Location: Sarasota
Do Not Show Listings
6157 MIDNIGHT PASS RD #E63, SARASOTA, FL 34242
$420,000296 Days on yellowkey MLS ID: A4662792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1974 Tax: $5,101 (2024)Community: Bay OaksCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,101
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: BAY OAKS - JUST MINUTES FROM WORLD FAMOUS SIESTA KEY BEACH. Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With weekly rentals allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Greg Hudson (941-302-1485)
3443 CLARK RD #242, SARASOTA, FL 34231
$169,00064 Days on yellowkey MLS ID: A4688551
REDUCED by $4,000 (2.3%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 555 Built: 1974 Tax: $1,883 (2025)Community: SiennaCondo
Taxes:$1,883
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Great investment opportunity! This 1 bedroom 1 bathroom 2nd floor unit comes Turn Key furnished! Long term rental has the potential net ROI over 6%. The low $365 monthly fee includes: water, sewer, trash collection, building insurance and outside maintenance including the roof and grounds. Upgrades includes: open and updated kitchen and bathroom, no carpet. Enjoy access to amenities such as swimming pool, fenced doggie park, BBQ grill and fitness center. Minutes from the famous Siesta Beach, shopping, dining, entertainment and the highway.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
3900 ROXANE BLVD #10A, SARASOTA, FL 34235
$176,00075 Days on yellowkey MLS ID: D6146777
REDUCED by $4,000 (2.2%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $756 (2025)Community: Strathmore Village GreenCondo
Taxes:$756
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. $180 000 A must see, beautiful first floor, move-in ready, totally renovated one bed/one bath, condominium. 55+ community complete with recreation center, regular senior living activities and heated swimming pool. HOA (only $472) takes care of the roof, all lawn maintenance, along with the building insurance, cable TV and water/sewer/trash, allowing you to focus on enjoying the sunshine. The assigned parking is few steps away, a big advantage with groceries. This building never had any kind of damage or water during hurricanes. You have solid block exterior walls. The house has a 3 years old AC (4.19.2023), water-proof luxury vinyl flooring throughout, 2 impact windows, totally renovated bathroom, new bathtub, new shower doors, new toilet and new built-in cabinet. The kitchen has also been upgraded with new countertops, stainless steel appliances, and tile backsplash. Stainless steel fridge and stove will stay. LOCATION, LOCATION, LOCATION. Only a couple of minutes from Bobby Jones golf course, 5 minutes away from shopping centers, 15 minutes from Lido Beach, 10 minutes from downtown Sarasota. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, Art Museum, Mote SEA Aquarium, Whole Foods, Trader Joe's, and the UTC Mall, a world class shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
5521 ROSEHILL RD #203, SARASOTA, FL 34233
$320,000200 Days on yellowkey MLS ID: A4673202
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1321 Built: 2002 Tax: $3,116 (2024)Community: Admirals WalkCondo
Taxes:$3,116
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2nd-floor condo in the highly sought-after gated community of Admirals Walk nestled in the heart of Sarasota. This fully renovated, bright, and airy residence offers a perfect blend of comfort, style, and convenience. Positioned as an upstairs, preserve-facing unit with no unit above, it provides an added sense of serenity and privacy. This meticulously enhanced home is sure to impress even the most discerning buyer. Step inside and be welcomed by the open-concept main living area with vaulted ceilings, creating an expansive, inviting environment. The home has been recently painted and updated with faux wood laminate flooring and newer baseboards, providing a modern and low-maintenance foundation throughout. The kitchen has been transformed with quartz countertops and newer 2022 appliances, adding both functionality and a touch of sophistication to the heart of the home. Every detail has been thoughtfully selected, from contemporary ceiling fans to custom closets designed for optimal organization and style. An added bonus: the current owner rents a 1-car garage, and this arrangement can be transferred to the next owner—a rare and valuable convenience within this community. Admirals Walk offers an elevated lifestyle with its large community clubhouse, resort-style pool, fitness center, and beautifully maintained grounds. This residence isn't just a place to live—it's a sanctuary where thoughtful upgrades and serene surroundings come together to elevate your everyday experience. Located just off Clark Road, this home provides easy access to Sarasota’s vibrant cultural scene, Siesta Key—ranked the #1 beach in the country, A+ rated schools, top-tier dining, shopping, and direct access to I-75 for effortless commuting. Everything you need to live the Endless Summer lifestyle!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Cole Campbell (571-882-0992)
505 S ORANGE AVE #901, SARASOTA, FL 34236
$1,595,00077 Days on yellowkey MLS ID: A4683398
0 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3003 Built: 2007 Tax: $22,215 (2025)Community: KanayaCondo
Taxes:$22,215
Remarks: Under contract-accepting backup offers. This spacious condominium is a hidden gem in a quiet part of Sarasota, offering breathtaking views of Sarasota Bay out to the Gulf of Mexico and overlooking the Burns Court area. It's just a short walk from Selby Gardens, the Farmers Market, shops, and cafes. The residence features an elevator that opens into your private foyer with double French doors leading into the unit. This expansive three bedrooms, three and one-half baths layout lives like a single family home. Entering the unit through the private elevator, which opens to your own foyer, you'll find a kitchen that is a chef’s dream. It features a Sub-Zero refrigerator, KitchenAid cooktop, double wall oven, a large walk-in butler’s pantry, an island, granite countertops, and a desk area built-in. The Impressive Great Room with a wall of windows including a Sliding Glass Door with Access to the Balcony expanding the length of the room Offering Amazing Views! The Expansive Owner’s Suite is Truly Spectacular with Large Windows Highlighting Views of the Waterfront, Along with Bringing in an Abundance of Natural Light! The Suite also features Tray Ceilings, Plantation Shutter Window Shades, a French Door To the Balcony, and a Large Custom Designed Walk In Closet. The Stunning En Suite Bathroom Dual Vanities, Water Closet, and Linen Closet. Conveniently Located Adjacent to the Owner’s Suite is a Den/Office. On the opposite end of the unit are two additional guest suites, each offering private bathrooms, walk-in closets, and access to a balcony. A Well Equipped Laundry Room, a Half Bath, and Loads of Storage which include an Air Conditioned Closet, Garage Level Storage and Bike Storage, as well as 2 Parking Spaces, all Blend Together Creating this One of A Kind Condo! The living space includes three bedrooms, three and a half baths, an office, and a laundry room. The large kitchen and walk-in pantry open to a great room, which encompasses a living and dining area complete with a built-in entertainment center and a wine bar. Additionally, there is a front glass wall of sliding impact windows and doors. The unit offers two balconies: the front provides sweeping views of the city and the Sarasota Bay bridge, while the back overlooks Laurel Park. For storage, there is a walk-in unit outside the residence in addition to large storage spaces connected to every room inside. The building is constructed of solid concrete and includes a lap pool, exercise room, kitchen, and meeting room. The fully finished and furnished roof is perfect for hosting parties or watching the sunset. For peace of mind, there are two generators to maintain power during inclement weather, and every residence includes two indoor parking spaces. Kanaya's amenities include the rooftop with 2 outdoor kitchens and a sitting area, allowing you to overlook the city or look out to the Gulf of Mexico. Enjoy the 59 foot lap pool, work out in the gym, lounge on the 4,000-square-foot deck by the pool, fire pit and barbecue, or entertain guests all on the 3rd floor common area. Kanaya is a hidden gem and consider this unit for one of the best prices with this fantastic view in all of Sarasota. Walk to the Marina, Selby Gardens, the Opera House, the movies and your favorite restaurants. The best view of fireworks and the Boat Parade from the Kanaya roof.
Listing is courtesy of: TAMARA M BERRYMAN LLC (941-954-0900)
Listing Agent: Tammy Berryman (941-954-0900)
5701 BENTGRASS DR #18-104, SARASOTA, FL 34235
$354,00013 Days on yellowkey MLS ID: A4695155
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1559 Built: 2002 Tax: $3,435 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Taxes:$3,435
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to an exceptional opportunity in the heart of Sarasota’s desirable 34235 area. This inviting condominium offers a comfortable and well-designed layout filled with natural light, creating a warm and welcoming atmosphere from the moment you enter. Perfectly positioned within a peaceful and established community, this home combines convenience and lifestyle—just minutes from shopping, dining, golf courses, and everyday essentials, with easy access to Sarasota’s stunning beaches and vibrant cultural scene. Whether you’re looking for a full-time residence, seasonal retreat, or a smart investment, this property offers the ideal blend of comfort, location, and value. A true Sarasota lifestyle opportunity—ready for you to make it your own. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rosa Mesia (941-962-0041)
1143 LONGFELLOW RD, SARASOTA, FL 34243
$165,500148 Days on yellowkey MLS ID: A4678360
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $9,495 (5.4%) on 05/08/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1408 Built: 1979 Tax: $1,093 (2024)Community: Shadybrook Village AmdCondo
Taxes:$1,093
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. Welcome to 1143 Longfellow Rd, widely regarded as the most desirable unit in Shadybrook Village. This beautifully maintained 3-bedroom, 3-bathroom home offers a warm, inviting ambiance that instantly feels like home. From the moment you step inside, you’re greeted by neutral tones, tile flooring, and abundant natural light that enhances every space. The kitchen is both stylish and functional, featuring solid maple cabinetry, granite countertops, stainless steel appliances, and a customized walk-in pantry with built-in shelving. Elegant tray ceilings add architectural charm and a custom touch to the main living area. The first level includes a full bathroom for guests and residents alike, complete with thoughtful built-in features that will impress even the most discerning buyer. Durable vinyl flooring flows seamlessly up the staircase and throughout the entire second level. Just off the stairs, the first bedroom offers an incredible water view, while the second bedroom includes additional storage access for added convenience. The owner’s suite is a true retreat, boasting two separate closets, a tastefully shiplapped vanity, and a private shower and toilet area. Step outside to a peaceful, private patio with a paved pathway and ample space to create the garden oasis of your dreams. Tucked away behind a fence, this serene outdoor setting offers your own slice of paradise. Shadybrook Village residents enjoy a host of amenities, including a swimming pool, tennis and basketball courts, clubhouse, and playground area. Ideally located just 8 miles from University Town Center shopping and dining, 10 miles from the beach, and only minutes from Sarasota Airport, this home is perfectly suited as a primary residence or seasonal getaway. Don’t miss your opportunity to own one of Shadybrook’s finest homes.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Molly Higdon, Llc (941-875-1722)
2609 WOODGATE LN #K4, SARASOTA, FL 34231
$159,90059 Days on yellowkey MLS ID: N6143915
REDUCED by $5,000 (3.0%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $588 Tax: $2,358 (2025)Community: Pinewood Village IxCondo
Taxes:$2,358
Elementary School: Phillippi Shores Elementary
Remarks: You're five miles from one of the best beaches in America. You just didn't know you could afford to live this close. Ground floor, pool-facing, fully furnished 2BR/2BA in Pinewood Village. Walk out your lanai and you're at the pool. Walk out the front door and Siesta Key Beach, St. Armands Circle, Marina Jack, and downtown Sarasota are minutes away. The best-priced unit in the community — and better than anything else available right now. Ground floor instead of stairs. Tile throughout instead of carpet. Fully furnished and move-in ready the day you close. The only comparable unit in this section spent 385 days on the market and just went pending. This one won't last that long. Flood Zone X. No flood insurance required — a real financial advantage in today's Sarasota market. Outside your door, Sarasota delivers everything. Sarasota Memorial Hospital three miles away. Phillippi Estate Park around the corner. The Van Wezel, the Asolo, the Ringling, the Opera — ten minutes from your front door. The restaurants, the boutiques of St. Armands, the farmers markets, the sailing — all of it yours. Pinewood Village itself overdelivers at this price. Heated pool, fitness center, sauna, shuffleboard, full clubhouse with kitchen. HOA covers cable, water, sewer, trash, pest control, exterior maintenance and building insurance. Phillippi Shores Elementary, Brookside Middle, Riverview High. Association approval required. Sold As-Is. Seller motivated.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
3710 EL POINIER CT #511, SARASOTA, FL 34232
$159,00042 Days on yellowkey MLS ID: A4691115
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 899 Built: 1974 Tax: $1,816 (2025)Community: Village Plaza Sec 3Condo
Taxes:$1,816
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: Step into this beautifully updated, turnkey furnished ground floor condo offering convenience, comfort, and an unbeatable location within the community. The updated kitchen features white shaker cabinets, a tile backsplash, recessed lighting, crown molding with uplighting, and a full white appliance package, creating a clean and timeless look. The layout flows seamlessly with tile flooring in the kitchen, laminate in the dining area, and carpet in both the living room and primary bedroom, with ceiling fans installed throughout. Comes with a 1 Home Warranty available to the buyers. One of the standout features of this unit is the enclosed additional living space, converted from the outdoor area, providing valuable extra square footage and flexibility. This space includes towel drying racks, perfect for coming back from the pool, and is filled with natural light thanks to the unit’s southern rear exposure. A slider from the primary bedroom leads directly into this space, enhancing the overall flow and usability. The bathroom has been updated with a glass shower door and grab bar for added functionality. The unit is truly move-in ready, being offered turnkey furnished with everything included from furniture to pots, pans, linens, and more. Location within the community is exceptional. This unit sits directly across from the heated pool and clubhouse, making it one of the most conveniently positioned units available. You are just steps to the on-site laundry facility, with machines costing only $1.00 per load, and the mailbox is located right next to the unit for added ease. A private storage closet is also included, located just around the corner. Living on the ground floor offers added value with easy access, no stairs, and everyday convenience. The community amenities are extensive, featuring a clubhouse with billiards, an active event room with regular social gatherings, a large library, fitness center, and sauna. Outdoors, residents enjoy a heated pool, community bbq grilling area, shuffleboard court, and pickleball. Major systems include a 2008 HVAC and 2015 water heater. Close to Bus Line & Shopping. One mile from the 18.5 mile long Legacy Trail for walking and biking. This is a rare opportunity to own a well-updated, fully furnished, and ideally located unit that offers both comfort and lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
6100 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$6,499,000180 Days on yellowkey MLS ID: A4672432
2 Days Off yellowkey (back on 3/13/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3882 Built: 2019 Tax: $55,984 (2024)Community: Halcyon Siesta KeySpa: NoCondo
Taxes:$55,984
Remarks: Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
70 AVENIDA VENECCIA #204, SARASOTA, FL 34242
$5,400,000502 Days on yellowkey MLS ID: A4637710
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4154 Built: 2025 Tax: $7,518 (2023)Community: Sunset BeachSpa: YesCondo
Taxes:$7,518
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. Under Construction. One or more photos have been virtually staged. Currently under construction with an estimated completion in the first half of 2026, Sunset Beach embodies the pinnacle of luxurious beachfront living on Siesta Key. Nestled within a neighborhood-inspired enclave surrounded by newly built homes, it offers a prime location just steps from the vibrant shops and restaurants of Siesta Key Village. This exclusive collection of 11 exquisitely designed residences redefines coastal luxury, offering unparalleled Gulf views and seamless integration with the natural beauty of its surroundings. At Sunset Beach, every detail of the residences has been thoughtfully crafted to elevate your living experience while embracing the beauty of Siesta Key’s Gulf-front serenity. Each home begins with direct private elevator entry, ensuring privacy and exclusivity from the moment you arrive. Once inside, you’ll be greeted by 10-foot ceilings, floor-to-ceiling windows, and oversized terraces that frame spectacular Gulf views, offering seamless indoor-outdoor living. The spacious layouts are perfect for living, dining, and entertaining, featuring custom kitchens and bars equipped with Sub-Zero and Wolf appliances, ensuring a culinary experience as refined as the setting. The solid-core 8-foot-high entry and interior doors, floor-to-ceiling hurricane-resistant balcony sliders with laminated solar-tint glass, and glass balcony railings harmonize style with durability, ensuring your home is both beautiful and secure. To enhance your comfort and convenience, the residences are pre-wired for state-of-the-art Smart Home technology, allowing you to tailor your living environment with ease. Outdoors, the terraces feature elegant stained tongue-and-groove ceilings, providing a warm, timeless aesthetic to complement the panoramic Gulf views. Whether you’re relaxing in solitude or entertaining guests, these terraces are the perfect space to savor the beauty of the coastline. At Sunset Beach, the thoughtful design and high-end finishes ensure every moment feels luxurious, from your private retreat to the breathtaking surroundings of Siesta Key. Every feature has been carefully curated to provide the ideal balance of comfort, style, and functionality in a beachfront sanctuary that truly redefines coastal living. Don’t miss your opportunity to own one of these exclusive residences. Spend your day relaxing by the poolside or take a few steps to a beachside lounge chair, where you can relax under an umbrella and enjoy the stunning views of crystal-clear water and white sand. Amenities include a beachfront swimming pool, spa, cabanas, and fire pit, lounge chairs, umbrellas, kayaks, paddle boards, and bikes, a state-of-the-art fitness center, beachfront grilling area, and private on-site storage units.Contact us today to schedule your private tour of Sunset Beach and take the first step toward living your coastal dream. Your new chapter of beachfront luxury begins here.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-867-9866)
70 AVENIDA VENECCIA #202, SARASOTA, FL 34242
$6,900,000502 Days on yellowkey MLS ID: A4637462
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3550 Built: 2025 Tax: $7,518 (2023)Community: Sunset BeachSpa: YesCondo
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$899,00088 Days on yellowkey MLS ID: A4686314
REDUCED by $51,000 (5.4%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Elementary School: Southside Elementary
Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
9620 CLUB SOUTH CIR #5108, SARASOTA, FL 34238
$310,00032 Days on yellowkey MLS ID: A4689505
REDUCED by $10,000 (3.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1995Monthly Fee: $571 Tax: $3,361 (2025)Community: Stoneybrook Clubside South 2Condo
Taxes:$3,361
Elementary School: Taylor Ranch Elementary
Remarks: Experience the lifestyle that makes Stoneybrook Golf & Country Club one of Sarasota’s most sought-after communities. This gated, member-owned country club offers an active and social atmosphere with a beautifully redesigned golf course, Har-Tru tennis courts, a well-equipped fitness center, clubhouse dining, and a full calendar of events. Ideally located near the Legacy Trail, Siesta Key beaches, and both Downtown Sarasota and Venice, it’s a setting that blends recreation, convenience, and connection. Located within Clubside South, this residence enjoys a highly desirable position just a short distance to the community pool, tennis/pickleball courts, and gathering areas, making it easy to take full advantage of the neighborhood’s active lifestyle. This ground-floor end unit offers easy access, added privacy, and abundant natural light. Thoughtfully updated, the home features a refreshed kitchen with new appliances, countertops, and backsplash, creating a clean and modern feel. A standout feature of the home is the hurricane-impact glass enclosed lanai with custom shades, creating a comfortable, private space to relax and enjoy year-round Florida living. Being offered fully furnished, this opportunity is a perfect for seasonal living, investment, or full-time enjoyment of the Stoneybrook lifestyle.
Listing is courtesy of: ZACHOS REALTY & DESIGN GROUP (941-500-5457)
Listing Agent: Matt Minnick (941-549-9637)
33 S GULFSTREAM AVE #704, SARASOTA, FL 34236
$429,00044 Days on yellowkey MLS ID: A4691764
0 Days Off yellowkey (back on 6/1/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1964 Tax: $3,354 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$3,354
Remarks: Under contract-accepting backup offers. Your pied-à-terre for city living in Sarasota awaits you in Gulfstream Towers! Where fully renovated interiors meet panoramic Sarasota Bay and Marina Jack views. This move-in ready residence offers the ideal combination of waterfront living, walkability, and flexible space design in one of downtown Sarasota’s most desirable locations. This light-filled residence features impact windows and doors and expansive glass framing unobstructed views of Sarasota Bay and Marina Jack. The interior has been fully renovated with high-end finishes, highlighted by a modern galley kitchen with quartz countertops, large single-basin sink, wine cooler, sleek cabinetry, stainless steel appliances, water filtration system, and LED accent lighting, all flowing seamlessly into the open living and dining areas. A standout feature is the Clei Italian custom-built Murphy bed system, allowing the space to effortlessly transition between a living area and bedroom, ideal for full-time living, seasonal use, or a lock-and-leave lifestyle. Additional highlights include tile flooring throughout, contemporary finishes, efficient layout, and abundant natural light. Located in a secure waterfront building, residents enjoy amenities including a heated pool with expansive furnished sun deck, fitness center, private storage, community/entertaining room with full kitchen and dining area, library, bike storage, and laundry facilities on each floor. With only 9 units per floor, the building offers a quiet, boutique feel. Prime downtown Sarasota location—just steps to Marina Jack, Bayfront Park, Selby Gardens, award-winning restaurants, theaters, the Sarasota Opera House, and year-round cultural events. Complimentary trolley service provides convenient access to St. Armands Circle and Lido Key beaches. Buyer to verify all measurements, HOA fees, rental restrictions, and pet policies.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,795,000234 Days on yellowkey MLS ID: A4669042
REDUCED by $100,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
170 ROOSEVELT DR #5, SARASOTA, FL 34236
$399,000408 Days on yellowkey MLS ID: A4651143
REDUCED by $30,000 (7.0%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 294 Built: 1955 Tax: $3,778 (2024)Community: Pelican GardensCondo
Taxes:$3,778
Remarks: Welcome to 170 Roosevelt Dr. Unit #5,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from downtown Sarasota’s arts and cultural scene. Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000213 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonySpa: NoCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing Agent: Jo James, Llc (941-928-3175)
5122 NORTHRIDGE RD #107, SARASOTA, FL 34238
$242,000221 Days on yellowkey MLS ID: A4670927
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1289 Built: 1999 Tax: $1,730 (2024)Community: Serenade On Palmer RanchCondo
Taxes:$1,730
Remarks: Welcome home! HUGE PRICE DECREASE !!! Look no further than this Palmer Ranch Beautifully furnished, completely Turnkey condo! Whether you are looking for your own winter getaway, an investment property or a new home in beautiful Sarasota, Florida, this is it! When you walk in, you will be amazed at this beautifully furnished two bedroom two bath first floor end unit! Completely updated with stunning marble floors, luxury vinyl, gorgeous countertops throughout and decorated to perfection! All you need to bring along are your clothes!! Everything else is beautifully done for you! Located in peaceful, quiet and much desired, Palmer Ranch, you’ll love being just minutes away from gorgeous beaches, shopping, dining, and entertainment! With 2 heated pools to choose from, tennis courts, fitness center, clubhouse and friendly neighbors throughout, you will be right at home!! Serenade also offers a pet friendly neighborhood! You will enjoy this resort style living, and Florida sunshine in comfort and style! Priced to sell quickly! Please schedule a showing now!
Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)
Listing Agent: Leanne Mcvicker (239-481-1311)
5543 ASHTON WAY #5543, SARASOTA, FL 34231
$275,00088 Days on yellowkey MLS ID: N6143396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $3,561 (2025)Community: Ashton Lakes 8Spa: YesCondo
Taxes:$3,561
Remarks: Welcome to this charming 2 bedroom, 2 bath walk up condominium in the highly desirable Ashton Lakes community. This light and bright residence features high ceilings that create a spacious and open feel throughout the home. Enjoy relaxing on the screened lanai while taking in peaceful lake views and the natural beauty of the surroundings. The comfortable floor plan includes a spacious primary bedroom with a walk in closet and private ensuite bath, creating a quiet and inviting retreat. The guest bedroom is conveniently located near the second bathroom and can easily serve as a guest room or home office. Additional features include an inside laundry room and an assigned carport. Ashton Lakes is set on 33 acres of beautifully maintained grounds with four scenic lakes and offers a resort style lifestyle with a wide range of amenities. Residents enjoy two heated swimming pools, including one large pool with a lap lane, tennis courts, pickleball courts, shuffleboard courts, grilling areas, and a welcoming clubhouse that hosts an active social calendar during the winter season. The community is connected by a convenient footbridge to Merchants Mart shopping center where you will find CVS, Ace Hardware, a liquor store, Dollar Store, and the popular Detwiler’s Farm Market. Ideally located just 3.5 miles from the world famous Siesta Key Beach, this home also offers easy access to I 75 and US 41. Shopping, dining, schools, and hospitals are all within a short drive. The condominium fee includes cable TV, internet, water, trash, exterior and grounds maintenance, and an on site manager, providing convenience and peace of mind. Whether you are looking for a winter retreat or a full time residence, this lake view condominium offers a wonderful opportunity to enjoy the Florida lifestyle in a prime and convenient location.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
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