Location: Sarasota
Do Not Show Listings
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000496 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,375
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
2801 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$384,900368 Days on yellowkey MLS ID: TB8395273
REDUCED by $5,000 (1.3%) on 06/11/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1717 Built: 2022Monthly Fee: $147 Tax: $4,212 (2024)Community: Bay Lndg Ph 2ATownhouse
Taxes:$4,212
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Beautiful Sarasota, bay landing community offers this immaculate Townhome. It features a three bedroom, two and half bathrooms, one car garage. Built in 2022 and barely lived in. The first floor has an open floor plan and has neutral colors to reflect a spacious kitchen, stone countertops and all stainless-steel appliances. It will bring out the cook in you. A half bath is located on the first floor for guest’s privacy. Access the second floor through the stairs as you come into the home on your left. It offers a large master suite with a double vanity bathroom, stand up shower and glass doors. Two additional bedrooms with a shared bathroom. The washer and dryer are also located upstairs for convenience. Bay Landing features a clubhouse, fitness center, sparkling swimming pool, playground, dog park, and is conveniently close to the best that both Sarasota and Lakewood Ranch have to enjoy. The unit is close in proximity to the Waterside community with all its current and upcoming restaurants, as well as the beautiful walkability it offers. You are a stone’s throw to UTC, downtown Sarasota and area beaches. Come home to Sarasota. Seller is willing to assist buyer with a 2 - 1 buy down.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Steve Plested (813-370-2141)
5800 HOLLYWOOD BLVD #112, SARASOTA, FL 34231
$159,00015 Days on yellowkey MLS ID: A4695217
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976 Tax: $1,728 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$1,728
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90015 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Taxes:$5,274
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,00093 Days on yellowkey MLS ID: A4686032
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2676 Built: 1966Monthly Fee: $100 Tax: $23,842 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$23,842
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Poised on the coveted island of Bird Key, just across the graceful span of the John Ringling Causeway Bridge from downtown Sarasota, this striking Mid-Century modern garden home captures the timeless ease of coastal living. This beautifully designed one-level residence offers three bedrooms, three baths, and 2,676 square feet of thoughtfully arranged living space, where clean architectural lines meet warm, inviting finishes. A neutral palette, 18-inch porcelain tile flooring, and dramatic stone accent walls create a sophisticated yet relaxed atmosphere throughout the open floor plan. Multiple seating areas flow naturally from one space to the next, anchored by a charming wood-burning fireplace—perfect for intimate evenings or lively gatherings. A wall of sliding glass doors dissolves the boundary between indoors and out, opening to a private tropical retreat. The heated pool and expansive screened patio are framed by lush landscaping and a comfortable outdoor seating area designed for effortless entertaining, sunset cocktails, and relaxed Florida afternoons. At the heart of the home, the spacious kitchen invites both conversation and culinary creativity. A large island with granite countertops, elegant pendant lighting, stainless steel appliances, and a stylish backsplash makes it equally suited for casual breakfasts or hosting memorable dinners with friends and family. Peace of mind meets modern convenience with hurricane-impact windows and doors throughout the home. Arrival is equally impressive. A circular paver driveway welcomes guests, complemented by beautiful outdoor lighting and a charming courtyard that leads to the front entrance—an inviting prelude to the warmth within. This home is also pet friendly with a fenced back yard area to keep your pooches secure. The neighborhood offers many walking areas and the Bird Key Park, directly across from the Bird Key Guard House entrance, is a wonderful place to enjoy sunset views over Sarasota Bay. Perfectly positioned just moments from the new Bird Key Yacht Club under construction, the boutiques and dining of St. Armands Circle, and the pristine sands of Lido Beach, this residence offers the rare combination of island serenity and vibrant coastal lifestyle. A timeless retreat in one of Sarasota’s most desirable communities—where elegance, comfort, and the gentle Gulf breeze come together beautifully.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
2807 ORIOLE DR, SARASOTA, FL 34243
$615,00043 Days on yellowkey MLS ID: TB8498443
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2016Monthly Fee: $93 Tax: $4,459 (2025)Community: Soleil West Ph IiSingle Family
Taxes:$4,459
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Experience refined Florida living at its finest in this extensively upgraded 2016-built residence showcasing over $93,000 in documented enhancements that elevate both lifestyle and peace of mind. A rare opportunity, this home blends luxury finishes, modern systems, and HURRICANE-RATED PROTECTION in a way that truly sets it apart. Thoughtfully crafted for both elegance and resilience, the home features 200 MPH-RATED HURRICANE PROTECTION, including an impact glass front door, automated roll-down lanai screens, and full-home accordion shutters for effortless storm readiness. A GENERATOR-READY ELECTRICAL SYSTEM, EV CHARGING CAPABILITY, and WHOLE-HOME SURGE PROTECTION deliver exceptional modern confidence and convenience. Inside, natural light fills the open-concept layout, highlighting fresh designer paint, large-format tile flooring, and a timeless neutral palette that creates a bright atmosphere. The heart of the home is the gourmet kitchen, featuring a dramatic 10-foot island, 42-inch cabinetry, granite countertops, and stainless-steel appliances, seamlessly flowing into expansive living and dining areas ideal for both entertaining and everyday comfort. The primary suite offers a true private retreat with custom California Closets, upgraded luxury vinyl plank flooring, and a spa-inspired bath that feels like a daily escape. Step outside and experience resort-style Florida living with a screened lanai surrounding a HEATED POOL, along with an energy-efficient heat pump, upgraded filtration system, and a generous covered seating area for year-round enjoyment and relaxation. Additional improvements include a WHOLE-HOME WATER FILTRATION SYSTEM, HD SECURITY SYSTEM, and a collection of thoughtfully curated upgrades throughout, including an epoxy-finished garage, plantation shutters, seamless gutters, and a professionally engineered drainage system, reflecting meticulous care and long-term pride of ownership. Located in the highly desirable gated community of Soleil, residents enjoy resort-style amenities including a pool, bocce ball courts, dog park, picnic pavilion, and clubhouse with a 24-hour fitness center, full kitchen, game room, locker rooms, and social spaces. HOA fees are remarkably low at just $93 a month. Ideally positioned with a Sarasota address in Manatee County, this home is less than 10 minutes from Sarasota Bradenton International Airport and offers favorable property tax advantages. This home represents a rare opportunity to secure a fully upgraded, move-in-ready Florida residence offering luxury, security, and effortless living in one complete package.
Listing is courtesy of: KELLER WILLIAMS SOUTH SHORE (813-641-8300)
Listing Agent: Leanne Endres (727-647-6477)
1375 MYRTLE ST, SARASOTA, FL 34234
$397,7773 Days on yellowkey MLS ID: A4696715
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1836 Built: 1959 Tax: $2,894 (2025)Community: Palm GroveSingle Family
Taxes:$2,894
Elementary School: Gocio Elementary
Remarks: RARE DOUBLE-LOT OPPORTUNITY IN SARASOTA! This spacious 5-bedroom, 2.5-bath home is situated on two separately parceled lots totaling 15,670 square feet, offering a unique combination of comfortable living today and exciting future possibilities tomorrow. The property is fully fenced with a gated driveway entrance, creating a private setting enhanced by mature shade trees and generous outdoor space. Inside, you'll find tile flooring throughout, flexible living areas, and plenty of room for a large family, multigenerational living, rental opportunities, or home office space. The oversized 450-square-foot two-car garage includes washer and dryer connections and provides ample room for vehicles, storage, or workshop space. Conveniently located near Ringling College of Art & Design, New College of Florida, downtown Sarasota, shopping, dining, and Gulf Coast beaches, this property offers both location and potential. A unique feature of this offering is the adjacent separately parceled lot. Sarasota County has indicated the parcel is buildable; however, buyers should independently verify all development potential, lot configuration requirements, boundary considerations, and approval requirements with Sarasota County and the City of Sarasota. Potential future uses may include expansion of the existing homesite, an accessory dwelling unit (ADU), or construction of an additional residence, subject to governmental approvals. Opportunities to acquire a home with this much land, privacy, and future development potential in Sarasota are increasingly rare. EZ Show and SELL.
Listing is courtesy of: SUNCOAST GLOBAL REALTY (941-544-4366)
Listing Agent: Dave Swenson (941-544-4366)
41 S ADAMS DR, SARASOTA, FL 34236
$2,050,000211 Days on yellowkey MLS ID: A4672116
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3913 Built: 1951 Tax: $10,104 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$10,104
Remarks: Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.
Listing Agent: Jenifer Schwell (941-780-0968)
8512 CACHE DR, SARASOTA, FL 34240
$409,9008 Days on yellowkey MLS ID: A4695694
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1619 Built: 2019Monthly Fee: $63 Tax: $2,852 (2025)Community: Hidden CeekVilla
Taxes:$2,852
Middle School: McIntosh Middle
Remarks: Welcome to Hidden Creek, one of Sarasota's best-kept secrets—offering modern construction, low-maintenance living, low HOA fees, and NO CDD fees in an unbeatable location just minutes from Lakewood Ranch, Waterside, UTC, and I-75. Built in 2019 by M/I Homes, this meticulously maintained 3-bedroom, 2-bath villa offers 1,619 square feet of thoughtfully designed living space with upgrades throughout. From the moment you arrive, you'll appreciate the beautifully tiled front entry, attractive curb appeal, and pride of ownership that is evident in every detail. Inside, the open-concept floor plan is enhanced by elegant plantation shutters, a smart thermostat, security system, and abundant natural light. The spacious kitchen is designed for both everyday living and entertaining, featuring ample cabinetry, a walk-in pantry, and a premium Waterdrop under-sink filtration system. The seamless flow from the kitchen to the dining and living areas creates an inviting atmosphere for gatherings with family and friends. The private primary suite offers a relaxing retreat with generous closet space and a well-appointed ensuite bath, while two additional bedrooms provide flexibility for guests, a home office, or hobby room. Enjoy Florida living year-round from the screened lanai overlooking peaceful community surroundings—perfect for morning coffee, evening cocktails, or simply enjoying Sarasota's beautiful weather. Hidden Creek is a highly sought-after community known for its modern homes, community amenities, and exceptional location near shopping, dining, golf, top-rated schools, medical facilities, and the area's world-famous Gulf Coast beaches. Residents enjoy easy access to University Town Center, Waterside Place, downtown Sarasota, and everything Lakewood Ranch has to offer while benefiting from the significant savings of NO CDD fees. Eligible buyers may also qualify for Florida's Hometown Heroes Housing Program, which can provide valuable down payment and closing cost assistance for teachers, healthcare workers, first responders, military personnel, and many other workforce professionals—making homeownership even more attainable. Whether you're searching for a primary residence, seasonal retreat, or low-maintenance Florida lifestyle, this move-in-ready villa offers the perfect combination of location, upgrades, value, and peace of mind. Don't miss this opportunity to own one of the most desirable maintenance-free villas in Hidden Creek.
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Ervina Fink (941-587-1855)
8532 BEECHLAKE CT, SARASOTA, FL 34240
$1,375,00038 Days on yellowkey MLS ID: TB8505970
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3308 Built: 2024Monthly Fee: $203 Tax: $11,678 (2025)Community: Worthington Ph 2Spa: YesSingle Family
Taxes:$11,678
Remarks: Stunning 2024-built luxury home with waterfront views, situated on a prime cul-de-sac lot, featuring the highly desirable Savannah floor plan with 12-ft ceilings and an open-concept design. This thoughtfully designed home offers 4 bedrooms, 3 full baths, office/den, bonus room, and 3-car garage, with waterfront views from every bedroom. The gourmet kitchen is a showpiece, highlighted by Cambria countertops and a dual waterfall island featuring storage cabinetry beneath, along with ceiling-height cabinetry, designer backsplash, butler’s pantry, and premium Thermador appliances—including a 6-burner gas cooktop, built-in refrigerator, wine fridge, microwave/convection combo, and TWO dishwashers—ideal for entertaining. The kitchen also includes an under-sink reverse osmosis water filtration system. Enjoy resort-style outdoor living with a saltwater pool, spa, fire pit, and stunning waterfront views, enhanced by panoramic screen enclosure upgrades. The spacious primary suite offers lanai access, a stylish accent wall, and brand-new his and hers custom closets. The en-suite bath features a frameless glass shower with dual shower heads and double bench seating, along with upscale finishes. Secondary bedrooms are set in a private wing with a Jack-and-Jill bathroom, while the expansive bonus room is paired with a secluded fourth bedroom, creating an ideal setup for guests, multigenerational living, or a private retreat. Additional highlights include wood flooring, custom wainscoting, central vacuum system, a well-equipped laundry room with quartz countertops, cabinetry, and sink, and the home is equipped with built-in speakers throughout, ready for customization and setup, along with a 3-car garage with epoxy floors and EV outlet, along with an outdoor kitchen rough-in ready for your customization. Located in a low HOA, no CDD community, just minutes from UTC and a short drive to Siesta Key and downtown Sarasota.
Listing is courtesy of: GETMOREOFFERS (727-942-2929)
Listing Agent: Keith Gordon (727-610-8041)
5015 BROOKMEADE DR, SARASOTA, FL 34232
$250,0003 Days on yellowkey MLS ID: N6144658
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 900 Built: 1970 Tax: $1,018 (2025)Community: Ridgewood Estates 08 AddSingle Family
Taxes:$1,018
Elementary School: Brentwood Elementary
Remarks: Highest & Best due Monday, June 15th. Seller reserves the right to accept any acceptable offer prior to the deadline. Welcome to 5015 Brookmeade Drive, a centrally located Sarasota gem offering comfort, convenience, and opportunity. This 3-bedroom, 1-bath residence features approximately 900 square feet of living space with a functional layout, tile flooring throughout, updated bathroom and an abundance of natural light. Newer Roof and A/C system installed in 2022. The efficient galley-style kitchen offers a practical design that maximizes functionality and flow, while the open living and dining areas create an inviting atmosphere for everyday living. Step outside and discover a spacious backyard filled with possibilities. Whether you envision a private tropical retreat, outdoor entertaining space, garden, or future enhancements, this property provides the perfect canvas to bring your vision to life. A screened front patio provides the perfect spot to enjoy your morning coffee, unwind in the evening, or take advantage of Florida's beautiful weather year-round. Ideally situated in the heart of Sarasota, you'll enjoy easy access to I-75, downtown Sarasota, shopping, dining, parks, and the area's world-famous Gulf Coast beaches. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this property offers exceptional value and unlimited potential in a highly desirable location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
7718 SILVER BELL DR, SARASOTA, FL 34241
$875,0009 Days on yellowkey MLS ID: A4695790
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1997Monthly Fee: $147 Tax: $7,651 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,651
Elementary School: Lakeview Elementary
Remarks: THIS IS THE ONE * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNER, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
Listing Agent: Ryan Brown (941-330-7774)
7524 WESTMORELAND DR, SARASOTA, FL 34243
$5,500,0003 Days on yellowkey MLS ID: A4695898
Bed: 6 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 6215 Built: 2001 Tax: $15,233 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$15,233
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Comfortable luxury living on 1+ acre with a spectacular panoramic water view. Look at all you get with an incredible daily sunset. This is a completely unique offering comprised of two separate parcels. Identified as the main home and guest house this property is suitable for multi-generational living in an unmatched setting on the mainland shore of Sarasota Bay. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three story main house has a twin grand winding staircase and an elevator to the second floor main level. Tall ceilings and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001 and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated 18' above. There is a completely separate Guest house that includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough-ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of the John Ringling bridge. Longboat Key provides night lights beyond the bay and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dreamhome. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.
Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)
Listing Agent: Steve Rider (941-504-5163)
6600 SILVERSTAR DR, SARASOTA, FL 34240
$508,00041 Days on yellowkey MLS ID: A4692102
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1591 Built: 2024Monthly Fee: $199 Tax: $6,216 (2025)Community: Avanti/WatersideSingle Family
Taxes:$6,216
Remarks: Virtually Staged. Experience the best of lakefront living in the heart of Waterside at Lakewood Ranch, where breathtaking water views and an unmatched lifestyle come together in this beautifully appointed newer home. From the moment you step inside, you are welcomed by expansive, tranquil lake vistas and an abundance of natural light that fills the open-concept living spaces, creating a bright, airy, and inviting atmosphere. Designed for both comfort and effortless entertaining, the spacious floor plan centers around the kitchen featuring stainless steel appliances, generous counter space, a pantry, and ample room for both casual dining and gathering around the oversized island—the perfect hub for everyday living or hosting family and friends. Step outside to the screened lanai with upgraded no-see-um portrait screening, where unobstructed lake views create a private outdoor retreat ideal for morning coffee, evening grilling, or relaxing while taking in spectacular sunset skies over the water. The serene primary suite is thoughtfully positioned to capture peaceful lake views and features a spa-like en-suite bath with dual vanities and a spacious walk-in closet. A desirable split-bedroom layout offers privacy for owners while providing comfortable accommodations for guests, additional bedrooms, or a dedicated home office. Newer beautiful engineered wood flooring flows throughout the home, complemented by stylish updated lighting, decorator blinds and draperies, smart home/security features, rain gutters, lanai ceiling fan, and a new front storm door—all thoughtfully added to enhance both style and convenience. Built with impact-resistant windows and sliding doors, this home offers lasting quality and peace of mind. Enjoy low HOA fees that include lawn maintenance, giving you more time to enjoy everything this exceptional location offers. Ideally situated just minutes from the vibrant Waterside Place district with waterfront dining, boutique shopping, the popular Sunday Farmers Market, and lively Wednesday Ranch Nights. Convenient access to Interstate 75, The Mall at University Town Center, downtown Sarasota, Sarasota-Bradenton International Airport, and the Gulf Coast’s world-renowned beaches completes the package. Exceptional lake views, exceptional location, exceptional lifestyle—this is Waterside living at its finest. BUYER INCENTIVE AVAILABLE! Preferred lender is offering a complimentary temporary interest rate buydown for qualified buyers on new loan locks completed on or before 06/30/26.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Georgia Sotiriou (301-346-6227)
8213 MIDNIGHT PASS RD, SARASOTA, FL 34242
$2,800,00092 Days on yellowkey MLS ID: A4686208
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3328 Built: 1952 Tax: $25,037 (2025)Community: Ocean ViewSpa: YesSingle Family
Taxes:$25,037
Remarks: Experience the beauty of waterfront living with this exceptional home overlooking the tranquil waters of Little Sarasota Bay. This unique Siesta Key property offers 3,328 square feet of living space with three bedrooms and three-and-a-half bathrooms, combining classic coastal charm with incredible potential. The thoughtfully designed floor plan features a spacious primary suite on the main level with a private ensuite bath, along with a second ensuite bedroom that provides comfortable accommodations for guests or family. Upstairs, the third bedroom offers added privacy and opens to a balcony where you can enjoy sweeping bay views and peaceful sunsets. At the center of the home, a large living room with soaring ceilings creates an inviting space for gathering and entertaining. The generous layout provides a wonderful foundation for updates, allowing the next owner to customize and transform the home into their own coastal retreat. Outside, the property truly shines. A private outdoor oasis features an inground pool and relaxing hot tub, perfect for enjoying the Florida sunshine year-round. Boating enthusiasts will appreciate the private dock with boat lift, offering direct access to Little Sarasota Bay for fishing, kayaking, paddleboarding, or sunset cruises. The home also includes a rare private sand beach area, ideal for launching a kayak or simply enjoying the waterfront setting. The residence is accessed through a beautifully landscaped courtyard and circular driveway that adds both privacy and curb appeal. Located in one of Siesta Key’s most desirable areas, the home is just 1 mile from Turtle Beach, 3.3 miles from Siesta Key Public Beach, and only 4.5 miles from the lively Siesta Key Village, known for its restaurants, shopping, and entertainment. With its prime waterfront location, generous square footage, and timeless character, this property presents a rare opportunity for a new owner to make it their own and create a truly spectacular coastal home.
Listing is courtesy of: NEW DOOR REAL ESTATE LLC (941-536-9422)
Listing Agent: Scott Dennison (941-587-3437)
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000106 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Elementary School: Gulf Gate Elementary
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000185 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2341 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Remarks: Welcome to one of Siesta Key’s best deep-water boating opportunities, offering quick access to Sarasota Bay and open waters in less than approximately 3 minutes from your dock. Positioned on one of the island’s deeper canals with 95 feet of water-frontage and a 75-foot dock, this exceptional property is ideal for boating enthusiasts seeking protected dockage, convenience to open water, and functionality for larger vessels. Designed with serious boaters in mind, the property features 200 amp electric service and four 50-amp dockside power services, creating enhanced marina-style functionality rarely found in residential waterfront homes. A 13.5 KW generator further supports seamless waterfront living. Originally introduced at $2,690,000 and now aggressively repositioned, this home presents one of the best values currently available for buyers prioritizing boating functionality, water access, and location. Inside, the home has been fully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept layout, and expansive sliding glass doors that create seamless indoor-outdoor living. The chef’s kitchen includes custom cabinetry, premium appliances, gas cooktop, Viking hood system, and a temperature-controlled wine cellar. The spacious primary suite offers a private retreat with an oversized walk-in closet, spa-style bathroom, glass-enclosed shower, and direct outdoor shower access. A unique opportunity also exists to create a fourth bedroom or additional private suite within the current pergola lounge area, adding flexibility for guests or multigenerational living. Outdoor living is designed around the waterfront lifestyle, featuring a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, outdoor wet bar, propane fire pit, and multiple entertaining spaces. Additional highlights include a 250-gallon propane tank, updated HVAC system, newer water heater with circulating system, epoxy-finished garage, hurricane protection features, and dry storage area with wine and whiskey display. With neighboring waterfront properties trading at substantial premiums for land value alone, this property represents an exceptional opportunity to own a move-in-ready waterfront home designed for both luxury living and serious boating. Luxury yacht also available separately inquire for details.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00051 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
8457 KARPEAL DR, SARASOTA, FL 34238
$695,00058 Days on yellowkey MLS ID: A4689349
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2797 Built: 2010Monthly Fee: $236 Tax: $6,078 (2025)Community: Palmer Oaks EstatesSingle Family
Taxes:$6,078
Elementary School: K-8 At Clark And Lorriane
Remarks: Virtually Staged. Lakefront luxury, effortless living, and a location you’ll love - Welcome Home! Experience the very best of Sarasota living in this thoughtfully upgraded and impeccably maintained lakefront residence. Move-In-Ready- this exceptional home features fresh interior paint, brand new flooring, updated bathrooms and professionally updated landscaping. Major systems have also been upgraded, including a high-efficiency A/C, allowing you to move in with confidence. Step outside to your private outdoor retreat, with tranquil lake and fountain views. Start your mornings in the lanai and unwind at sunset as the water reflects the changing sky. Ideally located within a top-rated school district, near the Legacy Trail, Clark Road, popular dining, Costco,and minutes away from the world-famous white sands of Siesta Key, this home offers the perfect balance of privacy, convenience, and lifestyle. Don’t miss this rare opportunity to own a beautifully upgraded lakefront home in the heart of Palmer Ranch - where everyday living feels like a getaway.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
2647 SYDELLE ST, SARASOTA, FL 34237
$699,00015 Days on yellowkey MLS ID: A4695270
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1954 Tax: $1,295 (2025)Community: Paver Park Estates 1St AddSpa: YesSingle Family
Taxes:$1,295
Elementary School: Alta Vista Elementary
Remarks: Welcome to Paver Park Estates, one of Sarasota's fastest-growing and most sought-after neighborhoods, where modern renovations meet an unbeatable location. Just minutes from Downtown Sarasota, Sarasota Bay, Payne Park, and the Legacy Trail, this beautifully renovated 4-bedroom, 2-bath residence offers approximately 1,850 square feet of thoughtfully designed living space in the heart of the city. Completely transformed with extensive updates throughout, the home features a bright, open-concept floor plan highlighted by luxury vinyl plank flooring, recessed lighting, impact-rated windows, and a stunning shaker-style kitchen designed for both everyday living and entertaining. The kitchen boasts quartz countertops, a large center island, custom tile backsplash, and a full suite of Frigidaire appliances. The spacious primary and guest bathrooms have been tastefully updated with custom tile work, quartz countertops, and premium rain shower fixtures, creating a spa-like atmosphere. Additional improvements include shaker-style interior doors, updated lighting and ceiling fans, a new HVAC system with all-new ductwork, upgraded electrical service with underground power, and numerous modern finishes throughout. Step outside to your private backyard retreat featuring a newly constructed saltwater pool and spa, providing the perfect setting for relaxing, entertaining, or enjoying Sarasota's year-round sunshine. Located less than a mile from Downtown Sarasota, residents can easily bike or walk to the city's vibrant dining, shopping, arts, and cultural attractions, including the Sarasota Opera, Marina Jack, Bayfront Park, and countless restaurants and boutiques. The world-renowned beaches of Siesta Key and Lido Key are only a short drive away. Surrounded by new construction homes and luxury redevelopment, Paver Park continues to emerge as one of Sarasota's most exciting neighborhoods, making this property an exceptional opportunity for full-time residents, seasonal owners, or investors seeking a prime location with strong long-term upside.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
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