Location: Sarasota
Keyword(s): Southside Elementary
Keyword(s) Elementary School: Southside Elementary
Do Not Show Listings
1952 MORRILL ST #B, SARASOTA, FL 34236
$1,75014 Days on yellowkey MLS ID: A4695160
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1925Community: Pos Sub Of Blks G & HSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year:
Middle School: Booker Middle
Remarks: Rare 2 bedroom 1 bath unfurnished annual rental in the heart of Downtown Sarasota. Enter the unit through using the private stairway located on the side of the building. As you enter the unit you will walk directly into the large living which still boasts original wood flooring. Off of the living room you will find a brand new kitchen which features new flooring, stainless steel appliances, new cabinets, and granite counter tops. Off the kitchen you will find a private laundry room complete with a stackable washer and dryer. The two bedrooms and updated bathroom are located on the other side of the unit. The two bedrooms are both oversized and feature ample size for holding any and all furniture you have. With walking distance to Main St., Burns Ct. and Payne Park, the location is arguably one of the best in Sarasota. In addition to the rent, a resident benefits fee of $35.00 will be applied.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
606 OWL WAY, SARASOTA, FL 34236
$7,900115 Days on yellowkey MLS ID: A4682280
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 1973Community: Bird Key SubSingle Family
High School: Booker High
Remarks: UNFURNISHED ANNUAL OR LONGER LEASE AVAILABLE IMMEDIATELY - Beyond the gates of Bird Key, in one of Sarasota’s most coveted island enclaves, this refined three-bedroom, three-bath residence with private office is gracefully positioned on nearly one-third of an acre. Set between the cosmopolitan charm of St. Armands Circle and the cultural vibrancy of downtown Sarasota, the home offers effortless access to Lido Beach, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and SRQ airport—an address defined by both prestige and convenience. Designed for elegant everyday living and seamless entertaining, the thoughtfully conceived floor plan unfolds with light-filled interiors and refined architectural details. Expansive sliding glass doors extend the main living and dining areas to the resort-style pool terrace, creating a harmonious indoor-outdoor experience. The gourmet kitchen serves as the heart of the home, appointed with an oversized center island, induction cooktop, stainless steel appliances, custom wood cabinetry, a secondary prep sink, and a dedicated bar area—an ideal backdrop for intimate gatherings or larger soirées. The primary suite is a private sanctuary, offering direct access to the pool, a spa-inspired bath with soaking tub and separate shower, and an exceptional collection of closets including a walk-in dressing space and additional double closets. Two distinct guest suites provide comfort and privacy: one featuring custom built-ins with a concealed Murphy bed and French doors to the pool, the other distinguished by cathedral ceilings, an en-suite bath, and its own French doors opening to a serene paver patio. A split-bedroom configuration enhances privacy, while a beautifully appointed office or den with pocket doors and custom shelving offers versatility for remote work or quiet retreat. Outdoors, a majestic illuminated banyan tree anchors the lushly landscaped grounds, creating an enchanting focal point by evening. The fenced yard ensures privacy and tranquility, while the newly rescreened pool enclosure invites year-round enjoyment. Recent enhancements include impact windows and doors, a tile roof (2013), fresh interior and exterior paint, crown molding, plantation shutters, and integrated smart home technology—delivering both timeless style and modern sophistication. Optional membership to the Bird Key Yacht Club offers access to marina slips, tennis, fitness, swimming, and a vibrant social calendar, with a new clubhouse and waterfront dining experience anticipated in 2026. This is more than a residence—it is an invitation to embrace the Bird Key lifestyle, where island serenity meets world-class amenities in the heart of Sarasota. READY UNFURNISHED ANNUAL LEASE OR LONGER
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Wendy Lynn (941-718-1366)
2216 WEBBER ST #C, SARASOTA, FL 34239
$1,55047 Days on yellowkey MLS ID: A4688118
REDUCED by $50 (3.1%) on 05/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1956Community: Long MeadowSingle Family
Middle School: Brookside Middle
Remarks: Totally redone, 2 bedroom, 1 bath and a den house available. New kitchen, new paint, appliance, blinds etc. Back and side yard are fully fenced. Near Southside Elementary School, Southside Village shops and restaurants. A quick walking path to Westfield Siesta Key mall and Shops at Siesta Row. Near Sarasota Memorial Hospital and about 2-3 miles from downtown Sarasota.
Listing is courtesy of: MARLENE LANCASTER REALTY (941-374-7700)
Listing Agent: Sarah Massey, Pa (941-374-2525)
1121 MORNINGSIDE PL, SARASOTA, FL 34236
$14,500175 Days on yellowkey MLS ID: A4674983
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3454 Built: 1960Community: Lido CSpa: NoSingle Family
Remarks: This amazing turnkey furnished home is just steps from the sandy shores within the Lido Shores private gated beach access. A short jaunt to St Armand's Circle with about 100 stores St Armand's Circle is world known as an unforgettable destination. From vacation trinkets to upscale galleries, breakfast or lunch cafes to gourmet dinner feasts at top of the line restaurants you will find it all. Head north to Longboat Key with plenty of sidewalks for walking or biking. You will find 4 spacious bedrooms all with en-suite bathrooms plus a powder room downstairs for guests. Open-plan living room on first floor just off the fully equipped kitchen with modern appliances, breakfast bar and dining table. Living room has wood burning fireplace with sliders going out to the private, sunny patio pool area with grill and outdoor shower. Family room off the primary bedroom on 2nd floor with 53" tv and built-in shelves. Salt water pool with electric pool heater. Just bring your toothbrush and clothes to start enjoying our strong sense of leisure Florida lifestyle.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
765 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$2,30016 Days on yellowkey MLS ID: A4694521
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963Community: Sarasota HarborCondo
Remarks: Enjoy breathtaking waterfront vistas from this beautifully remodeled, ground-floor condo, available for lease at only $2,300/month in the 55+ maintenance-free Sarasota Harbor community. Offered turnkey furnished and completely move-in ready, this 2-bedroom, 1-bathroom home features brand-new tile flooring, updated kitchen cabinetry, modern appliances, and a bright, open layout with stunning views of Sarasota Bay. Tenants enjoy resort-style amenities including a clubhouse, pool, bayfront shuffleboard, kayak storage, first-come, first-served boat slips, and one covered parking spot. The standout feature is the unparalleled walkability—you are just a five-minute stroll from the world-class shopping and dining at St. Armands Circle, and a quick walk or bike ride to Lido Beach and South Lido Park. Plus, with the free Bay Runner trolley nearby connecting you right across the Ringling Bridge to downtown Sarasota, the absolute best of the coastal lifestyle is right at your doorstep.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Stephanie Paxton (941-932-5509)
2100 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$2,20068 Days on yellowkey MLS ID: A4688842
REDUCED by $295 (11.8%) on 05/27/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 778 Built: 1968Community: Lido Harbour SouthCondo
Remarks: Enjoy beachside living at Lido Harbour South on Lido Key. The condo can be leased with furniture if needed. This east-facing condo features one bedroom, one and a half baths, and a bright, inviting layout. The kitchen offers granite countertops and stainless steel appliances, while the enclosed Florida room, with hurricane-impact windows, a ceiling fan, and a closet, provides the perfect spot to relax and enjoy the morning light. For added convenience, a washer is located in the primary bedroom closet, with a communal laundry room on the same floor. Residents have private beach access, a community pool, and a patio area with tables, lounge chairs, and an outdoor shower - everything needed for the perfect day in the sun. In the evenings, take in breathtaking sunsets from the private beach. Ideally located near Ted Sperling Park at South Lido Key Beach, where you can explore scenic nature trails or kayak through peaceful mangrove tunnels, and only minutes from St. Armands Circle's renowned dining and boutiques and the vibrant arts and culture of Downtown Sarasota, this condo captures the essence of relaxed island living.
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
33 S PALM AVE #1303, SARASOTA, FL 34236
$4,50065 Days on yellowkey MLS ID: A4688456
0 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 2024Community: The DemarcayCondo
Remarks: Luxurious Urban Living at Demarcay Residences in Downtown Sarasota Experience the pinnacle of contemporary elegance with this 2-bedroom, 2-bathroom residence at the prestigious Demarcay Residences in the heart of downtown Sarasota. This exquisite home is thoughtfully designed to balance sophistication with comfort, offering an unparalleled lifestyle surrounded by the vibrant cultural and culinary scene of the city. The open-concept living space is adorned with premium finishes, including solid countertops that seamlessly blend style and durability, while sleek hardwood and porcelain tile flooring enhances the modern aesthetic. The generously sized walk-in closets cater to your storage needs with ample space, ensuring every detail of this home is both functional and luxurious. Step out onto your private balcony and be captivated by sweeping, unobstructed views of Sarasota Bay , dynamic skyline and serene coastal landscapes—a daily reminder of the beauty that surrounds you. As a resident, you'll have access to world-class amenities, including an inviting rooftop pool where you can unwind and soak in panoramic city vistas, and a state-of-the-art fitness center equipped to support your wellness journey. Situated within walking distance of Sarasota's finest dining, shopping, and cultural attractions, this masterpiece at the Demarcay Residences is more than a home—it's a gateway to an extraordinary lifestyle. Elevate your living experience—schedule a private tour today and discover the essence of refined urban living.
Listing is courtesy of: IMPERIAL PROPERTY GROUP LLC (941-726-1740)
Listing Agent: Olga Smith (941-726-1740)
650 GOLDEN GATE PT #301, SARASOTA, FL 34236
$6,50016 Days on yellowkey MLS ID: A4694109
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1837 Built: 2007Community: Harbor View On Golden Gate PointSpa: YesCondo
Remarks: FABULOUS SUMMER RENTAL IN GATED BOUTIQUE BUILDING OF ONLY 14 RESIDENCES. AVAILABLE OFF SEASON ONLY. 5//19/2026 THROUGH 12/15/2026 $6500. 3 month minimal. FABULOUS UNOBSTRUCTED MARINA VIEWS, FULL BAY VIEWS AND TWINKLING CITY LIGHTS. GOLDEN GATE POINT IS A 22 ACRE PRIVATE PENINSULA. WALK 4 BLOCKS TO DOWTOWN SARASOTA FOR CUISINE DINING, BOUTIQUE SHOPPING, OPERA, FLORIDA STUDIO THEATRE AND MARINA JACKS. 1 MILE WALK OR BIKE ACROSS RINGLING CAUSE WAY BRIDGE TO FAMOUS ST. ARMANDS CIRCLE AND LIDO BEACH. THIS HOME HAS ALL GRANITE COUNTERTOPS, TILE FLOORS, EXIT TO YOUR ENORMOUS OUTDOOR COVERED LANAI TO ENJOY THE MOST BEAUTIFUL SUNRISE AND ACTIVITY THAT SARASOTA BAY FRONT has to share with you. . A 2 BEDROOM, WITH LARGE DEN ALSO SET UP AS BEDROOM HAS 2/1/2 BATHS HAS A OPEN FLOOR PLAN WITH FLOOR TO CEILING SLIDERS AND WINDOWS. COMPLETELY TURNKEY FURNISHED SO JUST BRING YOU TOOTHBRUSH. ENTERTAINING AT ITS BEST IN YOUR CHEFS KITCHEN WITH ISLAND FOR GUESTS OPEN TO DINING AREA AND GREAT ROOM. ENJOY THE HEATED POOL, OUTSIDE RESTROOMS, GRILLING AND FISHING AT THE DOCKS AND JUST TAKE A STROLL AROUND THE CIRCLE OF GOLDEN GATE AND MEET YOUR LOVELY NEIGHBORS. 2 PARKING SPOTS UNDER BULDING. OWNERS HERE TAKE PRIDE IN MAKING HARBOR VIEW ONE OF THE BEST COMPLEXES ON GOLDEN GATE. A PLACE TO CALL HOME IN PARADISE. Located on the Mainland and only 2 miles to Lido and Longboat Key beaches. 15 minutes to Siesta Key rated #1 beach.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1850 WEBBER ST, SARASOTA, FL 34239
$15,00026 Days on yellowkey MLS ID: A4693021
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026Community: Poinsettia Park 2Spa: YesSingle Family
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Dyrk Dahl (941-320-7373)
111 S PINEAPPLE AVE #1210, SARASOTA, FL 34236
$15,00017 Days on yellowkey MLS ID: A4692917
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2803 Built: 2019Community: Mark Sarasota CondoSpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Luxurious Penthouse Living at The Mark Sarasota ..Unparalleled Elegance in the Heart of Downtown Sarasota. Step into a world of opulence with this exquisite penthouse at The Mark Sarasota, where luxury meets lifestyle in a highly sought-after location. Nestled on the 12th floor, this stunning condominium offers breathtaking water views and an expansive 1,500 Sq. Ft. covered terrace - truly an entertainer's paradise. As you enter this three-bedroom, three-and-a-half-bathroom residence, you will be captivated by the spectacular main living area, adorned with floor-to-ceiling windows that flood the space with natural light, framing the picturesque Sarasota skyline and shimmering bay views. The contemporary design seamlessly blends elegance and comfort, inviting you to unwind and entertain. At the heart of this penthouse lies a state-of-the-art kitchen that is the epitome of sophistication. It features Nolte European cabinetry and luxurious quartz countertops. The large entertainment island, complete with an undercounter wine cooler, provides ample space for hosting gatherings. Equipped with premium Jenn-Air appliances, including an induction cooktop, the kitchen is designed for both functionality and style. Retreat to the master suite, a serene sanctuary designed for relaxation. Indulge in the lavish spa-like dual sink master bath, boasting a spacious walk-in shower with a stunning view of the bay. Privacy is paramount, featuring two generously sized guest suites, each with its own en suite bath - ideal for accommodating family and friends. A tucked-away den offers versatility, perfect for an in-home theater or a dedicated home office. Residents of The Mark Sarasota enjoy a host of exclusive amenities that elevate living to extraordinary heights. The modern fitness center, 24-hour access-controlled lobby, and concierge services ensure convenience and security. Meanwhile, the resort-style infinity lap pool, complete with private cabanas and a fire pit lounge, invites you to bask in the breathtaking Sarasota sunsets.The Residents' Club Room features a catering kitchen and club bar, perfect for special events and gatherings with loved ones. Every aspect of living in this penthouse has been thoughtfully designed to enhance your lifestyle. Experience the best of Sarasota's vibrant downtown scene right at your doorstep. With world-class dining, shopping, and cultural attractions just an elevator ride away, every day feels like a vacation in this prime location. This remarkable unit also includes deeded parking for two vehicles, complete with an electric car charger for eco-conscious residents. Don't miss this rare opportunity to live in one of Sarasota's most luxurious penthouses. Schedule your private tour today and discover the extraordinary lifestyle that awaits you at The Mark Sarasota. Your dream home is just a lease away!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
3835 ALMERIA AVE #C3, SARASOTA, FL 34239
$1,90023 Days on yellowkey MLS ID: A4694273
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 925 Built: 1970Community: Westchester ICondo
High School: None
Remarks: Near the north Siesta Key Bridge and bay. Amazing location. Walk to see sunset over Sarasota Bay. Unfurnished. 1 car covered parking. Minutes to Siesta Key Beach. Minutes to Hillview and Southside. Part of Southside Elementary school district. Dead end street. Walk to restaurants and shopping. top floor of a 2 story building with a big relaxing Lanai Covered Parking. In unit laundry Quiet location.
Listing is courtesy of: SUNCOAST LUXURY PROPERTIES (941-504-5348)
Listing Agent: Richard Dear (941-504-5348)
1726 FLOYD ST, SARASOTA, FL 34239
$8,000274 Days on yellowkey MLS ID: A4664721
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1461 Built: 1954Community: Midwood ManorSingle Family
Remarks: SEASONAL RENTAL - Available June 1, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres! THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The home has all-new furnishings and is fully turnkey equipped to ensure a comfortable and enjoyable stay. Guests will also enjoy indoor-outdoor living with a charming front porch, al fresco dining on the beautiful back deck, and a large, well-maintained yard ideal for outdoor relaxation and entertaining. PRIME LOCATION: Located in the heart of Hudson Bayou, where you can enjoy the best of Sarasota at your doorstep! Walk to Sarasota Memorial Hospital, Marie Selby Botanical Gardens and the lively Southside Village, home to some of the city's top restaurants, bars, cafés, and shops. You're also just minutes away from Downtown Sarasota, world-famous Siesta Key Beach, Lido Key Beach, St. Armands Circle, and A-rated Southside Elementary School. PLEASE NOTE: No smoking/vaping of any kind anywhere on the property. Seasonal Rental Rates: Dec-Apr $9,000 (3 month minimum for rentals Dec - April); May-June $8,000; July-Aug $6,500, Sept-Nov - $8,000.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
1792 FLOYD ST, SARASOTA, FL 34239
$6,00027 Days on yellowkey MLS ID: A4693825
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Community: Hudson BayouSpa: YesSingle Family
Remarks: Wonderful pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool, interior laundry room, tile or wood floors throughout and 1 car garage. Very limited rental availability in this sought after area. Primary bedroom has king sized automated bed, guest bedrooms have a king and a queen. Can be furnished or unfurnished, living areas are currently staged but furnishings will be brought in if desired. Open to different rental tenures but minimum of one month, prefer 6 month but open to annual also.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
650 GOLDEN GATE PT #602, SARASOTA, FL 34236
$15,00066 Days on yellowkey MLS ID: A4688251
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2791 Built: 1962Community: Harbor View On Golden Gate PointSpa: NoCondo
Remarks: Luxury Waterfront Penthouse in Golden Gate Point. This exceptional penthouse in an exclusive 14-unit boutique building offers breathtaking panoramic views of Sarasota Bay, the city skyline, and Marina Jack. Occupying half of the top floor, this meticulously designed three-bedroom, three-bathroom residence features a spacious split floor plan with an open-concept layout ideal for privacy and entertaining. The chef's kitchen includes top-of-the-line appliances, imported finishes, and a wet bar, while the master suite offers a private wet bar, spa-inspired bath, and stunning views. Turnkey with high-end Italian furnishings and artwork (with few exceptions), the home also features a 52-foot heated balcony for prime waterfront relaxation. A rare assigned 40-foot boat slip provides direct access to Sarasota Bay and the Gulf. Harbor View was redeveloped to Florida's enhanced building codes in 2006-07, with $1.5M in updates in 2018 and a new seawall, docks, and renovated pool/patio in 2022. Gated entry, security cameras, and two covered parking spaces add convenience. Just four blocks from downtown Sarasota and a short bike ride over the Ringling Bridge to Lido Beach and St. Armands Circle, this exclusive penthouse offers luxury waterfront living at its finest. Schedule your private showing today!
Listing Agent: Melissa Gissinger (941-404-2722)
2441 WEBBER ST, SARASOTA, FL 34239
$9,50090 Days on yellowkey MLS ID: S5145822
INCREASED by $550 (6.1%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025Community: Orange ParkSpa: YesSingle Family
Remarks: One or more photo(s) has been virtually staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Furnished or Unfurnished. Can be rented for seasonal rental price is subject to change based on season and availability. Situated on a private 85’ x 117’ fenced and professionally landscaped lot, the backyard features a heated pool and spa with sun shelf, creating a relaxing outdoor retreat perfect for entertaining or enjoying Florida living year-round. Built with all-concrete block construction, impact-rated windows and doors, and energy-efficient systems, the home offers durability, safety, and lower insurance costs. Inside, the open-concept design features 10+ foot ceilings, large windows, and abundant natural light. The gourmet kitchen includes a waterfall island, Monogram appliances, induction cooktop, InstaHot water, and custom cabinetry, and opens seamlessly to the main living and dining areas. The 2,726 sq ft single-story floor plan includes 4 bedrooms and 3.5 bathrooms, with three ensuite bedrooms providing privacy for guests or family. The primary suite offers dual walk-in closets and a spa-inspired bathroom with soaking tub and glass-enclosed shower. Located in the highly regarded Southside Elementary School district, this newly built home is move-in ready and ideally positioned in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
33 S GULFSTREAM AVE #409, SARASOTA, FL 34236
$3,30036 Days on yellowkey MLS ID: A4692135
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1055 Built: 1964Community: Gulfstream TowersSpa: NoCondo
Remarks: Wake up to treetop and partial bay views in this beautifully turn-key furnished 2-bedroom, 2-bath corner residence, perfectly positioned in the heart of downtown Sarasota overlooking Marina Jack. Located in a Mid-Century Modern architectural gem designed by renowned architect Tim Seibert, this residence blends timeless design with effortless living. The thoughtfully designed split floorplan offers privacy and comfort, featuring a spacious primary suite with partial bay views, ensuite bath with shower/tub combo, walk-in closet, and a queen-size Saatva adjustable bed. The guest suite includes its own attached bath, queen bed, and a dedicated workspace with desk and Aeron chair - ideal for guests or working from home. Step outside and enjoy Sarasota's most vibrant lifestyle; award-winning dining, theater, opera, and waterfront strolls are just steps away. Complimentary trolley access makes trips to St. Armands Circle and Lido Key beaches seamless and convenient. Residents of this boutique, pet-friendly community enjoy resort-style amenities including a heated pool with expansive sun deck, elegant entertainment space with full kitchen, library with piano, fitness room, bike storage, and convenient laundry facilities on each floor. One well-behaved dog under 30 lbs is welcome (with proper documentation). One assigned garage parking space included. Annual lease only. Tenant responsible for electric. No smoking permitted. Opportunities like this are rare - secure your place in one of downtown Sarasota's most iconic and walkable locations.
Listing Agent: Angela Adams (941-809-9760)
508 LAUREL PARK DR, SARASOTA, FL 34236
$4,90065 Days on yellowkey MLS ID: A4689094
REDUCED by $350 (6.7%) on 05/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave/Laurel Park RepTownhouse
Remarks: ANNUAL UNFURNISHED TOWNHOME AVAILABLE FOR LEASE IN ENCLAVE--DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and private elevator that provides easy access to every level. The first floor offers a private two-car garage and oversized closet, while the second level boasts a gourmet kitchen with quartz counters, stainless appliances, induction cooktop, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level includes two generous en-suite bedrooms with walk-in closets, and the entire fourth floor is dedicated to a luxurious owner’s suite featuring a walk-in closet, spa-like bath, and a thoughtful bar area with beverage refrigerator. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance to Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown. Nearby Payne Park offers tennis, playgrounds, and a skate park, while Siesta Key, Lido Beach, Legacy Trail, and countless parks and preserves are just moments away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
1350 MAIN ST #709, SARASOTA, FL 34236
$2,80066 Days on yellowkey MLS ID: O6396467
REDUCED by $200 (6.7%) on 04/20/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 895 Built: 2007Community: 1350 Main ResidentialSpa: YesCondo
Remarks: Location, location, location! AVAILABLE JUNE 1ST. Discover the best downtown address in the heart of Sarasota with this beautifully designed corner unit condo with balcony. Featuring modern designer décor. This condo is perfect for those who love the vibrant downtown lifestyle or as a seasonal getaway. This large, 1 bedroom, 1 bathroom condo offers 895 square feet of luxurious living space, highlighted by 40 inch ceramic tile floors, granite counters, and stainless appliances. Luxurious bathroom with a double vanity, garden tub and gorgeous subway tile wall. Master bedroom has walk-in closet with built-in storage. Private balcony overlooking the pool and city, is perfect for relaxing and entertaining. The building amenities are second to none, including a 24-hour concierge service, on-site management, secure fob access to entryways and elevators, a 72’ heated lap pool and spa, steam room, state of the art fitness center, library, pool table, social rooms, private conference rooms, an outdoor grill area with herb garden, secure under building parking garage with assigned space, climate-controlled storage, whole building water filtration system, and a guest suite for visitors. You are walking distance to some of Sarasota’s world class restaurants, shopping, theater, farmer’s market, festivals, art galleries and entertainment including Marina Jacks, Sarasota Opera House, Florida Studio Theater, Selby Gardens, Bayfront Park, Burns Court Cinema, and the Selby Library. St. Armand’s Circle, Longboat Key, Lido Key and the white sand beaches of Siesta to the south are just a short drive. For those who prefer not to drive, the trolley from your front door offers a scenic ride over the Ringling Bridge to Armand’s Circle and Lido Key Beach. Don’t miss this exceptional opportunity to embrace the endless possibilities at 1350 Main! Schedule a showing today! Available for ANNUAL LEASE at $3000 per month or SEASONAL LEASE at $5000 per month. 3 MONTH MINIMUM LEASE.
Listing Agent: Barb Parrish (407-810-4618)
212 COSMOPOLITAN CT, SARASOTA, FL 34236
$3,900709 Days on yellowkey MLS ID: A4615634
0 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1747 Built: 2015Community: QSingle Family
Remarks: DOWNTOWN SARASOTA Annual rental FURNISHED or partially furnished. Available May 15, 2026. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space. Please note: Parking is limited. 1 car per household. A 2nd car must be parked off site.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
2570 LOMA LINDA ST, SARASOTA, FL 34239
$3,00044 Days on yellowkey MLS ID: A4691730
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1468 Built: 1925Community: Rustic LodgeSingle Family
Middle School: None
Remarks: Beautiful remodeled 3/2
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Dennis Begonis (941-735-4379)
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