Location: Sarasota , 34236
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2052 BENJAMIN FRANKLIN DR #D702, SARASOTA, FL 34236
$4,175,00094 Days on yellowkey MLS ID: A4672832
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3654 Built: 2005 Tax: $53,274 (2025)Community: Orchid Beach Club ResidencesSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$53,274
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Located within Orchid Beach Club, the premier direct-beachfront building on the south end of Lido Beach, this expansive 3BR/3.5BA, 3,654-square-foot residence offers an exceptional blend of luxury, privacy, and coastal elegance. A private elevator lobby and double-door entry open to a light-filled floor plan designed for both everyday living and effortless entertaining. Main living areas feature soaring 10-foot ceilings, clean architectural lines, and generous wall space ideal for displaying artwork, all flowing seamlessly to the outdoors. The expansive beachfront terrace is a standout feature, showcasing unobstructed Gulf & sunset views and a built-in grill, perfect for al fresco dining, hosting guests, or just relaxing to the sound of the waves cascading on the shoreline. The gourmet kitchen is thoughtfully designed for culinary enthusiasts, offering a five-burner gas range, warming drawer, and spacious walk-in pantry. The primary suite serves as a peaceful retreat with a sitting area, wet bar, and sweeping panoramic views from Siesta Key to Longboat Key. Its spa-inspired bath includes dual vanities, a soaking tub with city views, an oversized walk-in shower with dual shower heads, and two private water closets. Two guest suites, each with en-suite baths, share access to a private terrace overlooking South Lido Park, with scenic vistas toward downtown Sarasota and St. Armands Circle, providing comfort, privacy, and memorable scenery. A rare and highly desirable offering, this residence includes a private two-car under-building garage just steps from the elevator with direct access to the unit, offering unmatched convenience, security, and ease of access rarely found in beachfront condominiums. Orchid Beach Club residents enjoy world-class amenities, including a 24-hour manned security gate, concierge services, and two elegant guest suites. Additional features include a heated beachfront pool and spa with private cabanas, a state-of-the-art fitness center with steam room and sauna, dedicated massage and treatment rooms, a social lounge with bar, fireside library, game room, and even an on-site dog run for that special pet. Just outside your door, you are moments from the sand and within walkable distance of South Lido Park and the Ted Sperling Nature Trail, while downtown Sarasota’s vibrant dining, arts, and culture are just around the bend. This exceptional residence offers a front-row Gulf Coast lifestyle, blending resort-style luxury with the tranquility of a private island enclave at one of Lido Beach’s most coveted addresses.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
500 S WASHINGTON DR #19B, SARASOTA, FL 34236
$544,90033 Days on yellowkey MLS ID: A4686209
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 770 Built: 1963 Tax: $5,188 (2025)Community: Kingston ArmsSpa: YesCondo
Taxes:$5,188
High School: Sarasota High
Remarks: Welcome to beautifully renovated coastal living on iconic St. Armands Circle. Located at 500 S. Washington Drive, Unit 19B, this move-in-ready condominium offers an unbeatable combination of style, location, and peace of mind just moments from Lido Beach, downtown Sarasota, and the world-class shopping and dining of St. Armands Circle. Completely renovated by the current owners, this exceptional residence has been thoughtfully updated from top to bottom with new flooring throughout, a beautifully renovated kitchen, an updated bathroom, washer/dryer combo, new hot water tank, and a new electrical panel. Impact-resistant doors and windows, along with plantation shutters, provide valuable storm protection and added peace of mind. Whether you are searching for a full-time residence, seasonal getaway, or vacation retreat, this turnkey condo offers low-maintenance living in one of Sarasota’s most sought-after locations. Enjoy easy access to the beach, downtown, and all the boutiques, restaurants, and entertainment that make St. Armands Circle so desirable. Everything has been done—simply move in and start enjoying the Sarasota lifestyle.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
209 COSMOPOLITAN CT, SARASOTA, FL 34236
$899,00067 Days on yellowkey MLS ID: A4676613
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2015Monthly Fee: $575 Tax: $10,906 (2025)Community: QSpa: NoTownhouse
Taxes:$10,906
Remarks: Amazing property and location! This Townhome is located between Osprey and Orange Avenues off of Ringling Blvd. in downtown Sarasota with 2 spacious bedrooms and 2.5 Baths. The Q is a unique enclave of 40 individually owned townhomes (not a condo). The moment you enter the front door, you will be mesmerized by the 13-foot-tall ceilings, the 8'-foot-tall solid wood Italian doors and a serene view through the foyer out the back door to historic Laurel Park. The downstairs area (11' x 10') is a great office space with large windows that could also work as a den. The second bedroom is conveniently located on the first floor and boasts both a walk-in closet and a double closet. This spacious second bedroom has an ensuite bathroom with a Lube single sink cabinet with quartz countertops and an oversized walk-in shower. Landry room is also, conveniently located on level one. On level 2, At the top of the stairs you are greeted by an amazing kitchen with Modern cabinets, quartz countertops and stainless-steel appliances. The glass tile backsplash and knee wall facing the living room are stylist and accessible, shimmering with light from the over-sized windows. The view from the upstairs living room and dining room is a scenic view of the treetops of historic Laurel Park. Step out onto the serene, private balcony where you feel like you're in the treetops. All windows are impact glass. The attached 2-car garage has spacious storage. The location is ideal. You are two blocks from the Saturday farmer's market and one block from amazing restaurants. If that's not enough, stroll to the theater, opera, or the marina. The Q is a very short ride or walk to the Legacy Trail connecting you from downtown to Venice. The free Breeze trolley runs every 30 minutes to takes you to St. Armand's Circle or out to Lido Beach. Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Robert Robinson (941-587-2739)
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,600,000189 Days on yellowkey MLS ID: A4668258
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Remarks: Discover the pinnacle of direct bayfront excellence blending sculptural modern form with water views. Full-floor residence at AQUA is one of only eight in Sarasota’s most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers , Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
1939 HIGH POINT DR, SARASOTA, FL 34236
$1,335,000105 Days on yellowkey MLS ID: A4676860
REDUCED by $20,000 (1.5%) on 04/15/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2478 Built: 1954 Tax: $8,592 (2025)Community: High Point CircleSingle Family
Taxes:$8,592
Middle School: Sarasota Middle
Remarks: Tucked just moments from Hudson Bayou and Sarasota Bay, this gated mid-century modern compound offers a rare opportunity to own a meaningful piece of Sarasota’s architectural and artistic history while embracing a lifestyle that feels both inspired and entirely livable. Originally built in 1954 as a Ruth Richmond design and later reimagined by nationally recognized abstract artist Steve McCallum, the property blends authentic mid-century lines with bold creative character. Set behind walls and framed by lush tropical landscaping, the home unfolds as a private retreat within one of Sarasota’s most desirable cultural corridors. A paver drive leads to the striking architectural façade, clerestory windows, and modern courtyard entry. Inside, natural light pours through high transom windows and expansive sliding glass doors, highlighting the openness and warmth that define true mid-century design. The main residence offers three bedrooms and two full baths, with an open living and dining layout that flows effortlessly to the courtyard pool. Clean lines, tile flooring throughout, and thoughtful updates create a space that feels timeless yet comfortable. The private courtyard pool anchors the compound, surrounded by palms, bamboo, and multiple seating areas designed for relaxed evenings or intimate gatherings. The setting offers privacy without sacrificing proximity to downtown and the bayfront. The studio structure truly elevates the estate. Measuring approximately 56 by 32 feet with soaring 16-foot ceilings, it was purpose-built for large-scale creative work and now offers remarkable flexibility. With its own private entrance and a dedicated bathroom, the studio can function independently as a guest retreat, executive workspace, gallery-style studio, or wellness space. The space also includes a walk-in closet area that currently functions as both a walk-in closet and laundry room, adding additional convenience and functionality. An interior hallway also connects it to the main home, allowing seamless use for multigenerational living or extended guests while maintaining the option for complete privacy. For several years, the studio operated as a curated, owner-hosted guest experience, earning more than 200 five-star reviews and establishing itself among Sarasota’s earliest luxury short-term stays. That history speaks to its design appeal, comfort, and versatility. In addition to the main living spaces, the property also features an approximately 200 square foot storage room connected to the studio. This flexible area can easily function as an extension of the studio when the roll-up door is opened, creating additional usable space for creative work, storage, or studio expansion. Offering 2,478 square feet under air across both structures, this property delivers architectural authenticity, creative scale, and compound-style living just minutes from downtown dining, galleries, and Sarasota’s renowned arts scene. This is a mid-century modern lifestyle property for those who value design, flexibility, and the freedom to shape a home around how they truly want to live. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
1800 BENJAMIN FRANKLIN DR #B207, SARASOTA, FL 34236
$1,549,000202 Days on yellowkey MLS ID: A4666804
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1996 Tax: $11,092 (2024)Community: L Elegance On Lido BeachCondo
Taxes:$11,092
Tax Year: 2024
Remarks: Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,850,000147 Days on yellowkey MLS ID: A4664936
INCREASED by $199,250 (5.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Middle School: Brookside Middle
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
35 WATERGATE DR #1103, SARASOTA, FL 34236
$2,200,000408 Days on yellowkey MLS ID: A4643363
REDUCED by $250,000 (10.2%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2985 Built: 2003 Tax: $19,803 (2024)Community: The Tower ResidencesCondo
Taxes:$19,803
Elementary School: None
High School: None
Middle School: None
Remarks: Stunning direct Westerly water views of Sarasota Bay from every room, 3 bedrooms and 3 full baths, gourmet kitchen with new high-end appliances, private elevator/foyer, luxurious owner's suite with expansive covered balcony overlooking the water. Whether you seek a serene or active lifestyle, this beautiful home allows convenient access from one of the best locations in the city. Residents enjoy the building's own pool, theater room and gym, PLUS the luxury offerings of the Ritz-Carlton Hotel that includes 24-hour in-residence dining and membership availability to the Ritz Private Golf Club and Beach Club on Lido Beach. The building is walking distance to downtown Sarasota's vibrant and cultural amenities -- Marina Jack Park, Van Wezel Performing Arts Hall, The Bay, Opera House, ballet, orchestra, Selby Gardens, a vast variety of restaurants and shopping with St. Armands Circle and Lido Beach just over the causeway.
Listing is courtesy of: DEREK BILLIB, LICENSED R.E. BROKER (941-302-3600)
Listing Agent: Derek Billib (941-302-3600)
226 GOLDEN GATE PT #12, SARASOTA, FL 34236
$1,329,000246 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. Positioned on Sarasota’s sought-after Golden Gate Point, this exceptional Harbor House West residence combines waterfront luxury with the ultimate in city convenience. Just moments from the vibrant energy of downtown, enjoy effortless access to world-class dining, boutique shopping, cultural venues and waterfront promenade, all while returning home to a serene retreat with captivating views of Sarasota Bay, the Ringling Bridge and the barrier islands beyond. Reimagined in 2025, this residence showcases a fresh, refined aesthetic and thoughtful enhancements that make it the remarkable home it is today. Go through the glass front door into a light-filled open layout enhanced by tile flooring and crown molding in the main areas. The great room centers around a striking fireplace accent wall, while a wall of sliders frames an unforgettable panorama of the bay and bridge, where the water glistens by day and sunsets ignite the sky each evening. Just beyond, a concrete-enclosed patio offers a private setting for dining and lounging against the stunning waterfront backdrop. The beautiful new kitchen is a showpiece, featuring GE stainless steel appliances, including an induction cooktop, microwave drawer, and oven, plus a Fisher Paykel refrigerator, quartz countertops, tile backsplash and abundant wood cabinetry with upgraded hardware. A convenient laundry room with a stackable washer and dryer and extra storage enhances everyday functionality. Three spacious bedrooms ensure comfort and privacy. The primary suite boasts an expansive custom walk-in closet, oversized window with breathtaking bridge and bay views, and a spa-like bath with a long dual-sink vanity, linen cabinet and walk-in shower. Two guest suites each offer large closets and picture windows with water views. Additional highlights include assigned covered parking accessible from the unit with EV charger wiring run to carport ceiling for future installation, a day dock, ample guest parking, and pet-friendly living. Harbor House West provides a secure, well-managed community in a prime waterfront setting, delivering a balance of coastal serenity and downtown sophistication.
Listing Agent: Joel Schemmel (941-587-4894)
33 S PALM AVE #1503, SARASOTA, FL 34236
$1,495,000137 Days on yellowkey MLS ID: A4674241
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1122 Built: 2024 Tax: $14,396 (2025)Community: DemarcayCondo
Taxes:$14,396
Remarks: Discover the elegance of living in your very own private and luxurious residence, at one of Sarasota’s newest and premier condominiums, the DeMarcay. Experience the vibrance of residing in the heart of Sarasota where you can explore; art galleries, first rate theaters, the opera, a library, diverse dining, service options, shops including Whole Foods, and a beloved Saturday market. Within a block of Sarasota’s famous bayfront, boasts boat charters, rentals, and tours, as well as Marina Jack’s, a local mainstay with boat and yacht dockage, has an indoor piano bar and patio area for catching the sunset, happy hour, casual dining, or venturing upstairs for fine dining. For a more laid back, casual choice and one of Sarasota’s favorite old Florida spots, O’Leary’s Tiki Bar. Once you enter the DeMarcay by using the modern Butterfly entry system, a concierge and valet staff are available to take care of the owner's garage parking and other needs. Taking the elevator up to your beautiful 2-bedroom, 2 bath condominium on the 15th floor with magnificent city and Sarasota Bay water views, you will be surrounded by multiple high-end upgrades. A beautiful open kitchen with quartz countertops and waterfall kitchen island overlooks the dining and living room and outside patio. An exquisitely custom-built wall center and dry bar that includes wine refrigeration is one that any connoisseur of fine wines and liquors would appreciate. This unit also boasts ceramic and porcelain tiles, custom modern lighting fixtures throughout, and a master en-suite with custom walk-in closet. With property amenities second to none, your new home has options of storage, use of a full gym, and an exquisite clubhouse that includes a large entertaining are and an outdoor pool and kitchen for year around entertaining.
Listing Agent: Coreen Wilde (941-960-5557)
301 QUAY COMMONS #1210, SARASOTA, FL 34236
$1,850,00010 Days on yellowkey MLS ID: A4689527
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2184 Built: 2023Monthly Fee: $1,997 Tax: $23,655 (2025)Community: Bayso SarasotaCondo
Taxes:$23,655
Elementary School: Alta Vista Elementary
Remarks: This remarkable residence is among the most compelling opportunities in downtown Sarasota’s luxury condo market. Positioned on a prized corner, the home is filled with natural light and features a desirable west-facing exposure—delivering tranquil bay views by day, vibrant Gulf sunsets in the evening, and a glittering city skyline at night. Located on the 12th floor, the property offers a true “sky residence” feel that is rarely found at this value. One premium parking space further enhances its appeal— in the downtown core. Before this opportunity is claimed, I invite you to experience the lifestyle firsthand—either in person or through a live video tour. A Sought after Blend of Design, Comfort & Coastal Living Step into elevated waterfront living in this beautifully upgraded 2-bedroom + 1 den / bedroom, 3-bath residence, ideally situated in Sarasota’s vibrant Quay district. Encompassing 2,185 square feet, the open-concept design is highlighted by soaring 10-foot ceilings and expansive floor-to-ceiling glass that flood the interior with light while framing sweeping views of Sarasota Bay and the Gulf. Every element has been carefully curated for immediate enjoyment: Elegant porcelain tile flooring throughout Designer Italkraft kitchen featuring upgraded cabinetry, pull-out storage, pantry enhancements, JennAir appliances (including convection and built-in oven, and cooktop), and Grohe fixtures Generous primary suite with dual walk-in closets and a spa-like bath complete with soaking tub, oversized shower, dual vanities, and linen storage Private guest suite with ensuite bath, plus a third full bathroom Flexible den with closet—ideal for a home office or additional bedroom Hunter Douglas motorized window treatments along with custom lighting throughout Lightly used a few weeks here and there in like new condidtion. This is refined, low-maintenance luxury in a walkable waterfront setting—just steps from exceptional dining, shopping, cultural venues, and the marina. Opportunities offering this level of space, quality upgrades, panoramic views, and a premier Quay location are increasingly limited.
Listing Agent: Ian Mcpherson (941-320-0999)
1001 BENJAMIN FRANKLIN DR #403, SARASOTA, FL 34236
$399,000100 Days on yellowkey MLS ID: A4677249
5 Days Off yellowkey (back on 4/14/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1980 Tax: $5,250 (2025)Community: Lido TowersCondo
Taxes:$5,250
Remarks: Under contract-accepting backup offers. Experience the charm of Lido Towers, a highly sought-after coastal community set on world-famous Lido Beach. This refreshed and inviting 1-bedroom, 1.5-bath residence delivers effortless coastal living with deeded beach access just steps away. The residence comes beautifully furnished, allowing for a fully turnkey experience—ideal for personal use or immediate rental income. Monthly rentals are permitted, and the on-site management company makes ownership truly hassle-free. Inside, the unit is bright and comfortable with fresh paint, new water heater and dishwasher with updated finishing touches, and a private screened balcony—perfect for enjoying the warm Gulf breeze. The building itself is known for its secure, well-maintained environment, offering beautifully landscaped tropical grounds, soundproof walls, individually controlled heating and air, and reserved covered parking for convenience and peace of mind. Residents enjoy a full suite of amenities designed to enhance everyday living. The heated pool, spa, and sauna create a relaxing retreat, while the poolside card and party room, outdoor BBQ area, and lush gathering spaces encourage a true community atmosphere. Practical features such as two elevators, a laundry room on each floor, an emergency electrical generator, and included water, sewer, trash, and common-area WiFi further elevate the ease of ownership. Beyond the building, the location is exceptional. Step across the street to your private deeded beach access, take a stroll to either end of Lido Beach, or walk/bike less than a mile to the shops, cafés, and restaurants of St. Armands Circle. Directly across from the community is South Lido/Ted Sperling Park, a beloved destination for kayaking through mangroves, paddleboarding, birdwatching, or exploring nature trails. Quick trolley access offers a direct link to Sarasota’s Bayfront and vibrant downtown district. This is a rare opportunity to own a beautifully maintained, turnkey condominium in one of the most sought-after beach destinations on Florida’s Gulf Coast—ideal for full-time living, seasonal use, or investment.
Listing Agent: Courtney Tarantino (941-893-7203)
35 WATERGATE DR #1005, SARASOTA, FL 34236
$2,900,000110 Days on yellowkey MLS ID: A4676375
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3659 Built: 2003 Tax: $34,229 (2025)Community: The Tower ResidencesCondo
Taxes:$34,229
Remarks: Arrive by private elevator directly to the grand foyer of this tenth-floor residence at the Ritz-Carlton Tower Residences, ideally positioned within the coveted ’05 stack—widely considered the premier vantage point in the building. This preferred orientation captures sweeping, unobstructed panoramas of Sarasota Bay and the Ritz-Carlton marina, complemented by spectacular west-facing sunsets. Artist-crafted glass double entry doors with custom illuminated accents provide a striking arrival and set a tone of understated elegance throughout. Residence #1005 offers a highly sought-after four-bedroom layout with four full baths, thoughtfully designed for both refined entertaining and everyday comfort. An open-concept floor plan is enhanced by wood flooring throughout and anchored by a centrally located kitchen featuring a breakfast bar, stainless-steel appliances, dual convection ovens, and an induction cooktop. Floor-to-ceiling, hurricane-rated windows flood the interior with natural light, while two expansive terraces extend the living space outdoors for effortless entertaining. A split-bedroom design ensures exceptional privacy for owners and guests. The primary suite is distinguished by a double-door entry and custom underlit accent shelving, an en-suite marble bath with dual split vanities, private water closet and custom-fitted walk-in closets. The fourth bedroom / study serves as a versatile retreat, highlighted by a gas fireplace framed by floor-to-ceiling built-in cabinetry and an adjacent full bath. A new HVAC system installed in 2025 adds comfort and peace of mind. The residence includes two assigned under-building parking spaces—one conveniently located near the side lobby entrance. Additionally, 2 climate-controlled storage units, one conveniently located just outside the residence. The pet-friendly Tower Residences offer the legendary Ritz-Carlton lifestyle, featuring dedicated private concierge service, a state-of-the-art fitness center, massage and wellness rooms, sauna, resort-style heated pool and spa, private theater, and beautifully appointed social and entertaining spaces. Recent enhancements include a reimagined lobby and entry experience, refreshed landscaping, and an inviting outdoor lounge with grilling facilities. Additional conveniences include 24-hour in-residence dining, a private interior corridor with direct access to the Ritz-Carlton Hotel’s amenities, restaurants, and spa, as well as valet parking for residents and guests. Perfectly positioned along Sarasota’s Bayfront and downtown corridor, with easy access to St. Armands Circle, Lido Beach, cultural attractions, and fine dining, this exceptional offering represents a rare opportunity to secure one of the most desirable residences within the Tower.
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,90052 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1862 6TH ST, SARASOTA, FL 34236
$749,00069 Days on yellowkey MLS ID: O6380988
REDUCED by $50,000 (6.3%) on 04/14/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionApartment
Taxes:$8,926
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
Listing is courtesy of: MILLENNIA REALTY (407-271-0754)
Listing Agent: Jordan Ruvalcaba (407-271-0754)
$749,00070 Days on yellowkey MLS ID: O6380883
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionSingle Family
Remarks: One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
33 S PALM AVE #701, SARASOTA, FL 34236
$1,995,000201 Days on yellowkey MLS ID: A4666950
REDUCED by $200,000 (9.1%) on 04/14/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
Taxes:$0
Remarks: Situated in the cultural core of downtown Sarasota and completed in 2024, this 3-bedroom, 3.5-bath residence is impeccably maintained, and captures a rare blend of refined design and effortless downtown living. Bathed in natural light and defined by clean architectural lines, it’s a home that celebrates both art and simplicity, while placing the city’s vibrant rhythm at your doorstep. With 11-foot ceilings, expansive walls ideal for displaying artwork, and partial water views from the terrace, the main living space, and owner’s suite, the interiors feel open, tranquil, and beautifully composed. The chef’s kitchen—featuring Miele appliances, a gas cooktop, a waterfall island, custom Italian cabinetry, and a walk-in pantry—blends precision and beauty in equal measure. Windows above the sink welcome natural light and offer a serene view of tree-lined Palm Avenue, while the adjacent terrace is perfect for morning coffee or sunset cocktails. Well-curated fixtures, Lutron shades throughout, integrated surround sound, and a bespoke owner’s closet highlight the home’s thoughtful design. Included are two EV-ready parking spaces and a separate temperature-controlled storage space. Residents enjoy 24-hour staffed service and an 18th-floor rooftop amenity level with a fitness center, elegant club room, and saltwater pool—each with panoramic city and bay views, creating a peaceful oasis above the lively city below.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Allen (312-848-1636)
111 S PINEAPPLE AVE #1021, SARASOTA, FL 34236
$1,299,00012 Days on yellowkey MLS ID: A4688715
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1575 Built: 2019 Tax: $18,357 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$18,357
Remarks: Experience refined urban living in this beautifully updated residence, complete with two dedicated parking spaces, featuring two bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully designed with an open concept layout, the home seamlessly blends modern style and everyday functionality, enhanced by high end builder finishes and custom upgrades throughout. The flexible den, ideal as a library, media room, or home office, offers endless possibilities. At the heart of the home, the gourmet kitchen impresses with an induction cooktop, quartz countertops, custom backsplash, and under cabinet lighting, perfect for both everyday living and entertaining. The spacious owner’s suite serves as a private retreat, featuring direct terrace access, a large walk in closet, additional custom storage, and a spa inspired bathroom with dual vanities, an oversized countertop, and a glass enclosed walk in shower with a rain showerhead. Each bedroom includes its own en suite bath, and the additional half bath is both stylish and convenient for guests. Storage is thoughtfully maximized with custom built closets, cabinetry, and shelving throughout. Luxury upgrades include porcelain flooring, designer light fixtures, premium wireless ceiling fans, an Ecobee smart thermostat, and remote controlled Hunter Douglas window treatments. Residents also benefit from community EV charging stations. The expansive terrace offers ample room for outdoor dining and lounging, with sweeping views of downtown Sarasota and the bay, perfect for taking in stunning sunsets. Residents of The Mark enjoy exceptional amenities, including a stylish club room and lounge, a state of the art fitness center, and an outdoor entertaining area with grilling stations, fire pit, and a 65 foot heated saltwater pool and spa. Located in the heart of downtown Sarasota’s vibrant arts and dining district, the building offers 24 hour security and on site management. Built in 2019, The Mark is known for its sleek contemporary design and premier location just steps from Main Street’s boutiques, restaurants, and popular farmers market. Schedule your private showing today.
Listing Agent: Mairead Smialek (847-334-4848)
555 QUAY CMNS #1101, SARASOTA, FL 34236
$7,199,0007 Days on yellowkey MLS ID: A4689860
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4223 Built: 2024Community: Ritz-Carlton Residences, Sarasota BaySpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. With three exposures spanning Sarasota Bay to the downtown skyline, Residence A offers exceptional natural light from sunrise to sunset. The open-concept great room flows to three private terraces, including one with an outdoor kitchen, ideal for entertaining. A spacious kitchen with walk-in pantry, cozy den and well-appointed guest suites – two with terrace access and one with stunning corner water-to-skyline views – complete the layout. The primary suite features dual walk-in closets and a spa-inspired bath with soaking tub, double vanities and an oversized shower. In The Ritz-Carlton tradition, residents enjoy 24-hour concierge, valet, in-residence dining and exceptional amenities. Only two of these highly sought-after floor plans remain. Estimated completion: December 2026.
Listing Agent: Julia Decastro (941-812-5176)
101 S GULFSTREAM AVE #12C, SARASOTA, FL 34236
$449,000173 Days on yellowkey MLS ID: A4668919
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 985 Built: 1974 Tax: $5,464 (2025)Community: Dolphin TowerCondo
Taxes:$5,464
Remarks: Welcome to the 101 Condominium located in the heart of Sarasota. This 1 bedroom, 2 bathroom condo has spectacular views of Downtown Sarasota and views of the bay through the city skyline. Located on the 12th floor, this unit has been fully remodeled from the studs including all electrical and plumbing. As you enter the home you are greeted with ceramic tile flooring, a spacious living area, and hurricane resistant sliding glass doors that lead out to your private balcony with city views. The kitchen features granite countertops, stainless steel appliances, and elegant cabinetry. The master bedroom features engineered hardwood flooring with an updated bathroom attached. The unit comes with a private parking space that is covered underneath the building. The 101 Condominium is conveniently located in Downtown Sarasota just across the street from Marina Jack, O'Leary's Tiki Bar & Grill, and Bayfront Park along with all that Sarasota has to offer. St. Armand's Circle, Lido Key Beach, and Longboat Key are all within close proximity.
Listing Agent: Laura Rode (941-724-9957)
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