Location: Sarasota, 34239
Do Not Show Listings
3317 PINE VALLEY DR, SARASOTA, FL 34239
$3,50065 Days on yellowkey MLS ID: A4687689
REDUCED by $500 (12.5%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964Community: Frst Lakes Country Club EstatesSingle 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: 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)
3700 S OSPREY AVE #112, SARASOTA, FL 34239
$1,49966 Days on yellowkey MLS ID: A4687532
REDUCED by $96 (6.0%) on 04/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 369 Built: 1979Community: Plaza GardensCondo
Elementary School: Southside Elementary
Remarks: Welcome to your perfect coastal retreat! This beautifully maintained one-bedroom, one-bath unit is ideally located WEST of the trail, just minutes from pristine beaches, shopping, dining, and top medical facilities. Step inside to find a bright, inviting space designed for comfort and ease. The unit is fully furnished with a clean, coastal contemporary feel, featuring a cozy sleeping area, comfortable living space, and a charming dining nook—perfect for relaxing or entertaining. The kitchen and living areas are thoughtfully equipped, making everyday living effortless. Large windows bring in natural light, creating a warm and airy atmosphere throughout.
Listing is courtesy of: OPTIMUS CREIA (941-270-3323)
Listing Agent: Claire Conway (941-587-5477)
3126 BOUGAINVILLEA ST, SARASOTA, FL 34239
$7,000844 Days on yellowkey MLS ID: A4598606
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1158 Built: 1960Community: South GateSpa: NoSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Charming furnished vacation rental in South Gate, a great mid-town location! This freshly painted home has many updates, offering 3 bedrooms, 2 baths, a large screened Lanai with a heated pool and private backyard. The furnishings are more modern with a coastal vibe and the attached two car garage is large enough for all your toys. The primary bedroom offers queen sleeping accommodations and is En-suite. The second bedroom has a queen bed, with a twin trundle below, and the third bedroom has a full-size bunk bed with twin trundle and twin bunk bed. You will enjoy floating the day away in the heated pool, the back yard is fully fenced for Fido. Lovely, polished Terrazzo floors, fresh paint and coastal décor makes this a great place to spend your winter. You are about 6 miles from the world-renowned Siesta Key beach, a short drive to the newly refurbished Lido Beach and Pavilion, and the historic St. Armands Circle, like to kayak? Take a guided kayak tour through the mangrove tunnels or head to the new Legacy Trail for biking, walking running or rollerblading. For those rare rainy days, the UTC Mall offers many high-end shopping options and excellent Restaurants. Welcome to your dream vacation! ($150 cap on Utilities, guest pays to heat pool) Booked January 5th through March 2027.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)
Listing Agent: Stephanie Deshaies (941-780-3229)
2572 JEFFERSON CIR, SARASOTA, FL 34239
$4,200859 Days on yellowkey MLS ID: A4596618
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1434 Built: 1972Community: South GateSpa: NoSingle Family
Remarks: Welcome to the JefferSun House- a light & bright breath of fresh air & sunshine just minutes from world famous beaches & downtown Sarasota and located within the coveted Southside school district. This turnkey furnished 3 bedroom 2 bathroom heated pool home sleeps 8 & offers a private, fully fenced backyard w/ heated pool & BBQ grill. We are a dog friendly house, walkable to Arlington Park w/ its own dog park, walking trails & tennis courts. With a chef's kitchen & separate dining area you can bring the entire family & have the best of Sarasota at your fingertips. House can be rented unfurnished if desired.
Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)
Listing Agent: Adam Kabinoff (941-554-4896)
1957 MAGNOLIA ST, SARASOTA, FL 34239
$1,995133 Days on yellowkey MLS ID: A4678792
0 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1951Community: Poinsettia Park 2Single Family
Remarks: Available March 15th, 2026. Just two blocks to Siesta Drive and a few more to the bridge leading to Siesta Key! This immaculate mid-century Florida style home has wood flooring, an updated kitchen, 2 bedrooms, and a den. The large back yard is fenced for privacy and makes for a peaceful retreat. Located in Poinsettia Park, one of Sarasota's most desirable neighborhoods. Shopping, dining, beaches, downtown, and the hospital are all just a couple minutes away.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
2084 GROVE ST #B, SARASOTA, FL 34239
$2,00048 Days on yellowkey MLS ID: A4689586
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 431 Built: 1954Spa: YesSingle Family
Remarks: This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small convection oven, icemaker, and is open to the living room that has a sofa-bed. The fold-down table can be used as a desk or pulled out from the wall to seat 4. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jacks, St. Armand's/Lido Key, and Siesta Key. Great Neighborhood! November-December $2000/month, Jan-April $3,000/month, May-October $2000/month. Inquire for shorter or longer stays.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kari Klein (941-961-7419)
2904 HOMASASSA RD, SARASOTA, FL 34239
$8,500210 Days on yellowkey MLS ID: A4669333
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1386 Built: 1964Community: South GateSingle Family
Elementary School: Brentwood Elementary
Remarks: #1-Rated Siesta Key Beach – AVAILABLE 1/10/26 Close to Sarasota Memorial & Downtown Cultural Scene***Discover the perfect blend of coastal living and city convenience! This beautifully updated Sarasota home is ideally located just minutes from Siesta Key’s world-famous beach, Sarasota Memorial Hospital, and the vibrant downtown arts district — offering easy access to dining, shopping, and entertainment.*** Property Highlights: Bright, open-concept living with abundant natural light* Modern kitchen with stainless appliances & granite countertops* Screened lanai for relaxing Florida evenings* Private fenced yard with tropical landscaping* Pet-friendly (with approval) ***Prime Sarasota Location: 10 minutes to Siesta Key – with #1 Beach in the USA* Close to Sarasota Memorial Hospital, Trader Joe’s, and Southside Village8 Easy access to Downtown Sarasota, St. Armands Circle, and cultural venues like the Van Wezel Performing Arts Hall. Come stay and you to0 will see, What's all the fuss about Sarasota!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
3569 BEE RIDGE, SARASOTA, FL 34239
$1,80054 Days on yellowkey MLS ID: A4688882
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 884 Built: 1973Townhouse
Remarks: Comfort, convenience, and location - Welcome to Village Green. Centrally located in Sarasota between 1-75 and US-41, offering convenient access to both major hospitals, medical offices, shopping, and dining. Just minutes away from the Gulf beaches. This community is perfectly situated for travel north or south. 2-bedroom, 1.5-bath townhomes feature an in-unit washer/dryer and golf course or interior views; rates vary by location. Residents also enjoy access to a community pool. We have an on-site resident manager. Please call for an appointment. Information provided is deemed reliable but is not guaranteed and should be independently verified by the Tenant agent or tenant to verify measurements, schools, to their satisfaction.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Katie Cintron (941-232-9520)
1901 HYDE PARK ST #G, SARASOTA, FL 34239
$1,750626 Days on yellowkey MLS ID: A4623194
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1950Apartment
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
$1,950534 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
$2,65060 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)
1359 HARBOR DR, SARASOTA, FL 34239
$13,000250 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
$3,00096 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)
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)
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