Location: Sarasota
Do Not Show Listings
1000 BOULEVARD OF THE ARTS #1607, SARASOTA, FL 34236
$1,449,00018 Days on yellowkey MLS ID: A4694947
0 Days Off yellowkey (back on 5/27/2026)
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1607 offers a refined high-floor harbor perspective from the 18th level, with sweeping views over Quay Harbor, the Ringling Bridge and distant Gulf waters. This Harbor residence is designed for those who appreciate dynamic waterfront scenery paired with elevated privacy. Floor-to-ceiling glass frames the views throughout the open living spaces, while the contemporary kitchen features European cabinetry and premium appliances. A private terrace extends the living area outdoors, ideal for sunset views and evening entertaining. The primary suite provides a peaceful retreat with a spa-inspired bath, complemented by flexible den space. At 1000 Boulevard of the Arts, residents enjoy a full-service, hospitality-inspired lifestyle with resort-style amenities, concierge services, and accessibility to Sarasota’s cultural and waterfront attractions.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Sarah Harrington (941-915-2467)
1709 N TAMIAMI TRL #220, SARASOTA, FL 34234
$520,000337 Days on yellowkey MLS ID: O6325748
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 803 Built: 2022Monthly Fee: $500 Tax: $5,544 (2024)Community: The Strand Of SarasotaSpa: YesCondo
Taxes:$5,544
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Discover the perfect blend of sophistication and relaxation in this one-bedroom plus den condo at The Strand, a premier waterfront community. Built in 2022, this turnkey furnished residence showcases over $20,000 in designer décor, offering an immediate sense of style and comfort. With breathtaking views of Sarasota Bay, this condo is ideal for full-time living, a vacation retreat, or a lucrative weekly rental investment. Inside, the open layout boasts luxury vinyl flooring, quartz countertops, sleek modern cabinetry, and stainless-steel appliances. Beyond the condo, The Strand offers exceptional amenities, including a resort-style heated pool and spa, a fitness center, a dog park, and a floating kayak dock that leads to the Gulf of Mexico. EV charging stations, a fire pit, and gas grills add to the convenience. Situated just a mile from downtown Sarasota, this property places you within easy reach of top-notch restaurants, cultural venues, and vibrant events like the Saturday farmers market. Nearby attractions include St. Armands Circle, Lido Beach, and the award-winning Siesta Key Beach. With an assigned parking spot, extra storage, and access to Sarasota’s best, this condo is your gateway to a luxurious waterfront lifestyle. Incredible property for a primary home, a vacation home or to be used as an investment. The unit can be rented 52 times per year min 7 days. Schedule your private tour today and experience The Strand!
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)
Listing Agent: Gabrielle Garcia (352-321-6765)
770 S PALM AVE #1201, SARASOTA, FL 34236
$699,000164 Days on yellowkey MLS ID: N6142129
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1636 Built: 1975Monthly Fee: $1,400 Tax: $12,394 (2025)Community: Embassy HouseCondo
Taxes:$12,394
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Perched on the 12th floor as a coveted end unit in the iconic Embassy House, this 2-bedroom, 2-bath condo offers sweeping panoramic views of Selby Gardens, Sarasota Bay, Bayfront Park, and downtown Sarasota. Windows replacement in 2006. Abundant natural light fills the open living and dining areas, creating a bright, inviting atmosphere. Embassy House features recently updated common areas that seamlessly blend modern enhancements with its signature mid-century modern architecture. Residents enjoy resort-style amenities including a saltwater pool, fitness center, catering kitchen, outdoor grilling area, concierge service, on-site management, EV charging, and bike storage. Just steps from Palm Avenue’s Gallery Row, Selby Gardens, fine dining, and minutes from world-class beaches, this exceptional residence offers an unmatched blend of luxury, location, and lifestyle.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Chris Price (941-284-8008)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,00018 Days on yellowkey MLS ID: A4693474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,802 (2025)Community: White Sands VillageCondo
Taxes:$4,802
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kadie Nolan (941-404-6192)
5780 MIDNIGHT PASS RD #B105, SARASOTA, FL 34242
$1,100,00018 Days on yellowkey MLS ID: A4693221
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $8,709 (2025)Community: Gulf & Bay ClubCondo
Taxes:$8,709
Remarks: Welcome to Gulf & Bay Club, an exclusive Gulf-front community located directly on the world-famous shores of Siesta Key Beach, celebrated for its crystal-clear turquoise waters and powder-soft white sand. This highly desirable ground-floor residence offers 2 bedrooms and 2 baths, surrounded by lush tropical landscaping that creates a private coastal retreat. Beautifully remodeled with warm coastal finishes and an inviting atmosphere, this spacious condo is designed for relaxed beachfront living. The open-concept living room and kitchen serve as the heart of the home, ideal for entertaining while enjoying serene views of the tropical grounds and partial Gulf views just beyond the sliding glass doors. Generously sized rooms throughout provide comfort and functionality, all with an effortless beachside feel. Set within a gated, resort-style community spanning more than 30 acres with 800 feet of pristine beachfront, Gulf & Bay Club offers an exceptional array of amenities, including three heated pools, eight tennis courts, a state-of-the-art fitness center and spa, racquetball and basketball courts, and an expansive clubhouse featuring a library and computer room. Multiple barbecue and picnic areas complete the ultimate Gulf Coast lifestyle experience.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
800 N TAMIAMI TRL #1217, SARASOTA, FL 34236
$1,300,00099 Days on yellowkey MLS ID: A4685306
5 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1830 Built: 2007 Tax: $11,112 (2024)Community: AlinariSpa: YesCondo
Taxes:$11,112
Remarks: Under contract-accepting backup offers. Experience the ultimate "sweet spot" of downtown living. This extraordinary 12th-floor corner residence at Alinari offers a rare combination: high-floor serenity and a forever-protected panorama of Sarasota Bay. While new developments risk future obstruction, your view over the 53-acre "The Bay" park is a guaranteed horizon. This sanctuary-in-the-sky features an expansive wrap-around balcony off the primary suite and living area, plus a private third balcony for guests. Inside, high ceilings and rich wood flooring lead to a modern kitchen with quartz counters and premium upgrades. Enjoy the vibrant energy of the Rosemary District and Van Wezel—just steps away—then retreat to a quiet, secure home away from the center-city noise. Amenities include 24-hour security, a heated lap pool, fitness center, and a rare second parking space. Why pay a "new-build" premium and wait years for a view that might disappear? Your protected Sarasota sunset is ready now.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Perry Corneau (941-650-4626)
3005 CHIANTI CT #103, SARASOTA, FL 34237
$189,000368 Days on yellowkey MLS ID: A4655693
REDUCED by $6,000 (3.1%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,469 (2024)Community: VillagioCondo
Taxes:$2,469
Elementary School: Tuttle Elementary
Remarks: Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
7880 PALM AIRE LN #205, SARASOTA, FL 34243
$179,000151 Days on yellowkey MLS ID: A4677161
REDUCED by $20,000 (10.1%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1977 Tax: $3,188 (2024)Community: Palm-Aire At Sarasota 8-ACondo
Taxes:$3,188
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: REDUCED AGAIN!!!!! GREAT PRICE!!!!! Cheapest Condo In Palm Aire!!!! Beautiful Golf Course Views & Prime Location in Palm Aire Country Club....RARE OPPORTUNITY.... Welcome to this charming second-floor 2 bedroom, 2 bath pet friendly condo.... located in the highly desirable maintenance free Palm Aire Country Club Community. This bright and spacious 1118 sq ft. condo features an open floor concept with beautiful golf course views from the living room, dining room and bedroom, perfect for relaxation. Also there is a glass in porch to enjoy a nice cup a coffee watching the golfer in the morning or a cold glass of sweet tea in the afternoon. Inside, you’ll find tile in the entryway , durable vinyl flooring in the living room/dining room and newer carpet in the 2 bedrooms offering both comfort and practicality. The kitchen has hardwood cabinets and newer appliances including a washer and dryer. The bathrooms have also been updated . A MUST SEE!!!!! Community Amenities (No Membership Required) • Private community pool • Shuffleboard courts • Beautifully maintained grounds and walking areas Optional Country Club Memberships For the full Palm Aire lifestyle, optional membership includes access to: • Dining • Tennis • Pickleball • Golf • Resort-style swimming pool Fitness Center Conveniently located near biking trails, the UTC Mall, a variety of restaurants, the Sarasota-Bradenton Airport, I-75, and Sarasota’s world-famous beaches. This condo offers comfort, location, and a fantastic Florida lifestyle, making it an ideal full-time home, seasonal retreat, or investment property. Some of the photos are virtually staged.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Terry Davenport (941-961-5110)
1328 SIESTA BAYSIDE DR #1328C, SARASOTA, FL 34242
$714,000212 Days on yellowkey MLS ID: A4672183
REDUCED by $20,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,699 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,699
Remarks: Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900319 Days on yellowkey MLS ID: A4658164
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Remarks: One or more photo(s) has been virtually staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
2153 PUEBLO CIR #V14, SARASOTA, FL 34231
$199,000138 Days on yellowkey MLS ID: A4679111
REDUCED by $33,000 (14.2%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,363 (2025)Community: Woodside Village WestSpa: NoCondo
Taxes:$2,363
Remarks: Located in the heart of Sarasota, this ground floor 2/2 villa is very comfortable, manageable and private. Tucked away in a private courtyard, this villa has been lovingly maintained and upgraded by its owner. The windows and sliding glass door were replaced in 2016 with PGT vinyl frame impact double hung windows and impact sliding glass in the sliding door. The HVAC unit was replaced in 2022. The interior of the entire villa was freshly painted in 2022. The kitchen has cabinets galore and plenty of counter space. The laundry closet has a washer and dryer and storage space. The side door in the kitchen and the slider in the dining area lead to the private patio in the back of the villa. With permission from the Association, this patio can be screened in. There is a large walk in the closet off of the primary bedroom plus an ensuite bath with a large vanity and a step-in shower. Grab bars have already been installed in the shower. There is a full guest bath with tub/shower. More closet space and storage in the second bedroom plus in the large hallway closet. This active 55+ community has a swimming pool. Each unit has its own parking space plus guest spots. There are a total of 48 units in this private enclave. Conveniently located close to shopping, restaurants, medical offices and houses of worship plus only a few miles away from America's #1 Beach at Siesta Key. Being sold turnkey furnished, this villa is move in ready.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242
$949,000115 Days on yellowkey MLS ID: A4683073
REDUCED by $26,000 (2.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $8,303 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$8,303
Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
4533 CINNAMON DR #2707, SARASOTA, FL 34238
$365,900108 Days on yellowkey MLS ID: A4683875
REDUCED by $14,000 (3.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2004 Tax: $2,681 (2025)Community: Arielle On Palmer Ranch Sec 1Spa: YesCondo
Taxes:$2,681
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to beautiful Palmer Ranch and the highly sought-after Arielle community! This spacious 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and resort-style living — all on one floor with no stairs. The bright, open-concept floor plan features tile flooring throughout the main living areas and carpeted bedrooms and den, abundant natural light, and a well-appointed kitchen with a brand-new dishwasher (2025). Recent upgrades include a brand-new A/C system installed in March 2025, providing peace of mind and energy efficiency. Both kitchen and dining room have tray ceilings. Step out onto your private screened lanai overlooking the community center and heated pool, offering a premium location just steps from the pool, spa, and grilling areas — perfect for relaxing mornings and peaceful evenings. Enjoy lush tropical landscaping, scenic walking trails, views of the pond, and resort-style amenities. Ideally located near the Legacy Trail, UTC, Costco, YMCA, Siesta Key beaches, shopping, dining, and I-75. No CDD and not in a flood zone. Schedule your private showing today!
Listing Agent: Jeffrey Reali (207-671-4091)
6703 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$299,999237 Days on yellowkey MLS ID: A4669017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $3,626 (2024)Community: Sea WindsCondo
Taxes:$3,626
Remarks: LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Nasello (727-421-0308)
1155 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$2,649,00061 Days on yellowkey MLS ID: A4689843
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2625 Built: 2017 Tax: $19,431 (2025)Community: Vue Sarasota BaySpa: NoCondo
Taxes:$19,431
Remarks: Iconic bay views. Elevated design. Exceptional downtown living. A rare bayfront offering, this residence presents over 2,600 square feet of refined living within one of the building’s most coveted floor plans. The sophisticated 3-bedroom plus den layout is defined by scale, light, and uninterrupted connection to the bay, where sweeping marina vistas and cinematic sunsets create an ever-changing backdrop to daily living. Walls of 10-foot floor-to-ceiling glass dissolve the boundary between interior and exterior, opening to an expansive 10’ x 34.5’ terrace designed for elevated entertaining. Clean architectural lines, contemporary finishes, and curated designer selections establish a calm yet refined modern aesthetic throughout. The chef’s kitchen is both sculptural and functional, featuring Nolte cabinetry, quartz countertops, a dramatic waterfall-edge island, induction cooktop, built-in convection ovens, and a 42” French door refrigerator—crafted for effortless entertaining and everyday luxury. Each bedroom is a private ensuite retreat, appointed with upgraded porcelain tile flooring and custom vanities. The primary suite is distinguished by its sense of separation and scale, offering a dedicated dressing area, generous walk-in closets, and a spa-inspired bath with dual vanities and an oversized walk-in shower. Refined details elevate the residence further, including a private elevator foyer entry, impact-rated glass, LED illumination, and two deeded secure garage parking spaces. Residents enjoy a resort-caliber lifestyle with a thoughtfully designed amenity collection, including a beautifully appointed pool and spa area with high-end grilling stations, state-of-the-art fitness center, elegant club lounge, concierge services, valet, EV charging, and a vibrant calendar of social programming. Perfectly positioned in the heart of downtown, moments from the marina, theaters, fine dining, galleries, Whole Foods, and the farmers market, this residence offers a rare synthesis of sophistication, convenience, and elevated bayfront living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
5767 AVISTA DR #5767, SARASOTA, FL 34243
$265,000285 Days on yellowkey MLS ID: A4663787
1 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1212 Built: 1985 Tax: $3,710 (2024)Community: Avista Of Palm-Aire Sec 1Spa: YesCondo
Taxes:$3,710
Remarks: Under contract-accepting backup offers. JUST REDUCED...Tastefully TURN-KEY FURNISHED First Floor 2BR/2BA Avista Condo located Directly on Golf Course in Palm Aire Country Club!!! Updated Kitchen; Open Concept Living & Dining Area equipped with a Wet Bar; Primary en-Suite with King Bed and Updated Master Bath; Guest Bedroom; Updated Guest Bath; Washer/Dryer; Lanai; and an Over-sized 1 Car Garage with room for a golf cart! You’ll love the beautiful golf course view from your lanai as well as the short walk to the Pool, Spa and Clubhouse area. Located right around the corner from Palm Aire Country Club - home to Two Beautiful Championship Golf Courses. The bustling University Parkway Corridor is close by with a Multitude of Shopping and Dining Choices. Downtown Sarasota and its Beautiful Beaches are just a short drive away. Enjoy all that beautiful Sarasota has to offer!!!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Donna Hampton (941-351-5111)
5400 OCEAN BLVD #9-4, SARASOTA, FL 34242
$874,000243 Days on yellowkey MLS ID: A4668312
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 928 Built: 1970 Tax: $8,471 (2025)Community: TerraceCondo
Taxes:$8,471
Remarks: Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
2121 WOOD ST #212, SARASOTA, FL 34237
$220,000131 Days on yellowkey MLS ID: A4681133
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 875 Built: 1974 Tax: $593 (2025)Community: CitywalkCondo
Taxes:$593
Remarks: Great Sarasota location, central to downtown, one mile to Sarasota Memorial Hospital, fine restaurants, art galleries, Bayfront Marina/Park just one block to grocery store. Private gated access to Payne Park and Legacy Trail for walking or biking. City tennis courts and playground just a short stroll away. This light bright corner unit with a Western exposure is steps from the newly renovated pool/ spa and fitness center. You will enjoy the screen porch with access off the living room and primary bedroom. This home comes with quality luxury vinyl flooring, new dishwasher and roof replaced 2024. Pet friendly, don't miss Sarasota's world famous beaches, fishing, boating and golf. Easy drive to Airport, convenient to bus line and top schools.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Ida Kay Tidwell (941-356-1146)
5300 OCEAN BLVD #202, SARASOTA, FL 34242
$1,130,000150 Days on yellowkey MLS ID: A4678274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1973 Tax: $9,941 (2025)Community: Terrace EastCondo
Taxes:$9,941
Remarks: 65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.
Listing Agent: Diane Goodwin (941-706-6620)
7860 PALM AIRE LN #103, SARASOTA, FL 34243
$244,00060 Days on yellowkey MLS ID: A4689954
REDUCED by $5,000 (2.0%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1980Monthly Fee: $698 Tax: $3,149 (2025)Community: Palm-Aire At Sarasota 8-BCondo
Taxes:$3,149
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming and completely move-in-ready first-floor condo in the desirable Palm Aire Country Club community, where comfort, convenience, and beautiful golf course views come together perfectly. This inviting 2-bedroom, 2-bath residence features a beautifully updated kitchen with crisp white shaker cabinetry, elegant stone countertops, and an open layout designed for easy everyday living and entertaining. Enjoy peaceful mornings and relaxing evenings from your screened-in back porch overlooking the lush fairways and manicured greens, while the extended front sitting patio provides an additional cozy outdoor space to unwind and enjoy Florida’s beautiful weather. Being located on the first floor offers easy accessibility with no stairs to climb, along with convenient access to the open green space and yard area just outside your door. Located within the sought-after Palm Aire Country Club community, residents enjoy a beautifully maintained setting with optional golf and social memberships available, all while being just minutes from shopping, dining, entertainment, UTC, and the Gulf beaches. Whether you are looking for a full-time residence, seasonal getaway, or low-maintenance Florida retreat, this charming condo checks all the boxes. Come take a peek today!
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Janelle Miller (941-720-5287)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.