Location: Sarasota
Do Not Show Listings
4307 VIA PIEDRA CIR #6-102, SARASOTA, FL 34233
$315,00053 Days on yellowkey MLS ID: A4684964
REDUCED by $4,000 (1.3%) on 04/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $3,346 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,346
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Move-in ready and meticulously maintained, this 3-bedroom, 2.5-bath home with a 1-car garage is tucked inside a gated, maintenance-free community in an unbeatable Sarasota location. Convenient to top-rated schools, beaches, downtown Sarasota, dining, shopping, and medical- this one checks the boxes buyers wait for. Once inside, you will love the updated kitchen with quartz countertops and newer appliances, updated light fixtures throughout, plus hurricane-impact windows for peace of mind. The garage is a true upgrade with epoxy flooring and an insulated garage door- clean, polished, and functional. And for those who care about solid construction, this home is block (block-on-block) construction. Step outside and you’re walking distance to Urfer Family Park-morning walks, weekend trails, and fresh-air escapes without ever getting in the car. Homes in this condition, with this location and these upgrades, don’t last- if you’ve been waiting for the right one, this is your opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,00094 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
660 GOLDEN GATE PT #32, SARASOTA, FL 34236
$725,000286 Days on yellowkey MLS ID: A4658549
REDUCED by $74,000 (9.3%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1970Monthly Fee: $1,126 Tax: $11,007 (2025)Community: Marina ViewCondo
Taxes:$11,007
Elementary School: None
High School: None
Middle School: None
Remarks: LOCATION, VALUE, AND VIEW, updated beautifully— the perfect Bayfront Residence on Golden Gate Point! This beautifully updated 2-bedroom, 2-bath residence offers a rare chance to enjoy Sarasota’s premier downtown waterfront lifestyle. Located in Marina View, a charming, pet-friendly building with only eight residences, this home provides stunning panoramic views of Sarasota Bay, Marina Jack, and the vibrant downtown skyline. Within walking distance to all amenities, with convenient access to the trolley for added ease. The open-concept layout is filled with natural light and features modern finishes, including a tasteful blend of matched tile and bamboo flooring throughout. The kitchen is a cook’s dream with granite countertops, stainless steel appliances, and a spacious pantry. Both bathrooms have been tastefully renovated, and custom-built-in shelving in the closets offers excellent storage. This residence includes a covered parking space, a private locked storage room perfect for bikes, beach chairs, or fishing gear, secure elevator access, guest parking, and a day dock just outside your window. The building’s flexible rental policy makes it an ideal choice for investors or those seeking flexibility. Located on Golden Gate Point, you are just steps from Sarasota’s lively arts, shopping, dining, and entertainment scene. Enjoy front-row views of fireworks, the Christmas boat parade, and daily dolphin sightings—all from the comfort of your living room. With easy walking access to art shows, theaters, and Main Street, and just across the street is the Ritz-Carlton Hotel, the Westin Rooftop restaurant and bar, plus quick access to St. Armands Circle and Lido Beach, this quiet, upscale enclave offers a luxurious waterfront lifestyle at an exceptional value. Do not miss this opportunity to experience Sarasota Bayfront living at its finest—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1100 IMPERIAL DR #608, SARASOTA, FL 34236
$539,000106 Days on yellowkey MLS ID: A4676185
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $5,812 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$5,812
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. PRICED TO SELL! This exceptional penthouse end-unit offers elevated panoramic views of Sarasota Bay and the beautifully illuminated Ringling Bridge. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Updated and meticulously maintained, this unit is move-in ready with furniture included. Hurricane-impact windows and sliding glass doors provide added peace of mind. The screened lanai is situated so that it offers almost total privacy making it the perfect place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. The electric hurricane shutter even keeps the rain off the balcony during storms and will block the intense sun for the few minutes in the afternoon when the beautiful live oak tree doesn’t do that for you. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. The bayfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with its sweeping water views, prime location, and exceptional value.
Listing Agent: Marilyn Kneafsey (941-373-0999)
4057 N CROCKERS LAKE BLVD #23, SARASOTA, FL 34238
$205,000160 Days on yellowkey MLS ID: S5138795
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1989Monthly Fee: $626 Tax: $2,104 (2024)Community: Vintage GrandCondo
Taxes:$2,104
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 4057 Crockers Lake Blvd #23, a beautifully updated 3-bedroom, 2-bath condo in the highly desirable Vintage Grand at Palmer Ranch community of Sarasota. This bright, open-concept home features vaulted ceilings, luxury vinyl plank flooring, and a private open-air balcony overlooking lush tropical landscaping — perfect for enjoying morning coffee or evening breezes. The modern kitchen offers stainless steel appliances, updated cabinetry, solid-surface countertops, and a convenient breakfast bar that opens into the spacious living and dining areas — ideal for entertaining or relaxing. The primary suite features a walk-in closet and en-suite bath, while the two guest bedrooms provide ample flexibility for family, guests, or a home office. Residents enjoy true resort-style living with two community pools, a fitness center, tennis and basketball courts, playground, picnic and grill areas, and a car-wash station. The community is pet-friendly and ideally situated near Siesta Key Beach, Legacy Trail, Sarasota Square Mall, Costco, Publix, and top-rated schools. This move-in-ready condo offers exceptional comfort, convenience, and value — perfect as a primary home, seasonal retreat, or investment opportunity.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brandon Cooke (330-849-0560)
7273 CLOISTER DR #121, SARASOTA, FL 34231
$130,000335 Days on yellowkey MLS ID: A4652636
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 734 Built: 1984Monthly Fee: $548 Tax: $1,819 (2024)Community: Gulf Gate GardensCondo
Taxes:$1,819
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Pine View School
Remarks: Reduced Price! Charming 1-Bedroom, 1-Bathroom Condo in Gulf Gate, Sarasota Discover comfort and convenience in this cozy first-floor condo located in the desirable Gulf Gate area of Sarasota. This well-maintained 1-bedroom, 1-bathroom unit offers a relaxed Florida lifestyle with access to a community pool and included amenities such as basic cable, water, sewer, and trash service. Enjoy the added bonus of a private storage room located just steps from your front door. Whether you're looking for a full-time residence, a seasonal getaway, or a smart investment opportunity, this condo fits the bill. Perfectly situated just minutes from the stunning Gulf Coast beaches, The Legacy Trail, I-75, downtown Sarasota, UTC Mall, and Sarasota-Bradenton International Airport—everything you need is within easy reach. Don’t miss out on this affordable opportunity to own in one of Sarasota’s most sought-after neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Lorin Cabrera (941-248-7259)
5230 HYLAND HILLS AVE ## 1311, SARASOTA, FL 34241
$319,9007 Days on yellowkey MLS ID: A4690597
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,421 (2025)Community: Veranda 4Condo
Taxes:$4,421
Remarks: Stop, this is the property you have been waiting for. This gorgeous and highly renovated first floor "Abbey" floor plan Veranda features 2 bedrooms, 2 bathrooms, a den/study, a detached one car garage and is being sold Turn-Key Furnished. The property is perfect for a full time resident, seasonal owner, or investment property. As you walk through the front door, you'll be welcomed with many beautiful updates and an abundance of natural light making the property feel open and bright. The owners have spared no expense making the wonderful property what it is today. The kitchen has been remodeled with lovely shaker style cabinetry including additional cabinets for more storage, granite counter tops, and stainless steel appliances. Most flooring has been upgraded to a low-maintenance LVP flooring and taller base boards giving a clean and modern aesthetic. The primary suite is an absolute oasis. With a large bedroom with spectacular views and a completely revamped ensuite bathroom with a large walk-in shower and upgraded vanity with granite countertops and dual sinks, this space really feels like your own private spa. The den/study is a sizable room that can accommodate any of your needs and can be a perfect flex space for overflow guests. The A/C was replaced in 2022, and the water heater in 2021 giving years of worry-free living. Make your way onto the rear lanai space and take in the breathtaking views of water and the 14th Signature Hole of the golf course - the view is truly astonishing! In addition, an oversized washer and dryer has been installed and a functional pocket door installed to give more space when washing and preparing laundry. The owners have also repainted the interior with neutral hues giving this modern space an upgraded look. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Schedule a showing on this wonderful Abbey today!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
3985 OVERLOOK BND #16, SARASOTA, FL 34232
$195,00021 Days on yellowkey MLS ID: A4688393
1 Days Off yellowkey (back on 4/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973Monthly Fee: $685 Tax: $914 (2025)Community: Glen Oaks Ridge Villas 1Condo
Taxes:$914
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 2-bath villa in the highly desirable Glen Oaks community, ideally located near University Park. Nestled within a well-maintained and active 55+ community, this home offers a peaceful setting with lush landscaping and a vibrant social atmosphere, all while being just minutes from top-tier shopping, dining, golf, and Sarasota’s world-renowned beaches. This thoughtfully designed residence features a spacious, open and flexible floor plan with ceramic tile throughout, complemented by plush carpet in the living spaces. A light-filled Florida room and additional den space provide the perfect areas for relaxing, entertaining, or working from home. The updated kitchen is a standout, showcasing new cabinetry, quartz countertops, stainless steel appliances, LED lighting, and ample counter space—blending modern style with everyday functionality. The primary suite serves as a private retreat with its own en-suite bath, while the second bedroom and full guest bath offer ideal accommodations for visitors. Both bathrooms have been tastefully updated, and additional improvements include impact windows, and ceiling fans throughout. One of the most unique features of these villas is their design—attached only by the laundry room walls, meaning no shared living space walls, providing the privacy and quiet feel of a single-family home. A covered carport and private laundry room add convenience to daily living. Glen Oaks offers an exceptional lifestyle with amenities including a clubhouse, fitness center, heated pool overlooking the lake, library, card rooms, shuffleboard, putting green, and a newly added lawn bowling facility. Residents enjoy a full calendar of social activities, from game nights to group outings. The community is adjacent to Bobby Jones Golf Course and its new recreation complex with golf and nature trails, and just a short drive to UTC Mall, downtown Sarasota, St. Armands Circle, and the beach.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$635,000109 Days on yellowkey MLS ID: A4677015
1 Days Off yellowkey (back on 3/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
145 AVENIDA MESSINA #3, SARASOTA, FL 34242
$630,000207 Days on yellowkey MLS ID: A4667146
2 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1025 Built: 1966 Tax: $5,561 (2024)Community: Villa NavarraCondo
Taxes:$5,561
Remarks: Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.
350 S POLK DR #302, SARASOTA, FL 34236
$560,00010 Days on yellowkey MLS ID: A4690291
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1977Monthly Fee: $893 Tax: $6,448 (2025)Community: Lido ShoresCondo
Taxes:$6,448
Remarks: Escape to coastal living in this beautifully appointed 2-bedroom, 2-bath condo located in the highly desirable Lido Shores Condominiums. Just a short 2-minute walk to the pristine sands of Lido Beach, this residence offers the perfect blend of relaxation and convenience. Enjoy access to a large heated community pool, ideal for year-round enjoyment. Situated just moments from the vibrant shops and dining of St. Armands Circle, you’ll love the walkable lifestyle and endless entertainment options. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this coastal gem delivers the best of Sarasota living.
Listing is courtesy of: EDINA REALTY, INC. (239-659-3300)
Listing Agent: Peggy Lovejoy (239-659-3300)
4763 TRAVINI CIR #114, SARASOTA, FL 34235
$239,00052 Days on yellowkey MLS ID: A4684956
REDUCED by $10,000 (4.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 2004 Tax: $2,802 (2025)Community: Las PalmasCondo
Taxes:$2,802
Elementary School: Emma E. Booker Elementary
Remarks: WONDERFUL VIEWS OF THE BEAUTIFUL POOL & CLUBHOUSE! 2 Bedroom/2 bath with attached one car garage. Large screened in lanai overlooking tropical setting. Brand new roof installed 2023. All appliances. Primary suite with oversize walk-in closet offers lots of privacy. Its like your primary suite is in the penthouse. Las Palmas offers resort-style amenities such as two heated pools, a hot tub, grilling stations, a clubhouse with a catering kitchen, billiards, fitness centers, a sauna, a playground, a dog park, a boat and RV parking lot, a car wash area, and tennis courts. Convenient access to Nathan Benderson Park from a new gate. Located just minutes from UTC mall, Mote Aquarium, I-75 and a variety of shops and restaurants. Fantastic lifestyle opportunity. Schedule your showing today. Easy to show.
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Alba Lange (941-704-3026)
2100 BENJAMIN FRANKLIN DR #205, SARASOTA, FL 34236
$699,0007 Days on yellowkey MLS ID: A4690613
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1968 Tax: $6,994 (2025)Community: Lido Harbour SouthSpa: NoCondo
Taxes:$6,994
Remarks: Fully remodeled beach condo offered at an incredible value. This beautifully updated unit features a completely redesigned kitchen with custom wood cabinetry, glass display doors, wine rack, quartz countertops, stainless steel appliances, subway tile backsplash, and breakfast bar. Both the guest and owner’s bathrooms have been fully renovated with modern finishes. Additional upgrades include luxury vinyl plank flooring throughout, new paint and trim, updated doors, and stylish fans and light fixtures. The unit welcomes you with a convenient dry bar at the entry and includes its own in-unit washer and dryer. Enjoy abundant natural light from impact-rated windows and a glass-enclosed lanai overlooking the pool, with a peek of the Gulf. Offered turnkey furnished, this condo is tastefully decorated and move-in ready. Ample storage with two dedicated spaces—one on the enclosed lanai and another in the association storage room—perfect for beach gear. Located in Lido Harbour South, an intimate 69-unit community with direct beach access, residents enjoy a heated pool, clubhouse, beach deck, and assigned covered parking. Ideally situated just minutes from St. Armands Circle and downtown Sarasota’s vibrant dining, shopping, and cultural scene. Adjacent to Ted Sperling Park, offering kayaking and paddleboarding through scenic mangrove tunnels, nature trails, and frequent wildlife sightings including dolphins, manatees, shorebirds, and occasional sea turtle nests. Schedule your private showing today!
Listing Agent: Tammy Garner (941-374-4161)
1709 N TAMIAMI TRL #522, SARASOTA, FL 34234
$530,00027 Days on yellowkey MLS ID: A4688048
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,479 (2025)Community: The Strand Of SarasotaSpa: YesCondo
Taxes:$6,479
Remarks: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,999,00077 Days on yellowkey MLS ID: A4681675
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
1255 N GULFSTREAM AVE #1407, SARASOTA, FL 34236
$1,375,000106 Days on yellowkey MLS ID: A4677443
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1629 Built: 1982 Tax: $15,421 (2025)Community: Bay PlazaCondo
Taxes:$15,421
Elementary School: Alta Vista Elementary
Remarks: A REFINED OFFERING PRICE and rare opportunity has just become more compelling!! This is your invitation to claim the coveted 14th floor vantage point at Bay Plaza, where timeless Sarasota Bay vistas and unobstructed 180 degree PANORAMIC VIEWS meet the ultimate walkable downtown luxury lifestyle. Welcome to residence #1407 at the iconic Bay plaza, the renowned downtown waterfront condominium designed by Tim Siebert of Sarasota School of Architecture. Positioned within the buildings PREMIER southeastern stack, this rarely available 14th floor residence offers commanding southwest-facing sweeping expansive water views over Sarasota Bay, Marina Jack, downtown skyline and world-class Sarasota legendary sunsets. This spacious 2 bedroom/2 bathroom residence offers fully unobstructed 180 degree irreplaceable Bay views from every room, delivering million dollar scenery and location that discerning Buyers seek but seldom find. A highly desirable split floor plan provides both privacy and flow, while TWO private balconies invite morning coffee or tea at sunrise and unmatched and unforgettable evenings overlooking Sarasota Bay. Floor to ceiling windows allow natural light to fill the residence throughout the day, creating a refined and enduring atmosphere where the Bay becomes a breathtaking daily backdrop. The primary owners suite serves as a tranquil retreat with direct balcony access and sweeping water views, while the guest suite offers comfort and privacy for extended stays for visiting family and friends, Bay Plaza is a full-service luxury waterfront community with 24-hour concierge service and security, onsite management, heated pool and spa, fitness centre, sauna, social room, valet parking for residents and guests and secure building access, and EV charging -- all within one of downtown Sarasota's most elegant addresses. Step outside and enjoy immediate walkability to Sarasota's vibrant cultural district, including fine dining, cafés, art galleries, theaters, marina walks or boating and year round activities. This is a rare opportunity to curate your own spectacular waterfront sanctuary, personalize the space to your specific vision, and secure one of the most desirable top-floor residences in Bay Plaza. A legacy-caliber property equally suited as a refined primary home or an exceptional second home retreat. Where elevation, exposure and EXTRAORDINARY views converge -- because perspective changes everything, The VIEWS are timeless. The LOCATION is irreplaceable. The VISION is yours to create.
Listing Agent: Lisa Brandy (941-232-1420)
642 N JEFFERSON AVE #13, SARASOTA, FL 34237
$199,900353 Days on yellowkey MLS ID: A4651611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1998 Tax: $1,832 (2024)Community: Bermuda ParkCondo
Taxes:$1,832
Remarks: Beautiful Bermuda Park Condo – This home is also available for an annual lease (MLS #A4652898). Vaulted Ceilings, Private Lanai & Prime Sarasota Location Welcome to 642 N Jefferson Ave, a bright and spacious 2-bedroom, 2-bathroom condo located in the desirable Bermuda Park community in Sarasota. Situated in one of the newer buildings in the complex, this home combines comfort, privacy, and an unbeatable location. Step inside to soaring vaulted ceilings and an open-concept layout filled with natural light, thanks to two new PGT windows. The kitchen boasts stainless steel appliances, ample cabinet space, and a breakfast bar perfect for entertaining or everyday living. Enjoy peaceful mornings on the private screened lanai overlooking lush greenspace—a perfect retreat with no rear neighbors. The unit also features in-unit laundry, two reserved parking spaces, and additional guest parking. Location is everything, and this condo delivers with easy access to Downtown Sarasota, St. Armands Circle, and Lido Beach—all just a short ride away on the Breeze Trolley. Whether you're heading to the beach, shopping, dining, or cultural events, you're perfectly positioned to enjoy the best of Sarasota. Bermuda Park offers a quiet, well-maintained environment with low HOA fees, making it ideal for year-round living or a seasonal getaway. Don’t miss this opportunity to own a stylish, centrally located condo in the heart of Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
5920 MIDNIGHT PASS RD #1003, SARASOTA, FL 34242
$1,350,00052 Days on yellowkey MLS ID: A4683544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,983 (2025)Community: Sarasota Surf & RacquetSpa: NoCondo
Taxes:$10,983
Remarks: Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!
Listing Agent: Jay Mitchell Jr., Pllc (941-349-4411)
111 S PINEAPPLE AVE #1103, SARASOTA, FL 34236
$1,299,999181 Days on yellowkey MLS ID: A4670000
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 2019 Tax: $11,941 (2024)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$11,941
Remarks: Recently enhanced with thoughtful upgrades and design refinements, this 11th-floor residence at The Mark Sarasota presents an elevated, move-in ready opportunity in the heart of downtown. A brand-new shower in the primary suite, refreshed finishes, and carefully curated improvements complement the home’s architectural integrity, further elevating its refined modern aesthetic. Perfectly positioned above the city, this exceptional condominium spans approximately 1,600 square feet and is defined by 10-foot ceilings, floor-to-ceiling windows, and a seamless connection to Sarasota’s skyline. East-facing exposure fills the residence with natural light, while expansive glass frames dynamic urban views from nearly every room. The open-concept layout flows effortlessly from the sleek entry into the living, dining, and kitchen areas. Gallery-style walls and sculptural architectural elements create a striking backdrop for art, while hickory hardwood flooring extends throughout, reinforcing the home’s cohesive and contemporary design. Carefully selected color accents and tailored detailing enhance the residence’s clean lines. At the center of the home is a custom European kitchen from Germany, designed with precision and minimalist sophistication. This distinctive culinary space features smooth cabinetry, a solid applewood island, half-inch stainless-steel countertops with an integrated sink, and professional-grade Miele appliances—including a convection steam oven, induction cooktop, and dishwasher—alongside a Sub-Zero refrigerator and reverse-osmosis water filtration system. The kitchen blends performance and artistry, anchoring the residence’s modern design. The adjoining living area incorporates custom built-ins for concealed media storage and display, while a sculptural bookshelf subtly defines the dining space—creating an inviting setting for intimate gatherings or evening entertaining. A thoughtfully designed inglenook adds warmth and dimension, anchored by a sleek Evonic fireplace, built-in shelving, and tailored cabinetry. The primary suite serves as a tranquil urban retreat, framed by expansive glass and skyline views. Custom millwork, integrated seating, and direct access to the private balcony enhance its sense of privacy. The spa-inspired primary bathroom has been recently updated and now features a brand-new shower, hardwood flooring, a handcrafted vanity, dimmable mirrors, and twin gold vessel sinks. A secondary spa-like bathroom continues the elevated design theme with refined finishes and meticulous detailing. A guest bedroom and den provide flexibility for visitors, a home office, or creative pursuits—each thoughtfully designed with custom storage solutions and designer lighting, completing this architecturally distinctive downtown residence. Residents of The Mark Sarasota enjoy premier amenities, including a heated saltwater infinity pool, spa, fire pit lounge, outdoor kitchen, club room with catering space and billiards, state-of-the-art fitness center, and 24-hour concierge service. This residence includes a premium covered parking space and a large climate-controlled storage unit conveniently located near the unit. Situated steps from Main Street, this address places you moments from Marina Jack, Bayfront Park, the Sarasota Opera House, Florida Studio Theater, waterfront dining, boutique shopping, and the city’s thriving arts scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000171 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeSpa: YesCondo
Taxes:$5,321
Elementary School: Southside Elementary
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Brittany Perrone (941-685-1598)
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