Downtown Real Estate

INQUIRE ABOUT SELLER FINANCING OPTIONS. Prime 5,042 sq. ft. corner lot in downtown Sarasota, zoned DTN (Downtown Neighborhood), offering an excellent opportunity to build in one of Sarasota’s established downtown neighborhoods. The 50' x 101' lot has public water and sewer available, along with electricity and cable, making it well positioned for future development. DTN zoning supports residential development and other neighborhood-compatible uses, with the specific building type, density, setbacks, height, parking, and other development requirements subject to current City of Sarasota regulations and site-specific review. The location puts you close to the best of downtown Sarasota, with a vibrant mix of restaurants, cafés, boutique shopping, galleries, entertainment, and cultural venues nearby. Gillespie Park is just a short distance away, offering walking trails, tennis and basketball courts, a playground, fitness areas, a pond, and a dog park, providing convenient outdoor recreation in an established downtown neighborhood. The property also offers convenient access to Sarasota’s renowned Gulf Coast beaches, including Lido Key and Siesta Key, as well as St. Armands Circle for shopping and dining. With downtown amenities, parks, waterfront recreation, arts and culture, restaurants, and beaches all within easy reach, this corner lot presents an attractive opportunity to create a new residence or investment property in a highly desirable Sarasota location.

449 N Osprey Avenue, Downtown

$799,000

3 Beds ⋅ 4 Baths ⋅ A4701749 MLS ⋅ The Enclave BLDG.

Welcome to 501 Lafayette Court, perfectly positioned in historic Laurel Park just steps away from downtown Sarasota. Built in 2019 and offering 2,434 square feet, three bedrooms, three-and-a-half baths, this beautifully designed residence combines modern luxury, thoughtful functionality, and an exceptional walkable lifestyle. The Enclave is an intimate community of just 17 residences, offering a rare sense of privacy just moments from the heart of downtown. Inside, the multi-level floor plan is filled with natural light and designed for both everyday living and effortless entertaining. The main living level features an open-concept kitchen, dining, and great room with high ceilings and warm wood flooring. The beautifully appointed kitchen is anchored by a generous center island and features quartz countertops, white cabinetry, stainless steel appliances, and breakfast bar seating. A private elevator connects every level, adding convenience to the thoughtfully designed floor plan. The spacious primary suite offers his and hers walk-in closets, and a beautifully finished en suite bath with dual vanities and a spa-like shower and soaking tub. Two additional bedroom suites provide privacy for family and guests. Beyond the interiors, the location is what truly sets this home apart. Step outside and enjoy one of Sarasota’s most desirable walkable neighborhoods, with downtown just a few blocks away. Stroll to acclaimed restaurants, cafés, boutique shopping, galleries, the Saturday Farmers Market, Selby Gardens, and Sarasota’s beautiful Bayfront Park. The home is also located within the highly regarded Southside Elementary School district. Whether you’re searching for a full-time residence or a lock-and-leave downtown retreat, 501 Lafayette Court offers high quality and low-maintenance living in a location that makes it easy to enjoy the very best of Sarasota.

501 Lafayette Court, Downtown

$375,000

1 Beds ⋅ 1 Baths ⋅ A4699769 MLS ⋅ Broadway Promenade BLDG.

Enjoy the ultimate downtown Sarasota lifestyle at Broadway Promenade Condominium. This spacious residence features an open, inviting layout and is perfectly positioned across from The Bay, Sarasota's iconic 53-acre waterfront park and just moments from Sarasota Bay. Enjoy the convenience to the Van Wezel Performing Arts Hall, Publix, the waterfront district and the vibrant restaurants, boutiques, galleries and cultural attractions of downtown Sarasota. Residents enjoy resort-style amenities, including a heated pool and spa, fitness center, clubhouse, guest suites, outdoor grilling areas, secure under-building parking and on-site management. This pet-friendly community welcomes your furry companions, making it an ideal choice for full-time residents and seasonal owners alike. Experience the perfect combination of comfort, convenience and Sarasota's renowned waterfront lifestyle. This unique unit has an open-plan great room with a brick feature wall and a cozy breakfast bar with granite countertops. The bath has a vessel sink as well as a spacious shower stall with a separate tub. Great investment opportunity for all with this super clean unit, with a newly installed AC in 2026.

1064 N Tamiami Trail Unit 1524, Downtown

$799,000

2 Beds ⋅ 2 Baths ⋅ TB8535462 MLS ⋅ Essex House BLDG.

Welcome to this beautifully renovated downtown Sarasota residence, offering the perfect blend of modern finishes, thoughtful upgrades, and an unbeatable location. FULL IMPACT WINDOWS AND DOORS provide exceptional peace of mind while allowing natural light to fill the unit and showcase the beautiful surroundings. Completely renovated from top to bottom, this residence features new PVC plumbing, updated electrical, new ductwork, and quality upgrades throughout. Several windows are equipped with automatic blinds, providing effortless privacy and convenience while giving you complete control over the natural light throughout the day. From the moment you walk in, you’ll notice the bright, open feel of the unit and the stylish luxury vinyl flooring that runs throughout the entire residence. The redesigned kitchen features clean white cabinetry, modern white quartz countertops, GE stainless steel appliances, and plenty of storage, creating a beautiful and functional space for both everyday living and entertaining. The living room opens to a screened-in patio where you can relax and enjoy peaceful partial views of Sarasota Bay. The primary suite offers its own water views, a large walk-in closet, dual vanities, and a modern walk-in shower. The guest bedroom also enjoys partial water views and features elegant French doors with privacy glass, creating a comfortable and versatile space for visitors or a home office. The second full bathroom includes a shower/tub combination with updated finishes. Residents enjoy an excellent collection of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and an on-site manager. Located just steps from downtown Sarasota, this residence offers the convenience of being able to walk to some of the city's best attractions, restaurants, and entertainment. Enjoy evenings along the bayfront, dinner at local favorites like Owen’s Fish Camp, Hyde Park Prime Steakhouse, and Marina Jack, or take in a performance at the Sarasota Opera or Florida Studio Theatre. With St. Armands Circle, Lido Key, and Sarasota’s world-famous beaches just minutes away, this location truly puts the best of Sarasota at your fingertips. This is a rare opportunity to own a completely renovated residence in one of Sarasota’s most desirable downtown locations, combining modern upgrades, coastal views, and the ease of a true turnkey unit.

707 S Gulfstream Avenue Unit 207, Downtown

$1,299,999

2 Beds ⋅ 2 Baths ⋅ TB8535455 MLS ⋅ Embassy House BLDG.

Perched on the 18th floor in the heart of downtown Sarasota, this exceptional residence offers a perspective few properties can match. From the moment you step through the front door, you're immediately drawn to breathtaking views spanning Sarasota Bay, the downtown skyline, and beyond. With nearly 360-degree views, every room feels connected to the beauty of Sarasota, creating an unforgettable first impression. Completely renovated with a sophisticated contemporary design, this residence pairs luxury finishes with one of downtown's most coveted vantage points. The open-concept living space is ideal for everyday living and entertaining, with floor-to-ceiling windows keeping the spectacular scenery front and center. Whether preparing dinner, hosting friends, or unwinding with a glass of wine, the ever-changing backdrop of the bay, sunsets, and city lights is always on display. The chef-inspired kitchen features premium KitchenAid appliances, elegant quartz countertops, a separate beverage refrigerator, and abundant storage. A spacious walk-in pantry includes a dedicated appliance station, perfect for a coffee bar while keeping everyday essentials neatly tucked away. Modern ceramic tile flows throughout the main living areas, complementing the home's clean architectural lines and timeless finishes. Wake up to stunning city views from the primary suite, then enjoy the downtown skyline illuminated each evening. The spacious retreat also offers a generous walk-in closet and a beautifully remodeled spa-inspired bathroom with a sleek walk-in shower. Guests will enjoy spectacular sunrise views from the east-facing second bedroom. The adjacent guest bathroom has also been tastefully renovated and features its own modern walk-in shower. Beyond your front door, the building has undergone extensive updates, creating an elegant arrival experience with a redesigned lobby showcasing refined mid-century modern influences, designer furnishings, and curated artwork. Residents enjoy a fitness center overlooking Sarasota Bay, an owners' lounge and conference space with kitchenette, a renovated heated pool, outdoor grilling and dining areas, guest parking, electric vehicle charging stations, and a convenient car wash area. Ownership is made easy with quarterly condo fees covering the unit's HVAC, washer and dryer, water, sewer, trash, and security. The building also received a new roof in February 2024. Located on Palm Avenue, you'll enjoy one of downtown Sarasota's most walkable lifestyles. Spend your mornings at Bayfront Park or Marie Selby Botanical Gardens, dine at Hyde Park Prime Steakhouse, Classico Italian Chophouse, Kojo, or Owen's Fish Camp, enjoy performances at the Sarasota Opera or Florida Studio Theatre, browse boutiques and galleries, or take a short drive to St. Armands Circle, Lido Key, and Siesta Key. This isn't simply a beautifully renovated condominium, it's an opportunity to experience Sarasota from one of downtown's most remarkable vantage points, where every sunrise, sunset, and sparkling skyline remind you why this is one of Florida's most sought-after destinations.

770 S Palm Avenue Unit 1804, Downtown

$1,300,000

4 Beds ⋅ 2 Baths ⋅ A4701927 MLS

Rare corner-lot duplex in Sarasota’s highly desirable Laurel Park Historic District, located approximately 0.5 miles from downtown Sarasota’s dining, shopping, arts, bayfront, and cultural attractions. Set beneath mature trees and surrounded by the timeless character of Laurel Park, this well-maintained property blends classic Old Florida charm with substantial recent improvements. Each residence offers 2 bedrooms, 1 bathroom, spacious living areas, a full kitchen, a dedicated laundry area, and its own private screened lanai overlooking fully fenced outdoor spaces that provide privacy and separation between the units. Recent improvements include a new roof installed in November 2024, new windows installed in September 2022, a full exterior repaint completed in January 2025, a remodeled bathroom, custom paver hardscaping, and refreshed landscaping. One residence also features a private putting green, a distinctive outdoor amenity rarely found near downtown Sarasota. Laurel Park is known for its historic character and convenient proximity to Burns Court, Payne Park, downtown Sarasota, and Sarasota Bay. Lido Key and Siesta Key beaches are also just a short drive away. Whether used as an owner-occupied residence with supplemental rental income, a long-term investment property, or a flexible downtown retreat, this duplex offers a variety of possibilities in one of Sarasota’s most charming and centrally located neighborhoods. An exceptional opportunity to own a versatile property offering character, privacy, recent improvements, and an outstanding downtown Sarasota location.

507 Madison Court, Downtown

$725,000

2 Beds ⋅ 2 Baths ⋅ A4701005 MLS ⋅ Embassy House BLDG.

Experience elevated coastal living at its absolute finest in this 2 Bedroom, 2 Bath corner residence at Embassy House, ideally situated on the quiet end of Palm Avenue. The building occupies the most enviable spot between Gulfstream and Palm Avenue, high above the city, this sought-after residence delivers unobstructed sweeping views of the Sarasota Bayfront and the vibrant downtown skyline—along with unforgettable backdrop of sunrises and sunsets. A semi-private elevator foyer welcomes you into a light-filled, open-concept interior where expansive floor-to-ceiling windows frame the breathtaking views from nearly every room. The spacious living and dining areas flow effortlessly, creating an ideal setting for relaxed everyday living or lively entertaining. An updated kitchen features premium appliances, beautiful cabinetry, and quartz countertops. The owner’s suite offers a private retreat with stunning water and downtown views, along with an office nook or quiet reading space. The second bedroom provides flexibility for guests or a home office. The sun truly rises and sets from this 9th floor corner unit. Embassy House is a secure, well-maintained architecture masterpiece. The lobby and amenities were renovated with quiet luxury, mid-century modern finishes, custom furnishings, and curated artwork. A refreshed fitness center offers views of the bay, a conference room with kitchenette, refurbished heated pool, guest parking, electric car charging station, car wash area, grill and outdoor tables complete the suite of amenities. Every day can be as relaxed or as active as you desire, whether you're enjoying a quiet morning coffee or entertaining with evening cocktails while taking in the mesmerizing views. Venture out for a stroll along the tree-lined Palm Avenue to a neighborhood café, or explore the many restaurants, boutiques, art galleries, and the beautiful bayfront just moments away. Residence #904 offers million-dollar views and an exceptional lifestyle at a fraction of the price. Your best life starts right here. Schedule your private showing today!

770 S Palm Avenue Unit 904, Downtown

$1,880,000

2 Beds ⋅ 2 Baths ⋅ A4701933 MLS ⋅ One Watergate BLDG.

Penthouse luxury with panoramic bay views at One Watergate. Welcome to the top floor of One Watergate’s highly coveted "C" stack, this exceptional penthouse residence offers the ultimate downtown Sarasota lifestyle and amazing iconic city views. The spacious, open-concept floor plan features high ceilings, elegant crown molding, and a grand entryway that leads into a light-filled living space. Includes floor-to-ceiling windows, sliding glass doors with a corner wrap around balcony capturing breathtaking, unobstructed views of Sarasota Bay, the Ringling Bridge, Marina Jack, and the barrier islands. The tastefully designed kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining against a backdrop of sunrise-to-sunset vistas. The primary bedroom is very spacious with a walk-in closet, and the secondary bedroom offers privacy for relaxation, or can be a home office. This residence includes the rare convenience of three dedicated parking spaces and a large private storage unit. One Watergate has recently undergone stunning contemporary renovations to its lobby and common areas. Residents enjoy premium resort-style amenities, including a pool, tennis and pickleball courts, a fitness center, EV charging stations, and secure kayak storage. Residents also have attentive on-site management that provides an added layer of comfort and peace of mind. Located steps from world-class dining, theaters, and the Sarasota Farmers Market, with Lido Beach just over the bridge. Ready to live where every day feels like a vacation? Contact us for a private tour.

1111 N Gulfstream Avenue Unit PH-C, Downtown

$547,500

2 Beds ⋅ 2 Baths ⋅ A4701573 MLS ⋅ Cityscape At Courthouse Centre BLDG.

Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering two bedrooms, two baths, secure building access, elevator service, assigned under-building parking and a thoughtfully designed multi-level floor plan, this unique residence combines the character of an urban loft with the comfort and privacy of a traditional home. Exposed ductwork adds an industrial-chic aesthetic, while the private balcony offers city views and the ideal place to enjoy your morning coffee or unwind at the end of the day. The separation between the living areas and private bedroom level creates an ideal balance for everyday living, entertaining and hosting overnight guests. Ideally positioned above Main Street, you'll find yourself immersed in the energy of downtown Sarasota, where award-winning restaurants, sidewalk cafés, artisan coffee shops, boutiques, theaters, galleries, fitness studios and everyday conveniences are all near your front door. Whether enjoying a morning walk along Sarasota Bay, an evening performance at the Sarasota Opera House, cocktails overlooking the marina, or one of the city's many art festivals and cultural events, this location places the best of Sarasota within easy reach. Bayfront Park, Marina Jack, Marie Selby Botanical Gardens, Lido Beach, and the renowned shopping and dining of St. Armands Circle are all just minutes away. Thoughtfully maintained and ready for its next chapter, the residence offers timeless potential for personalization while preserving the distinctive architectural appeal of this rarely available floor plan. The air conditioning system was replaced in 2023, providing added peace of mind, while both bedrooms feature convenient motorized window shades for enhanced comfort and privacy. Whether you're seeking a full-time residence, a seasonal escape, or an elegant lock-and-leave retreat, this penthouse delivers an exceptional combination of location, style, comfort and value in the heart of one of Florida's desirable downtown destinations. Opportunities to own a two-story penthouse in Cityscape at Courthouse Centre are few and far between. Discover the possibilities, embrace Sarasota's vibrant urban lifestyle and make this exceptional residence your own.

1990 Main Street Unit 4, Downtown

$4,600,000

3 Beds ⋅ 3 Baths ⋅ A4700737 MLS ⋅ Peninsula Sarasota BLDG.

PENTHOUSE with EXPANSIVE WATER VIEWS & PRIVATE GARAGE. 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!

253 Golden Gate Point Unit 902, Downtown

$2,595,000

3 Beds ⋅ 3 Baths ⋅ A4701211 MLS

Discover exceptional West of Trail living in Lincoln Park, an intimate waterfront enclave located along Hudson Bayou in Sarasota, Florida. This beautifully appointed residence offers the rare combination of privacy, boating access, and proximity to Downtown Sarasota, complete with a private deeded boat slip and 10,000 lb lift providing direct access to Sarasota Bay and the Gulf of Mexico. Situated on a quiet, tree-lined cul-de-sac shared by only eight residences, this distinctive 3-bedroom, 2.5-bath home offers 4,234 square feet of thoughtfully designed living space. Built in 2001, the residence blends timeless architectural details, refined craftsmanship, and comfortable everyday living in one of Sarasota’s most desirable West of Trail locations. The spacious floor plan features a private first-floor primary suite, soaring ceilings, crown molding, French doors, custom built-ins, hardwood and marble flooring, and a gas fireplace. Formal and casual living areas flow seamlessly throughout the home, creating an inviting setting for both entertaining and relaxation. At the heart of the residence, the chef’s kitchen features quality finishes, generous workspace, an eat-in dining area, and convenient access to the home’s main gathering spaces. Upstairs, two additional bedrooms share a Jack-and-Jill bathroom, with one bedroom offering a spacious adjoining sitting room and private terrace. A separate office provides a quiet and flexible space for working from home, reading, or managing daily tasks. The outdoor living spaces are equally impressive. Professionally landscaped gardens, bluestone terraces, ambient landscape lighting, and multiple seating and entertaining areas create a peaceful private sanctuary. An outdoor kitchen provides the perfect setting for alfresco dining, while the deeded dock and boat lift make it easy to enjoy boating, fishing, kayaking, and waterfront adventures throughout Sarasota Bay and the Gulf Coast. Tasteful updates completed over the years enhance the home’s comfort and enduring appeal while preserving its classic character. Whether enjoying quiet mornings in the garden, entertaining beneath the stars, or departing from your private boat slip for a day on the water, this Sarasota waterfront home offers an exceptional coastal lifestyle. Ideally located near Downtown Sarasota, Southside Village, Marie Selby Botanical Gardens, Sarasota Memorial Hospital, the Sarasota Bayfront, St. Armands Circle, and the renowned beaches of Siesta Key and Lido Key, this residence delivers an outstanding balance of privacy, convenience, and boating access.

1798 Lincoln Park Circle, Downtown

$299,000

2 Beds ⋅ 2 Baths ⋅ A4701634 MLS ⋅ Mentone Court BLDG.

Discover exceptional value in the heart of Sarasota's vibrant Rosemary District. Offered furnished and move-in ready, this beautifully updated two-bedroom residence at Mentone Court combines modern finishes, low-maintenance living, and an unbeatable downtown location—all within an intimate community of just 16 residences. Whether you're searching for a seasonal retreat or investment opportunity, this inviting home offers an ideal blend of comfort, convenience, and city living. The thoughtfully designed open floor plan creates an airy, welcoming atmosphere where the living, dining, and kitchen areas flow effortlessly together. Luxury vinyl plank flooring extends throughout the main living spaces, complemented by fresh interior paint, abundant natural light, and a neutral palette ready for your personal style. Sliding glass doors open to a the screened lanai, creating the perfect setting for morning coffee, evening relaxation, or enjoying Sarasota's year-round sunshine. The galley-style kitchen features stainless steel appliances, solid-surface countertops, generous cabinetry, and an efficient layout that keeps you connected to the main living areas while entertaining. Both bathrooms have been tastefully renovated with clean, timeless finishes, while the spacious primary suite offers a walk-in closet and en-suite bath. A comfortable guest bedroom, interior laundry closet with washer and dryer hookups, and assigned parking complete this move-in-ready residence. Mentone Court is a charming boutique community known for its peaceful atmosphere, attractive landscaping, and exceptionally low monthly maintenance fees, which include exterior maintenance, professional management, and more—making ownership both affordable and worry-free. Perfectly positioned just blocks from Downtown Sarasota, residents enjoy one of the city's most walkable neighborhoods. Stroll to the boutiques, cafés, breweries, and acclaimed restaurants of the Rosemary District before exploring nearby Main Street, the Sarasota Farmers Market, Bay Park, Marina Jack, and Sarasota's renowned Cultural Coast, featuring theaters, museums, galleries, and live entertainment. St. Armands Circle, Lido Beach, and Siesta Key Beach are all just minutes away, offering the perfect balance of vibrant downtown living and Sarasota's celebrated coastal lifestyle. Beautifully updated, furnished, and ideally located, this residence presents an outstanding opportunity to own in one of downtown Sarasota's most desirable neighborhoods.

631 N Orange Avenue Unit 108, Downtown

Downtown Real Estate

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