Location: Regency House, Sarasota
Do Not Show Listings
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$649,500245 Days on yellowkey MLS ID: A4667640
REDUCED by $500 (0.1%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,165
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Wake up to Sarasota Bay. Walk to everything else. This is the one you've been waiting for — a fully renovated 2-bedroom, 2-bath residence at The Regency House, where downtown Sarasota's most coveted address meets the shimmering waters of Sarasota Bay. Unit #403 has been thoughtfully reimagined from the inside out, featuring a stunning new kitchen, beautifully appointed bathrooms, and fresh flooring throughout — move-in ready and magazine-worthy. The Regency House is having its moment. A brand-new community pool has been approved, and the seller is covering the assessment in full — so you inherit all the upside with none of the hassle. Step outside and you're already living your best life. Bayfront Park, the vibrant energy of Main Street, world-class dining, arts, and the Saturday Farmers Market — all of it is right here, on foot. This isn't just a home. It's a front-row seat to everything that makes Sarasota one of the most sought-after cities in Florida. For the buyer who refuses to compromise — on location, on lifestyle, or on quality — 435 S Gulfstream Ave #403 is the answer. Schedule your private showing today. Opportunities like this don't wait.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00066 Days on yellowkey MLS ID: A4688618
0 Days Off yellowkey (back on 6/5/2026)
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
Tax Year: 2025
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)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$449,00010 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)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000220 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new $50,000 custom organizers. A versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. A full-size, in-residence washer and dryer make this home as practical as it is luxurious.Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$444,90073 Days on yellowkey MLS ID: A4688025
REDUCED by $20,100 (4.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing Agent: Joe Cleary (941-650-8485)
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