Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2347 BENEVA TER #2251, SARASOTA, FL 34232
$229,90058 Days on yellowkey MLS ID: A4680520
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1363 Built: 1978Monthly Fee: $559 Tax: $2,941 (2025)Community: Terraces Of Forest LakesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,941
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT Seller Pays First 6 months of HOA Fee.....Move right into this UPDATED 2 BEDROOM, 2 BATH CONDO . . . FIRST FLOOR END UNIT . . . . . COVERED ASSIGNED PARKING RIGHT AT THE FRONT DOOR . . . OPEN AND BRIGHT . . . INDOOR OUTDOOR PATIO SPACE . . .SPLIT FLOOR PLAN . . . Introducing a beautifully updated 2-bedroom, 2-bath condo centrally located in Terraces of Forest Lakes off Beneva. The tasteful updates combine modern elegance with comfort and function. The newly updated contemporary kitchen with solid wood cabinets, quartz countertops, ceramic tile flooring and stainless steel appliances makes it a perfect space for cooking and entertaining. Both bathrooms have also been thoughtfully updated, enhancing the overall appeal of the home. The unit has been freshly painted, giving it a bright and inviting atmosphere throughout. Enjoy the convenience of a full-size washer and dryer right inside the home, eliminating the hassle of laundry days. Say goodbye to dated popcorn ceilings, as this condo proudly showcases updated ceilings, stylish new ceiling fans and recessed lighting, adding a fresh and airy ambiance to the living space. The enclosed lanai offers a serene spot to unwind, providing a perfect blend of indoor and outdoor living. For your convenience, covered carport parking is steps from your front door, keeping your vehicle protected from the Florida sun and ensuring easy access to your home. Located just a short distance from downtown Sarasota, the beautiful beaches of Lido and Siesta Key, and the scenic Legacy Trail, this condo is ideally situated for those who appreciate both leisure and convenience. Don’t miss the opportunity to make this exquisite condo your own! All information provided by the seller is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
8600 MIDNIGHT PASS RD #301, SARASOTA, FL 34242
$2,250,00056 Days on yellowkey MLS ID: A4681050
1 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2730 Built: 1985 Tax: $19,557 (2025)Community: Hidden Lagoon Beach ClubCondo
Taxes:$19,557
Elementary School: Phillippi Shores Elementary
Remarks: Rarely available at Hidden Lagoon Beach Club, this exceptional turnkey furnished residence offers breathtaking panoramic gulf views from nearly every angle. Wake to the sound of gentle waves, savor the serenity of a secluded beach, and unwind with unforgettable sunset skies - this is coastal living at its finest. Beautifully furnished and thoughtfully renovated, the expansive 2,730-square-foot condo features an expertly redesigned eat-in kitchen and an open-concept floor plan that maximizes both space and natural light. Custom built-in cabinetry frames a striking shiplap accent wall with an inviting electric fireplace, mantel, and TV - perfect for those relaxed evenings. The home includes two generously sized primary suites, each with updated en-suite baths and large walk-in closets equipped with custom organizer systems. Neutral luxury vinyl plank and tile flooring run throughout, creating a clean, coastal elegance. Offered turnkey furnished, excluding personal items, and complemented by an oversized private two-car garage - a rare and valuable bonus. Hidden Lagoon Beach Club is an intimate, gated community of just 24 residences, ideal for those seeking privacy away from the crowds. Amenities include a heated pool with lockers, tennis court, kayak/canoe launch, tranquil lagoon views, and a charming butterfly garden, along with private gated beach access. Conveniently located just minutes from Siesta Key’s renowned dining, shopping, and marinas, this extraordinary home truly offers the best of the best. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
3908 CENTER GATE CIR #27, SARASOTA, FL 34233
$315,00084 Days on yellowkey MLS ID: A4677107
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 1979Monthly Fee: $475 Tax: $3,442 (2025)Community: Center Gate Village 1Villa
Taxes:$3,442
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Are you looking for a move in ready, maintenance free villa that you don't have to renovate, replace floors, rip out carpet, repaint, and drain your bank account? This is the property for you! There isn't much that hasn't been updated, upgraded, redone or replaced in this Center Gate home just south of Bee Ridge in Sarasota. All of the major items have been replaced including: Roof 2023 *** Hurricane Impact Cat 5 Windows, Doors, Steel Garage Door and Sliders 2023 ($45,000) *** Kitchen Appliances all new since 2024 *** LG Washer and Dryer 2025 *** Water Heater 2025 *** Brick Pavers on lanai and Porches 2023 *** Garage Floor Epoxy and Fire Door Added 2024 *** Lanai Ceiling Remodel 2023 *** And wait there is more... Owners also made these upgrades: Garbage Disposal, Kitchen Light and Faucet, Toilets, Bathroom Faucets, Painted Guest Bathroom and Living Room, Most of the Fans and Fixtures in the house, Blackout Drapes, and just had the grout professionally cleaned. Don't bother with these fixer uppers, bring your suitcase, drop it at the house, and head to the beach because you won't be lifting a finger. Center Gate has reasonable fees, a stable budget and reserves, community pool, and fees include cable, lawn maintenance, community pool, and building insurance. You will be hard pressed to find a cleaner property than this one on the market today.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Cody Craig (941-497-6060)
3259 BENEVA RD #101, SARASOTA, FL 34232
$213,0001 Day on yellowkey MLS ID: A4687468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Remarks: This move-in ready, model-like condo features impact windows and sliders and tile flooring throughout. The fully remodeled kitchen offers quartz countertops, updated cabinetry, stainless steel appliances, and a new A/C system for added comfort and efficiency. Located in a well-managed community with some of the lowest fees in Sarasota, residents enjoy excellent amenities including two community pools, two tennis courts, pickleball, a fitness center, shuffleboard, and a clubhouse. The picturesque grounds feature tree-lined streets, tranquil ponds, gazebos, and barbecue areas. Perfectly situated in a central location, just minutes from Sarasota Memorial Hospital, downtown Sarasota, world-class beaches, and the Legacy Trail, along with premier arts, dining, and shopping. Maintenance-free living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
6609 PALADIN CT, SARASOTA, FL 34241
$1,849,00064 Days on yellowkey MLS ID: A4679386
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2026Monthly Fee: $83Community: Paladin EstatesSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under Construction. Now introducing a signature modern farmhouse in Paladin Estates, Sarasota’s newest private enclave designed for boat, RV, and collector car enthusiasts who value space, privacy, and high-performance living. Positioned on a premier half-acre homesite within this newly developed community, this custom residence pairs timeless farmhouse architecture with advanced durability and energy efficiency. Built as a true performance home, it features a standing seam 5V crimp metal roof, impact and insulated windows and doors, and open-cell spray foam insulation for superior structural strength, storm protection, and year-round climate control. Wide-plank European Oak flooring, architectural millwork, and custom built-ins add warmth and character throughout, while every closet is appointed with premium wood shelving. The chef’s kitchen anchors the home, crafted in partnership with Amish artisans and equipped with professional-grade Thor appliances, a Rohl Allia fireclay sink, custom cabinetry, and designer finishes for elevated everyday living and effortless entertaining. A detached 45-foot-deep toy garage with a 14-foot door delivers exceptional flexibility, accommodating an impressive classic car collection while the main residence provides two additional attached garage spaces. Alternatively, the structure is equally suited to house a large boat or RV with remaining capacity for stacked vehicles, creating a rare multi-purpose compound for serious collectors and outdoor enthusiasts alike. Outdoors, travertine surrounds a saltwater pool and spa, creating a resort-style retreat ideal for year-round Florida living, with additional backyard space offering the opportunity to add a private pickleball court or expanded recreational amenities. Just minutes from downtown Sarasota, the Cultural Coast, fine dining, championship golf, marinas, and the quartz-sand beaches of Siesta Key, this home by Yoder Built Properties stands as a statement of craftsmanship, integrity, and enduring quality. This property qualifies for a 1% lender incentive when using the preferred lender; inquire for details. Your Sarasota legacy starts here.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
635 TROPICAL CIR, SARASOTA, FL 34242
$948,000164 Days on yellowkey MLS ID: A4668594
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2255 Built: 1983Monthly Fee: $54 Tax: $11,904 (2024)Community: Siestas Bayside Bayside Club 01Single Family
Taxes:$11,904
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tami Cashi (941-527-9088)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$950,000151 Days on yellowkey MLS ID: A4670726
REDUCED by $45,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseCondo
Taxes:$10,813
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new $50,000 custom organizers. A versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. 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. A full-size, in-residence washer and dryer make this home as practical as it is luxurious.Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$749,000166 Days on yellowkey MLS ID: A4669008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassCondo
Taxes:$5,944
Remarks: Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
910 SIESTA KEY PL, SARASOTA, FL 34242
$2,900,000154 Days on yellowkey MLS ID: A4670452
2 Days Off yellowkey (back on 4/3/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4201 Built: 1970Monthly Fee: $83 Tax: $13,464 (2025)Community: Siestas BaysideSingle Family
Taxes:$13,464
Remarks: Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding waters, from a quick cruise to Skiers Island for water sports, to sunset sails on the Gulf of Mexico. Recently and thoughtfully renovated, this stunning coastal residence perfectly blends timeless design with modern luxury. Although originally built in 1970, because of the significant recent renovations, the effective year of this home per Sarasota County tax records is 2015. Boasting five spacious bedrooms, four and a half bathrooms, and 4,201 square feet of refined living space, it offers the ideal setting for relaxed everyday living and effortless entertaining. All within a home designed to complement today’s vibrant family lifestyle. Step inside to discover a light-filled, open floor plan framed by tranquil water views. New flooring and stylish fixtures create a crisp, inviting ambiance. The kitchen blends form and function with stainless steel appliances, custom cabinetry, quartz countertops, and a spacious island ideal for gathering with family and friends. The primary suite is a serene retreat featuring a spa-inspired bath and direct access to the pool terrace. Outdoor living shines with multiple spaces for lounging and dining beside the pool or enjoying the expansive waterfront lawn. Located on the north end of Siesta Key, just minutes off the island via the North Bridge and close to Siesta Key Village and the island’s world-famous white-sand beach. This property combines the best of island living and boating convenience, all in one exceptional address.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Toni Schemmel (941-914-0805)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$145,000154 Days on yellowkey MLS ID: A4670262
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsCondo
Taxes:$1,641
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000114 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSingle Family
Taxes:$7,045
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,995,000178 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.
Listing Agent: Lenore Treiman (941-356-9642)
888 BLVD OF THE ARTS #1205, SARASOTA, FL 34236
$1,224,900112 Days on yellowkey MLS ID: A4674559
REDUCED by $25,000 (2.0%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1729 Built: 1982 Tax: $15,783 (2025)Community: Condo On The Bay Tower ICondo
Taxes:$15,783
Remarks: Welcome to Residence 1205 at Condo on the Bay, one of Sarasota’s most iconic waterfront addresses. Perched high above the shoreline, this elegant 2-bedroom, 2-bath residence offers approximately 1,729 sq ft of refined living with panoramic, unobstructed views of Sarasota Bay that transform daily living into a private waterfront experience. From the moment you enter, the sweeping vistas pull you in, shimmering open water, sailboats gliding by, and postcard sunsets that fill the sky. High-rise living here is more than beautiful; it’s effortless. The layout is designed to maximize light, space, and the breathtaking scenery, with a generous balcony that feels like an outdoor living room suspended over the bay. Inside, the home delivers the level of comfort and sophistication expected of a premier bayfront building. Expansive living and dining spaces flow seamlessly, perfect for relaxation or hosting. The private bedroom suites offer their own spectacular perspectives, creating daily moments of calm and inspiration. Whether you’re a year-round resident or seasonal homeowner, this floor and view line remains one of the most sought-after in the entire tower. Life at Condo on the Bay is world-class. The community is renowned for its resort-style amenities, including two heated pools, tennis, a state-of-the-art fitness center, boat docks, 24-hour security, covered parking, and impeccably maintained grounds surrounded by lush tropical landscaping. Step outside and you’re moments from downtown Sarasota, the Van Wezel Performing Arts Hall, The Bay Park, waterfront dining, shopping, galleries, and cultural venues that make this one of the most desirable urban coastal destinations in Florida. The building maintains strong reserves, attentive management, and a prestigious reputation, contributing to consistently strong resale value. With similar high-floor bayfront residences selling quickly in the $1.3–$2.1 million range, opportunities like this are limited. For those seeking a lock-and-leave luxury retreat with one of the best views in Sarasota, this residence offers unmatched appeal. For those seeking long-term ownership in an irreplaceable waterfront location, this is the moment. Bayfront properties of this caliber rarely come to market and when they do, they move fast. Secure your private showing today and experience why Condo on the Bay remains one of Sarasota’s most coveted addresses.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Michael Graf (941-315-6980)
98 DADE AVE, SARASOTA, FL 34232
$559,900Listed 04/03/2026 7:34AM MLS ID: TB8491097
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1691 Built: 1978 Tax: $6,124 (2025)Community: Grerrs Homeland RepSingle Family
Taxes:$6,124
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Welcome to your private poolside retreat in desirable Sarasota, 5 minutes away from the Gulf Coast beaches. No CDD or HOA. This beautifully updated 3-bedroom, 2-bath home offers a seamless blend of comfort, style and Florida outdoor living. The 1,751 square feet home features an open floor plan designed for everyday living and entertaining. The fully fenced backyard is a true oasis; a setting that creates both privacy and serenity. Floors are wood-look porcelain tile throughout giving this home a modern, easy-care style providing a clean and low maintenance interior with no carpet. The kitchen features newer stainless-steel appliances with ample cabinet storage. The primary suite offers the convenience of an ensuite bath and spacious walk-in closet with custom organizer shelves. On the opposite side of the home, two guest bedrooms and a full bath provide comfort and privacy for family or visitors. Additional features include a 2-car garage with indoor laundry (Newer washer and dryer included) and extra storage. Step outdoors to a living area highlighted with a covered lanai including a New Outdoor Fan (2026), providing shaded seating overlooking the refreshing pool. The backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Major updates include a Roof Replacement (2021), Air Conditioner (2021), Air Handler (2024), Tankless Water Heater (2025), Fresh interior paint (2026), Updated design to baseboards/window casings (2026), Concrete Driveway (2026), New Pool Filter (2026). This could be yours-A well-maintained pool home in a convenient Sarasota location. Ideally located just minutes from shopping, dining, downtown Sarasota, the Legacy Trail, and world-renowned Gulf Coast beaches. This is more than a home—it’s a lifestyle.
Listing is courtesy of: ROGER G KING (916-300-1134)
Listing Agent: Roger King (916-300-1134)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$689,000176 Days on yellowkey MLS ID: A4667640
REDUCED by $5,500 (0.8%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: One or more photo(s) has been virtually staged. SELLER SAYS: “MAKE THIS CONDO YOURS TODAY!” All assessments paid by seller**** (Translation: Don’t wait… this view won’t.) Welcome to your front-row seat to Sarasota Bay at the highly sought-after Regency House on Gulfstream Avenue. This beautifully updated 2-bedroom, 2-bath residence sits on the 4th floor and offers 1,424 sq. ft. of bright, open living space—plus a wall of floor-to-ceiling windows that deliver sparkling bay views from morning coffee to sunset cocktails. The open-concept living and dining areas are flooded with natural light (yes, it’s as good as it sounds), while the designer kitchen features stone countertops, custom cabinetry, and stainless-steel appliances—perfect for hosting, entertaining, or simply enjoying the view while pretending you’re on vacation. The primary suite is a peaceful retreat with panoramic water views, a generous closet, and a beautifully updated ensuite bath. The second bedroom is equally spacious and flexible—ideal for guests, a home office, or a stylish retreat of your own. Residents of Regency House enjoy resort-style amenities including a 24-hour concierge, heated pool, updated clubroom, and secure covered parking—all designed for effortless downtown living. Located just steps from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, and Sarasota’s vibrant arts and cultural scene, this is downtown waterfront living done right. Easy to schedule showings. Come see why this is one of the BEST values on the Bayfront—and why you’ll want to act fast.
Listing Agent: Kim Donahue (941-724-2587)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$624,9991 Day on yellowkey MLS ID: A4688472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: This beautifully furnished END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
5603 AARON CT, SARASOTA, FL 34232
$750,000Listed 04/02/2026 12:42PM MLS ID: A4688260
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 2012Monthly Fee: $150 Tax: $6,364 (2025)Community: Oak VistasSingle Family
Taxes:$6,364
Remarks: **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom pool home tucked away on a quiet cul-de-sac in the Oak Vistas community. Offering over 2,900 sq. ft. of living space, this two-story home features a functional layout designed for both everyday living and entertaining. Inside, the home opens to a welcoming dining area complete with a custom dry bar and wine cooler, creating a great space to host. The layout flows naturally into the kitchen and main living areas. The kitchen is equipped with 42-inch wood cabinetry, granite countertops, stainless steel appliances, and a large center island with ample prep and seating space. The main living area connects seamlessly to the outdoor space, enhancing the home’s open feel. The primary suite is located on the main level and offers a spacious layout with a massive walk-in closet. The upgraded primary bathroom features dual sinks, modern finishes, and dual shower heads. Upstairs, you will find three additional bedrooms along with a large bonus loft space, ideal for a media room, home office, or flexible living area. Step outside to a private, screened-in pool area with a fenced backyard, perfect for relaxing or entertaining. The cul-de-sac setting adds to the home’s quiet and private feel. Conveniently located near UTC, I-75, shopping, dining, and Gulf beaches, this home offers a prime location with low HOA fees and no CDD.
Listing Agent: Toni Zarghami (941-248-2147)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,000Listed 04/02/2026 12:05PM MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.
Listing Agent: Marlin Yoder (941-893-7406)
1734 RIVIERA CIR, SARASOTA, FL 34232
$899,0001 Day on yellowkey MLS ID: A4688076
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3474 Built: 1971Monthly Fee: $5 Tax: $7,478 (2025)Community: Forest Lakes Country Club EstatesSingle Family
Taxes:$7,478
Remarks: Pristine, private, and fully fenced, this beautifully updated pool home in central Sarasota is being offered for only the second time since it was built. Tucked on a quiet corner lot in the highly sought-after Forest Lakes Country Club Estates, this single-story masonry ranch sits on over one-third acre, southern pool exposure and an impressive elevation of about 16.7–20 feet. The residence offers four bedrooms, two-and-a-half baths, and 3,474 square feet under air, including 492 square feet of enclosed lanai living space. Inside, the home is designed for comfortable everyday living and effortless entertaining, with generously scaled rooms, abundant natural light, and a sprawling layout, a welcoming family room ... complete with a travertine wood-burning fireplace adjacent to the kitchen. A sunken formal living room adds architectural character, while expansive indoor and outdoor living areas provide flexibility for hosting family and friends. The oversized kitchen features granite countertops, soft-close wood cabinetry, stainless appliances, an island range with hood, pull-out pantry storage, and a black glass Samsung refrigerator with water filtration. A convenient pass-through window connects the kitchen to the enclosed lanai seating area, creating a seamless space for casual dining and entertaining while overlooking the pool and backyard. Extensive updates throughout the home provide exceptional peace of mind. Major system improvements include a mansard built-up roof installed in 2019, hurricane-impact windows installed in 2025, a new AC system and ductwork in 2025, a new water heater in 2025, an updated electrical panel in 2021, and the replacement of original polybutylene plumbing with PEX plumbing in 2021. Interior upgrades completed in 2021 include vinyl plank flooring, upgraded plush carpeting, and renovated kitchen and bathrooms with quality cabinetry, granite surfaces, and stainless appliances. The pool and outdoor living areas were thoughtfully renovated in 2025, featuring a new pool surface, sun shelf, bench seating, heater, pump, and saltwater system. The inviting outdoor space overlooks a private paver pool deck and fully fenced yard, creating a relaxing setting for enjoying Florida’s year-round sunshine. A separate concrete slab area offers additional flexibility for recreation such as basketball or other outdoor activities. Additional features include recessed and dimmable lighting throughout, marble window sills, linen curtains, large closets including an oversized coat closet, and abundant windows and sliding doors that bring natural light into every room. The main hallway bathroom also functions as a convenient pool bath with direct access to the lanai area. Due to the extensive improvements made over the years, the property carries an effective year (tax record) of 2006. Ideally located in the heart of Sarasota, the home is just minutes from The Palms Golf Club at Forest Lakes and Village Green Golf Club, the charming Pinecraft district and Yoder’s Restaurant & Amish Village, vibrant Downtown Sarasota, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key. Everyday shopping and dining are also close by, including Costco, BJ’s Wholesale, and Sam’s Club. Forest Lakes Country Club Estates offers a voluntary HOA of just $60 per year. The prior owner removed the 4th bedroom closet (can easily be re added). FLOORPLAN attached.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,0001 Day on yellowkey MLS ID: N6143339
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Single Family
Taxes:$2,984
Remarks: Get ready to view and call your home in this pristine and immaculate kept move in ready. This stunning Mid-Century Modern residence located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautifully original quality 3-bedroom, 2-bathroom home with one bathroom is a pool bathroom. Original terrazzo flooring, solid wood doors, real wood cabinets and other quality designs with the history craftsmanship still installed of 1953 with updated functionality. As you walk around your home, feel the unique timeless design of a functional kitchen, all appliances included with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wonder into the true comfort of an intimate family room, which leads into a spacious filled with natural light Florida room, air condition. Currently as an artist studio with many future possibilities. Open your French doors and seek out to an oversize Pool and lanai and enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. Total property sits on 0.349-acre lot. Seamlessly blends timeless design with modern luxury and functionality. Step inside again and view your spacious master bedroom with two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including hurricane-impact windows, new roof installed in 2019. Recently re-plumbed and new water heater. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located all of what Sarasota offers. This home is timeless quality with of style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
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