Location: Sarasota
Do Not Show Listings
3990 OVERLOOK BND #19, SARASOTA, FL 34232
$229,000437 Days on yellowkey MLS ID: A4639141
1 Days Off yellowkey (back on 3/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1973 Tax: $2,965 (2024)Community: Glen Oaks Ridge Villas 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,965
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Beautifully updated villa in Glen Oaks Ridge. Be prepared to view a brand new kitchen where the Sellers have invested just short of $50k to install new cabinets, granite counters, LED lighting and ceiling fans. The home boasts updated bathrooms, plumbing, impact windows and ac in 2021. Home is being sold turnkey & is decorated in lovely Florida style. The size & layout of the rooms are spacious and flexible. This is a very open floor plan with a view from the kitchen to the living areas. The room off the living room makes a nice den or office & a Sunny Florida room great place to relax. Visitors to your home will have a full bath right off the 2nd bedroom while you enjoy a private bath off the primary bedroom. The villas are unique in that they are only connected at the laundry rooms. What that means to you is that there are no shared walls in the living spaces, very quiet like a single home. Those familiar with Glen Oaks will agree that the location is wonderful. Walk about a block to the new Bobby Jones recreation complex with golf & nature trails. 2 Golf courses & something new, lawn bowling. Shopping is about 3/4 mile away & UTC Mall an easy quick drive. Glen Oaks Ridge offers something for everyone if you are looking for activities. The heated pool overlooks one of the lakes & is a pleasant relaxing way to enjoy Sunny days. Monday night movies, fun trips to shows & restaurants, Mahjong, pool, parties. All there if you like.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Patricia Emmett (941-685-0343)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,845,00022 Days on yellowkey MLS ID: A4687850
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Experience refined downtown living at Sarasota’s premier address, The Mark. This 8th-floor end unit offers 2 bedrooms plus a den, 2.5 bathrooms, and abundant natural light with a desirable south-facing terrace and additional east and west views. The thoughtfully designed floor plan features two private terraces, including a unique triangular terrace off the main living area and a second terrace off the primary suite. Interior highlights include porcelain tile and engineered hardwood flooring, a spacious walk-in closet with custom built-ins in the primary bedroom, custom built-ins in the guest bedroom, and remote-controlled shades throughout. The kitchen showcases a modern European design with glossy white upper cabinetry, wood-grain lower cabinets, a full-height backsplash, and top-of-the-line appliances. Enjoy unmatched walkability with shops, restaurants, and galleries just steps from your door, offering the ultimate downtown Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
6263 MIDNIGHT PASS RD #301, SARASOTA, FL 34242
$749,90036 Days on yellowkey MLS ID: TB8486242
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2018 Built: 1981 Tax: $9,637 (2025)Community: Excelsior Beach To Bay 7Spa: YesCondo
Taxes:$9,637
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mindy Smith, Pa (727-599-5534)
4510 MURCIA BLVD #16, SARASOTA, FL 34238
$600,00088 Days on yellowkey MLS ID: TB8466603
REDUCED by $10,000 (1.6%) on 04/16/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2816 Built: 2005Monthly Fee: $250 Tax: $7,222 (2025)Community: Valencia At PrestanciaSpa: YesCondo
Taxes:$7,222
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Elegant 5-bedroom, 3-bath residence offering 2,816 sq ft of refined living space with a 3-car garage, built in 2005. This beautifully appointed home features soaring ceilings and an open, light-filled floor plan designed for both comfort and style. Fresh interior paint enhances the home’s clean, modern feel, while the kitchen is upgraded with a new refrigerator and dishwasher. Enjoy elevated indoor–outdoor living with a stunning two-story screened patio and private inground spa—perfect for entertaining or peaceful relaxation. The primary suite is a true retreat, featuring a spa-inspired bath with dual vanities, an oversized walk-in shower, and a luxurious soaking tub. Located within a prestigious golf course community, this home also offers the convenience of an HOA that covers roof and exterior maintenance, providing low-maintenance, worry-free living. Ideally situated close to shopping, dining, and major conveniences.
Listing is courtesy of: SPIN REAL ESTATE LLC (813-675-0916)
Listing Agent: Lee Kearney (813-212-8335)
5880 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$1,285,000209 Days on yellowkey MLS ID: A4665591
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $8,594 (2025)Community: CasarinaCondo
Taxes:$8,594
Remarks: Welcome to Your Siesta Key Sanctuary. Step into paradise with this turnkey furnished condo in the highly sought-after Casarina complex, offering 200 feet of private beach access on the world-renowned Crescent Beach. Nestled on a lush 7-acre property, Casarina features beautifully landscaped gardens, tennis and pickleball courts, a beachside pool and spa, an elevated beach deck, and a welcoming clubhouse—all just steps from the famous crystal sands of Siesta Key Beach. Located on the third floor, this residence boasts a newly updated kitchen, luxury vinyl flooring, an updated guest bath, and a new AC unit. Enjoy serene garden views from your 17-foot screened balcony, with a peek-a-boo view of the Gulf and pool areas. Need extra space? The flexible 8’ x 8’ breakfast nook can easily be transformed into a home office or additional sleeping area. Casarina is a well-maintained 89-unit complex with fully funded reserves and recent complex renovations. Owners can bring one small pet, and enjoy the convenience of a covered carport and access to the free Siesta Key Trolley for dining, shopping, and entertainment. Whether you're paddle boarding, kayaking, biking, or simply relaxing on the beach, this condo offers the perfect blend of island lifestyle and resort-style amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
6063 E PEPPERTREE WAY #111, SARASOTA, FL 34242
$869,00092 Days on yellowkey MLS ID: A4678611
REDUCED by $80,000 (8.4%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1115 Built: 1972Monthly Fee: $1,176 Tax: $3,283 (2025)Community: Peppertree Bay ISpa: NoCondo
Taxes:$3,283
Remarks: Experience effortless coastal luxury in this brand-new residence, thoughtfully designed and new build from the studs on in. Professionally staged to showcase the very best of waterfront living. Offered fully furnished and truly turnkey, this stunning 2-bedroom, 2-bath home allows you to move right in—or begin generating rental income—without lifting a finger. Perfectly positioned on the Intracoastal Bayfront, this home delivers sweeping water views where you can watch boats glide by throughout the day, enjoy glowing sunsets in the evening, or cast a line from the dock for a relaxing day of fishing. The open-concept layout is filled with natural light and enhanced by high-end finishes, coastal-inspired furnishings, and carefully curated décor that blends comfort with sophistication. The kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining or quiet nights at home, while both bedrooms are generously sized and designed as private retreats. The primary suite offers a spa-like bathroom and tranquil ambiance, while the guest room provides comfort and privacy for visitors. Beyond the residence, the amenity-rich community elevates the lifestyle even further. Enjoy two beautifully maintained, heated swimming pools, a pickleball/tennis court, a fully equipped fitness center, and two expansive clubhouses with on-site rental facilities—perfect for hosting gatherings or accommodating guests. Best of all, you’ll have private beach access, with an 8 minute walk to the crystal sands of Siesta Key, offering the rare luxury of both bayfront living and effortless access to the Gulf. Whether you’re seeking a full-time residence, a vacation retreat, or a high-demand investment property, this exceptional bayfront home delivers new construction inside, turnkey convenience, and resort-style amenities in one remarkable package. This is coastal living at its finest—refined, relaxed, and ready for you. All special assessments have been satisfied.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$800,000128 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.0%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $12,117 (2024)Community: Lido Beach ClubCondo
Taxes:$12,117
High School: Booker High
Remarks: Great price reduction and motivated seller. Unforgettable. Unmatched. Unrivaled. Welcome to Lido Beach Club. From the moment you step inside this spectacular, beautifully updated 2nd-floor residence, you’ll feel as though you’ve arrived at your own private luxury suite and on a permanent vacation. The instant you enter, an explosion of blue skies, turquoise waters, and endless coastline greets you, creating a front-row experience of Sarasota’s most breathtaking sunsets. This home doesn’t just impress—it absolutely captivates. Every detail of this 1,421-square-foot residence has been elevated to capture the essence of luxury coastal living. The A/C system and water heater were replaced just last year, giving you immediate peace of mind, while the open, airy layout pulls your eyes straight to the sweeping Gulf views that define every room. The kitchen feels like it belongs in a five-star resort. Solid wood cabinetry pairs with rich granite countertops, tiled backsplashes, and sleek stainless-steel appliances to create an atmosphere that is both elegant and energizing. It’s the perfect setting for morning coffee, evenings with friends, or simply admiring the beauty of the shoreline from your own dining space. The two bedrooms each offer a magical, immersive experience with floor-to-ceiling windows that make the Gulf feel close enough to touch. Both en-suite bathrooms have been transformed into spa-level retreats, featuring exquisite tilework, seamless glass showers, and refined, modern finishes that elevate your daily routine into something extraordinary. This is where luxury meets serenity—every moment feels indulgent. Step onto the private balcony and let the warm Gulf breeze wrap around you as you take in wide, unobstructed water views framed by classic wrought iron detailing. It’s a picture-perfect vantage point, complete with a charming glimpse of the Ritz-Carlton Beach Club next door, reminding you that you’re living at one of the most coveted addresses on the entire coastline. Life at Lido Beach Club feels like being on permanent vacation. The building is expertly managed and offers resort-style amenities designed for relaxation and enjoyment. A heated beachfront pool with tropical Tiki seating creates a dreamy setting for quiet afternoons. A serene garden provides moments of calm, while a well-equipped fitness room and a welcoming social room give residents beautiful spaces to connect and unwind. Gated access leads directly to the silky sands of Lido Beach, and convenient assigned parking with additional ground-floor storage ensures effortless everyday living. The location is simply phenomenal. Nestled on the exclusive south end of Lido Key, the residence is steps from the water, across from the lush natural beauty of South Lido Park, and next door to the iconic Ritz Tiki Bar. St. Armands Circle—with its world-famous shopping, dining, and entertainment—is just one mile away, and vibrant downtown Sarasota is only a quick ride via the free Bay Runner trolley. This home is more than a coastal retreat; it’s a daily invitation to live life inspired. Luxury, beauty, and the magic of Sarasota’s waterfront come together in a way that feels truly extraordinary. This is your chance to embrace the Sarasota lifestyle at its absolute finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
7193 W COUNTRY CLUB DR N #237, SARASOTA, FL 34243
$245,50078 Days on yellowkey MLS ID: A4680028
REDUCED by $2,000 (0.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 909 Built: 1973 Tax: $842 (2025)Community: Palm-Aire Desoto Lakes Country ClubCondo
Taxes:$842
Elementary School: Kinnan Elementary
High School: Bayshore High
Middle School: Braden River Middle
Remarks: This is a must see property ~ experience 180 degree gorgeous golf course and lake views.....Beautifully updated 2nd-floor condo in the highly sought-after Palm Aire community, a Golf Community, with optional memberships. This light and bright unit features an updated kitchen, beautiful cabinets, granite countertops, newer appliances and a stylish backsplash, added bonus of IMPACT WINDOWS and sliders, newer hot water heater, newer AC unit, and no carpet! Enjoy peaceful mornings overlooking expansive views and stunning sunsets from your vantage point. Ideally located near shopping, dining, and major roadways. A must-see Palm Aire gem!
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
8315 GLENROSE WAY #1414, SARASOTA, FL 34238
$275,00091 Days on yellowkey MLS ID: A4678065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $1,904 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$1,904
Remarks: Located in the highly sought-after Palmer Ranch area, within the amenity rich, gated resort-style community of Pinestone, this beautifully updated move in ready, main-floor, 2-bedroom, 2-bath split-bedroom condominium is just minutes from the world-famous Siesta Key Beach. This thoughtfully designed residence features custom soft-close cabinetry, stainless steel appliances, and granite countertops; a quality upgrade rarely found compared to standard thermafoil finishes. Luxury vinyl flooring throughout creates a seamless, modern feel and enhances the open floor plan. The spacious primary suite offers a walk-in closet and a private, tiled ensuite bath, while the guest bedroom and bath provide comfort and privacy for visitors. Enjoy your morning coffee or unwind with a good book on the enclosed lanai, offering peaceful views and added living space. Additional highlights include inside laundry with a brand-new stackable washer and dryer, private storage area, storm shutters, ample guest parking, and a private assigned carport conveniently located just outside your front door. The unit has also been replumbed, providing peace of mind for years to come. Residents of Pinestone enjoy an unparalleled resort-style lifestyle with premium amenities, including a state-of-the-art fitness center, pickleball courts, lighted tennis courts, basketball court, junior Olympic-sized pool and spa, billiards room, shuffleboard courts, spa, and a banquet hall for gatherings. Relax by the fire pit, grill with friends in the barbecue areas featuring new poly furniture, or enjoy movie nights in the private theater with stadium seating and popcorn machine. Water, Sewer, Trash, exterior and grounds maintenance, and exterior building maintenance are all included, offering true low-maintenance living. Ideally located near Potter Park, the Legacy Trail, beaches, downtown Sarasota, shopping, and dining, this condo delivers the perfect blend of convenience, comfort, and Florida lifestyle. Schedule your private tour today!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jason R. White, Pa (508-333-2356)
20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242
$1,195,00096 Days on yellowkey MLS ID: A4678026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $10,552 (2025)Community: Whispering SandsCondo
Taxes:$10,552
Remarks: A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every direction, offering a daily masterpiece of colors that shift with the rising and setting sun. Wake up to breathtaking Gulf views that seem to stretch to infinity, offering a tranquil retreat from the ordinary. In the evening, enjoy the golden hues of Florida sunsets and starlit dinners from your expansive 28’ balcony, where the Gulf breezes and soft cries of the seagulls serve as the perfect soundtrack. This penthouse is more than just a property – it’s also a canvas for your imagination. Distinctive architectural elements and premium untapped potential invite you to curate a space that reflects your own unique style and vision. Whether you envision modern sophistication, coastal charm, or timeless elegance, the untapped possibilities of this unit invite your imagination to run free as you create the ultimate sanctuary tailored to your personal vision. Whispering Sands' relaxed, informal lifestyle provides the perfect backdrop for your next chapter. Start your day with a set of vigorous laps or water aerobics in one of two beautiful, heated pools - one beachside, one clubside. You’ll never need to leave the property to get your gym workout in the main clubhouse currently undergoing a complete remodel. Plant your feet in the cool quartz sand and enjoy daily dips in the balmy Gulf. Beach loungers are set out daily for the exclusive use of owners. Enjoy an impromptu game of beachside shuffleboard followed by a picnic supper at the Tiki Hut. Whether spending time exploring the vibrant cultural offerings of Sarasota just across the North Bridge, indulging in the local arts scene, or simply relaxing on your breezy private balcony with a good book, the options this property offers are endless. Secure your private viewing of this unique residence and claim your place in this coveted coastal community!
Listing Agent: Harriet Stopher (404-316-8944)
435 S GULFSTREAM AVE #1006, SARASOTA, FL 34236
$649,900162 Days on yellowkey MLS ID: A4671034
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $5,561 (2024)Community: Regency HouseCondo
Taxes:$5,561
Remarks: URBAN CHIC RENOVATED UNIT DOWNTOWN ON 10TH FLOOR. This two bedroom and two bath condo has undergone an extensive 6 month renovation that includes: engineered wood flooring, chefs kitchen with custom cabinetry and two sets of floating shelves. Upgraded appliance package with extra deep refrigerator, double oven/microwave combo, and cooktop. There is an accent wall of Limra stone from Peru as you walk in the unit, giving you an immediate sense of how nicely this unit was finished. In main living area is a dry bar with floating shelves that is illuminated with LED tape strip lighting, and toe kick lights. The entertainment wall has a 50” tv and built in Dimplex electric fireplace. The bathroom showers are equipped with both shower heads , and separate hand held sprayers. They also feature upgraded tile with lighted shower niches and frameless glass enclosures. The primary bath shower was extended to add extra room inside. Every room had new 4” LED recessed can lights installed with ceiling fans and ceilings that have a Level 5 smooth finish. Both bedrooms closets were installed by custom closet company. If that wasn’t enough they craned in new triple track sliding glass door and new windows, all impact rated to this upper floor condo. Open up the sliders and see the view across downtown Sarasota and Palm Ave. All these renovations were completed by award winning Sarasota Remodeling and Design. Set up a showing today to see why this is the best condo for the price downtown. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. Great access to local attractions - Selby Gardens, SRQ Airport, Main Street restarants, Art Galleries, etc.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
7880 PALM AIRE LN #105, SARASOTA, FL 34243
$179,90094 Days on yellowkey MLS ID: A4677623
1 Days Off yellowkey (back on 4/16/2026)
REDUCED by $20,100 (10.1%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1977 Tax: $1,095 (2024)Community: Palm-Aire At Sarasota 8-ACondo
Taxes:$1,095
High School: Braden River High
Remarks: Under contract-accepting backup offers. Best priced Cindo!! Seller is motivated! Step into this beautifully updated 2-bedroom, 2-bath first-floor condo in the welcoming Palm-Aire Country Club community. Also a great investment opportunity for a rental...Love the convenience of Parking steps to your front door. Both bedrooms feature private en-suite bathrooms, giving everyone their own space and privacy. The home has been thoughtfully updated, with a newly remodeled kitchen featuring stainless steel appliances, a lighted ceiling fans, and plenty of room for cooking and gathering, making it feel like the heart of the home. Tile flooring runs throughout, and freshly painted walls brighten the space, creating a warm and airy atmosphere. Both bathrooms have been upgraded with modern touches, combining comfort and style. Hurricane-rated windows fill the home with natural light, and the glassed-in porch overlooking the 6th tee box is the perfect spot to enjoy your morning coffee, read a book, or just relax after a long day. The home includes a New Roof 2025 , 2020 A/C system and 2020 hot water tank, so you can focus on enjoying your home instead of worrying about maintenance. Life at Palm-Aire means access to championship golf, tennis, pickleball, a swimming pool, and on-site dining—plus optional country club membership if you want to join in on the social and recreational activities. Located just minutes from UTC Mall, downtown Sarasota, dining, and the Gulf Coast’s beaches, this condo offers the perfect blend of comfort, convenience, and Florida living. This home isn’t just a place to stay—it’s a place to live, laugh, and enjoy all that Sarasota has..
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: James Hornberger (808-225-4051)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,649,000205 Days on yellowkey MLS ID: A4665439
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2023)Community: SansaraCondo
Taxes:$19,826
Tax Year: 2023
Remarks: Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000338 Days on yellowkey MLS ID: A4652341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Elementary School: Gocio Elementary
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00086 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
5880 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,335,000183 Days on yellowkey MLS ID: A4668223
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $10,871 (2025)Community: CasarinaCondo
Taxes:$10,871
Remarks: Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling to this home. A wall mounted television with Sonos audio provides family entertainment. The spacious primary bedroom with a Closet Tech designed walk-in closet opens to a large bathroom with custom cabinets, dual sinks and large walk-in shower. A third bedroom was created during the recent remodel and includes a built-in under window desk. The full-sized laundry room allows for plenty of storage. Luxury vinyl flooring was installed in 2020 in all public rooms. Impact windows were added in 2016. Electric blinds can close off the sliding glass doors to the outside view while all other windows have custom designed plantation shutters. Crown molding and solid wood doors are found throughout the unit. Casarina is an 89-unit condominium complex that sits on 200 feet of private beach and encompasses 7 acres of tropical landscaping. The complex has a clubhouse with kitchen. Spend your days enjoying the beachside pool and spa, play a game of pickleball on one of the two lighted tennis courts, or relax on the island’s famous crystal sand beach. Hop on the free trolley to enjoy the dining, shopping and entertainment at Siesta Key Village. CASARINA ALLOWS OWNERS ONE SMALL PET.
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$549,000309 Days on yellowkey MLS ID: A4655742
REDUCED by $26,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006 Tax: $6,041 (2025)Community: Phillippi Landings ACondo
Taxes:$6,041
Remarks: INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,995,000193 Days on yellowkey MLS ID: A4666660
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2007 Tax: $14,766 (2025)Community: 1350 Main ResidentialCondo
Taxes:$14,766
Remarks: One or more photo(s) has been virtually staged. Rarely available penthouse on the 16th floor of sought-after 1350 Main in the heart of Downtown Sarasota! This beautiful 3-bedroom, 3-bath corner residence showcases spectacular Bay and city vistas from every room, upscale finishes and craftsmanship, and a wonderful open floor plan. Upon entry to the great room, you will enjoy the open light-filled room with 10' ceiling (only available on the top 3 floors), exquisite built-in, great space to showcase your personal art collection, and large terrace to relax and enjoy the bay breezes. The updated open-concept kitchen features stainless appliances including a high-end Thermador Professional-style gas range with 6-burner cooktop, 2 electric ovens, large center island, solid wood cabinetry, beautiful stone counters, and walk-in pantry. The split plan design boasts 3 spacious en-suite bedrooms including the primary bedroom with private terrace, custom walk-in closet and updated luxurious en-suite bath. Beautiful, engineered hardwood and ceramic tile floors throughout. 1350 Main is known for its great location, 24-hour concierge and on-site manager, secure entry, pet friendly building, and wonderful amenities including heated resort style pool and spa, recreation deck with gas grill, fire pit, herb garden, fitness center, steam rooms, guest suite, catering kitchen, social and conference/business rooms, electric car charging stations, and water softener/filtration in the entire building. The premier Downtown Sarasota address is perfect for proximity to all the cultural venues, art galleries, boutiques, Saturday farmers market, festivals, great restaurants, and proximity to the #1 Siesta Key Beach, Lido, and Longboat Keys.
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,895,000178 Days on yellowkey MLS ID: A4669042
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000157 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 958 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
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