Location: Sarasota
Do Not Show Listings
800 N TAMIAMI TRL #910, SARASOTA, FL 34236
$575,000141 Days on yellowkey MLS ID: A4681458
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $7,752 (2025)Community: AlinariCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,752
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Live the Downtown Sarasota lifestyle in this turnkey furnished 2-bedroom, 2-bath condominium located in the highly sought-after Alinari Condominium Community. Perfectly positioned in the near the heart of the city, this residence offers sweeping city and pool views from a private balcony, creating an ideal backdrop for both daily living and entertaining. The open-concept floor plan is light and bright, featuring a well-appointed kitchen, spacious living and dining areas, and a split-bedroom layout for added privacy. Hurricane impact windows and sliding doors provide added peace of mind while enhancing energy efficiency and noise reduction. Offered turnkey furnished, this condo is truly move-in ready, making it ideal as a primary residence, second home, or investment property. Alinari is known for its luxury high-rise living, pet-friendly environment, and socially active community, offering frequent opportunities to connect with neighbors and enjoy an engaging lifestyle. Resort-style amenities include a heated swimming pool and spa, state-of-the-art fitness center, sauna, wine storage, social room, and theater room. Residents enjoy 24-hour security and concierge services, providing comfort, convenience, and peace of mind. Located just steps from downtown Sarasota, you are minutes from Main Street, Marina Jack, Bayfront Park, Selby Gardens, world-class dining, shopping, arts, and entertainment. Sarasota’s renowned beaches, including Lido Beach and Siesta Key Beach, are only a short drive away. Whether you’re seeking a luxury downtown condo, a turnkey Sarasota residence, or a low-maintenance lifestyle close to it all, this Alinari condo delivers exceptional value and location. Private showing available!
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00064 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
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
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)
650 GOLDEN GATE PT #401, SARASOTA, FL 34236
$1,799,000525 Days on yellowkey MLS ID: A4636416
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1837 Built: 1962 Tax: $23,809 (2024)Community: Harbor View On Golden Gate PointCondo
Taxes:$23,809
Tax Year: 2024
Remarks: Nestled on a private 22-acre peninsula on Sarasota Bay at Golden Gate Point, this stunning 14-unit boutique condominium epitomizes the ultimate in luxury living, offering an unparalleled blend of location, design, and sophisticated elegance. The Harbor View building, a modern architectural masterpiece, underwent an extensive renovation in 2017-2018, with over $1.5 million invested in premium upgrades. Every detail has been thoughtfully curated to ensure the highest level of comfort and style. From the floor-to-ceiling sliders to the unobstructed panoramic water views that stretch from sunrise over Sarasota Bay to the sparkling lights of the downtown skyline, this residence provides a truly breathtaking setting. Step outside onto your expansive terrace to watch the vibrant marina activity at Marina Jack's or simply unwind with a favorite drink as boats gracefully glide by. The property offers a host of luxurious amenities, including a heated pool and spa, outdoor grilling area, and a private shower—perfect for both relaxation and entertaining in paradise. Just four blocks from the best of downtown Sarasota, you’re close to fine dining, upscale shopping, and cultural venues, with quick access to St. Armands Circle, renowned beaches, golf courses, the Ritz Carlton fitness and spa, and tennis clubs. Inside, this spacious condominium features 2 generously sized bedrooms plus a large den, ideal as a third bedroom or home office. The open-concept living area is perfect for entertaining, with a chef’s kitchen outfitted with high-end Thermador gas range, Sub-Zero refrigerator, sleek granite countertops, and a large island. A convenient powder room is available for guests, and both ensuite bedrooms feature walk-in closets and elegantly designed granite and tile bathrooms. The home also includes two designated parking spaces (#23 and #24) and private exterior storage (3x6x9). With its prime location, this residence offers excellent rental income potential. The master suite is a true retreat, featuring an abundance of natural light, a spacious walk-in closet, and a lavish master bath with double vanities, a deep garden tub, and a walk-in shower. Beyond the property, the central location offers an enviable lifestyle—just steps from the vibrant cultural scene, dining, and shopping in downtown Sarasota. A short bike ride brings you to the pristine sands of Lido Beach. Imagine enjoying iconic events such as the 4th of July fireworks from the comfort of your own home, with world-renowned Gulf beaches and St. Armand’s Circle just minutes away. Whether you’re looking for a serene waterfront retreat or an exceptional space to entertain guests, this exquisitely renovated condominium offers the best of both worlds—sweeping views, premium finishes, and an unbeatable location in the heart of Sarasota’s waterfront. Owner financing will be considered.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
1703 STARLING DR #1703, SARASOTA, FL 34231
$675,000252 Days on yellowkey MLS ID: A4668895
REDUCED by $24,000 (3.4%) on 06/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2172 Built: 1993 Tax: $4,481 (2024)Community: Landings, Villas At Eagles PointCondo
Taxes:$4,481
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
6157 MIDNIGHT PASS RD #E63, SARASOTA, FL 34242
$400,000309 Days on yellowkey MLS ID: A4662792
REDUCED by $20,000 (4.8%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1974 Tax: $5,101 (2024)Community: Bay OaksCondo
Taxes:$5,101
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)
5369 LAKE ARROWHEAD TRL #17A, SARASOTA, FL 34231
$374,90078 Days on yellowkey MLS ID: A4689393
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1800 Built: 1983 Tax: $2,674 (2025)Community: Lake ArrowheadSpa: NoCondo
Taxes:$2,674
Elementary School: Gulf Gate Elementary
Remarks: LAKEFRONT VALUE with Stunning Views in this Luxury End Unit, that is "Low-Cost Living" in sought after Lake Arrowhead. This end unit condo offers 3 Bedrooms and 3 Bathrooms and is completely remodeled! The air conditioner and heat pump were replaced in April 2026 and the updated chef's kitchen is high-end quality with custom cabinetry, stainless appliances and quartz tops. $539/month in low HOA fees covers the roofs and includes much of your insurance cost! Rarely available, this 1,800 square foot condo offers comfortable living with high-end finishes throughout. The enclosed 3rd bedroom offers a large walk-in closet and private bathroom and it currently is used as an entertaining lounge area with incredible views of the lake and wildlife through the floor to ceiling windows! Furniture is negotiable! HOA fees include cable, pest control, exterior maintenance and lawn care. At this price, this condo is more affordable than most residential homes! Lake Arrowhead is a hidden gem in South Sarasota with lush landscaping and lakes. The Great Room with high ceilings has a large sliding glass door that opens onto the spacious, covered lanai that overlooks the lake with a very peaceful view. The Key West Clubhouses is next door and is steps away for convenience. Enjoy the heated community pool, the large community room-kitchen-library in the clubhouse and the fishing pier. This is value priced for a larger condo in Lake Arrowhead and this condo is one-of-a-kind with it's fine finishes! Management is on-site and this condo includes one carport space. This community has everything you could desire and is located next to the 72-acre Red Bug Slough Preserve that is pet friendly and has several miles of hiking trails, a playground, picnic shelters & a fishing dock. Lake Arrowhead consists of 64 condos which is conveniently located to everything, including the World Renowned Siesta Key Beaches, Legacy Trail, Costco, several fitness centers, Publix, A+ Schools, Fine Restaurants and the Gulf Gate Library. UTC Mall and cultural downtown Sarasota are within 20 minutes for opera, movie theaters, dining, Selby Gardens & more! Make this your favorite place to relax and unwind as you are surrounded by tropical landscaping and lake views from nearly every room. Come and see this amazing condo; EZ show!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
5246 MANORWOOD DR #4C, SARASOTA, FL 34235
$345,00081 Days on yellowkey MLS ID: A4688263
REDUCED by $5,000 (1.4%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2007Monthly Fee: $1,285 Tax: $3,889 (2025)Community: Grande Oaks PreserveCondo
Taxes:$3,889
Elementary School: Emma E. Booker Elementary
Remarks: LOCATION, LOCATION, LOCATION! BEAUTIFULLY FURNISHED SPACIOUS PENTHOUSE living minutes from University Town Center-Gated resort amenities and almost NO maintenance responsibilities. Truly lock and leave. Elevated living in exquisite penthouse residence sitting high amongst Oak trees, situated within the highly sought-after Grande Oaks Preserve, just moments from the vibrant UTC. This is a rare opportunity to own the only penthouse currently available in this gated enclave, where solid block construction ensures both enduring quality and peace of mind. Upon entering, you are welcomed into a beautifully appointed three-bedroom, two-bathroom home defined by soaring 12-foot ceilings, elegant tray ceilings in both the kitchen and primary suite, intricate crown molding, and stately 8-foot doors that enhance the home’s light-filled, refined ambiance. The thoughtfully designed third bedroom offers versatility as a private study or guest retreat. Expansive French doors lead to a generously sized, screened lanai featuring impact-rated sliders and serene fountain views, creating an ideal setting for both quiet relaxation and effortless entertaining. The chef’s kitchen and spa-inspired baths showcase rich solid wood cabinetry, blending timeless craftsmanship with sophisticated style. Additional highlights include two spacious assigned indoor garage parking spaces and an oversized climate-controlled storage unit, providing both convenience and comfort. Residents of Grande Oaks Preserve enjoy an exceptional lifestyle INCLUDING access to resort-style amenities, including a sparkling pool and 2 spas, a fully equipped fitness center, clay tennis courts and pickleball courts, and beautifully maintained grounds within a secure, gated environment as well as water/sewer & trash removal. Perfectly positioned in one of Sarasota’s most desirable corridors, Grande Oaks Preserve offers an exceptional location that seamlessly blends convenience with an upscale, tranquil setting. Just moments away, University Town Center presents a premier destination for luxury shopping, fine dining, and entertainment, featuring renowned retailers and an array of top-tier restaurants. Residents enjoy effortless access to everyday conveniences, from boutique grocers to cafes and wellness services, all within a short distance. The community is also ideally situated near Nathan Benderson Park, a picturesque waterfront destination known for its walking trails, rowing events, and outdoor activities. A short drive brings you to the cultural and coastal treasures that define Sarasota living, including the pristine shores of Siesta Key Beach, consistently ranked among the finest beaches in the country. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and marina, is also easily accessible, offering an unmatched blend of sophistication and leisure. With convenient proximity to major roadways and just 12 minutes from Sarasota-Bradenton International Airport, travel is effortless, whether for business or pleasure. This extraordinary location places the very best of the region—shopping, dining, recreation, and world-class beaches—right at your doorstep while preserving the privacy and serenity of an exclusive gated community. This extraordinary penthouse offers a seamless blend of luxury, location, and lifestyle—an exceptional offering not to be missed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tami Cashi (941-527-9088)
9397 MIDNIGHT PASS RD #903, SARASOTA, FL 34242
$364,0008 Days on yellowkey MLS ID: A4696940
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 778 Built: 1975 Tax: $4,242 (2025)Community: Pointe On Midnight PassCondo
Taxes:$4,242
High School: Sarasota High
Remarks: At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Guia Tomelden-Dorion (845-321-5158)
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$1,999,000159 Days on yellowkey MLS ID: A4678825
REDUCED by $250,000 (11.1%) on 06/03/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2112 Built: 2019 Tax: $20,731 (2025)Community: Mark SarasotaSpa: YesCondo
Taxes:$20,731
Remarks: Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
5216 WILLOW LINKS #82, SARASOTA, FL 34235
$199,900119 Days on yellowkey MLS ID: A4684221
REDUCED by $10,000 (4.8%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980Monthly Fee: $89 Tax: $2,532 (2025)Community: Willow LinksCondo
Taxes:$2,532
Remarks: PRICE REDUCED! Here is your opportunity to pick up a desirable Meadows address at a great price! This Willow Links 2nd-floor (walk-up) 2/2 condo has had the flooring replaced throughout with luxury vinyl plank. Enjoy a serene water view from your generous screened lanai. Walk across the street to the Meadows Shopping Village to enjoy a variety of dining options and services. The UTC district and its vast dining and shopping options are a 5 minute drive. Easy access to I-75 and Sarasota-Bradenton International Airport. 20 minutes to downtown and 20-30 minutes to area beaches. The Meadows offers 3 golf courses, 14 miles of walking trails, an active community center, and fitness, pickleball, and other amenities through the Renaissance Plan. Great potential for annual and seasonal rental. Offered as-is.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
1500 COVE II PLACE #531, SARASOTA, FL 34242
$549,90016 Days on yellowkey MLS ID: N6144663
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 860 Built: 1979 Tax: $5,256 (2025)Community: Midnight Cove IiCondo
Taxes:$5,256
Remarks: Experience the ultimate Siesta Key lifestyle in this turnkey-furnished condominium at Midnight Cove II, ideally situated on beautiful Crescent Beach. Enjoy stunning water and pool views from your private balcony while taking advantage of the community's highly sought after weekly rental program, making this an exceptional investment opportunity, vacation retreat, or personal getaway. The open floor plan creates a bright and inviting living space perfect for relaxing or entertaining. Residents and guests enjoy deeded access to the powdery crystal sands of world famous Siesta Beach, along with resort style amenities including a heated pool, tennis courts, pickleball, fitness center, barbecue area, boat docks, on-site management, and beautifully maintained grounds. Leave the car behind and hop on the trolley to Siesta Key Village or enjoy a short walk to South Village's restaurants, shops, and entertainment. Conveniently located near Sarasota and St. Armands Circle, this property offers the perfect blend of island living and mainland convenience. Whether you're looking for a beachfront escape or a proven income producing property, this is your opportunity to own a piece of paradise on Crescent Beach.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: Kimberly Eudy (941-882-2666)
1350 5TH ST #402, SARASOTA, FL 34236
$650,00038 Days on yellowkey MLS ID: A4691938
REDUCED by $45,000 (6.5%) on 06/25/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Elementary School: Alta Vista Elementary
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, this residence elevates luxury condo living with the ultimate distinction, an exclusive private 1 car garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$345,00013 Days on yellowkey MLS ID: A4695460
REDUCED by $30,000 (8.0%) on 06/25/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Elementary School: Southside Elementary
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
1632 STARLING DR #101, SARASOTA, FL 34231
$335,00038 Days on yellowkey MLS ID: A4694065
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1987 Tax: $4,624 (2025)Community: The Landings South ISpa: NoCondo
Taxes:$4,624
Remarks: Welcome to your new home in The Landings. This light-filled, ground-floor end-unit Coach House offers peaceful preserve views and the feel of a private backyard retreat. Thoughtfully updated with newly installed luxury vinyl plank flooring, the open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting living space filled with natural light. The kitchen features stainless steel appliances, classic subway tile accents, and clean, neutral finishes that complement the home’s relaxed coastal style. In the great room, upgraded frosted glass doors open to a customized storage closet or second pantry, adding both style and functionality. Adjacent to the living area, the glass-enclosed Florida room provides flexible additional living space with tranquil views of the surrounding nature preserve. The spacious primary suite includes a built-in office area with abundant storage, a walk-in closet, and a generously sized ensuite bath featuring a large walk-in shower with upgraded frameless glass doors. A separate guest bedroom, full guest bath, and dedicated laundry room complete the home’s well-designed layout. Step outside to the sunny back patio and enjoy serene nature views in a peaceful, private setting. Sold partially furnished. Ideal as a seasonal getaway or full-time residence. Ownership includes membership to The Landings Racquet Club, offering 8 Har-Tru tennis courts, a pool, hot tub, fitness center, library, and a vibrant calendar of social activities. This gated “west of the trail” community is a hidden gem with mature landscaping, scenic lakes, and a nature trail leading to a dock on the Intracoastal Waterway. Conveniently located just minutes from Siesta Key, dining, shopping, and downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
6660 SCHOONER BAY CIR #6660, SARASOTA, FL 34231
$675,00042 Days on yellowkey MLS ID: A4692279
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2232 Built: 1989Monthly Fee: $850 Tax: $7,943 (2025)Community: Schooner BayCondo
Taxes:$7,943
Remarks: Experience the best of Florida waterfront living in this beautifully updated turnkey furnished 3-bedroom, 2-bath condo situated on a peaceful canal with direct boating access to Sarasota Bay. This light-filled residence offers an open-concept layout, vaulted ceilings and everything you need to move right in and start enjoying the lifestyle. Step outside to your private boat slip and lift, making it effortless to spend the day cruising the bay, exploring nearby waterfront restaurants, or heading out to the Gulf. Inside, the spacious living and dining areas flow seamlessly to a enclosed lanai where you can relax and take in tranquil water views. The well-appointed kitchen features ample cabinetry and counter space, while the primary suite offers water views, generous closet space, and an en-suite bath. The split bedroom floor plan provides plenty of room for guests, family, or a home office. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this exceptional canal-front condo combines comfort, convenience, and easy access to Sarasota Bay in one perfect package. This condo is located in a quiet gated community of only 36 units close to all conveniences. This second and top floor spacious unit has the largest floor plan and feels more like a single family home, vaulted ceilings and an open floor plan with split bedrooms. It's a short walk over the bridge to Siesta Key beaches. Quick access to the intercoastal and bay by boat, no bridges to navigate, makes it easy to go to the many waterfront restaurants. The huge primary ensuite overlooks the canal and has a walk in shower/closet, dual sinks, king bed, separate tub and WC. The detached 2 car garage has a separate AC unit. Seller had the 6000 lb lift refurbished in 2023. New roof in 2023. The air ducts and dryer vent were cleaned in January 2024. The condo is only steps from the heated pool. It's a 10 minute drive to downtown Sarasota. Walk or bike to the world famous Siesta Key Beach or take a trolley. You are within a mile of every convenience you can think of. This community is a hidden gem. All offers must provide proof of funds or pre-approval with offer.
Listing Agent: Deborah Huffman (570-419-1116)
50 CENTRAL AVE #14B, SARASOTA, FL 34236
$1,350,000239 Days on yellowkey MLS ID: A4670232
REDUCED by $50,000 (3.6%) on 06/25/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 2005 Tax: $15,286 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$15,286
Middle School: Sarasota Middle
Remarks: Back on market following a busy rental season, and seller is motivated! Experience the essence of Sarasota’s urban living in this exquisitely updated two-bedroom, two-bath residence at Five Points Plaza, one of the city’s most sought-after addresses. Spanning 1,671 square feet, this beautifully appointed home combines elegant design, modern upgrades, and an unmatched downtown location. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Step outside to your expansive private terrace, accessible from both bedrooms and the living room, offering stunning views of Sarasota Bay and the vibrant city skyline. The terrace extends your living space, ideal for morning coffee, dining al fresco, or cocktails at sunset. The primary suite is a tranquil retreat featuring a cozy sitting area that doubles as a reading nook or home office. A motorized window shade provides effortless privacy and light control, creating a restful atmosphere day or night. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. At Five Points Plaza, every detail reflects convenience and peace of mind. Enjoy 24-hour concierge service, on-site management, secure garage parking, and resort-style amenities including a heated pool, state-of-the-art fitness center, and spacious entertainment areas. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle where, convenience, location, and livability converge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Melissa Perrigoue (941-894-7165)
6300 MIDNIGHT PASS RD #702, SARASOTA, FL 34242
$1,749,00056 Days on yellowkey MLS ID: A4692155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1970 Tax: $9,386 (2025)Community: Crystal Sands 2Condo
Taxes:$9,386
Remarks: Set on the 7th floor of Crystal Sands, this fully updated residence offers a front-row position to the Gulf, with sweeping views stretching south along Crescent Beach toward Point of Rocks. Located in the sought-after “2” stack, the building sits just steps from the sand, creating a rare level of proximity to the shoreline with water views from every room. The 2-bedroom, 2-bath split floor plan is both functional and well-balanced, offering privacy between suites while keeping the main living space open and connected. Wide-plank flooring runs throughout, leading into a light-filled living and dining area that opens seamlessly to the Gulf beyond. A 30+ foot lanai spans the width of the residence and is accessible from both bedrooms and the main living area, creating an easy indoor-outdoor flow and a natural extension of the living space for everyday use. The kitchen is finished with shaker-style cabinetry, quartz countertops, a center island with bar seating, and stainless appliances, designed to feel clean, current, and easy to live in. Both bedrooms are well-proportioned with direct lanai access and calming water views, while the bathrooms have been thoughtfully updated with refined finishes, frameless glass showers, and cohesive tilework that carries the modern coastal aesthetic throughout the home. Residents of Crystal Sands enjoy direct beach access, a Gulf-front pool, and a prime location just minutes from Siesta Key Village’s dining and shops. With its combination of view, proximity to the sand, and updated interiors, this is one of those residences that simply works the moment you walk in.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
3453 CLARK #252, SARASOTA, FL 34231
$154,0004 Days on yellowkey MLS ID: A4697775
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974 Tax: $1,615 (2025)Community: Sienna Park CondoCondo
Taxes:$1,615
Remarks: Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 1-bedroom, 1-bathroom has Soft carpet flooring throughout the living/dinning area and bedroom, with tile in the entryway, kitchen, and bathroom. The kitchen offers ample storage, granite countertops and stainless appliances. This unit has a quiet balcony view, perfect for entertaining guests. This home owner has added 4 CEILING FANS, NEW CLOSET SYSTEM, NEW A/C 2025, and a NEW MOTORIZED TERRACE SCREEN. The community has a heated pool, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, The Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.
Listing is courtesy of: PARADISE BUYERS REALTY, INC (941-302-4001)
Listing Agent: Sally Lippert (941-302-4001)
2724 HIDDEN LAKE BLVD #A, SARASOTA, FL 34237
$137,50078 Days on yellowkey MLS ID: C7524602
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $5,400 (3.8%) on 05/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Monthly Fee: $560 Tax: $1,921 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,921
Remarks: Under contract-accepting backup offers. Amazing opportunity!!! Sellers are motivated and eager to get this beautiful, spacious and neatly kept condo sold. This “Move in” ready home is easy to show and ready for offers. JUST MINUTES AWAY FROM THE WORLD FAMOUS BEACHES OF SIESTA KEY, LONGBOAT KEY, AND ANNA MARIA ISLAND!!! Hidden Lake Village is centrally located in popular Sarasota Florida close to all amenities including the Mall at University Town Center. The condo community offers 2 amazing pools, a tennis court, park areas, and a clubhouse. Recent updates include a new Hot Water Heater. 2022 A/C and new LVP flooring in the primary suite. This condo can be a perfect home or a fabulous rental income property. Don't miss your chance to live in Paradise!
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-575-2502)
Listing Agent: Franklin Depaul (941-268-6680)
6688 SCHOONER BAY CIR #6688, SARASOTA, FL 34231
$755,00039 Days on yellowkey MLS ID: A4693436
1 Days Off yellowkey (back on 6/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988 Tax: $3,716 (2025)Community: Schooner BayCondo
Taxes:$3,716
Remarks: Under contract-accepting backup offers. Tucked within the quiet gated boating community of Schooner Bay, this beautifully remodeled 3 bedroom, 2 bath, 2 car garage waterfront condo blends relaxed Florida living with effortless boating convenience just minutes from Siesta Key’s world-famous white sand beaches. With over 1,800 square feet of thoughtfully designed living space and a 23-foot boat dock and boat lift just outside your door, this residence is perfectly suited for those looking to fully embrace the coastal boating way of life. A semi-private side entrance welcomes you inside, where a distinctive front-to-back view immediately draws your eye through the expansive sliding glass doors to the peaceful saltwater canal beyond. Light wood-look vinyl flooring, high sloped ceilings, oversized front windows, and an open-concept layout create a bright and airy atmosphere filled with natural light. The crisp white kitchen features bar-top seating, counter-to-ceiling tile backsplash, recessed lighting, stainless steel appliances, and seamless flow into the dining and living areas, ideal for both relaxed daily living and gathering with guests. Just beyond, the enclosed sunroom provides a relaxing extension of the living space with picturesque canal views and a tranquil setting to enjoy morning coffee or unwind at the end of the day. The spacious primary suite offers private access to the sunroom through sliding glass doors, peaceful water views, a walk-in closet, and an en suite bath complete with a dual sink vanity, separate shower, and private toilet room. Two generously sized guest bedrooms share a second full bath, offering comfort and flexibility for family or visitors. Residents of Schooner Bay enjoy access to a clubhouse and heated community pool, along with an unbeatable location just minutes from Siesta Key Beach which is consistently ranked among the best beaches in the world for its soft white sand and turquoise waters. From here, you’re also close to a variety of local dining, casual waterfront restaurants, boutique shopping, and vibrant entertainment, all just a short walk or bike ride away. Crisp, comfortable, and inviting, this condo delivers the best of easy living– with boating from your private dock, beach days on Siesta Key, and peaceful canal views right at home. A rare opportunity to enjoy it all in one place, this is a home you truly need to see today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
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