Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1850 WEBBER ST, SARASOTA, FL 34239
$15,00028 Days on yellowkey MLS ID: A4693021
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026Community: Poinsettia Park 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
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)
4027 CONDOR LN, SARASOTA, FL 34232
$2,30012 Days on yellowkey MLS ID: R4911350
REDUCED by $100 (4.2%) on 06/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1959Community: Sarasota SpgsSpa: NoSingle Family
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Fully remodeled 3 bedroom 2 bath home with an attached carport. Kitchen with granite counters, stainless steel appliances and white shaker cabinets with slow close doors and drawers. New windows, hardware, fans and appliances. Both bathrooms provide granite counter tops with white subway tile finishes. Inside laundry with washer and dryer. Large backyard. Not fenced. Property close to extension of Legacy Trail. Good credit (650+) and background required. Income must be at least 3x the rent. First, last and security is required. Application fee is $75 per adult occupant. NO SMOKING OR VAPING ALLOWED. NO PETS ALLOWED. AVAILABLE FOR MOVE IN 8/1/26. PLEASE RESPOND TO AD AND WE WILL REPLY WITH REQUIREMENTS, VIDEO AND OUR RENTAL PROCESS. PLEASE DRIVE BY PROPERTY FIRST BEFORE REQUESTING SHOWING.
Listing is courtesy of: LINDSAY LEASING LLC (941-404-8878)
Listing Agent: Terri Lindsay (941-404-8878)
111 GOLDEN GATE PT #802PH, SARASOTA, FL 34236
$25,0001 Day on yellowkey MLS ID: A4696851
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3527 Built: 2024Community: EvolutionSpa: NoCondo
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)
1203 LYRIC LN, SARASOTA, FL 34242
$7,500353 Days on yellowkey MLS ID: A4656825
REDUCED by $2,000 (21.1%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2605 Built: 1964Community: Acreage & UnrecSingle Family
Elementary School: Phillippi Shores Elementary
Remarks: Coastal Luxury Rental – Steps from Siesta Key Beach & Turtle Beach/Midnight Pass ***Seasonal or Annual Lease Available | 2 Bed • 2 Bath • Detached Garage /Game room/Workspace • RV Pad w/ 50-Amp + Pump-Out. Live the ultimate Siesta Key lifestyle in this completely remodeled and newly furnished coastal retreat, ideally located just ½ mile from the #1 rated Siesta Key Beach.***This stunning 2-bedroom, 2-bath residence features a private detached garage that doubles as a game room, home office, or creative workspace, plus a dedicated RV pad with 50-amp electrical hookup and pump-out station — an extremely rare amenity this close to the beach. ** Property Highlights: **Fully renovated interior – like new **Professionally furnished – turnkey & move-in ready** Bright open floor plan with coastal-inspired design** Modern kitchen with updated appliances & finishes ** Detached garage / game room / workspace – rare bonus feature ** Private outdoor areas perfect for relaxing or entertaining. ** Prime Location:** ½ mile to Siesta Key Beach ** Minutes to Siesta Village restaurants, nightlife & boutiques ** Easy access to downtown Sarasota, marinas, boating & golf.***Lease Options: Fully Furnished > Seasonal or Annual lease available*** This is a rare opportunity to lease a fully remodeled, professionally furnished home with RV parking & hookups, located minutes from Siesta Key Beach — perfect for snowbirds, traveling executives, digital nomads, boaters, and RV enthusiasts.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
5333 DUNCANWOOD DR, SARASOTA, FL 34232
$2,39544 Days on yellowkey MLS ID: A4691939
REDUCED by $100 (4.0%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1577 Built: 1967Community: Ridgewood Estates Add 07 Resub 01Single Family
Remarks: COTNER LOT!!!!!!!! Well established family neighborhood is in a great school district. This is essentially the middle of our town of Sarasota, close to Siesta Key gulf beaches, restaurants and shopping with easy access to Interstate I75. This split plan 3-bedroom 2 bath is on a large corner lot and has tons of natural light. kitchen and baths have been completely remodeled with stone counters and ceramic accent tile. Stainless steel appliances are featured in this large galley kitchen, with room for table. Bonus room off from the kitchen could be used as office/den, or even separate living area or 4th bedroom if needed. Washer and dryer included and there is a generous utility and storage space under air. new flooring in two of the 3 bedrooms. Additionally, there is a breezy screened- in lanai area. Owners have left a portable garage for tenant's use. Separate shed is on property that the owners use to store things. Pest control and lawn care included.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Robin Turner (941-376-7322)
5320 MOELLER AVE, SARASOTA, FL 34233
$3,00078 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)
3755 S SCHOOL AVE #41, SARASOTA, FL 34239
$1,85050 Days on yellowkey MLS ID: A4691238
REDUCED by $200 (9.8%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972Community: Sunland AptsCondo
Remarks: VERY LOW MOVE-IN COSTS! ONLY FIRST MONTH'S RENT AND A $500 SECURITY DEPOSIT REQUIRED. LEASE OPTION WOULD BE CONSIDERED. FLEXIBLE LEASE TERMS AVAILABLE (GREATER THAN 6 MONTHS AND LESS THAN 12 MONTHS). Owner pays the association fees, and rent includes cable, water, sewer, trash, and more. Enjoy the convenience of Sarasota living in this beautifully updated 2-bedroom, 2-bath condominium located in a quiet and well-maintained 55+ community just minutes from world-famous Siesta Key Beach. Ideally situated only a few doors from the elevator, this move-in-ready residence offers both comfort and accessibility. Inside, you'll find a bright and inviting floor plan with abundant natural light, updated flooring, neutral finishes, and an open-concept living and dining area designed for easy everyday living. The kitchen features modern cabinetry, ample counter space, and a breakfast bar that opens to the main living area, making it ideal for entertaining or casual dining. The spacious primary suite includes a walk-in closet, en-suite bathroom, and private lanai access. The guest bedroom is thoughtfully positioned for privacy and offers generous closet space. Both bathrooms have been tastefully updated with clean, modern finishes. Relax and unwind on the private lanai while enjoying peaceful community views. Additional conveniences include elevator access, nearby storage, and laundry facilities. One of the property's standout features is its exceptional walkability. LA Fitness, Aldi, the post office, restaurants, shopping, public transportation, and other daily conveniences are all located nearby, making it easy to enjoy an active and independent lifestyle without relying heavily on a vehicle. Conveniently located near downtown Sarasota, Siesta Key Beach, healthcare facilities, shopping, dining, and entertainment. This is an excellent opportunity to enjoy affordable, low-maintenance living in one of Sarasota's most desirable locations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3269 BENEVA RD #102, SARASOTA, FL 34232
$1,20057 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
Remarks: If you are looking for a comfortable place to enjoy Sarasota without stretching your budget, this inviting first-floor condo in Village Brooke is an excellent choice. Located in a friendly and established community, this home offers a relaxed setting that makes it easy to settle in and feel at home. The condo features a well-designed kitchen with attractive counters and a convenient pass-through bar top to the dining area, ceramic tile flooring throughout the main living spaces, and a generously sized bedroom with a walk-in closet. A private south-facing screened lanai provides a pleasant place to unwind, offering shade during the warmer months and comfortable warmth during the winter season. Village Brooke is located just across from the Village Green public golf course and is known for its beautifully maintained grounds and welcoming atmosphere. Residents enjoy an active social calendar with weekly gatherings, seasonal events, and opportunities to connect with neighbors. Community amenities include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, peaceful ponds with shaded gazebos, outdoor barbecue and picnic areas, and a clubhouse with billiards, a library, a gathering room, and a kitchen for social events. With water and sewer, basic cable, trash service, pest control, and grounds maintenance included, daily living is simple and low stress. Conveniently located near shopping, dining, golf, and a short drive to Sarasota’s beaches and the Gulf waters of Siesta Key, this condo is ideal for seasonal residents seeking comfort, community, and value. Contact us today for availability and seasonal rental terms. *** 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)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$3,2503 Days on yellowkey MLS ID: A4696614
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974Community: Presidential TheCondo
Remarks: BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo Sarasota Bay views. Ideally located directly across from Lido Beach and a short walk to St. Armand Circle, Ted Sperling Park, and Lido Beach Park. Perfect for easy beach-to-door living!! With only 40 Units, this Boutique Community is your perfect hideaway. The property abounds with palm trees and exotic plants. There is elevator access or two sets of stairs. Recent Condo updates include custom reclaimed wood kitchen & bathroom cabinetry (from the Brooklyn Shipyard), newer appliances-stone tiled bathroom- air conditioning-hot water heater-and impact sliding doors. Being offered completely furnished (*except some artwork, antiques)- just bring your suitcases! The Bayrunner Trolley stops out front and is free. Enjoy Sarasota's extensive Arts, Restaurants and nightlife without ever worrying about parking after your day in the sun. Make an appointment to see this gem now.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
5524 TWILIGHT GREY LN, SARASOTA, FL 34240
$2,2003 Days on yellowkey MLS ID: A4696611
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1674 Built: 2018Community: Baytown SquareTownhouse
Elementary School: Tatum Ridge Elementary
Remarks: Gated community with pool, located East of I – 75 with easy access to Bee Ridge Rd and the highway. This end unit 2-story townhouse, features screened in lanai overlooking pond with fountain. First floor is an Open concept, eat-in kitchen, large living room, and casual dining area connected to a covered lanai by pocket sliders. The well-appointed kitchen features a large island perfect for bar-style eating or entertaining, walk-in pantry, ample counter space, and 36” cabinets with crown molding. This home comes with stainless steel kitchen appliances including side-by-side refrigerator, built-in dishwasher, electric range, and microwave hood. First floor is completed by a half bath and a one-car garage with double wide driveway. Upstairs, the Owner’s Suite includes a spacious bedroom, walk-in closet and bath with a double vanity and shower. Two other bedrooms (one also with walk-in closet) share a second bath. Enjoy convenient access to the laundry room also located on second floor, equipped with top load washer and dryer. Available unfurnished, starting on August 1st, 2026. HOA approval is required. First, last and damage deposit to move in. The tenant pays utilities.
Listing is courtesy of: FLORIDA & NEW YORK REAL ESTATE (941-321-2383)
Listing Agent: Monika Szkorupova (941-321-2383)
3201 BENEVA RD #201, SARASOTA, FL 34232
$1,7001083 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)
517 BEARDED OAKS CIR, SARASOTA, FL 34232
$2,4003 Days on yellowkey MLS ID: A4696585
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1304 Built: 1989Community: Bearded OaksSingle Family
Elementary School: Fruitville Elementary
Remarks: Sarasota 3 bedroom rental home on a cul-de-sac with 2 car garage. Presenting this annual rental opportunity for a super clean, well-maintained single family home with open floor plan. The home comes with a 2 car garage with a brand new washer and dryer. The kitchen appliances are newer. This cozy three-bedroom, two-bathroom residence is located on a pond and features beautiful water views from your large screened lanai. The home is situated in Bearded Oaks, a quiet neighborhood of 57 homes with a community pool, and is known for its lush greenery and mature oak trees. Residents enjoy a peaceful suburban atmosphere with the convenience of being close to downtown Sarasota, providing easy access to schools, hospitals, shops, restaurants and cultural attractions. Situated on a quite cul-de-sac, this 3BR/2BA home has an open floor plan, newer appliances, two car garage, and a large screened in Lanai with a beautiful lake view. This is a very peaceful area with a community pool for residents to enjoy. Come see for yourself! You will not be disappointed! Work trucks or vans must be parked in garage.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,67565 Days on yellowkey MLS ID: A4689484
REDUCED by $20 (1.2%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1979Community: Plaza GardensCondo
Remarks: Ideally situated close to downtown Sarasota and Sarasota Memorial Hospital. This non-street facing second-floor end unit, providing extra privacy has 2 bedrooms and 2 baths, private screened lanai and assigned parking. The building is equipped with a convenient elevator for easy access to your unit. Publix grocery store is just across the street and Siesta Key beach is over the bridge 5 minutes away. Don't miss this opportunity to live in a prime Sarasota location!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
4316 VIA PIEDRA CIR #5-204, SARASOTA, FL 34233
$2,3504 Days on yellowkey MLS ID: A4695996
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2006Community: Stoneridge Ph 1 2 3 7 8 9Condo
Remarks: Location, Location, Location. SARASOTA FOR LEASE at STONERIDGE Condominiums. FURNISHED ANNUAL. Second Floor Townhouse, THREE BEDROOMS and TWO BATHS. King bed in Master, twin beds in second bedroom, third bedroom den/office with sleeper sofa. One car GARAGE and guest parking. STONERIDGE is an exclusive GATED community that is centrally located and with quick access to Interstate I-75 and just 7 miles form Siesta Key beaches and village. Walk next door to URFER FAMILY PARK and enjoy nature, playgrounds and historic buildings at this 55 acre site where you can walk or hike 1.4 miles of paved and primitive trails through pine flatwoods. MOVE-IN Ready for you to make this your comfortable townhome with a private screened lanai with views of the tropical trees and landscaping. Available for a seven month or longer lease. Pet friendly. Please call to schedule a showing.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Patrice Ivan (941-993-0823)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$2,30038 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 Agent: Larry Brzostek (941-993-3125)
2848 E MARK DR, SARASOTA, FL 34232
$2,00042 Days on yellowkey MLS ID: R4911198
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $295 (12.9%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 1974Community: Southern ViewSpa: NoSingle Family
Remarks: Sarasota Springs 3 Bedroom, 2 Bath Single Family Home with a 1 car garage. Property is well maintained and clean. Enjoy spacious fully fenced backyard. Just a few houses down from the Legacy Trail connecting to downtown SRQ and down to Venice with a safe paved path for bikers and joggers. Just 15 min to Siesta Key Beach, St. Armand's Circle, Downtown, and University Town Center mall. Master bedroom has attached bathroom. Washer and dryer is included and located inside garage. Included in rent: lawn service and pest control. Good credit (630+) and income of at least 3x the rent is required. No smoking or vaping permitted. Property available for move in June 1, 2026. First, last and security deposit required for move in. One small adult dog under 35 lbs is permitted.
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,85047 Days on yellowkey MLS ID: A4691461
REDUCED by $50 (2.6%) on 06/09/2026
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)
5417 DUNCANWOOD DR, SARASOTA, FL 34232
$2,30018 Days on yellowkey MLS ID: A4694905
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
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.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
4688 TUSCANA DR, SARASOTA, FL 34241
$4,3955 Days on yellowkey MLS ID: A4696440
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2951 Built: 2005Community: TuscanaSpa: YesSingle Family
Elementary School: Lakeview Elementary
Remarks: Unfurnished Annual Rental Available 6/15/26. This exceptional Lee Wetherington homes features timeless elegance and modern comfort. This meticulously designed 4-bedroom, 3-bathroom home, boasting an additional den, is a harmonious blend of spaciousness and functionality. It was a Model Home for the builder and is being offered by its original owners. As you step through the front door, you're greeted by a seamless flow of living spaces adorned with recent interior paint that brings a fresh and inviting ambiance to every room. The heart of this home is undoubtedly the well-appointed kitchen, where stone countertops and a natural gas cooktop cater to both culinary enthusiasts and casual family gatherings. The adjoining living spaces, bathed in natural light, create an inviting atmosphere, perfect for relaxation and entertainment alike. The primary suite, a sanctuary of comfort, features a spacious bedroom with serene views, a luxurious bathroom with modern amenities, and ample closet space for the discerning homeowner. Three additional bedrooms, along with two additional well-appointed bathrooms, ensure that guests are accommodated with both style and convenience. The versatile den offers a quiet retreat for work or leisure, adding an extra layer of functionality to the home. Stepping into the backyard, the allure of Florida living unfolds with a screened-in lanai that opens to a sparkling pool surrounded by mature landscaping, providing a private retreat in the comfort of your own home. Two covered lounge areas beckon for lazy afternoons or lively gatherings, while a retractable awning offers a touch of shade for those sunny Florida days. The 99 homes in Tuscana also treasure a lush 10-acre preserve, providing a natural oasis and a sense of tranquility that sets the stage for the luxurious lifestyle within. Only Minutes from everything, Lakewood Ranch, Nathan Benderson Park with world class rowing events, premier sports fields and world class beaches. Convenient to Downtown Lakewood Ranch shopping, restaurants, entertainment, and UTC Mall. Easy access to I-75, Sarasota Airport, Tampa International Airport, and Tampa/St. Petersburg.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
1891 PROSPECT ST, SARASOTA, FL 34239
$2,450138 Days on yellowkey MLS ID: A4679960
REDUCED by $350 (12.5%) on 06/08/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1091 Built: 1950Community: Floyd & Cameron SubSingle Family
Remarks: Welcome to this charming West of the Trail 2-bedroom, 1-bathroom home Fully furnished. This cozy gem offers a blend of comfort and convenience. Inside, you’ll love the abundance of natural light, updated kitchen with stainless steel appliances, and ceiling fans throughout for added comfort. The home also features air conditioning, central heating, and an inside laundry room complete with a washer and dryer. An enclosed sunroom provides the perfect flexible space—think home office, dining room, reading nook, or art studio. Step outside to the deck, where you can sip your morning coffee under the shade of mature trees and beautiful canopied oaks. The carport offers a small storage area for your outdoor essentials, and the home is pet-friendly too! Situated in an unbeatable location, you’re minutes from Sarasota Memorial Hospital, Southside Village’s vibrant dining and shopping scene, and the cultural offerings of Downtown Sarasota and Sarasota Bay. Plus, explore Florida’s famous coastline with quick access to Siesta Key Beach, Lido Beach, and St. Armands Circle. This is available as a (6) month rental. Annual rental available at $2600/month. Lawn care is included in rent—don’t miss this opportunity. Call today to schedule your showing and make this home yours! Note: This pet-friendly home is move-in ready—don’t wait, it won’t last long!
Listing Agent: Beth Harris (941-321-7148)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.