Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
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Sarasota - 1144 properties found
4639 CHAPEL HILL DR #2925, SARASOTA, FL 34238
$399,90039 Days on yellowkey MLS ID: A4687543
REDUCED by $25,100 (5.9%) on 05/01/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,526
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Laurel Nokomis Middle
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)
901 BEACH RD #205, SARASOTA, FL 34242
$639,00049 Days on yellowkey MLS ID: A4686468
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$665,00028 Days on yellowkey MLS ID: A4688618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? ONE YEAR of CONDO FEES will be PAID BY THE SELLER. This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay one year of Condo Fees and the Special Assessment for the upgraded pool with an acceptable offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
6732 SARASEA CIR #104C, SARASOTA, FL 34242
$644,000103 Days on yellowkey MLS ID: A4679214
REDUCED by $5,000 (0.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 744 Built: 2009 Tax: $5,421 (2025)Community: Beach Club At Siesta KeyCondo
Taxes:$5,421
High School: Riverview High
Remarks: Reduced over 55K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,00091 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
5231 MAHOGANY RUN AVE #325, SARASOTA, FL 34241
$268,00013 Days on yellowkey MLS ID: TB8500121
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998 Tax: $3,262 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,262
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: FULLY FURNISHED ! Welcome to 5231 Mahogany Run Ave, Unit 325 - One of Sarasota’s most sought-after gated, resort-style communities. This second-floor residence features vaulted ceilings, an open, airy layout, and peaceful views overlooking the 13th hole and adjacent nature preserve. This well-designed 2-bedroom, 2-bath floor plan includes a dedicated office/den that can easily function as a third bedroom, ideal for guests, a home office, or added flexibility. The main living area flows directly to both the front and rear screened lanais, both recently upgraded with new tile - perfect for enjoying golf course and preserve views. Inside, you’ll find laminate flooring throughout the main living areas and bathrooms, with soft carpet in the bedrooms for added comfort. A built-in wet bar in the living room adds a great touch for entertaining. The kitchen offers a clean, functional layout with ample cabinetry and a seamless connection to the dining and living areas. The primary suite is privately situated with generous closet space and an en-suite bath. The guest bedroom is well-positioned and paired with an updated guest bathroom, giving a fresh, modern feel for visitors. Additional highlights include a newer A/C system (2022), a new roof, one-car garage, and open guest parking. The home is being offered fully furnished, with everything included. Making this a true turnkey opportunity. Condo fees are highly inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—an ideal setup for golfers or buyers seeking a low-maintenance second home. Heritage Oaks offers an 18-hole golf course, five heated pools, tennis courts, fitness center, 24-hour gated security, and a vibrant clubhouse with dining and year-round events. A clean, flexible, and fully equipped opportunity in one of Sarasota’s most established golf communities.
Listing is courtesy of: MCBRIDE KELLY & ASSOCIATES (813-254-0900)
Listing Agent: Wallas Silva (704-953-1922)
2121 WOOD ST #201, SARASOTA, FL 34237
$229,00037 Days on yellowkey MLS ID: A4687914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 885 Built: 1974 Tax: $2,833 (2025)Community: CitywalkCondo
Taxes:$2,833
Elementary School: None
High School: None
Middle School: None
Remarks: Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000256 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Tax Year: 2024
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
5600 BEACH WAY DR #315, SARASOTA, FL 34242
$780,000328 Days on yellowkey MLS ID: A4655560
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970 Tax: $7,099 (2024)Community: Beachway AptsCondo
Taxes:$7,099
Remarks: Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
3516 RICHWOOD #51, SARASOTA, FL 34235
$199,900276 Days on yellowkey MLS ID: A4660143
REDUCED by $10,100 (4.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1459 Built: 1979 Tax: $2,948 (2024)Community: HeronmereSpa: NoCondo
Taxes:$2,948
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Welcome to your FULLY FURNISHED condominium in the Heronmere I section of the Meadows! This stunning 2-bedroom, 2-bathroom condominium offers breathtaking views of the Meadows Country Club golf course. As you approach your new condominium, you'll be greeted by a well manicured landscaping and a contemporary style exterior. Step inside and prepare to be amazed by this open floor plan. The well sized kitchen features stainless steel appliances(range, microwave, and dishwasher). The spacious living areas, including the great room, dining room, and enclosed lanai, offer a comfortable and inviting atmosphere. The master bathroom has been tastefully updated to create the complete the experience. The master suite is a true sanctuary, boasting a generous bedroom with a walk-in closet and an updated bathroom featuring updated cabinets, stone countertops, undermount sink, decorative mirror, lights, plumbing fixtures, and custom shower with tiled walls and floor. The guest bath features updated decorative mirror and lighting. Step outside to your very own oasis. The spacious enclosed lanai with tile flooring and an additional open patio provide the perfect spot to relax and enjoy the Florida sunshine. And with a stunning golf course view as your backdrop, you'll feel like you're on vacation every day. A convenient one assigned space for parking and additional guest parking gives you the parking you need for family and friends. Don't miss your chance to own this incredible condominium in the Meadows. Convenient community pool within walking distance. There are walking and biking trails throughout the picturesque Meadows community for all of your leisurely outdoor activities. University Town Center(UTC) is within minutes featuring 30+ restaurants, shopping, dining and entertainment. Whether you looking to go to the beach, additional shopping, or the Arts(live performing arts, opera, ballet, orchestra) Lido Beach and downtown Sarasota are within about 20 minutes of this centrally located condominium in the Meadows.
Listing Agent: Matt Cannon Llc (941-228-2030)
3950 ROXANE BLVD #2B, SARASOTA, FL 34235
$106,90066 Days on yellowkey MLS ID: A4683999
REDUCED by $3,000 (2.7%) on 05/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $1,353 (2025)Community: Strathmore Village GreenCondo
Taxes:$1,353
Elementary School: Glenallen Elementary
Remarks: Presenting a remarkable opportunity designed for both seasonal and full-time residents! This newly renovated 1-bedroom, 1-bathroom unit provides an affordable living solution, featuring a designated parking space. The residence includes a brand-new stove, microwave, and hot water heater, as well as low-maintenance luxury vinyl flooring throughout. Located within a vibrant 55+ community, residents can take advantage of various amenities, including a swimming pool, clubhouse, and an extensive calendar of daily events. Additional features include on-site laundry (with clothesline), storage options, and guest parking conveniently located across the street. The homeowners association covers water, sewer, basic cable, and trash services. This property is ideally positioned in a central location, close to the University Town Center, downtown, and the airport.
Listing Agent: Stephanie Soffer (908-256-1029)
1111 RITZ CARLTON DR #1603, SARASOTA, FL 34236
$3,995,00061 Days on yellowkey MLS ID: A4684538
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4276 Built: 2001Monthly Fee: $6,022 Tax: $33,631 (2025)Community: The ResidencesSpa: NoCondo
Taxes:$33,631
Elementary School: Alta Vista Elementary
Remarks: Experience luxury living at the iconic Ritz-Carlton Residences. The most updated unit in the building, this penthouse features top-of-the-line finishes, 24” Portugal tile throughout, water views from every room, and western exposure for stunning Sarasota Bay sunsets. The state-of-the-art kitchen includes bespoke cabinetry, a large island, and premium appliances. Three en-suite bedrooms, a private theater room, and a Sonos sound system complete the interior. Expansive windows frame bay views by day and vibrant western sunsets in the evening. This unit conveys with a Ritz-Carlton Gold Membership, providing access to the Beach Club and Golf Club. Residents enjoy full-service amenities including valet, concierge, in-room dining, on-site restaurants, and a fitness center. Everything you need for refined city living is seamlessly combined in this penthouse. Two premium parking spaces and nearby marina access are included. This penthouse can be purchased turnkey, with panoramic water views, exceptional design, and the service and prestige of the Ritz-Carlton brand.
Listing Agent: Bridget Spiess (941-720-6304)
711 BEACH RD #408, SARASOTA, FL 34242
$986,00025 Days on yellowkey MLS ID: A4689303
REDUCED by $63,999 (6.1%) on 05/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1969 Tax: $6,301 (2025)Community: Sunset RoyaleCondo
Taxes:$6,301
Remarks: **This is the One! Coastal Contemporary Beachside Living!** Fantastic price for this stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstructed Gulf-facing views! Enjoy every sunrise and sunset! Ideally positioned just across the street from world-renowned Siesta Key Beach. This truly move-in ready condo has been beautifully renovated throughout, offering a light-filled coastal interior and effortless flow. The kitchen is a true centerpiece, featuring high-end quartz countertops and backsplash, a large waterfall-edge island, solid wood custom cabinetry, and newer appliances (approximately 2 years). The open layout flows seamlessly into the living space with a fantastic accent wall and out to the balcony, where you can enjoy sweeping Beach/Gulf views. Additional highlights include an in-unit washer and dryer, a newer water heater, and a beautifully updated bathroom with a walk-in shower. A thoughtfully designed welcome area inside the unit provides a perfect arrival space with games, guides, and local information. This property also features an owner's storage unit ideal for beach chairs and gear, a designated parking space, and convenient building amenities including garbage chutes on both sides and two on-site grills available at no charge to owners and guests. Cable is included in the HOA fee, and the building features a new roof put on in 2025. Flexible ownership options allow for **7-day rentals or longer**! Rent the property yourself, bring over your preferred property manager or go with on-site management available through Prime Vacations (optional, not required). Whether for personal use or investment, this penthouse residence delivers the ultimate experience in convenience, comfort, and location in the heart of Siesta Key! A short stroll to Siesta Key village and only a few steps out to the beautiful white sandy beach! Reach out today to schedule your own private tour! **Furniture Negotiable**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
205 GOLDEN GATE PT #401, SARASOTA, FL 34236
$990,00073 Days on yellowkey MLS ID: A4683357
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1996Monthly Fee: $1,000 Tax: $11,511 (2025)Community: ToscanoSpa: NoCondo
Taxes:$11,511
Remarks: This Penthouse residence delivers the ultimate Golden Gate Point lifestyle where elegance meets effortless coastal living. This 4th-level penthouse blends authentic Southern European architecture with refined contemporary design. Thoughtfully designed with high ceilings, crown molding, and abundant natural light, this residence showcases an open-concept floor plan ideal for both everyday living and entertaining. The expansive great room flows effortlessly to a balcony with partial views of Sarasota Bay, city skyline exposure, and captivating bridge views creating a dynamic backdrop. The beautifully appointed kitchen features upgraded Bosch appliances, Italian LUBE cabinetry with generous storage solutions, and a layout that seamlessly connects to the dining and living areas; perfect for entertainment. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace adorned with glass stones. A full-size laundry room with cabinetry and sink adds convenience and function. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, complete with natural light and thoughtful storage. This penthouse includes two secure, gated, deeded parking spaces and a private storage room. Toscano is recognized as one of Golden Gate Point’s finest boutique buildings, intimate, well-built, and ideally positioned among luxury residences. Enjoy walkability to downtown Sarasota’s world-class dining and cultural venues, easy access to Lido Key’s white sand beaches, and proximity to the marina and bayfront parks.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
4950 REMINGTON DR #106, SARASOTA, FL 34234
$374,000828 Days on yellowkey MLS ID: A4597216
1 Days Off yellowkey (back on 4/28/2024)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 851 Built: 2025Monthly Fee: $337Community: AkoyaSpa: NoCondo
Taxes:$0
Elementary School: Emma E. Booker Elementary
Tax Year: 2023
Remarks: Pre-Construction. To be built. Introducing the One-Bedroom at Akoya Residences. West of the Trail in Sarasota and a short walk from the Bay, Akoya Residences combines elegance with approachable luxury. This unique condominium is perfectly positioned to cultural gems like the Asolo Theatre and Ringling Museum and less than five minutes from the vibrant Downtown Sarasota scene. Enjoy a range of thoughtful amenities, including a state-of-the-art fitness center, a welcoming social lounge, a refreshing saltwater swimming pool, alfresco grilling and dining areas, and a host of other amenities, all designed with an emphasis on functionality and style. THIS SPACIOUS ONE-BEDROOM/ONE-BATH FEATURES AN OPEN FLOOR PLAN WITH: Expansive Terrace with Sunrise Views, Central Kitchen with European-style Cabinetry, Sleek Waterfall-edge Island, Solid Stone Countertops, Stainless-Steel appliances, In-Unit Laundry Center, His and Hers Closets, High Ceilings, Large Sliding Glass Impact Doors and Windows. Discover the unique charm of this residence at Akoya Residences – a blend of sophistication, desirability, and approachability. More than just a home, it's a lifestyle waiting for you.
Listing Agent: Vicki Haddow (941-544-2980)
1269 SIESTA BAYSIDE DR #1269C, SARASOTA, FL 34242
$719,0004 Days on yellowkey MLS ID: A4690832
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988Monthly Fee: $1,647 Tax: $7,639 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,639
Remarks: A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tiffany Nisbet (941-809-0889)
7150 N TAMIAMI TRL #604, SARASOTA, FL 34243
$89,90012 Days on yellowkey MLS ID: O6401616
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 348 Built: 1959Monthly Fee: $760 Tax: $1,651 (2024)Community: Sarasota Cay Club CondoCondo
Taxes:$1,651
Remarks: Top-floor unit in the waterfront condo-hotel at the Ramada by Wyndham Sarasota Waterfront, ideally positioned in a quieter area of the building away from pool, restaurant, and marina traffic. Enjoy added privacy, minimal foot traffic, and no upstairs noise to enhance increased long term appeal. Offered turn-key furnished with updated flooring and newer A/C-heat wall unit and freshly painted this unit is priced accordingly—providing an excellent opportunity for buyers or investors to customize and add value. Located just minutes from SRQ airport, downtown Sarasota, and Gulf beaches. Community amenities include waterfront setting, pool, on-site dining, fitness center, business center, and flexible rental options. Aggressively priced as one of the lowest in the building, providing strong value for investors or buyers seeking a low entry point into the Sarasota market.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
5855 MIDNIGHT PASS RD #408, SARASOTA, FL 34242
$599,000115 Days on yellowkey MLS ID: A4677365
0 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $5,584 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$5,584
Remarks: Under contract-accepting backup offers. Experience the best of coastal living at Harbor Towers on Siesta Key in this beautifully appointed two bedroom, two bath residence with Intracoastal Waterway views. Offered fully furnished, this turnkey condominium is ideal as a full time residence, vacation getaway, or income producing investment.Enjoy seamless indoor outdoor living with brand new sliding glass doors that invite in natural light. Recent community and building enhancements include new exterior paint and updated windows, adding to both peace of mind and long term value. Harbor Towers is a highly sought after waterfront community that allows short term rentals with a minimum of two weeks, making ownership especially attractive for investors. The convenience of on site property management ensures effortless rental coordination and maintenance when you are away. Residents enjoy a resort style lifestyle with an impressive array of amenities, including a waterfront swimming pool, relaxing spa, fitness center, sauna, tennis courts, outdoor grilling areas, and boat slips available on a first come first served basis. Ideally located on the Intracoastal Waterway with easy access to boating, world famous beaches, dining, and shopping, this is a rare opportunity to own a move in ready, income friendly waterfront property in one of Siesta Key’s most desirable communities.
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Heather Fitzmaurice (941-323-3998)
4275 CASTLEBRIDGE LN #1312, SARASOTA, FL 34238
$249,00035 Days on yellowkey MLS ID: A4687640
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $4,421 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$4,421
Elementary School: Gulf Gate Elementary
Remarks: Welcome to Pinestone at Palmer Ranch, one of South Sarasota's best-kept secrets. This beautifully appointed first-floor condo offers 2 bedrooms and 2 bathrooms in a spacious, open floor plan designed for easy living. Brand new LVT flooring flows through the living room, dining room, and primary bedroom, complemented by newer stainless steel appliances and a newer AC. A sunny kitchen window and a serene lanai with a private patio backing to green space complete the picture. Pinestone is a gated community rich with amenities, an Olympic-sized pool, grilling stations, shuffleboard, and lighted tennis/pickleball courts. The clubhouse features a fitness facility, 32-seat movie theater, library, billiards room, and more. The location is simply unmatched. Directly across from TPC Prestancia, Sarasota's prestigious private golf and social club, featuring two 18-hole championship courses Sarasota sprawling across 565 acres of lush landscape Naples Golf Guy, your daily backdrop doesn't get much better. Legacy Trail is right outside your door for biking and walking, with Publix, Target, and Costco moments away, and Siesta Key just five minutes down the road.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
3685 SQUARE WEST LN #28, SARASOTA, FL 34238
$495,00094 Days on yellowkey MLS ID: A4680387
REDUCED by $24,000 (4.6%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2741 Built: 2005 Tax: $4,290 (2025)Community: Palmer Square WestCondo
Taxes:$4,290
Remarks: Well-maintained and beautifully designed, this spacious three-bedroom elevated condominium lives like a single-family home, featuring high ceilings, an open, airy floor plan throughout with easy access from the front staircase or elevator. The living and dining areas flow seamlessly into the family room and breakfast area, all centered around an open kitchen that is easily accessible. The generous sized primary suite offers tray ceilings and a large sitting area with serene park-like views. Oversized, multiple closets provide no less than 11 feet of double-hanging space, several shelving levels and a separate shoe closet. The sun-filled primary bath includes a water closet, step-in tub, separate shower, dual sinks plus private utility closet. The spacious guest suite features its own private bath and closet, offering comfort and privacy for visitors. The third bedroom is used as a home office, providing flexible living space to suit a variety of needs. The ground level features an oversized garage with 11 feet of linear storage, separate workroom with workbench, refrigerator, additional storage area and direct elevator access. The garage is also equipped with 220-volt service for electric vehicle charging. Enjoy indoor-outdoor living on the 19-foot screened lanai, accessible from the primary suite, guest suite and family room. Relax on the porch swing while overlooking the tranquil pond with fountain and lush landscaping. The Square West community amenities include a pavilion for social gatherings, pool and spa, making this well-maintained neighborhood a peaceful and enjoyable place to call home. New hurricane impact resistant windows installed 2015, new hurricane resistant sliding glass doors installed 2019.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
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