Location: Sarasota
Do Not Show Listings
5354 SHADOW LAWN DR, SARASOTA, FL 34242
$4,49557 Days on yellowkey MLS ID: A4685655
REDUCED by $255 (5.4%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2083 Built: 1964Community: Siesta IslesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Available on an Annual Lease. This is a nicely furnished 3 bedroom 2 bath Grand Canal pool home with a deep-water dock on Siesta Key! The home has a foyer entry with etched glass front doors. The open concept floor plan includes living, dining and family rooms which feature pocketing sliding glass doors leading to the large, screened-in lanai, paver deck and sparkling free-form pool overlooking the waterway. The remodeled kitchen features an oversized island with seating for six, wood cabinets, granite countertops, a five-burner gas cooktop, stainless steel appliances and abundant storage. The waterfront master-bedroom features direct access to the pool and has views of the Grand Canal. The master bathroom has a walk-in closet and private toilet / shower room with a tub/shower combination. There are two additional bedrooms and a full bath. The laundry room has additional storage and is located near the kitchen and two car garage. The screened in patio has a pool and view of the canal. The zero-scaped yard is maintenance free. You are able to fish, kayak, paddleboard or boat from the dock in your own backyard. Located in the waterfront community of Siesta Isles, near the powdery white sands of world-famous Siesta Beach and near Siesta Village's charming shops and restaurants. Amenities include, lawn care and pool care. The wine cooler does not work and will not be replaced. There is a propane tank for the gas stove that is full, however the tenant is responsible to refill it when depleted and at the end of the tenancy. The property was flooded during hurricane Milton and will include a flood disclosure. We score every application. If an application doesn’t score high enough, the resident may be required to place the equivalent of two months’ rent in a security deposit. Please be aware that leasing this property includes a non-optional Home Assistant Services Package that will cost an additional $39 per month. These services and their cost are separate from Tenant’s monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet which can be viewed on our website at Sarasota Management & Leasing.
Listing is courtesy of: SARASOTA MANAGEMENT & LEASING (941-377-8400)
Listing Agent: Todd Roughton (941-377-8400)
7460 PAUROTIS CT, SARASOTA, FL 34241
$6,75029 Days on yellowkey MLS ID: A4689215
0 Days Off yellowkey (back on 4/29/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4449 Built: 2001Community: Serenoa LakesSpa: YesSingle Family
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: This is a 5 Bedroom 4.5 Bath estate-style Arthur Rutenberg pool home with lake views in the private gated community of Serenoa Lakes. This split floor plan home features a circle driveway and a 3 car garage. It is available partially furnished and has multiple living spaces, a full wet bar equipped with cabinets and wine refrigerator, and pocket sliders that turn the outdoor living space into an extended entertaining area. The outdoor living space features a heated saltwater pool, spa, outdoor kitchen, and fireplace in the screen enclosure with waterfront lake views. The expansive kitchen features granite countertops with a feature wall, a walk-in pantry, and a prep island. There is plenty of extra space with a separate office, dining room, and dinette area, which includes aquarium glass windows to enjoy the outdoor living space. The media room has a wet bar and bay window with built-in seating. The primary suite features a bay window and private entrance to the outdoor living space. There are dual walk-in closets between the primary bedroom and bath. The large primary bathroom features an oversized walk-in shower, dual vanity areas, and a large jetted soaking tub. On the other side of the home, you have a guest suite with an ensuite bathroom and private entrance, two bedrooms joined by a “jack and jill” bathroom, and a fourth spare bedroom. There is also a laundry room located just off the kitchen and a 3 car garage. There is a locked owners closet in the living room of the guest suite on the west side of the home that is not available for tenant use. The community of Serenoa Lakes has an optional annual golf membership at Serenoa Golf Club. The community is located near Twin Lakes Park, dining, shopping, medical facilities, major roadways, and award-winning beaches. Please be aware that leasing this property includes a non-optional Home Assistant Services Package that will cost an additional $39 per month. These services and their cost are separate from Tenant’s monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet which can be viewed on our website at Sarasota Management & Leasing.
4753 RINGWOOD MDW, SARASOTA, FL 34235
$2,80021 Days on yellowkey MLS ID: A4690116
REDUCED by $200 (6.7%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 1980Community: Meadows TheSingle Family
Remarks: Heated Salt Water POOL HOME on the recently updated MEADOWS COUNTRY CLUB GOLF COURSE. 3 bedrooms (split plan), 2 full baths, large living room and dining room, 9x7 bonus room, LARGE indoor laundry room, covered lanai, screened pool deck, 2 car garage. NEW HVAC, carpet in the bedrooms and a NEWER pool and cage (both) were built in 2008. The side entry courtyard sets the stage for this wonderful home with an expansive golf course view. This view can be seen from the super sized living room and master bedroom not to mention the lanai and pool deck. You are truly just walking distance to The Meadows Village Shopping Center, close to UTC shopping centers and the mall. Meadows offers country club living with the new Renaissance membership that comes with your purchase. You can have access to the country club dining room and lounge during the day and brunch plus access to the Olympic size pool and new gym facility and a la carte tennis and golf. The Meadows offers miles and miles of walk/jog/bike paths, lakes, fishing, and remote control sailboat races
Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)
Listing Agent: Joseph Stephens (941-400-9084)
5309 NAPA DR, SARASOTA, FL 34243
$5,9958 Days on yellowkey MLS ID: A4691794
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3756 Built: 2009Community: Sonoma Ph ISingle Family
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: This is a 5 bedroom, 3 bathroom home with pool and pond views located in the gated Sonoma community! The furnishings are optional. This two-story Mediterranean-style home features a barrel tile roof, paver driveway, 3-car garage, and a private gated courtyard entry with tropical landscaping. Inside, engineered hardwood flooring runs throughout the main living areas and bedrooms, with tile in the kitchen and bathrooms. The two-story foyer features arched doorways and leads to the formal dining room, which has a trey ceiling, and the formal living room, which is framed by decorative arches and large windows. The kitchen features granite countertops, oak raised-panel cabinetry, stainless steel appliances, a tile backsplash, and a center island with additional prep space. A breakfast bar provides casual seating between the kitchen and the spacious family room. The kitchen also includes a walk-in pantry with built-in shelving and a butcher block counter. The family room is open to the kitchen and features sliding glass doors that lead out to the screened lanai, offering views of the pool and the natural setting beyond. A dedicated laundry room with white shaker cabinetry, a utility sink, butcher block countertop, and a stacked washer and dryer is located on the first floor. One of the five bedrooms is located on the first floor with its own full bathroom featuring a split layout with a separate vanity area and a private toilet and shower area, making it well suited for guests. Upstairs, the master bedroom features a trey ceiling and large windows with views of the surrounding trees and greenery. The master bathroom includes his and hers sinks with a makeup vanity between them, a garden tub, and a separate walk-in tiled shower with a glass enclosure. Three additional bedrooms are located upstairs and share a full bathroom with a split layout featuring a separate vanity area and a private toilet and tub/shower combination. A large office space is also located on the second floor, with large windows overlooking the trees, providing a great work-from-home setup or flexible living space. The screened lanai features a free-form shaped pool overlooking a landscaped yard with mature pine trees and views of a pond and natural preserve-like setting. Sonoma is a gated community offering a cabana-style community pool, a tennis and basketball court, a playground, and back-entrance access to the Manatee Conservatory Park, which features 55 acres of walking trails, a covered pavilion, and a fishing dock. The community is located just off University Parkway, close to I-75, the Sarasota-Bradenton International Airport, and University Town Center with its shopping and dining. Benderson Park, Lakewood Ranch, downtown Sarasota. Please allow up to 30 days after lease signing for community approval before move-in. We score every application. If an application doesn't score high enough, the resident may be required to place the equivalent of two months' rent in a security deposit. Please be aware that leasing this property includes a non-negotiable Home Assistant Services Package at an additional $39 per month. These services and their cost are separate from Tenant's monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet, which can be viewed on our website at Sarasota Management & Leasing.
2752 HIDDEN LAKE BLVD #2752, SARASOTA, FL 34237
$1,5958 Days on yellowkey MLS ID: A4691793
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Community: Hidden Lake VillageCondo
Remarks: This is an updated 2 bedroom 2 bathroom ground floor garden condo in the Hidden Lake Village Community. The unit is updated with wood-grain flooring. The kitchen features white appliances and granite surface countertops. The master bedroom has an ensuite bathroom. There is also a spare bedroom with a indoor sliding closet. The secound bathroom has a tub-shower combination. The unit also has a screened-in balcony with a view of the tropical garden. The condo is part of Hidden Lake Village, a subdivision that offers many amenities and features. The community has two pools, a clubhouse, and a tennis court. There is a coin laundry located inside the community. The location is convenient, as it is close to Ed Smith Stadium, Downtown Sarasota, Selby Gardens, and not far from the Sarasota International Airport, UTC Mall, St. Armands Circle, and Lido Key Beach. Please allow up to 30 days after approval before move-in for the HOA to process their own application. We score every application. If an application doesn’t score high enough, the resident may be required to place the equivalent of two months’ rent in a security deposit. Please be aware that leasing this property includes a non-optional Home Assistant Services Package that will cost an additional $39 per month. These services and their cost are separate from Tenant’s monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet which can be viewed on our website at Sarasota Management & Leasing.
2916 WOODCREST DR, SARASOTA, FL 34239
$3,4008 Days on yellowkey MLS ID: A4691711
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1576 Built: 1963Community: South GateSingle Family
Remarks: Single lever FURNISHED 3 bed/2 bath house in Sarasota, Florida, in VERY SAFE NEIGHBOURHOOD. Just 3 miles from famous Siesta Bridge : white sand, friendly waves . Kitchen with granite counter top, equipped with everything you need. Laundry room, garage. Primary bedroom with bathroom attached, kids room with bunk bed. Third bedroom is on the other side, you will love to fall asleep while watching jumping bunnies in the backyard through a low window.
Listing is courtesy of: NEO REMARKETING (305-363-5091)
Listing Agent: Sam Razavi Razavi (305-570-2939)
5753 NEW YORK AVE, SARASOTA, FL 34231
$3,5004019 Days on yellowkey MLS ID: A4121629
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1358 Built: 1996 Tax: $3,458 (2021)Community: Sun Haven Unit 3Spa: YesSingle Family
Taxes:$3,458
Tax Year: 2021
Remarks: Fully turnkey Now offered Annually for $3500.00 , 6-12 months at agreed upon rental price depending on length and time of year. or High Season 3 month min. Dec-April at $5500.00 Rentals over 6 months and longer pay all utilities. TV ,Internet and a monthly Electric amount provided by the owner for rentals under 6 months .Charming pet friendly pool home in a great location near shopping and Siesta Key Beach. 3 bedroom,2 bath single family home overlooking a large screened- in private pool Master bedroom has a King size bed and newly remodeled en -suite Bath. Guest bedroom has a Queen size bed and 3rd bedroom has 2 twin beds. Guest bath has a tub and shower .Full size washer, dryer . Enjoy this private retreat. Less than 5 miles to world famous Siesta Key , I-75 ,restaurants and shopping .! Pool and spa are heated ,no jets in the spa. Pool and grounds maintenance included. Garage is NOT included. Pets welcome with a Non-refundable pet fee.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Catherine Foley (941-961-8978)
11605 GARESSIO LN, SARASOTA, FL 34238
$5,5003627 Days on yellowkey MLS ID: A4155611
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1534 Built: 2008 Tax: $3,376 (2021)Community: Isles Of Sarasota Unit 2CSingle Family
Taxes:$3,376
Remarks: SARASOTA'S very best place to live...PALMER RANCH. THE ISLES is a Luxury community to stay awhile. Great location close to the Siesta Key Beaches and minutes to shopping and restaurants. The Isles on Palmer Ranch is a master community built around lakes and native preserves. Heated Lagoon Poll, lighted tennis courts, bocce ball court, basketball court, playground and Lakeside Village Center with fitness facility. This well appointed two bedroom/two bath Villa home is available for your stay for a 3+ month Reservation. Move In and Enjoy the FLORIDA lifestyle in this lovely furnished home. Open Floor Plan and a large screened Lanai to barbecue, entertain and relax.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
4118 CENTRAL SARASOTA PKWY #1624, SARASOTA, FL 34238
$1,4008 Days on yellowkey MLS ID: A4691577
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1998Community: Bella Villino IiSpa: YesCondo
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Resort Style Living in Premier Palmer Ranch location- Minutes from the Crystal Sands of Siesta Key Beach. Experience the best of Sarasota living in this beautifully updated and renovated home, located in the sought after community of Bell Villino. You will find this home not only minutes to the world renowned Siesta Key Beach but only moments away to some of the finest dining, upscale shopping as well as a vibrant arts and culture scene of Downtown Sarasota. Lowes, Costco, Publix, plus a Whole Foods and Trader Joes coming soon to the New Sarasota Square Mall all right around the corner. This residence offers the perfect blend of luxury and convenience at an affordable price! Step inside to discover a modern interior featuring new appliances, new laminate flooring and a soft neutral palette. You will never need to leave the community if you feel like a few chill days at home to take advantage of the resort style amenities right at your fingertips including: Heated Swimming Pool and Spa, State-of-the-Art Fitness Center, Indoor Basketball, Billiard Room, Business Center , Outdoor Gas Grills and Picnic Areas. This Home offers a lifestyle that feels like a year-round vacation. Whether you are looking for a Seasonal Retreat or a full time residence, this is your opportunity to live in of of the areas most desirable neighborhoods at an affordable price!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Nancy Waite-Howington (717-324-2180)
442 N JEFFERSON AVE, SARASOTA, FL 34237
$1,5658 Days on yellowkey MLS ID: A4689945
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 931 Built: 1985Community: Aspen Woods WestSingle Family
Remarks: Experience villa living at its best in a prime Sarasota location! This home offers two bedrooms, two bathrooms, and an inviting open floor plan designed for comfortable everyday living. Relax year-round in the bright, open sunroom—perfect for enjoying the outdoors without the hassle of pests. Just steps from your door, the community pool offers a refreshing retreat on sunny afternoons. Located only minutes from downtown dining, shopping, and the iconic Ringling Bridge, spontaneous nights out are always within easy reach. This villa is a true gem in an unbeatable location—don’t miss your opportunity. Schedule your showing today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Patti O Grady (941-400-0423)
5640 GOLF POINTE DR #101, SARASOTA, FL 34243
$2,40047 Days on yellowkey MLS ID: TB8488837
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1529 Built: 1984Community: Golf Pointe At Palm-Aire Cc Sec IiCondo
Remarks: Available April 1, 2026. Immaculate, fully furnished, first floor 3/2 overlooking the Palm-Aire Golf Course. Solid concrete and steel building with Mediterranean Tile roof. Over 1500 sqft, remodeled with high-end finishes, modern furniture, and luxury design. One designated parking space located directly in front of the property. Walk right in from shopping, one small step into condo. Full kitchen, completely stocked for long term stays. In addition to pots pans, dishes and utensils, the kitchen comes stocked with a toaster, air fryer, Crockpot, Dutch oven, blender, counter top griddle, coffee pot and Keurig. Solid wood cabinets, pullouts, and soft-close doors complete the chef's experience. Open floor plan. Separate custom bar, 42" TVs in the bedrooms, 65" TV in Living area, plantation shutters, triple wide sliding doors, outdoor area with walk out to the lawn, nice ceiling fans, buffet, seating for 8 at the table, dedicated workspace, etc, etc. Water and green views from the screened-in porch. Walk to the community pool. Great place to relax and enjoy the area. WIFi, cable, and utilities included. Washer and dryer in unit. University Park offers tons of shopping, dining, and entertainment. Just outside of Lakewood Ranch. 8 miles to downtown Sarasota, and 15 miles to Siesta Key. Palm Aire Visitor Memberships are not required for rental but are available through the pro-shop. Available long term or short term, minimum lease of 1 month. Seasonal rates may vary. Leases under 6 months are subject to Florida state tax.
Listing is courtesy of: EXIT BAYSHORE REALTY (813-839-6869)
Listing Agent: Andrew Ferraro (813-593-3935)
5634 SHEFFIELD GREENE CIR #18, SARASOTA, FL 34235
$2,20047 Days on yellowkey MLS ID: TB8488746
0 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1992Community: Sheffield GreeneCondo
Remarks: This (fully furnished!) spacious two bedroom, two bathroom, 1-car garage condo is located in the master planned community, The Meadows, in Sarasota, FL. Tons of natural light brightens this condo, especially with the two enclosed Florida rooms/porches overlooking the golf course and peaceful natural scenery. Enjoy the heated community pool, or immerse yourself in nature along the 14 miles of walking/jogging/biking trails, including a 1.5 mile fitness trail, or a round of golf at the Meadows Country Club. Located only minutes to popular University Town Center shopping and restaurants, and only a short drive to downtown Sarasota and to gorgeous gulf coast beaches, including Siesta Key, Anna Maria Island, and Casey Key. The tenant is responsible for electric and internet, water and trash is included. Available long term or short term, minimum lease of 1 month. Seasonal rates may vary. Leases under 6 months are subject to Florida state tax.
1686 CHAPLINE LN, SARASOTA, FL 34231
$3,000166 Days on yellowkey MLS ID: A4672328
REDUCED by $250 (7.7%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1963Single Family
Elementary School: Gulf Gate Elementary
Middle School: Brookside Middle
Remarks: Available June 1, 2026 60 Day Minimum... 3000.00 annually 3000.00 Discover comfort, convenience, and coastal charm in this fully furnished 3-bedroom, 2-bath home located West of the Trail in the highly desirable and non-deed-restricted community of Bayview Acres. Inside, you’ll appreciate the beautifully renovated kitchen, split floorplan, and thoughtful upgrades throughout. Each bedroom is equipped with a ceiling fan for added comfort, and the impact-rated sliding door opens to a serene screened lanai—an ideal spot to unwind after a day at the beach. The fully fenced, spacious yard offers plenty of room to enjoy the outdoors, along with extra space to store bikes, beach gear, or anything else you bring along. Situated within the tranquil bird sanctuary of Bayview Acres, the home provides a peaceful, nature-filled setting perfect for relaxation. This home is designed to make your stay effortless, with all the details that turn a good Siesta Key/Sarasota getaway into a truly memorable experience. Prime Location: Walk or bike to the beach, shopping, and dining—everything is just minutes away. Available for Weekly and Monthly Stays. Take a look—you won’t be disappointed! January through April 2027- 4500.00 monthly plus taxes and fees.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
3255 RAMBLEWOOD PL, SARASOTA, FL 34237
$2,65015 Days on yellowkey MLS ID: A4690822
REDUCED by $200 (7.0%) on 04/28/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1293 Built: 1976Community: Ramblewood AcresTownhouse
Remarks: Quiet gated townhouse setting with swimming pool. Corner unit with four private outdoor spaces! Recently updated kitchen with new dishwasher & spacious counters with an island. Dining area & living area combo with two separate entrances. Upstairs features three bedrooms and two full bathrooms upstairs & a remodeled half bathroom off the entrance foyer. Fresh paint throughout. Comes with new sheets & comforters as well as brand new mattresses as seen in photos! Townhouse setting featuring a swimming pool, clubhouse, gym, & lots of nice areas to walk & exercise. Local owner/management for your convenience. Minutes to town, a nice Publix & many cafes, this subdivision is most convenient! 1.24 miles from Sarasota Memorial!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Vescovo (314-743-7111)
4879 COMMONWEALTH DR, SARASOTA, FL 34242
$15,500306 Days on yellowkey MLS ID: A4657954
INCREASED by $1,000 (6.9%) on 04/28/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2450 Built: 1957Community: Siesta BeachSpa: NoSingle Family
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
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)
307 AVENIDA DE PARADISIO, SARASOTA, FL 34242
$12,0008 Days on yellowkey MLS ID: A4691362
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 1972Community: Paradise IslandSingle Family
Remarks: Welcome to your dream escape on Siesta Key—a completely reimagined coastal retreat designed to make every moment unforgettable. Tucked away on a quiet stretch of Avenida de Parasido, this stunning 3-bedroom, 2-bath home has been fully remodeled from top to bottom with brand-new, designer furnishings. Everything is fresh, pristine, and waiting, be among the very first to experience it. Step inside to an airy, light-filled space where coastal elegance meets effortless comfort. The open layout invites connection—whether you’re sharing meals, relaxing after the beach, or simply enjoying the calm of your surroundings. Out back, your private oasis awaits. A secluded yard wraps around a sparkling pool, creating the perfect setting for morning coffee, sun-soaked afternoons, or quiet evenings under the stars. It’s your own slice of paradise—peaceful, private, and entirely yours. Location is everything—and this one is unbeatable. You’re just steps from the heart of Siesta Key Village, where vibrant local life unfolds. Discover eclectic restaurants loved by locals, charming boutiques unique to Sarasota, live music drifting through warm evenings, and an energy that’s both relaxed and alive. And then there’s the beach. Just moments away lies the world-famous Siesta Key Beach—renowned for its powdery white quartz sand and the crystal-clear waters of the Gulf. Whether you’re swimming, sunbathing, or catching a sunset that feels almost unreal, this is coastal living at its finest. When you’re ready to explore beyond the island, downtown Sarasota is only minutes away. Immerse yourself in a thriving arts scene with live theater, ballet, multiple orchestras, and an impressive collection of galleries. Food lovers will appreciate the exceptional dining culture—this area boasts one of the highest concentrations of top-rated restaurants per capita in the country. This isn’t just a place to stay, it’s where beach days, vibrant nights, and total relaxation come together effortlessly. All that’s missing is you.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
1300 BENJAMIN FRANKLIN DR #1005, SARASOTA, FL 34236
$25,000138 Days on yellowkey MLS ID: A4675828
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 2005Community: The Beach ResidencesCondo
Elementary School: Southside Elementary
Remarks: Experience coastal luxury at The Beach Residences, a Ritz-Carlton managed property on Lido Key, perfectly positioned above the Gulf of Mexico with a sweeping wraparound balcony capturing Sarasota’s most breathtaking views. This expansive three-bedroom, three-bath residence has been newly renovated and showcases impeccable designer furnishings throughout. Floor-to-ceiling windows flood the home with natural light, highlighting the open-concept layout, rich hardwood floors, and a chef’s kitchen appointed with solid wood cabinetry and premium finishes. A thoughtful split-bedroom floor plan ensures privacy for residents and guests alike. The primary suite is a serene retreat, complete with panoramic Gulf vistas and a spa-like bath designed for pure relaxation. Life at The Beach Residences is elevated by an array of world-class amenities, including full concierge services, a resort-style pool and spa, state-of-the-art fitness center, private theater, elegant social lounges, and exclusive beach club access. For those seeking the ultimate luxury lifestyle, Ritz-Carlton Club Membership is available for an additional fee.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
4140 CENTRAL SARASOTA PKWY #1226, SARASOTA, FL 34238
$1,70030 Days on yellowkey MLS ID: A4688831
REDUCED by $250 (12.8%) on 04/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 829 Built: 1998Community: Bella Villino IiCondo
Remarks: Located in Bella Villino on Palmer Ranch, beautifully renovated condo with pond & resort views. This large 1-bedroom, 1-bathroom second-floor condo is now available for annual rental and can be rented furnished, partially furnished, or unfurnished. As you Step inside this open, light-filled floor plan, you will find a stylish new kitchen featuring European-style cabinetry, quartz countertops, and a convenient breakfast bar—perfect for both everyday living and entertaining. The spacious living area opens onto a large, screened lanai, where you can relax and enjoy peaceful views of the pond, resort-style pool, and clubhouse. Luxury vinyl plank flooring throughout the main living spaces. Spacious bedroom, updated bathroom with a custom vanity and quartz countertops, and tub/shower combo. The separate laundry room has built-in shelving, and a full-size washer and dryer. Located in the sought-after Bella Villino community, residents enjoy an impressive array of resort-style amenities, including a heated pool and spa, clubhouse, indoor racquetball/basketball court, billiards room, tennis courts, media room, car detail bay, gas grills, picnic areas, and on-site management. Ideally situated near Siesta Key and beautiful Gulf beaches, nature preserves, the Legacy Trail, golf, shopping, restaurants, and so much more. Sarasota lifestyle living at its best!
Listing Agent: Chrissie Cummings (772-532-8229)
5880 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$3,350226 Days on yellowkey MLS ID: A4665457
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982Community: CasarinaSpa: YesCondo
Remarks: Available April 2026 and Beyond! The rate shown reflects the annual rental price. Seasonal rates for April 2026 may vary. Don’t miss the opportunity to secure this property, reach out for availability and details. Step into paradise at Casarina, a beautifully maintained beachfront community right on Siesta Key’s world-famous Crescent Beach. With 200 feet of private beach access, you’re just steps away from the soft white sands and turquoise waters that make this destination so special. Your third-floor condo retreat comes fully furnished and ready for your stay. Enjoy a newly updated kitchen, modern luxury vinyl floors, an updated guest bath, and the comfort of a brand-new AC unit. Start your mornings with coffee on the 17-foot screened balcony overlooking serene gardens, and catch a glimpse of the Gulf and pool area through the palms. Casarina offers the perfect blend of relaxation and activity. Spend your days unwinding at the beachside pool and spa, challenge friends to a game of tennis or pickleball, or take in the sunsets from the elevated beach deck. The clubhouse is a welcoming space to meet other guests, and the lush 7-acre grounds are ideal for strolling. When you’re ready to explore, hop on the free Siesta Key Trolley for easy access to local dining, shopping, and entertainment. Paddle boarding, kayaking, biking, or simply soaking up the Florida sun—the choice is yours. This Casarina condo offers the ideal island escape with resort-style amenities and all the comforts of home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$2,2509 Days on yellowkey MLS ID: A4691461
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969Community: Bermuda On OspreySpa: NoCondo
Remarks: Beautiful 2-bedroom, 2-bath condo located just minutes from Siesta Key Beach (Shell Rd access approx. 5 minutes) and Siesta Key Village (approx. 8 minutes), nestled in the well-established Oasis at Osprey community. Situated on the second floor with convenient elevator access, this inviting residence offers the perfect blend of comfort and location for your Sarasota stay. The condo features a well-appointed kitchen, spacious living and dining areas, two comfortable bedrooms, and two full bathrooms, along with a screened balcony ideal for relaxing and enjoying the Florida lifestyle. Community amenities include a pool, small fitness room, coin laundry, and one assigned parking space, with additional guest parking available (subject to availability). Ideally located just two blocks from The Crossings at Siesta Key, you’ll be surrounded by shopping, dining, and everyday conveniences. With close proximity to Siesta Key Beach, Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Hillview area, and easy access to I-75, this West of the Trail location truly offers it all. Enjoy the best of Sarasota living—beaches, dining, and vibrant city life—all just minutes from your door.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alberto Garcia (941-730-5205)
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