Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2911 WOODPINE CT, SARASOTA, FL 34231
$4,300Listed 06/16/2026 4:59PM MLS ID: W7886784
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1275 Built: 1979Community: Woodpine LakeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year:
Middle School: Brookside Middle
Remarks: Now Available for Rent! Located at 2911 Woodpine Ct in Sarasota, Florida**, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready home is just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, you'll find a bright and open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an inviting space for both everyday living and entertaining. Large windows and sliding glass doors fill the home with natural light while showcasing peaceful views of the lush backyard. The updated kitchen features modern cabinetry, sleek countertops, and ample workspace. A desirable split-bedroom floor plan provides added privacy, with a spacious primary suite offering generous closet space and an updated en-suite bathroom. Two additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy the screened-in porch and spacious backyard surrounded by mature landscaping, perfect for relaxing or entertaining. The attached two-car garage provides plenty of parking and additional storage. Enjoy an exceptional Sarasota lifestyle with easy access to Gulf Gate, Southside Village, St. Armands Circle, Selby Botanical Gardens, Marina Jack, Sarasota Bayfront, waterfront parks, boating, kayaking, shopping, dining, fitness studios, and Sarasota Memorial Hospital, all just minutes away. This exceptional rental offers the ideal combination of location, comfort, and convenience in one of Sarasota's most sought-after neighborhoods.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maidelin Moreira Miranda (813-482-3920)
1638 REDWOOD ST #1, SARASOTA, FL 34231
$1,69542 Days on yellowkey MLS ID: A4692638
REDUCED by $100 (5.6%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1973Community: Pine Shores Estate 1St AddApartment
Elementary School: Phillippi Shores Elementary
Remarks: This 2BR, 2BA residence offers a spacious living experience in a prime Sarasota location. Featuring approximately 1,050 square feet of interior space, thoughtfully designed with a mix of tile for a clean, modern aesthetic. The interior provides an efficient layout with a focus on convenience, including a fully equipped kitchen with a dishwasher, microwave, range, and refrigerator. The large bedrooms provide ample storage with a walk-in closet. Residents of this community enjoy access to on-site laundry facilities, off-street parking, and a community pool. Ideally situated just blocks from Sarasota Bay and the south bridge to Siesta Key, this property places you minutes away from world-class beaches, premier dining, and local shopping. The central location also ensures proximity to top-rated schools, including Phillippi Shores Elementary. Annual leases include lawn care and trash removal, offering a low-maintenance lifestyle in one of Sarasota's most sought-after neighborhoods. 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 monthly pet rent (each) Water: $80 for single, $100 for double occupancy Electric: Tenant responsibility Included: Lawn Care, Pest Control and Trash 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 Management.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Brandon Green (941-806-9963)
2011 OUTER DR #1, SARASOTA, FL 34231
$2,99534 Days on yellowkey MLS ID: A4692477
REDUCED by $5 (0.2%) on 06/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1226 Built: 2017Community: Las Lomas De SarasotaHalf Duplex
Remarks: Built in 2017 and impeccably maintained, this beautifully updated duplex with an attached ADU offers modern comfort and exceptional flexibility in a prime Sarasota location, close to schools in a highly desired district, and near Siesta Key. The main residence is move-in ready and AVAILABLE FURNISHED OR UNFURNISHED (FOR ANNUAL LEASE) featuring elegant modern décor, ceramic tile flooring throughout, and stylish finishes in every space. The attached ADU is reserved for owner use on rare occasions during the year, allowing tenants to enjoy the property with minimal interruption. A fenced backyard provides privacy and space for outdoor enjoyment, while the spacious 2-car garage adds everyday convenience. Ideally located close to shopping, dining, professional services, and daily necessities, this property offers an outstanding opportunity for comfortable long-term living. Owner will also consider furnished lease of 6 months or longer if an annual lease is not preferred.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Karin Robison (847-323-5209)
3755 S SCHOOL AVE #41, SARASOTA, FL 34239
$1,85053 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
Elementary School: Southside Elementary
High School: Sarasota High
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
$9,975Listed 06/16/2026 2:38PM MLS ID: TB8519681
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1794 Built: 1968Community: Royal Palm HarborSpa: NoSingle Family
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)
2739 NASSAU ST, SARASOTA, FL 34231
$1,00015 Days on yellowkey MLS ID: A4695521
0 Days Off yellowkey (back on 6/16/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1971Community: Bahama HeightsApartment
Remarks: Centrally Located Corner Condo: 1 Bed, 1 Bath on Second Floor. This charming unit features polished concrete floors, ideal for easy maintenance. Welcoming small pets with a $300 pet fee, the apartment includes onsite laundry and water/sewer in the rent. No smoking allowed. Conveniently situated near shopping, bus stops, and restaurants.
Listing Agent: Heidi Thompson (941-807-2241)
1650 STICKNEY POINT RD #50-202, SARASOTA, FL 34231
$1,950207 Days on yellowkey MLS ID: A4672337
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975Community: Castel Del MareCondo
Elementary School: Gulf Gate Elementary
Remarks: Available starting May 15, 2026) Escape to this bright and inviting condo in the highly sought-after Castel Del Mare, located just minutes from the world-famous Siesta Key Beach, ranked the #1 beach in the USA. From the moment you arrive, you’ll be welcomed by the light, airy décor and spacious living areas that make this condo feel like a true coastal retreat. Thoughtful touches, including a large walk-in closet, ensure a comfortable and organized stay, while the stylish and relaxed design makes it the perfect setting for a seasonal getaway. Residents of Castel Del Mare enjoy resort-style amenities, including two sparkling pools—one overlooking the Intracoastal Waterway—tennis courts, a fishing pier for casting a line or watching dolphins play, a recreation room, and on-site management for convenience and peace of mind. Nestled along the Intracoastal Waterway, this community offers a rare blend of tropical beachside living and relaxation, where every day feels like a vacation. Don’t miss this opportunity to enjoy your fall escape in paradise—your Florida getaway awaits!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1359 HARBOR DR, SARASOTA, FL 34239
$13,000267 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.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
3001 BEE RIDGE RD #117, SARASOTA, FL 34239
$1,27518 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
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 Agent: Mj Loparco (941-216-0022)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,64968 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 Agent: Maureen Plichta (941-812-5799)
1667 BROOKHOUSE CIR #BR128, SARASOTA, FL 34231
$1,9002031 Days on yellowkey MLS ID: A4484260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1077 Built: 1980 Tax: $2,374 (2021)Community: Pelican Cove XviSpa: YesCondo
Taxes:$2,374
Tax Year: 2021
Remarks: ***AVAILABLE APRIL 2026*** Tastefully furnished first floor condo that sleeps 4. Private screened-in lanai overlooks nature's splendor right outside your patio door! The community pool is steps away from the unit. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No recreation vehicles/No Pickup Trucks No Pets and No Motorcycles.
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
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)
3211 MAYFLOWER ST, SARASOTA, FL 34231
$2,1951 Day on yellowkey MLS ID: A4696490
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1088 Built: 1970Community: Shadow LakesSingle Family
Remarks: Enjoy the Florida lifestyle with Siesta Key Beach just 15 minutes away! This updated 2-bedroom, 2-bath home is located in a desirable neighborhood where most homes, including this one, are situated along a series of ponds and preserves that provide a peaceful backdrop and added privacy. The recently updated kitchen and bathrooms offer modern finishes and comfortable living spaces throughout. A laundry room is conveniently located inside the two-car garage. Step outside to the large fenced backyard, perfect for pets, entertaining, or simply enjoying the outdoors. Conveniently located near shopping, dining, and everyday conveniences, this home combines comfort, location, and lifestyle. Pets are welcome!
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$1,85020 Days on yellowkey MLS ID: A4695048
REDUCED by $100 (5.1%) on 06/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Community: Strathmore Riverside ISpa: NoVilla
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa is available for long-term rental or a minimum 3-month stay in the highly sought-after 55+ Strathmore Riverside Villas community. Available furnished or unfurnished to suit your needs — whether you are a snowbird looking for your perfect seasonal escape or seeking a peaceful year-round residence, this turnkey villa is ready for you. Fresh 2025 upgrades include a brand new kitchen with modern finishes, new flooring throughout, and new plumbing — simply move in and start living. The bright open-concept layout offers comfortable and easy living for up to 2 occupants, with an in-unit washer and dryer, covered carport, and attached storage room. The community is the star of the show. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, or stroll along the scenic Phillippi Creek waterfront. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. Maximum occupancy 2 persons. Minimum lease 3 months, community rules. At least one occupant must be 55 or older. Association approval required prior to move-in.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
1828 GROVE ST, SARASOTA, FL 34239
$4,20025 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
6541 GATEWAY AVE #6541, SARASOTA, FL 34231
$1,70032 Days on yellowkey MLS ID: A4693743
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 900 Built: 1971Community: Gulf GateSpa: NoApartment
Remarks: Experience industrial-modern living in this turnkey-furnished loft apartment located in the vibrant Gulf Gate community of Sarasota. This bright and airy second-floor walk-up (top floor, no elevator) features an open-concept great room design that maximizes natural light and comfortable living space. Inside, you’ll find a cozy king-size bed and large bedroom closet, Smart TV, stylish dining area, and a fully equipped kitchen ready for everyday living. The bathroom includes a walk-in shower, and the unit also features an in-unit washer and dryer for added convenience. Hip casual-chic décor creates a relaxed and welcoming atmosphere throughout the home. Residents enjoy on-site mailbox access and convenient parking directly in front of the building in designated spaces. Located less than one mile from world-famous Siesta Key Beach, this loft places you in the heart of the Gulf Gate Business District, surrounded by trendy cafés, boutique shops, award-winning restaurants, wellness studios, and lively nightlife. Everyday essentials including Publix, Bealls, and Old Navy are just minutes away. Ideal for anyone seeking a stylish, convenient, and relaxed Sarasota lifestyle. Seasonal rental rates include a Summer Special at $1,500 monthly. Contact the listing agent regarding available dates and rental terms. Winter Season rate is $4,000 monthly, providing an excellent opportunity to enjoy Sarasota’s beautiful weather and nearby attractions. Tenant is responsible for electric service, a $50 flat fee for water and sewer, and background check costs.
Listing Agent: Anna Lee Williams (240-315-4672)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,750107 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.
1850 WEBBER ST, SARASOTA, FL 34239
$13,00031 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)
1686 CHAPLINE LN, SARASOTA, FL 34231
$3,000207 Days on yellowkey MLS ID: A4672328
REDUCED by $250 (7.7%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1963Single Family
Remarks: Available August 1, 2026 60 Day Minimum... 3000.00 annually 3000.00 Discover comfort, convenience, and coastal charm in this fully furnished 3-bedroom, 2-bath home located West of the Trail in the highly desirable and non-deed-restricted community of Bayview Acres. Inside, you’ll appreciate the beautifully renovated kitchen, split floorplan, and thoughtful upgrades throughout. Each bedroom is equipped with a ceiling fan for added comfort, and the impact-rated sliding door opens to a serene screened lanai—an ideal spot to unwind after a day at the beach. The fully fenced, spacious yard offers plenty of room to enjoy the outdoors, along with extra space to store bikes, beach gear, or anything else you bring along. Situated within the tranquil bird sanctuary of Bayview Acres, the home provides a peaceful, nature-filled setting perfect for relaxation. This home is designed to make your stay effortless, with all the details that turn a good Siesta Key/Sarasota getaway into a truly memorable experience. Prime Location: Walk or bike to the beach, shopping, and dining—everything is just minutes away. Available for Weekly and Monthly Stays. Take a look—you won’t be disappointed! January through April 2027- 4500.00 monthly plus taxes and fees.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.