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1565 State Street, Sarasota
$5,900,000
Plat Of Sarasota Exhibit SubDv. ⋅ 34236 Zip Code
Large parcel in the heart of dowtown, with 15 on site parking paces (incredibly rare) and a city parking garage directly across the street. The 13,000 SF building has been gutted and is ready to be finished off or re developed. Zoning is DTC (Downtown Core) allowing 10 stories at 50 units per acre or 18 residential units. Density Bonus: The City of Sarasota, to encourage Attainable Housing, has created an Attainable Housing Density Bonus” AHDB” entitlement option for DTC, DTB and DTE zoned properties. The AHDB offers up to 4-times the entitled residential density provided 15% of the “bonus” units are “attainable”. Base residential density for the subject is 18-units; under the AHDB the subject is entitled to 72-units provided 8-units “attainable” and 64 may be market rate. “Attainable” is defined that rent or sales price does not exceed 30% of the AMI (area medium income). Currently AMI for the City of Sarasota is approximately $80,000 per year.

1565 State Street, Sarasota

301 S Osprey Avenue, Sarasota
$999,000
4 Beds ⋅ 4 Baths ⋅ Towles Sub SubDv. ⋅ 34236 Zip Code
Prime Investment Opportunity in Laurel Park – Fabulous 4-Plex with Exceptional Income Potential! Discover your next smart investment in the heart of Laurel Park, one of Sarasota’s most desirable and historic neighborhoods. Just three blocks from vibrant Main Street and minutes from the city’s renowned Gulf Coast beaches, this charming 4-unit multifamily property offers a rare chance to own premium real estate in a high demand location. The property consists of two separate buildings, each featuring an upper and lower 1-bedroom, 1-bath apartment, with ample off-street parking for tenants. All units are currently leased to reliable annual tenants, ensuring immediate income. For investors seeking to maximize returns, this property offers significant upside as a short-term rental, with the potential to generate substantially higher income through weekly bookings in a vacation-friendly market.

301 S Osprey Avenue, Sarasota

253 Golden Gate Point Unit 701, Sarasota
$4,300,000
3 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
NEWLY COMPLETED Peninsula Sarasota is strategically located in the coveted Golden Gate Point neighborhood. The residences offer a serene retreat just moments from the energy and sophistication of downtown Sarasota. Each residence features a thoughtfully curated interior by Blu Interiors, showcasing contemporary modern design with soothing color palettes, soaring ceilings, and expansive wraparound terraces. Every detail reflects an uncompromising commitment to refined luxury. State-of-the-art kitchens are beautifully appointed with sleek European cabinetry, gas cooktops, and elegant quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the interiors with natural light, and a gas grill on each private terrace—perfect for effortless entertaining. The spacious owner’s retreat is designed as a private sanctuary, offering generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy the ease of on-site concierge services and secure, access-controlled underground parking for two vehicles, complete with an EV charging station. From your private foyer, a dedicated elevator provides direct access to exceptional amenities, including a resort-style swimming pool and a state-of-the-art fitness center on the second floor. The elegant owner’s club room overlooks the pool and features private wine storage for each residence, while the communal rooftop terrace invites unforgettable gatherings with sweeping panoramic and sunset views. Peninsula Sarasota presents a truly sophisticated lifestyle within a lush, tropical setting—just minutes from Sarasota’s renowned arts, culture, dining, and some of the nation’s finest beaches. This is a rare opportunity to elevate your living experience. Call today to schedule a private presentation and tour.

253 Golden Gate Point Unit 701, Sarasota

503 N Osprey Avenue, Sarasota
$1,159,999
6 Beds ⋅ 5 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code
FIVE UNIT APARTMENT COMPLEX. DTN zoned corner lot in downtown Sarasota. Fully rented month to month annual agreements paying below market value, 3 are month to month and 2 have a 1 year lease. 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 in the amount of 40% of purchase price. All financing terms are extremely attractive. Minimum balloon options will be considered. Seller will not go into 2nd position as lender.

503 N Osprey Avenue, Sarasota

1330 Main Street Unit PH 9 & 10, Sarasota
$5,995,000
4 Beds ⋅ 5 Baths ⋅ Orange Blossom Tower SubDv. ⋅ 34236 Zip Code
SPECTACULAR PENTHOUSE WITH TIMELESS GRANDEUR & SWEEPING GULF/BAY/DOWNTOWN CITY VIEWS. The Orange Blossom Tower is one of Sarasota’s most treasured landmark buildings and this extraordinary two-story penthouse masterfully blends historic elegance with modern luxury. Encompassing an impressive 7,188 square feet and capturing panoramic views with its's 47 windows of the Gulf & Bay and the city’s vibrant cultural district, this residence offers an incomparable lifestyle in the heart of downtown. IMPECCABLE DESIGN & EXQUISITE CRAFTSMANSHIP A dramatic 26-foot atrium and gallery—anchored by a breathtaking wraparound staircase—creates an unforgettable entrance that sets the tone for the home’s refined sophistication. Gleaming marble floors, a soaring cathedral ceiling, and architecturally rich details showcase unwavering attention to quality. The expansive great room is tailor-made for elegant entertaining, complemented by a formal dining room distinguished by a medallioned tray ceiling, solid mahogany wainscoting, and other artisan finishes. The commercial-grade gourmet kitchen is designed to impress even the most discerning chef. For quiet moments and productivity, the mahogany-paneled office/library offers a serene retreat with direct access to a private elevator foyer. The luxurious primary suite promises restful indulgence with its spa-inspired bath featuring dual sinks, a hydromassage tub, sauna, and steam shower. Two additional bedrooms overlook the central atrium with charming Juliet balconies, adding to the home’s architectural romance. A private rooftop terrace crowns the residence, delivering 360-degree bay and city vistas—an unforgettable setting for sunset gatherings, open-air dining, or front-row seats to Sarasota’s Fourth of July fireworks. Additional highlights include keystone columns, custom mahogany millwork, eight-foot hand-carved mahogany doors, garage parking, and a generous bonus room with potential for an additional full bath conveniently located near the rooftop terrace. A PRESTIGIOUS ADDRESS IN THE HEART OF SARASOTA Originally built in 1926 as the American National Bank—and later an apartment hotel frequented by Hollywood stars—Orange Blossom Tower stands as a distinguished landmark listed on local, state, and national historic registries. This building has an exclusive collection of just seven luxury residences atop two floors of commercial space, the building seamlessly pairs heritage with contemporary sophistication. An incredible Amenity to the Orange Blossom Tower is it enjoys all of the amenities of the 1350 Building 50 yards away to include 3 deeded parking spaces in the private parking garage, pool, work out room, business center, billiard room, TV gathering area, outdoor grills. Important to know the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind.

1330 Main Street Unit PH 9 & 10, Sarasota

711 N Orange Avenue, Sarasota
$3,899,000
Halls Sub James S SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. INVESTOR - DEVELOPER OPPORTUNITY in Rosemary District on Orange Ave! Three Lots permitted for five story, 18 unit condos. Orange Ave is a thriving corridor from Downtown to Rosemary with recently finished projects with this one to be a highlight to the street. Flanked by the Sarasota Military Academy to the North and Citrus Square to the South, this opportunity is positioned in a spectacular and convenient location. Distance to Main St - Downtown 0.4 miles Distance to Sarasota Airport (SRQ) 3.8 miles Distance to Ringling College 1.7 miles The prime benefit to buyer is “time”, team has worked for over a year and have APPROVED Civil Plans from City of Sarasota and development team is working on construction drawings to be submitted for approval, this project is 60-90 days away from shovel ready.

711 N Orange Avenue, Sarasota

400 Golden Gate Point Unit 31, Sarasota
$1,195,000
2 Beds ⋅ 2 Baths ⋅ Harbor House South SubDv. ⋅ 34236 Zip Code
Experience Exquisite living at Harbor House South, where every moment is framed by breathtaking 180 degree Southerly views across Sarasota Bay. This stunning 3rd floor, 2 bedroom, 2 bath end unit offers an expansive array of windows, the large one incorporates a cozy window seat that invites you to savor ever-changing vistas of the bay. From the privacy of your home, witness marine wildlife, yachts, and sailboats gliding by, all while enjoying the stunning daily show of sunrises and sunsets. Elegant and thoughtfully designed, this home boasts high end finishes including porcelain tile, crown molding, plantation shutters, solid core doors, and spa inspired bathrooms. Ideal for both entertaining and relaxation, the open and well appointed floor plan features a spacious living and dining area, as well as a built-in office perfectly positioned to face the water. The chef's kitchen is a culinary dream with soft close wood cabinets, quartz countertops, a state of the art induction cooktop with stainless steel hood, a built-in convection oven, microwave, and a striking counter to ceiling glass tiled accent wall. Perfectly situated near Marina Jack, the Ringling Bridge, and Downtown Sarasota, this private oasis is just minutes from everything Sarasota has available. Discover the perfect blend of luxury, privacy, and convenience. Add this exceptional residence to your must have list today!

400 Golden Gate Point Unit 31, Sarasota

1345 2nd Street, Sarasota
$3,750,000
Plat Of Sarasota Exhibit SubDv. ⋅ 34236 Zip Code
Virtually Staged. RARE OPPORTUNITY to purchase a mixed use building in the heart of Downtown Sarasota. This exceptional three-story mixed used building offers an unparalleled blend of luxury and convenience. With a prime location just steps from premier dining, shopping, and cultural attractions, this unique property invites you to embrace city living at its finest. Constructed in 2000, the first floor welcomes visitors with a bright, coastal-inspired entrance, featuring luxury vinyl plank flooring in a light oak finish. This level includes a spacious open area with an abundance of natural light pouring in. This floor was previously a salon sitting 12 stations, 6 wash stations, 4 drying stations, along with 2 well-appointed bathrooms. The salon area has a state of the art mixing station, accented by high-end sleek dark tile. Upstairs, accessible by both staircase and elevator, you'll find 7 generously sized treatment rooms with plumbing, 2 additional bathrooms, a dedicated breakroom, and an office. One of the standout features is a unique room with a stunning wall crafted from Himalayan salt bricks, adding a luxurious and tranquil touch. The second floor also includes a naturally well lit break room that accommodates both the first and second floor. Ascend to the private penthouse on the 3rd Floor via the private access elevator and discover a breathtaking four-bedroom residence designed for modern sophistication. The expansive open floor plan is accentuated by soaring ceilings and abundant natural light streaming through floor-to-ceiling windows. The chef’s kitchen is a masterpiece, featuring a grand island, wine fridge, built-in oven and microwave, and a six-burner gas cooktop with a dedicated grilling area. A separate full-length wet bar and coffee station, complete with two dishwashers and ample storage makes this private residence perfect entertaining. The seamless flow between the dining and living areas—anchored by a soothing fireplace—creates a warm and inviting atmosphere. Step outside onto the private balcony off the kitchen, where city views provide a picturesque backdrop for dining and entertaining A space perfectly designed for gardening or grilling out with friends. A striking spiral staircase leads to the third-floor bedroom with an en-suite half-bath and its own rooftop terrace for a tranquil retreat. This space is currently being used as a short term rental. The building offers two assigned covered parking spaces. There is a separate 4,880 SF lot in close proximity that can be purchased for additional parking or development located at 1374 Fruitville Rd, this is listed separately for $950,000 or you can purchase both. This is a great opportunity for an owner occupier to run their dream business while living above. The building is being sold as vacant however the med spa on the 2nd floor would consider staying on a long term lease. Schedule a private showing today to learn more about this opportunity!

1345 2nd Street, Sarasota

226 Golden Gate Point Unit 12, Sarasota
$1,329,000
3 Beds ⋅ 2 Baths ⋅ Harbor House West SubDv. ⋅ 34236 Zip Code
Virtually Staged. Fully renovated in 2025, this waterfront condominium residence at Harbor House West offers turnkey bayfront living in one of Sarasota's most desirable waterfront neighborhoods. Ideally positioned on Golden Gate Point, the three-bedroom residence offers 1,823 square feet of beautifully renovated interior living space and 2,207 total square feet, combining the convenience of a lock-and-leave condominium with the space and lifestyle of a waterfront home. Setting this residence apart is a feature exceptionally rare in condominium living: a private, walled 300-square-foot outdoor patio. Accessible directly through sliders from both the kitchen and great room, this expansive outdoor space creates a true extension of the home, with ample room for dedicated dining and lounge areas and the opportunity to add a custom summer kitchen and grill. Completely private and remarkably versatile, the patio offers effortless indoor-outdoor living, convenient pet access and a secluded setting designed to be enjoyed year-round. Inside, expansive glass fills the open-concept living areas with natural light while showcasing panoramic views across Sarasota Bay, the Ringling Bridge and surrounding barrier islands. The redesigned kitchen blends clean coastal styling with elevated functionality, featuring quartz countertops, custom cabinetry, induction cooking and a suite of upgraded GE and Fisher & Paykel stainless steel appliances. An adjacent dedicated laundry room provides additional storage and everyday convenience. The waterfront primary suite serves as a peaceful retreat with expansive bay and bridge views, a custom walk-in closet and a beautifully updated bath featuring a dual-sink vanity, linen storage and walk-in shower. Two additional guest bedrooms offer generous closet space, natural light and flexibility for family, guests or a home office. Additional conveniences include direct access from the assigned covered carport to the residence, future EV-charger wiring, ample guest parking and pet-friendly living. Residents of Harbor House West also enjoy access to the community day dock and the confidence of a professionally maintained, well-managed bayfront community. Just moments from downtown Sarasota and minutes from St. Armands Circle, Lido Beach, Marina Jack and the city's renowned dining, arts and cultural destinations, this move-in-ready residence delivers an uncommon combination of private outdoor living, panoramic waterfront views, thoughtful renovation and exceptional walkability in the heart of Sarasota.

226 Golden Gate Point Unit 12, Sarasota

227 Central Avenue, Sarasota
$2,747,000
Plat Of Sarasota Exhibit SubDv. ⋅ 34236 Zip Code
On-site parking! LOOK AT THIS FABULOUS LOCATION!!!! Open your eyes to the possibilities. Once the surrounding properties are all small skyskrapers, where are all the new arrivals going to eat, drink and be merry???????? Zoned for condo, residential and Commercial! A trifecta! Live and work downtown. NO CONDO FEES, NO HOA FEES, ON SITE PARKING AND A CORNER LOT. let your imagination run wild. 15 on site parking spaces. Both bathrooms can be converted into full baths. All upstairs rooms have room for closets. Kitchen. Common area. Storage closets, meeting room, reception area. As the years go by, zoning becomes more valuable as city gives you more options on building. Second floor has private entrance. 5 air units. Several driveway entrances.

227 Central Avenue, Sarasota

1569 7th Street, 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