Location: Sarasota
Do Not Show Listings
7461 W COUNTRY CLUB DR N #402, SARASOTA, FL 34243
$165,0003 Days on yellowkey MLS ID: A4694358
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1973 Tax: $710 (2025)Community: No 1 Palm-Aire Desoto Lakes Cc Apt CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$710
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Gorgeous Palm Aire unit with beautiful full view of golf course from the top floor. Updated windows and AC. This condominium is perfect for full time or seasonal living. Or can be used as a rental. Both bedrooms have their own bathroom. Screen balcony to enjoy the breezes and views. Watch the sunrise from the balcony. Close to the university Town Center, restaurants, shopping, supporting services, I-75 and the Sarasota Airport.
Listing is courtesy of: SABAL REAL ESTATE (941-870-0106)
Listing Agent: Carolyn Davis (941-356-5624)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000237 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Also available as a seasonal rental! 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)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$625,000247 Days on yellowkey MLS ID: A4667640
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $24,500 (3.8%) on 06/11/2026
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
Elementary School: Southside Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Wake up to Sarasota Bay. Walk to everything else. This is the one you've been waiting for — a fully renovated 2-bedroom, 2-bath residence at The Regency House, where downtown Sarasota's most coveted address meets the shimmering waters of Sarasota Bay. Unit #403 has been thoughtfully reimagined from the inside out, featuring a stunning new kitchen, beautifully appointed bathrooms, and fresh flooring throughout — move-in ready and magazine-worthy. The Regency House is having its moment. A brand-new community pool has been approved, and the seller is covering the assessment in full — so you inherit all the upside with none of the hassle. Step outside and you're already living your best life. Bayfront Park, the vibrant energy of Main Street, world-class dining, arts, and the Saturday Farmers Market — all of it is right here, on foot. This isn't just a home. It's a front-row seat to everything that makes Sarasota one of the most sought-after cities in Florida. For the buyer who refuses to compromise — on location, on lifestyle, or on quality — 435 S Gulfstream Ave #403 is the answer. Schedule your private showing today. Opportunities like this don't wait.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$239,000378 Days on yellowkey MLS ID: A4654485
REDUCED by $9,000 (3.6%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00029 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Elementary School: Gocio Elementary
High School: Booker High
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
5855 MIDNIGHT PASS RD #420, SARASOTA, FL 34242
$745,000213 Days on yellowkey MLS ID: A4671788
REDUCED by $20,000 (2.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $4,975 (2024)Community: Harbor Towers Y & RCondo
Taxes:$4,975
Remarks: Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mihaela Dragan (630-330-8903)
1750 BENJAMIN FRANKLIN DR #5F, SARASOTA, FL 34236
$850,00010 Days on yellowkey MLS ID: A4693130
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1781 Built: 1970 Tax: $8,633 (2025)Community: Key Tower SouthCondo
Taxes:$8,633
Remarks: Experience the best of beachfront living at Key Tower South on Lido Beach. The expansive beach views are nothing short of spectacular from the moment you enter the lobby. As your guests enter this spacious 1,781-square-foot residence, their first impression will be the lovely hospitality bar in the large foyer area. This well-appointed unit features a large open living and dining area bordered by a 23 foot long sunroom. * * * There are two generous bedrooms plus a versatile den with a built-in Murphy bed concealed within attractive custom wood cabinetry. Large travertine stone tile flooring flows throughout the main living areas, while the primary suite offers brand-new carpeting, two large walk-in closets, a dual sink vanity, a comfort-height toilet, a walk-in shower and its own private sunroom. Abundant storage throughout the entire residence adds to its everyday convenience and the recessed lighting creates a contemporary feel. The kitchen is well laid out with lots of counter space and areas for admirers or critics to pull up a bar stool and watch the chef work their magic. * * * Enjoy the peaceful eastern exposure on the private terraces off both the living room and primary bedroom, providing inviting sunlit spaces to relax and take in views of the Sarasota skyline, which sparkles beautifully after sunset. One of the home's two air-conditioning systems is brand new and the other was installed in 2022. * * * Key Tower South has undergone extensive renovations, including a complete transformation of the lobby and common areas in 2025. The building also features its own perimeter hurricane and storm-surge protection system for added peace of mind. Residents enjoy 220 feet of private Gulf-front beach, direct beach access, a heated beachfront pool, expansive sun deck, fitness center, saunas, library, bike storage, and on-site management. This exceptional residence offers the comfort, convenience, and lifestyle that make Lido Beach one of Sarasota's most desirable waterfront destinations.
1703 N TAMIAMI TRL #406, SARASOTA, FL 34234
$399,00061 Days on yellowkey MLS ID: A4689232
REDUCED by $20,000 (4.8%) on 06/02/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,781 (2025)Community: The Strand Of SarasotaCondo
Taxes:$4,781
Remarks: Fire sale! Motivated Seller! Furnishings negotiable! Great rental $$$ generating potential. Location, location, location! The Strand of Sarasota on Whitaker Bayou. Built in 2022, 2 five story condo building, gated community, offering luxury waterfront living. Close to downtown, restaurants, theatres, shopping, beaches and much more. Amenities include heated pool, clubhouse, hot tub, fitness center, fire pit, dog park, and a kayak/paddleboard launch to access the bayou. As an owner you can purchase or rent boat slips. This 1 bedroom, 1.5 bath unit is on the 4th floor, bright, airy, unfurnished, with over-sized lanai overlooking the pool and clubhouse. This unit is deeded with an under-building parking space #125, a sail carport #250 in front of the building [ this sail carport is worth $20 K and is included in the price] and a storage locker # 111. Unit features luxury vinyl flooring, quartz counter tops in kitchen and baths, high gloss cabinetry in kitchen and bathrooms. Stainless steel Samsung appliances including stackable washer/dryer. Modern fixtures. Unit is on the 4th floor. Generous rental policy, 1 week minimum, 52 times per year, making it a great investment property. Built in 2022 with latest hurricane codes. 11 units per floor, total 44 units. Bldg. 1709 has 108 units. Low maintenance fees. Come experience the best of city living
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1300 BENJAMIN FRANKLIN DR #301, SARASOTA, FL 34236
$2,400,0009 Days on yellowkey MLS ID: A4695838
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2019 Built: 2005 Tax: $18,628 (2026)Community: The Beach ResidencesSpa: YesCondo
Taxes:$18,628
Tax Year: 2026
Remarks: Virtually Staged. Live where others wish to vacation... Steps from the quartz-white sandy shores of Lido Key sits The Beach Residences Sarasota. This luxury Gulf-front and sun-kissed haven is where opulence is complimented by exclusivity. Managed by the famed Ritz-Carlton, this contemporary high-rise is where legendary service meets an incomparable array of upscale amenities and resort-style leisure. Nestled on the coveted Sarasota Bay barrier island of Lido Key, this expansive residence features a thoughtful 2-bedroom 2.5-bath layout that blends an open-concept plan with a split-bedroom design for optimal privacy. A welcoming foyer frames the turquoise Gulf waters and lush emerald green tropical landscaping as you step inside. Perched on the 3rd floor, soaring 10-foot ceilings and floor-to-ceiling walls of glass flood the residence with natural light. The great room and dining area flow seamlessly to a private terrace that spans the full width of the residence. With views from a generous 400+ square-foot outdoor space, you can enjoy alfresco dining and cool Gulf breezes. This residence is ideal for entertaining, with a layout tailored for gatherings or intimate evenings with friends and family. The chef’s kitchen overlooks an inviting living area and features granite countertops, a substantial breakfast bar, solid-wood cabinetry, gas cooktop, built-in appliances, and a Sub-Zero refrigerator. Both bedrooms open directly to an expansive terrace for stunning westerly views and award-winning daily sunsets. The gracious primary suite serves as a serene retreat, featuring a spa-inspired bath and jetted tub, large walk-in shower, dual vanities, and a spacious walk-in closet. Additional conveniences include a laundry room with sink, deeded garage parking space, separate air-conditioned storage room, and 2 guest suites available for visitors. The Beach Residences are renowned for exceptional service and offer premier private-event spaces, including a social room with bar, boardroom, billiards or ping-pong room. Enjoy self-care in the private fitness center or indulge in fresh popcorn in the theatre or cappuccino at the coffee bar. Treat yourself with the massage room, yoga room, sauna, and beautiful outdoor pool and spa. Play with your furry friends in a private dog-run in this pet-friendly building with no weight limit! Grill a fresh catch near the fire pit where massive grilling stations complement the resort-style ambiance. Residents enjoy: a 24-hour manned entry gate house, full-time concierge, 24-hour front desk security, onsite Ritz-Carlton Manager, a shuttle bus to St. Armands Circle or to the Ritz-Carlton Hotel in the city. Also, minutes away lie Sarasota’s pillow-soft beaches, while St. Armands Circle offers upscale dining, shopping, and entertainment. The downtown arts and cultural scene is within easy reach, providing countless recreational options. As the sole single-level residence of its configuration currently available in The Beach Residences, this true 2-bedroom unit with 2 full baths plus a powder room represents a rare and exceptional opportunity. Schedule a private tour to see how this grand lifestyle can become your reality. Membership is available to the Ritz-Carlton Members Club immediately upon closing.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
6724 APPROACH RD #3, SARASOTA, FL 34238
$309,90047 Days on yellowkey MLS ID: A4691568
REDUCED by $15,000 (4.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1673 Built: 1990Monthly Fee: $475 Tax: $2,100 (2025)Community: Westwoods At Sunrise 2Condo
Taxes:$2,100
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Tucked away at the end of a quiet, tree-lined drive lies Westwoods II—a hidden Sarasota enclave of just 42 residences where life moves at a more peaceful pace. As you arrive, you immediately sense the privacy and charm that make this community so special, and within it, a rarely available 2-bedroom, 2-bath villa-style condo invites you to imagine your next chapter. Step inside and feel the openness of the vaulted ceilings as natural light pours in from skylights above, illuminating a thoughtfully designed 1,673 sq. ft. floor plan. The layout flows effortlessly, with a step-down great room that creates a warm, inviting focal point for gathering, relaxing, or entertaining. Just beyond, a screened-in patio opens to a secluded, lush backyard, offering the perfect backdrop for morning coffee or quiet evenings. At the heart of the home, the kitchen blends style and function with sleek black granite countertops, a stone backsplash, tile flooring, and a cozy dine-in space that connects seamlessly to the dining area. French doors lead you into the living space, where every corner feels both spacious and welcoming. The primary suite is a true retreat—generously sized, featuring a walk-in closet and a large window overlooking a tranquil, garden-like setting. The ensuite bath offers spa-like comfort with dual vanities, a jetted soaking tub, and a separate shower. A cleverly designed pocket door creates a private guest wing, transforming the second bedroom and bath into its own secluded suite—ideal for visitors or multi-generational living. Beyond the walls of the home, Westwoods II offers a lifestyle of ease and convenience with maintenance-free living, a community pool, private roads, exterior care, exterior pest control, cable, and low condo fees—allowing you to spend less time on upkeep and more time enjoying everything Sarasota has to offer. Perfectly positioned just minutes from Palmer Ranch, I-75, and Clark Road, you’re never far from beaches, dining, shopping, and the vibrant Suncoast lifestyle. This isn’t just a home- it is a place to unwind, entertain, and truly enjoy where you live. Experience the charm of Westwoods II and make it your own.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Jenna Oser (941-525-8865)
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,399,000132 Days on yellowkey MLS ID: A4680695
REDUCED by $71,000 (4.8%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Taxes:$9,646
Remarks: This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. Luxurious yet inviting, this beautifully updated 2-bedroom, 2-bath condominium is the perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
4469 CINNAMON DR #2505, SARASOTA, FL 34238
$334,00043 Days on yellowkey MLS ID: A4692115
0 Days Off yellowkey (back on 6/11/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2005 Tax: $4,629 (2025)Community: Arielle On Palmer Ranch Sec 1Condo
Taxes:$4,629
Elementary School: Gulf Gate Elementary
Remarks: Turnkey Furnished Waterfront Condo in Palmer Ranch, updated 2-bedroom + den, turnkey furnished (just bring your suitcase) residence in the highly desirable gated community of Arielle on Palmer Ranch. No stairs, all living on one level for easy, everyday comfort. Set among lush, mature landscaping, this light-filled unit offers peaceful water views from nearly every room, creating a relaxing, coastal feel throughout. The thoughtful split floor plan provides privacy for both owners and guests, while the open living space is ideal for entertaining or simply unwinding. The kitchen has been tastefully updated with wood cabinetry, soft-close doors and drawers, dovetail construction, granite countertops, a farmhouse sink, and brand-new appliances—blending style and function perfectly. New A/C (2022), New washer & dryer (2023), two spacious walk-in closets in the primary suite, Ample storage throughout. Step out onto your private screened lanai and take in the serene lake views—perfect for morning coffee or evening sunsets. Located just minutes from shopping, dining, the Legacy Trail, and Siesta Key Beach, this home offers the ideal combination of convenience and lifestyle. This one is ready to go.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
22 SANDY COVE RD #APT 203, SARASOTA, FL 34242
$629,00051 Days on yellowkey MLS ID: A4691011
REDUCED by $10,000 (1.6%) on 06/04/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 532 Built: 1969 Tax: $4,204 (2025)Community: Sandy CoveCondo
Taxes:$4,204
Remarks: $10,000 Price Reduction! Introducing a charming one-bedroom, one-bathroom condo in the heart of Siesta Key, where Old Florida charm meets modern coastal living. This elevated second-floor unit offers a bright, inviting living space set within a secluded, tropical oasis designed by the renowned Frank Folsm Smith of the Sarasota School of Architecture. Enjoy peace of mind with no history of storm damage in this elevated location, and savor private access to a community beach and fishing pier just steps away. From the private beach, you can watch dolphins play in the Gulf as you unwind to sea breezes and tranquil sunsets. This distinctive enclave blends architectural pedigree with lush, mature landscaping and a resort-like atmosphere, providing a rare combination of privacy and coastal convenience. The property is perfectly positioned within easy reach of Siesta Key Village, where you’ll find a vibrant mix of restaurants, live music, and boutique shopping. Whether you’re seeking a full-time residence or a carefree vacation getaway, this condo offers a low-maintenance lifestyle without sacrificing character or location. Why you’ll love it: a compact, stylish retreat with direct beach access, private coastal views, and proximity to village amenities all in one package. It’s an excellent option for year-round living or a tropical getaway, combining unique architecture, serene grounds, and a distinctive Siesta Key experience. Schedule a private tour to experience this exceptional property firsthand.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
3259 BENEVA RD #101, SARASOTA, FL 34232
$203,00073 Days on yellowkey MLS ID: A4687468
REDUCED by $10,000 (4.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Elementary School: Wilkinson Elementary
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 Agent: Beverly Perez (941-323-4600)
4509 STREAMSIDE CT #1901, SARASOTA, FL 34238
$374,900113 Days on yellowkey MLS ID: A4683448
REDUCED by $15,000 (3.8%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2005 Tax: $4,460 (2025)Community: Arielle On Palmer Ranch Sect 1 Phase 7Condo
Taxes:$4,460
Remarks: Located in the highly desirable Palmer Ranch area and less than five miles to the world-famous beaches of Siesta Key, this spacious 3BR/2BA second-floor condo offers 2,045 sq ft and the largest floorplan in Arielle with peaceful southern preserve views from the screened lanai, living room, and gathering room. A private two-car garage with extra storage and interior staircase entry (plus convenient side entrance for guests) welcomes you into an open, light-filled layout featuring dual living areas, formal dining space, and a well-designed kitchen with ample cabinetry, counter space, café dining area, and adjoining gathering room. The generous primary suite includes a soaking tub, separate shower, dual vanities, private water closet, and dual walk-in closets, while the second suite offers a charming window bench seat and private access to a full bath; the third bedroom with double doors and closet functions beautifully as a study or flex space. Main living areas feature laminate flooring, bedrooms offer newer plush carpet, and tile accents the baths, entry, kitchen, and café area. Recent updates include AC (2018), washer, dryer, refrigerator, range, dishwasher, microwave, stainless steel kitchen sink, entry light fixture, all faucets and plumbing fixtures throughout, and updated door hardware, knobs, locks, and hinges. Arielle is a gated community with paver driveways and sidewalks, heated pool, gas grills, cable TV, and central mailboxes, with water and basic cable included in the HOA; the community pool is just a short walk away, and residents enjoy easy access to shopping, dining, YMCA, I-75, and the Legacy Trail’s miles of biking and walking paths. Furnished and ready for immediate occupancy!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stu Francis (763-438-3500)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000136 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
1305 4TH ST #202P, SARASOTA, FL 34236
$1,995,000465 Days on yellowkey MLS ID: A4642427
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1873 Built: 2026 Tax: $18,590 (2024)Community: The Gallery SarasotaCondo
Taxes:$18,590
Remarks: Under Construction. Residence 202P at TheGallerySarasota is the last remaining 3-bedroom plus office in the Elevated Living West Collection, offering 1,873 square feet of dramatic, light-filled design in one of downtown Sarasota’s most distinctive new luxury addresses. Defined by soaring 26-foot ceilings, full-height windows, and a private in-suite floor-to-floor elevator, this residence delivers architectural volume, natural light, and a true sense of arrival. The main living level features an open great room, dedicated office, dining area, and modern kitchen with high-end Italian finishes and a large gathering island designed for effortless entertaining. A private terrace with glass panel railing extends the living space outdoors, while the upper level offers a luxurious primary suite with walk-in closet, plus two additional bedrooms for guests or family. TheGallerySarasota is an iconic boutique mid-rise located just three blocks from the bay and above the floodplain. Residents enjoy a rooftop terrace with resort-style pool and social lounge, a two-room fitness center and yoga studio, private parking, storage, and a walkable downtown location near Whole Foods, Main Street, The Bay Park, and the Rosemary District. Under construction and thoughtfully limited in design, The Gallery offers a rare opportunity for new construction luxury in downtown Sarasota.
Listing Agent: Chad Fonder (941-961-3865)
5800 HOLLYWOOD BLVD #112, SARASOTA, FL 34231
$159,00015 Days on yellowkey MLS ID: A4695217
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976 Tax: $1,728 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$1,728
Remarks: Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.
Listing Agent: Maryana Zilinskiy (941-744-6065)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90015 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Taxes:$5,274
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00051 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
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