Location: Sarasota
Do Not Show Listings
3421 PARKRIDGE CIR #19-201, SARASOTA, FL 34243
$1,59587 Days on yellowkey MLS ID: A4679777
REDUCED by $55 (3.3%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2004Community: Parkridge Ph 33 & 19Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Condo with great location in Gated Parkridge Community, with a heated Community Pool. It’s a 3 Bedroom, 2 Bath, Condo with 1417 SF. New Lamanite floors in living area. Large Primary bathroom, with large vanity, walk- in shower, and linen closet, Walk-In Closet, with Screened Lanai. Washer and Dryer closet, Near shopping on University and Lockwood ridge, and just minutes to the new UTC mall and shopping area by I75 and University. Quick trip to downtown Sarasota, SQR airport and Siesta key. Only First Month's rent and Security Deposit equal to one Month's rent required for move in.
Listing is courtesy of: WE EXPEDITE REAL ESTATE INC (941-355-9760)
Listing Agent: Ken Thompson (941-780-1860)
3553 LONGMEADOW #27, SARASOTA, FL 34235
$1,5007 Days on yellowkey MLS ID: A4691103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 428 Built: 1978Community: Bunker OaksCondo
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Perfect spot for an individual wanting to enjoy a golf course lifestyle, this cute little efficiency condo offers expansive golf course views. New flooring freshly painted throughout. Steps away from the community heated pool and sunning decks and common laundry room. Situated in the "Heart of The Meadows" amongst the beautiful oak trees and foliage that shades the at miles of walking trails. Close to the UTC Mall, local beaches, shopping and downtown Sarasota. Condo Association does not allow pets. - this is a no smoking property.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
5110 NORTHRIDGE RD #202, SARASOTA, FL 34238
$1,600391 Days on yellowkey MLS ID: A4647397
REDUCED by $25 (1.5%) on 04/24/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1116 Built: 1999Community: Serenade On Palmer RanchCondo
Remarks: Beautiful light and bright condo ready to move in! Granite counters, stainless appliances, tile floors, inside laundry plus a screened balcony. Located around the corner from the largest heated pool and exercise facility in Serenade. Serenade on Palmer Ranch is a gated luxury condo community with two heated swimming pools, a hot tub, a clubhouse, tennis courts, a fitness center and a playground. The location is convenient to I-75, downtown Sarasota and Siesta Key.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: Nancy Werner (941-587-3492)
4574 RINGWOOD MEADOW #4, SARASOTA, FL 34235
$1,80049 Days on yellowkey MLS ID: O6388000
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1980Community: Pinebrook HollowCondo
Remarks: Available for rent, this fully furnished second-floor condo in Pinebrook Hollow at The Meadows offers a spacious, open layout with tile flooring throughout and peaceful nature/garden views. The living and dining areas flow seamlessly, creating an inviting space for everyday living and entertaining. The kitchen includes a breakfast bar and stainless steel appliances . The unit also features an in-unit combo washer/dryer for added convenience. Step outside to the large screened lanai overlooking a tranquil garden area—perfect for relaxing. Community amenities include a pool, tennis courts, and access to an extensive network of walking and biking paths. Ideally located near UTC Mall, downtown Sarasota, dining, schools, beaches, and major roadways with easy access to I-75. Schedule your private showing today. Please contact the co-agent for additional details.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
2849 MARLETTE ST, SARASOTA, FL 34231
$2,09536 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
Middle School: Brookside Middle
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)
111 GOLDEN GATE PT #702, SARASOTA, FL 34236
$20,0007 Days on yellowkey MLS ID: A4691166
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3460 Built: 2024Community: EvolutionCondo
Remarks: Move-in-ready for annual lease, fully furnished with luxurious Natuzzi Italia furnishings throughout, new construction. Penthouse 702 at The Evolution, where unparalleled views and luxurious living are on Golden Gate Point near downtown Sarasota. Designed by award-winning architect Mark Sultana, principal/founder DSDG, this exquisite four-bedroom, 5.5-bath residence spans 3,460 square feet of interior living space, complemented by 562 square feet of outdoor balconies, for a total of 4,022 square feet. This designer home captures sweeping panoramic views of Sarasota’s marina and Intracoastal Bay waters. From sunrise to sunset, breathtaking eastern-facing views showcase the ever-changing beauty of Sarasota’s waterfront. The home’s interior opens to expansive floor-to-ceiling windows and stacking balcony sliders to seamlessly blend indoor and outdoor spaces, providing exquisite natural light and stunning vistas. Customized, electronic designer shades are featured throughout along with high-end lighting features and fixtures. The open-concept design of this penthouse features collector works of art punctuating an extensive array of Natuzzi Italia hand-crafted Italian furnishings throughout all rooms. The gourmet kitchen, a showpiece of functionality and elegance, includes a 14-foot custom quartz waterfall island with ample space for entertaining or casual dining, while the ITALKRAFT wood cabinetry offers abundant storage to keep the space sleek and organized. Culinary enthusiasts will appreciate the top-of-the-line Sub-Zero and Wolf appliances, including a built-in Wolf coffee station for barista-quality coffee at home. A specially designed walk-in pantry provides additional storage for essentials, ensuring the kitchen remains stylish and practical. The combination of high-end finishes and clever storage solutions makes this kitchen as beautiful as it is functional. A separate full laundry and utilities room enhances practical needs. The expansive, open plan living and dining areas feature exclusive Natuzzi Italia custom, hand-crafted Torsion (limited edition work of art) round dining table that seats eight comfortably. An adjoining custom-crafted library and media viewing area enhance the living room space. The primary, king-bedded suite is designed as a private sanctuary, offering unparalleled water views, an impressive, customized walk-in closet, reclining swivel and desk spaces, and a spa-inspired bath with dual rainfall showers, a soaking tub and double vanities. Three additional bedrooms (one king, two queens), all with en-suite baths, and a media den/home office with additional en-suite bath, complete the 702 penthouse offerings. The Evolution is a boutique community of only 20 residences, offering world-class, resort-style amenities, from a serene lap pool with private cabanas, to an outdoor kitchen with gas grills, a club room, a fitness center, a European-imported sauna, a dog wash station, and a rooftop terrace with additional hot tub/spa and unrivaled sunset views over Sarasota Bay. The community also provides the convenience of a full-time concierge offering a range of personalized services, from managing daily needs to assisting with special requests, ensuring a seamless and luxurious lifestyle. The unit also includes a deeded private two-car garage. Move-in ready, Penthouse 702 delivers the rare opportunity. Schedule your private tour today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
5771 TIMBERLAKE, SARASOTA, FL 34243
$2,9508 Days on yellowkey MLS ID: TB8500441
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1454 Built: 1981Single Family
Remarks: Charming Sarasota Pool Home for Rent – Updated & Move-In Ready! Welcome to 5771 Timberlake Drive, where comfort, style, and effortless Florida living come together. This tastefully updated 2-bedroom, 2-bath home offers over 1,300 square feet of inviting living space designed for both relaxation and entertaining. Step inside to a bright, open layout featuring modern finishes and thoughtful upgrades throughout. The well-appointed kitchen includes all appliances, along with a full-size washer and dryer for added convenience—making this home truly move-in ready. Outdoors is your private Florida oasis. Enjoy a beautiful in-ground pool and a covered lanai, perfect for year-round outdoor living, dining, and entertaining. Best of all, pool maintenance and lawn care are included in the rental price, so you can simply enjoy the lifestyle without the upkeep. Additional highlights include a spacious garage with ample storage and flexibility, plus small pets are welcome—making this a rare find for pet lovers. Ideally located in a desirable Sarasota area close to shopping, dining, and world-renowned Gulf Coast beaches, this home offers the perfect balance of tranquility and convenience. Available now—schedule your private showing today!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Christopher Plummer (813-599-4930)
7050 PROSPERITY CIR #904, SARASOTA, FL 34238
$2,400289 Days on yellowkey MLS ID: A4658468
REDUCED by $900 (27.3%) on 04/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1554 Built: 2005Community: Arielle On Palmer RanchSpa: NoCondo
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: AVAILABLE NOW on a 12-month annual lease this stunning first-floor 2-bedroom, 2-bath condominium with a den and 1-car garage in the highly sought-after Arielle community within Palmer Ranch. Ideally located just minutes from Siesta Key Beach and downtown Sarasota, this well-maintained home offers a light, tropical feel and an open, functional layout featuring an eat-in kitchen, formal dining area, and spacious living room that flows to a screened-in lanai overlooking a tranquil pond. The primary suite includes private lanai access, two walk-in closets, and an ensuite bath with soaking tub, walk-in shower, and separate water closet, while the den provides flexible space for an office or guest area. Residents enjoy a heated community pool and spa, beautifully landscaped grounds, and close proximity to the Legacy Trail, shopping, dining, and parks, offering an ideal blend of convenience and lifestyle in one of Sarasota’s most desirable locations. No pets permitted.
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Patrick Finke (941-587-4252)
10116 SILENT NIGHT LN, SARASOTA, FL 34241
$4,9507 Days on yellowkey MLS ID: A4690914
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2391 Built: 2024Community: Skye RanchSpa: NoSingle Family
Remarks: Spacious and bright Lazio model home available for long-term lease in Esplanade at Skye Ranch in Sarasota. Three bedrooms, three full baths, a large office with pocket doors, and an oversized tandem garage — all on one level with porcelain tile flooring throughout. The living, dining, and kitchen areas flow together in a layout suited for both everyday living and entertaining. Two of the three bedrooms have en-suite baths; the third is steps from the home's third full bath. Spacious and bright office — can be used as a fourth bedroom, home office, or sitting room. The office sliding pocket doors provide extra privacy. The screened lanai overlooks a peaceful preserve. Has hook-ups for outdoor TV and grill. The tandem garage fits two vehicles plus room for a golf cart, extra storage, or a workout setup. Residents have access to three amenity areas within the community. Rendezvous Park — just steps away — has a pool and spa, private cabanas, fireside seating, bocce and pickleball courts, a bark park, and an event lawn. The Hub is a 25,000+ sq ft amenity center with a zero-entry resort pool (also called beach pool), a junior Olympic lap pool, a hot tub, a splash park with a slide, a 24-hour access fitness center, an indoor basketball court, pickleball courts, a dog park, and miles of trails through lakes and natural preserves. A full-time lifestyle director runs events year-round. Coming soon, The Venue will add a third pool and spa along with a Bahama Bar & Grill, fitness center, bocce courts, bark park, and fireside seating. Minutes from Clark Road and I-75. About 25 minutes to Siesta Key Beach, downtown Sarasota, and UTC Mall. Available unfurnished.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Tetyana Hanna (970-765-5107)
1601 PELICAN POINT DR #HA212, SARASOTA, FL 34231
$2,25010 Days on yellowkey MLS ID: A4690344
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1979Community: Pelican Cove IxCondo
Remarks: Pelican Cove – Furnished Condo for Rent. Available Now through October 2026. Step into the Pelican Cove lifestyle with this beautifully furnished 2-bedroom, 2-bathroom second-floor condominium overlooking the community’s picturesque yacht basin. This residence is drenched in upgrades, impeccably maintained, and ready for you to enjoy immediately. Property Highlights • Fully furnished • 2 bedrooms / 2 bathrooms • Second floor with serene yacht basin views • Updated throughout with quality finishes • Bright, open living spaces • Move-in ready for a seamless seasonal stay If you’ve never explored Pelican Cove, prepare to be amazed. This guard-gated, 78-acre waterfront community is one of Sarasota’s hidden gems—lush, peaceful, and packed with amenities. • 86-slip low-cost boat harbor • Kayak & canoe launches • Six heated swimming pools + a hot tub • Three clubhouses & classrooms • Fitness center • Art, woodworking & pottery studios • Four lighted tennis/pickleball courts • Shuffleboard, basketball & dog play area • Scenic walking trails, boardwalks & fishing gazebos. • Attend classes at the Pelican Cove University, or groups/clubs such as yoga, tai-chi, painting, photography & more. • Over 37 clubs: cycling, culinary arts, bridge, film, fiber arts, and more. • Evening jazz & classical concerts under the stars Pelican Cove feels tucked away, yet you’re minutes from everything: • Walk to Pelican Plaza: Starbucks, Total Wine, Sprouts • 5 minutes to Siesta Key Beach • Close to shopping, dining, and all that South Sarasota offers This condo offers not just a place to stay, but a lifestyle—active, social, scenic, and effortlessly convenient. Come see why Pelican Cove is one of Sarasota’s most sought-after communities. This is the lifestyle you deserve.
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
4656 VIGNETTE, SARASOTA, FL 34240
$2,2007 Days on yellowkey MLS ID: A4691188
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1713 Built: 2019Community: 3300 - Artistry Phase 2ETownhouse
Remarks: Sarasota, FL, in the terrific community of Artistry! This stunning garage townhome offers a blend of modern living and serene comfort with 3 spacious bedrooms and 2 1/2 baths. Each bedroom has large closets that provide extra storage space. The large kitchen with breakfast bar is designed for both functionality and style. The open floor plan invites natural light, creating a warm and welcoming atmosphere. The expansive living area is a perfect setting for day to day living and relaxing. Luxury vinyl plank flooring looks gorgeous and is awesome for clean up and care. Terrific, outdoor screened-in lanai off the living room is private and quiet. Located in the Artistry community, this home offers not just a place to live but a lifestyle to embrace. With its close proximity to local amenities, dining, shopping and entertainment, every day brings new adventures. Just a short drive to the world class beaches of Siesta Key and downtown Sarasota, the location is phenomenal! Discover the perfect blend of tranquility and vibrancy at your new address on Vignette Way.
Listing is courtesy of: SRQ INTERNATIONAL REALTY LLC (941-366-0106)
Listing Agent: Ursula Taboada (941-366-0106)
5368 ROYAL PALM AVE #5368, SARASOTA, FL 34234
$1,7757 Days on yellowkey MLS ID: A4691158
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Community: Royal Palm VillasCondo
Elementary School: Emma E. Booker Elementary
Remarks: Annual UNfurnished Beautifully remodeled 2/2 villa in secluded neighborhood close to the Ringling Museum. Come home to a modern and spacious villa that is flooded with natural light from large windows, sliding glass doors and a Florida room that spans the unit. The floor plan is open for ease of entertaining. The bedrooms are spacious with good closets. The master en suite bathroom has a large shower stall that could be open to the walled outside enclosure. One assigned parking space and a large pool for relaxing complete the picture. This condo is super close to shopping, dining, the airport, downtown Sarasota and the beach. CALL NOW! NOTE: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Hamid Mohajir (941-557-8556)
2878 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$2,9007 Days on yellowkey MLS ID: A4691076
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1527 Built: 2023Community: Windward/Lakewood Ranch Ph 1Villa
Remarks: ANNUAL, UNFURNISHED RENTAL. Step into refined Florida living in Windward, where a smart, open layout pairs everyday comfort with easy entertaining. The cook’s kitchen anchors the home with soft-close cabinetry, under-cabinet illumination, oversized sink, and a gas range, flowing seamlessly into a generous great room framed with a coffered ceiling. Durable tile floors in main living areas and Luxury Vinyl Plank flooring in bedrooms and den, complemented by upgraded lighting, and 8' interior doors all provide for a clean, elevated feel. Need a quiet spot to focus? The double French-door entry into your den/flex room is ideal for work, hobbies, or guests. The private primary suite features two closets (one walk-in), a ceiling fan, and a refreshed en-suite with an upgraded shower. Thoughtful quality continues with WHOLE HOUSE IMPACT WINDOWS AND DOORS and blinds on all windows...no hassling with shutters! Outdoor living shines: relax on the extended, screened lanai with pavers and ceiling fan, taking in treed scenery with a water view—perfect for morning coffee and evening cocktails. It’s plumbed with a dedicated gas line for grilling, and rear/front hose spigots for everyday convenience. And everyday living is made easy with a spacious laundry room and a two-car garage with a utility sink. Other thoughtful updates include added insulation in the exterior block walls and garage doors, closet organizer systems, and window tint for efficiency. Windward living means resort perks: resort-style pool and splash pad, spa, modern fitness center, 8 pickleball courts, 2 tennis courts, sports fields, clubhouse, dog parks, playgrounds, miles of trails, and a full-time activities director. With direct access to Waterside Place and quick reach to Lakewood Ranch Main Street, downtown Sarasota, I75, premier beaches, dining, culture, and championship golf, you’re at the center of it all. Crisp, move-in ready, and thoughtfully upgraded—come see why this villa stands out
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
800 N TAMIAMI TRL #321A, SARASOTA, FL 34236
$4,80015 Days on yellowkey MLS ID: A4690103
REDUCED by $600 (11.1%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1734 Built: 2007Community: AlinariTownhouse
Remarks: ANNUAL UNFURNISHED. Welcome to Alinari at Rosemary Place, a unique, luxury condominium development set on 11 acres in Downtown Sarasota. Experience this exclusive blend of privacy, space and style in this unique multilevel end-unit remodeled townhome with your own private entrance. Enjoy 1,734 sq. ft. of remodeled interior living space and your very own private 942 sq. ft. Rooftop Deck with sweeping views of Sarasota Bay, the Sarasota city skyline, resort-style pool & spa deck, and unforgettable sunsets. 1 of only 6 private townhomes located just off the pool—and the only one currently available—this residence is truly a rare offering. Upon entering at your very own private entrance, cross the threshold & enjoy soaring 18-foot ceilings showcasing ample windows that create an expansive, light-filled interior that seamlessly blends with the outdoor scenery with high-end finishes, including custom Venetian plaster walls, designer lighting, custom plantation shutters & freshly painted interior. The kitchen is well-appointed with quartz countertops, large bar counter, stainless steel appliances, custom designer soft close cabinetry w/ample storage space & an oversized pantry. The adjacent spacious dining area has ample room for 6-8 and flows seamlessly into the living room creating the perfect open-concept floor plan for relaxing & entertaining with friends. The versatile 2nd bedroom/den with an adjacent full bath was previously used as both by the current owner. See images of the custom Murphy Bed with storage. Per town records, the unit is classified as a 1BR, but it lives comfortably as a 2BR thanks to the sleek sliding partition door. Open the French doors to a spacious oversized terrace (approx. 642 sq. ft.) which is one of 3 private outdoor spaces. Upstairs, the expansive Primary Suite features its own private balcony, walk-in closet and large en-suite bath with dual sinks, soaking tub, large separate walk-in shower and linen closet. Continue to your very own Private Rooftop Terrace Retreat, which spans the full length of the residence and sets the stage for true luxury overlooking the city skyline and Sarasota Bay making it an inviting space for relaxation, al fresco dining or entertaining. Additional highlights include an oversized laundry room w/built-in cabinetry, retractable screens for airflow throughout, generous storage, 2 AC units, custom window treatments, upgraded ceiling fans, custom stainless stair railing & beautiful tile floors. Alinari residents enjoy 24-hour concierge and security with onsite management staff, an 80’ heated lap pool and spa, fitness center, private cinema, outdoor grilling, business center, club room with bar and entertaining kitchen, social and tea rooms, wine cellar with personal locker (a favorite spot for casual wine gatherings), billiards, three guest suites to accommodate additional overnight guests, a large dog park, designated garage parking, a climate controlled storage unit, indoor bicycle storage & an active social committee that plans engaging events throughout the year. Alinari residents can rest assured as the building was built at 16’ feet above sea level and is located in an X flood zone and has passed its structural survey. Total indoor and outdoor living space: 3,389 sq. ft. all just minutes from Sarasota Bay, Van Wezel, St. Armands Circle, Lido Beach, Sarasota’s vibrant downtown shopping, fine dining, marinas, and expansive arts and cultural offerings. Furnishings are negotiable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Tracey Stetler (941-266-9001)
2559 ARLINGTON ST, SARASOTA, FL 34239
$2,5007 Days on yellowkey MLS ID: A4690955
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1953Community: Turners J C SubSingle Family
Remarks: Discover this inviting 3-bedroom, 2-bathroom cottage nestled on a peaceful dead-end road in the heart of Arlington Park, one of Sarasota’s most sought-after neighborhoods. Just down the street from beautiful Arlington Park & Aquatic Complex, Sarasota Memorial Hospital and minutes away from Downtown Sarasota. Some thoughtful updates include granite countertops, stainless steel appliances, travertine tile, and impact windows. Call for terms and a private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Wade Ongstad (941-705-0537)
1624 STICKNEY POINT RD #108, SARASOTA, FL 34231
$2,2007 Days on yellowkey MLS ID: A4690440
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975Community: Castel Del MareSpa: YesCondo
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
$12,6007 Days on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
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
$12,6007 Days 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!
4218 SAINT CHARLES DR, SARASOTA, FL 34243
$2,30093 Days on yellowkey MLS ID: A4680126
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1195 Built: 1990Community: Treetops At North 40 - St CharlesSpa: NoSingle Family
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Sara Scott Harllee Middle
Remarks: Welcome to Treetops! Complete with 3-Beds, 2-Baths, a large 2-car garage, and a fenced-in yard. The kitchen features plenty of cabinet and counterspace, including a breakfast bar for casual dining, and a utility pantry featuring a washer and dryer and additional storage shelving. Appliances include a stainless-steel microwave, refrigerator, range, and dishwasher. The open floor plan creates an airy, spacious feel, while ample windows fill the home with natural light. Additional details include tile flooring, ceiling fans, and unique built-in shelving. The spacious primary suite features a large walk-in closet and en suite bathroom with a lovely vanity space and walk-in shower. Two additional bedrooms, with one functioning as a home office, and a shared bathroom complete the interior of this home. Pets accepted, (2) pets welcome, and no dangerous breeds. Basic cable and lawn care are included in the rent. Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full months rent! Located at the intersection of Tallevast and Lockwood Ridge, the Treetops at North Forty is a picturesque community with mature landscaping, ponds, swimming pool, and tennis court. Just a short distance away from University Town Center and Lakewood Ranch. PMI Southwest Florida has partnered with Obligo a security deposit alternative to qualified renters! Ask us about this option. 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.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Mj Loparco (941-216-0022)
212 COSMOPOLITAN CT, SARASOTA, FL 34236
$3,900667 Days on yellowkey MLS ID: A4615634
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1747 Built: 2015Community: QSingle Family
Elementary School: Southside Elementary
Remarks: DOWNTOWN SARASOTA Annual rental FURNISHED or partially furnished. Available May 15, 2026. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space. Please note: Parking is limited. 1 car per household. A 2nd car must be parked off site.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
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