Location: Sarasota, 34236
Do Not Show Listings
888 S ORANGE AVE #2C, SARASOTA, FL 34236
$2,799,00034 Days on yellowkey MLS ID: A4693764
2 Days Off yellowkey (back on 6/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2511 Built: 2007 Tax: $29,084 (2026)Community: Hudson CrossingSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$29,084
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. OPEN HOUSE FOR SUNDAY 6/7 HAS BEEN CANCELED. Set within the exclusive 12-residence waterfront enclave of Hudson Crossing, Residence 2C delivers a rare combination of low-density living, private boating access, and refined downtown Sarasota luxury. Included is a boat slip with a 16,000-lb lift, offering effortless days on the water with direct access to Sarasota Bay. Spanning over 2,500 square feet, the residence is highlighted by an exceptional 1,200-square-foot waterfront terrace, among the largest in the community and a true rarity in downtown Sarasota condominium living. Designed for elevated indoor-outdoor entertaining, the terrace features natural gas for grilling, integrated speakers, irrigation, and a private staircase to the pool and docks, creating a seamless connection to the waterfront lifestyle. From the secured garage, a private elevator opens directly into the residence, where expansive living and dining areas feature high ceilings, polished porcelain flooring, and serene water views. The chef’s kitchen is thoughtfully appointed with European cabinetry, a large island, Wolf gas cooktop, Sub-Zero refrigeration, built in oven, microwave and a walk-in pantry. A wet bar and beverage center further enhance the home’s seamless entertaining flow. The fully renovated primary suite offers a tranquil escape with water views, remote-controlled shades, a spa-like bath with dual vanities and walk-in shower, and a custom walk-in closet with center island. Two additional guest suites provide flexibility, including an oversized second bedroom and a third bedroom currently configured as an office with built-ins and a Murphy bed. Additional features include a private two-car garage with EV charger, a ground-level cabana, Lutron lighting, app-controlled HVAC, whole-home water monitoring, remote control shades, central vacuum and a fully integrated Ubiquiti network with hardwired connectivity. Ideally located adjacent to Marie Selby Botanical Gardens, Hudson Crossing offers a boutique waterfront lifestyle just moments from Sarasota’s bayfront, dining, and cultural attractions.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000144 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
771 JOHN RINGLING BLVD #7, SARASOTA, FL 34236
$529,500312 Days on yellowkey MLS ID: A4663602
REDUCED by $20,000 (3.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1965 Tax: $5,888 (2024)Community: Sarasota Harbor EastCondo
Taxes:$5,888
Tax Year: 2024
Middle School: Pine View School
Remarks: Direct Waterfront, newly updated 2 bedroom 2 bath end unit with hurricane resistant windows and sliders. Sarasota Harbor East, a premier 55+ maintenance-free community in one of the most desirable bayfront locations in Sarasota! Just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and directly across from the Sarasota Yacht Club, this community offers an unmatched combination of convenience, charm, and waterfront living. This residence features a fully glass-enclosed lanai—perfect for soaking in the spectacular waterfront views. The unit also comes with a covered parking space plus ample guest parking. Community highlights include: Free boat docks for sailboats or powerboats up to 30’ (first-come, first-serve), heated waterfront pool with stunning bay views, community gas grill and picnic area, secured covered bicycle shed & kayak storage, individual storage bins for residents. With its unbeatable location, Sarasota Harbor East is a rare opportunity to own in one of Sarasota’s most sought-after waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
1350 MAIN ST #707, SARASOTA, FL 34236
$699,00036 Days on yellowkey MLS ID: A4695236
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1165 Built: 2007Monthly Fee: $1,188 Tax: $5,588 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,588
Remarks: One or more photo(s) has been virtually staged. Step into your dream downtown sanctuary at 1350 Main — freshly updated and ready for your personal style. Beautifully refreshed with brand-new large-format tile flooring and crisp, modern paint throughout, this 7th-floor residence is offered unfurnished — giving you a clean, move-in-ready canvas to make it uniquely yours. Every surface has been thoughtfully prepared, so you can skip the renovation timeline and walk in ready to design your dream downtown retreat from day one. Location, location, location. Positioned in the absolute heart of downtown Sarasota, 1350 Main puts you steps from the city's best galleries, boutique shopping, award-winning restaurants, and the legendary theatre district. Marina Jack is just around the corner, Lido Beach and the iconic St. Armands Circle are a quick drive over the bridge, and Sarasota Bayfront Park is literally one block away. This is the address that turns "going out" into "stepping out." The view is the showstopper. From your private balcony and main living areas, enjoy serene, elevated views of the resort-style pool deck and courtyard below — a tranquil oasis that's the perfect contrast to the energy of the city just beyond your door. Imagine your morning coffee with the sunrise, or sunset cocktails watching the pool deck come alive. Inside, every detail elevates daily living. The thoughtful open floor plan features two spacious bedrooms and two full baths. The guest bedroom offers ample room. The primary suite is a true retreat with a generous custom-designed walk-in closet and a spa-inspired bathroom featuring dual sinks, a walk-in shower, and a relaxing garden tub. Tray ceilings, elegant crown molding, and the fresh large-format tile create a expansive yet welcoming atmosphere. The kitchen is appointed with stainless steel appliances, granite countertops, abundant storage, and a layout that works equally well for quick weeknight meals or entertaining friends after a night downtown. Bring your designer and your style — the heavy lifting is done. With fresh tile, fresh paint, and a clean palette throughout, this residence is ready to receive your furnishings, artwork, and personal touches without delay. Resort-style amenities at your doorstep. 1350 Main delivers the full luxury high-rise experience: 24-hour concierge service, a beautifully appointed club room, catering kitchen, fully equipped fitness center, library, conference room, heated pool and spa, outdoor kitchen, and cabana. Add secured under-building parking and a true lock-and-leave lifestyle whether you're here year-round or escaping the snowbird season. The bottom line: Freshly updated. Unfurnished and move-in ready. Unbeatable downtown location. Tranquil pool views. Resort amenities. This is downtown Sarasota living done right.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Timothy Guerrette (239-249-9423)
722 S BLVD OF THE PRESIDENTS #201, SARASOTA, FL 34236
$459,85098 Days on yellowkey MLS ID: O6394979
REDUCED by $19,150 (4.0%) on 06/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 657 Built: 1972 Tax: $995 (2026)Community: Chateau VillageCondo
Taxes:$995
Elementary School: None
High School: None
Middle School: None
Remarks: Situated on the second story of a 4 unit building within the complex this turnkey Lido Key condo looks and feels like a cozy beach cottage. Enjoy morning coffee on your south facing balcony. Refresh yourself in the beautiful blue Gulf waters at the end of the street then pop over to the adjacent beach bar for lunch, happy hour, or sunset! Walk (or rent a bike) to nearby St Armands Circle and enjoy its myriad of shopping and dining choices - day and night. There's a romantic fireplace (heat optional)for curling up with a good book if we have a cold snap, a full size W/D, lots of closet space, a carport, and (drumroll)..... excellent income potential! Why is the price higher than some? Because of the income potential. The complex is one of the few on Lido Key that doesn't require long term rentals - this allows you to maximize income. It is very popular on Airbnb and VRBO, with many guests returning regularly year 'round. Summer rates for this floorplan are apprx. $240 nt. and Season '27 bookings are $365+ nt.. Upgrades have created a roomy space that adapts well to dual purpose use. While there's a carport, a car isn't really needed to get around the island, and there is a free trolley to/from Whole Foods and adjacent Main Street restaurants and shops, as well as an almost free taxi type service.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1563 4TH ST, SARASOTA, FL 34236
$1,695,000115 Days on yellowkey MLS ID: A4685670
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Remarks: Under contract-accepting backup offers. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00092 Days on yellowkey MLS ID: A4688618
REDUCED by $30,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
988 BLVD OF THE ARTS #1710, SARASOTA, FL 34236
$1,499,00049 Days on yellowkey MLS ID: A4690864
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $15,696 (2025)Community: Condo On The Bay Tower IiSpa: YesCondo
Taxes:$15,696
Remarks: Mesmerizing, unobstructed views of Sarasota Bay and the Gulf of Mexico set a breathtaking stage from this towering 17th-floor residence at Condo on the Bay, where sky, water and city lights create an ever-changing coastal panorama. Perfectly positioned on a private peninsula in the heart of Sarasota, this home captures elevated waterfront living with a rare sense of openness and tranquility. From sunrise reflections over the bay to golden sunsets across the Gulf, every moment is framed by water. Expansive windows and floor-to-ceiling glass sliders draw your eye outward, while a spacious, covered balcony offers a front-row seat to passing boats, seabirds and Sarasota’s natural shoreline. Upon entry, the view takes center stage, complemented by a custom built-in buffet with a wine cooler as well as French oak plank flooring. The renovated kitchen features new stainless steel appliances, updated fixtures, Campbell solid wood cabinetry and striking Cambria quartz countertops that extend seamlessly along the full wall, creating a clean, modern statement. A pass-through design connects the kitchen to the dining and living areas, enhancing light and flow, with additional built-in cabinetry providing generous storage. The living space is thoughtfully designed with a floating media cabinet, a Samsung Frame TV and a Sonos sound bar included. In the primary suite, custom details continue with floating nightstands, a wood canopy bed and a spacious walk-in closet with built-ins, while a wall of windows showcases sweeping views of the bay, Longboat Key and the Gulf beyond. Both baths have been fully updated with new cabinetry, tile and countertops and the guest bedroom features an oversized closet with custom built-ins. Tinted glass entry doors throughout the residence add a refined contemporary touch. Residents of Condo on the Bay enjoy a secure, gated environment with 24-hour concierge and security, along with amenities that include two resort-style pools, tennis courts, two fitness rooms, social spaces and a private marina with boat slips available for lease. Kayak launches, a fishing pier and waterfront walking paths further enhance the coastal lifestyle. Directly next to The Bay, Sarasota’s transformative 50-plus-acre waterfront park, residents have immediate access to scenic trails, performance venues, open green space and year-round cultural programming. Downtown Sarasota’s renowned dining, arts and cultural scene is just moments away, along with St. Armands Circle and the white sand beaches of Lido Key. Whether as a full-time residence or seasonal retreat, this is a rare opportunity to own a premier position in Sarasota’s skyline, offering panoramic water views, exceptional amenities and unmatched proximity to downtown coastal living. Furnishings are available on a separate schedule.
Listing Agent: Thomas Netzel (941-539-0633)
129 TYLER DR #101, SARASOTA, FL 34236
$425,00033 Days on yellowkey MLS ID: A4695729
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 766 Built: 1979Monthly Fee: $1,000 Tax: $4,533 (2025)Community: Lido RoyaleCondo
Taxes:$4,533
Remarks: Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-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.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Mirjana Spurnic (973-234-8065)
750 N TAMIAMI TRL #1007, SARASOTA, FL 34236
$525,00037 Days on yellowkey MLS ID: A4695449
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 815 Built: 2001 Tax: $5,845 (2025)Community: Renaissance 1Condo
Taxes:$5,845
Remarks: Come experience Downtown Sarasota with your own 10th-Floor, 1Bedroom/1Bath unit. Experience BAY VIEWS from your private balcony, in a building with all the luxuries of a high-priced hotel. This 17-story high-rise condo building has extensive amenities, reception desk, 24/7 security, keyless fob entry system, and on-site manager. The location cannot be beat as you are only steps away from the new 53-acre waterfront Bayfront Park, offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Within the condominium outdoor grounds is a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Restaurants of local flavor and more exotic bistros are close by via walking or with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, and driving three short miles, or riding the Downtown trolley, will bring you to St Armands Circle, with more restaurants, world-class shopping, and Sarasota's famous Lido Beach. This is Florida living at its finest! Additional photo coming soon.
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Marion Fitzpatrick (941-284-8323)
11 SUNSET DR #502, SARASOTA, FL 34236
$849,000113 Days on yellowkey MLS ID: A4686336
0 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1980 Tax: $9,583 (2025)Community: Sunset TowersCondo
Taxes:$9,583
Remarks: Under contract-accepting backup offers. UNMATCHED WATERFRONT VIEWS & Premier Sarasota Location – Turn-Key Furnished. Welcome to Unit 502 at Sunset Towers—an exceptional high-floor waterfront condo offering breathtaking, panoramic views of Sarasota Bay, the iconic Ringling Bridge, and glowing Gulf Coast sunsets. Available for rent, purchase, or rent with option to purchase. Facing west, this residence captures some of the most desirable vistas in the entire building. Whether you're looking for a move-in ready home, a fully furnished seasonal getaway, or a savvy rental investment, this turn-key unit delivers flexibility and value. Step inside to a light-filled layout that maximizes views from nearly every room. The spacious living and dining area flows seamlessly to a private balcony—perfect for enjoying coastal breezes and front-row sunset shows. Both bedrooms are generously sized. The home is ready to enjoy as-is, or primed for your personal updates and design vision. Sunset Towers is a pet-friendly, well-maintained community located directly on Sarasota Bay. Residents enjoy resort-style amenities including a heated saltwater pool, private beachfront area, kayak launch and storage, elevated sun deck, fitness center, and covered parking. The building has passed its milestone inspection and is managed with care and attention to detail. From this ideal location, you're just steps from downtown Sarasota’s vibrant arts, dining, shopping, and cultural scene—including Marina Jack, the Farmer’s Market, theaters, museums, and more. The John Ringling Bridge leads directly to Lido Beach and St. Armands Circle, with a free trolley stop right out front for added convenience. Don’t miss this rare opportunity to own a high-floor, west-facing waterfront unit in one of Sarasota’s most sought-after buildings.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Vincent Vizzaccaro, Pa (941-900-7060)
767 JOHN RINGLING BLVD #25, SARASOTA, FL 34236
$395,000395 Days on yellowkey MLS ID: A4655140
2 Days Off yellowkey (back on 6/4/2026)
INCREASED by $45,000 (12.9%) on 05/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $4,722 (2024)Community: Sarasota Harbor WestSpa: NoCondo
Taxes:$4,722
Remarks: Under contract-accepting backup offers. Waterfront Sarasota location, new boat docks available. High and dry 2nd floor location, with elevator, open water view of the bay and intercoastal waterway. Watch dolphin and manatees play from the balcony. Kayak launch area. Fish from right outside of your unit. Community clubhouse and large pool, shuffleboard area, grills. Lots of community activity, games, and social events. Approx. 2 block walk to St. Armand's Circle, and 6 blocks to Lido beach. Free Bay Runner Trolley also picks up in front of the complex to go to the beach or to downtown Sarasota mainland. Open 816 s.f. floorplan, with large main bedroom, 2nd bedroom, bath, living room, dining area and kitchen. Storm impact windows.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Lyn Riley (352-838-3359)
503 N OSPREY AVE, SARASOTA, FL 34236
$1,199,999209 Days on yellowkey MLS ID: A4674885
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2958 Built: 1949 Tax: $8,951 (2024)Community: Central Park SubSpa: NoMulti-Family 5+
Taxes:$8,951
Remarks: FIVE UNIT APARTMENT COMPLEX. DTN zoned corner lot in downtown Sarasota. Fully rented month to month annual agreements paying below market value. City zoning allows weekly rentals. Purchase and earn rental income OR develop in DTN zoning. Common area laundry as an amenity for tenants. Bldg #1 has 2 units, each are 1 bedroom/1 bath. Bldg 2 has 2 units, each are 2 bedroom/1 bath. Bldg #3 is the cottage/studio. This property is in fast growing downtown Sarasota a few blocks to Main Street with downtown restaurants, shops and bars. 2 blocks from Sarasota City park with tennis courts, playground and dog park all situated around a lake! Many multimillion dollar homes and deluxe condo developments in and surrounding Gillespie Park. Close to beaches and beautiful Sarasota Bay. Investment property with huge income potential and huge future DTN development. Seller is offering owner/seller financing to prospective buyers. 60% minimum down payment requirement. All financing terms are extremely attractive. Minimum balloon options will be considered. Seller will not go into 2nd position as lender.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Patrick Ritchey (941-284-7287)
540 N TAMIAMI TRL #1702, SARASOTA, FL 34236
$3,999,000281 Days on yellowkey MLS ID: A4664642
REDUCED by $201,000 (4.8%) on 06/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3962 Built: 2020 Tax: $51,184 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$51,184
Remarks: Welcome to the BLVD, where breathtaking views define the home experience! This architecturally stunning, modern condominium stands perfectly positioned in the Bayfront District of downtown Sarasota. Indulge in a luxurious residence soaring above Sarasota Bay, ideally located on the 17th floor, featuring expansive glass walls that offer breathtaking and unobstructed bay views to the north and west, and city views to the east. At this premier address, residents are among the elite who are privileged with an exclusive standard of living. This iconic building offers high-quality interior finishes and advanced coastal construction and design. From the moment you step through the entrance of the private access elevator, the tone is set for the entire space and lifestyle. The flow-through floorplan highlights magnificent bayfront and city views, with impact windows and sliding glass doors leading to several large terraces. Elegant tile flooring and glass railings create a seamless connection between the indoor and outdoor spaces, framing boundless vistas. The expansive great room boasts lofty ceilings, custom lighting, and large tile flooring – ideal for entertaining guests. A culinary showpiece, the kitchen features designer tile backsplash that complements the sleek cabinetry and designer lighting, adding sophistication throughout. An oversized island, complete with high-end quartz countertops and ample storage, anchors the space. For wine enthusiasts and culinary connoisseurs, this remarkable kitchen also features top-of-the-line Thermador appliances with a 6-burner gas cooktop, built-in wall oven, wine fridge, and two spacious pantries with custom shelving. The expansive primary bedroom is complete with two exquisite custom walk-in closets, with a spa-like bath boasting a soaking tub and an oversized glass shower. Two oversized bedroom suites feature private terrace access and luxurious spa-like baths. A powder room and spacious laundry room round out the interior. Quality and comfort are at the forefront, evident with a state-of-the art smart automation system with Lutron lighting, and motorized shades system. Additional highlights include three glass-railed terraces, custom lighting and 8' solid-core doors. BLVD hosts only forty-nine residences and sets itself apart with its unparalleled hotel-inspired amenities and full-time concierge. Residents will enjoy a social club room with a service bar, well-equipped fitness center, conference room, temperature-controlled wine room with private lockable showcases, indoor driving range, and a dog grooming room. The expansive outdoor terrace offers additional outdoor lounge seating and convenient pet facilities. For those seeking ultimate relaxation, the rooftop, home to the best rooftop pool area in Sarasota, features a zero-horizon pool, lounge seating, covered outdoor summer kitchen, and fire pit. 1702 embodies the essence of Sarasota’s lifestyle, where luxury meets sophistication. Strolling on the waterfront, exploring the diverse cuisine, or attending the cultural events in downtown Sarasota makes the BLVD a destination as well as home. And COMING SOON-1000 NORTH Sarasota, an exclusive members-only club located on the bottom floor of the BLVD, and centered in the heart of the city’s cultural corridor. This private retreat will offer elevated dining, handcrafted cocktails, personalized concierge services, and private wine storage, delivering a blend of luxury, comfort, and sophistication.
Listing Agent: Stacy Hanan (941-266-0529)
1541 BAY POINT DR, SARASOTA, FL 34236
$7,199,999536 Days on yellowkey MLS ID: A4634377
Bed: 4 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 6368 Built: 1996 Tax: $52,260 (2023)Community: Bay Point Park 2Spa: YesSingle Family
Taxes:$52,260
Tax Year: 2023
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Waterfront Luxury Home in Sarasota’s Prestigious Bay Point! This waterfront luxury home on coveted Bay Point Drive offers the perfect blend of timeless Georgian Colonial architecture and modern, high-end upgrades. With over 6,300 sq. ft. of high-and-dry living space, this move-in ready residence remained untouched by recent hurricanes—an exceptional advantage in a prime coastal location. Inside, the home showcases high ceilings, an open floor plan, and multiple living spaces designed for both comfort and sophistication. The grand foyer leads to a formal dining room ideal for entertaining and a classic living room perfect for quiet gatherings. The expansive great room flows seamlessly into the chef’s kitchen, featuring premium appliances, abundant counter space, and a true gourmet layout designed for everyday living and hosting. The home offers four bedrooms, all with en-suite bathrooms, each recently updated with luxury finishes, and upgraded fixtures. A private home theater/media room provides an immersive retreat for movie nights and entertaining. The oversized primary suite is a standout, boasting a spa-like bathroom and an extraordinary walk-in closet with room for even the most extensive wardrobe. Every detail throughout the home reflects thoughtful design and elevated comfort. Car enthusiasts will appreciate the eight-car garage, offering extensive room for collectors, storage, or creative hobbies. Outdoors, the property embraces its waterfront setting along the picturesque Hudson Bayou. Enjoy breathtaking water views, enhanced by lush, refreshed landscaping and the iconic Selby Gardens as your backdrop. This is truly a boater’s paradise, offering direct deep-water access to Sarasota Bay in under two minutes via a private dock with a 27,000 lb lift (removable for a 70’ shallow-draft boat), 4’ depth at mean low water, and approximately 6' in the channel. The manicured landscape, shaded seating areas, and expansive terraces create a resort-style outdoor living experience perfect for both everyday relaxation and unforgettable events. This enchanting property has hosted weddings, milestone celebrations, and family gatherings—all framed by the natural beauty of the bayou. Situated between Harbor Acres and Downtown Sarasota, the home offers unmatched convenience—just minutes from world-class beaches, dining, shopping, marinas, parks, and cultural attractions. More than a home, this is a legacy waterfront estate where luxury, lifestyle, and location come together in the most extraordinary way. Welcome to Bay Point!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$699,000108 Days on yellowkey MLS ID: A4686980
REDUCED by $50,000 (6.7%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Taxes:$6,085
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
33 S PALM AVE #701, SARASOTA, FL 34236
$1,995,00041 Days on yellowkey MLS ID: A4692948
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
Taxes:$0
Remarks: Experience elevated downtown living in this exceptional residence at The DeMarcay. Unit 701 offers three spacious bedrooms and an elegant blend of modern finishes with timeless sophistication, creating the ideal balance of luxury and comfort. Expansive windows fill the home with natural light while framing breathtaking waterfront views of Sarasota Bay, the marina, downtown skyline and the iconic Ringling Bridge. Designed for entertaining and everyday living, the open-concept floor plan flows seamlessly onto a private balcony where you can enjoy vibrant sunsets and the energy of downtown Sarasota below. The chef-inspired kitchen features sleek contemporary design, premium finishes, a walk-in pantry and refined details throughout. Enhancing the residence is a state-of-the-art Lutron motorized shade system by Haven Smart, offering effortless convenience and modern luxury at touch of a button. The owner's suite is a private retreat featuring a beautifully upgraded custom closet and spa-inspired ambiance. Additional highlights include two assigned parking spaces in the secured garage, EV charger capability and an air-conditioned storage locker. With no pet restrictions, this residence offers flexibility for every lifestyle. Residents of The DeMarcay enjoy an unmatched collection of luxury amenities, highlighted by a stunning rooftop pool and entertaining deck overlooking the marina, Sarasota Bay, downtown skyline and the sparkling Ringling Bridge. The building also offers 24/7 valet service and on-site staff, delivering a lock-and-leave luxury lifestyle. Ideally in the heart of downtown Sarasota, this exceptional residence places you moments from world-class dining, boutique shopping, theaters, art galleries and the city’s vibrant cultural scene. Luxury waterfront living meets modern downtown convenience in one of Sarasota’s sought-after addresses.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,000102 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
223 SEAGULL LN, SARASOTA, FL 34236
$1,325,000400 Days on yellowkey MLS ID: A4654386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1961Monthly Fee: $89 Tax: $16,366 (2024)Community: Bird Key SubSingle Family
Taxes:$16,366
Remarks: Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home that takes full advantage of the scenery and views. Already have a main residence? This could be the perfect spot for a guest house, studio, or even a car collector’s garage with room for your growing collection. The Bird Key location is convenient and has easy access to so many shops and galleries. Beach access for the beachgoers is enjoyable on Lido Key, which offers beautiful beaches and recreational activities, St Armands for upscale shopping and dining, Also , the Longboat Key Club is a very short distance away, which offers golf and tennis plus several restaurants. Waterfront living is at its best living on Bird Key, which also has a marina and clubhouse.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
1100 BENJAMIN FRANKLIN DR #604, SARASOTA, FL 34236
$1,370,000281 Days on yellowkey MLS ID: A4666274
1 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1456 Built: 1976 Tax: $14,332 (2024)Community: Lido Surf & SandCondo
Taxes:$14,332
Remarks: Under contract-accepting backup offers. Luxurious Gulf-Front Corner Condo with Sweeping Views – Lido Surf & Sand. Experience the pinnacle of beachfront living in this rarely available southwest corner residence at Lido Surf & Sand, offering unparalleled panoramic views of the Gulf of Mexico, Lido Beach, and all the way to Siesta Key. Perched on the 6th floor of the coveted gulf-front atrium building, this 2-bedroom, 2-bathroom end-unit boasts 1,456 sq. ft. of elegant interior living space plus an additional 372 sq. ft. of expansive wraparound balconies—perfect for soaking in both sunrise and sunset. One of only four corner units per floor, this light-filled condo features floor-to-ceiling beach views from every main living space, creating a true indoor-outdoor lifestyle. The open-concept layout flows seamlessly from the dining area and spacious great room to the full-width beachfront balcony—ideal for both intimate evenings or entertaining a crowd. The custom gourmet galley kitchen is thoughtfully designed with beautiful countertops, custom lighted cabinetry, and generous storage, making it both beautiful and functional, new appliances, perfect for entertaining. Enjoy peace of mind with a new water heater (2023), brand new A/C unit, and upgraded hurricane-impact windows, sliders, and front door. Wake up to coffee on your private lanai with endless beach views or wind down with the gentle sounds of the surf in the evening. A newly planned social room will elevate your outdoor living experience even further. Just two blocks from a private nature preserve—perfect for peaceful walks or kayaking—and moments from St. Armands Circle, where you can explore boutique shopping and exceptional dining. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this one-of-a-kind residence offers the best of both. Your Lido Key beachfront lifestyle awaits. Schedule your private tour today.
Listing Agent: Ingrid Walker (941-330-4680)
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