Location: Sarasota , 34239
Do Not Show Listings
3425 FAIRVIEW DR, SARASOTA, FL 34239
$3,30065 Days on yellowkey MLS ID: A4682215
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1965Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: ANNUAL FURNISHED 3 BEDROOM PLUS DEN POOL HOME AVAILABLE FOR ANNUAL LEASE IN SOUTH GATE! The fully updated home has a beautiful kitchen with granite counters and stainless-steel appliances, modern bathrooms featuring matching granite, a walk-in closet in the primary bedroom, an open floor plan with a spacious great room adjacent to the kitchen, and a bright office overlooking the pool. The expansive covered outdoor area provides shade and an inviting spot for gatherings with friends and family, while the large, screened pool offers ample space for swimming laps or simply relaxing in the sun. The split floor plan ensures privacy, with the master suite separated from the guest bedrooms and office. The excellent location provides easy access to downtown Sarasota, shopping, dining, Siesta Key Beach, Lido Key, and the Legacy Trail. Lawn and pool maintenance included. Owner will consider unfurnishing the home.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
2441 WEBBER ST, SARASOTA, FL 34239
$8,95035 Days on yellowkey MLS ID: S5145822
REDUCED by $800 (8.2%) on 04/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025Community: Orange ParkSingle Family
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Situated on a private 85’ x 117’ fenced and professionally landscaped lot, the backyard features a heated pool and spa with sun shelf, creating a relaxing outdoor retreat perfect for entertaining or enjoying Florida living year-round. Built with all-concrete block construction, impact-rated windows and doors, and energy-efficient systems, the home offers durability, safety, and lower insurance costs. Inside, the open-concept design features 10+ foot ceilings, large windows, and abundant natural light. The gourmet kitchen includes a waterfall island, Monogram appliances, induction cooktop, InstaHot water, and custom cabinetry, and opens seamlessly to the main living and dining areas. The 2,726 sq ft single-story floor plan includes 4 bedrooms and 3.5 bathrooms, with three ensuite bedrooms providing privacy for guests or family. The primary suite offers dual walk-in closets and a spa-inspired bathroom with soaking tub and glass-enclosed shower. Located in the highly regarded Southside Elementary School district, this newly built home is move-in ready and ideally positioned in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
1901 HYDE PARK ST #G, SARASOTA, FL 34239
$1,750583 Days on yellowkey MLS ID: A4623194
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1950Apartment
Elementary School: None
High School: None
Middle School: None
Remarks: Enjoy this comfortable & spacious studio apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away.
Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)
Listing Agent: Jason Truluck Williams (781-354-8664)
1901 HYDE PARK ST #C, SARASOTA, FL 34239
$1,950491 Days on yellowkey MLS ID: A4632340
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1950Apartment
Remarks: Enjoy this comfortable & spacious one bedroom apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away. Multiple units available
2363 MILFORD CIR, SARASOTA, FL 34239
$2,65017 Days on yellowkey MLS ID: A4688288
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1402 Built: 1960Community: Pittman-Campo SubSingle Family
Remarks: Welcome HOME to this charming SARASOTA Florida Bungalow Getaway. FURNISHED RENTAL. This well furnished 2BR + guest suite /2BA home. Relax and enjoy the spacious screened Lanai in the outdoor living room and the privacy of the fenced backyard. Great location with easy access to Downtown SARASOTA restaurants, theaters, and shops. Just a few minutes and you are on SIESTA KEY or LIDO KEY beaches. Walk a half-mile to ARLINGTON PARK to enjoy activities suited for the whole family. This city park features two pools, a gymnasium, athletic courts, and a playground. Located on a peaceful street, this beautifully updated home affords a prime central SARASOTA location. Spend a sun-soaked at the beaches on SIESTA KEY or LIDO KEY, or simply unwind in your spacious lanai. This is a short term rental and can be rented for two months or longer based upon availability. Monthly Rates for December through April $4500. May through November $2650. Additional charges are monthly cleaning fee $200 and utility overages above the monthly electric cap $150. Sales and Resort Taxes (13%). OPEN for 2027 Season Reservation $4,500 month.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Patrice Ivan (941-993-0823)
3317 PINE VALLEY DR, SARASOTA, FL 34239
$4,00022 Days on yellowkey MLS ID: A4687689
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2200 Built: 1964Community: Frst Lakes Country Club EstatesSingle Family
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS ELEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!! CLOSE TO DOWNTOWN AND BEACHES
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
2440 HILLVIEW ST, SARASOTA, FL 34239
$3,29541 Days on yellowkey MLS ID: A4685294
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1402 Built: 1964Community: Hyde Park Heights 2Single Family
Remarks: Arlington Park! This fully furnished 3 bedroom home offers comfort, style, and space in an area surrounded by newly built luxury homes- with some properties on the street selling for over $2M. Property Highlights: 3 Bedroom/ 1 Bath, Fully furnished with new furniture, 1 block to Arlington Park, Minutes to Sarasota Memorial Hospital, Short drive to Siesta Key Beach, Large fenced backyard (ideal for pets), Outdoor fire pit area, New front concrete porch with four rocking chairs, New rear concrete porch, Storage shed (approx. 10x10), Oversized lot- nearly double lot. Every morning coffee on the front porch watching neighbors stroll to the park, and evenings relaxing by the fire pit in your private fenced backyard. The home is thoughtfully furnished and move-in ready- ideal for relocating professionals, medical staff, or anyone wanting a clean, comfortable Sarasota lifestyle without the hassle of furnishing a home. This is not a typical rental- it's a lifestyle property in one of Sarasota's fastest appreciating neighborhoods. Properties on this street are being redeveloped into multi-million dollar homes, making this a rare opportunity to live in a transitioning luxury neighborhood at a fraction of ownership cost.
Listing is courtesy of: AUTHORITY REALTY INC (941-752-0295)
Listing Agent: Jeffrey Wall (941-724-5333)
1359 HARBOR DR, SARASOTA, FL 34239
$13,000207 Days on yellowkey MLS ID: A4665856
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3223 Built: 1947Community: Harbor AcresSingle Family
Remarks: STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two islands, stainless appliances, double ovens, drawer microwave, counter and cabinet space for all your needs, open dining room space, coffee bar and large floor to ceiling windows that look into the lanai and backyard/pool area. The first floor has a spacious living room, three bedrooms, one of which has a fireplace in it. There is a jack and jill bathroom between two of the bedrooms both with large closets. The second floor primary suite is a true owners retreat with a large bedroom with built in walk in closet, separate wall closet, private oversized balcony that looks over the backyard and pool, bonus bedroom or den/office with built in closets and a large primary bathroom with double sinks, walk in shower, water closet, soaking tub, linen closet and heated towel rack. The backyard is a beautiful oasis for enjoying with a heated pool, fenced yard and plenty of lush landscaping and green space. The home has a half bathroom, laundry room with utility sink, full sized washer and dryer and a two car garage. The owner will consider a dog with a $300 non refundable pet fee and $1,500 refundable deposit. The home is available immediately for an annual rental. Close to downtown Sarasota, Siesta Key, opera house, theaters, restaurants and much, much more! Call today as this will not last long.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
2408 HILLVIEW ST, SARASOTA, FL 34239
$3,00053 Days on yellowkey MLS ID: A4683579
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2208 Built: 1924Single Family
Remarks: Welcome to Hillview Digs! Hillview Digs is a fully furnished two story Farmhouse moved from downtown Sarasota in the mid fifties . Just shy of 2000 square feet and equipped with 3 bedrooms, 2.5 bathrooms, an office area, a family room/den separate from the main living room. For your convenience, the master bedroom is on the first floor with the other 2 bedrooms upstairs. This cozy home features tasteful decor, comfortable hang out spots such as a sitting room, a den with a smart TV and coffee bar and a beautiful spacious outdoor deck. The outdoor deck has ample seating for lounging or entertaining, a gas grill and umbrella for shade. There is one covered parking space as well as an oversized driveway for additional parking. Located in Arlington Park, this beautiful home is close to downtown Sarasota and 6 miles from Siesta Key Beach. Owner may consider a pet upon their discretion and with non-refundable pet fee, NO RESTRICTIVE BREEDS. Available May 2026, call now for more details!
Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)
Listing Agent: Deserea Hardy (941-960-6480)
2585 CLEMATIS ST, SARASOTA, FL 34239
$25,000576 Days on yellowkey MLS ID: A4623869
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3500 Built: 2024Community: South GateSingle Family
Remarks: **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusive retreat features a private heated pool and firepit, ensuring endless hours of relaxation and enjoyment. With 6 bedrooms and 7 bathrooms, including 5 king beds, 1 queen bed, and a twin bunk. Inside, the living area offers a cozy ambiance, perfect for unwinding after a day of exploring. The bright kitchen is equipped with all the essentials, including a Keurig coffee maker, dishwasher, and kitchen essentials. Outside, the second-level balcony and poolside dining area provide perfect spots to enjoy the Florida sunshine.The Palace on Clematis is just a short drive to Siesta Key Beach, known for its pristine white sand beaches and turquoise waters. Explore the shops and restaurants nearby, or simply relax by the pool and soak up the sun.
Listing is courtesy of: KELLER WILLIAMS CLASSIC GROUP (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
2327 HILLVIEW ST, SARASOTA, FL 34239
$25,000576 Days on yellowkey MLS ID: A4623881
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3500 Built: 2024Community: Battle & TurnerSingle Family
Remarks: **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Tamiami Vise, a luxurious haven where comfort and style intertwine for a truly memorable getaway. This stunning retreat features a private heated pool, perfect for relaxing dips under the Florida sun. 6 bedrooms and 7 bathrooms. Step inside to discover a spacious living area, thoughtfully designed for relaxation after a day of exploring Siesta Key. The well-equipped kitchen offers everything you need to whip up delicious meals, including a Keurig coffee maker, dishwasher, and essential kitchen amenities.Outside, the second-level balcony and poolside dining area provide ideal spots to soak up the sunshine and enjoy al fresco dining. Beach towels, chairs, a cooler, and a caddy are available for your beach adventures. Stay entertained with 7 HD Smart TVs throughout the property. Tamiami Vise is conveniently located just a short drive from Siesta Key Beach, famous for its powdery white sand and crystal-clear waters. Explore the vibrant shops and restaurants nearby or simply unwind by the pool and bask in the Florida sunshine.
2238 CLEMATIS ST, SARASOTA, FL 34239
$4,77067 Days on yellowkey MLS ID: A4681788
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1291 Built: 1951Community: GreenwichSingle Family
Remarks: (AVAILABLE: APRIL 1st) NEW HOT TUB! ARLINGTON PARK AREA! CLOSE TO DOWNTOWN AND SIESTA KEY BEACH! Beautiful home shows like new with 2 bedrooms and 2 baths. Home is rented by the month and can be rented for one month or longer. Home features new furniture, new hot tub, new appliances, large indoor laundry room, large front and back porches with rocking chairs, fire pit, new Webber grill, circle drive, quiet street, and more. Close to downtown Sarasota, Arlington Park, Siesta Key, and Sarasota Memorial Hospital. The home is called "Heart of Sarasota." SIESTA KEY BEACH NAMED NUMBER ONE BEACH IN US, NUMBER FOUR IN WORLD (TripAdvisor 2025 Travelers' Choice Awards) SEASONAL RATES: In-season price is $7575 a month and is for months January, February, March, July and August. 30-day minimum stay. Fully furnished. Utilities included. April = $5370, May = $5208, June = $4770, September = $4995, October = $5350, November = $5650, December = $6650
3008 HILLVIEW ST, SARASOTA, FL 34239
$2,60029 Days on yellowkey MLS ID: A4686754
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1095 Built: 1953Community: Rio Vista ResubSingle Family
Remarks: Available for an annual lease, this updated 3-bedroom, 2/1-bathroom cottage is tucked away on a quiet dead-end street in the heart of Sarasota. The open-concept living area features a unique tongue-and-groove ceiling and rustic wood beams, giving the home a warm, custom feel. You’ll find a modern kitchen with light color shaker cabinets, stone countertops, and stainless steel appliances, plus durable luxury vinyl flooring throughout. No carpet here. The primary suite includes a private, renovated bath with contemporary tile and a new vanity. Outside, the oversized backyard offers plenty of space and privacy. This unfurnished home is minutes from Sarasota Memorial Hospital, Downtown, and the world-class beaches of Siesta Key. Move-in ready and perfectly located for a convenient Sarasota lifestyle. CALL TODAY.. ***PLEASE NOTE THAT WATER IN THIS PROPERTY IS SUPPLIED BY A WELL AND SEPTIC SYSTEM-therefore you have NO water bill!.***
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Hamid Mohajir (941-557-8556)
3431 MINEOLA DR, SARASOTA, FL 34239
$4,20087 Days on yellowkey MLS ID: A4678921
0 Days Off yellowkey (back on 3/18/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1479 Built: 1961Community: South GateSingle Family
Remarks: 3BR/2.5BA Southgate Pool Home - Waterfront Description Neighborhood/Association: THIS WILL NOT LAST! Southgate is one of central Sarasota's most sought-after communities featuring beautifully updated 1950s ranch-style homes. With easy access to shopping, dining, nearby Siesta Key beach. and the full array of cultural and urban amenities of downtown Sarasota a short distance away, the advantages of this home and location can't beat it. Located in a great neighborhood on a cul-de-sac, this mid-century charmer has been lovingly updated to feature modern conveniences while retaining its original design and architectural elements. Updated kitchen, open concept flow between living, kitchen and dining areas and a wall of glass doors that lead to the spacious enclosed lanai and pool patio overlooking Phillippi Creek. Living Area: Open concept between the living, dining, and kitchen areas. Wall of glass doors that lead to the outdoor lanai and pool area. Lots of indoor/outdoor living. Separate laundry room with sink. Exterior door from the pool patio leads to a pool bath and shower. Kitchen: Recently upgraded with new cabinets, countertops, stainless steel appliances and breakfast bar. Lots of storage space, double sinks and bright airy feel. Bedrooms/Baths: 3 bedrooms. Main bedroom has extra-large en-suite bath and spacious walk-in closet. Hall bath boasts midcentury charm with its original tile and updated fixtures to match. Exterior/Parking: Situated at the top of the cul-de-sac with a lovely front yard, driveway, and 2-car garage. Head out back and you will discover your waterfront oasis. Great backyard to lounge, play and picnic by the water. Large, enclosed lanai with plenty of patio space and a separate step down to your pool. Privacy and water views make this a great space to chill or host your next dinner party. OTHER: Included in rent: lawn and pool service Tenant is responsible for: water/sewer/garbage, electric, cable and internet. PETS: Pets are allowed. Pet rent is $35 per month each pet plus additional pet security deposit of $250/pet. Small dog, < than 40 lbs or 1 cat. SCHOOLS: Southside Elementary School Brookside Middle School Sarasota High School All PMI Southwest Florida tenants are enrolled in the Resident Benefits Package (RBP) which includes HVAC air filter delivery (for applicable properties), utility concierge service making utility connection a breeze during your move-in, our best-in-class resident rewards program, credit reporting, resident liability insurance (optional), and much more! More details upon application. Property Details Furnished No Lot Size (Acres) Virtual Tour
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Nancy Guerrero (941-400-8134)
3325 BEE RIDGE RD #4A, SARASOTA, FL 34239
$1,600 MLS ID: A4686410
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 712 Built: 1973Community: Fairway ClubCondo
Remarks: Fantastic Location, on Bee Ridge Road near Banaeva Road, Close to everything, and Walking distance to shopping and Starbucks. Close to the beach, downtown, and I-75 Highway. Annual Lease, $1,600 Rent, $1,600 deposit, $100 for Background application fee. No pets allowed. Rent Includes Water, Sewer, Basic Cable, and Pest Control. Max 2 cars, one designated parking spot, and guest parking available. First Floor Condo Unit. 6 Laundry rooms in the community.
Listing is courtesy of: OVERSEAS REALTY, INC (941-366-3661)
Listing Agent: George Dakkak (941-780-4421)
3700 S OSPREY AVE #315, SARASOTA, FL 34239
$3,500 MLS ID: A4664672
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
Remarks: ***AVAILABLE Jan through April 30 2027***(3 month minimum) WEST OF TAMIAMI TRAIL! Less than 1 mile from North bridge entrance to Siesta Key. 3-stry unit with the elevator in the center of courtyard. The unit is fully furnished. Two bedroom condo with beautiful kitchen. Second bedroom presently office, has pull out bed. Living room has pull out couch. Washer/Dryer in bathroom, and the condo has a coin laundry for your use. Nice screened area extends the living space. The condo includes one covered parking space #59. Plaza Gardens is across the street from Publix and the Siesta Key mall. Please allow time for the HOA to process the application before move-in. NO PETS
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
2469 WALDEMERE ST, SARASOTA, FL 34239
$4,400269 Days on yellowkey MLS ID: A4659008
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1760 Built: 1975Community: Rustic LodgeSingle Family
Elementary School: Alta Vista Elementary
Remarks: Tropical Oasis in the Heart of Sarasota – 4BR/2BA Home with Screened Lanai & Hot Tub Welcome to your Sarasota sanctuary! This beautifully updated 4-bedroom, 2-bathroom home offers the perfect blend of comfort, space, and style. With a true open-concept floor plan, the home is filled with natural light, creating a bright and airy living environment. Step into the expansive screened Florida room—ideal for relaxing or entertaining—and enjoy views of the fully fenced backyard, a private tropical retreat in the city. Whether you're sipping your morning coffee or unwinding in the evening, the lanai and hot tub provide the perfect backdrop for peace and privacy. Each bedroom is spacious and thoughtfully designed to offer a restful escape. The modern updates throughout the home create a fresh and welcoming ambiance, perfect for both short-term guests or long-term living. Location, location, location! Just minutes from Sarasota’s world-renowned beaches, vibrant downtown, and endless shopping and dining options—this home truly puts you in the heart of it all. This Sarasota gem offers everything you need for the ultimate Florida lifestyle!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.