Location: Sarasota
Do Not Show Listings
770 S PALM AVE #1201, SARASOTA, FL 34236
$699,000150 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,394
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
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)
4655 TOWER HILL LN #2414, SARASOTA, FL 34238
$209,0004 Days on yellowkey MLS ID: A4694802
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1310 Built: 1997Monthly Fee: $411 Tax: $1,814 (2025)Community: Stoneybrook Arbor Greens 1Spa: NoCondo
Taxes:$1,814
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this great ground floor value in Arbor Greens! The Turnkey Furnished, Condo Home features the larger design with an open floor plan, tiled floors throughout, plantation shutters, and the additional Den area. 2 bedroom, 2 bath plus open den, overlooking the preserve. Granite Counters and Stainless Steel appliances and crown molding for the kitchen cabinets, Updated Primary Bedroom and Bath with Granite Counters along with a walk-in closet, bay window design with additional sitting area a great place for a desk. The open Den is used as an additional sitting/tv area. Guest bath has granite counters. Carport and additional storage unit for each owner. Lovely community pool and tennis court nearby. Arbor Greens just repainted the condo buildings as well in 2025. Ownership includes the Stoneybrook Country Club Social Membership! A great tennis facility and instruction along with a restaurant and bar. Additional community pool and hottub and fitness center at the clubhouse to enjoy. Discount golf rates are available to the owners as well. A full social calendar with many activities weekly at the clubhouse and year around. Only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,0004 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
$1,100,0004 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)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000107 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing Agent: Justyna Michalowska (941-567-7300)
800 N TAMIAMI TRL #1217, SARASOTA, FL 34236
$1,300,00085 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
Tax Year: 2024
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)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$599,00016 Days on yellowkey MLS ID: A4692243
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Elementary School: Gocio Elementary
Remarks: This 1st floor end-unit offers direct views of Sarasota Bay and the ability to walk right out to the bayfront. 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! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and stroll with them along the bayfront. * * * 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 direct water views and prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
3005 CHIANTI CT #103, SARASOTA, FL 34237
$189,000354 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
$179,000137 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)
1350 MAIN ST #502, SARASOTA, FL 34236
$487,00090 Days on yellowkey MLS ID: A4684303
REDUCED by $8,000 (1.6%) on 05/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including secure garage parking, a remodeled fitness center, expansive pool deck, heated lap pool, spa, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing Agent: John Forberger (305-905-1842)
2717 HIDDEN LAKE BLVD #B, SARASOTA, FL 34237
$155,00025 Days on yellowkey MLS ID: A4692533
REDUCED by $10,000 (6.1%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Monthly Fee: $560 Tax: $2,354 (2025)Community: Hidden Lake VillageCondo
Taxes:$2,354
Remarks: This beautifully updated 2-bedroom, 2-bath condo offers a fully renovated interior with modern finishes and true move-in-ready appeal. The unit features new flooring throughout, fresh interior paint, new kitchen cabinets with quartz countertops, updated bathroom vanities in both bathrooms, and new ceiling fans—all completed in 2025. Enjoy additional living space with a screened-in lanai, perfect for relaxing and taking in the Florida lifestyle. Additional upgrades include a newer A/C system and appliances installed in 2024, along with a new roof completed by the condo association in 2024, providing added peace of mind. Located in the Hidden Lake community, residents enjoy access to a pool, fitness center, and tennis court, creating a comfortable and active environment. Ideally situated in the heart of Sarasota, this property offers convenient access to downtown Sarasota, UTC shopping and dining, SRQ Airport, and the Gulf beaches. Whether you are searching for a primary residence, seasonal retreat, or investment opportunity, this condo delivers on both location and quality updates.
Listing is courtesy of: DOUGLAS REALTY, LLC (410-255-3690)
Listing Agent: Tammy Palladino (941-313-4547)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$239,000365 Days on yellowkey MLS ID: A4654485
REDUCED by $9,000 (3.6%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
1328 SIESTA BAYSIDE DR #1328C, SARASOTA, FL 34242
$714,000198 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
$648,900305 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
$199,000124 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
$949,000101 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.
8370 WINGATE DR #716, SARASOTA, FL 34238
$255,00022 Days on yellowkey MLS ID: A4693098
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1996 Tax: $3,341 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,341
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Have you been waiting to find that perfect lakeview condo? This great 2 bed/2 bath condo at Pinestone is the perfect home for nature lovers! From the screened lanai, you can enjoy birdwatching and an occasional alligator sighting! Grilling is allowed on your personal patio. Add some colorful flowers and plants to make it your own outdoor oasis. Enjoy water views from your open plan kitchen, dining, and living areas and your master bedroom as well. This unit is being sold turnkey furnished with fun Florida Style furniture and decor. It is carpeted though out except for the ceramic tile in the kitchen and bathrooms. The current formica cabinets are older but in good condition and several appliances are newer. There are several large closets and a large storage room adjacent to the entry which is great for your beach gear, bikes, and other items. This condo is being sold AS-IS. Pinestone at Palmer Ranch is known for its amenities and social calendar. Enjoy swimming in the Olympic style heated pool, or get active on the tennis and pickleball courts. There is a 32- seat movie theater for private showings of movies and sports. The nearby Legacy Bike Trail is popular with bikers and walkers. Siesta Key and Venice are just 15 minutes- drive time. This location is ideal for quick access to Costco, Kohls, Target, Publix , Lowes and many great restaurants. If you are ready to live the Florida resort lifestyle this community and this condo could be perfect for you. Call for a private showing.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
4270 CASTLEBRIDGE LN #1723, SARASOTA, FL 34238
$325,00027 Days on yellowkey MLS ID: A4692087
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1998 Tax: $3,654 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,654
Remarks: One or more photo(s) has been virtually staged. Welcome to beautiful Pinestone at Palmer Ranch; an active resort style community, complete with all of the amenities that make living there extraordinary! 4270 Castlebridge Ln 1723 is a large 2 story, second floor unit with a one-of-a-kind pool and grounds view. The "Chateau" is an open floor plain in the living areas. There are 2 spacious bedrooms on the main floor and a large primary suite and loft on the second floor. From the second floor you can see the living areas below. The vaulted /cathedral ceilings create an expansive feeling. There are 2 walk-in closets . The new vinyl wood plank flooring throughout is stunning! New lighting fixtures, and a newer refrigerator are a nice addition. Enjoy seasonal or full time living at Pinestone. The beautiful clubhouse is the site of many community parties and other events. There is an expansive heated pool, BBQ grills, a billiard room, spa, basketball, pickleball, and tennis courts, and an onsite 32 seat movie theater. The fitness room, water aerobics program, and chair yoga, line dancing, and other opportunities are popular for staying fit. The Pinestone Patter, a monthly calendar and newsletter, keeps all informed as to all of the events to have fun and meet the neighbors. Pinestone has an on-site manager. Rentals are allowed at a 3-month minimum /4 times a year-see the rental restriction docs. Pinestone is close to the Legacy Bike Trail, YMCA, Costco, Kohls, Target, Publix, and many restaurants. The new commercial complex on 41-Beneva will have many other great offerings. Call today for a private showing. Note: Some photos are virtually staged.
9300 CLUBSIDE CIR #1208, SARASOTA, FL 34238
$295,000198 Days on yellowkey MLS ID: A4672094
REDUCED by $10,000 (3.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1994Monthly Fee: $605 Tax: $3,487 (2024)Community: Stoneybrook Golf & Country ClubCondo
Taxes:$3,487
Remarks: BEAUTIFUL views offered with this 2-bedroom, 2-bath, corner unit condo in the highly sought-after Stoneybrook Golf & Country Club Situated on the second floor, with natural light filtering through, this updated unit offers 1,230 square feet of airy living space and blends comfort with a coastal feel. Delight in your morning coffee and unwind each evening on your climate-controlled glass-screened lanai, overlooking the lake and lush greens. Enjoy luxury tile flooring with a sound mat beneath, upgraded countertops, and the enhanced glass-enclosed lanai that extends your living space year-round. The unit includes a new HVAC system (2022), newer hurricane-rated windows, and a full-house water filtration system. For your convenience, right outside your front door you’ll find a grilling and gathering area, community pool, and pickleball/tennis court – perfect for relaxing or connecting with neighbors. The condo also includes a covered carport, additional parking for guests, and a private owner's storage closet. Recently painted with a newer tile roof, this condo offers peace of mind and easy living. A short stroll brings you to the Stoneybrook Amenities and Clubhouse, featuring a world-class and newly renovated golf course, tennis courts, biking trails, fitness center, dining, and more. Centrally located, Stoneybrook places you just moments from Downtown Sarasota, world-famous Siesta Key, and charming Venice. When you call this place home, you’re not just buying a condo—you’re buying a lifestyle in Florida paradise. Could be sold TURNKEY if desired
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Debbie Nevadomski (941-894-2515)
4533 CINNAMON DR #2707, SARASOTA, FL 34238
$365,90094 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
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)
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