Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3534 RICHWOOD #44, SARASOTA, FL 34235
$2,1001 Day on yellowkey MLS ID: A4697992
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1588 Built: 1979Community: HeronmereCondo
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: Spacious and beautifully updated 3-bedroom, 2 bath condominium overlooking the 16th fairway with stunning views of the golf course and tranquil waterway. Enjoy the scenery year-round from the open lanai featuring sliding glass enclosures. This bright and inviting home offers generously sized rooms, a large walk-in closet, and abundant storage space throughout. Additional features include covered carport parking with a private storage closet, plus ample guest parking. Residents can relax at the heated community pool, which overlooks the golf course and waterway, providing a peaceful resort-like setting. Located in the highly desirable The Meadows, this beautiful golf community features two championship golf courses, miles of scenic lakes and nature preserves, and over 13 miles of walking and biking trails. Residents also enjoy convenient access to dining, shopping, and a variety of recreational amenities. Move-in ready and available now ---don't miss this opportunity to enjoy the Florida lifestyle at its finest!!!!!!!!
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Dolly Snyder (941-350-5949)
4456 DEL SOL BLVD, SARASOTA, FL 34243
$2,79536 Days on yellowkey MLS ID: A4693091
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $105 (3.6%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1771 Built: 1989Community: Longwood RunSpa: YesSingle Family
Elementary School: Emma E. Booker Elementary
Remarks: Unfurnished, Annual Rental available 6/1/2026. Nestled in the sought-after Longwood Run neighborhood of Sarasota, this beautifully appointed former model home offers an exceptional blend of elegance, comfort, and privacy. Designed with an expansive open floor plan, the residence features soaring vaulted ceilings and spacious living areas filled with natural light, creating an inviting atmosphere ideal for both relaxing and entertaining. At the heart of the home is a large kitchen with an inviting breakfast nook, perfect for casual dining and morning coffee. A separate den with custom built-ins provides the ideal space for a home office, library, or media room. Step outside to your own private retreat, where a sparkling pool and spa are surrounded by lush landscaping, offering complete privacy and a tranquil setting for outdoor living year-round. This exceptional rental combines refined living with the peaceful charm of one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
800 N TAMIAMI TRL #203, SARASOTA, FL 34236
$3,20042 Days on yellowkey MLS ID: A4693525
REDUCED by $100 (3.0%) on 06/17/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007Community: AlinariSpa: NoCondo
Elementary School: Alta Vista Elementary
Remarks: Downtown SARASOTA Bay Front ALINARI for RENT. Ready for MOVE-IN. This well decorated and FURNISHED two bedroom/two bath condominium is perfect for three months or longer stay at the Alanari Condominiums building. Available now for reservations of three months or longer stay. Across the street from the Van Wezel Concert Hall and the Sarasota Bay. Walking distance to grocery store, theatres, and restaurants. Alinari is an upscale building located across from the Sarasota Bay, with a world class swimming pool and a, fitness center, and many more amenities to enjoy. Rates for Season December through April $5500 and for May through November $3,200. Call today to schedule a showing.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Patrice Ivan (941-993-0823)
5687 N HONORE AVE #411, SARASOTA, FL 34243
$2,90044 Days on yellowkey MLS ID: A4693293
REDUCED by $50 (1.7%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 2023Community: Montserrat At UtcSpa: NoCondo
Remarks: One or more photo(s) has been virtually staged. Welcome to this spacious end-unit condo offered Unfurnished Annual rental, perfectly positioned in one of the area’s most convenient and desirable locations just south of University Parkway. Enjoy a true Florida lifestyle with walkability to University Town Center, premier shopping and dining, Mote Marine SEA Aquarium, and Nathan Benderson Park, a nationally recognized rowing destination. Downtown Sarasota, beautiful Gulf Coast beaches, and Sarasota-Bradenton International Airport are all just a short drive away. This is more than just a home—it’s a lifestyle. This beautifully designed 3-bedroom, 2-bath residence features an open-concept floor plan filled with natural light from thermal storm-impact windows and sliding glass doors that provide both safety and energy efficiency. The chef-inspired kitchen is ideal for entertaining family and friends, complete with solid wood cabinetry, quartz countertops, stainless steel appliances, pantry, and a spacious island with breakfast bar seating. The primary suite offers a peaceful retreat overlooking the pond and green space, featuring a spa-style en-suite bathroom with dual sinks, walk-in shower, and a generous walk-in closet. Two additional bedrooms are thoughtfully positioned on the opposite side of the unit, providing added privacy for guests or family members. Step onto the large screened lanai and enjoy your morning coffee or unwind with an evening drink while taking in the tranquil surroundings. Rent includes water, sewer, trash, and exterior pest control. This unit has a 2 car garage and access to community pool. Schedule your private showing today and experience comfortable Florida living in an exceptional location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Rania Dargham (941-323-1052)
1397 43RD ST, SARASOTA, FL 34234
$2,15017 Days on yellowkey MLS ID: O6414988
REDUCED by $100 (4.4%) on 06/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1930Community: SunnybrookSingle Family
Elementary School: Tuttle Elementary
Remarks: Virtually Staged. Charming and cozy updated bungalow available now for rent in Sarasota! This coastal-inspired home features a newer kitchen and bathroom, a spacious first-floor laundry room, and a private second-floor master bedroom loft. The exterior offers a wonderful wood deck for outdoor entertainment, mature trees, and an extra storage shed. Features a fully fenced-in backyard with a secure, lockable rollaway gate for protected parking. Terrific location with easy access to everything. Don't miss this rental opportunity!
Listing is courtesy of: RELATED GENERAL REALTY, LLC. (305-932-6365)
Listing Agent: Hector Sanchez (305-987-0302)
1638 REDWOOD ST #5, SARASOTA, FL 34231
$1,4959 Days on yellowkey MLS ID: A4697276
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Community: Pine Shores Estate 1St AddCondo
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: This spacious 1BR, 1BA condo is everything you have been looking for, complete with a large front porch for sunset watching and just minutes away from the beautiful Siesta Key Beach! The large front porch welcomes you to this cozy condo! The lovely kitchen offers the perfect space for the aspiring chef, complete with bright cabinets throughout, ample counter space for all of your meal prep needs, and appliances including a refrigerator, microwave, dishwasher, and range. The open concept floorplan allows for a seamless transition between the rest of the home and offers plenty of space to entertain your invited guests. Large windows, neutral paint, tile flooring throughout, and crown molding make decorating a breeze! A roomy bedroom and bathroom complete the interior of this condo. 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: (1) small pet considered. $250 Refundable pet fee and $25/mo. pet rent Utilities: Water: $80 single occupancy, and $100 double occupancy Electric: tenant responsible 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, 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)
765 JOHN RINGLING BLVD #1, SARASOTA, FL 34236
$2,9952 Days on yellowkey MLS ID: A4697791
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963Community: Sarasota HarborCondo
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Beautifully renovated ground-floor END unit condo available for lease in the desirable 55+ Sarasota Harbor community, located just minutes from St. Armands Circle, Lido Beach, South Lido Park, and downtown Sarasota. This updated 2-bedroom, 1.5-bath residence features brand-new luxury vinyl flooring, a fully renovated kitchen with new cabinetry and brand-new appliances, and a bright, open layout designed for easy coastal living. The primary bedroom offers a private half bath and spacious walk-in closet. Unique to this unit, enjoy the convenience of an in-unit WASHER and DRYER, plus a covered front lanai perfect for relaxing with your morning coffee or enjoying the peaceful community setting. The full bathroom has been tastefully updated with a beautifully renovated large walk-in shower, giving the home a fresh and modern feel. The unit includes one covered parking spot. HOA-covered items include internet, sewer, trash, exterior maintenance, and pest control. Sarasota Harbor offers a maintenance-free lifestyle with community amenities including a clubhouse, pool, bayfront shuffleboard, kayak storage, and first-come, first-served boat slips. With the Bay Runner trolley nearby and world-class dining, shopping, beaches, and downtown Sarasota all within easy reach, this condo is the perfect opportunity to enjoy the best of Sarasota’s coastal lifestyle.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Stephenie Odierno (845-407-2197)
1 BENJAMIN FRANKLIN DR #93, SARASOTA, FL 34236
$4,50019 Days on yellowkey MLS ID: A4694727
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1968Community: St Armand Towers NorthCondo
Remarks: Seasonal or Annual rental - 12 month lease furnished. 9th floor Lido Beach condo offers outstanding south west facing views of the Gulf of Mexico, Lido Beach and St. Armands Circle. Your private beach get-away! A private 40 ft. balcony takes you outdoors along the length of the unit. The primary bedroom with a King sized bed offers direct gulf front views to the west and north. The guest bedroom has twin full size beds. The living room sofa converts to a queen sleeper bed. The dining and living room are equipped with slider doors to the expansive balcony providing lots of natural light. The kitchen has new appliances and tile flooring throughout. There is no laundry system in the unit, but it is just down the hallway to 2 shared washer/dryers. One covered carport comes with the rental. This treasured building is a landmark on Lido Key, across from Lido Beach, and one block from St Armands Circle where you can take part in shopping and dining. Come to Lido Beach to stroll the sugary white sands, bike or kayak among the mangroves in South Lido Park. Seasonal rental rate is 8000/mo. 3 month minimum required.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
4884 MARSH FIELD RD, SARASOTA, FL 34235
$4,250323 Days on yellowkey MLS ID: A4661244
INCREASED by $1,075 (33.9%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1880 Built: 1978Community: The MeadowsSpa: NoSingle Family
Remarks: Turnkey furnished single family home in the Meadows is available monthly 60 day minimum rental period. The large home has two bedrooms, two bathrooms plus a den then can be used as a third bedroom with a pull out couch, split bedrooms, and a living room/dining room combination. The kitchen has stainless appliances and a breakfast nook. The primary bedroom has a King sized bed. The guest bedroom has two twin beds and the second guest bedroom is set up as an office with a pull out sofa bed. The guest bathroom has a tub/shower combination. The home has a caged lanai with pool, several sitting areas and lush landscape. The home has a laundry room, two car garage and is located on a very quiet cul-de-sac. The Meadows is a five-star location on 1,600 park-like acres, a resort-lifestyle community 15 minutes from downtown. 5 minutes to University Mall and many fine dining establishments. Residents enjoy 14 miles of biking and hiking trails, fun-filled activities, a fitness center, Junior Olympic-sized pool, pickleball courts, dining venues, and pay-to-play on three 18-hole golf courses and top tennis complex. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park is very close with all the rowing competitions. Rent Schedule Re nt December 2026 $6,500.00 month January 2027 $7,000.00 month February to April 2027$7,800.00 month May 2027 to November 2027 no utilities paid $4,500 month
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Greg Sheller (941-266-8777)
1361 22ND ST, SARASOTA, FL 34234
$2,00027 Days on yellowkey MLS ID: A4693353
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 1959Community: Cocoanut HeightsSingle Family
Elementary School: None
Remarks: COCOANUT HEIGHTS historical neighborhood. This duplex is a few blocks south of the The Ringling College of Art and Design Sound Center the school’s world-class Studio Labs and Sound-stage/Post-Production facilities, which together form one of the most advanced academic sound and film production environments in Florida. Available July 1, 2026. Spacious 3-bedroom, 2-bathroom duplex home and just minutes from downtown Sarasota, local colleges, shopping, dining, and area beaches. This rental offers a comfortable residential feel with fresh interior paint, tile flooring throughout including the bedrooms, updated kitchen and bathrooms, new appliances, central A/C, carport, and washer/dryer hookups. Annual lease available at $2,000 per month with a $2,000 security deposit. First and last month's rent required. Section 8 accepted. Please drive by the property only and do not disturb the tenant.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Thomas Waters Iii, Pa (941-228-5373)
5312 HUNTINGWOOD CT #39, SARASOTA, FL 34235
$2,4906 Days on yellowkey MLS ID: A4697483
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1535 Built: 1987Community: HuntingwoodTownhouse
Remarks: Virtually Staged. Renovated 3BR/2BA Villa in The Meadows Available Furnished or Unfurnished | Tropical Setting | Annual Lease with optional terms Experience the best of Sarasota living in this beautifully renovated 3-bedroom, 2-bath villa-style townhome located in Huntingwood, a charming community within The Meadows. Behind a private wrought-iron gate, a welcoming Spanish-inspired courtyard sets the tone for this exceptional home, offering the perfect space for morning coffee, container gardens, or relaxing evenings under the Florida sky. Completely renovated in 2024 with sophisticated designer finishes, the home features soaring vaulted ceilings, abundant natural light, large-format tile flooring, smooth ceilings with no popcorn, and an open-concept layout designed for today's lifestyle. Walls of glass and multiple sliding doors seamlessly connect the indoor living spaces with lush tropical surroundings. The stunning kitchen has been thoughtfully opened to the main living area and showcases quartz countertops, contemporary cabinetry, glass-front display cabinets with custom lighting, European appliances, a reverse osmosis water filtration system, pantry storage, and direct access to the private front courtyard—ideal for entertaining and indoor-outdoor living. The first-floor primary suite serves as a peaceful retreat with three closets and a beautifully redesigned en-suite bath featuring dual vanities, quartz counters, designer lighting, premium fixtures, and a spacious walk-in shower with a rain shower head and striking custom tile work. Just beyond the primary suite, a sun-filled Florida room surrounded by walls of glass overlooks tropical greenery and offers exceptional flexibility. Use the space as a home office, nursery, yoga studio, reading lounge, artist's retreat, or private sitting room. Upstairs, you'll find two spacious guest bedrooms, an updated full bath, and luxury vinyl plank flooring throughout. A large walk-in attic provides an abundance of storage rarely found in townhome living. Additional features include: • Available furnished or unfurnished • Wi-Fi and Cable included • Flexible lease terms • 2-step application process • Covered carport with exterior storage room • Three closets in the primary suite • Pantry and reverse osmosis system in kitchen • Glass display cabinets with custom lighting • Vaulted ceilings • Quartz countertops throughout • Luxury vinyl flooring upstairs • Smooth ceilings (no popcorn) • Multiple outdoor living spaces The Meadows Lifestyle Living in The Meadows means enjoying over 1,600 acres of beautifully maintained grounds, mature canopy roads, lakes, and miles of scenic walking and biking trails. Residents enjoy access to tennis, pickleball, golf, fitness facilities, swimming pools, playgrounds, and a full calendar of resident activities and social events throughout the year. The community's prime location places you just minutes from UTC shopping and dining, Nathan Benderson Park, downtown Sarasota, SRQ Airport, and the area's world-famous Gulf Coast beaches. Per HOA, overnight parking of trucks and commercial vehicles is not permitted. This is a rare opportunity to lease a move-in-ready villa offering style, flexibility, privacy, and an exceptional Sarasota lifestyle. Available furnished or unfurnished. Annual lease preferred; 6- or 8-month options available.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
4434 WEYBRIDGE #81, SARASOTA, FL 34235
$1,9002 Days on yellowkey MLS ID: A4697937
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985Community: WeybridgeCondo
Remarks: Spend your leisure time relaxing on the screened lanai watching the beautiful birds and enjoying the weather. This ground floor 2 bedroom 2 bath condo is the perfect place to call home. Updated kitchen has granite counters, stainless steel appliances and solid wood cabinetry. Laundry closet equipped with front loading washer and dryer. Master bath features a walk-in shower, guest bath has tub with shower. Master bedroom offers a large walk-in closet with custom shelving. There are neutral colored Bermuda shutters on the kitchen and guest bedroom windows and vertical blinds on the sliding glass doors and master bedroom window. Steps away from heated community pool as well. Small pet with deposit, NO SMOKING.
Listing Agent: Shirley Cuddy (941-321-1549)
2066 7TH ST, SARASOTA, FL 34237
$1,7952 Days on yellowkey MLS ID: A4697905
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
209 BRIGGS CT, SARASOTA, FL 34237
$2,50055 Days on yellowkey MLS ID: A4691467
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956Community: Desoto Park For Petroutsa BrosSingle Family
Remarks: Welcome to 209 Briggs Court—an inviting annual rental ideally located just minutes from Downtown Sarasota, just off Fruitville Road with convenient access to I-75, world-renowned Gulf beaches, dining, and shopping. This charming home blends classic Florida character with modern updates, featuring original terrazzo floors, a light-filled open living space, and a spacious kitchen with ample storage—perfect for everyday living or entertaining. All bedrooms offer generous closet space, adding comfort and functionality. Updated in 2020, the home provides peace of mind while maintaining its timeless appeal. A dedicated laundry room with an adjacent bonus space offers flexibility for a home office, playroom, or additional storage. The bright Florida room, lined with windows, is the perfect spot to relax or enjoy your morning coffee. Step outside to a large, fenced backyard with plenty of room to unwind, garden, or entertain, along with mature fruit trees and a beautiful mango tree in the front yard. Enjoy year-round living in a central Sarasota location—close to everything, yet tucked away for privacy and comfort.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
314 VIA ANINA DR, SARASOTA, FL 34243
$2,80028 Days on yellowkey MLS ID: A4695122
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1853 Built: 2025Community: Sienna Park Townhomes At UniversityTownhouse
Remarks: elcome to the Caladesi, your perfect rental retreat!NO PETS ALLOWED. This spacious and modern townhome offers 1,853 square feet of comfort and convenience, with a one-year lease (or longer) available. With three bedrooms, two-and-a-half bathrooms, and an open two-story layout, this home is designed for relaxation and functionality. On the first floor, you’ll find a welcoming foyer, a convenient powder room for guests, and a one-car garage—perfect for quick trips to nearby beaches. The oversized great room flows seamlessly into the kitchen, offering plenty of counter space and a café area with sliding glass doors that open to the lanai. Enjoy peaceful mornings sipping coffee in the yard under Sarasota's sunny skies. The second floor is your private retreat, featuring all three bedrooms. The owner’s suite boasts a spacious walk-in closet and a serene bathroom with a walk-in shower, dual vanities, and a linen closet. A walk-in laundry room upstairs makes chores a breeze. Two additional bedrooms with large windows and ample natural light are perfect for guests, a home office, or family members. A second full bathroom at the end of the hall ensures added privacy and convenience. Located just minutes from Sarasota’s beautiful beaches, this home combines modern amenities with a prime location. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
4683 WINSTON LN N #30, SARASOTA, FL 34235
$1,9005 Days on yellowkey MLS ID: A4696832
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1224 Built: 1997Community: Beekman Place Hamlets GroveVilla
Remarks: 2 bedroom ,2 bath Villa in the peaceful community of Beekman Lakes in Beekman Place . This is a one story end unit with a front courtyard and beautiful Lake views out the back. Open floor plan with high ceilings, eat-in Kitchen ,gas stove ,gas hot water,large Great Room and gorgeous views of the fountain lit lake and the abundance of wildlife . The bedrooms are separated for privacy. The Master Bedroom has an ensuite bath and its own sliders to the screened-in expansive Lanai. A 2 car garage is attached . The Community offers lush landscaping ,mature trees and a beautiful community heated pool and spa which overlooks the Lake. Social activities are available. Cable and Wifi included. Pets welcome with a non-refundable pet fee. Credit and Background check required , Deposit and 1st and last month's rent . Association application of $100.00
Listing Agent: Catherine Foley (941-961-8978)
4644 WEYBRIDGE #10, SARASOTA, FL 34235
$1,99069 Days on yellowkey MLS ID: A4689859
0 Days Off yellowkey (back on 6/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1072 Built: 1985Community: WeybridgeSpa: NoCondo
Remarks: Annual Rental | Furnished or Unfurnished | 2nd Floor End Unit in Weybridge at The Meadows - Enjoy peaceful, resort-style living in this beautiful 2-bedroom, 2-bath second-floor end unit located in desirable Weybridge within The Meadows. This light-filled corner condo features a split-bedroom floor plan and soaring cathedral ceilings, creating a spacious, open feel throughout. Take in breathtaking views from every angle—your screened balcony overlooks the golf course, tranquil lakes, and mature shade trees, while the front of the home offers a serene water and fountain view. With extra windows exclusive to end units, natural light fills the space all day long. Recent updates include newer flooring (just one year old), a brand-new AC system, new full-size washer and dryer in a large laundry room, a new TV in the great room, updated guest bathroom with a new toilet, and custom shades on the balcony. Available furnished or unfurnished to suit your needs. Weybridge residents enjoy a heated pool, assigned and guest parking, and a convenient storage shed for bikes. Living in The Meadows means access to over 1,600 acres of lush greenspace, 14 miles of scenic walking and biking trails, golf, tennis, pickleball, fitness facilities, restaurants, parks, playgrounds, basketball courts, and a full calendar of community activities. Important Details: • Annual lease only • Tenant responsible for utilities • 1 small pet per owner • No trucks, commercial vehicles, or motorcycles permitted overnight per association • Application requires two steps with separate fees
1991 MAIN ST #Aster - B4, SARASOTA, FL 34236
$3,612461 Days on yellowkey MLS ID: O6292278
REDUCED by $75 (2.0%) on 06/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1300 Built: 2024Apartment
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
$3,103461 Days on yellowkey MLS ID: O6292283
REDUCED by $200 (6.1%) on 06/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1463 Built: 2024Apartment
1991 MAIN ST #Links B1 PH, SARASOTA, FL 34236
$6,257461 Days on yellowkey MLS ID: O6292289
INCREASED by $387 (6.6%) on 06/22/2026
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!
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