Location: Sarasota
Do Not Show Listings
339 SUWANEE AVE, SARASOTA, FL 34243
$3,000111 Days on yellowkey MLS ID: A4689113
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1948Community: Ballentine Manor EstatesHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: ***Available August 21*** Charming farmhouse-decor style duplex, ideally located just minutes from vibrant downtown dining, shopping, and entertainment! Thoughtfully updated and beautifully decorated, this inviting home offers the perfect blend of comfort, style, and convenience. Step inside to enjoy laminate flooring throughout the living, dining, and bedroom areas, with tile in all wet spaces for easy maintenance and everyday comfort. Enjoy cooking in the kitchen that offers SS appliances, gas stove, butcherblock countertops and subway tile backsplash. The spacious primary bedroom features a luxurious king bed, while the guest bedroom offers two twin beds that can easily convert into a comfortable king to suit your needs. TVs are conveniently located in the living room and both bedrooms for added relaxation. The bathroom boasts a modern walk-in shower, and the home opens to a large, private backyard perfect for unwinding after a day of exploring or enjoying your morning coffee in peace. Whether you're visiting for business or leisure, this centrally located gem provides everything you need for a comfortable and memorable stay. Just mins to DT SRQ and Gulf Beaches!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Gabrielle Channell (941-586-6234)
2365 WALDEMERE ST, SARASOTA, FL 34239
$7,000421 Days on yellowkey MLS ID: A4654509
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2300 Built: 2023Community: Loma Linda ParkSingle Family
Remarks: Long-term or short-term leases can start from SEPTEMBER 10, 2026 for $7000 OR **option**SEASONAL RATE from December 1, 2026 through April,2027 is $12,000. (**February-March 2027 rented**). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue Sarasota" (2365 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Claudia Dybala (773-318-5796)
2375 WALDEMERE ST, SARASOTA, FL 34239
$7,000421 Days on yellowkey MLS ID: A4654505
Remarks: Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026: Short Term or Long-term starting from AUGUST 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April, 2027 is $12,000. (February-March 2027 is already booked). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue Sarasota" (2365 Waldemere St, Sarasota), located next to "SunShine Sarasota" (2375 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
7186 LAKESIDE DR, SARASOTA, FL 34243
$2,75059 Days on yellowkey MLS ID: A4695284
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1518 Built: 1986Community: Woodlake Villas At Palm-Aire Vi, Vii&XiVilla
Remarks: Beautiful furnished turnkey villa available for annual or seasonal lease in the desirable Woodlake Villas community of Palm Aire. This well-maintained home features 3 bedrooms, 2 bathrooms, and a spacious 2-car garage with additional space for a golf cart. Enjoy the community heated pool overlooking a scenic lake. Conveniently located just minutes from multiple golf courses, UTC shopping and dining, Sarasota-Bradenton International Airport, and approximately 20 minutes from Siesta Key, Longboat Key, St. Armands Circle, and Anna Maria Island. Available for annual lease at $2,750/month with a minimum 6-month lease term. Seasonal rental available January–March 2027 at $5,000/month. Rent includes water, sewer, trash, lawn maintenance, internet, and all utilities except electricity.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
5713 FOSSANO DR #0, SARASOTA, FL 34238
$2,295371 Days on yellowkey MLS ID: A4659148
0 Days Off yellowkey (back on 5/30/2026)
INCREASED by $100 (4.6%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1863 Built: 2011Community: Isles/Palmer Ranch PhCondo
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: THIS IS AN ANNUAL RENTAL Located in The Isles on Palmer Ranch. This 2nd floor, spacious 3 bed/2 bath condo has 1,863 square feet of living space with generously sized living and dining areas. Significant upgrades including granite and stone countertops, tiled backsplashes, updated light and fan fixtures, wood cabinets, and more! Eat-in kitchen as well as a dining room - so either could also be used as office space for those who work remotely. The rear screened lanai possesses an exceptional unobstructed lake view. Attached one-car garage, and ample parking outside with a dedicated driveway/street parking. The community itself is "amenity filled" with a clubhouse, fitness center, community pool, lighted tennis and pickleball courts, plenty of communal parking, a kitchen and private room which can be used for functions and lastly a pergola with a lake view. Located in sought after Palmer Ranch, it's conveniently located to Osprey/Nokomis/Venice, I75, various restaurants, shopping, walking trails and other amenities. 1st/Last/Security required for move in. Credit/background/eviction search checks on all applicants.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
308 LANTANA AVE, SARASOTA, FL 34243
$2,00091 Days on yellowkey MLS ID: A4691141
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1156 Built: 1968Community: Whitfield Estates On Sarasota Bay IHalf Duplex
Remarks: Both Units of this Duplex for rent separately - 304 Lantana Ave and 308 Lantana Ave. Annual rental opportunity in the highly desirable Whitfield Estates neighborhood! Each side of this duplex offers a 2-bedroom, 1-bath unit, featuring a functional layout with a spacious living area, dedicated dining space, kitchen, and an additional bonus room perfect for a home office, den, or extra storage. Ideally located, this property places you just minutes from everything Sarasota has to offer. Enjoy quick access to Sarasota-Bradenton International Airport, downtown Sarasota’s vibrant dining and arts scene, and the area’s world-renowned Gulf Coast beaches. Conveniently situated near IMG Academy, Ringling College of Art and Design, University of South Florida Sarasota-Manatee, and New College of Florida, making it an excellent option for students, faculty, or professionals. You’re also just a short drive to the University Parkway corridor and University Town Center, offering premier shopping, dining, and entertainment options. Annual lease required. Don’t miss this opportunity to live in a centrally located neighborhood with unbeatable access to Sarasota’s top destinations. Units 304 and 308 are both available for rent separately at $2000 per month each.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
304 LANTANA AVE, SARASOTA, FL 34243
$2,00095 Days on yellowkey MLS ID: A4691054
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00062 Days on yellowkey MLS ID: A4694729
INCREASED by $2,000 (13.3%) on 05/30/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
5624 CAPE LEYTE DR, SARASOTA, FL 34242
$17,000149 Days on yellowkey MLS ID: A4684371
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 1963Community: Siesta IslesSpa: NoSingle Family
Remarks: Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor shower, and BBQ entertaining area — perfect for hosting guests after a day at the beach. Located in one of Siesta Key’s most desirable walkable neighborhoods, you’re just steps from beach access, restaurants, cafes, and island attractions. Park once and enjoy everything on foot. Ideal as a high-performing short-term rental investment or a private island escape. Prime walkable luxury properties near Siesta Key Beach consistently command strong rental demand and premium rates. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
31 LANDS END LN, SARASOTA, FL 34242
$17,000562 Days on yellowkey MLS ID: A4635483
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2743 Built: 1967Community: Lands EndSpa: YesSingle Family
Remarks: Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the property boasts 68 feet of waterfrontage on Bayou Louise and a 20-foot dock with direct, bridge-free access to Big Pass and the Gulf of Mexico. Spend your days boating, fishing, or enjoying sunsets over the Gulf. A quick 5-minute boat or kayak ride leads to a vibrant sandbar, ideal for fun and relaxation. Surrounded by neighboring homes valued at $20+ million, this property offers a rare opportunity for luxurious waterfront living. Tropical landscaping creates a serene oasis with a spacious deck, an outdoor grill, and a gazebo for entertaining or unwinding after a day on the water. Inside, the home exudes modern coastal charm. The gourmet kitchen features quartz countertops, stainless steel appliances, and designer touches, while the family room offers stunning water views through impact sliding doors. The primary suite is a private retreat with its own entrance, a custom walk-in closet, and spa-like finishes. An additional in-law suite with a private entrance provides added flexibility and convenience. This exceptional property is just a 5-minute walk to Shell Road Beach, 3 miles from Siesta Key Village, and 3.3 miles from the world-renowned Siesta Key Beach. The sandbar is a short 5-minute kayak ride, while downtown Sarasota and St. Armands Circle are just a quick drive away. Fully equipped with linens, beach towels, bicycles, cookware, a coffee maker, LED lighting, and more, this home ensures a seamless and comfortable stay. Available for both short- and long-term rentals, it’s perfect as a luxurious personal retreat, an entertainer’s dream. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
1 BENJAMIN FRANKLIN DR #3, SARASOTA, FL 34236
$9,500122 Days on yellowkey MLS ID: A4687832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1968Community: St Armand Towers NorthCondo
Remarks: GULF-FRONT PENTHOUSE | ST. ARMAND’S TOWER NORTH. BEACH VIEWS. BEACH ACCESS. BEAUTIFUL PRIVATE BALCONY. WATERVIEWS FROM EVERY WINDOW. $9,500/month (utilities included) for off season; or ask about seasonal rates ****Experience elevated coastal living in this impeccably renovated, designer-appointed penthouse residence offering panoramic Gulf and Bay views from every vantage point. Thoughtfully curated with refined finishes and custom details throughout, this turnkey home embodies effortless luxury.****The open-concept layout is anchored by a sophisticated chef’s kitchen featuring stone countertops, bespoke cabinetry, built-in oven, glass cooktop, and an elegant breakfast bar designed for both everyday living and entertaining. ****A private in-residence tiki bar with kegerator creates a unique entertaining experience, while the expansive living area offers a seamless blend of comfort and style with a smart TV and electric fireplace. Concealed Murphy beds provide flexible accommodations for guests without compromising design.****The primary suite serves as a tranquil retreat, complete with sweeping Gulf views, a king-sized bed, custom built-ins, dedicated workspace, walk-in closet, and a spa-caliber en-suite bath. Additional enhancements include a wine closet, architectural barn doors, tankless water heater, coffered ceilings, crown molding, and in-unit washer and dryer.****An oversized, full-length lanai extends the living space outdoors, offering multiple seating areas to enjoy Sarasota’s iconic sunsets and coastal breezes.****Residents of St. Armands Tower North enjoy resort-style amenities including a heated pool, fitness center, and private beach access. One covered parking space included. Ideally located just moments from Lido Beach and the shops and dining of St. Armands Circle. Virtual tour available upon request. No pets permitted per HOA.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
8370 WINGATE DR #726, SARASOTA, FL 34238
$2,10059 Days on yellowkey MLS ID: A4694976
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1996Community: Pinestone At Palmer RanchSpa: YesCondo
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Beautiful waterfront townhouse has it all! Move in condition, tile flooring throughout except bedrooms, cathedral ceilings, covered parking, new washer, new dryer, new range, new microwave, new refrigerator and more. Live close to everything on Palmer Ranch! Just minutes from the powder sand beaches of Siesta Key, close to restaurants, grocery stores, shopping stores and malls, walking/running/biking trails, YMCA and just about anything else you can think of. Community is gated, has a large clubhouse with gym/workout room, billiard room, card room, social area with complete kitchen, 32 seat movie theater, library, BBQ grills, huge heated swimming pool, large spa/hot tub, 2 tennis courts, 1/2 basketball court. All lushly landscaped and well maintained. Don't miss this great opportunity - Yearly Rental Contract and Background Check Required - Call today!
Listing is courtesy of: SARASOTA HOME REALTY (941-544-6763)
Listing Agent: Brian Mcgreevy (941-544-6763)
1537 SIESTA DR, SARASOTA, FL 34239
$18,50082 Days on yellowkey MLS ID: A4692741
REDUCED by $1,500 (7.5%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023Community: Sunset Bay SubSingle Family
Remarks: Welcome to Siesta by the Bay! This turnkey luxury home features 4 ensuite bedrooms, water views of the bay, pool bath and half bath, outdoor shower, outdoor kitchen, heated pool, putting green, and 3 car garage. Enjoy a private backyard with an expansive outdoor dining area and bar with multiple areas to exercise and lounge. Located near the Siesta Key North bridge, you’re minutes from world famous beaches, downtown Sarasota, Hillview Shopping Plaza, Sarasota Memorial Hospital, fine dining, and many more popular activities that Sarasota has to offer. Home is available for short-, mid-, and long-term rental. Rates vary based on season.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
3102 WINDRUSH BOURNE #4, SARASOTA, FL 34235
$2,350339 Days on yellowkey MLS ID: A4662981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984Community: Windrush BourneVilla
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Available for short-term rental (3-month minimum). This beautiful end-unit villa in The Meadows offers the perfect home away from home; ideal if you’re building, remodeling, relocating, or simply looking for a Florida getaway. Bright and welcoming, the villa features cathedral ceilings, tall windows, and walls of sliders that fill the space with natural light while showcasing tranquil pond views and lush landscaping. The kitchen is designed for both style and convenience with off-white soft-close cabinetry, stunning Baltic granite countertops, and easy access to the grilling patio. The primary suite offers a peaceful retreat with pond views, crown molding, a walk-in closet, dual vanities, and a glass-enclosed shower. With no adjacent neighbors, enjoy true privacy and serenity. Step outside to a heated community pool just a block away, or explore all The Meadows has to offer: 14 miles of biking and hiking trails, tennis courts, pickleball, dining close by; all set on 1,650 acres of park-like grounds with 80 lakes. The location is unbeatable; just 15 minutes to downtown Sarasota, St. Armands Circle, Lido Beach, and close to UTC Mall, Nathan Benderson Park, Whole Foods, Trader Joe’s, the new Mote SEA Aquarium, and more. Utilities, cable, and Wi-Fi are included, plus a one-car garage for your convenience. Whether you’re here for work, transition, or relaxation, this villa is the perfect spot to enjoy the Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
750 N TAMIAMI TRL #304, SARASOTA, FL 34236
$2,600392 Days on yellowkey MLS ID: A4657467
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 2001Community: Renaissance 1Condo
Elementary School: Alta Vista Elementary
Remarks: Now available for lease; this stunning downtown Sarasota residence offers an unbeatable combination of location, lifestyle, and flexibility. Whether you're looking for an annual rental, a seasonal escape, or a short-term stay (minimum 3 months), this beautifully maintained unit delivers comfort, convenience, and style. Offered at $3,000/month annually, $4,000/month for a 6-month lease, or $5,000/month for a 3-month stay, this rental opportunity fits a variety of needs. Located in one of Sarasota’s most sought-after buildings, residents enjoy exceptional amenities including a resort-style pool, fitness center, secure access, and garage parking. Step outside your door and find yourself just moments from world-class dining, shopping, theaters, and the waterfront of Sarasota; this is truly walkable downtown living at its best. The residence itself is light-filled and spacious, offering a peaceful retreat in the heart of the city. Whether you're relocating, exploring the Sarasota lifestyle, or just looking for a change of scenery, this is an incredible place to call home. Don’t miss your chance to lease this exceptional property; short-term, seasonal, or long-term. Contact us today to schedule a private tour and secure your ideal stay in Sarasota.
4275 CASTLEBRIDGE LN #1323, SARASOTA, FL 34238
$3,500804 Days on yellowkey MLS ID: A4610585
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1999Community: Pinestone At Palmer RanchSpa: YesCondo
Remarks: *SPACIOUS "CHATEAU" TOWNHOME STYLE CONDOMINIUM* Available 5/1/2027 - 9/30/2027. The "Chateau" model is the largest of the units in the Pinestone at Palmer Ranch community! The condo features three bedrooms or two bedrooms and a den. The primary bedroom has a Queen bed, bedroom #2 has a queen bed and bedroom#3 is set up as a bedroom or den with a desk and two bed chairs. This open floor plan condo is spacious with natural sunlight! The primary bedroom with an ensuite bathroom and walk in closet is on the private top floor and overlooks the living room/dining room/kitchen below. The second and third bedrooms are separated on the first floor by the guest bathroom with a walk in shower. Enjoy dining on the screened in and enclosed lanai or inside at the dining table. This unit is move in ready, fully furnished and includes small kitchen appliances, cookware, dishes, drinkware and silverware. Your monthly rent includes Internet and Youtube TV. Pinestone at Palmer Ranch has a large clubhouse for social events and private parties, a fitness center, billiard room, 32 seat movie theater, a card room and library. Outside is the lighted swimming pool, with a new pool deck, pool lounge chairs, dining tables, a BBQ grilling area and hot tub. Stay active while enjoying the fitness center, lighted tennis courts, half basketball/pickleball court, shuffleboard and bocce ball. Nearby for biking or walking is the Sarasota 18.5 mile paved Legacy Trail which extends from Sarasota in the north to the Historic Venice Train Depot, then another 4 miles south along the eastern side of the Intercoastal Waterway. Pinestone is located in Palmer Ranch and close to Sarasota's Siesta Key Village, Siesta Beach and Nokomis beach. The world famous quartz crystal soft sand of Siesta Beach is only 6.8 miles away! Publix, Target, Lowes and Sarasota Square Mall with Costco and the AMC Sarasota 12 movie theater are a half a mile away. Sarasota Memorial Hospital is approximately 8.8 miles away, Downtown Sarasota with shopping, dining, galleries, museums and night life is 10 miles away. John and Mable Ringling Museum of Art, Van Wezel Performing Arts Hall and the Sarasota Bradenton Intl. Airport are all approx. 12 miles away. The Pinestone Community has a no pet rule for renters. Pinestone is a no smoking community. There is no smoking allowed in the unit. Carport parking for one vehicle with plenty of visitor parking nearby. Whether you want relax in the quiet community of Pinestone at Palmer Ranch or join all the social fun in and around Sarasota on the cultural coast this condo is a perfect place to be!
Listing is courtesy of: M&M PROPERTY MANAGEMENT GROUP (941-320-4287)
Listing Agent: Jana Nizny (941-735-6045)
8370 WINGATE DR #714, SARASOTA, FL 34238
$4,300568 Days on yellowkey MLS ID: A4634408
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1996Community: Pinestone At Palmer RanchSpa: YesCondo
Remarks: Rented January - May 1, 2027. Three (3) month minimum. Welcome to Lakefront Escape, your serene getaway in Sarasota. This 2 bedroom, 2 bathroom, ground floor condo with water view offers a perfect blend of relaxation and adventure, making it an ideal retreat to unwind and explore the beautiful surroundings. Three month minimum rental required in the Pinestone At Palmer Ranch community. With two bedrooms, this property accommodates up to four guests. The primary bedroom features a walk-in closet, while the guest bedroom offers a standard closet for your convenience. Each room is designed to provide a restful ambiance, ensuring a peaceful night's sleep after a day of exploration.The condo features two bathrooms, providing ample space for everyone to refresh and rejuvenate. A side by side full size washer and dryer is in the condo for your convenience. Enjoy the inviting living area, perfect for gathering with loved ones or enjoying a movie night on the smart TV. The fully equipped kitchen is complete with modern appliances such as a refrigerator, microwave, dishwasher, and Keurig coffee maker, making meal preparation a breeze. Local grocery shopping includes, Publix, Sprouts, Costco, Target or check out one of the local restaurants. Step outside to discover the outdoor amenities, including the Pinestone Community heated pool and hot tub, lounge chairs & tables, perfect for soaking up the sun. The property also features a grilling station and outdoor dining area around the pool, ideal for al fresco dining and enjoying the beautiful Florida weather. Stay active in the Pinestone Community with access to a fitness room, 1/2 basketball/pickleball court, and 2 tennis/pickleball courts, bocce ball, corn hole and shuffleboard. Enjoy time with family and friends around the fire pit or outdoor semi circle seating area. For those looking to explore, the Palmer Ranch walking paths and Legacy Trail are close by for walking or biking. The 18.5 mile Legacy Trail goes from the historic Venice Train Depot to near Downtown Sarasota. The stunning beaches of Siesta Key, Venice Beach and Lido are just a short drive away, along with the vibrant downtown Sarasota and St. Armands Circle, filled with shops, restaurants, and cultural attractions such as the Ringling Museum, Ringling Museum of Art, Marie Selby Botanical Gardens, Asolo Repertory Theatre, Marietta Museum of Art & Whimsy, The Sarasota Ballet, Jazz Club of Sarasota, Florida Studio Theatre, The Circus Arts Conservatory, Sarasota Art Museum, Sarasota Contemporary Dance. Whether you're seeking a peaceful escape or an adventure-filled vacation, Lakefront Escape is the perfect choice. Book your stay today and experience the best of Sarasota living! Seasonal months are January through April.
8370 WINGATE DR #725, SARASOTA, FL 34238
$4,2001356 Days on yellowkey MLS ID: A4552127
Remarks: Unavailable until May 2027. Welcome to Paradise at Pinestone on Palmer Ranch where you are close enough to the beaches, shopping and dining but far enough away to feel peaceful and relaxed. This condo is a seasonal rental and has a three month minimum stay. Whether you are vacationing or working full time from home this is your sanctuary. Located in the Pinestone of Palmer Ranch gated community, this beautifully updated open concept condo called the Chateau has one of the most sought-after water views with the nature preserve across the water. With vaulted ceilings, hardwood floors and a newly remodeled kitchen, this beautifully decorated, open floor plan with two levels has everything you will need to feel at home. A total of 3 bedrooms, two on the first floor and one oversized bedroom upstairs with a king size bed, sitting area and an ensuite bathroom. On the first floor, you will find one bedroom with two queen size beds with a water view and the other bedroom has two twin beds and looks out at trees over the parking lot and the community. TV watching has never been better on the large sectional in the living room where you can watch your favorite shows on the Smart TV. Cooking is easy in this kitchen whether you are having breakfast or lunch at the breakfast bar or enjoying a meal at the dining table. The newly remodeled kitchen features new granite counter tops, a large stainless-steel sink, updated faucet, and a Bosch dishwasher. Enjoy coffee or evening cocktails on the screened in lanai with sliding glass doors that open to welcome the breeze and water view. Just a short walk away are amenities galore including a beautiful clubhouse, lighted & heated swimming pool with two lap lanes, a hot tub, 32 seat movie theater, half basketball court, pickle ball court, shuffleboard, cornhole, a billiard room, a card room, two lighted tennis courts, fitness center, library, BBQ grills and a newly added fire pit area. For bike riding or walking, catch the trailhead of the newly extended Legacy Trail, you can take the trail south to Venice or north to near downtown Sarasota. For convenient shopping & dining, Sprouts, Publix, Target, Lowes, Costco and local and chain restaurants are close by. Five miles north on Tamiami Trail is the South bridge to enter the barrier island of Siesta Key, where you can enjoy the sun and sand at Siesta Beach, Turtle Beach, Crescent Beach. Siesta Beach is world famous for its quartz crystal soft sand that is cool to walk on. You will find only locally owned restaurants and shopping in Siesta Key Village. Downtown Sarasota is 20 minutes away and home to locally owned and award-winning restaurants, nightlife, Marie Selby Botanical Gardens, Sarasota Art Museum, The John and Mable Ringling Museum of Art. Paradise in Palmer Ranch is your home away from home where you can relax, work, exercise, explore the beaches, boating, the arts and all the activities Sarasota and surrounding areas provide. Live. Work. Play. at Paradise in Palmer Ranch. Tenants to pay Sarasota County Sales and Tourism taxes, for rentals less than 6 months and one day. January - April are seasonal months.
8350 WINGATE DR #913, SARASOTA, FL 34238
$4,5001182 Days on yellowkey MLS ID: A4569199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1998Community: Pinestone At Palmer RanchSpa: YesCondo
Remarks: Unavailable until May 2027. Welcome to your very own slice of paradise in sunny Sarasota, Florida! This beautiful vacation rental is the perfect home away from home if you are seeking an extended stay of three months or more to work or play. With a minimum stay requirement, you'll have plenty of time to soak up the dazzling Gulf Coast and take advantage of everything in this vibrant cultural city. Situated in the Pinestone of Palmer Ranch community, this lovely two bedroom, two bathroom ground floor condo sleeps 4 comfortably and features all the modern amenities you need for a carefree vacation or work away from home. From the moment you step inside, you'll be greeted by a warm and inviting atmosphere that exudes comfort and relaxation with plenty of room for dining, lounging, and unwinding after a long day in the sun. Utilities including basic cable TV, Internet/Wifi are included. Pinestone at Palmer Ranch features a clubhouse, lighted junior Olympic size swimming pool, 32 seat movie theater, 1/2 basketball court/Pickleball court, two lighted tennis courts, billiard room, card room, fitness center, library, hot tub/spa, fire pit area with seating and BBQ grills. Located just a short drive from some of the most stunning beaches on the Gulf Coast, this vacation rental is the ideal place to call home during your stay in Sarasota. Soak up the sun, sand, and surf in one of the many nearby beach destinations, or explore the vibrant culture of the city itself. From world-class dining and shopping to outdoor activities and entertainment, Sarasota has something for everyone. Although tucked away in a peaceful gated community, Pinestone at Palmer Ranch is 1/2 mile to so many amenities including the Sarasota Square Mall with movie theaters and Costco and around the corner is Target, Publix, shopping, dining. Close by is the Legacy Trail for walking and biking. Siesta Beach on Siesta Key is only 6.6 miles away over the south bridge where you can experience the soft powdered sugar quartz sand and the aqua blue waters! Siesta Village has local shops and restaurants featuring casual and fine dining. Other beaches to explore include Lido Beach, Ana Maria Island, Holmes Beach and Venice Beach. Downtown Sarasota is 8.7 miles away with restaurants, visual and performing arts such as the Ringling Museum of Modern Art, Marie Selby Botanical Gardens, Sarasota Opera and the Sarasota Ballet. Just north of downtown is The John and Mable Ringling Museum of Art, Ringling Museum. Explore why Sarasota and the west coast of Florida is referred to as the Cultural Coast! There is a three month minimum rental period according to the Pinestone at Palmer Ranch Condo Association. There are Sarasota sales & tourism tax fees on top of the monthly lease fee if rented less than 6 months.
4237 HIGEL AVE, SARASOTA, FL 34242
$5,995130 Days on yellowkey MLS ID: A4686838
REDUCED by $255 (4.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1835 Built: 1946Community: Cocoanut BayouSingle Family
Remarks: Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the door with its original decor. Mexican tile floors are throughout the entire house with handmade ceramic Mexican accents. The main living room has built-in cabinets and a large fireplace to add candles and create ambiance. The kitchen comes equipped with stainless appliances and is open to the dining and living area. There is a split floor plan with two beds on one side and the master suite on the other. Enjoy the lifestyle with plenty of outside living, a screened-in lanai, an open-air patio, a pizza oven/fire pit, and a pool. Bonus~ separate, new inside laundry room that can be an extra guest room, art den, or man cave. For water enthusiasts, take your pick boating, paddle boarding, and jet skis, equipped with a private dock (no lift) for your water sport pleasure. Launch your kayak from the pier and feel the restorative nature of calm waters and mangrove tunnels. Resident Benefits Package Included for all Tenants: The Relax Property Management Resident Benefits Package (RBP) delivers savings and convenient, professional services that make taking care of your home second nature. By applying, tenants will be enrolled and pay the applicable cost of $50 additional/monthly; this is part of the lease and payable with rent.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Joleisy Machado-Gonzales (941-915-9251)
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