Location: Sarasota , 34236
Do Not Show Listings
540 S POLK DR, SARASOTA, FL 34236
$8,250,000128 Days on yellowkey MLS ID: A4681449
REDUCED by $400,000 (4.6%) on 05/29/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5331 Built: 2025 Tax: $20,946 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,946
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Kathleen Wingate (813-731-3332)
631 N ORANGE AVE #208, SARASOTA, FL 34236
$309,900220 Days on yellowkey MLS ID: A4671326
REDUCED by $20,000 (6.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,508 (2024)Community: Mentone CourtSpa: NoCondo
Taxes:$2,508
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Exceptional downtown Sarasota value in the heart of the Rosemary District. One of only a few two-bedroom, two-bath residences currently available under $350,000 in the entire downtown Sarasota market, this beautifully updated second-floor corner residence at Mentone Court offers an increasingly rare opportunity to enjoy walkable city living with low ownership costs, covered parking, and immediate access to Sarasota’s dining, shopping, and cultural attractions. Located within the charming Mentone Court community of just 16 residences, this elevated complex sits above the flood plain and includes assigned covered parking for Unit #208. The professionally managed association offers remarkably low HOA fees that include master insurance on the building, water, sewer, trash, landscaping, exterior maintenance, and reserve funding—providing exceptional value and peace of mind. The community is fully funded with no planned special assessments and is exempt from milestone inspection requirements due to its low-rise construction. Inside, the bright and thoughtfully designed layout feels open and spacious with high ceilings, large-format porcelain tile flooring, recessed lighting, and five closets for ample storage. Tropical-inspired paint tones, plantation shutters, and updated finishes create a clean, contemporary atmosphere throughout. The kitchen features refinished solid-wood cabinetry, granite countertops, under-cabinet lighting, and a striking pearlescent subway tile backsplash. Brand-new appliances—including an induction range, dishwasher, and refrigerator—have never been used, while a newer HVAC system and four Hunter remote-control ceiling fans enhance efficiency and comfort. Both bathrooms have been updated, offering a pristine cast-iron tub in one bath and an oversized walk-in shower with classic white subway tile in the other. The spacious primary bedroom easily accommodates a king-sized bed and features a California-style walk-in closet. A stacked washer and dryer are also included for added convenience. One of the residence’s standout features is the oversized screened lanai, accessed through a 12-foot sliding glass door and protected by a motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection. Complete with battery backup and MagnaTrack technology, the screen also functions as a sunshade for year-round outdoor enjoyment. Mentone Court enjoys a “Walker’s Paradise” location with a walkability score of 92. Citrus Square—with multiple restaurants offering outdoor dining—is located less than a block away, while Main Street’s cafés, boutiques, Whole Foods, waterfront parks, and downtown Sarasota’s cultural attractions are all within easy walking distance. Residents also enjoy close proximity to Payne Park and the Legacy Trail, while nearby Bay Runner trolley access offers convenient transportation to St. Armands Circle, Lido Beach, and South Lido Park. Whether you are searching for a seasonal retreat, investment property, downtown pied-à-terre, or full-time residence, Unit #208 offers an exceptional opportunity to enjoy affordable downtown Sarasota living with easy beach access and outstanding walkability.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
631 N ORANGE AVE #107, SARASOTA, FL 34236
$339,900328 Days on yellowkey MLS ID: A4659021
REDUCED by $20,000 (5.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,713 (2024)Community: Mentone CourtCondo
Taxes:$2,713
Remarks: Downtown Sarasota living becomes exceptionally attainable with this beautifully renovated first-floor residence in the heart of the Rosemary District. One of only a handful of two-bedroom, two-bath residences currently available under $400,000 in the downtown Sarasota market, this move-in-ready home offers an unmatched combination of walkability, modern updates, low ownership costs, and immediate access to Sarasota’s vibrant urban lifestyle. Located within the charming Mentone Court community of just 16 residences, this beautifully updated unit sits above the flood plain and includes assigned covered parking only steps from the front door. Positioned within a “Walker’s Paradise” location, the residence is just a five-minute stroll to Main Street’s dining, boutiques, and cafés, a few blocks from Whole Foods, and moments from the Rosemary District’s growing collection of restaurants and outdoor gathering spaces. Citrus Square—located less than a block away—offers additional dining options and convenient access to the Bay Runner trolley and public scooter transportation for effortless connectivity throughout downtown Sarasota and the beaches. Inside, the residence has been extensively renovated and thoughtfully designed with a clean, contemporary aesthetic. High ceilings, porcelain tile flooring, 5-inch baseboards, plantation shutters, and four closets create a bright and spacious atmosphere throughout the more than 1,000-square-foot layout. The open-concept kitchen features quartz countertops, handcrafted Moroccan Zellige tile backsplash and island accents, solid hickory dovetailed cabinetry, and new Samsung smart Wi-Fi appliances including an induction range and quiet dishwasher. Both bathrooms have been beautifully reimagined with designer tile, Kohler Awaken fixtures, Choreograph shower systems, and premium glass enclosures, while a new LG heat pump washer and dryer adds everyday convenience. The residence is being offered furnished, including most furnishings, artwork, and a 75-inch Frame television, creating an ideal turnkey downtown residence, investment property, or seasonal pied-à-terre. One of the home’s standout features is the oversized private lanai with storage closet, opening directly to a tranquil green space and private gated access toward Citrus Square. A motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection enhances both security and year-round usability. Mentone Court offers exceptional value with low HOA fees that include master insurance on the structure, water, sewer, trash, landscaping, exterior maintenance, and reserve funding. The professionally managed association is fully funded with no planned special assessments. The community is exempt from milestone inspection requirements due to its low-rise construction and has never experienced storm damage. Perfectly positioned near Payne Park and the Legacy Trail, the residence also offers convenient access to St. Armands Circle, Lido Beach, Longboat Key, Sarasota-Bradenton International Airport, and downtown Sarasota’s renowned cultural attractions including theaters, galleries, waterfront parks, and fine dining. Stylish, low-maintenance, and exceptionally walkable, this downtown Sarasota residence delivers an outstanding opportunity to enjoy elegant city living with easy beach access.
50 CENTRAL AVE #16-C, SARASOTA, FL 34236
$1,499,00066 Days on yellowkey MLS ID: A4689102
1 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2003 Tax: $19,640 (2025)Community: Plaza @ Five PointsCondo
Taxes:$19,640
Remarks: One or more photo(s) has been virtually staged. Experience elevated downtown living at 50 Central – The Plaza at Five Points, a boutique luxury high-rise offering an exclusive blend of upscale commercial space and just 49 private residences. Perched on the 16th floor, Residence 16C showcases 2,117 square feet of living space with 2 generously sized bedrooms, 3 full bathrooms, and a versatile office/den. Floor-to-ceiling windows and sliding glass doors frame sweeping views of the city skyline and Sarasota Bay, while two private, covered balconies provide the perfect setting to relax and take in the scenery. The residence has been freshly painted and is ready for your personal vision. A bright, welcoming foyer opens into a thoughtfully designed interior. The sleek, modern kitchen features European-style cabinetry, efficient use of space, and a raised breakfast bar ideal for casual dining or entertaining. The primary suite offers a spa-like retreat with dual vanities, abundant storage, a walk-in shower, and a soaking tub. Both the primary and guest bedrooms enjoy direct balcony access. Additional highlights include a separate laundry room with sink and well-appointed guest bathrooms with tub/shower combinations. This unit includes two deeded garage parking spaces and a private storage unit for added convenience. Residents of Plaza at Five Points enjoy a full suite of amenities, including a well-equipped fitness center, concierge services, secure controlled access, and valet parking. A private guest suite with direct pool access ensures visitors are comfortably accommodated. Outdoor amenities feature a heated pool and spa, grilling area, and a cabana with gazebo. The beautifully refreshed clubroom overlooks the pool deck and includes a catering kitchen, fireplace, and conference room. Completed in 2005 and built to modern hurricane standards, this sought-after building is known for its solid construction and intimate, boutique atmosphere. Located in the heart of downtown, you are just steps from the Sarasota Opera House, vibrant art galleries, theaters, shopping, and top-rated dining. Nearby attractions include Marina Jack, St. Armands Circle, Lido Beach, Siesta Key Beach, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Center, with Sarasota-Bradenton International Airport just a short drive away. Residence 16C offers a refined yet relaxed lifestyle in one of Sarasota’s most desirable downtown addresses. Vacant and easy to show—schedule your private tour today.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
721 N OSPREY AVE, SARASOTA, FL 34236
$639,800236 Days on yellowkey MLS ID: C7516619
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1484 Built: 1973 Tax: $6,828 (2024)Community: Schindler SubApartment
Taxes:$6,828
Remarks: Prime Sarasota DTN Zoning property. Discover this beautifully remodeled duplex ideally located just minutes from Lido Beach, St. Armands Circle, and downtown Sarasota. Each unit features 2 bedrooms and 1 bathroom, Newer Roof, Newer Air conditioners, offering bright, open living spaces with updated finishes throughout. The interiors have been tastefully remodeled, complemented by new windows that bring in plenty of natural light. Outside, enjoy a newly installed paver driveway providing great curb appeal and low-maintenance living. Perfect opportunity for an investor or owner-occupant looking for income potential in a prime Sarasota location.
Listing is courtesy of: PROPERTY LIONS REALTY, INC (941-456-2676)
Listing Agent: Matthew Rhoden (941-456-2676)
1000 BOULEVARD OF THE ARTS #1509, SARASOTA, FL 34236
$1,879,74518 Days on yellowkey MLS ID: A4695124
0 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1509 offers a distinctive harbor-front perspective from the 15th floor, overlooking Quay Harbor, the Ringling Bridge and glimpses of The Gulf in the distance. Part of the elevated Harbor residence collection, this home captures the movement of marina life, yachting and sunset skies, creating a dynamic and visually engaging living environment. The interior features an open, contemporary layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a generous private terrace oriented toward the harbor and bridge views. The primary suite is designed as a tranquil retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy. A den offers flexible space for work or relaxation. At 1000 Boulevard of the Arts, residents enjoy a walkable waterfront lifestyle in Sarasota’s Quay Waterfront District, with access to resort-style amenities, concierge services, and immediate proximity to dining, cultural venues and marina promenades.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joey Lopez (917-962-2448)
340 S PALM AVE #11, SARASOTA, FL 34236
$1,435,000226 Days on yellowkey MLS ID: O6355814
1 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 1998 Tax: $16,127 (2024)Community: SarabandeSpa: YesCondo
Taxes:$16,127
Remarks: Where Luxury Meets the Bay — Palm Avenue Perfection Step into a life of sophistication, serenity, and sunlit luxury on coveted Palm Avenue, where every day feels like a private escape. This corner waterfront residence delivers the ultimate Sarasota lifestyle with 2 bedrooms, 2 bathrooms, and a versatile den across 2,075 square feet of refined living space. Every inch is designed for those who expect more. Inside, gleaming hardwood floors lead you to an open-concept living area that’s made for entertaining and unwinding in style. The chef’s kitchen, outfitted with top-tier Jenn-Air and Bosch appliances, is both stunning and functional—built for the art of cooking and the joy of conversation. The primary suite is a statement of luxury, featuring floor-to-ceiling windows that fill the room with morning light and breathtaking city views. This 600-square-foot retreat includes an oversized custom closet and electric shades for instant privacy at the touch of a button. Step onto your spacious private balcony and let Sarasota Bay steal your breath—sunsets that melt into the horizon, city lights dancing on the water, and a front-row seat to the Fourth of July fireworks right from your home. This residence comes with two secure parking spaces, two storage lockers, and exclusive access to resort-style amenities: two pools including a heated lap pool, a fully equipped fitness center, guest suites, and a pet-friendly community for your four-legged companion. And the best part? You’re just steps from Sarasota’s best dining, boutiques, galleries, and theaters—the perfect balance of luxury, leisure, and lifestyle. This isn’t just a condo. It’s a front-row seat to Sarasota’s most beautiful moments—and it’s waiting for you.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Chrissy Wagner (847-627-9918)
1350 5TH STREET #106, SARASOTA, FL 34236
$529,00025 Days on yellowkey MLS ID: A4694230
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 2018 Tax: $4,748 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$4,748
Remarks: Experience contemporary living in Sarasota’s vibrant Rosemary District at The Risdon on 5th, a 22-residence mixed-use condominium community recognized for its award-winning European-inspired architecture and design. Positioned in one of downtown Sarasota’s accessible neighborhoods, this modern one-bedroom residence places an active lifestyle, culinary delights, the arts, wellness and entertainment just moments away. Designed for an active urban lifestyle, residents enjoy a solar-heated rooftop pool with unobstructed city views, two shaded lounge areas, and a spacious, secure gated courtyard providing one designated parking spot for owners and plenty of flex parking spaces for owners and guests. Inside, the open-concept floor plan features 12-foot ceilings, upgraded tile flooring throughout, energy-efficient impact glass walls and a streamlined modern aesthetic that maximizes natural light and functionality. The kitchen is appointed with stainless steel appliances, solid surface countertops and a waterfall-edge island designed for easy everyday living and entertaining. Plus, experience Florida’s outdoor lifestyle on your small patio near the front door. Near Sarasota’s renowned cultural and waterfront destinations, The Risdon on 5th offers convenient access to Whole Foods Market, the Sarasota Farmers Market, Marina Jack, the Sarasota Bay Park, Selby Library, art galleries, downtown shopping and acclaimed restaurants. The Ringling Bridge, St. Armands Circle, Sarasota Bay and Longboat Key are all within close reach, especially on the free BayRunner Trolley, creating an ideal setting for buyers seeking a connected, low-maintenance lifestyle in the center of downtown Sarasota.
Listing Agent: Frank Lambert (941-920-1500)
1064 N TAMIAMI TRL #1406, SARASOTA, FL 34236
$419,90077 Days on yellowkey MLS ID: A4687760
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1084 Built: 2007 Tax: $4,835 (2025)Community: Broadway PromenadeSpa: YesCondo
Taxes:$4,835
Elementary School: Gocio Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Morning light filters in as you step outside and feel the breeze coming off the bay. Just across the street, the glistening waterfront and the 10th Street Boat Ramp invite you for a refreshing walk with coffee in hand, while the iconic Van Wezel Performing Arts Hall stands ready for evenings filled with culture and entertainment. Welcome to Unit 1406 at 1064 N Tamiami Trail—where everyday living feels effortlessly connected to the best of Sarasota. This 2-bedroom, 2-bath residence offers a smart split floor plan designed for both comfort and privacy, whether you're hosting guests or enjoying a quiet night in. Life here is designed to be easy. Start your day with a workout in the fitness center, unwind in the sauna, or spend afternoons by the heated pool and spa. Evenings can be as social or relaxed as you choose, with outdoor dining areas perfect for gathering and a billiards room and library for quieter moments. A 24-hour concierge ensures everything runs seamlessly, while guest suites make hosting effortless. Exciting news for future owners! The building is currently undergoing a modern transformation with fresh renovations started in April. The hallways are getting a complete face-lift, including brand-new flooring and a sleek, updated color palette. With new carpeting rolling out through June, you'll be stepping into a fresh, beautifully revitalized building that feels brand new!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
1064 N TAMIAMI TRL #1308, SARASOTA, FL 34236
$375,000240 Days on yellowkey MLS ID: A4668948
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 985 Built: 2007 Tax: $4,426 (2024)Community: Broadway PromenadeCondo
Taxes:$4,426
Elementary School: Gulf Gate Elementary
Remarks: Welcome to Broadway Promenade - Sarasota Living at Its Best! Located in the heart of Sarasota’s renowned Cultural Arts District, this beautifully maintained and charmingly furnished 2-bedroom, 2-bath condo on the 3rd floor offers the perfect blend of style, comfort, and convenience. Being sold turnkey, it is ready for you to move right in. Whether you are looking for a full-time residence or a seasonal retreat, this condo makes it easy to enjoy everything Sarasota has to offer. This unit boasts a spacious open layout filled with abundant natural light, an separate owner storage room for added convenience and a trash chute right on the floor for easy disposal. Resort-style amenities include a sparkling pool and spa, fitness center with locker rooms and saunas, business center with computer, printer, and internet access, billiards, card room, library, and social club room. There’s also 24/7 concierge service, secured FOB access, and on-site management and maintenance. For visiting guests, there are four beautifully renovated, fully furnished guest suites available to rent. Unmatched location with an on-site Publix grocery store and nearby shopping and dining for ultimate convenience. Just minutes to theaters, art galleries, cultural events, parks, marina, and world-famous Gulf Coast beaches. Broadway Promenade offers an elevated lifestyle where every detail is designed for ease and enjoyment. If you have been waiting for a Sarasota condo that checks all the boxes - style, security, amenities, and location - this is it!
Listing Agent: Tina Renta (941-600-7361)
1990 MAIN ST #4, SARASOTA, FL 34236
$575,00073 Days on yellowkey MLS ID: A4687688
REDUCED by $10,000 (1.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1453 Built: 2005 Tax: $6,766 (2025)Community: Cityscape At Courthouse CentreCondo
Taxes:$6,766
Remarks: One or more photo(s) has been virtually staged. This rare 2-bedroom, 2-bath, two-story penthouse at Cityscape at Courthouse Centre features secure entry, an efficient multi-level floor plan, potential live-work flexibility, and an unbeatable walkable setting. Residents enjoy elevator service to the top floor and a position just above Main Street. A short stroll puts you near a fitness center, popular breakfast cafés, coffee spots, a variety of dining options, and a movie theater. Everyday conveniences are all within reach, offering an ideal downtown lifestyle. Offered at an attractive price, this residence presents a great opportunity to personalize and design the interior to match your taste. The A/C is just 3 years old, and both bedrooms are equipped with Hunter Douglas motorized wireless shades. Bayfront Park, Marina Jack, the Sarasota Opera House, and other downtown attractions are only minutes away, along with quick access to Lido Beach and St. Armands Circle. A smart choice for anyone looking for a centrally located, low-maintenance condo—ideal as a full-time home or a seasonal retreat where you can lock up and enjoy everything the area has to offer. Take a look, Make an Offer.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
404 S POLK DR, SARASOTA, FL 34236
$1,700,00055 Days on yellowkey MLS ID: A4689616
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1960 Tax: $16,784 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$16,784
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome home to 404 S Polk — A Phenomenal Coastal Retreat on Lido Key-- Timeless beach charm meets modern ease in a bright, airy home that’s been loved, enjoyed, and meticulously maintained by the same family for 65 years. Impeccably renovated and extended with both families and beachgoers in mind, this 4BR/3BA residence sits on a SPRAWLING CORNER LOT with a grassy front yard and a fenced-in backyard patio and dining area perfect for grilling your fresh catch. Effortless indoor/outdoor living flows from two primary suites (one on the main floor and one upstairs) to a bright and open VAULTED CEILING entryway, welcoming family room, casual dining area, and a separate formal dining room. IMPACT WINDOWS & SLIDERS provide relief for out-of-state owners. Sleek, updated kitchen featuring granite countertops and stainless steel appliances, alongside updated baths and a 5-year old ROOF for peace of mind. An ideal setting for every lifestyle — family living, long-weekend getaways, vacation memories, or a weekly RENTAL property. Prime location just STEPS from the powdery quartz-sand beaches and turquoise waters of Lido Key. The 2nd-floor balcony is your front-row seat for cool Gulf breezes, beach views, and spectacular bright orange sunsets. Parking is a premium on the beach, but this home has plenty of space with a tandem 2-car garage, and space for 3 cars in the circular driveway! A 4-minute walk to Lido Beach Pavilion: public pool, on-beach dining (including lobster roll favorites), covered seating areas, and convenient beach equipment rentals. St. Armand's Circle is about half a mile away, offering restaurants, boutique shopping, live music, and entertainment. Easy access to Sarasota’s Bayfront, theaters, opera, and museums via a short drive over the John Ringling bridge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000258 Days on yellowkey MLS ID: A4666624
4 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
381 BOB WHITE DR, SARASOTA, FL 34236
$2,495,000150 Days on yellowkey MLS ID: A4678714
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3774 Built: 2003Monthly Fee: $89 Tax: $14,487 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,487
Remarks: Under contract-accepting backup offers. Poised within the prestigious enclave of Bird Key, 381 Bob White Drive is an exquisitely appointed garden residence defined by understated luxury, architectural balance, and refined coastal living. The home offers four bedrooms, three-and-a-half baths, a private office and nearly 3,800 square feet of thoughtfully curated interiors, complemented by a three-car garage and exceptional curb appeal framed by manicured landscaping. Thoughtfully remodeled in 2013, with continuous renovations in 2014 and 2018, the residence showcases rich hardwood flooring throughout, beautifully updated baths, and a timeless palette of finishes that feel elevated and inviting. A paver drive and lush gardens create a gracious arrival, while the home’s flowing layout lends itself equally well to intimate daily living and polished entertaining. The primary suite, on the main level, is a serene retreat with generous proportions, walk-in closets and a spa-inspired bath with dual vanities, a soaking tub and walk-in shower. Direct access to the pool deck enhances the sense of privacy and ease. The split-bedroom design continues upstairs, where a spacious bonus room, two additional bedrooms, and a full bath provide ideal accommodations for guests or flexible living. The gourmet kitchen anchors the home with sleek countertops, custom cabinetry, a breakfast bar and thoughtfully expanded storage, including additional cabinetry and a built-in wine cooler. A sunlit breakfast nook overlooks the pool, while the formal dining room, just beyond the kitchen, offers an elegant setting for gatherings and celebrations. Outdoor living is beautifully curated with a heated pool, a well-appointed outdoor kitchen and multiple seating areas, all surrounded by mature landscaping that creates a sense of privacy and tranquility. A well-water irrigation system with upgraded sprinklers supports the home’s lush, garden-like setting. Ideally, between downtown Sarasota and St. Armands Circle, Bird Key remains one of the area’s desired addresses. Residents enjoy proximity to Bird Key Yacht Club, as well as effortless access to the beaches of Lido Key, Longboat Key and Siesta Key. 381 Bob White Drive presents a rare opportunity to enjoy elevated garden living in one of Sarasota’s iconic communities, where timeless elegance and an exceptional lifestyle converge.
Listing Agent: Louis Wery (941-232-3001)
660 GOLDEN GATE PT #61, SARASOTA, FL 34236
$2,695,000152 Days on yellowkey MLS ID: A4677999
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3405 Built: 2005 Tax: $15,573 (2025)Community: Marina ViewCondo
Taxes:$15,573
Remarks: Set within a boutique waterfront building in Downtown Sarasota’s coveted Golden Gate Point, this exceptional penthouse offers a rare combination of privacy, sophistication, and true coastal living. Encompassing approximately 3,400 square feet, the residence includes two reserved parking spaces and a deeded boat slip accommodating a 30-foot vessel, delivering an unmatched opportunity for immediate access to Sarasota Bay boating. A private elevator opens directly into the residence, revealing an expansive open-concept layout designed for both everyday comfort and effortless entertaining. The kitchen, living, and dining areas flow seamlessly together, all framed by sweeping 180-degree unobstructed water and skyline views spanning Marina Jack, Sarasota Bay, and the sparkling Downtown Sarasota skyline. Sunsets and city lights become part of the daily experience, creating a backdrop that is both serene and visually striking. The primary suite is thoughtfully positioned apart from the guest wing, offering a private retreat with peaceful separation. Guests enjoy a well-appointed en-suite bedroom, while a flexible den provides the option for a third bedroom or dedicated office. An in-unit laundry room and abundant storage throughout enhance the functionality of this full-time residence. The building itself has recently undergone key improvements, including a new roof and refreshed second-floor common area with updated glass enclosures, adding to its long-term value and appeal. Perfectly located just moments from the John Ringling Bridge, Marina Jack, the Downtown Sarasota Farmers Market, world-class dining, and the Sarasota Yacht Club, this penthouse delivers the ultimate blend of walkable downtown convenience and premier waterfront boating access. A rare opportunity to own a true Sarasota Bay penthouse lifestyle — where luxury living meets direct boating access from your private slip.
Listing Agent: Kelly Quigley (941-356-9954)
1000 BOULEVARD OF THE ARTS #1607, SARASOTA, FL 34236
$1,449,00019 Days on yellowkey MLS ID: A4694947
0 Days Off yellowkey (back on 5/27/2026)
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1607 offers a refined high-floor harbor perspective from the 18th level, with sweeping views over Quay Harbor, the Ringling Bridge and distant Gulf waters. This Harbor residence is designed for those who appreciate dynamic waterfront scenery paired with elevated privacy. Floor-to-ceiling glass frames the views throughout the open living spaces, while the contemporary kitchen features European cabinetry and premium appliances. A private terrace extends the living area outdoors, ideal for sunset views and evening entertaining. The primary suite provides a peaceful retreat with a spa-inspired bath, complemented by flexible den space. At 1000 Boulevard of the Arts, residents enjoy a full-service, hospitality-inspired lifestyle with resort-style amenities, concierge services, and accessibility to Sarasota’s cultural and waterfront attractions.
Listing Agent: Sarah Harrington (941-915-2467)
236 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$4,200,00019 Days on yellowkey MLS ID: A4694867
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 2027 Tax: $13,498 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,498
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this upcoming custom residence represents an exceptional opportunity to own brand-new luxury construction just steps from the energy of St. Armands Circle and minutes to the Gulf beaches. Blending refined coastal aesthetics with contemporary comfort, the home is being crafted to deliver an elevated Florida lifestyle with spacious interiors, sophisticated finishes, and beautifully integrated outdoor living spaces. Clean architectural lines and thoughtfully designed entertaining areas create a bright and inviting atmosphere throughout. Planned features are expected to include a designer kitchen with premium finishes and upscale appliances, spacious guest accommodations, private owner’s retreat, elevator access, and seamless indoor-outdoor flow to the resort-inspired pool and outdoor lounge areas. An upper-level observation deck is expected to capture beautiful water views and coastal sunsets, creating an ideal setting for relaxing or entertaining above the surrounding tropical landscape. Designed with a focus on both luxury and resilience, the residence is being constructed to current FEMA-compliant standards with elevated living spaces, impact-rated windows and doors, and modern construction methods intended to enhance durability, efficiency, and long-term peace of mind in a coastal environment. Positioned in one of Sarasota’s premier luxury waterfront and beachside communities, this residence places you near fine dining, upscale shopping, marinas, golf, and the renowned shoreline of Lido Beach while offering the quality and craftsmanship synonymous with Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
800 N TAMIAMI TRL #1217, SARASOTA, FL 34236
$1,300,000100 Days on yellowkey MLS ID: A4685306
5 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1830 Built: 2007 Tax: $11,112 (2024)Community: AlinariSpa: YesCondo
Taxes:$11,112
Remarks: Under contract-accepting backup offers. Experience the ultimate "sweet spot" of downtown living. This extraordinary 12th-floor corner residence at Alinari offers a rare combination: high-floor serenity and a forever-protected panorama of Sarasota Bay. While new developments risk future obstruction, your view over the 53-acre "The Bay" park is a guaranteed horizon. This sanctuary-in-the-sky features an expansive wrap-around balcony off the primary suite and living area, plus a private third balcony for guests. Inside, high ceilings and rich wood flooring lead to a modern kitchen with quartz counters and premium upgrades. Enjoy the vibrant energy of the Rosemary District and Van Wezel—just steps away—then retreat to a quiet, secure home away from the center-city noise. Amenities include 24-hour security, a heated lap pool, fitness center, and a rare second parking space. Why pay a "new-build" premium and wait years for a view that might disappear? Your protected Sarasota sunset is ready now.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Perry Corneau (941-650-4626)
526 N SPOONBILL DR, SARASOTA, FL 34236
$8,800,000187 Days on yellowkey MLS ID: A4674712
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5287 Built: 2026Monthly Fee: $89 Tax: $10,057 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$10,057
Remarks: One or more photo(s) has been virtually staged. Under Construction. Welcome to a rare opportunity on iconic Bird Key—an exquisite, Fortified Gold Standard residence masterfully crafted by Dynan Construction, Sarasota’s premier luxury builder. This architectural masterpiece seamlessly blends elevated coastal design with structural integrity, refined interiors, and resort-level amenities across 5,287 sq. ft. of sprawling interior living space. From the moment you enter, every detail speaks of thoughtful craftsmanship and timeless luxury. A private elevator offers effortless access to all levels, while an impressive glass-enclosed wine room serves as a sculptural centerpiece—perfect for showcasing your collection. Step outside to your private resort—an extraordinary resort-style pool and grotto spa designed to extend your interior living experience into a true outdoor sanctuary. The custom pool features oversized sun-shelf, cascading water features, ambient LED lighting, and integrated seating areas, all crafted to mirror the luxury of a five-star coastal retreat. Tucked beneath natural stone formations, the grotto spa offers a sheltered, tranquil escape with spa jets, mood lighting, and a cave-like ambiance that elevates relaxation to an art form. The home’s open-concept floor plan flows with intentionality, allowing natural light to fill each room while preserving privacy and warmth. Expansive living and dining spaces overlook lushly curated grounds, enhanced by a premium landscape package featuring mature palms, tropical botanicals, and tranquil outdoor living zones ideal for year-round enjoyment. Built to the highest standards, this residence is certified Fortified Gold, delivering unmatched resilience, superior engineering, and long-term protection—setting a new benchmark for luxury coastal construction on Bird Key. Located in one of Sarasota’s most exclusive waterfront communities, this home places you at the center of everything Sarasota is celebrated for. A short stroll or bike ride brings you to the newly reimagined 2026 Bird Key Yacht Club, offering world-class dining, boating, fitness, and social amenities. Minutes away are the white-sand shores of Lido Beach, the boutique shopping and dining of St. Armands Circle, and the vibrant arts and cultural scene of downtown Sarasota—including the Sarasota Opera, Asolo Repertory Theatre, Marie Selby Botanical Gardens, and The Ringling Museum. Bird Key is more than a neighborhood—it’s a lifestyle defined by elegance, prestige, and convenience. This exceptional Dynan-built estate presents a rare opportunity to own a home where luxury, craftsmanship, and location converge.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900320 Days on yellowkey MLS ID: A4658164
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Remarks: One or more photo(s) has been virtually staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
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