Location: Sarasota
Keyword(s): Southside Elementary
Keyword(s) Elementary School: Southside Elementary
Do Not Show Listings
1850 WEBBER ST, SARASOTA, FL 34239
$15,00028 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
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: 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 GOLDEN GATE PT #802PH, SARASOTA, FL 34236
$25,0001 Day on yellowkey MLS ID: A4696851
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3527 Built: 2024Community: EvolutionSpa: NoCondo
Middle School: Booker Middle
Remarks: Experience the pinnacle of WATERFRONT LUXURY in DOWNTOWN SARASOTA's largest and most exclusive penthouse residence at THE EVOLUTION, a boutique community designed by architect MARK SULTANA, DSDG. This one-of-a-kind, TOP-FLOOR PENTHOUSE spans 3,527 SF of interior living plus 562 SF of wraparound TERRACE SPACE across THREE generous balconies for endless possibilities of indoor/outdoor living. Offering FOUR BEDROOMS plus a DEN and 4.5 BATHS, this residence provides the comfort of a single-family home with the elegance of HIGH-RISE LIVING. Sweeping NORTH, EAST, and SOUTH WATER VIEWS showcase SARASOTA BAY, the GULF, MARINA, and the CITY SKYLINE. FLOOR-TO-CEILING WINDOWS fill the home with natural light and allow year-round coastal breezes, and designer LUTRON ELECTRONIC SHADES grace each window, allowing privacy with ease. Interior features include ONYX QUARTZ COUNTERTOPS, PORCELAIN TILE SLABS, oversized PORCELAIN FLOORING, DESIGNER LIGHT FIXTURES, and CUSTOM EUROPEAN CABINETRY in the kitchen, baths, and closets. The PRIMARY SUITE features SILK WALLPAPER, and a SPA-INSPIRED BATH with dual sinks, a freestanding soaking tub, and onyx quartz and porcelain slab finishes. The CHEF'S KITCHEN includes WOLF APPLIANCES, sub-zero fridge-freezer with filtered water feature, induction cooktop, steam over, built-in coffee station, a wine refrigerator, and a HIDDEN WALK-IN PANTRY. Imported European fixtures complete with space. Enjoy THREE WRAPAROUND TERRACES for ALFRESCO DINING, YOGA, or SUNSET COCKTAILS. The unit includes a DEEDED PRIVATE TWO-CAR GARAGE and is MOVE-IN READY with every upgrade imaginable. Community amenities at THE EVOLUTION include a POOL WITH OUTDOOR KTICHEN, FITNESS CENTER, YOGA ROOM, SAUNA, CLUB ROOM, and a ROOFTOP TERRACE with PANORAMIC VIEWS, OUTDOOR LOUNGE SPA, and FIREPLACE. With only 20 RESIDENCES, this is a rare opportunity to live in one of Sarasota's most exclusive penthouses. Schedule your private tour today and experience the ultimate in penthouse living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
3755 S SCHOOL AVE #41, SARASOTA, FL 34239
$1,85050 Days on yellowkey MLS ID: A4691238
REDUCED by $200 (9.8%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972Community: Sunland AptsCondo
Remarks: VERY LOW MOVE-IN COSTS! ONLY FIRST MONTH'S RENT AND A $500 SECURITY DEPOSIT REQUIRED. LEASE OPTION WOULD BE CONSIDERED. FLEXIBLE LEASE TERMS AVAILABLE (GREATER THAN 6 MONTHS AND LESS THAN 12 MONTHS). Owner pays the association fees, and rent includes cable, water, sewer, trash, and more. Enjoy the convenience of Sarasota living in this beautifully updated 2-bedroom, 2-bath condominium located in a quiet and well-maintained 55+ community just minutes from world-famous Siesta Key Beach. Ideally situated only a few doors from the elevator, this move-in-ready residence offers both comfort and accessibility. Inside, you'll find a bright and inviting floor plan with abundant natural light, updated flooring, neutral finishes, and an open-concept living and dining area designed for easy everyday living. The kitchen features modern cabinetry, ample counter space, and a breakfast bar that opens to the main living area, making it ideal for entertaining or casual dining. The spacious primary suite includes a walk-in closet, en-suite bathroom, and private lanai access. The guest bedroom is thoughtfully positioned for privacy and offers generous closet space. Both bathrooms have been tastefully updated with clean, modern finishes. Relax and unwind on the private lanai while enjoying peaceful community views. Additional conveniences include elevator access, nearby storage, and laundry facilities. One of the property's standout features is its exceptional walkability. LA Fitness, Aldi, the post office, restaurants, shopping, public transportation, and other daily conveniences are all located nearby, making it easy to enjoy an active and independent lifestyle without relying heavily on a vehicle. Conveniently located near downtown Sarasota, Siesta Key Beach, healthcare facilities, shopping, dining, and entertainment. This is an excellent opportunity to enjoy affordable, low-maintenance living in one of Sarasota's most desirable locations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$3,2503 Days on yellowkey MLS ID: A4696614
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974Community: Presidential TheCondo
Remarks: BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo Sarasota Bay views. Ideally located directly across from Lido Beach and a short walk to St. Armand Circle, Ted Sperling Park, and Lido Beach Park. Perfect for easy beach-to-door living!! With only 40 Units, this Boutique Community is your perfect hideaway. The property abounds with palm trees and exotic plants. There is elevator access or two sets of stairs. Recent Condo updates include custom reclaimed wood kitchen & bathroom cabinetry (from the Brooklyn Shipyard), newer appliances-stone tiled bathroom- air conditioning-hot water heater-and impact sliding doors. Being offered completely furnished (*except some artwork, antiques)- just bring your suitcases! The Bayrunner Trolley stops out front and is free. Enjoy Sarasota's extensive Arts, Restaurants and nightlife without ever worrying about parking after your day in the sun. Make an appointment to see this gem now.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,67565 Days on yellowkey MLS ID: A4689484
REDUCED by $20 (1.2%) on 06/10/2026
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)
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,85047 Days on yellowkey MLS ID: A4691461
REDUCED by $50 (2.6%) on 06/09/2026
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)
1891 PROSPECT ST, SARASOTA, FL 34239
$2,450138 Days on yellowkey MLS ID: A4679960
REDUCED by $350 (12.5%) on 06/08/2026
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. This is available as a (6) month rental. Annual rental available at $2600/month. 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)
1894 LOMA LINDA ST, SARASOTA, FL 34239
$4,80050 Days on yellowkey MLS ID: A4690884
REDUCED by $700 (12.7%) on 06/08/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1867 Built: 1954Community: Floyd & Cameron SubSingle Family
Remarks: AVAILABLE NOW - UNFURNISHED is this contemporary gem located West of the Trail in vibrant Sarasota, FL. This spacious home offers a seW amless blend of modern design and cozy charm, featuring an open floor plan that is perfect for both entertaining and everyday living. Step inside to discover a beautifully appointed chef's kitchen, complete with solid wood cabinets, sleek granite countertops, and high-end stainless steel appliances. A convenient eating space in the kitchen invites gatherings and casual meals alike. The home boasts three generously sized bedrooms, each with its own en-suite bathroom, offering privacy and convenience for all residents. New carpeting has been added. The expansive lot is a true highlight, with an oversized backyard featuring garden beds and ample private outdoor space, perfect for gardening enthusiasts or those who love to relax in a serene setting. Parking is a breeze with both a garage and driveway. This pet-friendly haven is ideally situated close to Downtown Sarasota, Southside Village, and numerous beautiful beaches such as Siesta Key and Lido Beach. Also this is in the Southside Elementary school district. Enjoy easy access to shopping, dining, and entertainment options, as well as a unique easement providing convenient access to Sarasota Memorial Hospital. Don’t miss your chance to make this your home. This is available as a (6) month rental. Annual rental available at $5500/month.
2110 BENJAMIN FRANKLIN DR #104, SARASOTA, FL 34236
$5,0005 Days on yellowkey MLS ID: A4696214
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1968Community: Lido Harbour SouthSpa: NoCondo
High School: Booker High
Remarks: Short term rental available. Immediate occupancy available. Off season rent rates and seasonal rent rates available . Experience coastal luxury in this updated residence at 2110 Benjamin Franklin Drive, Unit 104, ideally positioned on the south end of Lido Key. This spacious ground-floor condo offers the perfect blend of convenience and tranquility, with easy access and no elevators required. Step inside to find a light-filled interior featuring an open-concept layout, high end finishes, and seamless indoor-outdoor living. The living and dining areas flow effortlessly to a Florida room, perfect for enjoying morning coffee or evening sunsets with tropical breezes. The kitchen is thoughtfully designed with modern cabinetry, quality appliances, and ample counter space—ideal for both everyday living and entertaining. The owner’s suite provides a relaxing retreat with generous closet space and an en-suite bath, while additional guest accommodations ensure comfort and privacy for visitors. Residents enjoy heated pool, clubhouse and direct access to the pristine Gulf beaches just steps away. Located minutes from St. Armands Circle, fine dining, shopping, and downtown Sarasota, this property offers the ultimate in Florida coastal living. Whether you're seeking a full-time residence or a vacation getaway, this exceptional condo delivers location, lifestyle, and value.
Listing Agent: Tammy Garner (941-374-4161)
1 BENJAMIN FRANKLIN DR #93, SARASOTA, FL 34236
$4,5007 Days on yellowkey MLS ID: A4694727
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1968Community: St Armand Towers NorthCondo
Remarks: Annual rental - 12 month lease furnished. 9th floor Lido Beach condo offers outstanding south west facing views of the Gulf of Mexico, Lido Beach and St. Armands Circle. Your private beach get-away! A private 40 ft. balcony takes you outdoors along the length of the unit. The primary bedroom with a King sized bed offers direct gulf front views to the west and north. The guest bedroom has twin full size beds. The living room sofa converts to a queen sleeper bed. The dining and living room are equipped with slider doors to the expansive balcony providing lots of natural light. The kitchen has new appliances and tile flooring throughout. There is no laundry system in the unit, but it is just down the hallway to 2 shared washer/dryers. One covered carport comes with the rental. This treasured building is a landmark on Lido Key, across from Lido Beach, and one block from St Armands Circle where you can take part in shopping and dining. Come to Lido Beach to stroll the sugary white sands, bike or kayak among the mangroves in South Lido Park.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
1350 MAIN ST #1407, SARASOTA, FL 34236
$5,25012 Days on yellowkey MLS ID: A4694993
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1165 Built: 2007Community: 1350 Main ResidentialSpa: NoCondo
Remarks: Stunning High-Rise Condominium in the Heart of Sarasota – Your Urban Oasis Awaits! Welcome to your dream condo at 1350 Main Street, located in the vibrant downtown Sarasota. This exquisite 2-bedroom, 2-bathroom residence offers a perfect blend of luxury, convenience, and modern living - ideal for professionals, retirees, or anyone looking to experience the best of Florida living. Step into this beautifully designed, sleek interior and modern amenties high-rise condo and be captivated by the open-concept layout that maximizes space and light. Enjoy the elegance of the kitchen, which is equipped with top-of-the-line built-in LG and Bosch appliances. The primary bedroom boasts a spacious walk-in closet and easy access to a well-appointed bathroom, ensuring privacy and comfort. A second bedroom, offers flexibility for guests, office space, or family. Both bathrooms are beautifully designed, featuring modern fixtures and finishes. Step out onto your private balcony to soak in the vibrant atmosphere of downtown Sarasota. Living at 1350 Main Residential means embracing a lifestyle filled with amenities, 24-hour security, fitness center, cable TV, internet, maintenance of grounds, and so much more. Enjoy the convenience of being just a stone's throw away from the marina, public transit, and beautiful sidewalks perfect for morning strolls or evening runs. You’ll love being in the heart of a vibrant community while having easy access to nearby restaurants, shopping, and cultural attractions. Call today and experience firsthand the luxurious lifestyle that awaits you at 1350 Main - where modern comfort meets urban sophistication!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
1720 MORRILL ST #4, SARASOTA, FL 34236
$1,3958 Days on yellowkey MLS ID: TB8514710
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1957Community: Morill EnclaveHalf Duplex
Remarks: Morrill Enclave is located in the heart of downtown Sarasota, this 1 bed/ 1 bath unit is only two blocks south of Main Street between Orange and Osprey. There are a total of 12 units with two units in each building plus a laundry facility. The property borders Laurel Park and is just around the corner from restaurants, shops, the farmers market, galleries, Whole Foods, Sarasota Bay, Burns court, and much much more. Located one block south of Ringling Blvd. and only a short walk to downtown, this is an affordable apartment for anyone working or just wanting to be near the downtown business and commercial area. The unit is currently occupied and the tenant requests 24 hour notice prior to showing. This is a non-smoking unit and no pets are allowed. First, last and security are required and may be paid in two installments for qualified tenants.
Listing is courtesy of: TAGER REALTY, INC. (813-817-5566)
Listing Agent: John Kurz (941-915-3439)
1127 S OSPREY AVE, SARASOTA, FL 34236
$6,70061 Days on yellowkey MLS ID: A4689734
REDUCED by $200 (2.9%) on 06/03/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1955Community: Avondale RepSpa: NoSingle Family
High School: None
Middle School: None
Remarks: Annual rental opportunity in Southside Village! This restored 1950's Hacienda home is a true gem, featuring Mexican tile throughout and custom brick archways. The layout includes four bedrooms and four bathrooms, with ensuite bathrooms in three of the rooms. The property offers an expansive brick patio which includes a pool, providing an ideal space for both privacy and entertaining. It is perfectly situated west of the trail, within close proximity to downtown Sarasota, Sarasota Memorial Hospital, and A+ rated schools. Siesta Key beach and various cultural attractions are also just a short distance away. Can be rented furnished or unfurnished. Pictures show home furnished.
512 LAUREL PARK DR, SARASOTA, FL 34236
$4,25058 Days on yellowkey MLS ID: A4690253
REDUCED by $250 (5.6%) on 06/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave At Laurel ParkSpa: NoTownhouse
Remarks: ANNUAL UNFURNISHED TOWNHOUSE 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 a private elevator that provides easy access to every level. The first floor offers a private two-car garage and an oversized closet, while the second level boasts a gourmet kitchen with solid stone counters, stainless appliances, a designer backsplash, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level is dedicated to the owner’s primary suite, which includes a walk-in closet and a spa-like bathroom featuring a large walk-in shower, double vanity, and beautiful tile work. Conveniently located on the same level is the laundry room with a washer and dryer and a utility sink. The fourth level includes two generous en-suite bedrooms with walk-in closets. 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 of Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown Sarasota. Nearby Payne Park offers tennis courts, playgrounds, and a skate park, while Siesta Key, Lido Beach, the 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)
1754 MORRILL ST, SARASOTA, FL 34236
$1,49516 Days on yellowkey MLS ID: A4695105
0 Days Off yellowkey (back on 5/30/2026)
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)
1770 BENJAMIN FRANKLIN DR #507, SARASOTA, FL 34236
$4,99540 Days on yellowkey MLS ID: A4691551
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1207 Built: 1970Community: Lido Harbour TowersCondo
Remarks: Luxurious Condo Steps from Private Beach on Lido Key with washer and dryer in unit. - Welcome to your dream rental in the prestigious Lido Harbour Towers! This exquisite 3-bedroom, 2-bathroom condo offers 1200 sq ft of elegantly appointed living space, with an additional 700 sq ft of expansive terraces for seamless indoor-outdoor living. Prime Location: Just steps from your private beach on Lido Key, perfect for sunbathing, swimming, and relaxing. Spacious Living: 3 bedrooms and 2 bathrooms provide ample space for family and guests. Outdoor Bliss: Enjoy 700 sq ft of terrace space, ideal for dining, entertaining, or simply soaking up the stunning views. Community Amenities: Take advantage of the community pool and clubhouse, enhancing your lifestyle with leisure and social activities. St. Armand’s Circle: A short drive or bike ride away, offering world-class dining, shopping, and entertainment. South Lido Key Park: Close by for outdoor recreation and scenic nature trails. Experience the best of Lido Key living in this exceptional condo, where luxury and location combine to create the perfect coastal retreat … Come find your happy place!
Listing Agent: Mike Sorensen (941-380-2900)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59540 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
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 Agent: Robin De Busk (941-922-4959)
1828 GROVE ST, SARASOTA, FL 34239
$4,50022 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 Agent: Barbara May (404-822-9264)
1770 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$3,495166 Days on yellowkey MLS ID: A4676349
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1970Community: Lido Harbour TowersCondo
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
$6,50040 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)
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