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$299,000
2 Beds ⋅ 2 Baths ⋅ Mentone Court SubDv. ⋅ 34236 Zip Code
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, Sarasota
$965,000
Burns Court Sub Of SubDv. ⋅ 34236 Zip Code
A rare commercial-residential restoration opportunity for experienced rehabbers to revive a largely unaltered Mediterranean Revival bungalow in Burns Court—one of downtown Sarasota's most coveted historic neighborhoods. * Pre-listing home inspection report available upon request. Why restoration buyers will love this property: Prime Burns Court commercial/residential location — highly walkable, just steps from award-winning restaurants, boutiques, Burns Court Cinema, Five Points, and Bayfront Park. Original structural integrity — including hollow structural clay tile, lath and plaster construction, exceptionally durable and naturally resistant to moisture and termites. Largely unaltered original floor plan with hardwood floors, crown molding, plaster walls, decorative ironwork, and other preserved architectural details. One of the largest properties on Burns Court - 1,355 square feet of living space. Detached accessory building — the largest on Burns Court, with Pineapple Avenue frontage, ideal for guest quarters, artist’s studio, or an income-producing rental dwelling, retail or office space. Recent capital improvements — main house roof (2023), main house HVAC (2019), and under-main house pipe replacement (~2023). FEMA Flood Zone X while also being a short walk to the water Downtown Core (DTC) zoning with confirmed Transferable Development Rights (TDRs), providing additional investment potential. Also listed as Residential under MLS #A4694679.

411 Burns Court, Sarasota
$2,100,000
4 Beds ⋅ 4 Baths ⋅ Marina View SubDv. ⋅ 34236 Zip Code
Spectacular views of the Bay, Marina, and City skyline from this rarely available 4 Bedroom condominium in Downtown Sarasota. Boasting over 3000 square feet of extraordinary living space, plus a deeded boat slip, this property offers you everything desirable. This gated and secure building offers the security of elevator locked entry to the owner's 5th floor home. Enjoy the privacy of His and Her baths and spacious walk-in closet in the primary suite. Two of the additional bedrooms have built-in bookcases ideally suited for a den or office. The convenience of a spacious in-unit laundry room with abundant closet space is sure to please. All the living room windows have been replaced, providing unobstructed views and high impact safety. Both AC systems were replaced in 2024 and the building experienced a new roof in 2025. Marina View on Golden Gate Point is just minutes from fine dining, shopping, the Van Wezel performing arts hall, Sarasota-Bradenton International Airport, St. Armands Circle and the beauty of Lido Beach.

660 Golden Gate Point Unit 51 & 52, Sarasota
$359,000
1 Beds ⋅ 1 Baths ⋅ New Orleans Apts SubDv. ⋅ 34236 Zip Code
EUROPEAN STYLE CONDO IN SARASOTA DOWNTOWN.....NO FLOOD ZONE......This second floor condo has one bedroom and one bath and the laundry room is located in common area downstairs. This magnificent getaway condo is minutes to walk by the Sarasota Bay and the fabulous restaurants and entertainment. St Armond circle and Lido beach is only minutes away for your pleasure. Please call for your private tour.

615 S Palm Avenue Unit 10, Sarasota
$749,000
2 Beds ⋅ 3 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code
Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, Sarasota
$1,225,000
2 Beds ⋅ 2 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
Virtually Staged. Completely renovated 2-bedroom, 2-bath residence on the 7th floor of Tower I at Condo on the Bay, offering full bay views over Sarasota Bay and a romantic view of the Ringling Bridge. The reimagined floor plan relocated bedroom doorways for enhanced privacy between the primary suite and guest bedroom, and both bedrooms now feature oversized walk-in closets. The open-concept kitchen has been fully reimagined with all-new appliances, granite counters, and a breakfast bar that’s ideal for entertaining while taking in the water views. Additional highlights include split-bedroom design, solid surface counters, solid wood cabinetry, and a spacious outdoor balcony overlooking the bay. Residents enjoy resort-style amenities within this guard-gated community: 24-hour security, clubhouse, multiple fitness centers, two heated pools, tennis and pickleball courts, a marina with fishing piers, boat slips that allow boat lifts and kayak storage, and kayak lifts. Assigned garage parking and guest parking are included. Located adjacent to Sarasota’s 53-acre park called “The Bay” with an outdoor cinema, sunset beach, tropical boardwalk and multiple entertainment venues. Condo On The Bay is also located within a short walking distance to over 20 restaurants, cafes, and shopping. Move-in ready for the buyer seeking a true waterfront lifestyle in the heart of Sarasota.

888 Blvd Of The Arts Unit 707, 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
$935,000
2 Beds ⋅ 2 Baths ⋅ Harbor House SubDv. ⋅ 34236 Zip Code
Welcome to 174 Golden Gate Point #22, an exceptional, professionally decorated waterfront residence offered completely furnished for under $1M. Perfectly positioned on the second floor of Sarasota's most prestigious peninsula, this stunning, fully renovated two-bedroom, two-and-a-half-bath condominium captures breathtaking panoramic views of Sarasota Bay and the iconic John Ringling Causeway Bridge from every room. The thoughtful double-primary split floor plan features spacious bedrooms with private en-suite bathrooms, creating a sophisticated yet relaxed retreat ideal for owners and guests alike. Elegant coastal aesthetics, curated by a professional designer using premium pieces from Pottery Barn and Restoration Hardware, blend soft creams and light blues with high-end finishes. Every detail has been meticulously addressed, including crown molding, porcelain tile flooring, quartz countertops, a custom high-end backsplash, accent lighting, powered blinds, a walk-in closet, extensive storage, and a massive TV and sound system. The main living, dining, and kitchen areas flood with a spectacular natural glow each morning and frame mesmerizing sunset views every evening. Practical amenities elevate the home, including a deeded covered parking spot just one story below that features a handy, built-in storage closet. Embracing an unparalleled downtown Sarasota lifestyle, this property places you at the center of the city’s vibrant cultural and social scene. Enjoy effortless walkability to award-winning restaurants, boutique shops, theaters, art galleries, Marina Jack, Bayfront Park, and a major boat club. You are also just a short trip over the bridge to St. Armands Circle, Lido Beach, and the world-renowned shores of Siesta Key and Longboat Key. With luxury hotels like The Ritz-Carlton and The Westin nearby to accommodate extra guests, this extraordinary property delivers the ultimate combination of luxury, location, and effortless bayfront living. Act fast, as a turnkey opportunity of this caliber on Golden Gate Point for less than $1M may soon be a thing of the past.

174 Golden Gate Point Unit 22, Sarasota
$3,995,000
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
$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
$965,000
3 Beds ⋅ 2 Baths ⋅ Burns Owen SubDv. ⋅ 34236 Zip Code
This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character. Also listed as Commercial under MLS# A471381.

411 Burns Court, Sarasota
$9,500,000
Golden Gate Point SubDv. ⋅ 34236 Zip Code
Ultra-Prime Development Opportunity on Golden Gate Point with Unmatched Versatility. This exceptional 0.496-acre site consists of 3 parcels totaling 21,600 sq. ft. and offers a premier canvas for a developer to build a bespoke luxury project of their choice under flexible RMF5/GGP Overlay zoning. For those looking to capitalize immediately on Sarasota’s thriving luxury market, this property comes ready to go vertical with the fully designed, engineered, and permitted project. Skip the years of city approvals: this permit-ready package features a stunning mid-rise boutique design by the renowned Hoyt Architects, featuring 12 ultra-luxury residences and two magnificent full-floor penthouses on the 8th and 9th levels. The approved plans incorporate premium lifestyle amenities, including an infinity-edge resort pool/spa deck, an exclusive resident club room, private secured parking, and residences designed to capture spectacular Intracoastal and Gulf Coast water views. Perfectly nestled in a highly desirable, garden-like oasis setting, this flat, clear site features 180 feet of road frontage and full utility connectivity. Future residents will enjoy an elite, walkable lifestyle just steps from downtown Sarasota, Marina Jack, and the Ringling Bridge, and just minutes from St. Armands Circle and Lido Key beaches. Whether you bring your own vision or break ground tomorrow using the fully approved luxury plans, this is a rare, high-margin opportunity in Sarasota's most coveted waterfront enclave.

621 Golden Gate Point, Sarasota
$815,000
2 Beds ⋅ 1 Baths ⋅ Osprey Avenue Sub SubDv. ⋅ 34236 Zip Code
Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.

642 Ohio Place, Sarasota
$299,900
2 Beds ⋅ 2 Baths ⋅ Bayou House Apts SubDv. ⋅ 34236 Zip Code
BREATHTAKING BAYOU HOUSE! Positioned along the peaceful waters of Hudson Bayou, this beautifully updated FIRST-FLOOR residence offers a rare blend of waterfront serenity and walkable proximity to the very best of Downtown Sarasota. From the moment you step inside, the tone is set — a clean, open layout enhanced by tasteful finishes and a natural flow that makes everyday living feel effortless. The kitchen serves as the heart of the home, featuring rich cabinetry, sleek QUARTZ countertops, and modern updates that balance both style and functionality. Thoughtfully designed with a SPLIT BEDROOM FLOOR PLAN, the layout provides a sense of privacy and separation — ideal for hosting guests or creating comfortable, independent living spaces within the home. Updated bathrooms, refined flooring, and contemporary lighting carry a cohesive feel throughout, delivering a move-in-ready environment for even the most discerning buyer. Step beyond the living space to your PRIVATE SCREENED LANAI, where one can sit sipping on a cup of their favorite brew whilst taking in the tranquil waterfront setting and serene birdsong. With direct GULF ACCESS via Hudson Bayou, this is more than just a view — it’s a lifestyle. Launch a kayak, enjoy the natural surroundings, or simply unwind as the water moves gently past your backyard. A BRAND-NEW TRANE A/C (2024) ensures year-round comfort and efficiency, adding yet another layer of confidence for the next owner. All of this, just minutes from Downtown Sarasota, where you’ll find TOP-RATED RESTAURANTS, boutique shopping, art galleries, Marina Jack, Selby Gardens, and the vibrant cultural energy that makes this area so desirable — all while returning home to your own quiet, waterfront retreat. This is the kind of opportunity that rarely presents itself — WATERFRONT, FIRST-FLOOR, MOVE-IN READY, and perfectly positioned. DO NOT ALLOW THIS RARE WATERFRONT OPPORTUNITY TO SLIP THROUGH YOUR GRASP… CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING!!!

1650 Pine Tree Lane Unit 103, Sarasota
$489,000
1 Beds ⋅ 2 Baths ⋅ Citrus Park SubDv. ⋅ 34236 Zip Code
Exceptionally reimagined, this designer-renovated 1-bedroom, 1.5-bath residence blends style, thoughtful functionality, and effortless urban living in Sarasota's sought-after Rosemary District. Every inch has been intentionally redesigned to maximize space, comfort, and storage, creating a home that lives remarkably larger than its footprint. Soaring 10-foot ceilings, abundant natural light, coastal-inspired engineered oak flooring, leathered marble countertops, Brizo plumbing fixtures, California Closets throughout, custom living room built-ins, plantation-style closet doors, designer lighting, custom drapery, fresh interior paint, new doors, baseboards and casing, updated vanities and toilets, a beautifully renovated primary shower, new stackable washer/dryer, new hot water heater, and upgraded A/C supply covers showcase exceptional craftsmanship and quality finishes throughout, creating a timeless residence with enduring style. Beautiful Juliet-style balconies add architectural sophistication while inviting sunlight and gentle bay breezes throughout the residence. These thoughtfully designed openings create a bright, airy atmosphere and a graceful connection to Sarasota's year-round coastal climate. Residents enjoy three secure pedestrian gated entrances, bicycle storage, limited guest parking behind the gates, one assigned covered parking space, and an expansive owner-designated parking lot conveniently located just across the alley. Experience one of Sarasota's most walkable neighborhoods (Walk Score® 94), just moments from acclaimed restaurants, cafés, galleries, boutiques, fitness studios, weekly markets, The Bay Park, Marina Jack, Sarasota Bay, Publix, Whole Foods, and the complimentary Bay Runner trolley providing easy access to Lido Beach and St. Armands Circle. Sarasota-Bradenton International Airport is approximately eight miles away, making this an exceptional opportunity for those seeking a refined, low-maintenance luxury lifestyle in the heart of downtown Sarasota. Property is offered unfurnished. Select furnishings may be available under a separate bill of sale, subject to mutually agreed-upon terms.

445 N Orange Avenue Unit 309, 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
$8,500,000
10 Beds ⋅ 13 Baths ⋅ Burns Owen SubDv. ⋅ 34236 Zip Code
The Historic Pineapple Apartments, the centerpiece of Burns Square. This building has deep ties to Sarasota history, built by Owen Burns (our city's first developer) in 1925. Last purchased in 1986, you will never walk a more curated and cared-for building. It's a step back into the Roaring '20s and a modern-day reminder that community is local. At one time an apartment building, it now serves as a thriving vacation rental. It has 8 suites (could be 13), 7 retail shops below, and a 3,000 sq ft owner's suite. Wrought-iron balconies align the exterior walls, Venetian plaster the interiors, multiple exposed beams, and a historical monument next to the fountain at Little Five Points. It's Sarasota's "Flatiron Building," triangulated architecture, impossible to go unnoticed. It is the entrance to downtown from the south, a beacon, a landmark for our great city.

530 S Orange Avenue, Sarasota
$999,000
2 Beds ⋅ 2 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
Perfectly positioned and chosen by the developer as the original model location. This is an amazing opportunity to be part of the lifestyle of Condominium on the bay. A 9 acre gated peninsula with 24 hour security.  Direct unobstructed, gorgeous year round Bay and Sunset views. No future building to obstruct the forever views. Community offers two heated pools, tennis, Pickleball, fitness, fishing pier, boat docks, and kayak storage. A pet friendly building. You can have it all in this central location, convenient to downtown Sarasota arts, restaurants, and beaches.

988 Blvd Of The Arts Unit 1411, 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
$2,990,000
3 Beds ⋅ 3 Baths ⋅ The Tower Residences SubDv. ⋅ 34236 Zip Code
Set high on the 14th floor of the private, luxurious Ritz-Carlton Tower Residences, this elegant three-bedroom, three-bath residence captures breathtaking views of the blue-green waters of the Gulf and Sarasota Bay. Every room with Floor-to-ceiling windows fill the home with natural light, framing ever-changing skies, sparkling water, and glowing sunsets that feel like they were made just for you. Step outside to the nearly 600-square-foot terrace—perfect for morning coffee, sunset cocktails, and effortless entertaining. Inside, the professionally designed interior features gorgeous hardwood flooring throughout, custom cabinetry and built-ins, motorized blinds, plantation shutters, and an integrated entertainment center with televisions and surround sound—creating a space that is both elevated and comfortable. Every detail is designed to feel refined, inviting, and easy to live in. Living at The Ritz-Carlton is more than just owning a beautiful residence—it’s a world-class lifestyle with legendary service. Owner amenities include beautifully appointed social and recreational spaces, state-of-the-art fitness facilities with sauna and steam baths, a massage room, and a resort-style outdoor heated pool and hot tub. Enjoy concierge service, 24-hour in-residence dining, valet, and around-the-clock security. Perfectly positioned in the heart of downtown Sarasota, you’re just moments from the area’s finest beaches, shopping, dining, fishing, golf, theater, and art galleries. Membership opportunities are also available for The Members Golf, Beach and Spa Clubs, offering an additional layer of private, resort-style experiences.

35 Watergate Drive Unit 1403, Sarasota
$1,099,000
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
$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
$725,000
3 Beds ⋅ 4 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code
Virtually Staged. Experience the ultimate urban oasis in this impressive downtown townhouse, where luxury meets convenience in a vibrant neighborhood just steps away from the best that Sarasota has to offer! This exceptional property features a private elevator connecting every level, ensuring effortless access throughout the spacious interior. This multi-level townhome maintains a minimal urban footprint without sacrificing comfort. This single-family residence boasts nearly 2,500 square feet. It features 3 bedrooms, 3.5 baths, a home office, and ample storage on every floor, all designed with functionality in mind. A gated entrance defines your green space, featuring paver bricks, lovely landscaping, and a covered front porch. The foyer features a climate-controlled flex room for storing all your things, along with ground-level access to the attached two-car garage. As you proceed to the main level, you’ll discover an open floor plan with a convenient half bath and combined living and dining areas, next to a beautiful kitchen. It boasts quartz countertops that complement the white raised-panel cabinetry, which is accented by a herringbone-patterned backsplash illuminated with task lighting. A center island features an induction cooktop, a retractable hood vent that effectively removes smoke and odors, and breakfast bar seating. Additionally, a stainless-steel apron sink is paired with modern, high-quality appliances. Two distinct balconies offer park views to the east and city vistas to the west, each accessed through sliding glass doors. The owner's floor includes an en-suite bath, a generously sized walk-in closet, and an additional balcony. The luxurious bathroom boasts quartz countertops, furniture-quality cabinetry, double sinks, tile, and a spa-like shower with a glass-front enclosure, an overhead rainfall showerhead, and a secondary nozzle. Nearby, you’ll find a home office with its own balcony, as well as a dry bar complete with a beverage refrigerator. Additionally, this floor offers a well-appointed laundry room. Warm hardwood flooring spans three levels, leading to inviting neutral carpeting on the top floor. Explore two stunning bedroom en-suites, each boasting balconies, spacious walk-in closets, and elegant herringbone tiled baths. One features a sleek shower, while the other invites relaxation with a lovely tub-shower combo! For added peace of mind, the property features hurricane-rated windows and doors. With its advanced smart home features, this townhouse not only offers comfort and luxury but also convenience at your fingertips. The Enclave is in Laurel Park, a historic neighborhood in Sarasota. It offers a vibrant metropolitan lifestyle just west of the trail, situated across the street from Payne Park. This county-maintained venue features tennis courts, a skate park, a café, an amphitheater, cycling paths, disc golf, picnic tables, a playground, and a water feature. City sidewalks along Laurel Street stroll to the epicenter of Downtown Sarasota. You can visit the famous Farmers Market to explore fresh local produce on the weekend, and head to the Bayfront to launch your kayak for a day on the water. This area offers plenty of options for entertainment, dining, and shopping. Additionally, it provides access to Legacy Trail, which features miles of biking opportunities. Sarasota Memorial Hospital and Morton’s Market Plaza are only a few blocks away. Plus, you’ll find the world-renowned sugar-sand beaches of Siesta Key nearby!

516 Laurel Park Drive, Sarasota
$435,000
1 Beds ⋅ 1 Baths ⋅ Citrus Park SubDv. ⋅ 34236 Zip Code
One or more photo(s) has been virtually staged. NEW PRICE!! Now offered at $435,000. Ideally located in the heart of downtown Sarasota, this well-maintatined Citrus Square condominium offers elevated second floor living with a private balcony overlooking the courtyard and surrounding treetops. The residence features high ceilings, an open living and kitchen layout with granite countertops, wood cabinets, stainless appliances, and in-unit laundry. Solid concrete construction, secured parking, elevator access, and walkable proximity to restaurants, theaters, shopping, and the bayfront complete this inviting downtown lifestyle opportunity.

445 N Orange Avenue Unit 210, Sarasota
$975,000
2 Beds ⋅ 3 Baths ⋅ Library Mews SubDv. ⋅ 34236 Zip Code
A Hidden Gem in the heart of Downtown Sarasota! Experience vibrant urban living with an old-world European style ambiance at Library Mews. This enclave is a unique intimate gated community of 11 townhome villas. The welcoming private courtyard entrance framed by an arch canopy of bougainvillea leads to the home and sets the stage for the residence’s charm. The private brick-paved courtyard leads you to your shaded indoor-outdoor patio space, an excellent place to dine or simply enjoying Sarasota’s weather. This 1,721 square foot villa features two spacious bedroom suites, two and a half baths plus a separate second-floor garden terrace, and a private garage. Upon entering the front door, the tone is set with creative architecture that provides just the right balance of a pleasing floor plan with functionally-defined living spaces. Warm hardwood floors flow throughout the kitchen, living and dining areas, complimented by soft neutral finishes such as light fixtures, crown molding, tray ceilings with LED lighting, and ceiling fans. The generous living room is highlighted by a stylish gas fireplace, high ceilings, and oversized windows with custom crown molding and a southern exposure for abundant natural light. Hurricane rated sliding glass doors seamlessly connect to the indoor and outdoor spaces. The kitchen overlooks the tranquil courtyard and features a cooking island, stunning Carrera countertops, sleek cabinets, gas cook top, and GE-pro appliances, providing style and functionality. Adjacent to the kitchen is the laundry room with a closet pantry with pull-out drawers, cabinets with countertop space, and a Koolmore washer/dryer combination. Upstairs, the spacious master bedroom boasts a vaulted ceiling and floor-to-ceiling hurricane rated sliding glass doors with cityscape views, along with a large walk-in closet and well-appointed en-suite bathroom. The second bedroom features a custom wall storage with a barndoor and includes a cozy niche area that makes a great reading or office space. For added convenience, a second stackable LG washer/dryer is located on the second level. A few steps up from the two bedrooms is the resurfaced garden terrace offering an idyllic space for relaxing while enjoying views of the city. A single-car garage, accessed from Cocoanut Avenue, is enhanced with custom cabinetry, a butcher block top and a sink. Thoughtfully designed storage is abundant throughout the home, featuring multiple closets, custom cabinetry, built-ins, and a well-equipped garage to keep everything organized and out of sight. Further upgrades include impact sliding doors and bedroom windows, hurricane impact skylight, security system, new roof (2025), new exterior paint, gutters and awnings, hurricane garage door, new tankless water heater and saltwater softener system. This delightful townhouse is situated just steps from the Sarasota Theater District, Sarasota Opera, library, world-class restaurants, Whole Foods grocery store, Marina Jack, and Main Street shopping. Come live and play in the heart of Downtown Sarasota.

200 Cocoanut Avenue Unit 7, 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. 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.

503 N Osprey Avenue, Sarasota
$6,995,000
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
$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
$1,295,000
3 Beds ⋅ 3 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.

640 N Osprey Avenue, Sarasota
$1,299,000
3 Beds ⋅ 2 Baths ⋅ Harbor House South SubDv. ⋅ 34236 Zip Code
- Rare and Exceptional Ground Level Bayfront Condo - Spectacular Views from Main Living Area, Kitchen and ALL Three Bedrooms - Interior Fully Refreshed - Private Bayfront and Rear Patio Areas with Outdoor Shower - Most Sought After Location in the Golden Gate Area - Walking Distance to Several Top Eateries and Marinas - Private Ownership No Rentals Allowed - Low Maintenance Fees - Fully Funded Reserves - Pets Allowed - Private Parking at Your Back Door - Newer AC and Water Heaters

400 Golden Gate Point Unit 11, Sarasota