Location: Sarasota
Do Not Show Listings
111 S PINEAPPLE AVE #719, SARASOTA, FL 34236
$1,195,000161 Days on yellowkey MLS ID: A4677833
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1498 Built: 2019 Tax: $11,001 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,001
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Exquisite, elegant, and serene living in the heart of splendid downtown Sarasota! Enjoy the morning on your balcony with your coffee in hand as you enjoy the bird’s eye views, and evenings relishing the Gulf breezes. This gorgeous condo is impeccable with European cabinetry, quartz countertops, custom woodworking, porcelain tiles, refreshing, subtle color palette, California Closets, and more! The open, expansive floor plan boasts natural light galore inspiring a cheery, light-hearted ambiance. The split bedroom layout allows for privacy and generous breathing space when entertaining guests. The primary bedroom is spacious and delightfully opens to the balcony for fresh air, complete with a thoughtfully designed walk-in closet, and a pristine en suite bathroom with dual vanities. The airy guest bedroom and en suite are perfect for hosting family and friends. There is a den for work or hobbies, and a powder room for guests. Spend afternoons by the glorious 65-foot infinity pool with peek-a-boo views of the Gulf! Enjoy all of the splendid, convenient amenities that The Mark offers to compliment your lifestyle: fire pit lounge, cabanas, outdoor grills, fitness center, spin room, clubroom with catering kitchen, pool table, café-style office space, 24-hour staffed reception, pet-friendly, security, an assigned parking space, and a separate secured storage unit. Saunter around downtown Sarasota, shop at the Saturday Farmers' Market, savor the authentic lemon tarts at C’est La Vie, attend the Sarasota Ballet or Orchestra, the lush gardens of Selby, and dozens of delightful restaurants and cafes! Enjoy sunny beach days at Lido Key and powdered sugar-soft beach walks. Evening strolls at the marina only a few blocks away, boutique shopping and street musicians at St. Armand’s Circle, or pop out for a last-minute cocktail at sunset with friends. The Mark is the epitome of downtown easy, breezy, luxury living!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
7608 FAIRWAY WOODS DR #206, SARASOTA, FL 34238
$299,900129 Days on yellowkey MLS ID: A4681258
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $25,000 (7.7%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1985 Tax: $2,725 (2025)Community: Fairway WoodsSpa: YesCondo
Taxes:$2,725
Elementary School: None
High School: Riverview High
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome Home to this beautifully updated 3 bedroom, 2 bath second-floor condo located in the highly desirable Fairway Woods community in Sarasota! This inviting residence features beautifully updated tile flooring throughout, a stunning updated kitchen, and a tastefully renovated primary bathroom, offering a perfect blend of comfort and modern style. The spacious layout includes an eat-in kitchen, a formal dining room, and a warm and welcoming living area highlighted by a charming wood-burning fireplace! A rare and cozy feature that truly makes this condo feel like home. Step out onto your private back patio, an ideal space for relaxing or entertaining while enjoying Florida’s beautiful weather. A standout feature is the detached two car garage, providing exceptional storage and convenience. Residents of Fairway Woods also enjoy access to a community pool and clubhouse, perfect for embracing the Florida lifestyle year around! Ideally located just minutes from popular shopping and dining including Target, Kohl’s, Costco, and Bath & Body Works, this home also offers convenient proximity to the highly sought-after Palmer Ranch area....allowing you to enjoy its many shopping, dining, and recreational opportunities without being part of the master association. For those who enjoy an active lifestyle, you’ll appreciate being close to the YMCA and nearby Legacy Trail trail heads, offering over 18 miles of paved paths perfect for biking, walking, and running. You’re also only miles from world famous Siesta Key Beach and have easy access to I-75, making commuting and travel simple and convenient. Whether you’re searching for a full time residence or a seasonal retreat this condo offers location, comfort, and lifestyle all in one!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
1021 CRESCENT ST, SARASOTA, FL 34242
$1,699,000135 Days on yellowkey MLS ID: A4681826
REDUCED by $46,000 (2.6%) on 05/12/2026
Bed: 3 Bath: 0.0 Gar: 3 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksMulti-Family 5+
Taxes:$17,389
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: ***Potential for $150k+ gross income. Zoned for weekly rentals. ONE UNIT IN CONDO COMMUNITY*** Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. This unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $150,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
659 MALDIVES TRL, SARASOTA, FL 34234
$1,096,498119 Days on yellowkey MLS ID: A4683422
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2026Monthly Fee: $250 Tax: $4,792 (2025)Community: GracewaterSingle Family
Taxes:$4,792
High School: None
Remarks: Under Construction. Under Construction with anticipated completion date of April 2026. (Pictures current as of 5/12/26) Experience elevated living in the Grand Bay Haven at Gracewater, one of Sarasota’s most exciting new resort-style communities, with a projected completion date of mid-to-late April 2026. This stunning two-story residence offers over 3,200 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3.5 baths, a private study, and an expansive loft/bonus room that provides flexibility for a media space, playroom, or additional guest retreat. Designed for both everyday comfort and effortless entertaining, the open-concept great room flows seamlessly into a chef-inspired kitchen appointed with quartz countertops, natural gas appliances, impact-rated windows and sliders, 8-foot interior doors, and elevated coastal finishes that create a bright, sophisticated ambiance throughout. The spacious primary suite serves as a private sanctuary with a spa-like bath and generous proportions, while three additional bedrooms and two full baths are ideally situated upstairs around the versatile loft area. Step outside to your covered lanai and enjoy your own private inground pool, creating the perfect setting for relaxing afternoons, weekend gatherings, and year-round Florida outdoor living. Located within the gated Gracewater community, residents enjoy a true lifestyle experience with a resort-style zero-entry pool and cabanas, elegant clubhouse, state-of-the-art fitness center, pickleball courts, dedicated dog park, and an on-site lifestyle manager coordinating social events and activities. Just minutes from downtown Sarasota’s dining, arts, and entertainment scene, world-renowned Gulf beaches, SRQ Airport, and convenient access to I-75, this exceptional new construction opportunity blends luxury, comfort, and location—allowing you to secure your place now and move into your brand-new Grand Bay Haven just in time to enjoy spring 2026 in style. (Builder has chosen finishes for the kitchen and bathrooms but different selections can be made if buyer goes under contract prior to installation)
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Richard Tyson (941-999-1179)
2630 WOODGATE LN #G3, SARASOTA, FL 34231
$189,000272 Days on yellowkey MLS ID: TB8431315
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981 Tax: $1,248 (2024)Community: Pinewood Village ViCondo
Taxes:$1,248
Tax Year: 2024
Remarks: $$ 10,000.00 in closing cost's paid for by the SELLER. Like new and upgraded gorgeous condo. Minutes from world famous Siesta Key Beach and safely located in flood zone X. All new vinyl plank flooring in living areas and new carpet in bedrooms. Both bathrooms are newly renovated, freshly painted inside and out, along with a total makeover of the kitchen in 2025. Located in the rear of the development this condo is very quiet and secure. New washer and dryer, make this as good as a new unit. Ceiling fans and skylights keep it light and bright inside. Community heated pool and fitness center are open to the residents at their leisure. Clubhouse includes kitchen, fitness center, pool table and rest rooms with showers. Lanai features fully enclosed glass windows with screens, new storm doors front and rear. Gardener's paradise in the rear with lush tropical plants. In front enjoy your reserved private parking spot. Close to shopping and some of the best restaurants in Sarasota.
Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)
Listing Agent: John Pinta (813-390-4918)
6901 BOCHI CIR, SARASOTA, FL 34242
$2,675,00044 Days on yellowkey MLS ID: A4692713
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 2729 Built: 2026Monthly Fee: $389 Tax: $4,640 (2025)Community: Coronas ParkSingle Family
Taxes:$4,640
Remarks: Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought- after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four- bedroom, fourand-a-half-bathroom home is a masterpiece of refined design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indooroutdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeremy Hartmark (941-807-0740)
6907 BOCHI CIR, SARASOTA, FL 34242
$2,800,00044 Days on yellowkey MLS ID: A4692735
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 2970 Built: 2026Monthly Fee: $389 Tax: $4,814 (2025)Community: Coronas ParkSingle Family
Taxes:$4,814
Remarks: Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar-white sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four-bedroom, four- and-a-half-bathroom home is a masterpiece of sophisticated design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indoor- outdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!
4252 BOSWELL PL, SARASOTA, FL 34241
$774,900223 Days on yellowkey MLS ID: A4670812
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2533 Built: 1993Monthly Fee: $27 Tax: $5,951 (2025)Community: Bent Tree VillageSingle Family
Taxes:$5,951
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: WOW! This stunning 4-bedroom, 3-bath, 3-car garage split-plan pool home is perfectly situated near the end of a quiet cul-de-sac. Completely remodeled from top to bottom and beautifully designed in a modern contemporary style! Enjoy exceptional living space with a formal living and dining area, plus a gorgeous new kitchen that opens to a large family room with a modern electric fireplace and casual dinette area. The spacious master suite offers a luxurious bath with a freestanding tub, oversized walk-in shower with dual rain heads, and double vanities. Bedroom 2 includes its own ensuite bath that also serves as the pool bath, while Bedrooms 3 and 4 share a well-appointed bath. Step outside to your private backyard with a refinished pool and rescreened pool cage, perfect for relaxing or entertaining. The 3-car garage provides plenty of room for vehicles and storage. Newer roof AC and irrigation system. Located near top-rated schools, golf course views. This home truly checks all the boxes!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Sylvia Munia (914-400-4761)
3642 DOVER DR, SARASOTA, FL 34235
$289,00075 Days on yellowkey MLS ID: A4689634
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1417 Built: 1958 Tax: $3,031 (2025)Community: Kensington ParkSingle Family
Taxes:$3,031
Remarks: This 4-bedroom, 2-bath block home with 1,417 sq ft offers great potential with its sparkling pool, cozy wood-burning fireplace, and spacious layout featuring both a living room and family room. Vaulted ceilings add an open, airy feel, while the indoor laundry room provides everyday convenience. The fenced backyard is perfect for privacy and outdoor enjoyment. Bring your decorative ideas and bring the sparkle back. Ideally situated near the interstate, shopping, and dining for easy access to everything you need.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
5420 CICERNONE ST #203, SARASOTA, FL 34238
$465,00054 Days on yellowkey MLS ID: A4691603
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1526 Built: 2019Monthly Fee: $384 Tax: $4,116 (2025)Community: Esplanade On Palmer RanchCondo
Taxes:$4,116
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: One or more photo(s) has been virtually staged. Perfectly suited as either a vacation getaway or full-time residence, this beautifully maintained second-floor condo is located in the highly sought-after, resort-style community of Esplanade on Palmer Ranch. Built in 2019, this 2-bedroom, 2-bathroom condo with a den showcases numerous upgrades throughout, including plantation shutters, Hunter Douglas window treatments, new carpet in the primary bedroom, and all-new light fixtures. The property also includes a single-car detached garage along with a designated parking space. Residents of Esplanade on Palmer Ranch enjoy an impressive array of resort-style amenities, including the on-site Bahama Bar restaurant, resort-style pool with spa, resistance pool, fitness center offering studio classes, 8 pickleball courts, 2 tennis courts, 3 dog parks, and scenic nature trails. The community also provides direct access to the Legacy Trail and is located in close proximity to Oscar Scherer State Park. More than just a home, this property offers a lifestyle centered around comfort, activity, and relaxation. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
50 CENTRAL AVE #15A, SARASOTA, FL 34236
$1,290,000137 Days on yellowkey MLS ID: A4681474
REDUCED by $40,000 (3.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005Monthly Fee: $1,754 Tax: $9,029 (2024)Community: Plaza At Five PointsSpa: YesCondo
Taxes:$9,029
Remarks: New Price- for this PRISTINE residence on Central Ave, a rare opportunity to live at the HEART of downtown Sarasota while enjoying the calm, privacy, and personal service of a boutique luxury building, only 49 units. A quality of life can be found at the residence 15A Plaza Five Points. Plan to visit; this residence is located in the city’s historic "Five Points"—long recognized as the cultural and social crossroads of downtown—this address is adjacent to the park, the bayfront, library, theaters, nearby galleries, restaurants, breakfast stops, the farmers markets, Whole Foods, and signature Sarasota events at the Opra House all just steps from your door. See our photos. This 15th-floor residence provides city views and is a healthy 1,595 square feet. This offering includes two bedrooms, two bathrooms, and a well-appointed kitchen with European-style wood cabinetry that delivers a clean, warm, modern look, paired with consistent, full-height cabinet runs that signal storage, symmetry, and design discipline. An efficient open layout and higher elevated city views from the corner lanai. The floor plan balances interior openness with privacy; see the 3D plan in the photo display. This offering is ideal for full-time living or a refined lock-and-leave retreat. Secure parking and dedicated storage enhance day-to-day convenience. Plaza Five Points is intentionally uniquely different. AGAIN, only 49 residences, the building offers a quiet, uncrowded atmosphere rarely found in downtown high-rises. Residents frequently note the sense of calm, privacy, and personal service while still enjoying an active, welcoming community. An added benefit is that the building is self-managed, with long-tenured on-site leadership and staff who know the property well, so you can expect consistent care, cleanliness, and service. Amenities are designed for real living: a heated pool with full-sun exposure, a spa, a beautifully updated clubroom overlooking the pool, a full guest suite is available for your visitors with step-out access to the pool area, concierge services, secure package handling, and a well-equipped fitness center. Optional social engagement includes organized gatherings and group outings, while still preserving a respectful, low-key environment. Built in 2005 to modern hurricane standards, Plaza Five Points has long been admired for its construction quality, intimate scale, and enduring appeal. Market appeal reinforces the long-term value of residences at this address—particularly when offered in alignment with market expectations. A rare downtown Sarasota offering where location, culture, privacy, and warmth come together—Residence 15A delivers not just a home, but a lifestyle rooted in connection, walkability, and quiet sophistication. Schedule a private showing today.
Listing Agent: Andy Scherer (315-264-0944)
412 PHEASANT WAY, SARASOTA, FL 34236
$2,995,000271 Days on yellowkey MLS ID: A4666317
REDUCED by $100,000 (3.2%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2677 Built: 2018Monthly Fee: $110 Tax: $29,755 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$29,755
High School: Booker High
Remarks: Under contract-accepting backup offers. Stunning value for newer build Garden Home on Bird Key! Welcome to Bird Key, Sarasota’s premier island neighborhood perfectly nestled between the heartbeat of downtown Sarasota and the allure of St. Armands Circle. This newer custom-built residence combines elevated design with impact-rated windows as well as newer construction and thoughtful upgrades throughout. Step inside and be captivated by the open great room, which features wide-plank hardwood flooring, tray ceilings with wood beams, custom wall treatments, and automated blinds. The chef’s kitchen is crafted with quartz counters, Bosch stainless steel appliances, a center island with bar seating, walk-in pantry, and a beautifully tiled backsplash. The primary suite is a private sanctuary with direct pool access, dual custom walk-in closets, and a spa-inspired bath with a free-standing soaking tub and dual-entry shower. Guests are treated to two additional stylish en-suite bedrooms, while the versatile fourth bedroom is currently used as a office. Enjoy entertaining in the lush outdoor backyard space, which includes a heated saltwater pool and spa with LED lighting, pavered deck, wood-accent ceiling, and a full summer kitchen with refrigeration and a plumbed-in gas grill. Additional features include a concrete tile roof, tankless gas water heater, irrigation system, custom exterior trim work, and a 3-car garage. Lightly lived in as a seasonal retreat, this home is available with an optional furniture package for effortless move-in. Bird Key living comes with the option to join the Bird Key Yacht Club for an additional fee. The club is currently being rebuilt into a beautiful state-of-the-art facility — just moments from your doorstep. This is more than a home – it’s the Bird Key lifestyle. Schedule your private showing today and claim your place in one of Sarasota’s most coveted addresses.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
3328 TOBERO LN, SARASOTA, FL 34235
$729,00056 Days on yellowkey MLS ID: A4691639
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2438 Built: 1982 Tax: $2,976 (2025)Community: Tobero WoodsSpa: YesSingle Family
Taxes:$2,976
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to your private country retreat—where comfort, charm, and space come together to create the perfect place to call home. Nestled on a quiet dead-end road and set on over half an acre, this inviting two-story residence offers the peace and privacy you’ve been searching for, surrounded by lush greenery and natural beauty. A warm and welcoming front porch sets the tone, ideal for morning coffee or unwinding at sunset. Inside, you’ll find a thoughtfully designed layout featuring three spacious bedrooms upstairs and the primary suite with separate rooms which could be converted to create an ideal private space for family. There is an additional office or den space on the first level which could easily accommodate a 4th bedroom with large closet and storage. The home is perfectly suited for both everyday living and entertaining. The beautifully updated kitchen is the heart of the home, showcasing granite countertops, stainless steel appliances, and crisp white cabinetry with convenient pull-out drawers. It flows seamlessly into the family and dining areas, highlighted by rich engineered oak wood flooring that adds both style and durability. Practical touches like an upstairs laundry chute leading to the lower-level laundry room make daily living effortless, while major updates—including a new roof (2023), hot water heater (2025), and dual A/C units (2019)—offer peace of mind for years to come. Step outside and discover your own fenced backyard oasis with ample space and lighting. Designed for entertaining, the expansive brick-paver patio and soaring screened lanai create the perfect setting for gatherings. The private heated pool—with a new heat pump, outdoor hot/cold shower, fire pit, and fully fenced yard—delivers a true resort-style experience right at home. Additional highlights include a spacious garage with a hurricane-rated door, ample storage, a whole-house attic fan, and on the opposite side of the home a private outdoor area complete with its own porch with dedicated power for future self-contained spa and shell deck. The well on the property has a new tank and services 6 water bibs around the exterior. Lovingly maintained by its original owners, this home combines tranquil country living with everyday convenience—just minutes from shopping, dining, an organic farm, and walking distance to Gocio Elementary School. Don’t miss the opportunity to experience this exceptional property—be sure to explore the 3D and aerial tours.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Joyce Sacco (941-445-3937)
800 N TAMIAMI TRL #103, SARASOTA, FL 34236
$620,000125 Days on yellowkey MLS ID: A4682840
Bed: 1 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2007 Tax: $7,240 (2025)Community: AlinariSpa: YesCondo
Taxes:$7,240
Elementary School: Alta Vista Elementary
Remarks: Welcome to Unit 103 at Alinari at Rosemary Place, a distinguished residence within one of downtown Sarasota’s premier luxury condominium addresses. Positioned in the vibrant Rosemary District, this spacious first-floor garden-style home offers the rare combination of elegant design, generous scale and desirable ground-level access, delivering comfort of a private residence with the ease of maintenance-free condominium living. Encompassing 1,684 square feet of heated living space and 1,936 total square feet including the outdoor patio, this one-bedroom plus loft residence with three full baths lives exceptionally large. High volume ceilings, expansive glass windows, and sliding doors flood the interiors with natural light, creating an airy ambiance and seamless indoor-outdoor flow. The open and flexible floor plan offers well-proportioned living and dining areas ideal for everyday living and effortless entertaining. The thoughtfully designed layout allows versatility to suit your lifestyle, whether designing a refined lounge, home office, guest retreat or creative loft space. The kitchen integrates beautifully with the main living areas, encouraging intimate evenings and casual gatherings. Multiple full baths provide exceptional convenience and privacy for residents and visitors alike. With building no stairs or elevators required to access your residence, this distinctive residence delivers accessibility and discretion. Alinari elevates daily living with an exceptional suite of resort-style amenities, including 24-hour concierge and security, a heated pool and spa, state-of-the-art fitness center, club room, theater, wine room, business center, library, grilling area, and guest suites for visiting family and friends. The 18-story reinforced concrete high-rise features refined plazas, fountains, a private recreational parcel, redesigned lobby and full front-desk services. Recent 2025 enhancements include upgrades to the pool area, planters, theater, game room and catering kitchen. In Flood Zone X and outside the floodplain, Alinari’s lobby and guest parking are elevated approximately 17 feet above base sea level, with residential garage parking positioned more than 30 feet above sea level. This residence includes a secured garage parking space and a climate-controlled assigned storage unit. The association maintains strong reserves with no current or upcoming assessments. Moments from Bayfront Park, Sarasota’s waterfront promenade, world-class dining, cultural venues, boutiques and evolving Sarasota Bay Park project, this residence captures the essence of downtown Sarasota luxury living with coastal accessibility. Unit 103 represents a rare opportunity for refined ground-level living in one of Sarasota’s established and architecturally distinguished condominium communities, where comfort, convenience and elevated Florida living converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
5476 SWIFT RD #19, SARASOTA, FL 34231
$147,90070 Days on yellowkey MLS ID: A4689984
REDUCED by $7,000 (4.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1095 Built: 1981 Tax: $2,164 (2025)Community: Imperial PlaceCondo
Taxes:$2,164
Remarks: Live the Florida lifestyle you’ve been dreaming of—just minutes from the powdery white sands of Siesta Key Beach. This rarely available ground-floor, two-bedroom, two-bath end-unit condo combines location, upgrades, and effortless living in one exceptional package. From the moment you step inside, you’ll notice the light-filled, airy feel enhanced by extra windows—an exclusive perk of end-unit living—and a desirable south-facing position. This home features newer luxury vinyl flooring, newer appliances, impact windows (2019), AC (2020), and a brand-new roof (2025), offering true peace of mind. The open-concept layout seamlessly connects the living, dining, and kitchen areas—perfect for entertaining or simply relaxing after a day at the beach. Step outside through sliding glass doors to your oversized screened-in patio, where morning coffee and evening breezes become part of your daily routine. Located in Imperial Place, residents enjoy a community pool and convenient access to nearby attractions all while being just minutes from shopping, dining, and everyday essentials at Detwiler's Farm Market and the nearby Costco. Plus, you’re within easy reach of Downtown Sarasota, Venice, Sarasota-Bradenton International Airport, The Mall at University Town Center, and the natural beauty of Myakka River State Park. Whether you’re searching for a full-time residence, seasonal escape, or income-producing investment, this is the kind of opportunity that doesn’t last.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniel Jasmer (941-284-9893)
1350 MAIN ST #1501, SARASOTA, FL 34236
$899,000252 Days on yellowkey MLS ID: A4668214
REDUCED by $40,000 (4.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 2007Monthly Fee: $1,424 Tax: $11,511 (2024)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$11,511
Remarks: NEW PRICE Experience luxury living in the heart of downtown Sarasota at 1350 Main Street. This stunning 15th-floor residence offers sweeping views of the city skyline and Sarasota Bay, all just steps from world-class dining, shopping, and cultural attractions. This end unit is being sold turnkey, with high end finishes throughout. The open-concept layout is filled with natural light, featuring floor-to-ceiling impact windows, 2 balconies, a modern kitchen with premium finishes, and spacious living areas perfect for entertaining. Enjoy resort-style amenities including a rooftop pool on level 6, fitness center, club room, 24-hour concierge, and secure parking garage. Embrace the vibrant urban lifestyle with the elegance and comfort you deserve.
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Bill Trier (941-586-6372)
1240 SOLITUDE LN, SARASOTA, FL 34242
$2,999,900371 Days on yellowkey MLS ID: A4655955
2 Days Off yellowkey (back on 5/11/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4700 Built: 1965 Tax: $18,208 (2025)Community: Secluded Harbour 02Spa: YesSingle Family
Taxes:$18,208
Remarks: Under contract-accepting backup offers. Two Canal Front Unrivaled Coastal Homes Just Steps from Siesta Key Beach! This rare gem features a meticulously remodeled Main house with stunning partial views of the bay. And a charming guest cottage serves as an ideal retreat or rental for additional cash flow. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00096 Days on yellowkey MLS ID: A4686188
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $184,274 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$184,274
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000385 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $238,008 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$238,008
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
540 N TAMIAMI TRL #1201, SARASOTA, FL 34236
$3,626,000261 Days on yellowkey MLS ID: A4667550
REDUCED by $373,000 (9.3%) on 04/13/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3630 Built: 2020 Tax: $48,401 (2025)Community: The Blvd SarasotaCondo
Taxes:$48,401
Remarks: Welcome to BLVD Sarasota, a stunning downtown sanctuary in the sky where luxury living meets extraordinary views from every room. Perched in the desired corner stack of the building, this exclusive residence offers uninterrupted, floor-to-ceiling panoramas of Sarasota Bay and the vibrant city skyline — all from the comfort of each space in the home. Whether you're waking up in the primary suite, preparing a meal in the chef’s kitchen, or hosting guests in the expansive living and dining areas, you're surrounded by natural beauty at every turn. Exit your private elevator into over 5,000 square feet of exquisitely designed indoor-outdoor living. The open floor plan is drenched in natural light from walls of PGT impact-rated glass, ensuring every room becomes a front-row seat to Sarasota’s spectacular sunsets, coastal waters and sparkling city lights. The oversized, wrap-around terrace extends your living experience outdoors, offering multiple seating, lounging and dining areas — all designed to showcase the unrivaled, wrap-around water and city views. Offered turnkey furnished, this residence includes three spacious bedrooms with en-suite baths, a private office and two additional half baths, blending the space and comfort of a single-family home with the ease of elevated condominium living. Interior features include soaring 11-foot ceilings, Lutron-controlled lighting, motorized window shades, premium finishes, and designer-selected furnishings that elevate the elegance throughout. The gourmet kitchen is a showpiece with custom gray Irpinia cabinetry, quartz countertops and top-of-the-line appliances — all positioned to ensure you never miss a moment of the view. Entertain effortlessly with two oversized pantries, dual sinks and generous storage. The primary suite is a retreat, offering breathtaking vistas right from bed, along with dual custom walk-in closets and a spa-inspired bath with a soaking tub, frameless glass shower, and refined Kohler fixtures. BLVD Sarasota is a lifestyle unlike any other, offering residents top-tier amenities such as a rooftop infinity-edge pool, outdoor kitchen, wine cellar, state-of-the-art fitness center, golf simulator and a fifth-floor pet lawn with a grooming station. Enjoy two premium parking spaces, a private elevator entrance and a humidity-controlled storage locker. Just a short distance from the 53-acre Bay Park and Sarasota’s world-class dining, arts and marina scene, this is more than a home — it’s your front-row seat to the best of the Gulf Coast. Residence 1201 is not just a place to live — it’s a window to the world, where every room frames an unforgettable view.
Listing Agent: Katy Mcbrayer (941-400-2406)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.