Downtown Homes with Private Mailbox Exterior Features

3 Beds ⋅ 3 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

Often desired but rarely found! Perfectly positioned in the heart of Laurel Park - one of Sarasota's most coveted neighborhoods - this exceptional 3-bedroom, 3-bath custom residence spanning 2,335 sqft offers the ultimate downtown Sarasota lifestyle. While Laurel Park is celebrated for its historic charm, opportunities to own a newer custom-built home with today's construction standards, modern design aesthetic, luxury finishes and a private pool are exceptionally rare. From your front door, enjoy a short stroll to award-winning restaurants, boutique shopping, the Bayfront, Marina Jack, Selby Gardens, theaters, art galleries, Payne Park and the weekly farmers market. Designed by acclaimed architect Mark Sultana of DSDG and built in 2019, this meticulously crafted residence offers the quality and peace of mind you'll appreciate - including concrete block construction, hurricane-impact windows and doors, a whole-house generator (2025), EV charger and energy-efficient systems. Inside, modern designed interiors with clean lines create a sophisticated yet welcoming atmosphere. The thoughtfully designed floor plan features light-filled living spaces with luxury vinyl plank flooring throughout, custom cabinetry, quartz countertops, pocketing sliders and spacious guest suites. The gourmet kitchen is equipped with a large split island with seating, premium LG appliances, Bosch dishwasher, walk-in pantry and a wine cooler. Living and dining spaces are open and light filled - perfect for entertaining or enjoying the tropical views and zen-like gardens. Step outside to the gas-heated saltwater pool and spa - the centerpiece of this private backyard retreat. Enjoy an outdoor kitchen with Artisan grill, multiple entertaining spaces, an expansive rooftop deck and professionally-designed landscaping that beautifully showcases the Selby-like botanical grounds. The result is a tranquil, resort-inspired setting that feels worlds away - yet is just blocks from downtown Sarasota. For buyers seeking the rare combination of downtown walkability, newer construction and contemporary architecture - 543 Columbia Court represents one of Laurel Park's finest offerings. A home of this caliber—with a pool, rooftop deck and today's build quality in one of Sarasota's most cherished neighborhoods — is an opportunity that seldom comes to market.

543 Columbia Court, Sarasota

$2,529,000

32 Beds ⋅ 16 Baths ⋅ James Street Park SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

1555 7th Street, Sarasota

$3,995,000

4 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code

One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.

161 Golden Gate Point, Sarasota

$419,000

2 Beds ⋅ 2 Baths ⋅ Regent Place SubDv. ⋅ 34236 Zip Code

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!

435 S Gulfstream Avenue Unit 206, Sarasota

$2,500,000

3 Beds ⋅ 5 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code

Welcome to BLVD Sarasota. This exceptional 8th-floor residence offers nearly 3,700 square feet of open living space with three bedrooms and four-and-a-half baths, while a private elevator opens directly into the residence. Floor-to-ceiling glass, expansive sliding doors, and 11-foot ceilings fill the home with natural light and create an open, inviting atmosphere throughout. The spacious living and dining areas flow seamlessly to a large wraparound terrace overlooking the downtown skyline. The kitchen is equipped with professional-grade appliances, custom cabinetry, and a large island with seating. Porcelain flooring, modern finishes, and thoughtful design details give the residence a clean, contemporary style. The primary suite features terrace access, dual owner-suite baths, a soaking tub, walk-in shower, and generous closet space. Each guest bedroom includes an ensuite bath and access to outdoor living areas. Residents at BLVD Sarasota enjoy two levels of luxury amenities, including a rooftop pool deck with cabanas and fire pits, fitness center, golf simulator, wine storage, pet grooming station, two assigned parking spaces, and concierge services. Ideally located just moments from The Quay Sarasota, Ocean Prime, Sarasota Bayfront Park, shopping, dining, theaters, and Sarasota’s vibrant arts scene. Call the listing agent for your private showing.

540 N Tamiami Trail Unit 804, Sarasota

$459,850

1 Beds ⋅ 1 Baths ⋅ Chateau Village SubDv. ⋅ 34236 Zip Code

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.

722 S Blvd Of The Presidents Unit 201, Sarasota

$2,950,000

3 Beds ⋅ 3 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code

Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with a generous walk-in closet, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!

223 Golden Gate Point Unit 302, Sarasota

$515,000

3 Beds ⋅ 3 Baths ⋅ Hudson Harbour SubDv. ⋅ 34236 Zip Code

Unbeatable value and location in downtown Sarasota. This 3-bedroom, 3 full bath residence lives more like a townhome than a condo. No elevators, park right in front of your front door and walk out to the pool. Ideally located across from Selby Gardens and only one block from Sarasota Bay. Hudson Harbour is not in the AE flood zone, has covered parking and is pet-friendly, allowing one small dog and multiple cats. The three versatile bedrooms in this residence provide exceptional flexibility. The first-floor bedroom & bath can serve as a convenient primary suite, while the second-floor option offers additional privacy—ideal for guests, family, hobbies, or a home office. Enjoy two private balcony lanais overlooking a lush tropical garden and tranquil fountain, creating the perfect setting for morning coffee or relaxing evenings. Inside, the home features light soft neutral tones complemented by neutral tile flooring and elegant crown molding throughout. The thoughtfully designed kitchen includes a spacious eat-in dining area and breakfast bar that opens seamlessly to the living and dining spaces—perfect for everyday living and entertaining. Numerous updates have been completed over the years, including: Brand-new AC (2024), New windows and sliding glass doors, renovated bathrooms, updated kitchen appliances, New washer and dryer, Water heater replacement and fresh interior paint. Hudson Harbour offers a private downtown, intimate tropical setting with only 18 units centered around a heated community pool. Living here places you within walking distance to the Sarasota Bayfront Park for nightly sunsets, a boat cruise or waterfront dining and of course all of Sarasota’s downtown restaurant and theater options. Outdoor lovers will appreciate easy access to Legacy Trail, Payne Park and Lido Beach. Take the free downtown trolley to St. Armands Circle and Lido Beach. Schedule a showing and don’t miss this best priced Downtown Sarasota residence on the market today !

800 Hudson Avenue Unit 106, Sarasota

$3,895,000

3 Beds ⋅ 4 Baths ⋅ Residences At The Ritz Carlton SubDv. ⋅ 34236 Zip Code

Unrivaled luxury awaits this move-in ready Ritz-Carlton Penthouse (Unit 1803). Masterfully remodeled, this 4,276 SF sanctuary offers panoramic views of Sarasota Bay and the downtown skyline. Features include 3 en-suite bedrooms, rich wood floors, a private master retreat with a custom walk-in closet, and an epicurean kitchen with Wolf/Sub-Zero appliances. A completely independent guest/mother-in-law suite provides its own entrance, kitchen, and den. Enjoy legendary Ritz-Carlton privileges: attendant-serviced bayfront pool, white-linen room service from Jack Dusty, 3 extra-wide parking spots, and 2 storage units. Steps from upscale dining, theater, and pristine Gulf beaches. Seller to pay for Buyer's Ritz Carlton Gold Membership up to $65,000.

1111 Ritz Carlton Drive Unit 1803, Sarasota

$1,350,000

2 Beds ⋅ 2 Baths ⋅ Plaza At Five Points Residences SubDv. ⋅ 34236 Zip Code

Experience the essence of Sarasota’s urban living in this exquisitely updated turn-key furnished, two-bedroom, two-bath residence at Plaza Five Points, one of the city’s most sought-after addresses in the heart of Downtown. Spanning 1,671 square feet, this beautifully appointed split-floor plan residence combines elegant design and modern upgrades. Need additional space for guests? Reserve the fully appointed Guest Suite on the amenity floor, where your guests can enjoy a kitchenette and walk-out onto the pool deck for sunshine, sunsets and views. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Enjoy outdoor living space on your expansive private terrace, accessible from both bedrooms and the living room, offering views of Sarasota Bay and the vibrant city skyline. Three sets of impact-glass sliders provide maximum year-round safety and peace of mind. The primary suite is a tranquil retreat featuring motorized window shade providing effortless privacy and light control, creating a restful atmosphere day or night. A cozy sitting area that doubles as a reading nook or home office, and can easily be converted into an additional walk-in closet space. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. The custom features and upgrades are a must-see! At Plaza Five Points, you’ll enjoy concierge service, on-site management, secure gated parking (2 spots), temperature controlled storage room. Resort-style amenities including a heated pool, state-of-the-art fitness center, and modernized and updated community room, currently under construction. A Guest Suite is available on a first-come, first-served basis. The mixed-use commercial parking and elevators are separated from the homeowner units. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle, steps away from dining, theatre, boutique shopping and Whole Foods.

50 Central Avenue Unit 14B, Sarasota

$2,516,000

2 Beds ⋅ 1 Baths ⋅ Halls Sub James S SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

1569 7th Street, Sarasota

Downtown Homes with Private Mailbox Exterior Features

Newest Downtown Homes with Private Mailbox Exterior Features