Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
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
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)
3008 HILLVIEW ST, SARASOTA, FL 34239
$2,30089 Days on yellowkey MLS ID: A4686754
0 Days Off yellowkey (back on 5/31/2026)
REDUCED by $300 (11.5%) on 05/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1095 Built: 1953Community: Rio Vista ResubSingle Family
Elementary School: Alta Vista Elementary
Remarks: Available for an annual lease, this updated 3-bedroom, 2/1-bathroom cottage is tucked away on a quiet dead-end street in the heart of Sarasota. The open-concept living area features a unique tongue-and-groove ceiling and rustic wood beams, giving the home a warm, custom feel. You’ll find a modern kitchen with light color shaker cabinets, stone countertops, and stainless steel appliances, plus durable luxury vinyl flooring throughout. No carpet here. The primary suite includes a private, renovated bath with contemporary tile and a new vanity. Outside, the oversized backyard offers plenty of space and privacy. This unfurnished home is minutes from Sarasota Memorial Hospital, Downtown, and the world-class beaches of Siesta Key. Move-in ready and perfectly located for a convenient Sarasota lifestyle. CALL TODAY.. ***PLEASE NOTE THAT WATER IN THIS PROPERTY IS SUPPLIED BY A WELL AND SEPTIC SYSTEM-therefore you have NO water bill!.***
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Hamid Mohajir (941-557-8556)
4515 SPAHN ST, SARASOTA, FL 34232
$2,87598 Days on yellowkey MLS ID: A4685383
REDUCED by $50 (1.7%) on 05/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1833 Built: 1959Community: Sarasota Springs Unit 14Spa: YesSingle Family
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Updated 4-Bedroom Pool Home with Spacious Living Areas / This nicely updated and tastefully decorated 4-bedroom, 2-bath pool home features a bright open floor plan and plenty of living space, including both a living room and a family room—perfect for everyday living and entertaining. The family room is a standout feature with a wall of windows that fills the space with natural light, a cozy fireplace, and French doors that open directly to the pool area. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and stylish sconce lighting above the breakfast bar. This home offers a desirable split-bedroom layout. The primary suite is located on one side of the home and includes a bathroom with a walk-in shower. On the opposite side, you’ll find three additional bedrooms and a second bathroom featuring a tub/shower combination. One of the guest bedrooms also includes sliding glass doors leading to a screened patio. Step outside to enjoy the uncovered pool and large, fully fenced backyard, surrounded by mature tropical landscaping that provides privacy and a relaxing outdoor setting. Conveniently located near restaurants, shopping, parks, and schools, this home offers both comfort and
Listing Agent: Cody Smith (404-991-0209)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00021 Days on yellowkey MLS ID: A4694729
INCREASED by $2,000 (13.3%) on 05/30/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
Elementary School: Phillippi Shores Elementary
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
5624 CAPE LEYTE DR, SARASOTA, FL 34242
$17,000108 Days on yellowkey MLS ID: A4684371
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 1963Community: Siesta IslesSpa: NoSingle Family
Remarks: Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor shower, and BBQ entertaining area — perfect for hosting guests after a day at the beach. Located in one of Siesta Key’s most desirable walkable neighborhoods, you’re just steps from beach access, restaurants, cafes, and island attractions. Park once and enjoy everything on foot. Ideal as a high-performing short-term rental investment or a private island escape. Prime walkable luxury properties near Siesta Key Beach consistently command strong rental demand and premium rates. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
1659 2ND ST #109, SARASOTA, FL 34236
$3,99576 Days on yellowkey MLS ID: A4688490
REDUCED by $455 (10.2%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1845 Built: 2019Community: Central Park SubApartment
Elementary School: None
Middle School: None
Remarks: One Month Free on 14 month lease and immediate move in...Spacious townhome located in BOLD Lofts West, one of Sarasota’s most distinctive modern communities. 3 Bedroom + Bonus room that’s perfect for your home office, extra guest space, or den. *Modern open-concept layout designed for comfortable city living. *Bright living areas with large windows and contemporary finishes. *Designer kitchen with sleek cabinetry, premium countertops, and stainless-steel appliances. *Private townhome entrance offering the feel of a single-family home with the convenience of downtown living. *Multiple levels of living space providing privacy and flexibility. *In-unit laundry for everyday convenience. *Direct access parking options available. Walkable downtown lifestyle — minutes from dozens of restaurants, cafés, art galleries, and entertainment. Close to Sarasota Bay, Marina Jack, and the city’s vibrant waterfront. Easy access to St. Armands Circle, Lido Beach, and cultural venues like the Sarasota Opera and theaters. Ideal for professionals, creatives, and anyone seeking a stylish urban lifestyle in Downtown Sarasota.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: John Brink (941-928-5555)
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
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)
5174 NORTHRIDGE RD #108, SARASOTA, FL 34238
$1,650124 Days on yellowkey MLS ID: A4682395
0 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1116 Built: 1999Community: Serenade On Palmer RanchCondo
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: 6–12 Month Lease – Turnkey Furnished Condo in Serenade on Palmer Ranch. Live the Florida lifestyle in this beautifully maintained, turnkey furnished 2-bedroom, 1-bath ground-floor condo. Tastefully decorated and thoughtfully updated, this residence offers comfort, convenience, and resort-style living in one of Sarasota’s most desirable communities. The updated kitchen features stainless steel appliances, solid wood cabinetry, granite countertops, and a spacious pantry. The open floor plan flows seamlessly into the bright living and dining area, leading to a screened-in lanai—perfect for relaxing and enjoying Florida’s beautiful weather. The primary bedroom includes a walk-in closet and a connected vanity area, while the fully updated bathroom features a tub and shower combination. Additional highlights include in-unit laundry and easy ground-floor access. Residents enjoy exceptional community amenities, including two pristine swimming pools, tennis courts, basketball courts, a 24-hour fitness center, a car wash station, a clubhouse, a library, and a business center. The location offers unmatched convenience. You are just a short drive to restaurants, grocery stores, charming boutiques, and the scenic Legacy Trail. Quick access to I-75 places you just minutes from The Mall at University Town Center, Nathan Benderson Park, and vibrant Downtown Sarasota. This exceptional location provides the perfect balance of peaceful community living and easy access to Sarasota’s top attractions. This community is governed by a homeowners' association (HOA). The HOA requires lease applicants to complete an application process, which may include application fees, background screening, and common area deposits. Please contact the agent for specific details regarding HOA requirements and associated fees for this property.
1420 LAKEFRONT DR #ST-3303, SARASOTA, FL 34240
$1,695501 Days on yellowkey MLS ID: A4638373
INCREASED by $64 (3.9%) on 05/04/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 604 Built: 2023Community: The Row WatersideApartment
Elementary School: Tatum Ridge Elementary
Remarks: The Row Waterside in Lakewood Ranch is a rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contemporary lighting fixtures, custom cabinetry, gourmet kitchens with executive chef undermount sinks, energy efficient and stainless appliances and full-sized washer and dryers. The townhouses have their own attached 2-car garages. These are just a few of the many features you will have in your apartment or townhouse. The Row Waterside also allows up to two pets per apartment. You will have full access to all the amenities this community has to offer, a resort-inspired swimming pool, full-size grilling options with lounging areas by the pool, poolside gaming area with cornhole, state-of-the-art fitness center, movie theater, cyber café, pet spa, gourmet coffee bar, private conference rooms, the amenities list is endless at The Row. Located within walking distance of Main Street in Waterside, you will find endless shopping, restaurants, and entertainment. (Minimum 7-month leases are available (Pricing varies on shorter terms). Up to 6 WEEKS FREE on select units AND $99 "Look and Lease" with reduced admin and application fee at move in!!!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Angelic Tassos (917-450-0316)
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)
3001 BEE RIDGE RD #124, SARASOTA, FL 34239
$1,20033 Days on yellowkey MLS ID: A4693660
0 Days Off yellowkey (back on 5/28/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateSpa: NoApartment
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 1st and get half off your Application Fee. This first floor, 1BR, 1BA end unit is just what you've been looking for! The kitchen is adorned with bright, hardwood cabinets and includes a refrigerator, range, and microwave for all your cooking needs. The open living and dining area offers plenty of space to host friends and family and stays brightly illuminated by the sliding glass doors that lead onto the covered paved patio space. The bedroom down the hall, and a sizeable bathroom complete the remainder of this unit. Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee. Included: Trash service, lawn care, and pest control THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Mj Loparco (941-216-0022)
3425 FAIRVIEW DR, SARASOTA, FL 34239
$2,950125 Days on yellowkey MLS ID: A4682215
REDUCED by $50 (1.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1965Community: South GateSingle Family
Remarks: ANNUAL FURNISHED 3 BEDROOM PLUS DEN POOL HOME AVAILABLE FOR ANNUAL LEASE IN SOUTH GATE! (Owner will consider unfurnishing the home.) The fully updated home has a beautiful kitchen with granite counters and stainless-steel appliances, modern bathrooms featuring matching granite, a walk-in closet in the primary bedroom, an open floor plan with a spacious great room adjacent to the kitchen, and a bright office overlooking the pool. The expansive covered outdoor area provides shade and an inviting spot for gatherings with friends and family, while the large, screened pool offers ample space for swimming laps or simply relaxing in the sun. The split floor plan ensures privacy, with the master suite separated from the guest bedrooms and office. The excellent location provides easy access to downtown Sarasota, shopping, dining, Siesta Key Beach, Lido Key, and the Legacy Trail. Lawn and pool maintenance included.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
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)
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)
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)
4822 OCEAN BLVD #5F, SARASOTA, FL 34242
$3,30098 Days on yellowkey MLS ID: A4685737
Bed: 2 Bath: 2.0 Gar: 9 Liv Area Sq Ft: 1435 Built: 1973Community: Siesta TowersSpa: NoCondo
Remarks: Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass doors that lead to a massive private balcony spanning both the living room and the primary bedroom. Step outside to take in sweeping views of the Gulf—perfect for morning coffee, sunset watching, and even spotting dolphins while you do the dishes. This residence offers 2 bedrooms and 2 full bathrooms, along with generous storage throughout. Free community laundry is conveniently located just down the hallway, and the unit has recently been painted, giving it a fresh, clean feel. Residents of Siesta Towers enjoy extensive amenities including a secure building, large heated Gulf-front pool, private park area, club room with full kitchen, fishing pier, BBQ grills with dining pier, fish/tackle room, bike storage, and a library. Located on the north end of Siesta Key, you are just a short walk to Siesta Key Village with its lively restaurants, shops, and entertainment. World-famous Siesta Beach is also nearby. Off the island, you are only minutes from Sarasota where you can enjoy theaters, opera, Marie Selby Botanical Gardens, museums, and the marina. How many times in life do you get the chance to live right on the beach? Call today to schedule your showing. Note: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
2443 WOOD ST, SARASOTA, FL 34237
$4,20036 Days on yellowkey MLS ID: A4693080
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2024Community: Hudson ParkSingle Family
Remarks: Unfurnished annual rental located downtown, adjacent to Payne Park and minutes from Main Street. This newly built home features three bedrooms, 2 bathrooms, and a solar-heated private pool. Located on a quiet street in a coveted neighborhood within city limits, the property offers quick access to Selby Gardens, St. Armands Circle and the beaches of Siesta Key and Lido Key. The interior boasts soaring ceilings, luxury vinyl flooring, and an open kitchen equipped with new appliances, including an induction cooktop. The primary suite includes a walk-in tiled shower, a separate garden tub, and a closet with custom built-ins. Additional features include: Fenced and fully enclosed back and side yards, spacious two-car garage, and sleek stainless steel ceiling fans throughout. No cats.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
345 PARKLAND AVE, SARASOTA, FL 34232
$2,79598 Days on yellowkey MLS ID: A4682269
REDUCED by $200 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1672 Built: 1971Community: EastwoodSingle Family
Elementary School: Fruitville Elementary
Remarks: Welcome to this beautifully remodeled pool home in one of Sarasota’s most convenient locations! Nestled in the desirable Eastwood neighborhood off Beneva Road, this move-in-ready residence is ideally situated between Fruitville and Bahia Vista, offering quick access to downtown Sarasota, I-75, and the world-famous Gulf Coast beaches. This spacious home features 2 bedrooms plus a versatile bonus den that can easily function as a third bedroom, office, or flex space, making it perfect for a variety of lifestyles. The thoughtfully designed layout provides comfortable living and excellent natural light throughout. The large open kitchen overlooks the backyard and flows seamlessly into a bright, oversized family room filled with natural light, creating the perfect space for entertaining or relaxing with family. A separate living room and a second bedroom are located on the opposite side of the home, along with a modern, updated bathroom. A third den/bedroom shares the second full bath. One car garage with new washer and dryer. The primary suite offers its own private bathroom and direct access to the fenced backyard, where you'll find your private pool and outdoor space—perfect for enjoying Florida’s year-round sunshine, hosting gatherings, or creating your own backyard retreat. With its recent updates, flexible layout, and unbeatable location, this Sarasota pool home is the perfect blend of comfort, style, and convenience. *Landscaping to come soon! Legacy Trail is literally right there next to Parkland Ave!
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-627-3321)
Listing Agent: Susan Brooks (302-650-6349)
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