Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3435 DUNBAR DR, SARASOTA, FL 34232
$2,00037 Days on yellowkey MLS ID: A4697575
0 Days Off yellowkey (back on 6/23/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1326 Built: 1977Community: Sarasota SpgsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year:
Middle School: McIntosh Middle
Remarks: Annual unfurnished single-family home offering 2 bedrooms, 2 bathrooms, a one-car garage, and a large, fully fenced backyard. This well-maintained home features a spacious split-bedroom floor plan with tile flooring throughout and a versatile living room, dining room, and family room layout. The kitchen offers an eat-in dining area and a convenient pass-through window to the family room, creating an open and functional living space. Just beyond the family room is a spacious enclosed lanai, perfect for relaxing or enjoying additional living space year-round. The primary suite features a walk-in closet, private access to the lanai, and an updated en-suite bathroom with a tub/shower combination. The guest bedroom includes a built-in closet, while the updated guest bathroom features a walk-in shower. Outside, you'll find a large, fully fenced backyard complete with a storage shed, providing plenty of room for outdoor activities and entertaining. This home is dog-friendly and offers plenty of secure outdoor space for your four-legged companion. Located outside of an HOA, you'll enjoy added flexibility and fewer restrictions. Conveniently situated near shopping, dining, parks, and major roadways, this home offers easy access to everything Sarasota has to offer.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
5320 MOELLER AVE, SARASOTA, FL 34233
$3,000121 Days on yellowkey MLS ID: A4682919
INCREASED by $200 (7.1%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1979Community: Cedar Grove Of 1St Add ToSpa: NoSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Fully furnished pool home in the highly sought-after Ashton Elementary School district. Ideal for families relocating to Sarasota, building a home, or seeking a turnkey rental while getting to know the area. Bright, open living spaces and a private pool complement a prime location just minutes from Siesta Key Beach, shopping, dining, parks, and medical facilities. Flexible lease terms available; current rate reflects an annual lease, with shorter terms offered at adjusted seasonal rates plus applicable taxes. Tenant is responsible for lawn and pool maintenance. Pets considered with owner approval and applicable fees.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Irma Scherer (941-279-3630)
4503 HALE ST, SARASOTA, FL 34233
$1,97588 Days on yellowkey MLS ID: A4691841
0 Days Off yellowkey (back on 6/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1990Half Duplex
Remarks: Annual Rental Sarasota. Newly updated and refurbished annual rental located in the McIntosh and Bee Ridge area of Sarasota. This 1100 sq ft duplex features two bedrooms and two bathrooms, and is ready for immediate occupancy. The Master opens onto a deck to the fenced backyard. Washer dryer located in the garage. Key features include: Prime location: Conveniently situated near three shopping centers, local parks, and just two minutes from Doctors Hospital. Privacy and Parking: Includes a fenced backyard for privacy, a one-car garage, and driveway space for 2 additional vehicles. Please note that this is a no pets and no smoking property.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
7779 AROLLA PINE BLVD, SARASOTA, FL 34240
$3,25070 Days on yellowkey MLS ID: A4693909
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2013 Built: 2003Community: Villages/Pine Tree D E & GSingle Family
Elementary School: Tatum Ridge Elementary
Remarks: This charming home is located in The Enclave, east of I-75 and minutes from UTC shopping, dining, and Benderson Park. The Celery Fields trails are blocks away! Enjoy 3 bedrooms, 2 baths, over 2000 square feet of living space, a dedicated dining space and kitchen eating space, and a 3 car garage. A large, open concept kitchen and family room with higher ceilings create a spacious feel. The living room/den space has opportunity as a home office. A covered patio overlooks a private, fenced backyard. Yard maintenance is included in the rent. Owner requires background check for approval, paid by tenant.
Listing is courtesy of: SWILLEY & ASSOCIATES REALTY (941-504-0947)
Listing Agent: Wendy Norman (941-356-1529)
5417 DUNCANWOOD DR, SARASOTA, FL 34232
$2,30061 Days on yellowkey MLS ID: A4694905
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $100 (4.2%) on 06/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1371 Built: 1973Community: Ridgewood Estates 12 AddSingle Family
Elementary School: Fruitville Elementary
Remarks: Charming 3BR/2BA single-family POOL home ideally located off Bee Ridge Road & Cattlemen in the heart of Sarasota. This home offers a unique vintage feel blended with modern updates. Cute kitchen with updated counters and modern appliances. The spacious layout features two large living room areas, providing plenty of room to relax, entertain, or create a separate family and media space. Step outside to enjoy the oversized screened-in lanai overlooking a deep swimming pool and fully fenced backyard - perfect for entertaining, pets, and enjoying the Florida lifestyle year-round. Additional features include an in-unit washer and dryer, workshop space, and covered parking for two vehicles. No HOA restrictions mean boats and trailers are permitted, giving you the flexibility hard to find in Sarasota. Conveniently located just 20 minutes from Siesta Key Beach, shopping, dining, and everything Sarasota has to offer. Quick access to I-75. NOT IN A FLOOD ZONE. Pet-friendly and full of character, this home is a rare rental opportunity with space, charm, and freedom.
3269 BENEVA RD #102, SARASOTA, FL 34232
$1,200100 Days on yellowkey MLS ID: A4690193
REDUCED by $800 (40.0%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Community: Village Brooke Sec 3Condo
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Looking for a 6-month lease on a comfortable place to explore Sarasota without stretching your budget? Settle right in at this inviting first-floor condo in Village Brooke, a friendly, centrally located community that makes it easy to feel at home. Step inside to a well-designed kitchen with attractive counters and a handy pass-through bar top to the dining area, ceramic tile flowing through the main living spaces, and a generously sized bedroom with a walk-in closet. Out back, your private south-facing screened lanai is the spot you'll keep coming back to, shaded and breezy through the warmer summer months, with comfortable warmth as the season turns toward fall. Village Brooke sits just across from the Village Green public golf course and is known for its beautifully maintained grounds and genuinely welcoming atmosphere. There's always something going on: an active social calendar of weekly gatherings, seasonal events, and easy ways to get to know your neighbors. Residents enjoy two heated pools, tennis courts set up for pickleball too, shuffleboard, peaceful ponds with shaded gazebos, outdoor barbecue and picnic areas, and a clubhouse complete with billiards, a library, a gathering room, and a kitchen for social events. Best of all, daily living stays simple: water and sewer, basic cable, trash service, pest control, and grounds maintenance are all included. You're minutes from shopping, dining, and golf, and just a short drive to Sarasota's beaches and the Gulf waters of Siesta Key. For residents seeking comfort, community, and value through the summer and fall, this one checks every box, and a shorter lease term may be available with renegotiated rates. Property is also being offered for sale at $135,000. See MLS A4674580.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1232 NORTHPORT DR, SARASOTA, FL 34242
$9,97540 Days on yellowkey MLS ID: TB8519681
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1794 Built: 1968Community: Royal Palm HarborSpa: NoSingle Family
Elementary School: Phillippi Shores Elementary
Remarks: Annual Rental: Waterfront 3BD/2BA home with private pool and sailboat water with boat slip. Looking for a laid-back Siesta Key flip-flop lifestyle with urban conveniences? Discover 1232 Northport Drive, a secluded, peaceful setting less than one mile from world-famous Siesta Key beach. This updated island one-story home awaits your annual escape from daily demands, but not too far, as high-speed internet provides the AI connection between paradise and business. Bring your family, dog, and boat for an amazing year in the tropics. The home is currently furnished, and the owners will consider removing the furniture so you can move in your personal belongings for comfort. The home is offered as an annual rental that includes pool and grounds maintenance and inside laundry room with full sized washer/dryer; however, tenants are responsible for utilities, including renters’ insurance, water/sewer, and electricity. The application process includes a background check, with a desired minimum credit score of 680/person. No smoking, vaping, or recreational drugs permitted. The home is ready now for your arrival. Live your Siesta Key dream, waiting for your move. Call for private showings; in person or virtual.
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
3201 BENEVA RD #201, SARASOTA, FL 34232
$1,7001126 Days on yellowkey MLS ID: A4574874
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1978Condo
Remarks: GORGEOUS 2 BEDROOM, 2BATHROOM, TURNKEY FURNISHED SEASONAL RENTAL LOCATED IN THE HIGHLY SOUGHT-AFTER COMMUNITY OF VILLAGE BROOKE! This property is perfect for your Sarasota family vacation. When you walk into this unit you will love the light, bright and homie feeling you get. ALL OF THE FURNITURE IN THIS UNIT IS BRAND NEW! The large sliding glass door that leads out to your private screened in lanai lets in a ton of natural light. The kitchen is equipped with everything you will need during your stay for all of your cooking adventures. The master suite features a king size bed and tons of closet and draw space along with an updated master bathroom with a shower and tub combo. The spare bedroom is set up with two XL twin beds and desk for your working needs. Village Brooke features an array of amenities including two community pools, two tennis courts, pickleball, shuffleboard and a newly updated community club house that features a fully equipped kitchen, perfect for hosting private or community events. Laundry facilities are conveniently available in each building. Please call for your showing today. I am sorry no pets or trucks.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Kayla Lamb (941-315-9500)
2246 CORK OAK ST W, SARASOTA, FL 34232
$6,500277 Days on yellowkey MLS ID: A4669343
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 1989Community: Colonial OaksSpa: YesSingle Family
Remarks: LOVELY single family home available to rent in the desirable community of Colonial Oaks. This turnkey furnished home is located on a quiet cul-de-sac, has 3 bedrooms, 2 bathrooms, kitchen/family room combination, dining room, bonus game room, split bedrooms, 1,844 square feet and plenty of room to spread out. The kitchen has lots of cabinet and counter space for cooking and preparing plus bar seating. The primary bedroom has a king sized bed, walk in closet and an ensuite bathroom with walk in shower and double sinks. The two guest bedrooms also have king sized beds. The guest bathroom has a tub/shower combination. The home has a fantastic lanai with seating, outdoor television, sink/wet bar, fire pit with seating area, a BBQ grill and saltwater heated pool and hot tub. This home is not one to miss. Colonial Oaks is located close to I75, University Town Center, Pinecraft, Siesta Key Beach and all that Sarasota has for fun and entertainment. Available now through January 2026 then open for March 2026 and on for single or multiple month bookings. Guest to also pays state/local tax, booking fee and damage deposit. Sorry no pets allowed.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
3533 BAHIA VISTA ST, SARASOTA, FL 34239
$1,19541 Days on yellowkey MLS ID: A4695703
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 850 Built: 1986Community: HomecroftHalf Duplex
Elementary School: Alta Vista Elementary
Remarks: This comfortable 1 bed, 1 bath apartment in a 2-unit duplex offers affordable living in a great location. You’ll enjoy all major kitchen appliances (refrigerator, stove/oven, dishwasher, microwave) plus a washer & dryer in the unit. The neighborhood is known for its unique Amish/Mennonite heritage and local dining spots. First, last, and security required. Utilities not included. Sorry, no pets. First, last, and security deposit required.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
111 GOLDEN GATE PT #802PH, SARASOTA, FL 34236
$25,00045 Days on yellowkey MLS ID: A4696851
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3527 Built: 2024Community: EvolutionSpa: NoCondo
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Experience the pinnacle of WATERFRONT LUXURY in DOWNTOWN SARASOTA's largest and most exclusive penthouse residence at THE EVOLUTION, a boutique community designed by architect MARK SULTANA, DSDG. This one-of-a-kind, TOP-FLOOR PENTHOUSE spans 3,527 SF of interior living plus 562 SF of wraparound TERRACE SPACE across THREE generous balconies for endless possibilities of indoor/outdoor living. Offering FOUR BEDROOMS plus a DEN and 4.5 BATHS, this residence provides the comfort of a single-family home with the elegance of HIGH-RISE LIVING. Sweeping NORTH, EAST, and SOUTH WATER VIEWS showcase SARASOTA BAY, the GULF, MARINA, and the CITY SKYLINE. FLOOR-TO-CEILING WINDOWS fill the home with natural light and allow year-round coastal breezes, and designer LUTRON ELECTRONIC SHADES grace each window, allowing privacy with ease. Interior features include ONYX QUARTZ COUNTERTOPS, PORCELAIN TILE SLABS, oversized PORCELAIN FLOORING, DESIGNER LIGHT FIXTURES, and CUSTOM EUROPEAN CABINETRY in the kitchen, baths, and closets. The PRIMARY SUITE features SILK WALLPAPER, and a SPA-INSPIRED BATH with dual sinks, a freestanding soaking tub, and onyx quartz and porcelain slab finishes. The CHEF'S KITCHEN includes WOLF APPLIANCES, sub-zero fridge-freezer with filtered water feature, induction cooktop, steam over, built-in coffee station, a wine refrigerator, and a HIDDEN WALK-IN PANTRY. Imported European fixtures complete with space. Enjoy THREE WRAPAROUND TERRACES for ALFRESCO DINING, YOGA, or SUNSET COCKTAILS. The unit includes a DEEDED PRIVATE TWO-CAR GARAGE and is MOVE-IN READY with every upgrade imaginable. Community amenities at THE EVOLUTION include a POOL WITH OUTDOOR KTICHEN, FITNESS CENTER, YOGA ROOM, SAUNA, CLUB ROOM, and a ROOFTOP TERRACE with PANORAMIC VIEWS, OUTDOOR LOUNGE SPA, and FIREPLACE. With only 20 RESIDENCES, this is a rare opportunity to live in one of Sarasota's most exclusive penthouses. Schedule your private tour today and experience the ultimate in penthouse living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,750147 Days on yellowkey MLS ID: A4684215
REDUCED by $600 (17.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Remarks: Available May 15 through October 31, 2026, at a newly reduced rate of just $2,300 per month! November and December are available for $2,750 per month, and January is available for $5,000. Also available as an annual rental for $3,350 per month. Enjoy private access to the soft white sands and tranquil beauty of Turtle Beach on Siesta Key from this beautifully furnished 5th-floor penthouse. Offering picturesque bay and treetop views, this move-in-ready residence is located within one of South Siesta Key's most desirable Gulf-to-Bay communities. Designed for effortless coastal living, the light-filled interior features an open split-bedroom floor plan and tile flooring throughout. The updated kitchen showcases granite countertops, additional cabinetry, and ample workspace, while both bathrooms have been refreshed with stylish new vanities. Take in sweeping bay views from the living area, or enjoy the rare luxury of a privately owned beachside cabana—perfect for storing beach chairs, umbrellas, and all your seaside essentials while keeping Siesta Key's famous white sand where it belongs. Situated in the quieter southern section of the Key, you'll enjoy a peaceful setting while remaining close to local restaurants, shopping, and island activities. Hop aboard the Froghopper or Free Ride Trolley to explore Siesta Key with ease. Bay Tree amenities include: Private beach access to Turtle Beach Two heated pools (beachside and bayside) Grilling and picnic areas Free boat slips for owners Kayak storage racks On-site management Reserved owner parking Ample guest parking Whether you're walking to nearby dining, kayaking on the bay, enjoying a sunset beach stroll, or simply relaxing and taking in the views, this exceptional property offers the best of both bayfront and beachfront living. Seasonal Rates: May 15 – October 31, 2026: $2,300/month November – December 2026: $2,750/month January 2027: $5,000/month Annual Rental Rate: $3,350/month Contact us today for availability and additional details.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1850 WEBBER ST, SARASOTA, FL 34239
$13,00071 Days on yellowkey MLS ID: A4693021
REDUCED by $2,000 (13.3%) on 06/14/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026Community: Poinsettia Park 2Spa: YesSingle Family
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Dyrk Dahl (941-320-7373)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$2,30081 Days on yellowkey MLS ID: A4691244
REDUCED by $200 (8.0%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1984Community: Crestwood VillasSpa: NoVilla
Remarks: This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry, new appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a turnkey lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.??????????????????
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
2541 FLOYD ST, SARASOTA, FL 34239
$2,000114 Days on yellowkey MLS ID: A4688717
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 916 Built: 1962Community: Rustic LodgeSingle Family
Remarks: Available for immediate move in. 2 bed 1 bath house with fenced in backyard located in the Arlington Park neighborhood of Sarasota. Updates include newer appliances, ceramic tile floors throughout, granite counter tops, kitchen cabinets, lights, ceiling fans and fixtures. It is conveniently located within walking distance to Sarasota Memorial Hospital. A quick drive to Lido Key Beach & St. Armand's Circle and only 15 minutes to the pristine beaches of "world renowned" Siesta Key. A short 10-minute walk will take you to Arlington Park and Aquatic Complex, which features several pools, tennis & racquetball & basketball courts, playground, gymnasium, cycling and fitness center. Please call to schedule your showing today! Rent includes lawn care and pest control.
Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)
Listing Agent: Jonathan O'Steen (941-704-7036)
2655 BAY ST, SARASOTA, FL 34237
$6,45051 Days on yellowkey MLS ID: A4695927
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 3432 Built: 2024Community: Pine LawnSingle Family
Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 6-bedroom, 5-bathroom residence. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE stainless steel appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system. The oversized backyard presents endless possibilities. The covered lanai and outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway and side parking port offers ample parking for multiple vehicles, making this home ideal for families and guests. Located just minutes from downtown Sarasota and a short drive to Siesta Key and Lido Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle and luxury.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
5377 CRESTLAKE BLVD #69, SARASOTA, FL 34233
$2,995837 Days on yellowkey MLS ID: A4604575
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1984Community: Crestwood VillasVilla
Remarks: Available for the 2027 Season! Enjoy this spacious 2-bedroom, 2-bath home with a garage overlooking a peaceful lake. This beautiful property features both a family room and a living room, along with the convenience of an in-unit washer and dryer. Perfectly located near Siesta Key, shopping, dining, and easy interstate access—everything you need is just minutes away! Don’t miss out on this rarely available!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59583 Days on yellowkey MLS ID: A4692456
REDUCED by $155 (8.9%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
1770 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$3,495209 Days on yellowkey MLS ID: A4676349
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1970Community: Lido Harbour TowersCondo
Remarks: STILL AVAILABLE FOR SEASON 2027!! Welcome to this beautifully maintained two-bedroom, two-bath residence located on the second floor of Lido Harbour Towers, where the very best of Florida’s Gulf Coast lifestyle surrounds you. To the west, experience endless sparkling waters and powdery white sand beaches. To the east, the natural beauty of Ted Sperling Nature Preserve offers kayaking through mangrove tunnels and peaceful walking trails with abundant wildlife. South Lido Key Beach Park awaits just to the south, while to the north, St. Armands Circle delivers upscale shopping, eclectic dining, and vibrant island culture. Inside, this charming coastal home features a bright white kitchen with generous cabinetry and a walk-in pantry. The open-concept living and dining area provides a comfortable, inviting space, while the lanai offers a tranquil setting framed by swaying palm trees and calming water views. Open the sliding glass doors to enjoy refreshing sea breezes with your morning coffee or unwind in the evening as the sky fills with breathtaking sunset colors. The primary suite is a peaceful retreat designed for rest and relaxation, while the guest bedroom comfortably accommodates visitors and includes convenient access to a full second bath. Community amenities include a beachfront swimming pool, clubhouse with full kitchen, and outdoor grilling area. Additional conveniences include secured building entry, assigned covered parking, and a private storage locker located just outside the front door. Whether you prefer quiet days at the beach or lively evenings at St. Armands Circle or downtown Sarasota, this island residence offers a truly effortless coastal lifestyle. SEASONAL RATE $6,500.00
Listing Agent: Heidi Thompson (941-807-2241)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00061 Days on yellowkey MLS ID: A4694729
INCREASED by $2,000 (13.3%) on 05/30/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
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