Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4879 COMMONWEALTH DR, SARASOTA, FL 34242
$14,500294 Days on yellowkey MLS ID: A4657954
INCREASED by $500 (3.6%) on 04/24/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2450 Built: 1957Community: Siesta BeachSpa: NoSingle Family
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: FULLY FURNISHED rental available in Siesta Key, close to the beach and walking distance to Siesta Key Village. RENTAL PRICE depends on total LENGTH OF STAY. Rent a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Daniel Petrilla (610-772-5881)
1750 BENJAMIN FRANKLIN DR #9B, SARASOTA, FL 34236
$9,400140 Days on yellowkey MLS ID: A4674245
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1364 Built: 1970Community: Key Tower SouthCondo
Elementary School: Southside Elementary
Remarks: GULF-FRONT LIDO KEY LUXURY • REAL OPPORTUNITY • $6,200/month. AVAILABLE NOW MAY-DECEMEBER 2026 at OFF SEASONAL RATE! - IN-SEASON RATE (JAN-APR) IS $9,400/MO. Availability for 2027 is APRIL - DECEMBER. Wake up to rolling waves and end every day with a front-row sunset over the Gulf of Mexico. This ninth-floor, full Gulf-front condo delivers panoramic water views that are just breathtaking— Promotional OFF Seasonal Rate: $6,200/month • Valid for May thru December 2026 only. In-Seasonal Rate of $9,400/month. Located in the distinguished Key Towers South on Lido Key, this fully furnished residence places the beach quite literally at your doorstep—and Sarasota’s St. Armand's best dining, shopping, and culture just minutes away. Inside, the open-concept layout is designed for comfort and effortless coastal living. The kitchen features granite countertops, stainless steel appliances, and fully stock with all the necessities for a gourmet meal. A dedicated office/den offers an ideal remote-work setup - perfect for quick emails, travel planning, or looking up that sunset cocktail recipe. The true showstopper is the enclosed Gulf-front balcony—a light-filled extension of the living space where the shoreline becomes your daily backdrop. Morning coffee hits differently here. So do sunsets. The primary suite is a serene coastal retreat with generous closet space and a private bath, while a separate guest suite ensures comfort and privacy for visitors. Additional features include: Impact-rated windows throughout Multiple interior storage closets Shared utility room with washers & dryers on the same floor Dedicated storage locker Residents of Key Towers South enjoy recently updated amenities, including: Renovated lobby and first-floor social spaces (2025) Fitness room, library, and social room with catering kitchen Sauna and shower facilities Bike storage Gulf-front pool and lounge deck with unforgettable sunset views Perfectly positioned between the Gulf of Mexico and Sarasota Bay, this condo places you at the center of Lido Key’s coastal lifestyle: South Lido Park — just ¼ mile away St. Armand's Circle — one mile north Downtown Sarasota — four miles over the Ringling Bridge Easy access to the free Sarasota Bay Runner bus for effortless exploring. NOTE: January–March 2027 is already booked.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Norma Mladineo (941-363-1588)
1894 LOMA LINDA ST, SARASOTA, FL 34239
$5,500Listed 04/24/2026 1:37PM MLS ID: A4690884
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1867 Built: 1954Community: Floyd & Cameron SubSingle Family
Remarks: AVAILABLE MAY 1ST - Is this contemporary gem located West of the Trail in vibrant Sarasota, FL. This spacious home offers a seamless blend of modern design and cozy charm, featuring an open floor plan that is perfect for both entertaining and everyday living. Step inside to discover a beautifully appointed chef's kitchen, complete with solid wood cabinets, sleek granite countertops, and high-end stainless steel appliances. A convenient eating space in the kitchen invites gatherings and casual meals alike. The home boasts three generously sized bedrooms, each with its own en-suite bathroom, offering privacy and convenience for all residents. New carpeting has been added. The expansive lot is a true highlight, with an oversized backyard featuring garden beds and ample private outdoor space, perfect for gardening enthusiasts or those who love to relax in a serene setting. Parking is a breeze with both a garage and driveway. This pet-friendly haven is ideally situated close to Downtown Sarasota, Southside Village, and numerous beautiful beaches such as Siesta Key and Lido Beach. Also this is in the Southside Elementary school district. Enjoy easy access to shopping, dining, and entertainment options, as well as a unique easement providing convenient access to Sarasota Memorial Hospital. Don’t miss your chance to make this your home.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
3755 S SCHOOL AVE #41, SARASOTA, FL 34239
$2,050Listed 04/24/2026 12:12PM MLS ID: A4691238
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972Community: Sunland AptsCondo
Remarks: First month, last month, and a $500 security deposit required. No pets. Owner pays the association fees, and rent includes cable, water, sewer, trash, and more. Beautifully updated and move-in-ready condo located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. This 2-bedroom, 2-bath residence offers a bright, open layout with abundant natural light and a comfortable flow for everyday living. The interior features updated flooring, neutral finishes, and a functional kitchen with modern cabinetry, ample counter space, and a breakfast bar that opens to the main living area. The spacious primary suite includes an en-suite bathroom, walk-in closet, and private access to the lanai, while the guest bedroom is well-positioned for privacy with generous closet space. Both bathrooms have been updated with clean, modern finishes. Enjoy peaceful views, creating the perfect setting to relax or unwind. Additional features include sliders, elevator access, and nearby storage and laundry facilities. Located in a well-maintained 55+ community with convenient access to shopping, dining, and entertainment, as well as close proximity to downtown Sarasota and the beaches.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
2849 MARLETTE ST, SARASOTA, FL 34231
$2,09530 Days on yellowkey MLS ID: A4687402
REDUCED by $100 (4.6%) on 04/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1949Community: Sarasota-Venice Co SubSingle Family
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: Adorable 2 bedroom 1 bath home in central location, close to beaches, downtown Sarasota, I-75, St. Armand's Circle, and many restaurants and shopping options. Beautifully updated kitchen with custom cabinets and Quartz countertops, updated bath with walk in shower, new vanity, laminate flooring throughout the home, and newer furniture with a coastal living vibe. A fully fenced backyard makes this a perfect home for family entertaining or for pets. Short term or annual lease options. Home is situated at the end of a dead end street for added privacy.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
1624 STICKNEY POINT RD #108, SARASOTA, FL 34231
$2,2001 Day on yellowkey MLS ID: A4690440
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975Community: Castel Del MareSpa: YesCondo
Elementary School: Gulf Gate Elementary
Remarks: Discover the epitome of island living in this inviting 2-bedroom, first-floor condominium, perfectly positioned a short distance from Siesta Key—offering the ideal blend of comfort and convenience in beautiful Sarasota. Nestled within a sought-after resort-style community along the Intracoastal Waterway, residents enjoy exceptional amenities including two heated pools! One is located right on Sarasota Bay—with breathtaking water views and unforgettable sunsets await. Additional features include a bayside gazebo, kayak racks with launch area, tennis courts, pickleball courts, shuffleboard, and a scenic boardwalk that wraps around the bay. Inside, the thoughtfully designed layout offers both comfort and functionality. The primary bedroom features a queen-sized bed, generous space, and a private ensuite bathroom, while the second bedroom includes two full beds and ample closet storage. The well-appointed kitchen flows seamlessly into the cozy living area, creating a welcoming space for relaxation or entertaining. Location is everything—and this home delivers. Enjoy a short 12-minute walk to the world-famous Siesta Key Beach, or take a quick 10-minute stroll to nearby dining, shopping, and recreational activities including jet ski rentals. Embrace the island lifestyle by biking to Siesta Key Village or hopping on the free trolley after a scenic walk over the bridge. Additional convenience includes a laundry room just steps from the unit. Leave your car behind and enjoy the ease of walkable coastal living. Seize the opportunity to experience your own slice of paradise—monthly rates vary by season, please inquire for accurate pricing.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,6001 Day on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,6001 Day on yellowkey MLS ID: A4690447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Community: Siesta Manor Sec 1Spa: NoSingle Family
Remarks: If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!
9397 MIDNIGHT PASS RD #405, SARASOTA, FL 34242
$2,400234 Days on yellowkey MLS ID: A4663823
REDUCED by $200 (7.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1975Community: Pointe On Midnight PassSpa: YesCondo
Remarks: **NOW AVAILABLE EITHER AS A LONG-TERM OR SHORT-TERM RENTAL (minimum 3 months).** Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. This WATERFRONT RENTAL is located at The Pointe, the CLOSEST CONDO complex to MIDNIGHT PASS! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is loaded with amenities including tennis, pickleball, fitness center, heated lap pool, spa, dry sauna, kayak launch, clubhouse and more. Boat docks are also available for a small fee on a first come first serve basis. Rather go to the beach? No problem…Turtle Beach access is just a half-mile away. And let’s not forget, just a few miles up the road are all the amazing restaurants and shops of Siesta Village. The first thing you’ll notice when you enter this turnkey-furnished, 2bed/2bath condo, is how the living area leads right out to an expansive 30-foot lanai overlooking Little Sarasota Bay and the Jim Neville Nature Preserve…a perfect spot for entertaining or just sitting back and enjoying the view and the wildlife. The primary bedroom also has access to the lanai and features an ensuite bathroom, finished closets, and of course, spectacular sunrise views. Engineered hardwood floors throughout give the home a cozy, beachy feel. Unlike other condos in the area, a washer/dryer is conveniently located within the unit. Recent updates include 5 new ceiling fans, new blinds, new range, newer dishwasher, and new furniture in the dining room and living room. AC was replaced in 2019. There is also additional storage space on the ground floor for all your beach and boating gear. Sorry, no pets allowed. Rental applications must be received 21 days prior to any occupation. **Long-Term Rental (minimum 7 months) = $2600/month ~ Short-Term Rental (minimum 3 months) = $6500/month.
Listing is courtesy of: UKEEPCOMMISSION REAL ESTATE (941-465-9206)
Listing Agent: Adam Waxler (941-465-9206)
3664 TIN CUP BLVD, SARASOTA, FL 34232
$2,450164 Days on yellowkey MLS ID: A4671629
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $50 (2.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 2016Community: Enclave/Frst LakesVilla
Remarks: Welcome to this beautifully appointed 2-bedroom, 2-bath end-unit villa on a premium corner lot directly across from the resort-style community pool in the gated community of The Enclave at Forest Lakes in Sarasota. Offering nearly 1,600 square feet of bright, open living space, this freshly painted home is available for annual lease. The gourmet kitchen is perfect for entertaining, featuring granite countertops, a large island, abundant cabinetry, and stainless-steel appliances—including a built-in oven, microwave, and range with hood. The open-concept design flows seamlessly into the spacious living area, highlighted by high ceilings and abundant natural light from large windows throughout. The primary suite serves as a private retreat with a walk-in closet, dual-sink vanity, and walk-in shower. A full dining room and a second bedroom with a built-in Murphy bed add flexibility and function. Additional highlights include tile and carpet flooring, a full-size washer and dryer, a two-car garage, and a covered lanai perfect for relaxing outdoors. Lawn care and trash service are included for your convenience. Residents of The Enclave at Forest Lakes enjoy resort-style amenities, including a sparkling pool and beautifully maintained grounds. Ideally located in the heart of Sarasota, this home is just minutes from I-75, world-renowned Siesta Key Beach, downtown Sarasota, and the shops and dining of St. Armands Circle.
Listing is courtesy of: MCGREGOR INTERNATIONAL REAL ESTATE CO (941-363-1210)
Listing Agent: Warren Mcgregor (941-447-1253)
5738 ANTILLES DR, SARASOTA, FL 34231
$2,950242 Days on yellowkey MLS ID: A4662529
REDUCED by $1,000 (25.3%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1971Community: Phillippi Gardens 03Spa: NoSingle Family
Remarks: Available after May 10th , 2026 for up to ONE YEAR! Fully Furnished with Private Fenced Yard This single-family home is located within minutes of Siesta Key Beach. This charming 4-bedroom, 2-bath home with an attached 2-car garage is situated in Phillippi Gardens. Enjoy a walk or bike ride to Phillippi Estate Park to take advantage of nature trails, fishing piers, a playground, and the weekly farmer's market. The home is conveniently located near shops and restaurants. A fenced yard, laundry room, rear patio, and Florida Room make this a great spot to enjoy Sarasota! The owner will consider a longer-term lease. From January through April of 2026, the rental rate is $4,500.00/month plus tax.
2410 CASS ST, SARASOTA, FL 34231
$3,250154 Days on yellowkey MLS ID: A4672343
REDUCED by $1,250 (27.8%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1971Community: Gulf Gate WoodsSpa: NoSingle Family
Remarks: Available month-to-month June 1, 2026 through December 2026, this beautifully updated Gulf Gate Woods pool home is one of Sarasota’s most sought-after retreats. Fully furnished and designed for comfort, this 3-bedroom, 2-bath home sits on an oversized lot in the serene Gulf Gate Woods neighborhood and features updated hurricane doors and windows for added security and peace of mind. The thoughtfully designed split floorplan, ceramic tile throughout, and whole-house water filtration system enhance the home’s luxury feel. Enjoy seamless indoor-outdoor living with a private heated, caged pool accessible directly from the primary suite, guest bedroom, and main living area—perfect for swimming, lounging, or relaxing in an insect-free outdoor oasis. The large backyard is ideal for cookouts and gatherings, while the quiet residential location places you close to everything Sarasota has nearby, from scenic bike rides through Gulf Gate Woods to beautiful beaches just minutes away. Your stay includes Wi-Fi, air conditioning, water, trash removal, laundry, lawn service, and pool maintenance, ensuring a hassle-free experience from start to finish. Now available June 2026 through December 2026—don’t wait, this exceptional home will book quickly. Secure your stay today!
6215 GREEN VIEW CIR #74, SARASOTA, FL 34231
$2,45032 Days on yellowkey MLS ID: A4687043
REDUCED by $50 (2.0%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1405 Built: 1973Community: Village In The Pines 1Condo
Remarks: Move-in ready and freshly updated! This 2-bedroom, 2-bath furnished villa in the desirable 55+ community of Village in the Pines features a brand new A/C system and new flooring throughout. Everything you need is already here — furniture, washer and dryer included. Community amenities include a heated pool, clubhouse, and the convenience of lawn maintenance, water, and basic cable all included in rent. Located less than 5 miles from the world-famous shores of Siesta Key, with easy access to Gulf Gate shopping, dining, and everyday conveniences. Bring your suitcase and start living the Florida lifestyle today.
Listing Agent: Lee Brewer (941-724-3448)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$4,0001 Day on yellowkey MLS ID: A4691020
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006Community: Phillippi Landings ACondo
Remarks: SARASOTA..Luxurious Waterfront Living Awaits You at Phillippi Landings. Welcome to your dream residence: an exquisite third-floor condominium that embodies the very essence of Florida’s coastal lifestyle. Nestled within the gated community of Phillippi Landings, this impeccably remodeled 2-bedroom plus den, 2-bath luxury home offers the perfect blend of elegance, comfort, and convenience. Situated just West of the Trail, you are mere minutes away from the world-renowned beaches of Siesta Key, voted one of the best beaches in the U.S. Stroll to the nearby Phillippi Farmhouse Market or indulge in a shopping spree at the Landings Shopping Center, where a plethora of dining options awaits. As you enter through the secure gate and ascend via the direct elevator to your private foyer, you’ll be greeted by an open, airy floor plan that exudes warmth and tranquility. Enjoy the elegance of porcelain tile flooring complemented by a soothing coastal aesthetic throughout. The heart of the home is the beautifully updated kitchen, featuring gleaming granite countertops, stainless steel appliances, and rich wood cabinetry,perfect for culinary endeavors and entertaining guests alike. The spacious living area flows seamlessly onto a private covered and screened balcony, where you can savor the gentle breeze and stunning water views. The thoughtful split-bedroom layout ensures privacy, with two generously sized bedroom suites that promise restful nights. The primary suite is a true sanctuary, boasting serene water views, two oversized walk-in closets, and a luxurious spa-style bath complete with a jetted soaking tub and a custom walk-in shower. This is your haven to escape from the hustle and bustle of daily life. Need an office, a cozy reading nook, or an additional dining area? A flexible bonus space off the main living area provides endless possibilities to suit your lifestyle. Life at Phillippi Landings transcends the walls of your exquisite home. Enjoy resort-style amenities that include a heated pool and spa, a well-equipped fitness center, and a clubhouse perfect for social gatherings. Take leisurely evening strolls along the expansive waterfront promenade, surrounded by lush, tropical landscaping and swaying palms. For boating enthusiasts and nature lovers, the community offers kayak launch access and dedicated storage racks, inviting you to explore the peaceful waterways of Phillippi Creek and beyond. This property also provides assigned parking and a private storage unit. With impact doors and windows, beautiful wood plantation shutters, and a low-maintenance lifestyle. Don’t miss your chance to live in this extraordinary residence where refined luxury meets the serene beauty of nature. Call today to schedule a showing of this exceptional rental...your coastal paradise awaits!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
2532 CONSTITUTION BLVD, SARASOTA, FL 34231
$4,2002 Days on yellowkey MLS ID: A4690999
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 1961Community: Phillippi Gardens 06Spa: NoSingle Family
Remarks: Welcome to 2532 Constitution Blvd, a spacious 4-bedroom, 3-bath home designed for both comfort and entertaining. This split floor plan offers privacy and functionality, featuring two en-suite bedrooms—each with elegant French doors that open directly to the lanai and caged pool area. Enjoy relaxing evenings outdoors with plenty of seating space, perfect for gatherings or quiet nights by the pool. One of the bathrooms includes a unique locker room–style shower, adding a distinctive and practical touch. Located just 3 miles from Siesta Key and conveniently close to Detwiler's Farm Market, this home also falls within the sought-after Riverview High School district. Offered furnished or unfurnished, the seller is flexible to suit your needs.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Renee Barnes (702-241-9960)
6030 CARLTON AVE, SARASOTA, FL 34231
$2,2952 Days on yellowkey MLS ID: A4690972
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1956Community: Denham AcresSingle Family
Remarks: TURNKEY FURNISHED. NOT AVAILABLE FOR AN ANNUAL LEASE. Available May 1, 2026 through December. Turnkey furnished, very comfortable and well- equipped single-family home in Gulf Gate area. Nicely decorated and updated kitchen and baths, tile floors throughout, walk-in showers, inside laundry, eat-in kitchen all make for a very comfortable stay. Large, fenced yard, outdoor shower and screened area for outside enjoyment. This home has 2 Queen beds and bunk beds in the third bedroom. Located close to Siesta Key Beach, SMH hospital, Downtown, and easy access to I-75. Pets are welcome with breed restrictions. Tenant will be responsible for electric, cable TV and internet and billed by Stringer Management monthly. $2295. is the off-season rate. Please call for availability.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
2469 WALDEMERE ST, SARASOTA, FL 34239
$4,400276 Days on yellowkey MLS ID: A4659008
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1760 Built: 1975Community: Rustic LodgeSpa: YesSingle Family
Elementary School: Alta Vista Elementary
Remarks: Tropical Oasis in the Heart of Sarasota – 4BR/2BA Home with Screened Lanai & Hot Tub Welcome to your Sarasota sanctuary! This beautifully updated 4-bedroom, 2-bathroom home offers the perfect blend of comfort, space, and style. With a true open-concept floor plan, the home is filled with natural light, creating a bright and airy living environment. Step into the expansive screened Florida room—ideal for relaxing or entertaining—and enjoy views of the fully fenced backyard, a private tropical retreat in the city. Whether you're sipping your morning coffee or unwinding in the evening, the lanai and hot tub provide the perfect backdrop for peace and privacy. Each bedroom is spacious and thoughtfully designed to offer a restful escape. The modern updates throughout the home create a fresh and welcoming ambiance, perfect for both short-term guests or long-term living. Location, location, location! Just minutes from Sarasota’s world-renowned beaches, vibrant downtown, and endless shopping and dining options—this home truly puts you in the heart of it all. This Sarasota gem offers everything you need for the ultimate Florida lifestyle! Sarasota certificate of registration number VR25-00010
3913 S SHADE AVE, SARASOTA, FL 34231
$3,00045 Days on yellowkey MLS ID: A4685545
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1729 Built: 1959Community: Weslo WillowsSingle Family
Remarks: Spacious 4BR/2BA Home with Privacy-Fenced Yard Near Siesta Key Enjoy this bright and spacious 4-bedroom, 2-bath home featuring a desirable split floor plan and an abundance of natural light throughout. The interior has been beautifully updated with luxury vinyl flooring, a modernized kitchen, and refreshed bathrooms, giving the home a clean and contemporary feel. Additional highlights include an interior laundry room with extra storage and a large privacy-fenced yard, perfect for relaxing, entertaining, or pets. Bring all your toys—there is TONS of parking space for multiple vehicles, boats, and jet skis. Located on a non-deed restricted property just off Bee Ridge Road, this home offers exceptional convenience: Minutes to the world-famous white sands of Siesta Key Beach Close to restaurants, shopping, and downtown Sarasota Near Sarasota Memorial Hospital Easy access to I-75 Short drive to Marina Jack and the waterfront A fantastic opportunity to enjoy space, flexibility, and a prime Sarasota location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Donna Bennington (941-685-1263)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,3003 Days on yellowkey MLS ID: A4690743
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980Community: Orchid Oaks ICondo
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and dining areas ideal for both everyday living and entertaining. A screened lanai provides a peaceful setting to relax and enjoy the surrounding tropical landscape. Residents of Orchid Oaks enjoy beautifully maintained grounds and a variety of amenities, including a clubhouse and heated pool overlooking scenic Phillippi Creek. The clubhouse may be reserved once per month at no cost for private gatherings. Additional community features include gazebos, walking trails, a dog run, and a serene creekside dock. Conveniently located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and accessibility. The landlord is open to flexible lease terms, including a 6-month furnished option with WiFi included, or a 12-month (or more) lease available furnished or unfurnished. Tenant is responsible for electricity. Pets may be considered on a case-by-case basis with owner approval. Currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
7237 CLOISTER DR #207, SARASOTA, FL 34231
$1,8003 Days on yellowkey MLS ID: A4690897
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 914 Built: 1984Community: Gulf Gate GardensCondo
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 2-bedroom, 2-bath condominium in the desirable Gulf Gate Gardens community. Thoughtfully refreshed from top to bottom, this home features new luxury vinyl flooring throughout, complemented by fresh interior paint and all-new blinds for a clean, modern feel. The kitchen shines with brand-new stainless steel appliances, enhanced cabinetry with stylish new hardware, a decorative backsplash, and a sleek single-basin stainless sink with an updated faucet. The open living and dining areas are accented by a new chandelier and ceiling fans, creating a bright and comfortable space for everyday living and entertaining. Both bathrooms have been tastefully updated with new vanities and mirrors, offering a fresh, contemporary look. Step into the screened lanai, now finished with new carpeting and overlooking a peaceful garden view—an ideal spot to relax and unwind. This intimate complex offers assigned parking and a community pool for residents to enjoy. Perfectly located just minutes from Siesta Key Beach and Gulf Gate Village, you’ll have easy access to exceptional dining, shopping, cultural attractions, and local festivals. Conveniently situated between Sarasota and Venice with close proximity to I-75, this move-in-ready condo is an excellent opportunity to enjoy the best of Florida living. This property is also available for purchase. See MLS#A4690652
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Karen Geiger (941-928-8889)
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