Location: Sarasota
Do Not Show Listings
5552 BENTGRASS DR #7-116, SARASOTA, FL 34235
$250,00012 Days on yellowkey MLS ID: A4695756
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,892 (2025)Community: Las Palmas Of SarasotaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,892
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: GORGEOUS AND PRICED TO SELL! Impressive upgrades, stylish, and great location! Step into the largest three-bedroom, two-bath floor plan in Las Palmas, where thoughtful design meets exceptional updates. This unique residence offers peaceful water views, lush mature landscaping, and a layout that truly stands out. From the moment you enter, you'll be captivated by the second story soaring ceilings, enhanced by an impressive catwalk feature that allows natural light to flood the space. The beautifully updated kitchen, modern laminate flooring, and meticulous upkeep make this home move-in ready. Newer AC system, a newer hot water heater, upgrades kitchen floors, and modern updates throughout. Las Palmas is a highly sought-after gated community offering an unparalleled lifestyle. Enjoy direct access to Benderson Park through a private gate, making morning walks, bike rides, or trips to UTC effortless. No need to worry about parking for special events ... simply stroll or cycle to Sarasota's premier shopping and dining destination. Residents also have access to resort-style amenities, including two heated swimming pools, tennis courts, two clubhouses with a TV room, two fitness centers , a car wash station, a dog park, and even extra storage for RVs and large trucks. This home is a rare find and beautifully maintained, thoughtfully updated, and priced to sell. Don't miss your chance to own one of the best values in Sarasota. This condo is not only exciting to view but it's also priced below well below it's value, and incredibly well taken care of by it's current owners. Schedule your showing today!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
5740 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$1,950,00067 Days on yellowkey MLS ID: A4686166
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $12,418 (2025)Community: Gulf & Bay Club Ph 6Spa: YesCondo
Taxes:$12,418
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
5966 MIDNIGHT PASS RD #G-67, SARASOTA, FL 34242
$2,299,00046 Days on yellowkey MLS ID: A4692674
REDUCED by $90,000 (3.8%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 1970 Tax: $10,966 (2025)Community: Palm Bay Club ISpa: YesCondo
Taxes:$10,966
Remarks: Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While this residence has primarily been enjoyed privately, Palm Bay Club’s highly regarded in-house rental program and flexible three-day minimum rental policy provides an exceptional option for owners seeking to generate income alongside personal enjoyment. The property includes 24-hour onsite security as well as full-time management, front desk and maintenance personel 7 days/week. Many long-term staff members contribute to the welcoming and established feel that owners value so highly. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
4244 CENTRAL SARASOTA PKWY #716, SARASOTA, FL 34238
$275,00021 Days on yellowkey MLS ID: A4695148
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1147 Built: 1999 Tax: $3,120 (2025)Community: Plaza De FloresCondo
Taxes:$3,120
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Welcome to this immaculate, turnkey, rarely available first-floor corner unit in the highly sought-after, gated community of Plaza de Flores at Palmer Ranch. This 2-bedroom, 2-bathroom residence features a highly desirable split floor plan that offers the ultimate in privacy and maintenance-free Florida living. The spacious primary suite is a private retreat boasting an en-suite bathroom and two expansive walk-in closets. On the opposite side of the condo, the comfortable second bedroom features ample closet space with easy access to the adjacent second full bathroom, perfect for guests. Inside, you will find modern updates completed in 2025, including a brand-new HVAC system and beautifully updated countertops in both the kitchen and bathrooms. The community also features extensive recent exterior upgrades, including a brand-new roof, new carports, and newly installed pavers. Enjoy your morning coffee or evening breeze on the private, oversized screened-in lanai. Plaza de Flores boasts resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts. The monthly condo fee provides excellent value, covering cable, water, sewer, and trash removal. Ideally situated just minutes from the world-renowned Siesta Key Beach, downtown Sarasota, The Legacy Trail, Oscar Scherer State Park, I-75, local marinas, and Gulf Gate. Everyday conveniences like Publix, Target, and Costco are right around the corner. Perfect as a primary residence, winter getaway, or investment property!
Listing Agent: Ania Mcginty (786-512-1846)
20 WHISPERING SANDS DR #501, SARASOTA, FL 34242
$1,199,0001 Day on yellowkey MLS ID: A4697523
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $6,764 (2025)Community: Whispering SandsSpa: NoCondo
Taxes:$6,764
Elementary School: None
High School: None
Middle School: None
Remarks: Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Christopher Bush (941-404-9504)
5240 HYLAND HILLS AVE #1421, SARASOTA, FL 34241
$264,900251 Days on yellowkey MLS ID: A4668576
INCREASED by $15,900 (6.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,146 (2024)Community: Heritage Oaks Golf & Country ClubCondo
Taxes:$4,146
Tax Year: 2024
Remarks: NEW & IMPROVED — Freshly Updated, Beautifully Furnished, and Truly Move-In Ready! Experience breathtaking panoramic views of the golf course, sparkling water, and surrounding preserve from this top-floor corner Abbey floor plan coach home in the highly sought-after Heritage Oaks Golf & Country Club. Offering 1,684 square feet of bright, open living space, this spacious 2-bedroom, 2-bathroom residence with a den and private garage has been thoughtfully refreshed and is ready for immediate enjoyment. Step inside to discover fresh interior paint, brand-new luxury vinyl plank flooring throughout, stylish new furnishings, and no carpet anywhere. The beautiful kitchen features white cabinetry, granite countertops, stainless steel appliances, and a breakfast bar, all opening seamlessly to the dining and living areas. Soaring vaulted ceilings and abundant natural light enhance the spacious feel. As a top-floor corner unit, you'll enjoy exceptional privacy and some of the most spectacular views in the community. Relax on the screened lanai while taking in sweeping water and golf course vistas and stunning Sarasota sunsets. The split-bedroom layout offers privacy for owners and guests alike, while the versatile den is perfect for a home office or additional guest space. Heritage Oaks Golf & Country Club has recently unveiled its beautifully renovated clubhouse, complementing an impressive amenity package that includes championship golf, Har-Tru tennis courts, five heated pools, a fitness center, on-site dining, and an active social calendar—all within a lush gated community. Located just minutes from downtown Sarasota, world-famous beaches, shopping, and dining, this beautifully updated home offers the perfect blend of comfort, convenience, and resort-style living. Simply bring your suitcase and start enjoying the Florida lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
4639 CHAPEL HILL DR #2925, SARASOTA, FL 34238
$390,00089 Days on yellowkey MLS ID: A4687543
REDUCED by $9,900 (2.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1997Monthly Fee: $35 Tax: $2,526 (2025)Community: Stoneybrook Veranda Greens North 02Spa: NoCondo
Taxes:$2,526
Remarks: Welcome to your dream condo in the highly sought-after Stoneybrook Golf & Country Club! This stunning, renovated 2-bedroom, 2-bath residence offers 1,333 square feet of light-filled living space with soaring cathedral ceilings and an open-concept design. The beautifully updated kitchen features wood cabinetry with crown molding, granite countertops, stainless steel appliances, and modern lighting—perfect for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, enhancing the home’s clean, contemporary feel. Retreat to the spacious owner’s suite, complete with a charming bay window, wood laminate flooring, and a luxurious ensuite bath featuring quartz countertops, dual storage, a sleek square sink, and a custom-tiled walk-in shower with subway tile and mosaic flooring. A split-bedroom layout ensures privacy, with a generously sized guest bedroom and a fully updated guest bath showcasing new cabinetry, quartz countertops, and stylish fixtures. Enjoy the best of Florida living with two private lanais—front and rear—both finished with new ceramic tile. Savor peaceful mornings and alfresco dining on the rear lanai overlooking the golf course and lake, or unwind in the evening on the front lanai with stunning sunset views. Additional highlights include an interior laundry room with ample storage, updated plumbing (re-piped), new AC (2022), and a new hot water heater making it move-in ready. Residents of Stoneybrook Golf & Country Club enjoy access to a premier gated community featuring an 18-hole championship golf course, clubhouse with dining and lounge, tennis and pickleball courts, fitness center, heated pools, scenic walking trails, and a vibrant social calendar. Ideally located just minutes from shopping, dining, and the world-renowned Siesta Key Beach, this exceptional condo offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
1001 POINT OF ROCKS RD #208, SARASOTA, FL 34242
$1,195,0001 Day on yellowkey MLS ID: A4697514
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1988 Tax: $10,536 (2025)Community: Siesta Sands ResortCondo
Taxes:$10,536
Remarks: Gulf view condominium at the Siesta Sands Resort, at the southern tip of world-famous Crescent Beach on Siesta Key. This second-floor end unit, featuring two bedrooms, two baths and two private balconies, has been completely renovated, tastefully decorated and furnished, with in-unit laundry, a reserved parking space and a nice view of the blue waters of the Gulf, as well as a good view of one of the resort’s pools. The resort-style condominium is on a beautiful private beach featuring what has been rated as the whitest sand, consisting of 99 percent pure quartz, which stays cool under your feet. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service for lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room and serene bamboo lounge. This boutique beachfront community offers a secluded, gated retreat with only 31 units and exclusive private beach access to Crescent Beach. The unbeatable location places you near Siesta Key's South Village. Siesta Sands allows weekly rentals and has an excellent on-site rental office to keep the condominium rented when not being utilized for personal use. The Point of Rocks is an area known for its coral formations and marine life, ideal for fishing or snorkeling. This resort condominium is offered turnkey furnished with solid rental history and further bookings in place. This is must-see. Don’t miss out.
Listing Agent: Ziad Sleit (941-928-5493)
9540 HIGH GATE DR #1411, SARASOTA, FL 34238
$460,0004 Days on yellowkey MLS ID: A4696292
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1996 Tax: $2,993 (2025)Community: Stoneybrook Veranda Greens 1Spa: YesCondo
Taxes:$2,993
Remarks: Impressive 1ST floor ABBEY model, in sought after Stoneybrook Golf & Country Club in Palmer Ranch! Entire condo has been updated to today's designer tastes. And to make it even more desirable...all the windows and glass doors are HURRICANE IMPACT for extra peace of mind and energy efficiency. There are views from every window as this is an END unit, so you can see all of the #4 tee boxes from different windows of the home and amazing, and expansive views from the the back lanai of the 4th hole and lake, where nature abounds with birds, and wildlife. The impact glass secures peace and quiet inside, and brings in loads of natural light. Windows are adorned with classic plantation shutters and shades. The updated kitchen is stunning, showcasing all granite counters, tiled back splash, soft close drawers, SS appliances and an eat-on bar for entertaining guests or sit at the casual dinette overlooking yet another tiled and screened in lanai to relax and enjoy the fresh air all year round. Both bathrooms have been tastefully updated with walk-in, tiled glassed showers, and raised stone vanities. The thoughtful split-bedroom floor plan provides privacy for both owners and guests, while the DEN offers flexibility as a home office, reading room, or additional guest space, and enjoys a double door for more privacy. Additional highlights include a detached one-car garage with plenty of storage for your golf and beach gear. Veranda Greens has its own heated pool and grill area just steps out your front door, this is the ease of first-floor living with no stairs! Stoneybrook Golf and Country Club just completed their new 18 hole golf course designed by Arthur Hills and Kipp Schulties and is said to be one of the best on the West Coast! Other top-notch amenities include Lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is a prime location close to the Legacy Trail, area Beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to enjoy! Experience the perfect blend of comfort, style, and resort-style living—schedule your private showing today!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julie Froeschle (941-228-6405)
3453 CLARK #252, SARASOTA, FL 34231
$154,0001 Day on yellowkey MLS ID: A4697775
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974 Tax: $1,615 (2025)Community: Sienna Park CondoCondo
Taxes:$1,615
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 1-bedroom, 1-bathroom has Soft carpet flooring throughout the living/dinning area and bedroom, with tile in the entryway, kitchen, and bathroom. The kitchen offers ample storage, granite countertops and stainless appliances. This unit has a quiet balcony view, perfect for entertaining guests. This home owner has added 4 CEILING FANS, NEW CLOSET SYSTEM, NEW A/C 2025, and a NEW MOTORIZED TERRACE SCREEN. The community has a heated pool, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, The Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.
Listing is courtesy of: PARADISE BUYERS REALTY, INC (941-302-4001)
Listing Agent: Sally Lippert (941-302-4001)
4264 CENTRAL SARASOTA PKWY #117, SARASOTA, FL 34238
$314,900140 Days on yellowkey MLS ID: N6142761
REDUCED by $10,100 (3.1%) on 05/05/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1319 Built: 1998 Tax: $2,183 (2025)Community: Plaza De FloresSpa: YesCondo
Taxes:$2,183
Remarks: Welcome to one of Plaza De Flores’ most desirable opportunities - a beautifully renovated, rarely available corner-unit condo in a gated Palmer Ranch community. This light-filled and spacious 3-bedroom, 2-bath corner residence offers the perfect blend of comfort, style, and convenience. Thoughtfully updated throughout, the home features impact windows and sliders, an expansive private lanai ideal for relaxing or entertaining, and a bright open-concept layout designed for easy Florida living. The fully renovated kitchen is a standout, complete with high-end stainless-steel appliances, built-in oven and microwave, abundant cabinetry, and easy-care countertops. Both bathrooms have been beautifully updated with tiled walk-in showers and upscale fixtures, creating a clean, modern feel. Additional recent upgrades provide exceptional value and peace of mind, including a newly front-load washer and dryer (2022), newly HVAC system with transferable 10-year parts and labor warranty (2022), new roof (2023), and new installed natural wood floors (2025). A brand-new covered carport and fresh paving, completed in 2025, add even more convenience. New all hurricane proof windows across entire property with life time guarantee (2024). The condo fee includes cable, water, sewer, and trash, making ownership simple and economical. Located just steps from the clubhouse, resort-style pool, fitness center, and tennis courts, this unit offers one of the most convenient locations in the community. Even better, shopping and dining are right at your doorstep, with exciting new nearby development around Sarasota Square Mall, including Whole Foods, CAVA, Chipotle, Joe & The Juice, and Trader Joe’s across the street. Ideally situated in the heart of Palmer Ranch, you’ll be minutes from Siesta Key Beach, downtown Sarasota, marinas, and The Legacy Trail. Move-in ready, beautifully updated, and perfectly located - this is Florida living at its best!
Listing is courtesy of: RESULTS REALTY GROUP LLC (941-416-2841)
Listing Agent: Lore Miller (941-416-2841)
956 SUNRIDGE DR #H2, SARASOTA, FL 34234
$159,90042 Days on yellowkey MLS ID: A4693012
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1263 Built: 1983 Tax: $388 (2025)Community: SunridgeCondo
Taxes:$388
Remarks: Desirable SRQ townhome offering 2 bedrooms, 2.5 baths, and a layout designed for both comfort and privacy. This well-maintained home features separate living and dining rooms, an updated kitchen, and spacious bedrooms with en-suite baths and private balconies. Enjoy plenty of storage throughout, plus a charming front porch and fenced back patio perfect for relaxing or entertaining. The low-maintenance community includes a pool, with one assigned covered parking space and one assigned uncovered space. Conveniently located near shopping, dining, beaches, airports, hospitals, entertainment and all that Sarasota has to offer.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Larry Haymore (561-866-0792)
4708 OCEAN BLVD #E4, SARASOTA, FL 34242
$2,199,00071 Days on yellowkey MLS ID: A4689440
REDUCED by $91,000 (4.0%) on 05/21/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,662 (2025)Community: Windward PassageCondo
Taxes:$16,662
Remarks: Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (608-345-7089)
6415 MIDNIGHT PASS RD #211, SARASOTA, FL 34242
$799,900187 Days on yellowkey MLS ID: A4675481
REDUCED by $50,000 (5.9%) on 06/13/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2358 Built: 1975 Tax: $7,544 (2025)Community: AnchorageSpa: NoCondo
Taxes:$7,544
Remarks: Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers.
1260 DOLPHIN BAY WAY #404, SARASOTA, FL 34242
$1,395,000203 Days on yellowkey MLS ID: A4673762
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1997 Tax: $12,793 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,793
Remarks: ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000267 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing Agent: Ethel Lovelace (941-586-7390)
1269 DOCKSIDE PL #115, SARASOTA, FL 34242
$825,000267 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.
1255 E PEPPERTREE DR #201, SARASOTA, FL 34242
$499,000316 Days on yellowkey MLS ID: A4661191
2 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1460 Built: 1972 Tax: $5,890 (2024)Community: Peppertree Bay ISpa: NoCondo
Taxes:$5,890
Remarks: Under contract-accepting backup offers. Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.
6703 MIDNIGHT PASS RD #101, SARASOTA, FL 34242
$424,90043 Days on yellowkey MLS ID: A4693235
REDUCED by $15,000 (3.4%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1974 Tax: $4,605 (2025)Community: Sea WindsCondo
Taxes:$4,605
Remarks: LOCATION, LOCATION, LOCATION – Live the “beach life” and a wonderful investment opportunity in beautiful Siesta Key, Florida! Enjoy your own piece of paradise at Sea Winds Condominium, Unit 101. This inviting first-floor, turnkey- “fully furnished”condo offers 2 bedrooms, 2 bathrooms, and beautiful views, all within a short walk to the world-famous beaches of Siesta Key. Meticulously decorated and thoughtfully designed, this charming condo features a comfortable living space with easy first-floor access. The unit comfortably sleeps 7 guests. The spacious primary bedroom includes a queen bed, tv, and dedicated workspace, making it ideal for remote work or extended stays. The second bedroom features a trundle bed with an additional matching twin bed, along with its own television. The living room offers additional sleeping accommodations with a queen-size sleeper sofa. The fully-equipped kitchen provides everything needed for everyday living and entertaining, while the dining area seats 6 comfortably. An adjustable coffee table offers seating for two additional guests. The unit includes a designated parking space directly in front of the condo, along with additional guest parking. Cable, water, and sewer are included in the Condo fee. Step outside to your own large, fully fenced private patio oasis featuring a Weber grill, a dining table with umbrella seating for six, and a relaxing conversation area with chairs— perfect for enjoying the Florida sunshine or entertaining guests outdoors. Residents of Sea Winds Condominium enjoy access to a heated community pool with lounge chairs, umbrellas, outdoor shower, and bathrooms for year-round enjoyment. Additional amenities include bicycle storage room, a social room for gatherings, barbeque grill and two shared laundry facilities. For added convenience, the condo also includes beach chairs, beach towels, and a rolling beach storage cart and a large storage unit on the 2nd floor. Beyond the comfort of the condominium, you are only a five-minute walk from the pristine quartz sands of Siesta Key Beach, consistently ranked among the top beaches in the United States. Spend your days soaking up the sun, strolling along the shoreline, or enjoying the spectacular sunsets for which Siesta Key is famous. Leave the light on in the condo, because when you walk back from the beach at night, it feels like a beacon calling you back. Just a short walk away, you’ll find the South Village area featuring restaurants, boutiques, beach bars, ice cream shops, and rental companies offering fishing equipment, boats, kayaks, bicycles, and passenger golf carts. A daily trolley service with stops directly in front of the Sea Winds complex provides convenient access to Siesta Key Village and other island attractions. Being well built all above Sea Level, this inviting two level complex has enjoyed being water free from any storm or hurricane since it was built. Recent community improvements include:• New roof (2024)• Newly renovated swimming pool (2025)• New storm drainage and sewer lines (2025)• Newly paved and striped parking area (2026)Do not miss this incredible opportunity to enjoy coastal living at its finest. This Sea Winds Condominium offers the perfect combination of relaxation, convenience, and adventure in one of Florida’s most sought-after beach destinations. More important though, to truly appreciate this little gem, come and see it for yourself. This unit is precious and deserves to be loved.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
6140 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$1,279,00030 Days on yellowkey MLS ID: A4694184
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967Monthly Fee: $1,354 Tax: $13,588 (2025)Community: Horizons WestSpa: YesCondo
Taxes:$13,588
Remarks: Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that has never been in a rental program, resulting in exceptionally minimal wear and tear. Following a comprehensive top-to-bottom renovation that stripped the unit to its concrete box, every inch of this residence reflects the pride of true ownership with timeless, sophisticated design. The gourmet kitchen and bathrooms feature custom Harlan solid wood cabinetry sourced from Indiana, sleek granite countertops, and a premium suite of KitchenAid stainless steel appliances. Modern infrastructure is seamlessly integrated throughout, including Cat 6 data outlets, a commercial-grade PakEdge Wi-Fi router, and a whole-home surge protector. Comfort is guaranteed with a brand-new HVAC system installed in July 2025, complete with an air scrubber for active air purification. The home is an audiophile’s dream with a built-in multi-zone sound system featuring Vienna Acoustics speakers and a Marantz receiver. Elegant touches abound, from recessed LED and runway lighting to motorized Hunter Douglas window treatments and custom California Closets. Offered turnkey and fully furnished, the residence includes high-end pieces like an American Leather sofa and Westin Heavenly Bed® mattresses, along with the rare convenience of a roughed-in space for an in-unit washer and dryer. Horizons West spans 11 acres with over 300 feet of deeded beach access, a beachside pool and spa, and a serene bay-side park with a day dock. This is a rare opportunity to own a residence finished to the highest standard on the world-renowned shores of Siesta Key. Welcome home.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
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