Location: Sarasota
Do Not Show Listings
4712 OCEAN BLVD #W10, SARASOTA, FL 34242
$2,700,00012 Days on yellowkey MLS ID: A4688159
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3903 Built: 1981 Tax: $20,311 (2025)Community: Windward PassageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,311
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
115 TYLER DR #203, SARASOTA, FL 34236
$399,999515 Days on yellowkey MLS ID: A4630025
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 766 Built: 1979 Tax: $5,257 (2023)Community: Lido RoyaleCondo
Taxes:$5,257
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Motived seller! Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This second-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you’re enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you’ll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences. This condo is a great opportunity for seasonal rentals or as your perfect winter getaway. Don’t miss out on the chance to own this incredible property in one of Sarasota’s most desirable locations!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3700 S OSPREY AVE #205, SARASOTA, FL 34239
$237,00011 Days on yellowkey MLS ID: TB8494655
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,548 (2025)Community: Plaza GardensCondo
Taxes:$2,548
Remarks: This fully renovated West-of-the-Trail condominium offers a rare opportunity to enjoy one of Sarasota’s most desirable locations at an approachable price point. Thoughtfully updated with custom imported Italian cabinetry and modern finishes, the residence features generous, well-proportioned living spaces that provide a level of comfort and openness not typically found in this price range. The building’s solid concrete construction ensures exceptionally quiet interiors, while elevator access and an in-unit washer and dryer add everyday convenience, complemented by additional shared laundry facilities. Residents are welcomed by a charming interior courtyard with mature tropical landscaping, creating a peaceful and inviting atmosphere. Ideally located just 10–15 minutes from Siesta Key Village and its world-renowned beaches, this condo is also minutes from Southside Village on Hillview Street, where you’ll find popular dining spots such as Libby’s Neighborhood Brasserie, Veronica Fish & Oyster, Morton’s Gourmet Market, and Pacific Rim. Everyday essentials are within easy reach, including Trader Joe's, Publix, and Sarasota Memorial Hospital, along with additional shopping and dining along US-41 near Bay Road. While the community offers a more relaxed lifestyle without resort-style amenities such as a pool or gym, it makes up for it with larger living spaces, quiet construction, and an unbeatable location. This is an outstanding opportunity to own a move-in-ready Sarasota condo near Siesta Key at a highly competitive price.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Roman Donato Ruiz (813-619-0792)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$249,000323 Days on yellowkey MLS ID: A4654485
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Tax Year: 2024
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
2621 PINE LAKE TER #A, SARASOTA, FL 34237
$110,00024 Days on yellowkey MLS ID: A4687646
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Monthly Fee: $560 Tax: $1,963 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,963
Remarks: Partially remodeled. Ready for your finishing touches! Both baths and flooring have been updated along with plumbing in both bathrooms. Needs kitchen finished. Bottom floor unit for easy access. Centrally located close to downtown and beaches. Community pool, tennis courts, clubhouse and more!
Listing is courtesy of: OVERSEAS REALTY, INC (941-366-3661)
Listing Agent: Susie Nard, Pa (941-586-3735)
5469 RIVERBLUFF CIR #42, SARASOTA, FL 34231
$259,90055 Days on yellowkey MLS ID: A4683312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,459 (2025)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,459
High School: Riverview High
Remarks: MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
9226 MIDNIGHT PASS RD #3B, SARASOTA, FL 34242
$725,00080 Days on yellowkey MLS ID: A4679789
REDUCED by $25,000 (3.3%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1223 Built: 1982Monthly Fee: $500 Tax: $4,453 (2025)Community: Castaway CoveSpa: NoCondo
Taxes:$4,453
Remarks: PRICE IMPROVEMENT!! It’s time to SIMPLIFY! Sun. Sand. Surf. Welcome to this completely renovated residence at Castaway Cove, a boutique waterfront condominium community tucked away on the quiet south end of Siesta Key, just a short walk to Turtle Beach. This second-floor unit offers a rare coastal vantage point with sweeping views of Blind Pass Lagoon, the Intracoastal Waterway, and the Gulf of Mexico, delivering a rarely found three-water perspective. Morning light reflects across the lagoon, afternoons might feature manatees or dolphins, and evenings are reserved for unforgettable sunsets over the Gulf. Dock space is available for boating enthusiasts, and the calm lagoon waters provide ideal conditions for kayaking and paddleboarding from Castaway’s private launch toward the newly-opened Midnight Pass. The residence has been remodeled wall to wall and floor to ceiling since 2020, with thoughtful attention to both design and infrastructure. The open floor plan blends the kitchen, dining, and living areas seamlessly, allowing water views to take center stage from nearly every angle. Porcelain tile flooring runs throughout the entire unit, creating a clean, cohesive look that complements the seaside setting. The kitchen features shaker-style Providence White cabinetry with glass-front display cabinets and interior lighting, a pantry with pull-out shelving, Pompeii Quartz countertops, a Glazzio tile backsplash, and updated appliances including refrigerator, range, dishwasher, built-in microwave, washer, dryer, and HVAC system. The primary suite, perched above Blind Pass, is a serene retreat with crown molding, solid core doors, and custom closet systems with mirrored panels. The ensuite bath offers dual vanities topped with Pompeii Quartz, a walk-in shower with glass enclosure, tiled bench, multiple body jets, subway tile walls, and subtle motion-sensor lighting. The guest suite, with views of the ICW, features a barn door entry and a bath with cast-iron tub and quartz-topped vanity. A screened lanai extends the living space outdoors with porcelain tile flooring, a tongue-and-groove ceiling, new screens and railings, and tranquil water views that invite morning coffee or evening relaxation. Additional features include recessed lighting throughout, ceiling fans, a woven dining area chandelier, sheer and room-darkening solar shades, Schlage door lock, Ring doorbell, and Nest thermostat. Castaway Cove is a low-density community of just eight residences offering ample parking, professional management, and exceptionally low association fees. Recent community improvements include a new seawall, refreshed landscaping, updated exterior lighting and irrigation system, and a freshly painted building. The two-story structure is NOT subject to a Milestone Inspection. Furnishings may be available for a truly turnkey opportunity.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
1212 BENJAMIN FRANKLIN DR #102, SARASOTA, FL 34236
$1,250,000393 Days on yellowkey MLS ID: C7507070
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1974 Tax: $12,797 (2024)Community: Lido Beach ClubCondo
Taxes:$12,797
Remarks: Entertaining any and all offers...the highest ceilings in the building, 10 ft. unusual for a building built in the 70s! The benefits of owning a first-floor beachfront condo versus a beachfront home. Only one of two beach condos is like this at Lido Beach Club. Owned since 1975. Only two units in this complex are beachfront on the first floor. There are no lobby or elevator hassles for this unit, these two rest in a PRIVATE wing of the building. The Lido Beach Club condo building has never had any interior flooding. Located next to The Ritz-Carlton Beach Residences and neighboring the new Rosewood Residences (where prices start at 7million)! This first-floor private gulf-front two-bedroom, two-bath Beach home condo is where luxury meets coastal tranquility. This condo offers an unparalleled walkout to your lanai, blending the beach lifestyle with elegance, comfort, and breathtaking waterfront views. Fresh paint hues, high 10-foot ceilings in great rooms and bedrooms, and a massive mirrored wall accentuate the high-end finishes in turquoise, blues, greens, and beige, creating a coastal charm decor. Light dances through the large lanai and master bedroom sliders out to the lower pool deck and beach. From the pillow-tile kitchen backsplash and all-new GE Profile appliances, including a 5-burner cooktop and single oven, #102 is turnkey furnished; check out the inventory list with three newer televisions and a multitude of accessories! If you wish to use this property as a residence or an investment, it embodies a formula of coastal elegance. The Rental of this property has been solid through most of the fall and spring seasons. Henredon and Martha Stewart master bedroom furnishings, a scattering of Annie Selke throw rugs, luxe upholstery, two new full beds and chests in the guest room, and a newly remodeled guest bath captivate the decor. Expansive light-filled sliders in the Living and Master bedroom invite you to enjoy the heated Gulf-front pool with private beach access. Your sizable private porch features dining and two sunbathing chaises, perfect for unwinding, watching a spectacular sunset, or enjoying your morning coffee. LBC features a fitness room with a sauna to support a healthy, fit lifestyle, a community room with a full kitchen adjacent to the main lobby, and a beachfront grilling area. Lido Key Park is not far off, featuring bike trails and a kayaking area through mangroves. On the North side of the key, an Olympic-sized pool and the Lido Key Blue Pavilion complex are located. Next door to LBC is the Ritz-Carlton Beach Club with a beach bar, and it's a mere 1.2 miles to St. Armands Circle's restaurants, boutiques, and cultural events. Lido Beach Club has the Milestone report, on-site management, and secure entry to the building and the beach. This community is more than just a place to live; it's a place to thrive! Here, the beauty of the Gulf of America becomes an extension of your home, and every day is a celebration of effortless coastal luxury.
Listing is courtesy of: JOHN R WOOD PROPERTIES (239-472-2411)
Listing Agent: Michel Franklin (239-537-3330)
170 ROOSEVELT DR #2, SARASOTA, FL 34236
$375,000341 Days on yellowkey MLS ID: A4652470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 294 Built: 1955 Tax: $3,731 (2024)Community: Pelican GardensCondo
Taxes:$3,731
Remarks: Under contract-accepting backup offers. Part of a 5 unit portfolio in Pelican Gardens. See MLS #A4670924. Turnkey Lido Key Income Property | Remodeled & Airbnb-Ready Welcome to 170 Roosevelt Dr. Unit #2, nestled in the sought-after Pelican Gardens—just steps from the sugar-white sands of Lido Beach and a short stroll to St. Armands Circle’s upscale shopping and dining. This beautifully renovated studio/efficiency unit offers the perfect blend of beachside charm and modern luxury. Updated in 2024, the space features durable luxury vinyl plank flooring, crisp shaker-style cabinetry, and a fully redesigned bathroom with contemporary fixtures and finishes. Whether you're seeking a vacation home or a revenue-generating Airbnb asset, this condo delivers. With a proven rental history and strong demand, it's ideal for investors looking for reliable cash flow in one of Sarasota’s premier locations. Enjoy morning beach walks, vibrant sunsets, and the arts and culture of nearby downtown Sarasota. The low HOA fees, pet-friendly policy, and well-maintained complex round out this exceptional opportunity. Fully furnished, move-in ready, and primed for income—Unit #__ is your gateway to the ultimate Gulf Coast lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$184,99919 Days on yellowkey MLS ID: A4688227
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Elementary School: Wilkinson Elementary
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$465,00020 Days on yellowkey MLS ID: A4688025
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing Agent: Joe Cleary (941-650-8485)
4577 HIDDEN VIEW PL #21, SARASOTA, FL 34235
$295,00044 Days on yellowkey MLS ID: A4684299
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1620 Built: 1999 Tax: $2,114 (2025)Community: Hunters Walk - HamletsCondo
Taxes:$2,114
Remarks: Under contract-accepting backup offers. Vaulted ceilings, abundant natural light, and a spacious screened lanai define this inviting 3-bedroom, 2-bath home in the established Beekman Lakes community. A private front courtyard creates a welcoming entrance and an outdoor space that naturally becomes part of daily life—perfect for morning coffee, container gardens, or a quiet place to relax in the fresh air. From the foyer, the kitchen sits just off to the left with generous cabinet storage and a wide pass-through that keeps the space open to the dining and living areas, making it easy to stay part of the conversation. The counter on the opposite side offers space for bar seating, creating a natural gathering spot for casual meals or chatting while dinner comes together. At the front of the kitchen, the breakfast nook sits beside sliding glass doors that open directly to the courtyard, creating a bright and cheerful place to start the morning. Beyond the kitchen, the dining area and living room open beneath vaulted ceilings where clerestory windows draw in natural light, forming a welcoming space where everyday meals, relaxed evenings, and time spent together naturally unfold. Sliding glass doors along the back of the living room lead to the screened lanai stretching across the rear of the home, offering generous space for outdoor seating, dining, or simply enjoying the peaceful backyard setting. The primary suite is privately positioned at the back of the home with its own access to the lanai through sliding doors, along with an en-suite bathroom featuring dual sinks and a walk-in shower. Two additional bedrooms and a full bathroom offer comfortable, flexible space that easily adapts to guests, hobbies, or everyday living. Residents of Beekman Lakes enjoy ease of living with grounds maintenance and cable included, access to a sparkling community pool, and a location just minutes from University Town Center, downtown Sarasota, excellent dining and shopping, and the Gulf Coast’s renowned beaches.
Listing is courtesy of: TNG REAL ESTATE (941-773-9599)
Listing Agent: Scott Nold (941-773-9599)
915 BEACH RD #216, SARASOTA, FL 34242
$575,00087 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Taxes:$3,708
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sheryl Vanduren (720-384-4884)
3560 HISPANIA PL #211, SARASOTA, FL 34232
$160,000104 Days on yellowkey MLS ID: A4676984
5 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1972Monthly Fee: $531 Tax: $2,332 (2025)Community: Village Plaza Sec 1Condo
Taxes:$2,332
Remarks: Under contract-accepting backup offers. Beautifully maintained first-floor end-unit condo located in the desirable 55+ Village Plaza community. This light-filled residence features an abundance of windows, offering a bright and airy atmosphere throughout. The well-designed floor plan includes 2 bedrooms and 2 bathrooms, a separate dining room, and an enclosed Florida room perfect for year-round enjoyment. Additional highlights include an assigned carport and easy first-floor access. Village Plaza is an active 55+ community offering excellent amenities such as a swimming pool, shuffleboard courts, sauna, and fitness room. Conveniently located just 10 minutes from downtown Sarasota and the beautiful Gulf beaches.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
1335 2ND ST #Villa 2E, SARASOTA, FL 34236
$2,255,00040 Days on yellowkey MLS ID: A4684713
REDUCED by $220,000 (8.9%) on 04/08/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 2022 Tax: $23,185 (2025)Community: The Collection CondominiumCondo
Taxes:$23,185
Remarks: The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
3360 S OSPREY AVE #201B, SARASOTA, FL 34239
$249,000159 Days on yellowkey MLS ID: A4671792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,282 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,282
Remarks: One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.
301 QUAY COMMONS #1008, SARASOTA, FL 34236
$1,199,000254 Days on yellowkey MLS ID: A4660379
REDUCED by $51,000 (4.1%) on 03/31/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2023 Tax: $11,411 (2024)Community: Bayso SarasotaSpa: YesCondo
Taxes:$11,411
Elementary School: Alta Vista Elementary
High School: Booker High
Remarks: Price Reduced! Welcome to refined coastal living in the heart of Downtown Sarasota’s vibrant Waterfront District. THIS impeccably designed residence at BAYSO offers approximately 1,606 square feet of thoughtfully curated living space, featuring 2 bedrooms, 2.5 bathrooms, a versatile den, and a private terrace with captivating peek-a-boo views of Sarasota Bay and the Gulf of Mexico. THE chef’s kitchen is a true showpiece, showcasing sleek European cabinetry by Italkraft with upgraded soft-close drawers, premium stainless steel Jenn-Air appliances—including an induction cooktop—and an upgraded wine/beverage cooler to ensure guests are always well cared for. One of the few BAYSO floor plans with a side-facing island, this layout offers both functionality and a distinctive edge. THE spacious primary suite is a serene retreat, offering a walk-in closet, spa-inspired ensuite bathroom with dual vanities, and a sliding privacy door for a clean, modern finish. The guest suite features its own ensuite bath and built-in closet, ensuring comfort and privacy for visitors. A well-positioned laundry room near the entryway allows for seamless cleanup after a beach day or workout. THE den provides exceptional flexibility—ideal as a private gym, yoga studio, home office, or additional sleeping space—with a nearby powder room for added convenience. FURNISHINGS are available separately, offering a turnkey opportunity for those seeking a move-in-ready residence with timeless style. BAYSO's luxury amenities further elevate the lifestyle. On the ground level, the spacious and stylish Club Room features a catering kitchen and serves as an inviting space to entertain, especially in the evenings with the vibrant city lights as your backdrop. The state-of-the-art fitness center continues to receive rave reviews from residents and prospective buyers alike. For work-related needs, a unique office area provides privacy for one-on-one meetings and a conference room for larger gatherings. THE fifth level brings a true resort-style experience with a sparkling saltwater pool, spa, chaise lounges, umbrellas, two outdoor gas grills, and even a dedicated dog park complete with a pet washing station—perfect for your furry companions. LIVE moments from Sarasota Bay, The Bay Park, world-class dining, arts venues, and luxury retail—all part of the ever-evolving Quay Sarasota. Discover a residence that blends comfort, design, and lifestyle at the highest level. SCHEDULE your private showing today and begin your Florida dream life.
Listing Agent: Lisa Otte (941-281-5472)
6500 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$835,000122 Days on yellowkey MLS ID: A4675137
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1974 Tax: $7,216 (2024)Community: SeashellSpa: NoCondo
Taxes:$7,216
Remarks: Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.
Listing Agent: Rudy Dudon (941-234-3991)
500 N JEFFERSON AVE #5J, SARASOTA, FL 34237
$149,00086 Days on yellowkey MLS ID: A4679555
REDUCED by $11,000 (6.9%) on 04/04/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $2,045 (2025)Community: Jefferson ClubCondo
Taxes:$2,045
Remarks: SELLER FINANCING AVAILABLE! Welcome to a rare opportunity to own an updated villa-style 2-bedroom condo just over a mile from downtown Sarasota at a price point that’s becoming increasingly hard to find. This property can be rented immediately, making it an investor friendly option. This light and bright, newly renovated home features vaulted ceilings, fresh paint throughout, brand-new flooring, in unit washer/dryer and an updated kitchen with new cabinetry, new range, refrigerator and a 2025 roof! The open, airy feel is enhanced by natural light and thoughtful updates that make the space feel clean, modern, and move-in ready. What truly sets this home apart are the two private, fully fenced outdoor spaces—a front courtyard and a rear porch, both with new decking. This indoor-outdoor layout offers rare privacy for a condo and is perfect for entertaining or creating a personal outdoor retreat. Condo fee of $450 includes trash, water, sewer, community pool, lawn and exterior maintenance. Located just minutes from downtown Sarasota’s dining, arts, and waterfront, this home delivers walkable proximity and unbeatable convenience without the downtown price tag. Whether you’re looking for a low-maintenance Florida getaway or a full-time residence close to the action, this property offers exceptional value and lifestyle appeal.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catie Seip (813-967-0158)
9610 CLUB SOUTH CIR #4306, SARASOTA, FL 34238
$299,00013 Days on yellowkey MLS ID: A4688848
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $571 Tax: $3,333 (2025)Community: Stoneybrook Clubside South 1Spa: NoCondo
Taxes:$3,333
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Enjoy picturesque, panoramic golf course views from this beautifully updated third-floor residence in Club South at Stoneybrook Golf & Country Club. Overlooking the 3rd fairway and 2nd green, this stunning condo is offered TURNKEY FURNISHED and showcases elegant design throughout. Vaulted ceilings with dentil crown molding and chair rail detailing create a light, airy feel, while 16-inch tile in the entry and kitchen transitions seamlessly to luxury vinyl plank flooring throughout the main living and bedroom areas. The updated kitchen features solid surface countertops, new cabinetry, and a charming café dining nook beneath a sun-filled window. The open-concept dining and living areas are tastefully furnished and flow effortlessly into the glass-enclosed lanai—perfect for year-round enjoyment and taking in the serene golf course views. The spacious primary suite offers a king-sized bed, custom closets, and an en-suite bath with a Corian vanity and a tiled, glass-enclosed walk-in shower. A well-appointed second bedroom is located near the front of the unit, adjacent to a full guest bath with a Corian-topped vanity and tiled tub/shower combination. A new washer and dryer add convenience. Located in an elevator building with additional stair access, this meticulously maintained residence shows like a model. Club South amenities include a private heated pool with screened lanai, tennis and pickleball courts, and an outdoor kitchen with grilling area. Each unit also includes assigned covered parking and a storage locker—ideal for beach gear or golf equipment. Residents of Stoneybrook enjoy access to an array of resort-style amenities, including: • Newly modernized 18-hole championship golf course • Lighted Har-Tru tennis courts & pro shop • Fitness center, bocce courts, putting greens & driving range • Clubhouse with dining, bar, and outdoor patio • Heated pool & spa • Active social calendar featuring yoga, mahjong, trivia, and more Ideally located adjacent to the Legacy Trail and just minutes from shopping, dining, and the world-renowned beaches of Siesta Key, this home offers the ultimate Florida lifestyle.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
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