Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3755 S SCHOOL AVE #41, SARASOTA, FL 34239
$1,85054 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
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: 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)
1770 S OVAL DR, SARASOTA, FL 34239
$8,950Listed 06/16/2026 5:34PM MLS ID: A4697020
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3771 Built: 1935Community: Mcclellan ParkSpa: YesSingle Family
Remarks: This unique single family pool home is located in the historic McClellan Park neighborhood—a sought-after "West of the Trail" area in Sarasota, Florida. A true personal sanctuary that gives you the feel of being in your own tropical oasis. The original floorplan has been modified and added onto to give this home the ability to be utilized to fit your needs. 3 different decks ,a beautiful pool (not heated) and hot tub ,a screened-in Lanai and tropical landscaping. Entry to original Living Room with fireplace opens to a flex room with doors to a side deck. The original first floor Master Bedroom with fully updated ensuite bath is perfect for In-laws and guests ,2 more bedrooms and a guest bath are down the hallway. The beautiful custom built Kitchen leads you into the new Great Room with vaulted ceilings , built-in entertainment center and French doors leading to the screened -in Lanai. A full Pool Bath, a Laundry Room and a Garage entry complete the first floor. The new Master Suite occupies the entire second floor creating your own private retreat which leads out to a large wraparound balcony overlooking the pool ,and lush tropical back yard setting.There is a gorgeous custom spa-like Bath and walk-in closet. A Spiral Staircase leads up to a loft perfect for a study/reading nook. This home with natural Florida landscape and foliage really gives you the feel of living in a Tropical Oasis. The owner is covering ALL ELECTRIC bills which is very rare and a big savings to tenants. All other utilities are the Tenant's responsibility. Pool care and all landscaping maintenance is included. Pets are accepted at owners discretion with a Non-refundable pet fee.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Catherine Foley (941-961-8978)
1232 NORTHPORT DR, SARASOTA, FL 34242
$9,9751 Day on yellowkey MLS ID: TB8519681
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1794 Built: 1968Community: Royal Palm HarborSpa: NoSingle Family
Elementary School: Phillippi Shores Elementary
Remarks: Annual Rental: Waterfront 3BD/2BA home with private pool and sailboat water with boat slip. Looking for a laid-back Siesta Key flip-flop lifestyle with urban conveniences? Discover 1232 Northport Drive, a secluded, peaceful setting less than one mile from world-famous Siesta Key beach. This updated island one-story home awaits your annual escape from daily demands, but not too far, as high-speed internet provides the AI connection between paradise and business. Bring your family, dog, and boat for an amazing year in the tropics. The home is currently furnished, and the owners will consider removing the furniture so you can move in your personal belongings for comfort. The home is offered as an annual rental that includes pool and grounds maintenance and inside laundry room with full sized washer/dryer; however, tenants are responsible for utilities, including renters’ insurance, water/sewer, and electricity. The application process includes a background check, with a desired minimum credit score of 680/person. No smoking, vaping, or recreational drugs permitted. The home is ready now for your arrival. Live your Siesta Key dream, waiting for your move. Call for private showings; in person or virtual.
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
2246 CORK OAK ST W, SARASOTA, FL 34232
$6,500238 Days on yellowkey MLS ID: A4669343
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 1989Community: Colonial OaksSpa: YesSingle Family
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: LOVELY single family home available to rent in the desirable community of Colonial Oaks. This turnkey furnished home is located on a quiet cul-de-sac, has 3 bedrooms, 2 bathrooms, kitchen/family room combination, dining room, bonus game room, split bedrooms, 1,844 square feet and plenty of room to spread out. The kitchen has lots of cabinet and counter space for cooking and preparing plus bar seating. The primary bedroom has a king sized bed, walk in closet and an ensuite bathroom with walk in shower and double sinks. The two guest bedrooms also have king sized beds. The guest bathroom has a tub/shower combination. The home has a fantastic lanai with seating, outdoor television, sink/wet bar, fire pit with seating area, a BBQ grill and saltwater heated pool and hot tub. This home is not one to miss. Colonial Oaks is located close to I75, University Town Center, Pinecraft, Siesta Key Beach and all that Sarasota has for fun and entertainment. Available now through January 2026 then open for March 2026 and on for single or multiple month bookings. Guest to also pays state/local tax, booking fee and damage deposit. Sorry no pets allowed.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
1359 HARBOR DR, SARASOTA, FL 34239
$13,000268 Days on yellowkey MLS ID: A4665856
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3223 Built: 1947Community: Harbor AcresSpa: NoSingle Family
Remarks: STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two islands, stainless appliances, double ovens, drawer microwave, counter and cabinet space for all your needs, open dining room space, coffee bar and large floor to ceiling windows that look into the lanai and backyard/pool area. The first floor has a spacious living room, three bedrooms, one of which has a fireplace in it. There is a jack and jill bathroom between two of the bedrooms both with large closets. The second floor primary suite is a true owners retreat with a large bedroom with built in walk in closet, separate wall closet, private oversized balcony that looks over the backyard and pool, bonus bedroom or den/office with built in closets and a large primary bathroom with double sinks, walk in shower, water closet, soaking tub, linen closet and heated towel rack. The backyard is a beautiful oasis for enjoying with a heated pool, fenced yard and plenty of lush landscaping and green space. The home has a half bathroom, laundry room with utility sink, full sized washer and dryer and a two car garage. The owner will consider a dog with a $300 non refundable pet fee and $1,500 refundable deposit. The home is available immediately for an annual rental. Close to downtown Sarasota, Siesta Key, opera house, theaters, restaurants and much, much more! Call today as this will not last long.
3001 BEE RIDGE RD #117, SARASOTA, FL 34239
$1,27519 Days on yellowkey MLS ID: A4695322
INCREASED by $75 (6.3%) on 06/16/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateSpa: NoCondo
Elementary School: Wilkinson Elementary
Remarks: Virtually Staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Don't miss this first-floor 1BR, 1BA apartment offering a comfortable and convenient layout! The open-concept living and dining area, complete with wood plank laminate flooring, creates an inviting space for your invited friends and family. The kitchen comes equipped with a refrigerator and range, and plenty of counter and cabinet space for all your meal prepping needs. Completing the apartment is a roomy bedroom with carpet flooring, a bathroom, and outdoor access to a paved patio space. 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)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,64969 Days on yellowkey MLS ID: A4689484
REDUCED by $26 (1.6%) on 06/16/2026
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! Reduced security deposit to qualified applicants. Easy to show, schedule today.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
3533 BAHIA VISTA ST, SARASOTA, FL 34239
$1,1951 Day on yellowkey MLS ID: A4695703
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 850 Built: 1986Community: HomecroftHalf Duplex
Elementary School: Alta Vista Elementary
Remarks: This comfortable 1 bed, 1 bath apartment in a 2-unit duplex offers affordable living in a great location. You’ll enjoy all major kitchen appliances (refrigerator, stove/oven, dishwasher, microwave) plus a washer & dryer in the unit. The neighborhood is known for its unique Amish/Mennonite heritage and local dining spots. First, last, and security required. Utilities not included. Sorry, no pets. First, last, and security deposit required.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
4230 SHADY OAKS CT, SARASOTA, FL 34233
$3,15098 Days on yellowkey MLS ID: A4685832
REDUCED by $350 (10.0%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1276 Built: 1981Community: Quail Tr EstatesSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Beautifully renovated - with new roof and hurricane protection windows and doors *** 3 bedrooms = 2 bathrooms home with POOL - and absolutely breathtaking fully fenced back yard overlooking lake ** Great family neighborhood - for the young - or for the young at heart. *** This wonderful home is located in a secluded and private enclave of just few homes *** Centrally located - close to everything - shopping, banks - restaurants - Doctor's and Memorial hospital - and Siesta Key beach - the number one beach in USA - - also just few extra minutes to St. Armand's circle and Lido Beach. *** Easy ride to UTC Mall - The new occupant will appreciate the quality of this home and the serene setting - watching the most amazing sunsets from your pool deck overlooking the lake *** Privately managed with just one phone call if needed***
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Maria Balaz (941-780-5723)
111 GOLDEN GATE PT #802PH, SARASOTA, FL 34236
$25,0006 Days 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)
4316 VIA PIEDRA CIR #5-204, SARASOTA, FL 34233
$2,2008 Days on yellowkey MLS ID: A4695996
REDUCED by $150 (6.4%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2006Community: Stoneridge Ph 1 2 3 7 8 9Condo
Remarks: Location, Location, Location. SARASOTA FOR LEASE at STONERIDGE Condominiums. FURNISHED ANNUAL. Second Floor Townhouse, THREE BEDROOMS and TWO BATHS. King bed in Master, twin beds in second bedroom, third bedroom den/office with sleeper sofa. One car GARAGE and guest parking. STONERIDGE is an exclusive GATED community that is centrally located and with quick access to Interstate I-75 and just 7 miles form Siesta Key beaches and village. Walk next door to URFER FAMILY PARK and enjoy nature, playgrounds and historic buildings at this 55 acre site where you can walk or hike 1.4 miles of paved and primitive trails through pine flatwoods. MOVE-IN Ready for you to make this your comfortable townhome with a private screened lanai with views of the tropical trees and landscaping. Available for a seven month or longer lease. Pet friendly. Please call to schedule a showing.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Patrice Ivan (941-993-0823)
1828 GROVE ST, SARASOTA, FL 34239
$4,20026 Days on yellowkey MLS ID: A4694432
REDUCED by $300 (6.7%) on 06/15/2026
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)
4212 CENTER GATE LN #2, SARASOTA, FL 34233
$2,25044 Days on yellowkey MLS ID: A4692385
REDUCED by $250 (10.0%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1516 Built: 1980Community: Center Gate Village 4Villa
Remarks: Welcome to this beautifully updated 2-bedroom, 2-bath villa in the desirable Center Gate community of Sarasota. This spacious home features an open floor plan with new luxury vinyl plank flooring, fresh interior paint, and modern finishes throughout. The large living area flows seamlessly into a bright kitchen with ample cabinetry and a cozy breakfast nook. An enclosed Florida room provides flexible bonus space, ideal for relaxing, working from home, or entertaining. The primary suite offers a built-in closet and private en-suite bath with a walk-in shower. The second bedroom is perfect for guests or a home office. Enjoy peaceful green space views from the enclosed lanai. Additional features include a 2-car garage for convenient parking and storage. Residents have access to the community’s heated pool and clubhouse. Conveniently located near shopping, dining, and Sarasota’s Gulf beaches. Tenant responsible for electric, water, and optional internet.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Kayla Lamb (941-315-9500)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,750108 Days on yellowkey MLS ID: A4684215
REDUCED by $600 (17.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Remarks: Available May 15 through October 31, 2026, at a newly reduced rate of just $2,300 per month! November and December are available for $2,750 per month, and January is available for $5,000. Also available as an annual rental for $3,350 per month. Enjoy private access to the soft white sands and tranquil beauty of Turtle Beach on Siesta Key from this beautifully furnished 5th-floor penthouse. Offering picturesque bay and treetop views, this move-in-ready residence is located within one of South Siesta Key's most desirable Gulf-to-Bay communities. Designed for effortless coastal living, the light-filled interior features an open split-bedroom floor plan and tile flooring throughout. The updated kitchen showcases granite countertops, additional cabinetry, and ample workspace, while both bathrooms have been refreshed with stylish new vanities. Take in sweeping bay views from the living area, or enjoy the rare luxury of a privately owned beachside cabana—perfect for storing beach chairs, umbrellas, and all your seaside essentials while keeping Siesta Key's famous white sand where it belongs. Situated in the quieter southern section of the Key, you'll enjoy a peaceful setting while remaining close to local restaurants, shopping, and island activities. Hop aboard the Froghopper or Free Ride Trolley to explore Siesta Key with ease. Bay Tree amenities include: Private beach access to Turtle Beach Two heated pools (beachside and bayside) Grilling and picnic areas Free boat slips for owners Kayak storage racks On-site management Reserved owner parking Ample guest parking Whether you're walking to nearby dining, kayaking on the bay, enjoying a sunset beach stroll, or simply relaxing and taking in the views, this exceptional property offers the best of both bayfront and beachfront living. Seasonal Rates: May 15 – October 31, 2026: $2,300/month November – December 2026: $2,750/month January 2027: $5,000/month Annual Rental Rate: $3,350/month Contact us today for availability and additional details.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1850 WEBBER ST, SARASOTA, FL 34239
$13,00032 Days on yellowkey MLS ID: A4693021
REDUCED by $2,000 (13.3%) on 06/14/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026Community: Poinsettia Park 2Spa: YesSingle Family
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)
4 MAGGIE LN #Symphony, SARASOTA, FL 34232
$2,46212 Days on yellowkey MLS ID: O6414374
INCREASED by $1 (0.0%) on 06/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 2023Apartment
Elementary School: Fruitville Elementary
Remarks: Active senior living community! Currently offering up to 2 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. Life is a musical journey. Like a melody that inspires movement and joy, Arietta (meaning “melody”) guides you toward a life filled with purpose and passion. Discover exceptional comfort and expansive living with some of the largest two-bedroom apartment homes in Sarasota, FL, thoughtfully designed for today’s senior lifestyle. With personalized services, engaging amenities, and community connection, you can embrace the rhythm of carefree living and enjoy the beautiful harmony ahead. Active senior living at Arietta is defined by our robust lifestyle program and engaging community culture. Surrounded by like-minded seniors, our residents embrace an active lifestyle by participating in a myriad of events such as socials, fitness classes, educational events, outings, and activities to enhance their well-being and nourish their vibrant spirit. Get a feel for what a month at our apartment rentals for seniors looks like by downloading our sample event calendar, or call us to see what we have planned for our residents this month – we’re happy to share!
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
4 MAGGIE LN #Crescendo, SARASOTA, FL 34232
$2,46712 Days on yellowkey MLS ID: O6414371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1161 Built: 2023Apartment
Remarks: Active senior living community! 1 Bedroom unit with office. Currently offering up to 2 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. Life is a musical journey. Like a melody that inspires movement and joy, Arietta (meaning “melody”) guides you toward a life filled with purpose and passion. Discover exceptional comfort and expansive living with some of the largest two-bedroom apartment homes in Sarasota, FL, thoughtfully designed for today’s senior lifestyle. With personalized services, engaging amenities, and community connection, you can embrace the rhythm of carefree living and enjoy the beautiful harmony ahead. Active senior living at Arietta is defined by our robust lifestyle program and engaging community culture. Surrounded by like-minded seniors, our residents embrace an active lifestyle by participating in a myriad of events such as socials, fitness classes, educational events, outings, and activities to enhance their well-being and nourish their vibrant spirit. Get a feel for what a month at our apartment rentals for seniors looks like by downloading our sample event calendar, or call us to see what we have planned for our residents this month – we’re happy to share!
4 MAGGIE LN #Harmony, SARASOTA, FL 34232
$2,15712 Days on yellowkey MLS ID: O6414364
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 940 Built: 2023Apartment
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,85051 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 unfurnished 2-bedroom, 2-bath condo available for annual rental in the well-located Oasis on Osprey community in Sarasota. This second-floor residence offers elevator access, a spacious living and dining area, a well-appointed kitchen, two comfortable bedrooms, two full bathrooms, and a screened balcony for relaxing outdoor space. The community offers a pool, small fitness room, coin laundry, one assigned parking space, and guest parking subject to availability. The location is one of the strongest features of this condo. It is just minutes from Siesta Key, Southside Village, Sarasota Memorial Hospital, Hillview, Downtown Sarasota, shopping, dining, grocery stores, and everyday conveniences. The Crossings at Siesta Key is approximately two blocks away, making errands, restaurants, and services very convenient. This is a great option for someone looking for a clean, well-located annual rental west of Tamiami Trail with easy access to beaches, medical facilities, downtown Sarasota, and daily conveniences. Annual lease preferred. Unfurnished.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alberto Garcia (941-730-5205)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$3,2507 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)
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