Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
6006 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$575,00022 Days on yellowkey MLS ID: P4938368
Bed: 1 Bath: 0.0 Liv Area Sq Ft: 600 Built: 1960 Tax: $3,999 (2025)Community: Casa MarSpa: NoApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,999
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long!
Listing is courtesy of: HUT REALTY, LLC (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
1542 GULFVIEW DR, SARASOTA, FL 34236
$2,950,000150 Days on yellowkey MLS ID: A4673664
1 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2156 Built: 1950 Tax: $33,903 (2024)Community: Bay Point ParkSingle Family
Taxes:$33,903
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Available for the first time in over 40 years, discover the perfect canvas for your dream home on this exceptional waterfront lot, located in the highly sought-after neighborhood of Bay Point Park. Nestled along serene protected waters, this spacious parcel is surrounded by nearly 200 feet of water and offers an unparalleled opportunity to create your personal sanctuary with unobstructed panoramic views. Whether you envision a modern estate, a charming cottage, or a luxurious retreat, this lot provides the ideal setting to bring your vision to life. With direct water access and no bridges to the bay, enjoy two private dock possibilities, fishing, kayaking, and unforgettable sunsets right from your doorstep. The lot boasts 13,500 square feet and water on two sides, offering a perfect vantage point for picturesque views while maintaining privacy and seclusion. Located in a peaceful and highly desirable area, you will enjoy both tranquility and convenience, with close proximity to local amenities, shops, and dining. Just minutes to Marie Selby Botanical Gardens, downtown Sarasota, and Southside Village, enjoy the lifestyle that is unique to this neighborhood. Whether you are looking to build your primary residence or a vacation home this lot offers endless possibilities. Don't miss this opportunity to own a piece of prime waterfront real estate and start creating the lifestyle you have always dreamed of! Home was flooded during storm of 2024. Photos were taken prior to the storm.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
770 S PALM AVE #1201, SARASOTA, FL 34236
$699,000119 Days on yellowkey MLS ID: N6142129
0 Days Off yellowkey (back on 3/25/2026)
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
Remarks: Under contract-accepting backup offers. 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)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,0007 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, one of the top-rated beaches in the U.S. known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged.
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
1884 SOUTHPOINTE DR, SARASOTA, FL 34231
$999,9007 Days on yellowkey MLS ID: A4690446
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2808 Built: 1972 Tax: $9,540 (2025)Community: Southpointe ShoresSpa: NoApartment
Taxes:$9,540
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: A rare West of the Trail gem in Southpointe Shores, this beautifully updated 2,808 sq. ft. duplex captures the very best of Sarasota living, sun-soaked, private, and filled with opportunity. Whether you’re an investor seeking strong income potential, a homeowner looking to live in one side while the other helps offset the mortgage, or someone envisioning a future single-family coastal retreat, this exceptional property offers endless flexibility and long-term value. Each residence has been thoughtfully designed for comfort, privacy, and effortless modern living. With two private entrances, separate fenced backyards, and charming brick-paver patios, the layout creates the perfect blend of independence and connection, ideal for enjoying morning coffee beneath the palms or hosting intimate evenings under the stars. The left side, unit 1886, spans 1,639 sq. ft. and features 4 bedrooms, 3 bathrooms, a screened lanai, gas range, stainless steel appliances, luxury quartz countertops, elegant tray ceilings, and a versatile floor plan perfectly suited for families, guests, or long-term rental income. The right side, unit 1884, offers 1,087 sq. ft. with 2 bedrooms, 2 bathrooms, a light-filled sunroom, stainless steel appliances, quartz countertops, tray ceilings, and its own private fenced backyard, delivering warm coastal charm and easy everyday living. Both units include private indoor laundry rooms, backyards, and hurricane-impact windows, making this property truly move-in or rent-ready from day one. Beyond the home, Southpointe Shores welcomes you with quiet, tree-lined streets and optional HOA access to a private boat ramp and kayak launch perfect for sunset cruises, paddleboarding, or spontaneous days exploring Sarasota Bay. Just minutes away, enjoy the world-renowned shores of Siesta Key, the vibrant arts, dining, and culture of Downtown Sarasota, plus the boutique shopping and neighborhood charm of The Landings and Gulf Gate Village. More than a duplex, this is a lifestyle investment where location, versatility, and coastal elegance come together. Live beautifully. Earn effortlessly. Expand when the time is right. Own your piece of Sarasota magic in Southpointe Shores.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Mark Klecka (941-348-9400)
340 S PALM AVE #14, SARASOTA, FL 34236
$1,350,00013 Days on yellowkey MLS ID: A4690211
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1774 Built: 1998 Tax: $9,959 (2025)Community: SarabandeSpa: YesCondo
Taxes:$9,959
Remarks: Set along the iconic South Palm Avenue, renowned for its quiet sophistication and gallery-lined streets, Residence #14 at Sarabande Sarasota offers a rare opportunity to own a home defined by protected, unobstructed views of Sarasota Bay. THIS is Palm Avenue living at its most refined, where a neighborhood-like setting meets effortless access to art galleries, boutique shopping, acclaimed dining, and Whole Foods Market all just moments away, yet peacefully removed from the pace of downtown. A THOUGHTFULLY DESIGNED RESIDENCE: Spanning 1,776 square feet, this residence offers two bedrooms + an office/den and two bathrooms, designed with both privacy and versatility in mind. A PRIVATE GUEST SUITE positioned at the entrance of the residence creates a welcoming yet secluded experience for visitors. A MULTI-FUNCTIONAL OFFICE/DEN, complete with an in-wall Murphy bed, easily transforms into a third bedroom. THE OPEN CONCEPT KITCHEN is spacious and inviting, perfect for those who love to cook while remaining connected to guests. THE GREAT ROOM is filled with natural light and framed by lush palm-lined greenery, creating a serene backdrop that enhances the home’s tranquil ambiance. THE VIEW: Protected, Enduring, Exceptional! WHAT truly elevates this residence is its unique positioning on the first full level of residences, offering a rare combination: 1 - Peek-a-boo yet unobstructed view of Sarasota Bay. 2 - A vantage point that balances privacy, greenery, and water 3 - Protected sightlines that enhance long-term value and desirability. Enjoy city and bay views from the great room primary suite and terrace, an understated yet powerful feature for the discerning buyer seeking a view that endures. STEP onto your private terrace, perfectly suited for al fresco dining, morning coffee, or sunset evenings overlooking the bay. ELEVATED COMFORT AND CONVENIENCE: DEDICATED laundry room with sink and stackable washer/dryer. ONE secured parking space, pre-wired for an EV charger. A Private storage unit for storing extra must haves. AMPLE guest parking allows friends and family to visit with ease. A BUILDING THAT WELCOMES YOU HOME! Sarabande Sarasota has recently undergone thoughtful enhancements, including: A refreshed lobby with an inviting arrival experience. Exterior repainting and upgraded elevator systems. THE result is a building that feels polished, welcoming, and aligned with today’s luxury expectations. AMENITIES Designed for Lifestyle & Wellness: Residents enjoy a well-appointed collection of amenities, including: -Club Room for entertaining and social gatherings -Board/Conference Room for business needs -Two pools, including a dedicated lap pool -Spa and steam room for relaxation and rejuvenation. There is also a Fitness center with a private room to accommodate personal massage services. Enjoy the outdoor grilling area for casual entertaining poolside. A lifestyle that seamlessly blends wellness, convenience, and community. THE PALM AVENUE LIFESTYLE - For the buyer seeking a quiet, refined setting with protected Sarasota Bay views, Residence #14 offers a compelling opportunity where location, layout, and lifestyle align with intention. SCHEDULE your private showing and experience Palm Avenue living firsthand.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
1970 DEBBIE ST, SARASOTA, FL 34231
$515,0007 Days on yellowkey MLS ID: A4689074
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1880 Built: 1978 Tax: $4,740 (2025)Community: North Vamo Sub 2Half Duplex
Taxes:$4,740
Remarks: Don’t miss this exceptional opportunity to own an updated, income-producing duplex. Each unit offers its own private entrance, opening into a bright and functional living, dining, and kitchen space—perfect for comfortable everyday living or attracting quality tenants. Both units feature 2 bedrooms and 2 full bathrooms, providing an ideal layout for privacy and convenience. Step outside to enjoy a covered back patio for each unit, creating the perfect spot to relax or entertain. Location truly sets this property apart—situated just minutes from shopping, dining, and popular attractions, and only a short drive to Siesta Key. Positioned west of the trail, this highly sought-after area continues to hold strong value, making it a smart addition to any investment portfolio. Whether you’re looking to generate rental income, or expand your real estate holdings, this duplex offers versatility, location, and long-term potential.
Listing Agent: Lily Lopez (941-586-0082)
3177 LAKE PARK LN #5, SARASOTA, FL 34231
$375,000116 Days on yellowkey MLS ID: A4676834
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987Monthly Fee: $675 Tax: $4,185 (2025)Community: Park Place VillasVilla
Taxes:$4,185
Elementary School: Wilkinson Elementary
Remarks: Outstanding Opportunity! Park Place Villas is a highly sought after Intimate community of only 30 villas nestled among large majestic oak trees with beautiful landscaping throughout this maintenance-free community. These villas are well maintained, have charming architecture and tile roofs. This villa has a Brand-New Roof! Brand New Kitchen with stone counters, custom cabinetry, backsplash and newer appliances! Brand New Water Heater and piping! Have your morning coffee in your kitchen nook looking out your bay window to the sparkling lake and wildlife! Other features include a Brand-New AC! Updated flooring! Skylights! Bay Windows! The master bedroom is large and overlooks the lake, with a bay window. The floor plan is flexible with options of a 3rd bedroom or study/den/office area which boasts a large walk-in closet. The Living room is combined with the Florida room, which leads out to the lanai and the full lake view. So many custom features, you will fall in love! And you have your own 2 car garage! This community is west of Beneva on Proctor Rd, close to Siesta Key! Downtown! AND I-75! Very hard to find a prime location west of I-75, water view, new tile roof, 2 car garage, updated, 2+ office for this price!! Also, this is NOT a 55+ community!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Pamela Strom (941-232-2898)
3636 MINEOLA DR, SARASOTA, FL 34239
$844,00029 Days on yellowkey MLS ID: A4688287
1 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2076 Built: 1957Monthly Fee: $17 Tax: $6,789 (2025)Community: South GateSingle Family
Taxes:$6,789
Remarks: Under contract-accepting backup offers. Welcome to your slice of Florida waterfront paradise in Sarasota! This beautifully updated 2-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and coastal living. New hurricane impact windows in 2022. Step inside to discover a fully renovated interior featuring modern finishes, an open and inviting layout, and plenty of natural light throughout. The kitchen and living spaces are designed for both everyday living and entertaining, while the spacious bedrooms provide a relaxing retreat at the end of the day. Out back, your private oasis awaits. Enjoy sunny Florida days lounging by the sparkling pool or take in the peaceful water views of Phillippi Creek. Boating enthusiasts will love the private dock, offering easy access to the water, perfect for kayaking, paddleboarding, or heading out for a day on the boat. For added peace of mind, this home experienced no flooding during the 2024 hurricane season, an incredible advantage for waterfront living. Ideally located just minutes from world-famous beaches, dining, shopping, and all that Sarasota has to offer, this home truly has it all. It has a spacious lot with room for a guest house. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this waterfront gem is not to be missed! Do not go on the property without a scheduled appointment. Property is under video and audio surveillance.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tracy Anderson (214-621-6128)
2286 HYDE PARK ST, SARASOTA, FL 34239
$512,00017 Days on yellowkey MLS ID: A4689801
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1955 Tax: $1,582 (2025)Community: Homelands Dev Corp SubSingle Family
Taxes:$1,582
Remarks: Priced under appraisal! This 3-bedroom, 2-bath residence (1,392 sq ft) can be renovated, rented, or removed to make way for new construction. Surrounded by million-dollar homes and new builds, this property is positioned for strong future value growth. With no HOA and a central Sarasota location just minutes to Downtown, Sarasota Memorial Hospital, and the beaches, this is a compelling opportunity for builders and buyers alike looking to capitalize on one of the city’s most active infill markets. Thinking of building your dream home? This 9,400+ sq ft parcel offers the ideal canvas for a custom home in a location experiencing significant redevelopment. So do not miss out on this rare opportunity to secure a prime oversized lot in Sarasota’s East of the Trail corridor, where luxury new construction continues to redefine the neighborhood.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Marc Rasmussen (941-200-4663)
6512 MIDNIGHT PASS RD #504, SARASOTA, FL 34242
$2,495,000405 Days on yellowkey MLS ID: A4643532
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1991 Built: 2006 Tax: $20,738 (2024)Community: Crescent Siesta KeyCondo
Taxes:$20,738
Remarks: This rare and exceptional turnkey Siesta Key residence offers an unparalleled blend of space, style, and sweeping Gulf views. Spanning nearly 2,000 square feet, this 3-bedroom, 2.5-bath coastal retreat features two expansive terraces—one overlooking the serene elevated pool and spa area, and the other offering unobstructed sunset vistas across the Gulf. Each of the three bedrooms enjoys private balcony access via sliding glass doors, creating a seamless indoor-outdoor living experience. Designed with a modern coastal aesthetic, the interior features full-thickness bamboo flooring in the main living areas, premium custom cabinetry, and sleek quartz countertops. Soaring 11.5-foot ceilings and clerestory windows with remote-controlled shades enhance the home’s light-filled, airy ambiance. The gourmet kitchen is equipped with top-of-the-line GE appliances, bar-height seating, and a pass-through window that frames the Gulf beyond. The open-concept living and dining areas are ideal for entertaining or quiet reflection, anchored by a Gulf-facing terrace and thoughtfully appointed with a Stressless reclining sofa and captain’s chairs—all perfectly positioned to take in the view. The spacious primary suite offers high ceilings, expansive windows with Gulf views, and blackout draperies for restful nights. The spa-style bath includes a multi-head oversized shower, a large vanity with quartz countertops, a dedicated makeup area, and tile flooring. Two additional bedrooms are configured for comfort and versatility, including a dedicated office in the third bedroom with a Murphy bed. A host of upgrades includes a Schlage Smart Entry Lock, Arlo security camera system, hardwired mesh network for seamless connectivity, a deck-mounted hot water dispenser, and an 80-gallon hot water heater with recirculating system. Additional conveniences include two dedicated parking spaces located on the first floor under the building and an air-conditioned storage cage (#4) on the fifth floor. Crescent offers an elevated beachfront lifestyle with private, direct access to Crescent Beach. The community is meticulously maintained, with newly renovated pools—including an elevated second-floor spa and a completed beachside pool and hot tub—fresh exterior painting, new landscaping, and a host of upscale amenities including a fitness center, social room, upgraded security system, and onsite manager. Ideally situated just off Stickney Point Bridge, this residence offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away—recently named the No. 1 beach in America by Tripadvisor—this property captures the essence of Gulf-front living, whether as a full-time home, luxurious getaway, or investment opportunity.
Listing Agent: Joel Schemmel (941-587-4894)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,00097 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,00099 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing Agent: Bridget Spiess (941-720-6304)
9397 MIDNIGHT PASS RD #405, SARASOTA, FL 34242
$475,000257 Days on yellowkey MLS ID: A4662312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1975 Tax: $5,514 (2024)Community: Pointe On Midnight PassCondo
Taxes:$5,514
Remarks: Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. In fact, this is the CLOSEST CONDO to MIDNIGHT PASS and LOWEST PRICED 2-bedroom unit in the entire complex! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is loaded with amenities including tennis, pickleball, fitness center, heated lap pool, spa, dry sauna, kayak launch, clubhouse and more. Boat docks are also available for a small fee on a first come first serve basis. Rather go to the beach? No problem…Turtle Beach access is just about a half-mile away. And let’s not forget, just a few miles up the road are all the amazing restaurants and shops of Siesta Village. The first thing you’ll notice when you enter this turnkey-furnished, 2bed/2bath condo, is how the living area leads right out to an expansive 30-foot lanai overlooking Little Sarasota Bay and the Jim Neville Nature Preserve…a perfect spot for entertaining or just sitting back and enjoying the view and the wildlife. The primary bedroom also has access to the lanai and features an ensuite bathroom, finished closets, and of course, spectacular sunrise views. Engineered hardwood floors throughout give the home a cozy, beachy feel. Unlike other condos in the area, a washer/dryer is conveniently located within the unit. Recent updates include 5 new ceiling fans, new blinds, new range, newer dishwasher, and new furniture in the dining room and living room. AC was replaced in 2019. There is also additional storage space on the ground floor for all your beach and boating gear. Don’t miss out on your chance to own a piece of paradise! Schedule your showing today! Before you know it, you could be floating around the crystal blue waters of Midnight Pass and enjoying STUNNING SUNRISES & SUNSETS right from your own condo.
Listing is courtesy of: UKEEPCOMMISSION REAL ESTATE (941-465-9206)
Listing Agent: Adam Waxler (941-465-9206)
4822 OCEAN BLVD #11E, SARASOTA, FL 34242
$419,00015 Days on yellowkey MLS ID: TB8498225
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,517 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$4,517
Remarks: 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
1893 RITA ST, SARASOTA, FL 34231
$445,00092 Days on yellowkey MLS ID: A4678772
1 Days Off yellowkey (back on 4/23/2026)
REDUCED by $5,000 (1.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1974 Tax: $2,091 (2025)Community: Mead Helen DSpa: NoSingle Family
Taxes:$2,091
Remarks: Under contract-accepting backup offers. Charming Vamo Pool Home — 1893 Rita Street Welcome to this well-loved 3-bedroom, 2-bath home in desirable Vamo—where classic Florida charm meets move-in-ready updates. Gorgeous Eastern European oak hardwood floors run throughout the living spaces, adding warmth and timeless character. The living room features a working fireplace—perfect for those rare cool Florida nights. The private backyard oasis includes a sparkling pool—ideal for relaxing, entertaining, and enjoying countless beautiful sunsets. Major updates provide peace of mind, including a new roof and impact windows. Bright, airy rooms and thoughtful finishes make this home effortless to enjoy year-round. This location truly lives like a destination. Enjoy multiple waterfront restaurants, convenient grocery stores, neighborhood cafés, dog parks, YMCAs, and county facilities—everything you need for active, social, and convenient living is close by. Minutes from two kayak put-ins on Little Sarasota Bay, the area offers easy access to outdoor recreation and waterfront dining. And no HOA. Prime coastal access and drives to nearby favorites: 9.5 miles to downtown Sarasota, 6 miles to Siesta Key Beach, 11.5 miles to St. Armands Circle, and 10 miles to Venice Beach. Schedule your private showing today and discover why 1893 Rita Street is more than a home—it’s a lifestyle destination.
Listing Agent: Karen Sweat (941-323-6707)
1269 DOCKSIDE PL #115, SARASOTA, FL 34242
$825,000213 Days on yellowkey MLS ID: A4656792
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $6,667 (2024)Community: Harbour TowneSpa: YesCondo
Taxes:$6,667
Remarks: This spacious condo has easy access to Siesta Key Beach and a DEEDED 25-FOOT BOAT SLIP WITH A LIFT!! There is water and electric to the slip (#38). Yes, this is a rare opportunity to have both your boat and a nearby world-famous beach in a nicely laid out two-bedroom, two-bath turnkey furnished condo. The master bedroom has views of the harbor while the guest room has a peaceful garden view. This condo features tile flooring throughout with both HVAC and appliances that are only a couple of years old. The roof was replaced in November 2021, and the unit has a one-car garage with storage above as well as a dedicated parking space in front. In addition, this unit has one of the few private outdoor decks in the community. Harbour Towne offers fantastic amenities, including a clubhouse, heated pool, spa, and tennis/pickleball courts. Enjoy the village by day or evening for great dining, shopping and live music. A complimentary trolley runs by the complex on a regular schedule in season. This is a great place to live and play! Look no further, this is where your fun-filled life begins.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000169 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonySpa: NoCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing Agent: Jo James, Llc (941-928-3175)
757 BEACH RD #308, SARASOTA, FL 34242
$549,00031 Days on yellowkey MLS ID: TB8492005
REDUCED by $46,500 (7.8%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1970 Tax: $5,582 (2025)Community: Crescent RoyaleCondo
Taxes:$5,582
Remarks: Prime location directly across the street from Siesta Key Public beach has a full Gulf view that enjoys gorgeous sunrises and sunsets! Unit was completely gutted and remodeled with high end finishes, paint, and furniture in 2011. Everything is in excellent condition. This third floor unit in the highly desired Crescent Royale Condominium complex has a screened lanai, assigned covered parking space and storage locker for beach gear. Complex has large heated pool, grills with picnic area, bike parking, shuffleboard, a Clubhouse with pool table, exercise room and bathrooms. One mile to the Village restaurants and shops. This unit is sold turnkey furnished and allows weekly rentals. Use excellent on-site management or DIY on VRBO and AirBNB. Start your revenue stream from day one - ask to see our stunning rental history! Great income producer - $48,622 in 2025
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
1695 HYDE PARK ST, SARASOTA, FL 34239
$1,999,99993 Days on yellowkey MLS ID: A4679534
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2939 Built: 2004 Tax: $18,817 (2025)Community: Mckune SubSpa: YesSingle Family
Taxes:$18,817
Remarks: Exceptional Living in Sarasota's Premier Southside Village. Discover quality living in one of Sarasota's most sought-after addresses. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, premium finishes, and an enviable location just half a block from the vibrant shops and restaurants of Southside Village. The heart of this home is a spacious great room with soaring 18-foot ceiling and tasteful hand-hewn hardwood oak flooring that exudes warmth and character. A convenient dry bar equipped with its own refrigerator, wine cooler, and adjacent powder room makes entertaining effortless. Integrated surround sound creates the perfect ambiance throughout the first floor, while French doors open to a generous 20' x 12' screened lanai featuring a private relaxing hot tub. The thoughtfully designed kitchen is well suited for the culinary enthusiast, featuring an abundance of custom cabinetry with pull-out shelves, under-cabinet lighting, and expansive counter space. Premium appliances include an island-mounted DCS gas range with professional-grade hood, Sub-Zero refrigerator, Bosch dishwasher, and a built-in Miele espresso/cappuccino maker for your morning ritual. The adjacent dining area provides ample space for gathering family and friends around the table. A downstairs office showcases custom-built cabinetry and shelving, creating an ideal work-from-home environment. Quality touches throughout include solid wood core doors and a convenient in-wall vacuum system. Retreat to your spacious primary bedroom where French doors open to a private balcony overlooking mature, lush landscaping. Dual walk-in closets feature organized closet systems, while the spa-inspired en-suite bath boasts stone countertops, a solid wood vanity with dual sinks, an oversized shower with rainfall sunflower head, and a stunning Oceania jacuzzi soaking tub. Two spacious secondary bedrooms share a Jack and Jill bathroom perfect for family or guests. The upstairs laundry room is thoughtfully equipped with its own sink, folding table, and storage cabinetry. A fully equipped outdoor kitchen and patio bar complete with refrigerator, sink, gas grill w/range hood, kegerator, and granite bar provide a great gathering spot. Hurricane impact windows throughout, a metal roof, and resilient Hardie board siding provide exceptional protection against Florida's elements. Situated 20+ feet above base flood elevation, flood insurance is not required, offering both security and long-term savings. 3-car carport. In addition to the amenities of Southside Village you're in close proximity to Sarasota Memorial Hospital, downtown Sarasota, top-rated schools including Sarasota High and Southside Elementary and only 5 miles to world-renowned Siesta Key beach Everything you love about Sarasota living is moments away. This exceptional residence offers the complete package: prime location, superior construction, thoughtful amenities, and the ultimate Sarasota lifestyle. Schedule your private showing today. ________________________________________
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Conrad (941-544-0143)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.