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$599,000
3 Beds ⋅ 2 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code ⋅ A4687920 MLS ⋅ Active Status
Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED, BLOCK home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). New AC with warranty. Roof: new APOC 585 silicone coating, newer double pane insulated windows with custom shades, tankless hot water heater, updated plumbing, new stainless steel appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Terrazzo floors throughout with tile in both bathrooms. Property is fully FENCED with 2 gates providing access and parking for a small boat, camper or vehicle. Screened lanai overlooks hardwood deck and tropical plant landscaped yard. The city easement (a non build lot) on the east side of the property provides additional privacy. NO FLOOD INSURANCE REQUIRED. Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza, Legacy Trail and the Arlington Park & Aquatic Center hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools. Magical must see property!

1415 S School Avenue, Central Sarasota
$1,795,000
4 Beds ⋅ 4 Baths ⋅ Floyd & Cameron Sub SubDv. ⋅ 34239 Zip Code ⋅ A4688301 MLS ⋅ Active Status
Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.

1880 Loma Linda Street, Central Sarasota
$1,650,000
4 Beds ⋅ 3 Baths ⋅ Hudson Bayou SubDv. ⋅ 34239 Zip Code ⋅ A4688029 MLS ⋅ Active Status
Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage. The primary bathroom has a curbless oversized shower.

1714 Waldemere Street, Central Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Essex House SubDv. ⋅ 34236 Zip Code ⋅ A4683134 MLS ⋅ Active Status ⋅ Essex House BLDG.
One or more photo(s) has been virtually staged. DOWNTOWN BAYFRONT CORNER RESIDENCE! Experience downtown Sarasota living in this beautifully appointed 2-bedroom, 2-bath corner condominium at the highly sought-after Essex House. Expansive floor-to-ceiling hurricane-resistant windows frame breathtaking, panoramic views of Sarasota Bay while filling the residence with abundant natural light. Ideally positioned along Sarasota’s picturesque Bayfront, this exceptional home offers convenient access to scenic Bayfront Park, Marina Jack, renowned Selby Gardens, Historic Burns Court and Cinema, Main Street shops and restaurants, distinguished art galleries, inviting coffee shops, acclaimed restaurants, and more. Step onto the private, screened, west-facing balcony and enjoy spectacular sunsets shimmering across the tranquil bay. Inside, the spacious primary suite features a beautifully upgraded walk-in closet. The second bedroom also enjoys amazing water views. Additional highlights include convenient in-unit laundry. The Essex House is a desirable downtown community celebrated for its premier Bayfront setting and outstanding amenities including a social room, heated saltwater pool, a well-equipped fitness center, and a large outdoor kitchen with oversized grill. The building also features a recently upgraded generator.

707 S Gulfstream Avenue Unit 307, Downtown
$210,000
2 Beds ⋅ 2 Baths ⋅ Cordova Gardens SubDv. ⋅ 34239 Zip Code ⋅ TB8491201 MLS ⋅ Active Status ⋅ Cordova Gardens 1 BLDG.
Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.

2232 Bahia Vista Street Unit A1, Central Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Bay Plaza SubDv. ⋅ 34236 Zip Code ⋅ A4688123 MLS ⋅ Active Status ⋅ Bay Plaza BLDG.
One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.

1255 N Gulfstream Avenue Unit 205, Downtown
$429,000
2 Beds ⋅ 2 Baths ⋅ Regency House SubDv. ⋅ 34236 Zip Code ⋅ A4688025 MLS ⋅ Active Status ⋅ 435 BLDG.
One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! Priced at the lowest price per square foot in the downtown bayfront district and beyond and just reduced AGAIN! This unit is on the sixth floor and looks over the city and Palm Avenue. This condo is ready for your rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage or even reconfigure into a small office. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency House features a 24/7 onsite concierge attendant, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!

435 S Gulfstream Avenue Unit 605, Downtown
$229,000
2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code ⋅ A4687914 MLS ⋅ Active Status ⋅ A BLDG.
Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. BRAND NEW ROOF (2025), PVC Plumbing Waste Lines (2024), New Dishwasher, New Microwave, New Disposal; HVAC and Hot Water Heater (2020). Kitchen plumbing replaced (6-months), Bathroom plumbing fixtures (2021). Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!

2121 Wood Street Unit 201, Mid Town Sarasota
$1,745,000
2 Beds ⋅ 3 Baths ⋅ The Mark Sarasota SubDv. ⋅ 34236 Zip Code ⋅ A4687850 MLS ⋅ Active Status ⋅ Mark Sarasota BLDG.
Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.

111 S Pineapple Avenue Unit 806, Downtown
$3,295,000
3 Beds ⋅ 4 Baths ⋅ The Edge Sarasota SubDv. ⋅ 34236 Zip Code ⋅ A4687391 MLS ⋅ Active Status ⋅ The Edge #703 BLDG.
Under Construction. Move in this year! Residence 7B at The Edge Sarasota captures the essence of refined urban living in the heart of downtown’s vibrant Arts District. This impeccably designed three-bedroom, three-bath corner residence spans over 3,500 square feet, with floor-to-ceiling windows that fill the home with natural light. An open-concept layout is complemented by soaring ceilings and a chef-inspired kitchen featuring Italian cabinetry, quartz countertops, and a premium Sub-Zero and Wolf appliance suite thoughtfully curated for effortless, elevated living. A private terrace extends the living space outdoors, offering a serene retreat above the city’s energy. Residents enjoy exclusive access to a collection of resort-style amenities, including a pool with cabanas, state-of-the-art fitness center, yoga studio, sauna, secure parking, and pet-friendly features throughout. With just 27 residences, The Edge Sarasota offers an intimate boutique lifestyle just moments from the city’s celebrated dining, galleries, and cultural experiences perfectly reflecting Sarasota’s artful and walkable character. Renderings are conceptual and reflect the intended design and finish standards of the community.

290 Cocoanut Avenue Unit 703, Downtown
$1,440,000
3 Beds ⋅ 4 Baths ⋅ Townhomes/Orange Club SubDv. ⋅ 34236 Zip Code ⋅ A4686636 MLS ⋅ Active Status ⋅ Townhomes Of Orange Club BLDG.
Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.

620 Rawls Avenue, Sarasota
$1,999,000
3 Beds ⋅ 4 Baths ⋅ Mark Sarasota SubDv. ⋅ 34236 Zip Code ⋅ A4678825 MLS ⋅ Active Status ⋅ Mark Sarasota BLDG.
Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.

111 S Pineapple Avenue Unit 601, Downtown
$6,895,000
4 Beds ⋅ 5 Baths ⋅ Waldorf Astoria Residences Sarasota SubDv. ⋅ 34236 Zip Code ⋅ A4685949 MLS ⋅ Active Status ⋅ Waldorf Astoria Residences BLDG.
Pre-Construction. To be built. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Residence 1505 is distinguished by sweeping panoramic views of the Sarasota skyline, marina, and the shimmering waters of Sarasota Bay, offering an extraordinary vantage point. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/APD, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, the Waldorf Astoria name has set the global standard for elegance, creating addresses where history unfolded amidst timeless style and sophistication. From pioneering luxury hospitality to establishing enduring traditions such as Peacock Alley, the brand has consistently defined refined living and travel. Today, that celebrated heritage is reimagined in Sarasota. At Waldorf Astoria Residences Sarasota, this legacy is woven into downtown living, where anticipatory service, architectural distinction, and an elevated sense of place create a residential experience that is internationally inspired yet distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1505 of the Horizon Collection spans 4,428 square feet with nearly a full-length terrace, 14-foot ceilings, and floor-to-ceiling glass create a seamless indoor-outdoor flow filled with natural light. The residence features four bedrooms, four and one-half baths, a versatile den ideal as a private office or media lounge, and a gracious private elevator lobby. A signature concierge closet allows for discreet package delivery, while multiple rooms open to the terrace, enhancing the home’s effortless indoor-outdoor flow. The designer kitchen centers on an architecturally sculpted island that complements the flowing geometry of the building, while anchoring the open living and dining spaces. Premium appliances by Sub-Zero and Wolf, including a gas cooktop, pair with elegant Dornbracht fixtures to create a kitchen that is both refined and highly functional. A large walk-in pantry and a spacious laundry room provide exceptional convenience, with ample room for storage thoughtfully integrated throughout. The primary suite offers a tranquil retreat, highlighted by a spa-inspired seven fixture bath featuring dual vanities, dual showers, two enclosed water closets, and a soaking tub, creating a true private sanctuary within the home. Beyond the residence, Waldorf Astoria Residences Sarasota offers nearly 60,000 sq ft of curated interior amenities and garden spaces in the heart of downtown. Residents will enjoy Peacock Alley Lounge, a private dining room, golf simulator, theater lounge, and wellness center with steam and infrared saunas, along with hot and cold plunge pools. The elevated private garden includes a resort-style pool, Florida Pavilion with grilling stations, and an entertainment lawn with a tranquil outdoor grove featuring a collection of citrus trees. The community will be professionally managed by Hilton to meet Waldorf Astoria standards, offering a robust staff dedicated to providing anticipatory service. This includes 24/7 valet, front desk, security and emergency maintenance response, as well as a personal concierge, bellman/doorman, spa and pool attendants, in-residence dining, and the exclusive privilege of a dedicated Rolls-Royce house car delivering effortless, chauffeured transportation in keeping with the Waldorf Astoria standard of service.

1390 Main Street Unit 1505, Downtown
$899,000
2 Beds ⋅ 2 Baths ⋅ Saah Sub SubDv. ⋅ 34236 Zip Code ⋅ A4686314 MLS ⋅ Active Status ⋅ Na BLDG.
Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.

707 S Gulfstream Avenue Unit 802, Downtown
$2,500,000
2 Beds ⋅ 1 Baths ⋅ Floyd & Cameron Sub SubDv. ⋅ 34239 Zip Code ⋅ A4685965 MLS ⋅ Active Status
Discover this UNIQUELY RARE OPPORTUNITY in the Coveted West of the Trail Neighborhood, amongst other very beautiful multi-million-dollar homes (two back-to-back lots, 1891 Prospect with frontage of 88’ and 1894 Loma Linda with frontage of 78’ and with depth of 296’ for a total of both properties). The property on Loma Linda side is located on a quiet cul de sac at the end of the street. The two properties situated over half an acre have sewer and electric ready at the property and mature grand palms. Explore the potential opportunities this unique property offers! In combining these two lots you will have endless opportunities to customize the property to your vision. Whether you're seeking a family compound, multi-family development, or a dream home with additional income potential, this property delivers unmatched flexibility. Generate immediate income with existing rentals—Prospect is currently rented at $2,450 annually, and the adjacent lot Loma Linda is listed at $4,800 for annual rental—or live in one home while you plan and build on the other. With no flood zone concerns and established electrical and sewer connections, the property is ready to bring your vision to life. Location is exceptional with “A” rated Southside Elementary School, minutes to Southside Village shops and dining options, minutes to Sarasota Memorial Hospital, Downtown Sarasota and all the cultural amenities, Siesta Key beach and St. Armand’s Circle. Don’t miss this rare opportunity to create your perfect Sarasota retreat! Sold "as is."

1891 Prospect Street, Central Sarasota
$8,500,000
10 Beds ⋅ 13 Baths ⋅ Burns Owen SubDv. ⋅ 34236 Zip Code ⋅ A4686338 MLS ⋅ Active Status
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, Downtown
$1,090,000
3 Beds ⋅ 3 Baths ⋅ The Villas On Laurel SubDv. ⋅ 34236 Zip Code ⋅ A4686159 MLS ⋅ Active Status ⋅ Villas On Laurel BLDG.
Welcome to the Enchanting, Sarasota's best-kept secret Townhome/Villa Community known as The Villas on Laurel. Experience the perfect blend of downtown energy and private living in this beautifully appointed 3-bedroom, 3-bath townhome with a loft office, ideally located in the highly sought-after Laurel Park neighborhood, just steps from the heart of Downtown Sarasota. Inside, soaring ceilings and engineered hardwood floors create a light-filled, inviting atmosphere across both levels. The spacious open-concept great room is ideal for entertaining and features abundant windows and seamless flow into the chef-inspired kitchen, complete with a gas range, granite countertops, stainless-steel appliances, and generous cabinetry. The first floor also includes a guest bedroom, full bathroom, dining area, and convenient under-stair storage. An elegant iron staircase leads upstairs to a versatile loft-style office, laundry room, a second guest en-suite, and the luxurious primary suite. The primary retreat offers a large walk-in closet, dual-sink granite vanity, spa-style stone and glass walk-in shower, and private water closet, creating a spacious and relaxing sanctuary. This home is loaded with high-value upgrades, including BRAND NEW Clay Tile Roof, BRAND NEW HVAC System (Dual-Zoned); Tankless water heater, impact windows, smart wireless lighting (app controlled), high-end designer window treatments throughout and much more. Enjoy the maintenance-free lifestyle of The Villas on Laurel, a charming courtyard-style community featuring newly added mature landscaping, a resurfaced sparkling pool, shared air-conditioned storage and a freshly completed exterior paint project for the entire complex. Living in Laurel Park—often called Sarasota’s “Most Charming Downtown Neighborhood”—means you are just moments from Main Street dining, boutique shopping, Selby Gardens, Burns Court Cinema, galleries, and local cafés, all just steps away from your doorstep. The property includes two designated parking spaces plus additional off-street parking for added convenience. Rarely available and perfectly located—this private downtown retreat will not last long. Schedule your private showing today!

1685 Laurel Street Unit 4, Sarasota
$2,149,000
2 Beds ⋅ 3 Baths ⋅ The Collection Condominium SubDv. ⋅ 34236 Zip Code ⋅ A4684713 MLS ⋅ Active Status ⋅ The Collection BLDG.
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
$2,995,000
5 Beds ⋅ 6 Baths ⋅ Lewis Combs Sub SubDv. ⋅ 34239 Zip Code ⋅ A4684899 MLS ⋅ Active Status
Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.

1671 Arlington Street, Central Sarasota
$475,000
2 Beds ⋅ 2 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code ⋅ A4684762 MLS ⋅ Active Status ⋅ Central Park BLDG.
Welcome to Central Park I in the heart of downtown Sarasota, where sophisticated design meets an exceptional location. This beautifully renovated 2-bedroom, 2-bath residence presents an effortless, move-in-ready opportunity in one of Sarasota’s most desirable boutique buildings. Offered partially furnished, the thoughtfully reimagined interior features a bright, open-concept layout complemented by refined finishes and curated upgrades throughout. The designer kitchen is both striking and functional, showcasing elegant quartzite countertops and backsplash paired with premium Italian appliances by Bertazzoni and Fulgor Milano—a space equally suited for everyday living and stylish entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting atmosphere filled with natural light. Just beyond, a sunlit alcove provides a serene place to relax and unwind after a day enjoying all that downtown Sarasota has to offer. The living space opens to a southern-facing terrace overlooking Hudson Bayou and the community pool, while a covered portion allows for comfortable year-round outdoor enjoyment. The spacious primary suite serves as a private retreat, featuring elegant French doors leading to a bright east and south-facing terrace. The renovated en-suite bath offers a spa-like experience with a walk-in shower, stone vanity and a generous walk-in closet. A split guest bedroom and full bath provide ideal privacy and flexibility for visiting guests, a home office, or additional living space. Ideally situated in the sought-after Central Park I building, residents enjoy a coveted downtown lifestyle just moments from Southside Village, Palm Avenue’s renowned galleries, Marina Jack, Selby Gardens, and walking distance to the vibrant Sarasota Bayfront. Whether as a full-time residence or a refined seasonal retreat, this fully furnished, impeccably renovated condominium offers a rare blend of luxury, comfort, and walkable coastal living.

825 S Osprey Avenue Unit 108, Downtown
$317,500
2 Beds ⋅ 3 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code ⋅ A4684292 MLS ⋅ Active Status ⋅ Central Park BLDG.
Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.

850 S Tamiami Trail Unit 630, Downtown
$3,750,000
4 Beds ⋅ 4 Baths ⋅ 34239 Zip Code ⋅ A4683619 MLS ⋅ Active Status
Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.

1611 Hyde Park Street, Central Sarasota
$1,495,000
4 Beds ⋅ 5 Baths ⋅ Matheneys Sub SubDv. ⋅ 34239 Zip Code ⋅ A4682724 MLS ⋅ Active Status
In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.

1751 Floyd Street, Central Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Frances Carlton SubDv. ⋅ 34236 Zip Code ⋅ A4682388 MLS ⋅ Active Status ⋅ Frances Carlton BLDG.
One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.

1221 N Palm Avenue Unit 106/107, Downtown
$1,290,000
2 Beds ⋅ 2 Baths ⋅ Plaza At Five Points Residences SubDv. ⋅ 34236 Zip Code ⋅ A4681474 MLS ⋅ Active Status ⋅ 50 BLDG.
New Price- for this PRISTINE residence on Central Ave, a rare opportunity to live at the HEART of downtown Sarasota while enjoying the calm, privacy, and personal service of a boutique luxury building, only 49 units. A quality of life can be found at the residence 15A Plaza Five Points. Plan to visit; this residence is located in the city’s historic "Five Points"—long recognized as the cultural and social crossroads of downtown—this address is adjacent to the park, the bayfront, library, theaters, nearby galleries, restaurants, breakfast stops, the farmers markets, Whole Foods, and signature Sarasota events at the Opra House all just steps from your door. See our photos. This 15th-floor residence provides city views and is a healthy 1,595 square feet. This offering includes two bedrooms, two bathrooms, and a well-appointed kitchen with European-style wood cabinetry that delivers a clean, warm, modern look, paired with consistent, full-height cabinet runs that signal storage, symmetry, and design discipline. An efficient open layout and higher elevated city views from the corner lanai. The floor plan balances interior openness with privacy; see the 3D plan in the photo display. This offering is ideal for full-time living or a refined lock-and-leave retreat. Secure parking and dedicated storage enhance day-to-day convenience. Plaza Five Points is intentionally uniquely different. AGAIN, only 49 residences, the building offers a quiet, uncrowded atmosphere rarely found in downtown high-rises. Residents frequently note the sense of calm, privacy, and personal service while still enjoying an active, welcoming community. An added benefit is that the building is self-managed, with long-tenured on-site leadership and staff who know the property well, so you can expect consistent care, cleanliness, and service. Amenities are designed for real living: a heated pool with full-sun exposure, a spa, a beautifully updated clubroom overlooking the pool, a full guest suite is available for your visitors with step-out access to the pool area, concierge services, secure package handling, and a well-equipped fitness center. Optional social engagement includes organized gatherings and group outings, while still preserving a respectful, low-key environment. Built in 2005 to modern hurricane standards, Plaza Five Points has long been admired for its construction quality, intimate scale, and enduring appeal. Market appeal reinforces the long-term value of residences at this address—particularly when offered in alignment with market expectations. A rare downtown Sarasota offering where location, culture, privacy, and warmth come together—Residence 15A delivers not just a home, but a lifestyle rooted in connection, walkability, and quiet sophistication. Schedule a private showing today.

50 Central Avenue Unit 15A, Sarasota
$1,775,000
5 Beds ⋅ 5 Baths ⋅ Sarasota Town Of SubDv. ⋅ 34236 Zip Code ⋅ A4680208 MLS ⋅ Active Status
In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.

1516 Oak Street, Sarasota
$1,300,000
2 Beds ⋅ 2 Baths ⋅ Bay Plaza SubDv. ⋅ 34236 Zip Code ⋅ A4680458 MLS ⋅ Active Status ⋅ 1255 BLDG.
Virtually Staged. Experience the pinnacle of downtown Sarasota living at Bay Plaza, where the 11th floor showcases breathtaking, sweeping vistas of Sarasota Bay and the Gulf of Mexico—views that truly impress from every angle. An updated great room with a spacious, inviting layout, perfect for both relaxation and entertainment. It offers ample space for both the living and dining areas, making it ideal for gatherings. Additionally, there are two beautifully designed en-suite bedrooms and bathrooms. Throughout the home, you'll find crown moldings, recessed lighting, custom built-ins, solid-surface counters, modern, high-quality cabinetry, and tiled flooring set on the diagonal, all of which truly elevate the space! You'll absolutely love this elegantly remodeled kitchen! It’s generously sized, with dramatic granite countertops and a delightful peninsula with bar seating. The open shelving and glass shelves add a stylish touch, while the service entrance and convenient laundry closet make life easier. Imagine creating your dream coffee bar or a cozy home office nook in the flexible space. Plus, it comes equipped with a built-in pantry, sleek stainless-steel appliances, a tiled backsplash with glass tile accents, and task lighting. The Owner’s Suite is thoughtfully located for privacy and boasts amazing views. It has an accessible bathroom that is appealing to everyone, including individuals with disabilities. Key features include double sinks, lots of cabinetry, solid surfaces, a zero-entry tiled shower with dual showerheads, and a wide doorway with a pocket door leading to an expanded water closet designed for mobility with bonus storage. The double primary certainly has its standout characteristics on the other side of the floor plan, with convenient access to the secondary bath and views of the bay. This residence is not only move-in ready for your comfort and enjoyment, but it also shines with spotless perfection. Discover the joy of stepping into a home that feels custom-made for you, where you can truly relax and make it your own from day one! As a resident of Bay Plaza, you will benefit from exceptional amenities, including 24/7 valet parking, convenient EV charging stations, and unmatched concierge services available around the clock. The building has recently been transformed with the installation of impact-resistant glass, elevating its sophistication and ensuring both style and safety. Unwind in the luxurious heated swimming pool, soak in the rejuvenating spa, or maintain your fitness routine in the state-of-the-art fitness room, complete with a European sauna and steam room. Nestled in the heart of downtown Sarasota, this prestigious building is surrounded by a variety of trendy restaurants and boutiques. Residents can effortlessly immerse themselves in the vibrant cultural scene, with Whole Foods, the Theatre, and the Opera just moments away. Enjoy the spectacular 4th of July fireworks at Marina Jacks from the comfort of your balcony. With its unbeatable location just minutes from St. Armands Circle, Longboat Key, and Sarasota’s stunning beaches, this unit offers an unparalleled opportunity to embrace the dynamic social lifestyle that downtown Sarasota proudly provides. Don't miss your chance to make this exquisite residence your own!

1255 N Gulfstream Avenue Unit 1106, Downtown
$10,995,000
4 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code ⋅ A4680096 MLS ⋅ Active Status
Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational water craft, making easy access to Sarasota's waterways and the gulf, AND the home was designed by one of the BEST architectural firms, MHK, and under construction by one of the BEST waterfront builders, Voigt Brothers. The floor plan is amazing and the home is available for purchase during the construction phase, which makes it easy for future owners to modify the interior plans to their desires and choose their finishes. Harbor Acres is considered one of the best neighborhoods in Sarasota— and speaking of BEST, it has it all….location, waterfront, appreciation, neighbors. A close-knit community that is close to Downtown Sarasota and in-town amenities yet a half mile to Sarasota Memorial Hospital and Southside Village shops and restaurants. Call for floor plans or to walk the property.

1340 Harbor Drive, Central Sarasota
$950,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Town Of SubDv. ⋅ 34236 Zip Code ⋅ A4680271 MLS ⋅ Active Status ⋅ The Demarcay BLDG.
Priced BELOW $1M for a BRAND NEW LUXURY BUILDING on Palm Avenue in the heart of DOWNTOWN SARASOTA! Recently completed, this residence offers the rare opportunity to enjoy the ease and appeal of new construction. Thoughtful upgrades include hardwood flooring, remote-controlled window treatments throughout, and designer lighting fixtures. The open floor plan is both spacious and welcoming, filled with natural light from floor-to-ceiling windows that frame charming city views. The kitchen is beautifully appointed with paneled appliances, a natural gas cooktop, and a pantry, making it as functional as it is stylish. The primary suite features a generous walk-in closet and a beautifully appointed ensuite bath. A versatile second bedroom may also serve as a den or home office, with a guest bath conveniently located just across the hall. The DeMarcay is a boutique building offering impressive amenities and attentive services. Residents enjoy a rooftop lounge with pool and entertaining areas, complete with gas grills—ideal for hosting friends and family. Valet parking and concierge trash pick-up add to the effortless, lock-and-leave lifestyle. This is Sarasota living at its finest.

33 S Palm Avenue Unit 904, Sarasota
$1,099,000
4 Beds ⋅ 4 Baths ⋅ Towles Sub SubDv. ⋅ 34236 Zip Code ⋅ A4680127 MLS ⋅ Active Status
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, Downtown
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