Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4821 WINSLOW BEACON #42, SARASOTA, FL 34235
$1,85054 Days on yellowkey MLS ID: A4695545
0 Days Off yellowkey (back on 7/23/2026)
REDUCED by $100 (5.1%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1985Community: Winslow Beacon / The MeadowsSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Gocio Elementary
High School: Booker High
Tax Year:
Middle School: Booker Middle
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
4440 WEYBRIDGE #4440, SARASOTA, FL 34235
$1,800102 Days on yellowkey MLS ID: A4688269
REDUCED by $100 (5.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985Condo
Remarks: ** AVAILABLE NON-SEASON 2026 ONLY!!** TURNKEY FURNISHED 2 BEDROOM CONDO AT THE MEADOWS! FABULOUS LAKE & GOLF COURSE VIEWS! Nicely Furnished combination Living & Dining rooms. Screened Balcony faces East for Morning sun. Master BR has King size bed & walk-in closet, updated bathroom has step-in Shower. 2nd Bedroom has Twin beds. Guest bath can be closed off from Living areas, making it an ensuite for 2nd Bedroom. Eat-in Kitchen. New AC so you will be cool! Water, sewer & trash included in rent, Electric capped at $75 a month. No pets. Near UTC Mall, Restaurants, I-75, & Benderson Lake Park! RENTED FOR 2027 SEASON. Memberships to the Meadows Golf and/or Tennis available.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Kathy Liga (941-920-6070)
2976 POPLAR ST, SARASOTA, FL 34237
$2,10013 Days on yellowkey MLS ID: A4700026
0 Days Off yellowkey (back on 7/22/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1326 Built: 1954Community: Glen RidgeSingle Family
Elementary School: Alta Vista Elementary
High School: Sarasota High
Remarks: If you're looking for an affordable, spacious bungalow in a quiet neighborhood just minutes from downtown Sarasota and everything the area has to provide, look no further! This charming home features a fenced backyard that's perfect for pets, outdoor entertaining, or simply relaxing in your own private space. Situated on a peaceful street in a pet-friendly setting, it offers the ideal combination of comfort, convenience, and value. Don't miss your opportunity to make this Sarasota home your own—schedule your private showing today!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
3005 CHIANTI CT #1003, SARASOTA, FL 34237
$1,750310 Days on yellowkey MLS ID: A4665754
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002Community: VillagioCondo
Elementary School: Tuttle Elementary
Remarks: Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!
Listing Agent: Vlado Konatar (941-718-8293)
4632 RINGWOOD MDW #28, SARASOTA, FL 34235
$1,59596 Days on yellowkey MLS ID: A4691030
REDUCED by $205 (11.4%) on 07/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1980Community: Pinebrook HollowCondo
Remarks: This cozy 2 bedroom 2 bath condo is available furnished on an annual basis. Just perfect for the individual that wants to enjoy life in a golf course community that is close to everything including the UTC Mall, I-75, beautiful beaches, shopping/dining, and much more. The great big screened lanai overlooks the community pool, kitchen has a pass through to dining area, large storage closet in living room area. Enjoy the 15 miles of walking trails throughout The Meadows and join community activities. Owner prefers no pets, this is a no smoking unit.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
1350 MAIN ST #1407, SARASOTA, FL 34236
$4,75056 Days on yellowkey MLS ID: A4694993
REDUCED by $500 (9.5%) on 07/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1165 Built: 2007Community: 1350 Main ResidentialSpa: NoCondo
Elementary School: Southside Elementary
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)
50 CENTRAL AVE #11A, SARASOTA, FL 34236
$7,5006 Days on yellowkey MLS ID: A4700627
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005Community: Plaza At 05 Points ResidencesCondo
Remarks: Seasonal or Annual Luxury Rental in the Heart of Downtown Sarasota / Experience upscale downtown living at The Plaza at Five Points, one of Sarasota's premier luxury condominium residences. This beautifully updated, turnkey furnished 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and sophisticated city living. Available for $7,500 per month during high season (December through April), $3,500 per month during the off-season (May through November), or as an annual rental for $3,500 per month. The spacious floor plan welcomes you with an inviting entry foyer featuring a dedicated office nook, ideal for working remotely or planning your next day of adventure. The updated kitchen is appointed with quartz countertops, newer high-end appliances, and ample cabinetry, opening to the spacious living and dining areas. The primary suite offers beautiful downtown Sarasota views, a California-style walk-in closet, private en-suite bathroom, and direct access to the covered lanai. The guest bedroom is generously sized and also enjoys scenic city views. The private lanai, accessible from both the living room and primary suite, is the perfect place to relax with your morning coffee or unwind after a day exploring Sarasota. Additional features include two secure under-building parking spaces conveniently located near the lobby and a private storage unit. Residents enjoy an exceptional collection of resort-style amenities, including 24-hour concierge service, valet parking, a rooftop heated pool and spa, outdoor grilling area, cabana with gazebo, fitness center, community room with catering kitchen and fireplace, conference room, and a guest suite available for visiting family and friends. Located in the heart of Downtown Sarasota, you'll be just steps from award-winning restaurants, boutique shopping, art galleries, theaters, live entertainment, the Sarasota Opera House, and Whole Foods Market. Marina Jack, Sarasota Bay, The Bay Park, Selby Gardens, St. Armands Circle, Lido Beach, Longboat Key, and world-famous Siesta Key Beach are all just minutes away, making this the perfect home base for enjoying everything Sarasota has to offer. HOA Approval Required: This community is governed by a homeowners association (HOA). The HOA charges fees for lease applicants, which may include application processing, background screening, common area deposits, and other applicable fees. Prospective tenants should allow adequate time for the HOA approval process prior to move-in. Please contact the listing agent for specific HOA requirements and fees. Whether you're looking for a luxurious seasonal getaway or an exceptional place to call home year-round, this residence offers the ultimate Downtown Sarasota lifestyle. Call today to schedule your private or virtual showing.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
3092 VIA SIENNA CIR, SARASOTA, FL 34243
$2,70011 Days on yellowkey MLS ID: A4700195
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2022Community: Sienna Park Twnhms/UniversityTownhouse
Elementary School: Emma E. Booker Elementary
Remarks: Luxury Townhome Living with Single-Family Space in Sienna Park! Welcome to 3092 Via Sienna Circle, a beautifully designed end-unit townhome in the gated Sarasota community of Sienna Park at University. This 2022 built property offers the expansive feel of a single family home with the low maintenance convenience of townhome living, featuring 3 bedrooms, 2.5 bathrooms, and 2,221 square feet of heated living space. The home provides exceptional privacy with peaceful, conservation views. From the moment you arrive, the extra space of the corner lot is apparent. The pavered driveway accommodates up to four vehicles, complemented by an attached two car garage featuring a clean, epoxy-coated floor, while guest parking is conveniently located directly across the street. Inside, natural light pours into the open floorplan, which includes two separate living spaces to accommodate relaxing, gathering, or working from home. The well appointed kitchen is built for functionality, offering ample workspace, tile flooring, and a massive walk-in pantry. Upstairs, the primary bedroom and two additional bedrooms are generously sized, each equipped with large walk-in closets for optimal storage. A spacious interior laundry room adds daily convenience. Residents enjoy access to the Sienna Park community pool and a charming neighborhood atmosphere. The location is unbeatable situated just moments from University Town Center, SRQ Airport, Downtown Sarasota, dining, shopping, and world-class beaches. Reach out today to schedule your showing!
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Brianne Bender (843-231-0402)
1213 GRANTHAM DR, SARASOTA, FL 34234
$2,50041 Days on yellowkey MLS ID: A4696581
0 Days Off yellowkey (back on 7/21/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2143 Built: 2019Community: Bradford Manor TwnhmsSingle Family
Remarks: Coming Soon | Available August 13, 2026 Welcome to Bradford Manor, a gated enclave of newer construction townhomes ideally located just minutes from Downtown Sarasota, University Town Center, Sarasota-Bradenton International Airport, and the Gulf Coast's world-renowned beaches. Built in 2019, this spacious and meticulously maintained residence offers over 2,100 square feet of living space with 3 bedrooms, 2.5 bathrooms, and a versatile bonus room that can function as a home office, media room, playroom, or optional fourth bedroom. The open-concept main living area is designed for both everyday comfort and entertaining, featuring soaring ceilings, abundant natural light, and a beautifully appointed kitchen complete with granite countertops, solid wood shaker cabinetry, stainless steel appliances, a dedicated pantry, and an oversized breakfast bar. Home chefs will appreciate the premium GE Café smart range with built-in convection baking and Wi-Fi connectivity. Sliding glass doors lead to a private screened lanai, creating the perfect indoor-outdoor living space for relaxing or enjoying Florida's year-round sunshine. Upstairs, the spacious primary suite features large walk-in closets, dual vanities, a linen closet, and an en-suite bath with a tiled walk-in shower. Two additional guest bedrooms, a full bathroom, the bonus room, and a conveniently located second-floor laundry area with full-size washer and dryer complete the upper level. Additional features include 18" ceramic tile flooring in main living areas, plush carpeting in bedrooms, custom faux wood blinds, an integrated in-wall pest defense system, a powder bath on the first floor, attached one-car garage, private driveway, and ample guest parking. Residents enjoy access to Bradford Manor's heated community pool and spa, beautifully maintained grounds, sidewalks, and gated entry. Exceptional value with rent including: • High-speed internet • Basic cable television • Trash service • Exterior maintenance • Lawn and landscape care • Exterior pest control • Community amenities Offering a low-maintenance lifestyle in one of Sarasota's most convenient locations, with easy access to US-301, US-41, University Parkway, I-75, downtown Sarasota, Lakewood Ranch, shopping, dining, and entertainment. Available August 13, 2026. Private showings will begin 7/10/2026. Contact us today for additional information and leasing details. Don't miss the imersive 3D interactive virtual tour available for this property! Click on the virtual tour link/icon to take a digital walkthrough and explore every detail of this beautiful home.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ciro Rocco (716-908-9692)
4757 WINSLOW BEACON #20, SARASOTA, FL 34235
$4,300726 Days on yellowkey MLS ID: A4618855
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984Community: Winslow BeaconCondo
Remarks: RENTED: January, February, and March 2025. New Updates throughout this fully furnished seasonal rental property. New tile floors, throughout the property, new bath vanities and counter tops, mirrors and window coverings. Large laundry room with side-by-side washer/dryer. Master bedroom has queen bed, TV, walk-in closet and entry to screened lanai. Guest bedroom has Queen bed. Fully furnished. Off season rentals available at reduced rates. Owner prefers not pets, this is a no smoking unit.
1991 MAIN ST #Aster - B4, SARASOTA, FL 34236
$3,606493 Days on yellowkey MLS ID: O6292278
INCREASED by $19 (0.5%) on 07/20/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1300 Built: 2024Apartment
Elementary School: None
Remarks: 15 month lease price. Currently offering up to 3 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. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline, to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting impression. We look forward to hosting you!
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
1991 MAIN ST #Aster B5 Den, SARASOTA, FL 34236
$3,023493 Days on yellowkey MLS ID: O6292283
REDUCED by $81 (2.6%) on 07/20/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1463 Built: 2024Apartment
1991 MAIN ST #Links B1 PH, SARASOTA, FL 34236
$6,272493 Days on yellowkey MLS ID: O6292289
INCREASED by $15 (0.2%) on 07/20/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2212 Built: 2024Apartment
Remarks: Penthouse Unit! Currently offering up to 3 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. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline, to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting impression. We look forward to hosting you!
800 N TAMIAMI TRL #806, SARASOTA, FL 34236
$3,10019 Days on yellowkey MLS ID: A4699436
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1310 Built: 2007Community: AlinariSpa: YesCondo
Remarks: **Limited time offer- First Month Free!** Discover sophisticated downtown living in this beautifully furnished 2-bedroom, 2-bathroom condominium at Alinari, one of Sarasota's premier luxury residences in the highly sought-after Rosemary District. This spacious home features a private terrace overlooking the lush, resort-style tropical pool, creating a serene retreat in the heart of the city. Inside, the open-concept floor plan seamlessly connects the living, dining, and kitchen areas, offering both comfort and functionality. The well-appointed kitchen boasts solid stone countertops, stainless steel appliances, a closet pantry, abundant cabinetry, generous workspace, and a convenient breakfast bar. The primary suite offers a king-size bed, expansive walk-in closet, and a luxurious en-suite bath complete with dual vanities, a soaking tub, and a separate walk-in shower. The guest bedroom features a queen-size bed, dedicated workspace, walk-in closet, and direct access to a full bathroom with a walk-in shower. Residents of Alinari enjoy an exceptional collection of resort-style amenities, including a heated pool and spa, state-of-the-art fitness center, sauna, theater room, billiards and card rooms, elegant clubroom with catering kitchen, conference rooms, library, wine cellar, EV charging stations, guest suites, 24-hour concierge service, reserved garage parking, and private storage. Perfectly situated, this residence is just steps from Sarasota's premier cultural and entertainment destinations, including the Van Wezel Performing Arts Hall, The Bay Park, and the Players Theatre. A Publix supermarket is conveniently located less than a block away, while downtown Sarasota's renowned restaurants, boutiques, galleries, and waterfront attractions are all within walking distance. St. Armands Circle and Lido Beach are only a short trolley ride away. Experience the perfect blend of luxury, convenience, and vibrant urban living in one of Sarasota's most desirable addresses.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
2066 7TH ST, SARASOTA, FL 34237
$1,79534 Days on yellowkey MLS ID: A4697905
0 Days Off yellowkey (back on 7/20/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 944 Built: 1948Community: Pos Sub Of Lt 7 Blk NSingle Family
Remarks: Step on into this adorable 2-bedroom, 1-bathroom home, close to all things Downtown Sarasota! The Florida room entrance is surrounded by ample windows, creating the perfect bright and airy atmosphere for the rest of the home! The kitchen, with a side entrance to the home, features sleek and modern cabinets with classic stainless-steel hardware, an exposed pantry space for additional storage, and appliances, including a range, refrigerator, and microwave! The open floor plan concept is the perfect layout for this home, creating an inviting space for all of your friends and family. Along with ample large windows in every room, this home is also adorned with unique built-in shelving throughout, giving you all the extra room you need to make every space your own! Both bedrooms feature ceiling fans and a full-sized closet for all of your storage and wardrobe needs. The shared bathroom comes complete with a beautiful, tiled shower, marble-inspired tile flooring, and a marble vanity with cabinetry under the sink to match. Enjoy the luxury of a covered back patio and abundant backyard space, perfect to entertain your friends and family, and enjoy all the warm Florida weather all year-round. Washer and dryer hookups out back for added convenience. Minutes away from Downtown Sarasota and right near Gillespie Park, you are close to all things shopping, dining, and entertainment, and only a short drive to some of Florida's most beautiful beaches! Spend days off at Paine Park with the family or take a stroll down Main Street; the options are endless! Don't miss out on this ideal location and schedule a showing with one of our leasing agents today! 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: Pets accepted. $250 Refundable pet fee and $25/mo. pet rent Utilities: Electric and Water is tenant responsibility 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, criminal, 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: Brandon Green (941-806-9963)
508 LAUREL PARK DR, SARASOTA, FL 34236
$4,500111 Days on yellowkey MLS ID: A4689094
REDUCED by $400 (8.2%) on 07/20/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave/Laurel Park RepTownhouse
Remarks: ANNUAL UNFURNISHED TOWNHOME 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 private elevator that provides easy access to every level. The first floor offers a private two-car garage and oversized closet, while the second level boasts a gourmet kitchen with quartz counters, stainless appliances, induction cooktop, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level includes two generous en-suite bedrooms with walk-in closets, and the entire fourth floor is dedicated to a luxurious owner’s suite featuring a walk-in closet, spa-like bath, and a thoughtful bar area with beverage refrigerator. 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 to Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown. Nearby Payne Park offers tennis, playgrounds, and a skate park, while Siesta Key, Lido Beach, 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)
500 N JEFFERSON AVE #3, SARASOTA, FL 34237
$1,45036 Days on yellowkey MLS ID: A4697489
REDUCED by $50 (3.3%) on 07/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 465 Built: 1974Community: Jefferson ClubSpa: NoCondo
Remarks: Charming rental located just minutes from downtown. This cozy home features new appliances, an updated shower, and a skylight that brings in plenty of natural light, creating a bright and welcoming atmosphere. Enjoy your own private fenced backyard patio, perfect for relaxing or entertaining, along with an enclosed front porch that adds extra living space. The community pool is just steps away, making it easy to enjoy Florida living year-round. A washer and dryer are included for your convenience, and the location offers quick access to downtown shopping, dining, entertainment, and local attractions. This well-maintained rental is the perfect blend of comfort, convenience, and charm.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jennifer Provost (941-536-3141)
2588 COLORADO ST, SARASOTA, FL 34237
$2,72510 Days on yellowkey MLS ID: A4700313
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1585 Built: 1955Community: Ringling ParkSingle Family
Remarks: Prime Downtown Sarasota Rental Opportunity Positioned in one of Sarasota’s most desirable locations, this charming 3-bedroom, 2-bath single-family residence offers both character and versatility. A spacious bonus room provides flexibility to serve as a fourth bedroom, private office, den, fitness space, or additional living area - easily adapting to your lifestyle. The home features a one-car garage, new flooring throughout, and a thoughtfully renovated kitchen designed for both style and functionality. Enjoy an exceptional lifestyle with close proximity to Sarasota’s most sought-after destinations. Walk or bike to Payne Park, the Legacy Trail, Selby Gardens, and vibrant Main Street, or take a short drive to Sarasota Bayfront, St. Armands Circle, Lido Beach, and Sarasota Memorial Hospital. Dining, shopping, and top-rated schools are all within easy reach. Rental Details: Monthly Rent: $2,725. Application Fee: $100 each adult. Administrative Fee: $100. Security Deposit: Equal to one month’s rent. First Month’s Rent: Due prior to move-in. Pets are welcome with a $350 non-refundable fee (No aggressive breeds permitted)
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Diane Skelly, Pa (941-724-4989)
974 TENNESSEE LN, SARASOTA, FL 34234
$1,800188 Days on yellowkey MLS ID: TB8466639
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1961Community: Bay HavenSpa: NoHalf Duplex
Remarks: Get move in days for free when signing a lease in the month of July 2026. West of N Tamiami Trail and the bay (US-41) in a private and quiet neighborhood. - Walk 2 blocks to watch the sunsets on the bay or exercise or stroll through the beautiful neighborhood on the Sarasota Recreational Trail. Duplex in Ind. Beach/Sapphire Shores neighborhood. Fully remodeled unit with new roof, impact windows, updated plumbing/electrical, and central cooling/heating. Updated kitchen with shaker cabinets, quartz counter tops, and stainless steel appliances. Beautiful bathroom with modern plumbing fixtures. Shared covered laundry. 1-1/2 miles to downtown Sarasota, 4 miles to St. Armands Circle and Lido Key, and 6 miles to Siesta Key. 2 blocks to Ringling College excellent for student housing. Enjoy single family home living in this tree lined street close to everything with much privacy and security. Parking on premises. NO FLOOD/EVACUATION ZONE ** Unit can be rented furnished or unfurnished **
Listing is courtesy of: LUXURY REAL ESTATE GROUP LLC (561-929-7304)
Listing Agent: Jorge Trujillo (305-218-1126)
3926 CALLIANDRA DR, SARASOTA, FL 34232
$2,90011 Days on yellowkey MLS ID: A4700251
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 1976Community: Glen Oaks Country Club EstatesSpa: NoSingle Family
Remarks: Fantastic 3BR pool home. Completely remodeled top to bottom. Newer paint inside and out, new pool cage, new A/C, new garage door, new kitchen and baths, granite counters, stainless appliances, newer carpet, new blinds, new raised panel doors throughout. Walk to Sarasota's public Country Club - Bobby Jones, great facility with 45 holes of golf, clubhouse, and tennis courts. Lots or nearby shopping, post office, etc. This home will rent quickly. Call to arrange a showing. Looking for a steady long term tenant.
Listing Agent: Kenneth Cowles (941-954-4443)
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