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$2,299,000
4 Beds ⋅ 4 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code
Historic Gillespie Park Home | Luxury Downtown Sarasota Living on Three Lots! Discover a rare opportunity to own a beautifully restored historic home in Gillespie Park, one of Downtown Sarasota's most desirable historic neighborhoods. Originally built during Florida's celebrated Land Boom of the 1920s, this exceptional residence has been thoughtfully expanded and extensively renovated, preserving its timeless architectural character while seamlessly incorporating the modern amenities today's luxury buyers expect. Occupying 3 lots, this remarkable property offers an extraordinary combination of privacy, mature landscaping, and expansive outdoor living spaces just moments from Downtown Sarasota, The Bay Park, the Rosemary District, Sarasota Bay, Marina Jack, boutique shopping, acclaimed restaurants, theaters, galleries, and the city's vibrant cultural scene. Whether you're searching for a luxury primary residence or a distinctive historic Sarasota home, this property delivers an unmatched downtown lifestyle. A substantial two-story addition completed in 2019 expanded the home by approximately 800 square feet, creating a floor plan designed for modern living while remaining true to the home's original architecture. The addition enlarged the chef's kitchen and added a full bathroom, pantry, utility room, and reading room on the main level. Upstairs, the primary suite was transformed into a luxurious retreat with a spa-inspired bathroom and dual walk-in closets. At the heart of the home is a beautifully renovated chef's kitchen featuring premium Thermador appliances, including three ovens, a six-burner gas cooktop, custom cabinetry, granite countertops, and a charming bay window overlooking the professionally landscaped gardens. Rich hardwood flooring, renovated bathrooms, fresh interior paint, generous bedrooms, and preserved architectural details create the perfect balance between historic elegance and contemporary comfort. Extensively updated for comfort, efficiency, and peace of mind, the residence features custom hurricane-impact windows installed in 2024 and designed to replicate the home's original windows while providing modern storm protection, energy efficiency, and enhanced sound insulation. Additional improvements include a new roof (2022), an expansive screened lanai completed in 2022 and enhanced with an upgraded drainage system in 2025, a new driveway, gutters, underground drainage, professionally installed irrigation, and two air-conditioning systems. Professionally designed Florida-native landscaping, winding brick pathways, tranquil gardens, and a newly established butterfly garden create a peaceful retreat rarely found this close to the heart of Sarasota. Offering the rare combination of a fully renovated historic Sarasota home, three separately platted lots, luxury finishes, modern infrastructure, and an exceptional Downtown Sarasota location, this one-of-a-kind residence is ideally positioned near The Bay Park, Sarasota Bay, the Rosemary District, Marina Jack, the Sarasota Farmers Market, Selby Botanical Gardens, the Sarasota Opera House, boutique shopping, award-winning dining, and the area's world-renowned Gulf beaches. Rich in history yet thoughtfully designed for today's lifestyle, this extraordinary home presents a rare opportunity to experience the very best of Downtown Sarasota luxury living.

1874 6th Street, Sarasota
$2,195,000
3 Beds ⋅ 4 Baths ⋅ Demarcay SubDv. ⋅ 34236 Zip Code
Welcome to The DeMarcay, where luxury, convenience, and sophistication come together in one of the city's newest premier high-rise residences. Rarely available and highly sought after, this spacious 3-bedroom, 3.5-bathroom floor plan offers the flexibility and comfort of a single-family home with all the advantages of maintenance-free condominium living. Designed for effortless everyday living, the open-concept layout features expansive living spaces, soaring ceilings, floor-to-ceiling windows, and designer finishes throughout. One of the residence's most captivating features is its breathtaking panoramic views of Sarasota Bay, providing a front-row seat to spectacular year-round sunsets and the city's vibrant waterfront fireworks displays. Whether relaxing with your morning coffee or entertaining guests in the evening, the ever-changing views create an unforgettable backdrop. The gourmet kitchen is beautifully appointed with premium appliances, custom cabinetry, and elegant stone countertops, creating the perfect setting for entertaining guests or enjoying a quiet evening at home. Each bedroom features its own private en-suite bathroom, providing comfort and privacy for family and visitors alike. The luxurious primary suite serves as a private retreat with spa-inspired finishes, generous closet space, and a serene atmosphere designed for relaxation. Leave behind the maintenance of a traditional home and embrace a lock-and-leave lifestyle with exceptional amenities at your fingertips. Residents enjoy a stunning rooftop pool with panoramic city and bay views, a state-of-the-art fitness center, rooftop entertaining spaces, outdoor lounges, and personalized services designed to make everyday living effortless. Ideally located in the heart of downtown Sarasota, you're just steps from fine dining, boutique shopping, theaters, galleries, Sarasota Bay, Marina Jack, and the city's vibrant cultural scene. Whether you're seeking a full-time residence or seasonal retreat, this exceptional 3-bedroom residence offers a rare opportunity to enjoy spacious downtown living without compromise. Luxury, convenience, panoramic bay views, and a coveted three-bedroom layout—The DeMarcay delivers a truly elevated downtown Sarasota lifestyle. Book your private showing today!

33 S Palm Avenue Unit 901, Sarasota
$2,695,000
3 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.

509 Golden Gate Point Unit 4, Sarasota
$2,149,000
2 Beds ⋅ 3 Baths ⋅ The Collection Condominium SubDv. ⋅ 34236 Zip Code
The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.

1335 2nd Street Unit Villa 2E, Sarasota
$2,000,000
3 Beds ⋅ 3 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
New construction. No wait. No stress. Unit 403 at The Evolution is a completed 3-bedroom, 3-bath luxury residence designed by award-winning architect Mark Sultana of DSDG. Inside, you’ll find 2,050 square feet of elegant interior living and over 300 square feet of outdoor space across three private balconies, ready for move-in today. Ten-foot ceilings, imported European cabinetry, polished porcelain tile, and top-tier Sub-Zero and Wolf appliances create a timeless, functional space that’s both beautiful and easy to maintain. The primary suite opens to a shared balcony for peaceful mornings or sunset gatherings, and your private deeded 2-car garage offers extra convenience. This boutique community of just 20 residences includes a rooftop lounge with a sunset spa and fireplace, a resort-style pool with private cabanas, a fitness studio, a European sauna, an outdoor kitchen, and full-time concierge service. Located on Golden Gate Point, you’re minutes from Sarasota’s top restaurants, the arts, and stunning Gulf beaches. Let’s schedule your private tour and show you what move-in-ready luxury really feels like.

111 Golden Gate Unit 403, Sarasota
$2,200,000
3 Beds ⋅ 3 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach.

1343 4th Street Unit 202, Sarasota
$2,700,000
3 Beds ⋅ 4 Baths ⋅ One Park Residences SubDv. ⋅ 34236 Zip Code
Virtually Staged. Under Construction. With world-class architecture and interiors, the 18-story One Park is bringing a quintessential lifestyle to one of Downtown Sarasota’s most sought after locations, Boulevard of the Arts. Featuring panoramic direct views from Bay Park to Downtown Sarasota and beyond, One Park offers an unrivaled Sarasota Bay lifestyle. Residence features include 10' to 12' floor-to-ceiling windows, smart home technology for seamless personalization with the touch of a button, a contemporary lighting package, fully built-out closets, marble, wood or porcelain slab flooring throughout, 8' tall interior doors, midnight bar in primary bedrooms, Subzero and Wolf appliance package, and expansive outdoor terraces with modern glass railings and summer kitchens. World-class amenities and services include resort-style infinity-edge pool and spa deck with lounge area, wellness spa, private theater room, and a state-of-the-art fitness studio featuring the latest high-tech exercise equipment, Pilates, yoga and cycling rooms. A 53-acre signature Bay Park, Boating and Beaches are at residents’ fingertips, while art, cultural venues, fine dining and social spaces are just steps from their front door. Developed by nationally acclaimed Property Markets Group (PMG) and Moneyshow. This visionary team will deliver a masterfully crafted luxury Bayfront living experience.

668 Quay Commons Unit 502, Sarasota
$2,375,000
4 Beds ⋅ 5 Baths ⋅ Zahrada SubDv. ⋅ 34236 Zip Code
Anchored in Sarasota’s vibrant Rosemary District, a hub of art, dining, and design just steps from downtown, this contemporary multi-level residence captures the essence of urban coastal living. Defined by its clean architectural lines, striking white façade, and geometric precision, it offers a rare balance of privacy and proximity in one of Sarasota’s most walkable neighborhoods. A sleek iron-and-glass entry framed by textured tile sets the tone for what’s inside: light, volume, and effortless connection to the outdoors. The floating staircase, with open risers and maple treads, becomes a sculptural centerpiece beneath ceilings that seem to soar forever. A three-stop elevator ensures convenience from the ground-level garage to the uppermost terrace. The main living level unfolds with gallery-like openness, a seamless blend of style and function. The sleek kitchen, featuring quartz countertops, premium stainless-steel appliances, and clean-lined cabinetry, overlooks the dining and great room. The open living space is complete with expansive sliders that open directly to the courtyard and its tranquil Zen pool, where the rhythm of water and greenery softens the modern form. With its summer kitchen, fire table, and covered dining terrace, the home transitions effortlessly from quiet mornings to lively evenings. Upstairs, the primary suite feels like a retreat, complete with a glass-framed balcony, spa-inspired bath, and thoughtful details that invite calm. Two additional guest rooms, one that is currently used as an office, mirror the home’s minimalist aesthetic and abundant natural light. A private guest casita, accessible from the courtyard, expands the home’s flexibility. With a kitchenette, full bath, and its own balcony, it’s ideal for visitors, as another primary suite or as a fitness space, all with the independence of a separate entry. Constructed of concrete and steel with impact-rated glass, every element under scores quality and low-maintenance design, perfect for those seeking the ease of a lock-and-leave lifestyle. Positioned in Sarasota’s coveted Rosemary District, this residence places the best of the city just outside your door. Stroll to downtown dining, art galleries, live music, and cultural venues, or stop by the weekly Sarasota Farmers Market. Boutique shops, theaters, and cafés line the nearby streets, while the beaches, the John Ringling Bridge, St. Armand’s Circle, and Sarasota Bay are only minutes away. With convenient access to Sarasota Bradenton International Airport, this address blends logistics, urban luxury, outdoor living, and strong architectural design, offering a truly unique downtown lifestyle.

1542 4th Street Unit 210, Sarasota
$2,899,000
Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Permit-ready opportunity in Sarasota’s red-hot Rosemary District. A rare chance to build lifestyle-driven homes in one of Sarasota’s fastest-growing urban neighborhoods. This shovel-ready project is designed for buyers who want modern design, abundant outdoor living, and walkability—all the essentials for today’s millennial and empty nester markets. Project highlights include: a permit-ready space, construction can begin in just 60 days. Potential for six three-story townhomes, each with four bedrooms, three full baths, two half baths, as well as private pools and guest houses—luxury features that set this community apart. Multiple terraces, patios, and outdoor kitchens will provide expansive outdoor living space. Private two-car garages for every residence. Large residences at over 2,800 square feet. Priced from $2,693,000 with light, bright contemporary architecture and impact glass up to the latest hurricane standards. The projected sales volume is over $16,000,000, with a projected profit potential of $4,426,000 (Pro Forma available). An advantageous location, the project is just steps from The Bay Sarasota, a 53-acre waterfront park, two blocks from Sarasota School of Arts and Sciences (SSAS), is surrounded by 65 restaurants within six blocks, and sits just minutes to downtown shopping, theaters, arts districts and St. Armands/Lido Beach. Located in Flood Zone X, a safer, elevated land designation. Adding to the sought-after location is the stunning urban design across 7th Street. The award-winning Sarasota and Rosemary District architect, Halflants & Pichette, has designed a condominium project with a rooftop pool, fitness center and clubhouse coming at southwest corner of 7th/Cohen Way. Why this project wins? This condominium development lives like single-family homes—offering privacy, scale, and unparalleled outdoor space. With demand outpacing land supply in Rosemary, this is a timely opportunity to shape the district’s next chapter. Completion possible within 18 months of groundbreaking. Optional advantage - buyer may retain the current builder/owner to streamline construction.

701 Cohen Way, Sarasota
$2,263,000
4 Beds ⋅ 4 Baths ⋅ Villa Ballada SubDv. ⋅ 34236 Zip Code
NOW MOVE-IN READY AND FINISHED NEW CONSTRUCTION - FAMILIES ARE LIVING THE GOOD LIFE AT VILLA BALLADA, located in Sarasota’s eclectic Rosemary District. Designed by award-winning architects Halflants + Pichette, Villa Ballada is the third project in an acclaimed series (after Zahrada and Zahrada 2). Residence Details: 22 condominium residences with single-level living, 21 unique floor plans to choose from. Two-, three-, and four-bedroom designs available. Pricing from $1,030,600 to $2,263,000. Residence #406 features 4 bedrooms, 3.5 bathrooms, a west-facing covered sunset terrace off the living room, a wide-open foyer, a designer kitchen with a breakfast bar, and spacious dining and living rooms. Interior Features: Contemporary architectural design, premium finishes, and new construction techniques, with high ceilings and open-concept layouts, as well as sunset terraces on select units. Community Amenities: Beautiful swimming pool and landscaped courtyard, secure lobby with controlled access, parking garage with assigned spaces, optional EV charging stations available, and optional luxury parking lift for additional parking space. Lifestyle & Location Highlights: Located in Sarasota’s walkable Rosemary District, 2 to 3 blocks to downtown shops, restaurants, art galleries, and cultural venues. Close to Florida Studio Theatre, Sarasota Opera House, and Westcoast Black Theatre Troupe. Near Whole Foods Market and the vibrant downtown farmers market. Just four blocks from the new 53-acre Bay Sarasota waterfront park, with easy access to the John Ringling Causeway, Marina Jack, and Sarasota’s bayfront. HOA Details: Low monthly HOA fee includes insurance, management fees, building maintenance, manager services, annual exterior window cleaning, water, sewer, trash, and exterior pest control. Reserve your private tour at our building TODAY to see units.

430 Kumquat Court Unit 406, Sarasota
$2,995,000
5 Beds ⋅ 5 Baths ⋅ Orange One SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries along 4th Street. All 3,360-square-foot residences feature their private elevator, an exquisite Zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your alfresco culinary and dining pleasure, and the much sought-after private two-car garages. Also, on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio and a half bath. And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play in proximity to your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day such as quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half-baths, the possibilities are endless with guest quarters, exercise studio, home office with closet, a fifth bedroom or just your private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge and Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!

1611 4th Street Unit B6, Sarasota
$2,995,000
5 Beds ⋅ 5 Baths ⋅ Orange One-B SubDv. ⋅ 34236 Zip Code
Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the considerably sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries located along 4th St. All 3,360 square foot residences feature their own private elevator, an exquisite zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and super generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your al fresco culinary and dining pleasure, and the much sought-after private two-car garages. Also on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio, and a half bath! And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play within close proximity of your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day – quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half baths, the possibilities are endless- guest quarters, exercise studio, home office with closet, a fifth bedroom, or just your own private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!

1611 4th Street, Sarasota
$2,428,200
4 Beds ⋅ 4 Baths ⋅ Orange One SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. Introducing ORANGE ONE ! Downtown Sarasota and the Rosemary District’s newest and brightest shining star. ORANGE ONE is a 30 unit mixed-use development in the red hot Rosemary District. 10 three story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three story townhouses meandering along 4th St. All Residences feature their own private elevator, swimming pool, guesthouse villa, and huge outdoor living areas complete with outdoor kitchens for your grilling pleasure, and the much sought after private two car garages. Experience the real meaning of being able to Live , Work and Play within close proximity of your new home. Lavish, luxurious finishes rule the day – Quartz, Porcelain Tile , Custom Cabinetry, Insulated , Impact Glass windows and doors, . With four bedrooms including the guest house villa, and 3 1/2 baths, the possibilities are endless, - guest quarters , exercise studio, home office or just your own private getaway Then take a look outside and there are 65 restaurants are within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota Art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50 acre BAY SARASOTA PARK, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. LOOK NO FURTHER !!

410 N Orange Avenue Unit 218, Sarasota