Location: Sarasota
Keyword(s): Southside Elementary
Keyword(s) Elementary School: Southside Elementary
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3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59543 Days on yellowkey MLS ID: A4692456
REDUCED by $155 (8.9%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
1770 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$3,495169 Days on yellowkey MLS ID: A4676349
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1970Community: Lido Harbour TowersCondo
Middle School: Booker Middle
Remarks: STILL AVAILABLE FOR SEASON 2027!! Welcome to this beautifully maintained two-bedroom, two-bath residence located on the second floor of Lido Harbour Towers, where the very best of Florida’s Gulf Coast lifestyle surrounds you. To the west, experience endless sparkling waters and powdery white sand beaches. To the east, the natural beauty of Ted Sperling Nature Preserve offers kayaking through mangrove tunnels and peaceful walking trails with abundant wildlife. South Lido Key Beach Park awaits just to the south, while to the north, St. Armands Circle delivers upscale shopping, eclectic dining, and vibrant island culture. Inside, this charming coastal home features a bright white kitchen with generous cabinetry and a walk-in pantry. The open-concept living and dining area provides a comfortable, inviting space, while the lanai offers a tranquil setting framed by swaying palm trees and calming water views. Open the sliding glass doors to enjoy refreshing sea breezes with your morning coffee or unwind in the evening as the sky fills with breathtaking sunset colors. The primary suite is a peaceful retreat designed for rest and relaxation, while the guest bedroom comfortably accommodates visitors and includes convenient access to a full second bath. Community amenities include a beachfront swimming pool, clubhouse with full kitchen, and outdoor grilling area. Additional conveniences include secured building entry, assigned covered parking, and a private storage locker located just outside the front door. Whether you prefer quiet days at the beach or lively evenings at St. Armands Circle or downtown Sarasota, this island residence offers a truly effortless coastal lifestyle. SEASONAL RATE $6,500.00
Listing Agent: Heidi Thompson (941-807-2241)
1738 SIESTA DR, SARASOTA, FL 34239
$6,50043 Days on yellowkey MLS ID: A4692339
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2013Community: GranadaSpa: NoSingle Family
Remarks: Available June 1st, this newer (2013) “West of Trail” pool home offers an ideal opportunity to get settled ahead of the upcoming school year in the highly regarded Southside Elementary district, just a short bike ride away. Offered at $6,500/month with an annual lease preferred (6-month considered), the home provides flexibility with furnishings — available furnished or unfurnished. Elevated 22 feet above sea level in an X flood zone, it delivers both peace of mind and easy coastal living with a thoughtful layout featuring 4 bedrooms along with a versatile downstairs bonus space ideal for a media room, playroom, or additional lounge area. All bedrooms located on the 2nd level with bonus room, great room and kitchen on the main. Southern exposure fills the coastal-casual great room and updated kitchen with natural light, overlooking a private saltwater pool and lush tropical setting. Pocketing sliders create seamless indoor-outdoor living, perfect for relaxing or entertaining beneath the flowering plumeria. Designed for low-maintenance living, the property includes artificial turf, mature landscaping, and multiple outdoor gathering areas, with pool care, lawn care, and internet included in the rent. A two-car garage features a Tesla Level 2 EV charger and space for bikes and beach gear. Located in the historic Granada neighborhood with easy access to Southside Village dining, including Shakespeare’s Craft Beer & Gastro Pub, and just 10 minutes to both Siesta Key and Downtown Sarasota. Pets considered on a case-by-case basis with owner approval and deposit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
1676 OAK ST, SARASOTA, FL 34236
$3,90040 Days on yellowkey MLS ID: A4692850
REDUCED by $600 (13.3%) on 05/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 984 Built: 1925Community: Burns RealtySpa: NoSingle Family
High School: Booker High
Middle School: Sarasota Middle
Remarks: Charming and full of character, welcome to “Three Palms Bungalow,” Fully Furnished.... nestled in the heart of downtown Sarasota’s highly sought-after Historic Laurel Park. This beautifully restored 1925 vintage cottage offers 2 bedrooms, 1 bath, and approximately 984 square feet of inviting living space infused with warmth, charm, and artistic character. Original architectural details — including stained glass windows, rich wood trim, hardwood floors, lofted ceilings, and a skylight — create a bright and inspiring atmosphere, while thoughtful updates provide modern comfort and convenience. The home features central air, in-unit laundry, and a spacious eat-in kitchen, all within a cozy bungalow setting designed for relaxed Florida living. Enjoy life in one of Sarasota’s most walkable neighborhoods, just moments from downtown’s renowned dining, boutique shopping, art galleries, theaters, marina, farmers market, and vibrant nightlife. “Three Palms Bungalow” offers the perfect blend of historic charm and urban convenience in a truly unique annual rental opportunity. Advertised Rate is for an Annual Term...
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
707 S GULFSTREAM AVE #906, SARASOTA, FL 34236
$2,50018 Days on yellowkey MLS ID: A4694387
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1014 Built: 1974Community: Essex HouseCondo
Remarks: Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time. From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow. The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you. Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle. If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
1952 MORRILL ST #B, SARASOTA, FL 34236
$1,75019 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
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)
2216 WEBBER ST #C, SARASOTA, FL 34239
$1,55052 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
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
$14,500180 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
$2,30021 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
$2,20073 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
$4,50070 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
$6,50021 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)
111 S PINEAPPLE AVE #1210, SARASOTA, FL 34236
$15,00022 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
$1,90028 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
$8,000279 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
$6,00032 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
$15,00071 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
$9,50095 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
$3,30041 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
$4,90070 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)
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