Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,950,000321 Days on yellowkey MLS ID: A4652926
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6799 Built: 2008 Tax: $78,313 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$78,313
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
4591 MOHICAN TRL #137, SARASOTA, FL 34233
$185,00029 Days on yellowkey MLS ID: A4686959
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1146 Built: 1973 Tax: $1,415 (2025)Community: Lake TippecanoeCondo
Taxes:$1,415
Elementary School: Ashton Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Unwind on your private covered lanai, where tranquil lake views stretch out before you—calm, glassy waters reflecting the sky and surrounding greenery, creating a peaceful backdrop that feels like your own personal retreat. Whether you’re enjoying a quiet morning coffee as the sun rises over the water or relaxing in the evening with gentle breezes drifting across the lake, this outdoor space invites you to slow down and savor the moment. Inside, the thoughtfully designed open floor plan seamlessly connects the living spaces, ensuring those beautiful water views remain the focal point from the main living area as well as the spacious primary suite. Natural light fills the home, enhancing the airy, relaxed feel throughout. A split-bedroom layout offers privacy for guests, with a well-positioned second bedroom and bath tucked away from the primary suite. Located in the peaceful 55+ community of Lake Tippecanoe, this charming villa offers not just a home, but a lifestyle. Residents enjoy a picturesque lakeside pool, shuffleboard courts, and an inviting clubhouse perfect for social gatherings and connecting with neighbors. Ideally situated just minutes from the world-renowned Siesta Key Beach and the vibrant culture, dining, and shopping of downtown Sarasota—approximately 7 miles away—this property is perfectly suited as a full-time residence or a seasonal retreat. With covered parking conveniently located just outside your front door, every detail has been considered for easy, comfortable living in a serene setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
211 GRANT DR, SARASOTA, FL 34236
$3,750,000124 Days on yellowkey MLS ID: A4674699
Bed: 8 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 4060 Built: 2023 Tax: $48,040 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$48,040
Elementary School: Pine View School
Middle School: Booker Middle
Remarks: This exceptional newer-built coastal retreat on Lido Key featuring eight bedrooms and nine and a half bathrooms, each thoughtfully crafted for comfort, style, and relaxation. The home showcases a bright, modern coastal aesthetic with shiplap detailing, wood-paneled ceilings, and designer lighting throughout. The expansive great room flows seamlessly into the dining and kitchen areas, creating an inviting atmosphere for gatherings of all sizes. The gourmet kitchen is a standout feature with quartz countertops, high-end appliances, open shelving, custom cabinetry, and a large island perfect for casual seating and entertaining. Every bedroom includes its own en-suite bathroom, providing privacy and convenience for guests, while the dedicated bunk room offers a charming and functional space for younger visitors. The interior also features an elevator for easy access across all levels. Entertainment is effortless with a game area that includes indoor activities such as shuffleboard and sports arcade games, along with multiple lounge spaces for relaxing or socializing. A rooftop deck adds yet another desirable element, offering wide-open views ideal for enjoying sunsets, morning coffee, or evening cocktails. The outdoor living experience is truly resort-style, highlighted by a heated pool with a curved waterslide, shallow sun shelves, tropical landscaping, and generous covered lounge areas that allow guests to enjoy the Florida climate in comfort, whether in the sun or shade. Ample seating, outdoor dining areas, and a spacious patio make this home perfect for poolside enjoyment and hosting memorable gatherings. Living on Lido Key means embracing a lifestyle defined by sugar-white beaches, clear blue water, and access to one of the most charming coastal communities on the Gulf Coast. The home is located just minutes from St. Armands Circle, known for its upscale dining, boutique shopping, and vibrant social scene. Outdoor recreation is abundant, with opportunities for boating, paddleboarding, kayaking, and exploring nearby nature trails. The island offers the perfect balance of relaxation, recreation, and sophistication. In addition to its beauty and amenities, this home is also a proven high-performing vacation rental, attracting steady demand from guests seeking space, luxury, and convenience. Its generous layout, resort-style features, and prime location make it a top choice for large groups and returning visitors, providing an exceptional investment opportunity on one of Florida’s most desirable barrier islands.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
4185 ROBERTS POINT LOT 18 CIR, SARASOTA, FL 34242
$3,400,000175 Days on yellowkey MLS ID: A4669711
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2027 Tax: $11,511 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$11,511
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4174 SOUTHWELL WAY, SARASOTA, FL 34241
$569,00072 Days on yellowkey MLS ID: A4681391
1 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2532 Built: 1980Monthly Fee: $27 Tax: $3,534 (2025)Community: Bent Tree VillageSingle Family
Taxes:$3,534
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this well-maintained 4-bedroom, 3-bath home in Bent Tree Village, offering peaceful golf course views and a comfortable, easygoing lifestyle. A front courtyard creates a warm and private entry, perfect for welcoming guests or enjoying a quiet start to the day. Inside, the split floor plan provides both space and privacy. Formal living and dining areas offer flexibility for gatherings or everyday use, while the family room serves as a cozy central gathering space, complete with a fireplace that adds warmth and character. Multiple sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to the outdoor living areas. The kitchen overlooks the pool and golf course, keeping you connected while cooking or entertaining. Ample cabinetry, granite countertops, and a functional layout make it well suited for daily living and hosting. Three of the four bedrooms feature direct access to either the front courtyard or the screened lanai, offering flexible options for guests, a home office, or private retreats. The primary suite is spacious and peaceful, with golf course views and an en-suite bath. Step outside to the screened lanai and pool, where the fairway stretches out behind the home, providing a private and relaxing backdrop with no rear neighbors. This outdoor space is ideal for enjoying sunsets, entertaining, or unwinding at the end of the day. Built with solid block construction and featuring a three-car garage, the home offers durability, storage, and everyday convenience. A new roof installed in December 2023 adds additional peace of mind, and the home’s careful upkeep reflects pride of ownership throughout. Bent Tree Village is known for its tree-lined fairways, mature oak trees, and natural surroundings. The championship golf course winds through lakes and preserves, creating a tranquil setting that feels established and welcoming. Optional golf membership is available for those who wish to enjoy the course, walking paths, instruction, and organized events. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
1769 PARAKEET WAY #603, SARASOTA, FL 34232
$175,00035 Days on yellowkey MLS ID: A4686240
REDUCED by $14,000 (7.4%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1970 Tax: $946 (2025)Community: Vistas On BenevaCondo
Taxes:$946
Elementary School: Wilkinson Elementary
Remarks: MAJOR PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 2-bath second-floor condominium located in the desirable Vistas on Beneva community. This light and bright unit features granite countertops, updated finishes, and a comfortable split-bedroom floor plan. Enjoy peaceful golf course views from your private back patio, ideal for morning coffee or relaxing evenings. The community offers well-maintained grounds and amenities including a pool, clubhouse, and fitness room. This unit also includes a covered carport parking space, a rare convenience within the community. Conveniently located between Bahia Vista and Webber, Vistas on Beneva offers quick access to Siesta Key Beach, downtown Sarasota, Lido Key, St. Armands Circle, Sarasota Memorial Hospital, shopping, dining, and The Legacy Trail. Ideal for seasonal use, full-time residence, or investment.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Vanessa Van Den Berg (941-999-1179)
9397 MIDNIGHT PASS RD #901, SARASOTA, FL 34242
$896,50051 Days on yellowkey MLS ID: A4683506
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1630 Built: 1975Monthly Fee: $1,433 Tax: $7,721 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$7,721
Remarks: Under contract-accepting backup offers. Absolutely stunning, furnished, and truly one-of-a-kind THREE-BEDROOM residence at The Pointe at Midnight Pass — the only 3-bedroom currently available in this highly sought-after community. Positioned on the 9th floor at the southern tip of Siesta Key, this impeccably renovated corner unit sits at a rare coastal convergence where the Gulf, Little Sarasota Bay, and Blind Pass Lagoon meet. Enjoy panoramic sunrise views across the Intracoastal waters, glowing Gulf sunsets, and protected preserve vistas — all from one extraordinary setting. High-end finishes define the interior, including solid wood cabinetry, granite countertops, stainless appliances, and thoughtfully curated details throughout. The spacious primary suite features a beautifully updated en-suite bath with a jetted shower and a custom walk-in closet designed for optimal storage. Two additional bedrooms function seamlessly as guest suites, office, or den. The Gulf side bedroom is equipped with a custom Murphy bed and built-ins, offering flexibility without sacrificing style. The second bath features a Jacuzzi tub for relaxed coastal living. The expansive, air-conditioned lanai invites year-round enjoyment, offering a serene vantage point overlooking the Jim Neville Preserve and surrounding waterways. A pass-through utility room with washer, dryer, laundry sink, and folding counter adds everyday practicality. New hurricane-impact windows and sliding glass doors, along with an energy-efficient HVAC system, provide comfort and peace of mind. A rare double parking space under the building further distinguishes this offering. The Pointe is a gated, pet-friendly, five-acre waterfront community featuring boat and kayak docks, resort-style pool, tennis and pickleball courts, fitness center, saunas, clubhouse amenities, and a private island gazebo. More than a condominium, this is a private waterfront retreat positioned in one of Siesta Key’s most iconic locations.
Listing is courtesy of: CAPITAL REAL ESTATE ENTERPRISE (941-921-1000)
Listing Agent: Andrea Eck (941-704-7222)
2334 PROSPECT ST, SARASOTA, FL 34239
$355,00023 Days on yellowkey MLS ID: A4686588
5 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 846 Built: 1952 Tax: $3,003 (2025)Community: Arlington ParkSingle Family
Taxes:$3,003
Elementary School: Alta Vista Elementary
Middle School: None
Remarks: Under contract-accepting backup offers. Positioned along a quiet loop in the heart of Arlington Park, this property presents a rare opportunity for redevelopment in one of Sarasota’s most active and desirable in-town neighborhoods. With no through traffic, Prospect Street offers a more private, residential feel, while still surrounded by a growing mix of new construction and high-end renovations that continue to elevate the area. The existing structure is best suited for removal, allowing for a fresh start and the ability to design a custom home that takes full advantage of the setting. For those with a longer-term approach, the home may also offer the option to renovate and generate interim rental income while plans for future redevelopment take shape. Whether you are a builder seeking your next project or an end user ready to bring a vision to life, this is the kind of opportunity that rarely stays available for long. Buyers are drawn to this area for its unmatched convenience, with easy access to downtown Sarasota, Sarasota Memorial Hospital, Southside Village, and the region’s top dining and cultural destinations, all just minutes away. The nearby Arlington Park and Aquatic Complex adds to the appeal, offering green space, walking trails, and recreational amenities. At the same time, the beaches of Siesta Key are just a short drive away. With no HOA and city rental regulations allowing for short-term leasing, the property also offers flexibility for income-producing use without added restrictions. Secure your place in one of Sarasota’s most dynamic areas and build something that reflects the full potential of this location.
Listing Agent: Domanic Calamese (941-914-0038)
234 COSMOPOLITAN CT, SARASOTA, FL 34236
$935,000110 Days on yellowkey MLS ID: A4675896
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2015Monthly Fee: $565 Tax: $10,906 (2025)Community: QSpa: NoTownhouse
Taxes:$10,906
Remarks: Discover contemporary luxury at its finest in this impeccably designed downtown Sarasota townhome—a sanctuary just steps from the vibrant energy of Main Street and serene Bayfront Park.This stunning two-bedroom, two-and-a-half-bath residence seamlessly blends refined elegance with effortless modern living. Enter to be greeted by exquisite finishes: sleek Lube Italian cabinetry, Caesarstone quartz countertops and backsplash, soaring eight-foot imported Rosewood doors, and premium Bosch appliances anchored by a gas 5-burner cooktop. Hansgrohe fixtures, a whole-home Culligan filtration system, and tankless hot water elevate every moment to spa-like indulgence. Thoughtful luxury extends throughout: a private two-car garage, custom California closets, and your own two-stop elevator for effortless access between levels. Two generous terraces—one with a gas hookup—invite al fresco dining, sunset gatherings, or quiet evenings beneath the stars, with custom retractable screens enhancing the flawless indoor-outdoor connection. Bathed in natural light, the open-concept layout is ideal for both grand entertaining and peaceful retreats. Location is everything, and this home delivers. Stroll to world-class dining, boutique shopping, and cultural venues, or drive mere minutes to the powdery sands of Lido Beach, Longboat Key, and legendary Siesta Key—consistently ranked America’s #1 beach. Sarasota-Bradenton International Airport is only 15 minutes away for easy travel. More than a home, this is an elevated Sarasota lifestyle, convenient, and undeniably captivating. Schedule your private showing today and step into the life you deserve.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Perry Corneau (941-650-4626)
2417 PARSON LN, SARASOTA, FL 34239
$395,000120 Days on yellowkey MLS ID: A4675748
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1957Monthly Fee: $17 Tax: $5,426 (2025)Community: South GateSingle Family
Taxes:$5,426
Remarks: Don’t miss this adorable South Gate gem! The location could not be more convenient – walk to the Crossings at Siesta Key Mall and less than a mile to the north bridge to Siesta Key itself! For those with school-age children, the close proximity to Brookside Middle School and Southside Elementary zoning are great perks. Completely updated inside with an elegant kitchen (granite, pretty backsplash, stainless appliances), chic wood-look flooring throughout, a charming fireplace, and recently renovated baths, it is move-in ready! Ideally positioned for ultimate convenience to the many amenities of Sarasota, with wonderful possibilities from a full-time or seasonal abode to a prime investment opportunity. The space inside is used really well, with nice spacious bedrooms and a split-bedroom plan, and outside you’ll enjoy a covered screened patio and HUGE fully fenced backyard! There is currently a fun fire pit and open land, so the large yard can be a blank canvas for your outdoor Florida dreams. There is plenty of space for a pool, if that is your desire, or maybe you prefer to plant an edible garden? The choice is yours and this lot can accommodate it all! An oversized 1-car garage with separated extra storage space and laundry completes the package. Easy to show, schedule your visit today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Allison Werner (941-961-3212)
375 N WASHINGTON DR, SARASOTA, FL 34236
$2,900,00026 Days on yellowkey MLS ID: A4687248
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2904 Built: 1952 Tax: $19,898 (2025)Community: Saint Armands Div John RiSpa: NoSingle Family
Taxes:$19,898
Remarks: One or more photo(s) has been virtually staged. Embrace the coveted lifestyle of St. Armands Key, where morning strolls lead you to St. Armands Circle for coffee, boutique shopping, and some of Sarasota’s finest dining. From vibrant art festivals to classic car shows and year-round events, this premier location offers an unmatched coastal experience just two blocks from your home. Nestled in this highly desirable enclave is a beautifully reimagined 1952 ranch-style home offering 4 bedrooms and 4 bathrooms. Thoughtfully redesigned, the home blends timeless character with modern luxury. A welcoming front porch overlooks a circular paver driveway, setting the tone for what awaits inside—starting with a stunning antique front door that hints at the home’s rich history. Inside, a spacious living room centers around a wood-burning fireplace framed by custom, lighted built-ins, while luxury-grade vinyl flooring flows seamlessly throughout. The heart of the home is a show-stopping gourmet kitchen, perfectly positioned to overlook both the formal dining room and an expansive family room. Featuring new custom cabinetry, marble countertops, stainless steel appliances, and elegant gold accents, this space is designed to impress and inspire. Three of the four bedrooms feature en-suite baths, offering privacy and comfort, while the fourth bedroom boasts French doors leading to the pool area with convenient access to a full hall bath—ideal for guests or a home office. Every inch of this home has been meticulously rebuilt following Hurricane Helene, with a complete down-to-the-studs renovation completed in 2026. Enjoy total peace of mind with all-new systems and finishes, including HVAC, electrical, appliances, flooring, walls, and beautifully appointed bathrooms. Step outside to your private oasis, where a brand-new 14’ x 22’ Gunite saltwater pool with a tanning ledge is currently being completed, with completion scheduled for mid-May 2026. Surrounded by an expansive paver deck and fresh landscaping, the outdoor space is designed for effortless entertaining and relaxation. With no HOA restrictions, this exceptional property is only 4-minutes to Lido Beach, and offers the freedom to truly enjoy the Florida lifestyle—whether as a full-time residence or a seasonal retreat. Schedule your private showing today and discover why this remarkable home—and this unbeatable location—capture the very best of Sarasota living.
Listing Agent: Jill Berg (941-315-1199)
3052 WEBBER ST, SARASOTA, FL 34239
$535,00031 Days on yellowkey MLS ID: A4685956
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2141 Built: 1964Monthly Fee: $17 Tax: $5,101 (2025)Community: South GateSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter. Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility for everyday living. The home feels like a step back in time—in the best way—full of warmth, nostalgia, and the kind of solid construction you just don’t see anymore. Important updates provide confidence where it matters most, including a whole-house re-pipe in 2018, A/C replaced in 2020, and a roof from 2011. Connected to central sewer, this home combines classic appeal with essential modern improvements. Enjoy relaxing mornings or quiet evenings on the back porch, and take advantage of the oversized two-car garage with plenty of room for storage, hobbies, or extra space. Whether you’re looking to preserve its vintage charm or update it to your own style, this South Gate beauty is a rare opportunity to create something truly special in a centrally located, established neighborhood. Homes like this don’t come along often—schedule your private showing today and imagine the possibilities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$749,000181 Days on yellowkey MLS ID: A4669008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassCondo
Taxes:$5,944
Remarks: Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
116 GARDEN LN, SARASOTA, FL 34242
$2,150,000162 Days on yellowkey MLS ID: A4671064
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2971 Built: 2017 Tax: $20,113 (2024)Community: Siesta Rev OfSingle Family
Taxes:$20,113
Remarks: Effortless Island Living on Siesta Key’s Coveted North End. Discover the perfect blend of modern luxury and low-maintenance living in this contemporary coastal retreat, ideally located on the quiet North End of Siesta Key. Enjoy deeded beach access, mesmerizing Gulf and Big Pass views, and effortless proximity to Siesta Village, the North Bridge, and downtown Sarasota. Built in 2017 to the highest standards by MGB—My Green Building—this four-level residence was designed for comfort, efficiency, and peace of mind. Solid construction, energy-smart design, impact-rated materials, and a brand new A/C system (March 2026) make it the ideal lock-and-leave home for those seeking a worry-free coastal lifestyle. Light-filled living spaces flow seamlessly between the gourmet kitchen, dining, and family areas, all centered on the third floor for optimal views and connection. The private primary suite spans the top level with its own balcony retreat, while three guest bedrooms on the second floor offer space for family or friends. An elevator connects all four floors for easy access, and the flexible lower level provides extra room for a fitness area, studio, or media lounge. Designed for those who value quality, comfort, and ease, this home offers all the benefits of coastal living—without the upkeep. From morning beach walks to sunset cocktails overlooking the Gulf, every day here feels like a vacation.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,799,00014 Days on yellowkey MLS ID: A4688871
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
Elementary School: None
Remarks: Welcome to Your Slice of Paradise. A Boater’s Dream on Siesta Key Rare waterfront compound on nearly 1 acre in the heart of Siesta Key. This 5-bedroom estate features 100+ feet of deep-water frontage, your own private beach, and a private dock with direct access to the Intracoastal and Gulf—a true boater’s dream. Privately set behind a 250-ft circular driveway, the property offers a heated pool, basketball court, and expansive outdoor space rarely found on the island. Inside, enjoy two master suites (one upstairs and one downstairs), bonus rooms for an office or gym, marble flooring, designer finishes, and a chef’s kitchen with GE Café appliances. Built for comfort and efficiency with full spray foam insulation, plus 3 newer HVAC systems and a recently updated pool heater. A true slice of paradise offering space, privacy, and the ultimate waterfront lifestyle.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00036 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
Remarks: PRICE IMPROVEMENT... Located in the highly sought-after Hamilton Club community on Siesta Key, this beautifully updated 3-bedroom, 3.5-bath residence offers the ideal blend of coastal comfort, boating convenience, and island living. A large screened-in porch overlooking the water provides a peaceful setting to enjoy morning coffee and gentle coastal breezes. Designed for both everyday living and entertaining, the home features a new private elevator, impact windows and doors, and your own private 10,000-lb boat lift with quick access to the water, making it easy to enjoy boating and the surrounding waterways. Each well-appointed bedroom offers its own private en-suite bathroom, providing exceptional privacy for family and guests. The residence has been thoughtfully upgraded with kitchen updates completed in 2023, updated lighting throughout (2023), fully renovated bathrooms (2022–2023), and new wood flooring, creating a fresh, modern aesthetic with timeless coastal appeal. Additional improvements include a new water softener and water pressure pump installed in 2025, enhancing everyday comfort and functionality. The home is offered furnished or unfurnished, allowing buyers the flexibility to move right in or personalize the space to their style. Hamilton Club residents will also enjoy new community landscaping scheduled for this summer, with exterior building painting planned for 2027, both covered within HOA dues for added peace of mind. Ideally located just minutes from Siesta Key’s world-famous beaches, dining, and shopping, this residence offers an exceptional combination of water views, private boating access, modern upgrades, and relaxed island living.
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
1621 BAY POINT CT, SARASOTA, FL 34236
$5,950,00053 Days on yellowkey MLS ID: A4683737
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3645 Built: 2025 Tax: $18,935 (2025)Community: The Mooring At Bay PointeSingle Family
Taxes:$18,935
Remarks: Welcome to a new (built in 2025) and extraordinary single-family waterfront home on the serene and beautiful Hudson Bayou - a premier, tranquil location that feels worlds away while reflecting the vibrancy of the city just moments away. This isn’t just a house, it’s your gateway to the very best of downtown living, and perhaps a viable in-town condominium alternative, with generous guest parking, low-maintenance landscape and NO ASSOCIATION DUES. Nestled in one of the city’s most coveted locations, this beautifully designed residence is just steps from the world-renowned Selby Botanical Gardens- where bayfront beauty, exotic orchids, and lush tropical landscapes await. You are also steps away from the vibrant heart of Downtown Sarasota, the serene Bayfront Park for sunset strolls and events and the city’s central marina. Inside you’ll be captivated by the thoughtful design and an ingenious use of space throughout. The main floor features a large and comfortable open floor plan of great room and kitchen, a luxurious primary suite, an en-suite guest bedroom plus an office. The main living area opens to a lovely private patio with plunge pool and spa overlooking garden and water views. Plus your own private boat dock, featuring a 13,000 lb boat lift and 67 feet of waterfront Upstairs 2 generous en-suite bedrooms await with luxuriously designed baths, each with access to an oversized second story terrace. In addition, this level features a large gym with sauna and a second office. Every inch of this home exudes quality and modern luxury: a show-stopping kitchen with top-tier appliances, a large central island perfect for gathering and entertaining, and a cleverly concealed walk-in pantry behind custom cabinet doors that keeps everything beautifully organized and out of sight. From the high-end finishes, to the seamless indoor-outdoor flow, this detail-filled home combines quality, elegance, and functionality with the unbeatable Sarasota lifestyle. It’s where nature, culture, and waterfront living converge right outside your door. Come experience yourself!
Listing Agent: Barbara May (404-822-9264)
3512 CAMINO REAL, SARASOTA, FL 34239
$2,745,000162 Days on yellowkey MLS ID: A4671290
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3810 Built: 2025 Tax: $6,583 (2025)Community: GranadaSingle Family
Taxes:$6,583
Remarks: 3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to operate under a weekly rental model that aligns with current city regulations while attracting higher-quality, longer-stay guests. Unlike many coastal investment properties that rely on nightly rental volatility or regulatory gray areas, this home offers a compliant, predictable income profile paired with strong long-term appreciation fundamentals. Completed in 2025 by award-winning Heritage Builders, the British West Indies–inspired residence spans 3,810 square feet on an oversized .27-acre corner double lot, offering 5 bedrooms, 4.5 bathrooms, a dedicated office, a game room, and a 3-car garage. The layout comfortably sleeps up to 12 guests, supporting premium weekly rates and strong demand across multiple seasons. The home’s interior and exterior amenities are intentionally aligned with today’s luxury short-term rental market: a private heated resort-style pool and spa, expansive covered lanai with outdoor kitchen, open-concept living areas, high ceilings, impact-rated windows, concrete block construction, and elevated hurricane standards. These features enhance guest experience while also reducing operational risk, insurance exposure, and long-term maintenance costs—key considerations for investor underwriting. From an operational standpoint, a weekly rental strategy delivers meaningful advantages: fewer guest turnovers, lower housekeeping and wear-and-tear costs, improved booking stability, and reduced party risk. The surrounding Granada neighborhood further strengthens the investment thesis, offering oak-lined sidewalks, walkable parks, proximity to boating access, Southside Village dining, and Downtown Sarasota’s cultural and marina district—all while remaining above the flood zone, a critical differentiator for long-term ownership and asset resilience. Beyond income potential, 3512 Camino Real offers multiple exit strategies. Its new-construction pedigree, desirable residential setting, and luxury finish level support future resale to primary residents, second-home buyers, or continued investor ownership. Limited supply of large, newly built homes with pools inside Sarasota city limits underpins long-term value appreciation and broad buyer appeal across market cycles. A comprehensive Short-Term Rental Investor Report, including projected revenue, operating assumptions, conservative and upside scenarios, and long-term investment analysis, is available upon request and is attached in the MLS for qualified buyers.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
7147 LAGO ST, SARASOTA, FL 34241
$399,900147 Days on yellowkey MLS ID: A4672479
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2056 Built: 1977 Tax: $4,455 (2024)Community: Lake SarasotaSingle Family
Taxes:$4,455
Remarks: Lake Sarasota- Great Opportunity -Move-in Ready Home in Lake Sarasota Includes 4 Bedrooms & 3 Full Bathrooms, Designed w/ a Split Bedroom plan that Offers Privacy & Convenience ~ all within 2056 A/C square feet of living area. This Home's Floor Plan, Provides Room for Guest/In-law or home office, Flex Room w/ separate entrance. Home has Mature Oak Trees & Landscaping, w/ Fenced Back Yard, Covered Carport w/ a Large Paver Driveway. The Primary Bedroom / Bathroom upstairs plus additional walk-in storage space in a walk-in Attic Area. !!!NEW ROOF in 2025!!!Easy access to Lakeview PAW PARK, a Sarasota County Park with amenities including Canoe/Kayak Launch, Dog-Friendly (leash required), Just Across the Street!. Very conveniently located to I-75, and near a variety of restaurants, Sarasota/Tampa airports, the University Town Center mall. Siesta Key Beaches just a short drive away. Come See this Great Home with and Make it Yours!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,775,00057 Days on yellowkey MLS ID: A4683288
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSingle Family
Taxes:$15,484
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing Agent: Livya Hament (941-735-1227)
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