a renovated bath featuring marble-inspired finishes, dual vanities, soaking tub, and walk-in shower. Two guest suites are positioned in a split layout for privacy—one with terrace access and the other with its own private balcony—providing comfortable accommodations for visitors. Three terraces extend the living experience outdoors. The expansive bay-facing terrace features a full summer kitchen with a new (2024) built-in gas grill, generous dining area, and ample seating space for sunset entertaining. A Gulf-facing terrace is shared by the primary suite and third bedroom, while the second guest suite enjoys its own secluded balcony. Orchid Beach Club is an exclusive Gulf-front community of just 54 residences, offering a full-service lifestyle with 24-hour gated entry, concierge services, and a recently updated clubhouse featuring a social room, catering kitchen, library, billiards, and lounge. The wellness amenities include a fitness center, sauna, spa room, and massage services. Outdoors, the Gulf-side pool and spa are surrounded by a spacious sun deck, with direct access to Lido Beach’s soft sand and turquoise waters. Ideally located near St. Armands Circle, Longboat Key, and downtown Sarasota, residents enjoy close proximity to fine dining, boutique shopping, marinas, and renowned cultural venues including the Van Wezel Performing Arts Hall, Sarasota Opera House, and The Ringling Museum. This turnkey furnished executive residence offers a rare opportunity to experience beachfront living with exceptional views, privacy, and convenience on Lido Key.
50 CENTRAL AVE #16-C, SARASOTA, FL 34236
$1,499,00053 Days on yellowkey MLS ID: A4689102
1 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2003 Tax: $19,640 (2025)Community: Plaza @ Five PointsCondo
Taxes:$19,640
Remarks: One or more photo(s) has been virtually staged. Experience elevated downtown living at 50 Central – The Plaza at Five Points, a boutique luxury high-rise offering an exclusive blend of upscale commercial space and just 49 private residences. Perched on the 16th floor, Residence 16C showcases 2,117 square feet of living space with 2 generously sized bedrooms, 3 full bathrooms, and a versatile office/den. Floor-to-ceiling windows and sliding glass doors frame sweeping views of the city skyline and Sarasota Bay, while two private, covered balconies provide the perfect setting to relax and take in the scenery. The residence has been freshly painted and is ready for your personal vision. A bright, welcoming foyer opens into a thoughtfully designed interior. The sleek, modern kitchen features European-style cabinetry, efficient use of space, and a raised breakfast bar ideal for casual dining or entertaining. The primary suite offers a spa-like retreat with dual vanities, abundant storage, a walk-in shower, and a soaking tub. Both the primary and guest bedrooms enjoy direct balcony access. Additional highlights include a separate laundry room with sink and well-appointed guest bathrooms with tub/shower combinations. This unit includes two deeded garage parking spaces and a private storage unit for added convenience. Residents of Plaza at Five Points enjoy a full suite of amenities, including a well-equipped fitness center, concierge services, secure controlled access, and valet parking. A private guest suite with direct pool access ensures visitors are comfortably accommodated. Outdoor amenities feature a heated pool and spa, grilling area, and a cabana with gazebo. The beautifully refreshed clubroom overlooks the pool deck and includes a catering kitchen, fireplace, and conference room. Completed in 2005 and built to modern hurricane standards, this sought-after building is known for its solid construction and intimate, boutique atmosphere. Located in the heart of downtown, you are just steps from the Sarasota Opera House, vibrant art galleries, theaters, shopping, and top-rated dining. Nearby attractions include Marina Jack, St. Armands Circle, Lido Beach, Siesta Key Beach, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Center, with Sarasota-Bradenton International Airport just a short drive away. Residence 16C offers a refined yet relaxed lifestyle in one of Sarasota’s most desirable downtown addresses. Vacant and easy to show—schedule your private tour today.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.