Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,75026 Days on yellowkey MLS ID: A4692456
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
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: 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.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
1602 PINYON PINE DR, SARASOTA, FL 34240
$3,90080 Days on yellowkey MLS ID: A4684969
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2380 Built: 2005Community: Villages/Pine Tree Spruce PineSingle Family
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: N/A
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Calvin Keo (781-816-3376)
2676 MARTIN ST, SARASOTA, FL 34237
$2,80018 Days on yellowkey MLS ID: A4693424
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1722 Built: 1954Community: Paver Park Estates 1St AddSingle Family
Elementary School: Brentwood Elementary
Remarks: Available for move-in...furnished or unfurnished. This gem of a remodeled home is in an incredibly convenient location... it is close to public transportation, shopping & restaurants of downtown Sarasota, the soft sands and warm Gulf Waters of Lido Beach and Siesta Key Beach & is only blocks from the Legacy Trail where you can walk, run or ride your bikes from downtown all the way to Venice! You will love this light & bright home with a beautiful spacious master bedroom suite and 2 extra bedrooms. You will love the beautiful shaded back yard area to enjoy nature & the beautiful outdoor living... reach out with questions!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
357 TIERRA MAR LN #5, SARASOTA, FL 34242
$8,50019 Days on yellowkey MLS ID: A4693123
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2006Community: Village PlaceTownhouse
Elementary School: Phillippi Shores Elementary
Remarks: Located in the heart of Siesta Key, live the island lifestyle year-round in this stunning turnkey furnished townhome, tucked away in a quiet enclave of only six residences, offering the perfect blend of privacy, comfort, and convenience. Available now for annual lease. This immaculate and spacious townhome features 3 bedrooms, 2.5 baths, and tasteful coastal furnishings throughout. Upon entering, you are welcomed by gleaming hardwood floors, plantation shutters on all windows, and a bright open-concept floor plan designed for comfortable island living. The spacious living and dining areas flow seamlessly into the beautifully appointed kitchen, complete with granite countertops, wood cabinetry, gas range, stainless steel appliances, breakfast bar with bar stools, and a water filtration system. Upstairs, the tastefully furnished primary suite offers a king-size bed, private balcony, luxurious ensuite bath with a jetted soaking tub, separate walk-in shower, private water closet, and an oversized walk-in closet with built-in shelving. The second guest bedroom features a queen bed and charming Juliette balcony with a peek view of the canal and private dock, while the third bedroom offers two twin beds, ideal for guests or family. Relax with a morning coffee or evening book on the peaceful screened lanai overlooking the garden patio. Additional features include an attached two-car garage and access to the community’s private pool. Residents also enjoy the private dock located directly across the street — perfect for kayaking, paddleboarding, or fishing. Enjoy the ultimate island lifestyle just a short walk from the world-famous Siesta Key Beach, renowned for its crystal quartz sand and turquoise Gulf waters, as well as Siesta Key Village, where you’ll find charming boutiques, waterfront dining, entertainment, and nightlife. Beyond the island, Sarasota offers endless attractions including museums, festivals, golf, boating, sailing, jet skiing, sunset dinner cruises on Sarasota Bay, and convenient access to University Town Center shopping, Sarasota-Bradenton International Airport, and I-75.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
2832 BAY ST, SARASOTA, FL 34237
$2,15048 Days on yellowkey MLS ID: A4689721
REDUCED by $200 (8.5%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1958Community: Greenbriar Homes 2Nd AddSingle Family
Elementary School: Alta Vista Elementary
Remarks: Turnkey Furnished Short-Term Rental Available 5/1/26 - 1/31/27 Only. Recently renovated Mid-Century Modern 3 bedrooms, 2 baths, 1 car garage home just minutes from Downtown Sarasota. Open concept living and dining rooms with cathedral ceilings and wood beams. The Interior and Exterior of the home have been freshly painted. The home has restored Terrazzo flooring throughout. The fully equipped kitchen has new appliances, a pantry, plenty of cabinets for storage, an eat-in countertop that looks out to the living room. The master bedroom has an updated en-suite bathroom with a walk-in shower, the other 2 bedrooms share an updated bathroom with a shower and bathtub. The backyard is fenced and features an amazing paver entertainment area. Walking distance to the YMCA and famous Yoder's Amish Village. Minutes away from world-famous Siesta Key Beach, Lido Beach, St Armand's Circle, museums, and so much more.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
512 LAUREL PARK DR, SARASOTA, FL 34236
$4,50044 Days on yellowkey MLS ID: A4690253
REDUCED by $250 (5.3%) on 05/11/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave At Laurel ParkSpa: NoTownhouse
Middle School: Booker Middle
Remarks: ANNUAL UNFURNISHED TOWNHOUSE AVAILABLE FOR LEASE IN ENCLAVE — DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and a private elevator that provides easy access to every level. The first floor offers a private two-car garage and an oversized closet, while the second level boasts a gourmet kitchen with solid stone counters, stainless appliances, a designer backsplash, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level is dedicated to the owner’s primary suite, which includes a walk-in closet and a spa-like bathroom featuring a large walk-in shower, double vanity, and beautiful tile work. Conveniently located on the same level is the laundry room with a washer and dryer and a utility sink. The fourth level includes two generous en-suite bedrooms with walk-in closets. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance of Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown Sarasota. Nearby Payne Park offers tennis courts, playgrounds, and a skate park, while Siesta Key, Lido Beach, the Legacy Trail, and countless parks and preserves are just moments away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,95023 Days on yellowkey MLS ID: A4692892
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1977Community: Siesta BeachSingle Family
Remarks: Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight, featuring sleek granite countertops and stainless steel appliances, perfect for culinary adventures. The bathrooms boast contemporary vanities and matching granite countertops, adding a touch of elegance to your daily routine. Enjoy the Florida sunshine in your private outdoor space, ideal for relaxing or entertaining guests. The home is equipped with central heating and air conditioning, ensuring year-round comfort. The attached two-car garage not only provides ample storage but also includes a convenient workspace for your projects. This pet-friendly home, with conditions, is unfurnished, allowing you to personalize it to your taste. Located approximately 1.5 miles from one of the best beaches in the country, you'll have easy access to the vibrant Siesta Key Village and a short drive to downtown Sarasota. Whether you're looking for a serene retreat or a lively community, this centrally located gem offers the best of both worlds. Don't miss the opportunity to make this beautiful home yours! Tenant will be responsible for a monthly lawn fee of $200.00.
Listing Agent: Beth Harris (941-321-7148)
2441 WEBBER ST, SARASOTA, FL 34239
$9,50078 Days on yellowkey MLS ID: S5145822
INCREASED by $550 (6.1%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025Community: Orange ParkSpa: YesSingle Family
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. Furnished or Unfurnished. Can be rented for seasonal rental price is subject to change based on season and availability. 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)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,75090 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: 2750.00 Monthly May through October 2026 ... Enjoy private access to the soft sand and tranquil setting of Turtle Beach - Siesta Key... Beautiful 5th-floor, fully furnished penthouse offering picturesque bay and treetop views in one of the most desirable Gulf-to-Bay communities on South Siesta Key. Move-in ready and designed for easy coastal living, this light-filled residence features an open split floor plan and tile flooring throughout. The updated kitchen boasts granite countertops and additional cabinetry, while both bathrooms feature new vanities for a fresh, modern touch. Enjoy sweeping bay views from the living space, along with the rare luxury of a privately owned beachside cabana—perfect for storing chairs, umbrellas, and keeping Siesta’s famous white sand outside where it belongs. Located in a quieter section of the Key, the home is still conveniently close to local restaurants and island activities. Take the Froghopper or the Free Ride Trolley to explore all of Siesta Key with ease. Bay Tree offers exceptional amenities including two pools (one on the beach side and one on the bay side), grilling and picnic areas, free boat slips for owners, kayak racks, on-site management, reserved owner parking, and ample guest parking. Walk to nearby dining, enjoy the bay, stroll the beach, or simply relax and take in the views—this property offers the very best of bayfront and beachfront living within one exceptional community. Rates: 3350.00 annually April through December 2026: Quoted rate applies January through April 2027: $6,500 per month, plus applicable taxes and fees.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
33 S GULFSTREAM AVE #409, SARASOTA, FL 34236
$3,30024 Days on yellowkey MLS ID: A4692135
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1055 Built: 1964Community: Gulfstream TowersSpa: NoCondo
Remarks: Wake up to treetop and partial bay views in this beautifully turn-key furnished 2-bedroom, 2-bath corner residence, perfectly positioned in the heart of downtown Sarasota overlooking Marina Jack. Located in a Mid-Century Modern architectural gem designed by renowned architect Tim Seibert, this residence blends timeless design with effortless living. The thoughtfully designed split floorplan offers privacy and comfort, featuring a spacious primary suite with partial bay views, ensuite bath with shower/tub combo, walk-in closet, and a queen-size Saatva adjustable bed. The guest suite includes its own attached bath, queen bed, and a dedicated workspace with desk and Aeron chair - ideal for guests or working from home. Step outside and enjoy Sarasota's most vibrant lifestyle; award-winning dining, theater, opera, and waterfront strolls are just steps away. Complimentary trolley access makes trips to St. Armands Circle and Lido Key beaches seamless and convenient. Residents of this boutique, pet-friendly community enjoy resort-style amenities including a heated pool with expansive sun deck, elegant entertainment space with full kitchen, library with piano, fitness room, bike storage, and convenient laundry facilities on each floor. One well-behaved dog under 30 lbs is welcome (with proper documentation). One assigned garage parking space included. Annual lease only. Tenant responsible for electric. No smoking permitted. Opportunities like this are rare - secure your place in one of downtown Sarasota's most iconic and walkable locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
5141 SAINT ALBANS AVE, SARASOTA, FL 34242
$3,20033 Days on yellowkey MLS ID: A4691423
REDUCED by $400 (11.1%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1986Community: Siesta BeachSingle Family
Remarks: Available on an annual basis, come escape to relaxed island living in this elevated 2-bedroom, 2-bathroom Siesta Key cottage. Tucked away on a quiet, tree-lined street and set on a large lot with tropical landscaping and low maintenance, it offers both privacy and ease. Just 2 miles from Siesta Key Beach, it’s an easy bike ride or drive to the world-famous white sands, making beach days effortless. Inside, vaulted ceilings and warm wood interiors create a true Old Florida feel with an open, comfortable layout. The main level offers living and dining space, a functional kitchen, and a guest bedroom with a full bath, while the upstairs loft-style primary suite provides a private retreat. A screened porch overlooks a spacious yard, ideal for unwinding or working remotely. With room for a boat or RV, a storage shed, and no HOA restrictions, this is a fantastic option for your relocation to Siesta Key.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Anthony Dalesandro (941-504-5371)
4910 OLD CREEK DR, SARASOTA, FL 34233
$4,49543 Days on yellowkey MLS ID: A4690402
0 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2555 Built: 1999Community: OakleafSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this well-located rental home in Sarasota, offering comfort, convenience, and easy access to everything the area has to offer. Situated in an established neighborhood, this property provides a functional layout with plenty of natural light and inviting living spaces. The home features a spacious living area, a well-equipped kitchen, and comfortable bedrooms, making it ideal for full-time living. Enjoy a private outdoor space perfect for relaxing or entertaining, along with ample parking and storage options. Conveniently located near shopping, dining, major roadways, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers the perfect balance of accessibility and lifestyle. Available soon—contact us today for availability details and to schedule a showing.
Listing Agent: Mike Sorensen (941-380-2900)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$2,50024 Days on yellowkey MLS ID: A4691244
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)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,35044 Days on yellowkey MLS ID: A4690246
REDUCED by $100 (4.1%) on 05/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 706 Built: 1972Community: Inlet AptsCondo
Remarks: Available May through October 15th 2026... Not Open for Winter Season 2027... Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for guests or added sleeping flexibility. The fully enclosed Florida Room with windows expands the living space, creating a bright and airy environment perfect for relaxing or entertaining. Enjoy breathtaking Gulf sunset views right from your private lanai, the perfect spot to unwind after a day at the beach. The recently renovated kitchen is equipped with stainless steel appliances and sleek granite countertops, while wood and tile flooring throughout provide both style and easy maintenance. Residents will appreciate access to excellent community amenities, including boat dockage, Gulf and canal views, a heated swimming pool, and on-site laundry facilities. Ideally located just moments from the world-renowned beaches and a short ride to Siesta Key Village, where you can enjoy shopping, dining, and entertainment. Whether you're walking along the soft sandy shores, kayaking through peaceful canals, or exploring the island, this location offers the ultimate beach lifestyle. Unit #24 is the perfect place to call home—don’t miss this opportunity to live in paradise! Taxes and fees will apply to base rent.
3008 HILLVIEW ST, SARASOTA, FL 34239
$2,30072 Days on yellowkey MLS ID: A4686754
REDUCED by $300 (11.5%) on 05/05/2026
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)
1145 HORIZON VIEW DR, SARASOTA, FL 34242
$15,000186 Days on yellowkey MLS ID: A4673276
Bed: 4 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 4306 Built: 1980Community: Tortoise EstatesSpa: YesSingle Family
Remarks: Available : 2026: Open September 1 through November 15th 2027 - 30 Day Minimum Stay... 2027: Peak Season Now Open for January and April. February and March are not available.. Experience the best of Siesta Key living with private beach access—this expansive, exceptional home offers everything needed for the perfect coastal escape. Thoughtfully designed indoor and outdoor living spaces create comfort and privacy even when hosting a full house. Each bedroom, along with the main living area, opens to its own deck, providing the perfect spot to savor morning coffee, unwind with a book, or soak up the sunshine. A custom heated pool and spa add to the home’s private resort feel, while tasteful updates throughout make it a serene coastal get-away. Nestled on a quiet dead-end street—one so tucked away that even many locals don’t know it exists—this rare gem defines beachfront living at its finest. It’s a unique opportunity to claim your own slice of paradise. Just steps from the powder-soft sands of Siesta Key, with deeded beach access leading directly to Turtle Beach, this home places the island’s most coveted amenity right at your doorstep. Whether you're heading out for peaceful morning walks, unforgettable sunsets, or the convenience of a close-by spot for all your beach gear, this residence offers the ideal home base for your dream coastal getaway. Taxes and fees apply to base rent..
5400 OCEAN BLVD #5-3, SARASOTA, FL 34242
$6,00026 Days on yellowkey MLS ID: A4692374
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 928 Built: 1970Community: TerraceCondo
Remarks: SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it’s best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280 sq ft of indoor-outdoor space with sweeping Gulf views and stunning sunsets. The open-concept living area includes a chef’s kitchen with Quartzite countertops, custom European cabinetry, premium stainless appliances, and a large island, plus a custom Murphy bed for guests. The serene primary suite offers a spa-like bath with glass walk-in shower and elegant finishes, while recent upgrades like a new A/C system ensure year-round comfort. Residents enjoy a heated saltwater Gulf-view pool, fitness center, community lounge, and controlled-access security, all just steps from the beach and a short walk to Siesta Key Village’s shops, cafés, and dining—with downtown Sarasota’s arts and culture only minutes away. Perfect for seasonal or annual stays. High season rates are $14000/month. Off season rates are $9000/month. The annual rate is $6000/month.
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,15039 Days on yellowkey MLS ID: A4690743
REDUCED by $150 (6.5%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980Community: Orchid Oaks ICondo
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and dining areas ideal for both everyday living and entertaining. A screened lanai provides a peaceful setting to relax and enjoy the surrounding tropical landscape. Residents of Orchid Oaks enjoy beautifully maintained grounds and a variety of amenities, including a clubhouse and heated pool overlooking scenic Phillippi Creek. The clubhouse may be reserved once per month at no cost for private gatherings. Additional community features include gazebos, walking trails, a dog run, and a serene creekside dock. Conveniently located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and accessibility. The landlord is open to flexible lease terms, including a 6-month furnished option with WiFi included, or a 12-month (or more) lease available furnished or unfurnished. Tenant is responsible for electricity. Pets may be considered on a case-by-case basis with owner approval. Currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
4349 WOODMANS CHART #166, SARASOTA, FL 34235
$3,00054 Days on yellowkey MLS ID: A4688794
INCREASED by $200 (7.1%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977Community: Woodmans ChartSpa: NoVilla
Elementary School: Gocio Elementary
Remarks: Large villa with a unique floor plan features 3 bedrooms and 2 baths. Tiled flooring throughout, a beautifully updated kitchen, both baths are updated as well. Access the rear screened lanai through either the living room or family room. An atrium patio located between the living room and master bedroom offers a quiet relaxation place for enjoying the sun. This area is also a great place for the plant enthusiast to enjoy a little gardening. The fenced area between the large 2 car garage and villa is a paver patio sanctuary perfect for setting up a grill or outdoor table and chairs for dining and is accessible from the family room. Side by Side washer and dryer are neatly tucked away in a laundry room. Close to the UTC Mall, downtown Sarasota and all the city's attractions as well as many fine places to dine. Enjoy the Country Club of The Meadows with miles of walking trails, golfing, tennis, pickleball and a fitness center.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
508 LAUREL PARK DR, SARASOTA, FL 34236
$4,90053 Days on yellowkey MLS ID: A4689094
REDUCED by $350 (6.7%) on 05/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave/Laurel Park RepTownhouse
Remarks: ANNUAL UNFURNISHED TOWNHOME AVAILABLE FOR LEASE IN ENCLAVE--DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and private elevator that provides easy access to every level. The first floor offers a private two-car garage and oversized closet, while the second level boasts a gourmet kitchen with quartz counters, stainless appliances, induction cooktop, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level includes two generous en-suite bedrooms with walk-in closets, and the entire fourth floor is dedicated to a luxurious owner’s suite featuring a walk-in closet, spa-like bath, and a thoughtful bar area with beverage refrigerator. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance to Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown. Nearby Payne Park offers tennis, playgrounds, and a skate park, while Siesta Key, Lido Beach, Legacy Trail, and countless parks and preserves are just moments away.
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