Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5028 WILLOW LEAF WAY, SARASOTA, FL 34241
$750,00075 Days on yellowkey MLS ID: A4681847
REDUCED by $25,000 (3.2%) on 04/06/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3716 Built: 1980Monthly Fee: $60 Tax: $5,163 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,163
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: ** PALATIAL ESTATE HOME WITH BREATHTAKING LAKE VIEWS FROM ALMOST EVERY ROOM! ** Located on a quiet, tree-lined street in one of Sarasota's most popular neighborhoods, this home has the three things upon which savvy buyers refuse to compromise: LOCATION, LOCATION, LOCATION. Soaring ceilings, sweeping views, and an enormous screened lanai with a perfect southern exposure come together in a blank canvas on which the right buyers can create their perfect forever home. Windows everywhere make the big rooms light, bright, open, and airy; it's freshly painted with new carpets, two distinct built-in offices, and a reader's loft complete with bookshelves and a librarian's ladder. This is a truly spectacular property. ** HOME FEATURES: * SPLIT PLAN LAYOUT * 1/3 ACRE LOT * Big Rooms * Cathedral Ceilings * ENORMOUS EN-SUITE MASTER WITH OVERSIZED WALK-IN CLOSET, ATRIUM, and GARDEN TUB * Roof 2022 * New Carpets and Paint * Oversized Laundry Room w/ Fridge, Mud Sink, and Storage * TONS OF WINDOWS OVERLOOKING THE LAKE * Gorgeous Tree-Lined Street * ENORMOUS AND PRIVATE LANAI ** COMMUNITY FEATURES: Bent Tree Village is a beautifully maintained neighborhood with tree-lined streets, oversized parcels, and a gated entrance! It's perfectly located near restaurants and shopping without giving up the 'nowhere but here' charm that's almost impossible to find these days.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,00061 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
6962 BELGRAVE DR, SARASOTA, FL 34242
$1,950,000175 Days on yellowkey MLS ID: A4670404
REDUCED by $199,000 (9.3%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2224 Built: 1974Monthly Fee: $83 Tax: $16,001 (2024)Community: Princes GateSingle Family
Taxes:$16,001
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: FABULOUS Siesta Key property on protected canal with direct Intracoastal and Little Sarasota Bay access. The star of this property is the protected canal with cement seawall and dock just 5 homes from the Intracoastal Waterway. Easy Gulf access via newly opened Midnight Pass allows expanded boating options. The 0.39 acre lot has plenty of room to expand the current home if desired. The location can’t be beat: less than 1 mile to the Stickney Point Bridge. 0.4 miles to Siesta Key Beach Access #13. Only 4 blocks to dining, shopping and entertainment. This home is on a quiet, private cul-de-sac. Move right in, expand, or build your dream home. The fenced yard is perfect for family and pets. A new metal Roof was added in 2025 and a new AC in May 2024. The 2020/2021 remodel extended and updated the kitchen, enclosed the rear lanai, relocated the front door to add an interior foyer, and upgrade most windows and sliders. The kitchen expansion includes new cabinets and an oversized breakfast bar. This split-plan home has a large primary bedroom with French doors opening to the pool. On the other side of the home find a guest bedroom, updated full pool bath, and secondary suite with a half bath (with plenty of room to create a full bath) that also opens to the pool. The current office can be utilized as a 4th bedroom with closet and ramp directly to the garage. With a separate living room and family room, there is plenty of space for everyone to spread out. Outside, find a large pool area overlooking the canal and a large, circular driveway that has beautiful pavers and two large side yards. This home experienced NO flooding during the 2024 storm season. Come see all the opportunities this property has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
226 OGDEN ST, SARASOTA, FL 34242
$1,000,000197 Days on yellowkey MLS ID: A4668141
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1559 Built: 1974 Tax: $12,834 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,834
Remarks: Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Beth Helvey Pa (941-330-3600)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,950,000328 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
Taxes:$78,313
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
$185,00036 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
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
$3,750,000131 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
$3,400,000182 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
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
$569,00079 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
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
$175,00042 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
$896,50058 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
$355,00030 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
$935,000117 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)
375 N WASHINGTON DR, SARASOTA, FL 34236
$2,900,00033 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)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00043 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 is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
1621 BAY POINT CT, SARASOTA, FL 34236
$5,950,00060 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)
7147 LAGO ST, SARASOTA, FL 34241
$399,900154 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)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999200 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSingle Family
Taxes:$13,348
Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing Agent: Rachel Hamrick (941-529-1773)
5201 AVENIDA DEL MARE, SARASOTA, FL 34242
$1,495,00080 Days on yellowkey MLS ID: A4680975
REDUCED by $65,000 (4.2%) on 04/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2008 Tax: $6,145 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,145
Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.
Listing Agent: Mary Kassen (941-900-9776)
2904 HOMASASSA RD, SARASOTA, FL 34239
$595,00061 Days on yellowkey MLS ID: A4683642
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1562 Built: 1964 Tax: $5,896 (2025)Community: South GateSingle Family
Taxes:$5,896
Elementary School: None
Remarks: 3 Bed | 2 Bath | Pool Home | Fully Furnished | Updated Kitchen | Investment Opportunity***Welcome to your perfect Sarasota retreat! This beautifully maintained 3-bedroom, 2-bath pool home offers comfort, style, and an unbeatable location — ideal as a private residence, vacation home, or income-producing investment property.***The home features a recently updated kitchen with new cabinetry and quartz countertops, providing a modern, stylish space for everyday living and entertaining. Offered fully furnished, this property is truly turnkey for immediate occupancy or rental use.***Step outside to your private backyard oasis featuring a sparkling pool and inviting fire pit area — perfect for relaxing or hosting guests in a peaceful Florida setting.****Prime Location> Minutes to Sarasota Memorial Hospital,>Near Sarasota’s vibrant cultural downtown district,>Only 10 minutes to Siesta Key Beach — ranked #1 in the USA for its world-famous quartz sand,>Close to top restaurants, shopping, and entertainment**** Property Highlights>3 bedrooms / 2 bathrooms,>Recently updated kitchen with new cabinets & quartz countertops,>Private pool with fire pit entertainment area,>Fully furnished — move-in or rent ready,>Excellent as primary home, vacation property, or rental investment,>Strong income potential in a high-demand location. Experience the best of Sarasota living with world-class beaches, dining, and lifestyle just minutes away. And find out for your self, "What's all the fuss about Sarasota"
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
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