Location: Sarasota
Keyword(s): Southside Elementary
Keyword(s) Elementary School: Southside Elementary
Do Not Show Listings
1738 SIESTA DR, SARASOTA, FL 34239
$6,50026 Days on yellowkey MLS ID: A4692339
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2013Community: GranadaSpa: NoSingle Family
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: 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
$3,90023 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
$2,500Listed 05/29/2026 12:48PM MLS ID: A4694387
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1014 Built: 1974Community: Essex HouseCondo
Middle School: Booker Middle
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
$1,7501 Day 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)
1754 MORRILL ST, SARASOTA, FL 34236
$1,4951 Day on yellowkey MLS ID: A4695105
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 960 Built: 1925Community: Rhodes & Hale SubHalf Duplex
Remarks: Charming 2BR/1BA second-floor duplex located in the highly desirable Downtown Historic District of Laurel Park. Ideally situated just steps from Main Street, this inviting residence offers easy access to Sarasota’s vibrant dining, shopping, entertainment, parks, and waterfront. Inside, the spacious living and dining areas feature beautiful wood flooring throughout, while the open kitchen seamlessly connects to the main living space, creating a bright and welcoming atmosphere perfect for entertaining. Both bedrooms are generously sized, and the full bath adds to the home’s charm and character. Enjoy the convenience of living, working, and playing in the heart of downtown Sarasota, surrounded by the rich history and culture of the Arts & Cultural District. Included in Rent: Water, Sewer, Garbage No on-site laundry. Gas water heater. PETS: One small dog/cat 20 lbs or less. Only one allowed. $35/month per pet and an additional $250 Security Deposit/per pet. Move-in Fees/ Security Deposits: First month rent and security deposit equal to 1x the monthly rent OR No-Security Deposit Option: Ask about applying for a zero-security deposit option through our partnership with The Guarantors. At PMI Southwest Florida, we strive to provide an experience that is cost effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, air filter changes, utility set up, credit building, rent rewards and more at a rate of *$39.95/month, added to every property as a required program. You have the option to elect our Premium Program, which includes all of the above plus identity protection & pest control at a rate of *$49.95/month. *If you provide your own insurance policy, the RBP cost will be reduced by $11.95, which is the amount of the insurance premium billed by Second Nature Insurance Services This home also comes with high speed internet up to 1 Gig at an exclusive group rate of $65.00, and includes 24/7 premium support and setup to help get you connected at move-in.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Brandon Green (941-806-9963)
606 OWL WAY, SARASOTA, FL 34236
$7,900103 Days on yellowkey MLS ID: A4682280
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 1973Community: Bird Key SubSingle Family
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
$1,55035 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)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,74551 Days on yellowkey MLS ID: A4689484
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1979Community: Plaza GardensCondo
Remarks: Ideally situated close to downtown Sarasota and Sarasota Memorial Hospital. This non-street facing second-floor end unit, providing extra privacy has 2 bedrooms and 2 baths, private screened lanai and assigned parking. The building is equipped with a convenient elevator for easy access to your unit. Publix grocery store is just across the street and Siesta Key beach is over the bridge 5 minutes away. Don't miss this opportunity to live in a prime Sarasota location!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
3755 S SCHOOL AVE #41, SARASOTA, FL 34239
$2,05036 Days on yellowkey MLS ID: A4691238
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972Community: Sunland AptsCondo
Remarks: 55+ Community. LIMITED TIME DISCOUNT ON FIRST 3 MONTHS OF RENT (INQUIRE FOR DETAILS). VERY LOW MOVE IN COSTS! ONLY FIRST MONTH RENT AND A $500 SECURITY DEPOSIT REQUIRED. LEASE OPTION WOULD BE CONSIDERED. Owner pays the association fees, and rent includes cable, water, sewer, trash, and more. Beautifully updated and move-in-ready condo located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. This 2-bedroom, 2-bath residence offers a bright, open layout with abundant natural light and a comfortable flow for everyday living. The interior features updated flooring, neutral finishes, and a functional kitchen with modern cabinetry, ample counter space, and a breakfast bar that opens to the main living area. The spacious primary suite includes an en-suite bathroom, walk-in closet, and private access to the lanai, while the guest bedroom is well-positioned for privacy with generous closet space. Both bathrooms have been updated with clean, modern finishes. Enjoy peaceful views, creating the perfect setting to relax or unwind. Additional features include sliders, elevator access, and nearby storage and laundry facilities. Located in a well-maintained community with convenient access to shopping, dining, and entertainment, as well as close proximity to downtown Sarasota and the beaches.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1891 PROSPECT ST, SARASOTA, FL 34239
$2,800124 Days on yellowkey MLS ID: A4679960
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1091 Built: 1950Community: Floyd & Cameron SubSingle Family
Remarks: Welcome to this charming West of the Trail 2-bedroom, 1-bathroom home Fully furnished. This cozy gem offers a blend of comfort and convenience. Inside, you’ll love the abundance of natural light, updated kitchen with stainless steel appliances, and ceiling fans throughout for added comfort. The home also features air conditioning, central heating, and an inside laundry room complete with a washer and dryer. An enclosed sunroom provides the perfect flexible space—think home office, dining room, reading nook, or art studio. Step outside to the deck, where you can sip your morning coffee under the shade of mature trees and beautiful canopied oaks. The carport offers a small storage area for your outdoor essentials, and the home is pet-friendly too! Situated in an unbeatable location, you’re minutes from Sarasota Memorial Hospital, Southside Village’s vibrant dining and shopping scene, and the cultural offerings of Downtown Sarasota and Sarasota Bay. Plus, explore Florida’s famous coastline with quick access to Siesta Key Beach, Lido Beach, and St. Armands Circle. Lawn care is included in rent—don’t miss this opportunity. Call today to schedule your showing and make this home yours! Note: This pet-friendly home is move-in ready—don’t wait, it won’t last long!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
1121 MORNINGSIDE PL, SARASOTA, FL 34236
$14,500163 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
$2,3004 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
$2,20056 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
$4,50053 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
$6,5004 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
$15,00014 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
$15,0005 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)
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,90033 Days on yellowkey MLS ID: A4691461
REDUCED by $50 (2.6%) on 05/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969Community: Bermuda On OspreySpa: NoCondo
Remarks: Beautiful 2-bedroom, 2-bath condo located just minutes from Siesta Key Beach (Shell Rd access approx. 5 minutes) and Siesta Key Village (approx. 8 minutes), nestled in the well-established Oasis at Osprey community. Situated on the second floor with convenient elevator access, this inviting residence offers the perfect blend of comfort and location for your Sarasota stay. The condo features a well-appointed kitchen, spacious living and dining areas, two comfortable bedrooms, and two full bathrooms, along with a screened balcony ideal for relaxing and enjoying the Florida lifestyle. Community amenities include a pool, small fitness room, coin laundry, and one assigned parking space, with additional guest parking available (subject to availability). Ideally located just two blocks from The Crossings at Siesta Key, you’ll be surrounded by shopping, dining, and everyday conveniences. With close proximity to Siesta Key Beach, Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Hillview area, and easy access to I-75, this West of the Trail location truly offers it all. Enjoy the best of Sarasota living—beaches, dining, and vibrant city life—all just minutes from your door.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alberto Garcia (941-730-5205)
1828 GROVE ST, SARASOTA, FL 34239
$4,5008 Days on yellowkey MLS ID: A4694432
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1559 Built: 1925Community: South Poinsettia ParkSingle Family
Remarks: Great West of Trail home that has been updated with modern conveniences while retaining the original charm of the classic Florida bungalow. The primary suite addition has a huge walk-in closet and large spa like bath with double sinks and walk in stepless oversized shower. The split bedroom plan has the second bedroom and bath off the living room. The updated kitchen is open to the living area and includes granite countertops, a generous sized countertop with seating area, a gas range plus a door to the side yard if you want to barbecue. An additional room that can be used as an office and an interior laundry room provide added conveniences. At the end of the brick paved driveway is a large separate 2 car garage and an additional brick paved area. Southside Village is nearby with popular shops and restaurants to enjoy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
3835 ALMERIA AVE #C3, SARASOTA, FL 34239
$1,90011 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)
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