Location: Sarasota , 34236
Do Not Show Listings
1563 4TH ST, SARASOTA, FL 34236
$1,695,00095 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,987
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
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
$635,00072 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
Elementary School: Southside Elementary
High School: Sarasota High
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)
850 S TAMIAMI TRL #604, SARASOTA, FL 34236
$289,15050 Days on yellowkey MLS ID: A4691470
REDUCED by $10,350 (3.5%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998Monthly Fee: $625 Tax: $1,847 (2025)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$1,847
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Urban convenience meets relaxed Sarasota living in this light-filled 2-bedroom, 2-bath condo at Central Park II, just minutes from Downtown Sarasota, the Bayfront, and the beaches. Step inside to an inviting open-plan living and dining area that flows to a private screened lanai, creating an easy indoor-outdoor lifestyle perfect for morning coffee or evening wind-downs. The Nicely Updated Kitchen offers ample cabinet space and a functional layout. Each bedroom features an adjacent full bath, generous closet space, and natural light, making this nearly 1,000-square-foot condo feel comfortable and livable whether you use it seasonally or year-round. Central Park II is known for its lush, park-like setting with sidewalks that wind past mature trees, and plenty of green space to enjoy the outdoors without leaving home. Resort-style amenities include a heated pool and spa, tennis, a fitness room, clubhouse, and grilling and picnic areas, giving you multiple ways to relax, socialize, or stay active close to home. And Did I mention the DOCK WITH KAYAK LAUNCH?? Direct Access to Hudson Bayou making it easy for your friends to pick you up on their boat. There is On-Site Kayak Storage and Bike Storage for your convenience. The LAUNDRY is INSIDE the UNIT! The Condo Fee Includes everything except Electricity making Day-to-day living stays simple and low maintenance. The AC is from 2022 and is serviced regularly. The location is the star: you are less than a mile to Marina Jack and Bayfront Park, close to Selby Gardens, and just a short stroll or bike ride to downtown dining, shopping, theaters, and the Saturday farmers market. You can Hop right onto Legacy Trail down the street for a Bike Ride. A two-story Publix across the street makes grocery runs incredibly convenient, and you are only a short drive to world-famous Siesta Key Beach, St. Armands Circle, and area golf courses. Whether you are seeking a primary residence, a Sarasota getaway, or an investment opportunity, this move-in-ready condo that offers an unbeatable blend of lifestyle, location, and value in the heart of Sarasota. MAKE AN APPOINTMENT TODAY!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
SARASOTA, FL 34236
$8,500,000537 Days on yellowkey MLS ID: A4631386
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4482 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2022
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #707 features 11’ ceilings, 4 bedrooms, 4.5 baths plus den with 4,482 square feet perfect for entertaining. Dramatically organized around an expansive island and an inviting full wet bar along with views of the sunsets. As the private elevator doors open to the grand salon, the floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Three guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen with Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, sauna and steam rooms and private massage treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TVs, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed garages included.
Listing is courtesy of: RONTO REALTY LLC (941-888-3131)
Listing Agent: Van Osborne (239-206-9796)
988 BLVD OF THE ARTS #1710, SARASOTA, FL 34236
$1,499,00029 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)
101 BENJAMIN FRANKLIN DR #66, SARASOTA, FL 34236
$1,250,000118 Days on yellowkey MLS ID: A4682218
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1351 Built: 1968 Tax: $15,325 (2025)Community: St Armand TowersCondo
Taxes:$15,325
Remarks: Under contract-accepting backup offers. DIRECT GULF-FRONT residence in the highly sought-after #6 stack at St. Armands Tower South on Lido Beach. This stack provides full Gulf views from every room. Open-concept living with sliding glass doors leading to a 40-foot private balcony overlooking the beach and Gulf. The balcony provides outdoor access from both bedrooms and the main living area. The kitchen features custom cabinetry with glass-front uppers, stone countertops, mosaic tile backsplash, stainless steel appliances, breakfast bar seating, and track lighting. The kitchen opens directly to the dining and living areas, allowing uninterrupted Gulf views from the primary living spaces. The primary bedroom offers direct balcony access, Gulf views, and a walk-in closet with ample storage. The primary bathroom includes a stone vanity, framed mirror with tile surround, built-in storage cabinetry, and a glass-enclosed shower. Large-format tile flooring runs throughout the main living spaces and bedrooms, and the residence is filled with natural light. The residence is equipped with electric hurricane shutters to all windows and sliders for added protection and ease of operation.One covered carport space is included, along with a private storage closet. St. Armands Tower South is a well-managed, pet-friendly community (up to 25 lbs). Building amenities include a Gulf-front heated pool, updated lobby, community room with kitchen, library, fitness center, laundry facilities on each floor, and on-site management and maintenance supervision. The property is located two blocks from St. Armands Circle, offering convenient access to dining, shopping, and local events. Downtown Sarasota is approximately three miles away. Furniture and accessories may be available under separate sale.
Listing is courtesy of: INVESTMENTS IN SARASOTA (941-894-6059)
Listing Agent: Lee Mirman (941-587-0740)
432 ADELIA AVE, SARASOTA, FL 34236
$650,000259 Days on yellowkey MLS ID: A4667029
1 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2063 Built: 1932 Tax: $7,585 (2024)Community: Pritchard FrankApartment
Taxes:$7,585
Tax Year: 2024
Remarks: Under contract-accepting backup offers. INVESTORS!! Huge price reduction! This Gillespie Park 4-unit features a 2/1, two 1/1s, and a detached efficiency with storage. Two units are vacant and easy to show. Newer roof and water heater. The units have had small updates, but this special property is a blank canvas. Unique corner lot with an alley way to the rear offers the ultimate privacy and flexibility. Leave as is or update what’s there, build a new multi-unit and maximize rents through weekly AirBnb or long term tenants, or build your dream home steps from Main Street. The Gillespie Park neighborhood is becoming one of Sarasota's most vibrant spots - walking distance to downtown restaurants and shops and the Rosemary District. Multimillion-dollar homes are lining the streets and the area will continue to revitalize. Buyer to verify all information independently.
Listing is courtesy of: COASTAL CONNECTION REALTY (941-896-9991)
Listing Agent: Randy Buff (941-704-4310)
129 TYLER DR #101, SARASOTA, FL 34236
$425,00013 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
$525,00017 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)
770 S PALM AVE #2, SARASOTA, FL 34236
$999,500122 Days on yellowkey MLS ID: A4682673
INCREASED by $20,500 (2.1%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1584 Built: 1975 Tax: $15,829 (2025)Community: Embassy HouseSpa: YesCondo
Taxes:$15,829
Remarks: One or more photo(s) has been virtually staged. Welcome to Penthouse #2. This FULLY Furnished unit is offered with many recent upgrades, the rarely available top-floor penthouse at the iconic Embassy House delivers elevated downtown living with breathtaking waterfront views. Located on the 18th floor, one of four penthouses in the building, this two-bedroom, two-bath residence showcases sweeping, unobstructed views of Sarasota Bay, the John Ringling Bridge, and the Gulf of America and beyond. With no neighbors above, you’ll enjoy exceptional privacy and a daily front-row seat to Sarasota’s world-famous sunsets and vibrant coastal skies. Natural light pours into the open living and dining areas, creating a bright, welcoming atmosphere. The enclosed sunroom is ideal for relaxing or entertaining while taking in panoramic bay views. Both bedrooms open to a private terrace, offering peaceful morning sunrises and sparkling downtown city views. Embassy House is celebrated for its premier bayfront location and strong sense of community. Amenities include a heated saltwater pool, fitness center overlooking the bay, electric vehicle charging station, guest parking, outdoor grilling area, catering kitchen, and a recently updated modern lobby. Residents also benefit from concierge service, an on-site manager, and semi-private elevator access serving just two residences per floor. A shared laundry room for PH1 and PH2 is maintained by the HOA, including service and replacement of washers, dryers, and A/C units. Rent includes cable, internet, water, sewer, and trash for a truly effortless lifestyle. Just steps from Selby Gardens, Bayfront Park, Marina Jack, and downtown Sarasota’s renowned dining, arts, and cultural attractions, this penthouse offers the perfect blend of vibrant city energy and serene waterfront beauty. ********************Also Available for lease at $5,900 a month******************Owner financing Available*******************
Listing Agent: Matthew Clayton (631-335-5325)
11 SUNSET DR #502, SARASOTA, FL 34236
$849,00093 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
$395,000375 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)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$449,00016 Days on yellowkey MLS ID: A4694462
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: David Butler Jr (941-350-9503)
503 N OSPREY AVE, SARASOTA, FL 34236
$1,199,999189 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 Agent: Patrick Ritchey (941-284-7287)
540 N TAMIAMI TRL #1702, SARASOTA, FL 34236
$3,999,000261 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
$7,199,999516 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
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)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000156 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing Agent: Moriah Taliaferro (941-504-9910)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$699,00088 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
$1,995,00021 Days on yellowkey MLS ID: A4692948
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
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
$1,745,00082 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)
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