Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1255 N GULFSTREAM AVE #1101, SARASOTA, FL 34236
$7,0001 Day on yellowkey MLS ID: A4695734
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1923 Built: 1982Community: Bay PlazaSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year:
Middle School: Booker Middle
Remarks: Virtually Staged. Live the ultimate Sarasota lifestyle at 1255 N Gulfstream Ave #1101, a rarely available largest end unit in Bay Plaza—originally designed as a full 3-bedroom layout. This renovated 3-bedroom, 2-bath, 11th-floor Sarasota condo is available for lease in downtown Sarasota, Florida. Perfectly situated in downtown Sarasota, this bright and airy residence offers sweeping views of Sarasota Bay, Marina Jack, and the vibrant city skyline. Floor-to-ceiling hurricane-impact windows and recently installed hurricane-rated sliding glass doors provide stunning natural light, energy efficiency, and quiet comfort. The open-concept layout seamlessly connects a spacious living area, dining area, and a modern kitchen with sleek quartz countertops—ideal for both entertaining and everyday living. Recent upgrades include fresh interior paint, stylish new glass shower doors and vanities in both bathrooms, updated ceiling fans and light fixtures, expanded storage with a wine cooler in the kitchen, and custom closet systems throughout. Step outside onto one of four private balconies to enjoy spectacular sunrises, sunsets, and front-row seats to Sarasota’s signature fireworks celebrations, including the Fourth of July at Marina Jack. As a resident of Bay Plaza, you’ll enjoy premium amenities, including secure two-car garage parking, 24/7 valet parking, EV charging stations, and attentive concierge services. Unwind at the heated pool, relax in the spa, or stay active in the state-of-the-art fitness room with sauna and steam room. There’s also a shaded entertainment deck, outdoor grilling area, extra storage, and onsite maintenance staff for your convenience and peace of mind. Perfectly positioned in the heart of downtown Sarasota, Bay Plaza places you within easy reach of trendy restaurants, boutiques, Bayfront Park, Marie Selby Botanical Gardens, Florida Studio Theater, Sarasota Opera House, Whole Foods, the Saturday Farmers Market, and Sarasota’s vibrant cultural scene. Enjoy quick access to St. Armands Circle, Longboat Key, and the city’s stunning beaches.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
1155 VILLAGIO CIR #202, SARASOTA, FL 34237
$1,6501 Day on yellowkey MLS ID: TB8518540
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002Community: VillagioCondo
Elementary School: Tuttle Elementary
Remarks: Enjoy Sarasota living at its best in this bright and updated 1-bed/1-bath condo just minutes from downtown. Whether you love being close to beaches, restaurants, or spring training games, this location puts you right in the heart of it all. Inside, the condo feels open and comfortable, with new appliances, in-unit laundry, and tons of storage—including two walk-in closets. Step outside onto your private balcony, perfect for morning coffee or unwinding after work. Villagio is a quiet, gated community with a pool, a small gym, and easy access to everything. The unit can be rented furnished if you prefer, and move-in can be as early as July 1. Rent is $1,650/month, and 825$ security deposit. Villagio Condominium Association requires a $100 background check.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Philip Gilchrist (908-839-7209)
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
Elementary School: Southside Elementary
High School: Sarasota High
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)
1015 VILLAGIO CIR #201, SARASOTA, FL 34237
$1,6951 Day on yellowkey MLS ID: A4695149
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Community: VillagioCondo
Remarks: This charming and spacious 2/2 top floor corner unit is available now for annual rent. The condo features its own entrance/staircase and has new carpet throughout the common spaces and tile flooring in the bathrooms and kitchen. You’ll like the unit’s feel right as you enter the living / dining room area with the high tray ceilings. Glass sliding doors lead out to your private covered lanai and bring in lots of natural light. The kitchen with breakfast bar completes the open feel and has plenty of storage. The primary bedroom includes a roomy walk-in closet and an en-suite bathroom with a shower. The second bedroom is located on the other side of the unit, providing privacy and ample closet space. A guest bathroom with tub is right next door. A designated office nook plus a laundry closet with washer and dryer finish the unit off. The unit is nestled within the gated Villagio condominium association, minutes away from downtown Sarasota, shopping and the beautiful beaches, with easy access to 301, I75 and public transportation. Community amenities include a heated resort-style pool, tennis court, playground and gym. Rent is set at $1695 (no utilities included). First month's rent and a security deposit (equal to one month's rent) are required prior to moving in. RoseBay International Realty does not manage this rental property; we are solely helping the landlord to secure a new tenant. Call today to set up a showing or virtual tour.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
3010 RINGWOOD MDW #6, SARASOTA, FL 34235
$2,10066 Days on yellowkey MLS ID: A4689324
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1301 Built: 1981Community: Villas Of PapillionVilla
Elementary School: Gocio Elementary
Remarks: Two bedroom two bath Villa located in the "Heart of The Meadows". Walking distance to the Meadows shopping center and the Villas of Papillion community pool. "NEW" LVP flooring. Painted with neutral colors, kitchen boasts granite counter tops, a large pantry and space for a small breakfast table. Sliding glass doors across the back of the living room area open to a large screened lanai which has a large storage closet for all those beach chairs and other items. The Meadows offers 13 miles of walking trails throughout the golf community, close to I-75, the University Town Center Mall, dining and shopping. Just a short drive to any of the Suncoast beaches. Owner will allow one small pet with deposit, property is a NO SMOKING unit.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
4821 WINSLOW BEACON #42, SARASOTA, FL 34235
$1,95010 Days on yellowkey MLS ID: A4695545
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1985Community: Winslow Beacon / The MeadowsSpa: NoCondo
Remarks: Annual Rental Available – 4821 Winslow Beacon, Sarasota, FL Owner seeking long-term tenant. Beautifully, move-in ready 2-bedroom, 2-bath condo available for an annual lease in the highly desirable Winslow Beacon community of The Meadows. Offered furnished or partially furnished, this second-floor residence features soaring vaulted ceilings, laminate flooring throughout, modern furnishings, and an open-concept living and dining area that feels bright and spacious. The split-bedroom floor plan provides privacy, while the primary suite offers a large walk-in closet and ensuite bath. Both bedrooms feature ceiling fans for year-round comfort. Enjoy morning coffee or evening relaxation on the screened lanai overlooking the community pool and lush tropical landscaping. Just steps from the community pool and surrounded by the natural beauty of The Meadows, residents enjoy convenient access to walking and biking trails, golf, tennis, shopping, dining, UTC, downtown Sarasota, and the area's world-famous Gulf beaches. Property Features: • 2 Bedrooms | 2 Bathrooms • Annual Rental • $1,950 per month • Furnished or partially furnished • Vaulted ceilings • Laminate flooring throughout • Spacious living and dining areas • Large walk-in closet in primary bedroom • Ceiling fans in bedrooms • Screened lanai with pool views • Steps to the community pool • Assigned parking • Full-size washer and dryer Lease Terms: • Owner seeking a 1- to 3-year lease • Application is a 2-step process with 2 separate fees ($50 and $100) • One small pet considered with required pet deposit • Available July 1st • Pickleball, tennis and fitness can be obtained with separate fees • No trucks or commercial vehicles allowed for overnight parking Enjoy comfortable Florida living in one of Sarasota's most sought-after communities. Schedule your private showing today!
Listing Agent: Amy Chapman (941-225-1500)
1397 43RD ST, SARASOTA, FL 34234
$2,2505 Days on yellowkey MLS ID: O6414988
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1930Community: SunnybrookSingle Family
Remarks: Virtually Staged. Charming and cozy updated bungalow available now for rent in Sarasota! This coastal-inspired home features a newer kitchen and bathroom, a spacious first-floor laundry room, and a private second-floor master bedroom loft. The exterior offers a wonderful wood deck for outdoor entertainment, mature trees, and an extra storage shed. Features a fully fenced-in backyard with a secure, lockable rollaway gate for protected parking. Terrific location with easy access to everything. Don't miss this rental opportunity!
Listing is courtesy of: RELATED GENERAL REALTY, LLC. (305-932-6365)
Listing Agent: Hector Sanchez (305-987-0302)
3468 PARKRIDGE CIR #33-201, SARASOTA, FL 34243
$1,800480 Days on yellowkey MLS ID: A4640865
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2004Community: Parkridge Ph 33 & 19Condo
Elementary School: Emma E. Booker Elementary
Remarks: PARKRIDGE - NEW PRICE! Ask me about a $1,000 rebate and application fee refund. Centrally located at University Parkway and Lockwood Ridge Road, this beautifully maintained 3-bedroom, 2-bath condo offers unobstructed lake views with a fountain from the screened lanai — the perfect spot to relax and enjoy peaceful water views. The community features beautifully landscaped grounds and a large heated swimming pool for year-round enjoyment. Enjoy the convenience of being just minutes from UTC Mall, shopping, 5-star restaurants, a movie theater, I-75, downtown Sarasota, and Lakewood Ranch. Parkridge Association Board of Directors requires 30 days for application approval. A Resident Selection Criteria form must be signed prior to scheduling a showing. NO PETS.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Elsie Salazar (941-284-7645)
1064 N TAMIAMI TRL #1304, SARASOTA, FL 34236
$2,4003 Days on yellowkey MLS ID: A4696735
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1084 Built: 2007Community: Broadway PromenadeSpa: YesCondo
High School: Riverview High
Remarks: Annual Rental – Furnished 2 Bedroom, 2 Bath Condo at Broadway Promenade / Experience the best of downtown Sarasota living at the elegant Broadway Promenade, a 187-unit condominium community located across from Sarasota Bay in the heart of the city's Cultural Arts District. This beautifully remodeled and tastefully furnished third-floor residence is bright and inviting, filled with natural light and overlooking the tranquil courtyard. Open the windows and enjoy the soothing sound of the courtyard fountain. The kitchen features solid wood cabinetry, slab granite countertops, stainless steel appliances including a double oven, a breakfast bar, pass-through to the dining area, and a pantry. The spacious primary suite offers a large walk-in closet, private balcony, and an en-suite bathroom with a soaking tub and separate walk-in shower. The guest bedroom includes a double closet and easy access to the second full bathroom. Residents enjoy an exceptional amenity package, including 24-hour concierge service, a resort-style heated pool and spa, BBQ grills with outdoor dining areas, a well-equipped fitness center with locker rooms and sauna, a clubroom with full kitchen and bar, library, business center, billiards room, activity room, guest suites, and outstanding community Wi-Fi service. Conveniently located with Publix just outside your door, and the Van Wezel Performing Arts Hall, Sarasota Municipal Auditorium, shopping, dining, and entertainment nearby. Pioneer Park, adjacent to the north side of the building, offers two tennis courts and additional green space. The unit also includes one assigned parking space in the secure underground garage. Sorry, no pets permitted per the association. Call today—this exceptional rental opportunity won't last long! 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.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
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)
1664 10TH ST, SARASOTA, FL 34236
$1,80022 Days on yellowkey MLS ID: A4694541
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1954Community: Petroutsa Brothers SubSingle Family
Remarks: This charming bungalow features modern updates throughout, including stylish bathrooms, flooring, new kitchen cabinets, and elegant marble countertops. Sitting on a spacious 5,000 sq ft lot with mature landscaping, this property is within one block of the beautiful Gillespie Park Village, local dining, and shopping. The Rosemary District and Main Street are just a short stroll away, offering fine dining, opera, theaters, and a vibrant farmer's market. Additionally, it's only a 10-minute drive to the unique shops and restaurants of St. Armands Circle and the stunning crystal quartz sands of Lido Beach. This property can be rented as furnished or unfurnished.
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
5623 MONTE ROSSO RD, SARASOTA, FL 34243
$2,22047 Days on yellowkey MLS ID: A4691507
REDUCED by $5 (0.2%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1090 Built: 1994Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Remarks: Step into this beautifully refreshed 2-bedroom, 2-bath villa in the highly desirable Riviera Club Village at Longwood Run. This home is the definition of move-in ready, offering a fully furnished, turnkey experience—everything you see is included! Featuring a rare two-car garage and the villa boasts a redesigned kitchen with soft-close cabinetry, sleek tile flooring throughout, and elegantly remodeled bathrooms. Whether you are looking to buy, lease, or explore a path to ownership, this completely furnished villa offers the perfect tropical retreat without the hassle of moving furniture. This listing is an active rental with a flexible rent-to-own option available. Contact the listing agent today for more information regarding rental rates and specific rent-to-own terms.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
4456 DEL SOL BLVD, SARASOTA, FL 34243
$2,90024 Days on yellowkey MLS ID: A4693091
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1771 Built: 1989Community: Longwood RunSpa: YesSingle Family
Remarks: Unfurnished, Annual Rental available 6/1/2026. Nestled in the sought-after Longwood Run neighborhood of Sarasota, this beautifully appointed former model home offers an exceptional blend of elegance, comfort, and privacy. Designed with an expansive open floor plan, the residence features soaring vaulted ceilings and spacious living areas filled with natural light, creating an inviting atmosphere ideal for both relaxing and entertaining. At the heart of the home is a large kitchen with an inviting breakfast nook, perfect for casual dining and morning coffee. A separate den with custom built-ins provides the ideal space for a home office, library, or media room. Step outside to your own private retreat, where a sparkling pool and spa are surrounded by lush landscaping, offering complete privacy and a tranquil setting for outdoor living year-round. This exceptional rental combines refined living with the peaceful charm of one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
5609 SHEFFIELD GREENE CIR #47, SARASOTA, FL 34235
$2,00057 Days on yellowkey MLS ID: A4690347
REDUCED by $200 (9.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1991Community: Sheffield GreeneCondo
Remarks: Discover tranquility in this impeccably updated 2-bedroom, 2-bathroom first-floor corner villa located in the Meadows Golf & Country Club, where modern luxury meets a serene, park-like setting. Bathed in natural light, the open interior features stunning White Oak hardwood floors that flow seamlessly into two glass-enclosed four-seasons rooms, the perfect vantage points for enjoying your private, lush views year-round. The primary suite serves as a true retreat, offering a king-size bed, a generous walk-in closet, and a master bath with counter-height vanities and a walk-in shower. A comfortable guest room with a queen bed ensures a premium experience for visitors. Located just steps from the heated community pool, you are also a short ride away from everything The Meadows has to offer. This prestigious community spans 1,650 lush acres with 80 lakes, 16 miles of nature trails, three 18-hole golf courses, and 17 Har-Tru tennis courts (fees apply). Perfectly positioned minutes from the UTC Mall, I-75, and the world-class dining and beaches of Downtown Sarasota, St. Armands Circle, and Lido Beach.
Listing is courtesy of: EMERALD REALTY BROKERAGE (941-740-5411)
Listing Agent: Pam Hagan (941-400-6682)
3365 MELODY LN, SARASOTA, FL 34237
$1,795107 Days on yellowkey MLS ID: A4684095
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 909 Built: 1956Community: Melody HeightsSpa: NoSingle Family
Remarks: Close to Downtown Sarasota, this 2BR, 1BA home features a fenced backyard, an oversized screened lanai, a sizeable carport, and plenty of large windows throughout! As you walk in, terrazzo flooring fills the home with old Florida charm while complementing the open concept floorplan. The kitchen is equipped with a refrigerator, microwave, and range, along with a breakfast bar for casual dining. Down the hall you will find the shared bathroom, complete with a shower/tub combo and additional storage for all. Both bedrooms at the end of the hall are filled with natural lighting and plenty of space for your personal touch! Don't forget to enjoy the lovely Florida weather in the oversized fenced backyard- perfect for your fury friends and family gatherings! With only 10 minutes from all of the excitement of Downtown Sarasota, you will be close to all things shopping, dining, and entertainment. Enjoy days off at some of Florida's award-winning beaches, with Lido Beach just a short 15 minutes away and 20 minutes from Siesta Key Beach and Anna Maria Island! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! Application fee: $100 Application fee. Pets: $250 refundable pet fee and $25/mo. pet rent. (1) dog or cat only, max 30lbs. Utilities: Water/electric/lawn is tenant Responsibility. $10/mo. HVAC fee Laundry: Washer/Dryer Hookups 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)
3724 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$2,5004 Days on yellowkey MLS ID: A4696453
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1980Community: Glen Oaks Manor Homes Phase 1Spa: YesVilla
Remarks: Furnished 2-Bedroom Villa with Hot Tub in Glen Oaks Manor - Enjoy easy, maintenance-free living in this turn-key furnished 2-bedroom, 2-bathroom villa located in the peaceful Glen Oaks Manor community in Sarasota. Offering approximately 1,630 square feet of comfortable living space, this home features an open-concept layout filled with natural light. The spacious living area seamlessly flows to a private courtyard complete with a hot tub—perfect for relaxing evenings or outdoor dining. The primary suite also offers direct courtyard access, creating a wonderful indoor-outdoor connection. A well-appointed kitchen, generous bedrooms, and ample storage make this villa both functional and inviting. Surrounded by majestic oak trees, scenic lakes, and tranquil walking paths, Glen Oaks Manor is known for its serene setting and beautifully maintained grounds. Additional highlights include a two-car garage and a prime location just minutes from I-75, downtown Sarasota, shopping, dining, and the area’s world-renowned Gulf Coast beaches. This home offers a comfortable and inviting lifestyle in one of Sarasota’s most desirable communities. Available for long-term rental
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Nelson Reyes (813-843-7003)
1640 STICKNEY POINT RD #40-101, SARASOTA, FL 34231
$2,100182 Days on yellowkey MLS ID: A4674926
REDUCED by $200 (8.7%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1975Community: Castel Del MareSpa: NoCondo
Elementary School: Gulf Gate Elementary
Remarks: Available June through December 2026 2100.00.. Not Available for Season of 2027 January through March. Freshly updated and fully furnished, this ground-floor condo offers easy living with in-unit laundry and a reserved parking space, making it perfect for a comfortable seasonal stay. Located in the resort-style, waterfront community of Castel Del Mare, the condo is beautifully furnished and thoughtfully equipped with everything needed for a relaxing getaway. The location is unbeatable — just a 10-minute walk to Siesta Key’s Crescent Beach, and a short stroll to dining, shopping, jet ski rentals, and more. Enjoy biking to Siesta Key Village or crossing the bridge to hop on the free trolley, giving you true walkability without needing your car. Community amenities include two heated pools, a kayak launch, pickleball and tennis courts, a fishing pavilion, and a coastal boardwalk. Rental options include an annual lease at $2,300/month starting in May 2026...
Listing Agent: Robert D. Bevington (412-671-3142)
1064 N TAMIAMI TRL #1635, SARASOTA, FL 34236
$2,500373 Days on yellowkey MLS ID: A4655059
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1051 Built: 2007Community: Broadway PromenadeCondo
Elementary School: None
Remarks: Welcome to the best value in downtown Sarasota! Available June 1, 2027. This rarely available furnished 2-bedroom, 2-bath condo is located in the upscale Broadway Promenade, offering luxurious amenities and a vibrant urban lifestyle. The spacious open floor plan features granite countertops, stainless steel appliances, upgraded wood flooring, and ceramic tile in wet areas. Enjoy your morning coffee on the east-facing balcony overlooking the pool and city. Broadway Promenade offers unmatched amenities including a 24/7 concierge desk, resort-style pool, health spa, fitness center, business center, billiards room, and guest suites. Under-building parking and secure storage are included for your convenience. Ideally located across from the Van Wezel Performing Arts Hall, Municipal Auditorium, and Bayfront Park. Just steps from Publix, dining, salon, fitness, dentist, and more — everything you need is right outside your door. Walk to the Players Theatre, shopping, and Sarasota’s best downtown attractions. Move-in ready! Season $2900 month plus tourism tax, Off season $2500 month plus tourism tax. Application fee $100 each adult, Administration fee $100.00, $75 application fee to Broadway Promenade applies.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Diane Skelly, Pa (941-724-4989)
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
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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
800 N TAMIAMI TRL #212, SARASOTA, FL 34236
$2,50010 Days on yellowkey MLS ID: N6144566
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007Community: AlinariCondo
Remarks: Available for Lease Luxury Downtown Sarasota Living at Alinari Experience contemporary luxury and urban convenience at Alinari, one of downtown Sarasota’s premier condominium communities in the highly sought-after Rosemary District. This beautifully updated 2-bedroom, 2-bathroom residence features a desirable split-bedroom floor plan, fresh interior paint, elegant new molding, luxury vinyl flooring throughout, soaring 10-foot ceilings, and recessed lighting that enhances the bright and inviting living spaces. The spacious living and dining area opens to a private balcony overlooking lush green spaces, offering the perfect setting to enjoy peaceful mornings and shaded afternoons. The well-appointed kitchen provides ample cabinetry and storage while seamlessly connecting to the main living area, ideal for everyday living and entertaining. The primary suite serves as a private retreat with a generous walk-in closet and an en-suite bath featuring dual vanities, a garden tub, and a separate walk-in shower. The guest bedroom is conveniently located near a full guest bathroom with a modern walk-in shower, ensuring comfort and privacy for visitors. Residents of Alinari enjoy an exceptional collection of resort-style amenities, including 24-hour concierge service, secure covered parking, EV charging stations, bike storage, guest suites, a heated 80-foot swimming pool, spa, fitness center, saunas, massage room, theater, club room, library, billiards room, wine cellar, business center, conference rooms, and WiFi throughout the common areas. The community is also pet-friendly and offers a fully fenced green space for pets to enjoy. Ideally located adjacent to The Bay Park, this residence provides unparalleled access to Sarasota’s vibrant waterfront lifestyle. Enjoy being just moments from downtown Sarasota, world-class dining, shopping, arts and entertainment venues, St. Armands Circle, Lido Beach, and Siesta Key Beach. Don’t miss this opportunity to lease a exceptional residence in one of Sarasota’s most desirable downtown communities. Schedule your private showing today.
Listing Agent: Patrick Brogley (941-361-9031)
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