Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
357 TIERRA MAR LN #5, SARASOTA, FL 34242
$8,50022 Days on yellowkey MLS ID: A4693123
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2006Community: Village PlaceTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: Located in the heart of Siesta Key, live the island lifestyle year-round in this stunning turnkey furnished townhome, tucked away in a quiet enclave of only six residences, offering the perfect blend of privacy, comfort, and convenience. Available now for annual lease. This immaculate and spacious townhome features 3 bedrooms, 2.5 baths, and tasteful coastal furnishings throughout. Upon entering, you are welcomed by gleaming hardwood floors, plantation shutters on all windows, and a bright open-concept floor plan designed for comfortable island living. The spacious living and dining areas flow seamlessly into the beautifully appointed kitchen, complete with granite countertops, wood cabinetry, gas range, stainless steel appliances, breakfast bar with bar stools, and a water filtration system. Upstairs, the tastefully furnished primary suite offers a king-size bed, private balcony, luxurious ensuite bath with a jetted soaking tub, separate walk-in shower, private water closet, and an oversized walk-in closet with built-in shelving. The second guest bedroom features a queen bed and charming Juliette balcony with a peek view of the canal and private dock, while the third bedroom offers two twin beds, ideal for guests or family. Relax with a morning coffee or evening book on the peaceful screened lanai overlooking the garden patio. Additional features include an attached two-car garage and access to the community’s private pool. Residents also enjoy the private dock located directly across the street — perfect for kayaking, paddleboarding, or fishing. Enjoy the ultimate island lifestyle just a short walk from the world-famous Siesta Key Beach, renowned for its crystal quartz sand and turquoise Gulf waters, as well as Siesta Key Village, where you’ll find charming boutiques, waterfront dining, entertainment, and nightlife. Beyond the island, Sarasota offers endless attractions including museums, festivals, golf, boating, sailing, jet skiing, sunset dinner cruises on Sarasota Bay, and convenient access to University Town Center shopping, Sarasota-Bradenton International Airport, and I-75.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
3001 BEE RIDGE RD #121, SARASOTA, FL 34239
$1,2006 Days on yellowkey MLS ID: A4694957
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateSpa: NoApartment
Elementary School: Wilkinson Elementary
Remarks: Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. This first floor 1BR, 1BA apartment is ready for you to call home! The kitchen features ample storage space, granite counter tops, and stainless-steel appliances including a refrigerator, range, and microwave. The open concept floorplan is the perfect place to host guests, featuring a sliding glass door off the living area that opens out onto your paved patio space! The bedroom is complete with a ceiling fan, and a large closet for extra storage, and includes plenty of space to make this room uniquely yours! A roomy bathroom down the hall completes the remainder of this unit. Centrally located off Bee Ridge, just 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, 35lbs max. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Mj Loparco (941-216-0022)
3001 BEE RIDGE RD #117, SARASOTA, FL 34239
$1,2004 Days on yellowkey MLS ID: A4695322
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateSpa: NoCondo
Remarks: One or more photo(s) has been 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.
3001 BEE RIDGE RD #202, SARASOTA, FL 34239
$1,20019 Days on yellowkey MLS ID: A4693656
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateApartment
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Don't miss the opportunity to rent this 1BR, 1BA condo unit, located right on Bee Ridge Road in Sarasota. Details to this unit include carpet and wood flooring throughout, ceiling fans in every room for added comfort, and a quaint outdoor space. The ideal kitchen features plenty of storage and counter space for meal prepping, with appliances including a refrigerator, range, and microwave. Completing this apartment is a roomy bedroom with a mirrored closet, and a bathroom with a shower and tub combo. *Virtually staged photos shown.* 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.
3413 CLARK RD #114, SARASOTA, FL 34231
$1,700Listed 06/02/2026 1:49PM MLS ID: A4695684
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Community: SiennaCondo
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: ANNUAL FURNISHED 1 BEDROOM, 1 BATH CONDO AVAILABLE NOW! Enjoy the best of Sarasota living in this beautifully updated and tastefully furnished residence conveniently located just off Clark Road. This bright and inviting home features an open-concept floor plan with abundant natural light, attractive flooring throughout, and coastal-inspired furnishings that create a warm and welcoming atmosphere. The updated kitchen offers granite countertops, custom cabinetry, decorative tile backsplash, stainless steel appliances, and ample storage. The spacious living and dining areas flow seamlessly to a private fenced courtyard patio, providing the perfect space for relaxing, entertaining, grilling, or enjoying your morning coffee outdoors. The generously sized bedroom serves as a comfortable retreat with ample closet space and easy access to the updated bathroom. A convenient in-unit stackable washer and dryer provides added functionality while maximizing living space. Residents enjoy access to outstanding community amenities, including a sparkling heated swimming pool, fitness center, and beautifully maintained tropical grounds. The private courtyard overlooks lush green space, creating a peaceful setting rarely found at this price point. Ideally situated near Clark Road and I-75, this property offers easy access to shopping, dining, medical facilities, golf courses, and entertainment. World-famous Siesta Key Beach, Gulf Gate, the Legacy Trail, and downtown Sarasota are all just a short drive away, making this an exceptional opportunity to enjoy the Florida lifestyle year-round. The community is professionally managed and governed by a Homeowners Association (HOA). All prospective tenants must complete the HOA application process and receive approval prior to occupancy. Application fees, approval requirements, and processing times may apply. Available for annual lease. Schedule your private showing today!
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
3001 BEE RIDGE RD #113, SARASOTA, FL 34239
$1,2001 Day on yellowkey MLS ID: A4695530
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Don't miss out on this 1BR, 1BA first floor unit, located on Bee Ridge Rd! This unit features ceramic tile flooring, ceiling fans for additional air flow, and neutral paint. The kitchen has hardwood cabinets and stainless-steel appliances that include a refrigerator, microwave, and range. The open concept living and dining area leads out to a paved patio space out back. The cozy bedroom includes a large closet and is located across from the bathroom for added convenience, completing the interior of this unit. 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.
3001 BEE RIDGE RD #112, SARASOTA, FL 34239
$1,5501 Day on yellowkey MLS ID: A4695525
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 675 Built: 1964Community: South GateSpa: NoCondo
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Check out this 2BR, 1BA unit located at ridge Gardens! This first floor apartment could be the perfect space for you, with neutral paint, and modern wood plank laminate flooring throughout. The kitchen features stainless steel appliances, including a refrigerator, microwave, and range, and plenty of cabinet space for all your storage needs. The open concept living and dining room provides plenty of space to host family and friends, with sliding door access to the back patio, perfect for relaxing and enjoying Florida's amazing weather! Both bedrooms include roomy closets and ceiling fans for additional air flow, while the bathroom across the hall completes the remainder of this unit. Trash and pest control included for your convenience. Laundry unit on site for convenience. Pets are considered, but there are no dangerous breeds. 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 Utilities: Water charges- $80 single and $100 double occupancy. Electric is tenant responsible. 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.
5738 ANTILLES DR, SARASOTA, FL 34231
$2,750281 Days on yellowkey MLS ID: A4662529
REDUCED by $200 (6.8%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1971Community: Phillippi Gardens 03Spa: NoSingle Family
Remarks: Available TODAY through October 31, 2026- $2,500 per month (plus applicable taxes and fees) Fully furnished with a private fenced yard, this clean, comfortable home is completely move-in ready. Located just minutes from world-famous Siesta Key Beach, this charming single-family residence offers 4 bedrooms, 2 bathrooms, and an attached 2-car garage in the desirable Phillippi Gardens neighborhood. Enjoy walking or biking to Phillippi Estate Park, featuring nature trails, fishing piers, a playground, and a popular weekly farmers market. Conveniently located near shopping, dining, and everyday amenities, the home also includes a spacious fenced backyard, laundry room, rear patio, and inviting Florida Room — perfect for enjoying the Sarasota lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
2739 NASSAU ST, SARASOTA, FL 34231
$1,0001 Day on yellowkey MLS ID: A4695521
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 is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Heidi Thompson (941-807-2241)
2227 MONTCLAIR DR #1, SARASOTA, FL 34231
$2,30070 Days on yellowkey MLS ID: A4687276
REDUCED by $200 (8.0%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2118 Built: 1970Community: Monticello Unit 1Spa: NoHalf Duplex
Remarks: Great Location on Spacious Corner Lot. Very Clean and Updated Rental Featuring 3 Bedrooms, 2 Bathrooms. Enjoy the Nice Side Drive & 1.5 Car Garage with Laundry Hook-Up, Big Foyer, Newer Kitchen with Breakfast Bar Overlooking Family Room, 3rd Bedroom Can Also Be Used as Office or Work-Out Room, Primary Bedroom has a Private Entrance, Double Closets and Private Bathroom. New Flooring, Paint and All New Lighting. Very Close to Tamiami and Siesta Key...APPLY HERE https://listing2leasing.com/apply.php?q=2227-n-montclair-dr1-sarasota-fl-34231-muco6y
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Lisa Sanders (773-398-0378)
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,90036 Days on yellowkey MLS ID: A4691461
REDUCED by $50 (2.6%) on 05/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969Community: Bermuda On OspreySpa: NoCondo
Elementary School: Southside Elementary
Remarks: Beautiful 2-bedroom, 2-bath condo located just minutes from Siesta Key Beach (Shell Rd access approx. 5 minutes) and Siesta Key Village (approx. 8 minutes), nestled in the well-established Oasis at Osprey community. Situated on the second floor with convenient elevator access, this inviting residence offers the perfect blend of comfort and location for your Sarasota stay. The condo features a well-appointed kitchen, spacious living and dining areas, two comfortable bedrooms, and two full bathrooms, along with a screened balcony ideal for relaxing and enjoying the Florida lifestyle. Community amenities include a pool, small fitness room, coin laundry, and one assigned parking space, with additional guest parking available (subject to availability). Ideally located just two blocks from The Crossings at Siesta Key, you’ll be surrounded by shopping, dining, and everyday conveniences. With close proximity to Siesta Key Beach, Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Hillview area, and easy access to I-75, this West of the Trail location truly offers it all. Enjoy the best of Sarasota living—beaches, dining, and vibrant city life—all just minutes from your door.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alberto Garcia (941-730-5205)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,69554 Days on yellowkey MLS ID: A4689484
REDUCED by $50 (2.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1979Community: Plaza GardensCondo
Remarks: Ideally situated close to downtown Sarasota and Sarasota Memorial Hospital. This non-street facing second-floor end unit, providing extra privacy has 2 bedrooms and 2 baths, private screened lanai and assigned parking. The building is equipped with a convenient elevator for easy access to your unit. Publix grocery store is just across the street and Siesta Key beach is over the bridge 5 minutes away. Don't miss this opportunity to live in a prime Sarasota location!
Listing Agent: Maureen Plichta (941-812-5799)
3001 BEE RIDGE RD #219, SARASOTA, FL 34239
$1,200141 Days on yellowkey MLS ID: A4677956
REDUCED by $200 (14.3%) on 04/14/2026
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. This second-floor apartment features an open-concept layout. With 1BR and 1BA, it offers a comfortable and efficient living space. The kitchen is perfectly sized and comes equipped with a refrigerator and range. Neutral paint tones and tile flooring throughout create a clean, versatile backdrop that's easy to personalize. The bedroom sits conveniently across from the bathroom and includes a large closet for convenience. Enjoy additional storage space with a utility closet located in the hallway for extra storage. Picture yourself sitting out on your private balcony, enjoying the nice warm breeze after a long day and catching a glimpse of those infamous Florida sunsets. *Virtually Staged photos included.* 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, 35lbs max. $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.
2832 BAY ST, SARASOTA, FL 34237
$2,15051 Days on yellowkey MLS ID: A4689721
REDUCED by $200 (8.5%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1958Community: Greenbriar Homes 2Nd AddSingle Family
Elementary School: Alta Vista Elementary
Remarks: Turnkey Furnished Short-Term Rental Available 5/1/26 - 1/31/27 Only. Recently renovated Mid-Century Modern 3 bedrooms, 2 baths, 1 car garage home just minutes from Downtown Sarasota. Open concept living and dining rooms with cathedral ceilings and wood beams. The Interior and Exterior of the home have been freshly painted. The home has restored Terrazzo flooring throughout. The fully equipped kitchen has new appliances, a pantry, plenty of cabinets for storage, an eat-in countertop that looks out to the living room. The master bedroom has an updated en-suite bathroom with a walk-in shower, the other 2 bedrooms share an updated bathroom with a shower and bathtub. The backyard is fenced and features an amazing paver entertainment area. Walking distance to the YMCA and famous Yoder's Amish Village. Minutes away from world-famous Siesta Key Beach, Lido Beach, St Armand's Circle, museums, and so much more.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59529 Days on yellowkey MLS ID: A4692456
REDUCED by $155 (8.9%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing Agent: Robin De Busk (941-922-4959)
5869 TIDEWOOD AVE #7, SARASOTA, FL 34231
$2,50025 Days on yellowkey MLS ID: A4693002
0 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973Community: Baywood ColonySpa: NoVilla
Remarks: This two-bedroom, two-bathroom residence boasts 1,155 square feet of thoughtfully designed living space, featuring top-quality finishes throughout is now available for lease. Enjoy the open floor plan for entertaining, spacious owner's suite that features a walk-in closet with a private updated bathroom with walk in shower. Right outside the additional bedroom, you'll find an additional fully updated bathroom with a second walk-in shower. The heart of this home showcases a versatile Florida room that seamlessly connects with the main living area, allowing you to curate your ideal indoor-outdoor experience. Enjoy the custom window treatments. Open the windows to welcome gentle bay breezes or close the sliders for a climate-controlled retreat. Recent upgrades include NEW Appliances, Impact-resistant Windows, 2017 ROOF, and comprehensive Replumbing completed in 2018. In 2022, the AC Unit was replaced. Baywood Colony delivers an array of resort-style amenities that cater to an active lifestyle and breathtaking views of Little Sarasota Bay. Residents enjoy access to a heated swimming pool, rejuvenating sauna and engaging billiards room. The community clubhouse serves as a hub for social gatherings and events, fostering a welcoming atmosphere among neighbors. This pet-friendly community's prime location puts you minutes from Siesta Key's renowned beaches and the historic Phillippi Estate Park. Enjoy spectacular sunset views from your own neighborhood while being conveniently situated near exceptional dining establishments and shopping destinations. Experience the perfect blend of coastal living and modern convenience in this thoughtfully appointed waterfront residence. The combination of premium features, community amenities, and an unbeatable location creates an exceptional opportunity for your next chapter in paradise.
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
1891 PROSPECT ST, SARASOTA, FL 34239
$2,800127 Days on yellowkey MLS ID: A4679960
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1091 Built: 1950Community: Floyd & Cameron SubSingle Family
Remarks: Welcome to this charming West of the Trail 2-bedroom, 1-bathroom home Fully furnished. This cozy gem offers a blend of comfort and convenience. Inside, you’ll love the abundance of natural light, updated kitchen with stainless steel appliances, and ceiling fans throughout for added comfort. The home also features air conditioning, central heating, and an inside laundry room complete with a washer and dryer. An enclosed sunroom provides the perfect flexible space—think home office, dining room, reading nook, or art studio. Step outside to the deck, where you can sip your morning coffee under the shade of mature trees and beautiful canopied oaks. The carport offers a small storage area for your outdoor essentials, and the home is pet-friendly too! Situated in an unbeatable location, you’re minutes from Sarasota Memorial Hospital, Southside Village’s vibrant dining and shopping scene, and the cultural offerings of Downtown Sarasota and Sarasota Bay. Plus, explore Florida’s famous coastline with quick access to Siesta Key Beach, Lido Beach, and St. Armands Circle. Lawn care is included in rent—don’t miss this opportunity. Call today to schedule your showing and make this home yours! Note: This pet-friendly home is move-in ready—don’t wait, it won’t last long!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
1828 GROVE ST, SARASOTA, FL 34239
$4,50011 Days on yellowkey MLS ID: A4694432
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1559 Built: 1925Community: South Poinsettia ParkSingle Family
Remarks: Great West of Trail home that has been updated with modern conveniences while retaining the original charm of the classic Florida bungalow. The primary suite addition has a huge walk-in closet and large spa like bath with double sinks and walk in stepless oversized shower. The split bedroom plan has the second bedroom and bath off the living room. The updated kitchen is open to the living area and includes granite countertops, a generous sized countertop with seating area, a gas range plus a door to the side yard if you want to barbecue. An additional room that can be used as an office and an interior laundry room provide added conveniences. At the end of the brick paved driveway is a large separate 2 car garage and an additional brick paved area. Southside Village is nearby with popular shops and restaurants to enjoy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1738 SIESTA DR, SARASOTA, FL 34239
$6,50029 Days on yellowkey MLS ID: A4692339
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2013Community: GranadaSpa: NoSingle Family
Remarks: Available June 1st, this newer (2013) “West of Trail” pool home offers an ideal opportunity to get settled ahead of the upcoming school year in the highly regarded Southside Elementary district, just a short bike ride away. Offered at $6,500/month with an annual lease preferred (6-month considered), the home provides flexibility with furnishings — available furnished or unfurnished. Elevated 22 feet above sea level in an X flood zone, it delivers both peace of mind and easy coastal living with a thoughtful layout featuring 4 bedrooms along with a versatile downstairs bonus space ideal for a media room, playroom, or additional lounge area. All bedrooms located on the 2nd level with bonus room, great room and kitchen on the main. Southern exposure fills the coastal-casual great room and updated kitchen with natural light, overlooking a private saltwater pool and lush tropical setting. Pocketing sliders create seamless indoor-outdoor living, perfect for relaxing or entertaining beneath the flowering plumeria. Designed for low-maintenance living, the property includes artificial turf, mature landscaping, and multiple outdoor gathering areas, with pool care, lawn care, and internet included in the rent. A two-car garage features a Tesla Level 2 EV charger and space for bikes and beach gear. Located in the historic Granada neighborhood with easy access to Southside Village dining, including Shakespeare’s Craft Beer & Gastro Pub, and just 10 minutes to both Siesta Key and Downtown Sarasota. Pets considered on a case-by-case basis with owner approval and deposit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
3008 HILLVIEW ST, SARASOTA, FL 34239
$2,30075 Days on yellowkey MLS ID: A4686754
0 Days Off yellowkey (back on 5/31/2026)
REDUCED by $300 (11.5%) on 05/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1095 Built: 1953Community: Rio Vista ResubSingle Family
Remarks: Available for an annual lease, this updated 3-bedroom, 2/1-bathroom cottage is tucked away on a quiet dead-end street in the heart of Sarasota. The open-concept living area features a unique tongue-and-groove ceiling and rustic wood beams, giving the home a warm, custom feel. You’ll find a modern kitchen with light color shaker cabinets, stone countertops, and stainless steel appliances, plus durable luxury vinyl flooring throughout. No carpet here. The primary suite includes a private, renovated bath with contemporary tile and a new vanity. Outside, the oversized backyard offers plenty of space and privacy. This unfurnished home is minutes from Sarasota Memorial Hospital, Downtown, and the world-class beaches of Siesta Key. Move-in ready and perfectly located for a convenient Sarasota lifestyle. CALL TODAY.. ***PLEASE NOTE THAT WATER IN THIS PROPERTY IS SUPPLIED BY A WELL AND SEPTIC SYSTEM-therefore you have NO water bill!.***
Listing Agent: Hamid Mohajir (941-557-8556)
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