Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
6632 DEERING CIR, SARASOTA, FL 34240
$475,00010 Days on yellowkey MLS ID: A4687399
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1998Monthly Fee: $217 Tax: $4,660 (2025)Community: Deerfield Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,660
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Pool home in Deerfield under $500K • Cul-de-sac • Screened lanai • Near Celery Fields • NEW TILE ROOF • Maintenance-free living Single-story 2 bed + den, 2 bath home with 1,690 sqft in Deerfield, a maintenance-free community with cable, internet, and lawn care included. Open layout with vaulted ceilings, tile flooring in main living areas, and carpet in bedrooms. Split bedroom floor plan with private primary suite featuring walk-in closet and dual-sink vanity. Kitchen includes white cabinetry, laminate countertops, stainless steel appliances, pantry, and pass-through to living and dining areas. Breakfast nook with pool views. Screened-in pool with covered lanai and seating area, plus hedge-lined backyard for added privacy. Front porch entry and cul-de-sac location with minimal through traffic. Den/office with front-facing windows for flexible workspace, guest room, or hobby space. Dedicated laundry room and 2-car garage. Located in Deerfield with convenient access to Sarasota amenities, shopping, dining, and major roadways. Near Celery Fields for trails, birdwatching, and open green space. Single-story layout and maintenance-included services support low-upkeep ownership. Includes 3D walkthrough tour. Approx distances: Siesta Key Beach ~13 mi • Downtown Sarasota ~10 mi • UTC Mall ~6 mi • Nathan Benderson Park ~6 mi • Waterside Place ~7 mi
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
19 WHISPERING SANDS DR #1104, SARASOTA, FL 34242
$1,000,00083 Days on yellowkey MLS ID: A4679738
REDUCED by $125,000 (11.1%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,440 Tax: $6,142 (2025)Community: Whispering SandsCondo
Taxes:$6,142
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT!! Welcome to this beautifully remodeled 11th floor GULF FRONT Whispering Sands tower residence – just one floor below the penthouse level – where sweeping, unobstructed FULL Gulf views meet breathtaking, colorful sunsets that paint the sky each evening. This light filled 2BR/2BA condo is the perfect combination of refined coastal style with effortless, comfortable living. The bright open kitchen is designed for both entertaining and everyday elegance, featuring an expansive, 8-foot breakfast bar, granite countertops, Whirlpool, GE & KitchenAid appliances, recessed lighting, and a convenient built-in corner workspace. NEW 2024 hurricane impact sliders frame your private, enclosed 24’ Gulf front balcony – the ideal space for enjoying peaceful morning coffee or sunset cocktails above the shoreline. The tranquil primary suite features a walk-in closet and beautifully remodeled ensuite bath with spacious dual vanity and glassed walk-in shower. A set of French doors with privacy shades leads to a flexible guest suite with twin Murphy beds & built-ins, easily transitioning from private office to welcoming bedroom. A second guest bath entry creates a true ensuite experience. Thoughtful upgrades in this unit include track lighting, textured ceilings, remote-controlled overhead fans, and a whole-house water filtration system. 2024 HVAC. Whispering Sands is a premiere 55+ Gulf front property on the westernmost point of Siesta Key, featuring 800’ of private quartz sand beach, 2 heated pools, clubhouse and Tower Lounge – both of which are in the initial stages of being completely remodeled – beachside Tiki Hut, gas grills, shuffleboard, canoe/kayak storage, and onsite management. You’re also ideally just around the corner from the colorful boutiques and dining options of Siesta Key Village! Don’t miss this rare opportunity to own this sophisticated Gulf front residence that captures a true resort lifestyle while remaining warm, welcoming, and wonderfully livable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
4588 TUSCANA DR, SARASOTA, FL 34241
$1,195,0004 Days on yellowkey MLS ID: A4689151
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3860 Built: 2004Monthly Fee: $169 Tax: $7,249 (2025)Community: TuscanaSpa: YesSingle Family
Taxes:$7,249
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: This is the one * QUALITY BUILT BY LEE WETHERINGTON HOMES * LOCATED BEHIND THE GATES OF RARELY AVAILABLE TUSCANA WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for by the original owners and the PRIDE OF OWNERSHIP SHOWS * This IMMACULATE home will not disappoint * This Family Estate Home is located on a Premium Lot backing to a 10 Acre Preserve & Pond providing a natural oasis & sense of tranquility * Enjoy the INCREDIBLE SUNSETS * This Custom Built Casablanca model is meticulously designed with 4 Bedrooms that are ALL EN-SUITES + 5 FULL BATHS + a Private Den/Office * The heart of the house is undoubtedly the LOVINGLY RENOVATED CHEF'S KITCHEN with NEW QUARTZITE Countertops, Upgraded Monogram Appliances, Custom Wood Cabinets, NATURAL GAS COOK-TOP, Built-in Oven, an Oversized Refrigerator & a Walk-in Pantry * The Gourmet Kitchen is open to the SPACIOUS FAMILY ROOM * Formal Living Room & Formal Dining Room * The Primary Suite is a sanctuary of comfort and a true retreat that features a THOUGHTFULLY REIMAGINED Spa-style Bath with NEW Walk-in Shower, Freestanding Tub, Dual Vanities & Dual Walk-in Closets * Upstairs is perfect for Guests or a private getaway with 2 En-Suite Bedrooms & a 23 x 17 Bonus Room with a Wet Bar, Mini Refrigerator, Ice Maker & Microwave * Relax on your 2nd story Screened Veranda - THE VIEWS ARE INCREDIBLE! * All of this wraps your Outdoor Oasis with Double Lanais * The Main Lanai is 21x16 with a Built-in Kitchen and a GAS Fireplace * Welcome to Party Central with a Beer Keg Built-in, Mini Refrigerator, Sink, GAS Grill & a Built-in Exhaust System * Travertine Deck * Your SALTWATER Pool & Spa is GAS Heated with a beach style shelf PLUS an Extended Paver Deck outside of the Pool Cage for additional enjoyment * You will not find a better outdoor area than this * Very Private Setting backing to tranquil 10 Acre Preserve & Pond to enjoy the spectacular sunsets * This is the perfect home for entertaining friends & family or simply relaxing in your slice of paradise * 3 Car Garage * NATURAL GAS * Volume Ceilings * Crown Molding * Tray Ceilings * Well for Yard Irrigation * Beautiful Landscaping + Paver Driveway + Sidewalks * Friendly GATED Neighborhood of only 99 Homes * NO CDD Fees * Located in the heart of Sarasota and close to shopping, dining, golf courses & more! * A short drive to World Famous Siesta Key Beach as well as UTC Mall * This truly outstanding home is a MUST SEE * Furniture is available under separate negotiation * One look & youll fall in love * Run, don't walk! *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
111 S PINEAPPLE AVE #1021, SARASOTA, FL 34236
$1,299,0009 Days on yellowkey MLS ID: A4688715
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1575 Built: 2019 Tax: $18,357 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$18,357
Elementary School: Southside Elementary
Remarks: Experience refined urban living in this beautifully updated residence, complete with two dedicated parking spaces, featuring two bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully designed with an open concept layout, the home seamlessly blends modern style and everyday functionality, enhanced by high end builder finishes and custom upgrades throughout. The flexible den, ideal as a library, media room, or home office, offers endless possibilities. At the heart of the home, the gourmet kitchen impresses with an induction cooktop, quartz countertops, custom backsplash, and under cabinet lighting, perfect for both everyday living and entertaining. The spacious owner’s suite serves as a private retreat, featuring direct terrace access, a large walk in closet, additional custom storage, and a spa inspired bathroom with dual vanities, an oversized countertop, and a glass enclosed walk in shower with a rain showerhead. Each bedroom includes its own en suite bath, and the additional half bath is both stylish and convenient for guests. Storage is thoughtfully maximized with custom built closets, cabinetry, and shelving throughout. Luxury upgrades include porcelain flooring, designer light fixtures, premium wireless ceiling fans, an Ecobee smart thermostat, and remote controlled Hunter Douglas window treatments. Residents also benefit from community EV charging stations. The expansive terrace offers ample room for outdoor dining and lounging, with sweeping views of downtown Sarasota and the bay, perfect for taking in stunning sunsets. Residents of The Mark enjoy exceptional amenities, including a stylish club room and lounge, a state of the art fitness center, and an outdoor entertaining area with grilling stations, fire pit, and a 65 foot heated saltwater pool and spa. Located in the heart of downtown Sarasota’s vibrant arts and dining district, the building offers 24 hour security and on site management. Built in 2019, The Mark is known for its sleek contemporary design and premier location just steps from Main Street’s boutiques, restaurants, and popular farmers market. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
4530 ATWOOD CAY CIR #13, SARASOTA, FL 34233
$299,00016 Days on yellowkey MLS ID: A4688320
1 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 1985Monthly Fee: $440 Tax: $3,757 (2024)Community: Center Gate Estate Vill 4Villa
Taxes:$3,757
Elementary School: Ashton Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. If you have been searching for a villa that actually lives like a home, this is it. 4530 Atwood Cay Circle is one of the most spacious and well-appointed villas available in all of Center Gate Estates, and it checks every box that is genuinely hard to find in this price range: three bedrooms, a two-car garage, 1,804 square feet of living space, a fully air-conditioned Florida room, and a turnkey fully furnished interior ready for you to move in and start living. Three-bedroom villas in Center Gate Estates are rare. Most buyers spend months searching for one. This is your chance to stop searching. The floor plan is open, airy, and thoughtfully designed around how people actually live. The split-bedroom layout provides genuine privacy, placing the primary suite on one side of the home and the two guest bedrooms on the other. Wood floors and stone countertops anchor the interior with a warm, updated aesthetic. The kitchen is well-equipped and flows naturally into the main living and dining areas, creating a connected, comfortable space ideal for everyday living and easy entertaining. The air-conditioned Florida room is a standout feature that sets this villa apart from the rest. Year-round comfort, natural light, and a peaceful view make it the kind of space you will use every single day, whether for morning coffee, afternoon reading, or evening conversation. It is not a screened lanai. It is genuine, climate-controlled living space that adds real usability to an already generous floor plan. The two-car garage provides the kind of storage, parking, and practicality that villa buyers consistently say they want and rarely find. In a community where single-car garages are the norm, this is a meaningful upgrade. The home comes fully furnished, so from the day you close, there is nothing left to do but enjoy. Every detail has been handled. Center Gate Estates delivers the maintenance-free Florida lifestyle in a quiet, well-kept community complete with a pool, lush greenbelts, and peaceful walking paths. The location is central Sarasota at its most convenient: minutes to Siesta Key Beach, close to Doctors Hospital, Bee Ridge Road shopping and dining, and quick access to I-75 for wherever life takes you next. Spacious. Rare. Turnkey. Priced to move. Schedule your showing today. Center Gate Estates. 4530 Atwood Cay Circle #13. Sarasota FL 34233
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
1600 KENILWORTH ST, SARASOTA, FL 34231
$795,000246 Days on yellowkey MLS ID: A4661230
1 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1748 Built: 2017 Tax: $7,188 (2024)Community: Johnson EstatesSingle Family
Taxes:$7,188
Remarks: Under contract-accepting backup offers. Nestled in one of Sarasota’s most tranquil neighborhoods near Oyster Bay and the Field Club. This custom-built 2021 home blends modern comfort with coastal charm. Every detail was thoughtfully designed to suit the lot, maximize natural light, and create a low-maintenance tropical retreat. Step inside the inviting entryway, and you’re immediately welcomed by an airy, sun-filled interior. The modern porcelain tile flows throughout, making upkeep a breeze and adding to the home’s bright, open feel. The chef-inspired kitchen features sleek Bosch refrigerator and dishwasher and an open layout, connecting effortlessly to the living area so family and friends are always part of the conversation. From the living room, oversized impact-rated sliding glass doors frame the tropical Areca Palms, while the surrounding paver walkways keep everything clean and manicured. The owners suite is a serene sanctuary, and the luxurious master bath is a true showstopper—featuring a deep soaking tub and a sleek modern wet room design typically reserved for far more expensive homes. This home was built to the most current building and storm codes, featuring a metal roof, impact windows, doors, and sliders, and a high efficiency German made electric tankless water heater. Positioned High and dry, firmly outside of any flood zones. The spacious laundry room keeps day-to-day living organized and effortless. Some additional features include spray foam insulation in the attic, a 30 amp circuit for RV or EV vehicle charging and hard wired security cameras for peace of mind. Convenience is one of the location’s best attributes Including Trader Joes, Publix , Local restaurants, boutiques, shops, not to mention the highly desirable Philippi Shores elementary, Sarasota High and so much more. Schedule your personal tour today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
101 S GULFSTREAM AVE #12C, SARASOTA, FL 34236
$449,000170 Days on yellowkey MLS ID: A4668919
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 985 Built: 1974 Tax: $5,464 (2025)Community: Dolphin TowerCondo
Taxes:$5,464
Middle School: Booker Middle
Remarks: Welcome to the 101 Condominium located in the heart of Sarasota. This 1 bedroom, 2 bathroom condo has spectacular views of Downtown Sarasota and views of the bay through the city skyline. Located on the 12th floor, this unit has been fully remodeled from the studs including all electrical and plumbing. As you enter the home you are greeted with ceramic tile flooring, a spacious living area, and hurricane resistant sliding glass doors that lead out to your private balcony with city views. The kitchen features granite countertops, stainless steel appliances, and elegant cabinetry. The master bedroom features engineered hardwood flooring with an updated bathroom attached. The unit comes with a private parking space that is covered underneath the building. The 101 Condominium is conveniently located in Downtown Sarasota just across the street from Marina Jack, O'Leary's Tiki Bar & Grill, and Bayfront Park along with all that Sarasota has to offer. St. Armand's Circle, Lido Key Beach, and Longboat Key are all within close proximity.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
3787 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$940,00084 Days on yellowkey MLS ID: A4679340
REDUCED by $10,000 (1.1%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2893 Built: 2006Monthly Fee: $138 Tax: $6,538 (2025)Community: HammocksSpa: YesSingle Family
Taxes:$6,538
Remarks: Located in the desirable gated community of The Hammocks, this custom pool home is set on a premium preserve-view lot with mature landscaping. 4 bedroom 3 bathrooms an office and a three-car garage! The open layout flows from the formal living areas to an expansive lanai with a heated pool and spa overlooking tranquil preserve views. The chef’s kitchen features a five-burner gas cooktop with updated vent, double ovens, large center island, slide-out cabinetry, and a double-sided gas fireplace shared with the living room. A unique highlight is the fully enclosed, climate-controlled second kitchen/outdoor entertaining space with gas grill, side burner, commercial vent hood, refrigerator, dishwasher, wine and beverage coolers, and direct pool access. The primary suite includes double-door entry, private lanai access, dual walk-in closets with upgraded systems, tray ceiling with crown molding, Jacuzzi tub, walk-in shower, and dual vanities. Additional features include a custom-built office with wood flooring, full hurricane protection, and a whole-house gas generator (2019). Major updates include A/C systems (2021 & 2016), pool pump (2020), pool heater (2023), dishwasher (2025), washer and dryer (2021), wine and beverage refrigerators (2021), refrigerator (2025) and a new water heater. Private well irrigation and landscape lighting complete this well-maintained home in one of Sarasota’s desirable gated communities.
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$950,000165 Days on yellowkey MLS ID: A4670726
REDUCED by $45,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new $50,000 custom organizers. A versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. A full-size, in-residence washer and dryer make this home as practical as it is luxurious.Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5316 ALTOONA ST, SARASOTA, FL 34232
$499,900190 Days on yellowkey MLS ID: O6349173
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 2025 Tax: $901 (2024)Community: BroadwaySingle Family
Taxes:$901
Elementary School: Fruitville Elementary
Remarks: One of the most impressive homes in the neighborhood, built by Endura Construction, this home features impact-resistant windows and doors, a storm-ready structure built to current codes, and a builder’s warranty, providing superior protection and peace of mind. Inside, you’ll find three spacious bedrooms and two elegantly designed bathrooms, including a bright and sophisticated primary suite with a large walk-in closet. The open-concept layout connects the kitchen, dining, and living areas, offering a stylish and functional setting for everyday living or entertaining. Sliding glass doors lead to a generous covered lanai, perfect for enjoying Florida’s indoor-outdoor lifestyle. A rare perk: no HOA. This means no monthly dues, no surprise assessments, more predictable costs, and no evolving community rules that could impact your lifestyle—a level of freedom that many buyers value highly. Ideally situated just minutes from University Town Center (UTC Mall), Nathan Benderson Park, Whole Foods, SRQ Airport, and an array of upscale dining and shopping, this home offers unmatched convenience in a premier Sarasota location. Closing cost assistance is available with the preferred lender. Don’t miss your chance to own this stunning, storm-ready modern home in the heart of Sarasota’s most vibrant area. Schedule your private tour today.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
5215 HIDDEN HARBOR RD, SARASOTA, FL 34242
$7,900,000148 Days on yellowkey MLS ID: A4669367
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4863 Built: 2025Monthly Fee: $247 Tax: $22,047 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$22,047
Remarks: One or more photo(s) has been virtually staged. Under Construction. This brand-new waterfront estate is being brought to life by Dynan Construction, Sarasota’s premier local luxury builder celebrated for impeccable craftsmanship, architectural integrity, and enduring coastal design. Built to the Fortified Gold Standard, the residence is engineered for long-term resilience against Florida’s coastal elements while embodying the artistry and refinement that define Dynan’s signature builds. Interiors are curated by acclaimed designer Annalise O’Brien, ensuring every space reflects elevated taste and timeless sophistication. This 5-bedroom estate features 5 full baths plus a dedicated pool bath and powder bath, offering a rare combination of durability, modern design, and everyday luxury. An attached guest quarters is the perfect setup for multigenerational living, extended guests, or a private studio/workspace. Located in the exclusive Hidden Harbor community—an enclave known for its mature landscaping and lush tropical canopy streets—this property sits on a deep-water canal with direct access to Sarasota Bay and the Gulf of Mexico. Designed for effortless coastal living, the home is equipped with smart-house lighting controls and is prewired for security, cameras, and full indoor/outdoor surround sound. The home is also prepared for a future whole-house generator installation, offering peace of mind for year-round living. Expansive 10-foot sliders frame the waterfront views and create a seamless flow between the interior and exterior spaces. Outside, the resort-style pool and spa, integrated pergola, and fully equipped outdoor kitchen provide an exceptional extension of daily living and entertaining. Inside, each room showcases curated designer selections, elevated finishes, and thoughtful details throughout. A spacious 3-car garage offers ample room for vehicles, storage, and recreational equipment. Just A short bike ride from the world-renowned Siesta Key —this home captures the essence of Sarasota’s coastal lifestyle with unmatched convenience to beaches, dining, and local amenities.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
656 TROPICAL CIR, SARASOTA, FL 34242
$4,195,000133 Days on yellowkey MLS ID: A4674326
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5238 Built: 2025Monthly Fee: $54 Tax: $8,623 (2024)Community: Siesta BeachSpa: YesSingle Family
Taxes:$8,623
Remarks: Perfectly positioned in Siesta Beach—just moments from the shoreline—this newly completed 2025 coastal residence delivers a rare combination of striking design, thoughtful functionality, and luxurious indoor-outdoor living. Spanning more than 5,200 square feet of air-conditioned space across two levels, this contemporary home has been professionally staged with high-end furnishings included in the sale, making it truly move-in ready. The elevated architectural facade creates a commanding first impression. Step inside to an expansive great room with wood flooring, soaring coffered ceilings, crown molding, and a dramatic wood-paneled accent wall that anchors the living and dining spaces. Walls of pocketing impact-rated sliders dissolve the boundaries between indoors and out, opening to a resort-style entertaining area. A built-in wet bar with wine cooler enhances the home’s hospitality appeal. The gourmet chef’s kitchen sits at the heart of the first floor, designed to showcase the outdoor views. Outfitted with quartz countertops, sleek shaker cabinetry, hidden appliances, a gas Wolf stove with dual ovens, walk-in pantry, and an oversized island, the kitchen is ideal for everyday use and large-scale gatherings. Adjacent formal dining space is framed by oversized windows, creating a sun-lit setting for memorable meals. Outdoor living unfolds on a spacious covered patio featuring a tongue-and-groove ceiling treatment, summer kitchen with built-in gas grill, lounge and dining areas, and a heated pool and spa surrounded by beautifully landscaped grounds. The primary suite—secluded on the main level—offers vaulted ceilings, dual walk-in closets, and a spa-inspired bath finished with quartz surfaces, stone-clad shower, and refined detailing. A dedicated office, first-floor laundry room, and a pre-planned shaft for a future elevator provide convenience and flexibility. Upstairs, three additional bedroom suites each feature walk-in closets and en-suite baths. A study with generous storage, a media room, a bonus room, and a secondary laundry room complete the second level. A 45-foot balcony connects multiple rooms and overlooks the pool and tropical landscaping. The split three-car garage provides ample storage for vehicles, recreation gear, and coastal living essentials. Situated in the coveted Siesta Beach neighborhood, the home offers a quiet residential setting just minutes from award-winning Siesta Key Beach, world-renowned for its quartz-sand shoreline and turquoise water. Explore Siesta Village for dining and boutique shopping, enjoy boating and kayaking along the Intracoastal Waterway, or venture over the bridge to Sarasota’s vibrant cultural scene—The Bay Park, Ringling Museum, Van Wezel Performing Arts Hall, Marina Jack, Selby Gardens, and the city’s acclaimed restaurants and galleries. This newly constructed coastal estate delivers the perfect blend of design excellence, modern comfort, and proximity to everything that defines the Siesta Key lifestyle.
Listing Agent: Roger Pettingell (941-387-1840)
1444 HARBOR DR, SARASOTA, FL 34239
$6,999,95063 Days on yellowkey MLS ID: O6375298
REDUCED by $500,050 (6.7%) on 04/14/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5001 Built: 2002 Tax: $33,037 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$33,037
Remarks: Location, Location, Location. Welcome to an exceptional waterfront residence in the heart of Harbor Acres, where refined design meets the ultimate Florida lifestyle. This expansive 5,000+ square foot estate offers breathtaking sunset views over a private waterfront basin with direct access to Sarasota Bay—an idyllic setting for both everyday living and elegant entertaining. A private waterfront retreat, this five-bedroom, five full and two half bath home is thoughtfully designed to maximize comfort and flexibility. Enjoy a heated in-ground pool and spa, deep-water dock with boat lift, and ample space for a large vessel—perfect for boating enthusiasts seeking seamless access to Sarasota’s pristine waterways. The home features two primary suites, one on each level. The first-floor suite offers private garage access and is ideal for in-law accommodations, guests, or multigenerational living. Additional bedrooms can easily adapt to home offices, a fitness studio, or creative spaces to suit modern lifestyles. Multiple electric fireplaces enhance the ambiance in the primary suites, living room, and family room. An interior elevator provides effortless access between floors. The gourmet kitchen is designed for entertaining, showcasing granite and quartz countertops, a wet bar, a wine cooler, and a generous breakfast bar that opens seamlessly to the family room. The outdoor living spaces feature covered lanais on both levels overlooking the pool and bay, surrounded by tropical landscaping. A covered outdoor dining area includes a summer sink and dedicated pool bath, creating an ideal setting for entertaining or relaxing in total privacy. Move-in ready. This meticulously maintained home offers peace of mind and modern efficiency. Three new AC and HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, 22KW Generac generator, over $50,000 in recent upgrades. Prime Location, ideally located to Southside Village, residents enjoy easy access to acclaimed dining, boutique shopping, and Morton’s Gourmet Market. Hospitals, medical offices, banks, and essential services are all conveniently nearby—delivering both luxury and everyday convenience. This remarkable residence offers an unparalleled combination of waterfront luxury, thoughtful design, and walkable convenience. A rare opportunity to experience the best of Sarasota living.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$635,00099 Days on yellowkey MLS ID: A4677015
1 Days Off yellowkey (back on 3/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing Agent: Joe Cleary (941-650-8485)
0 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000173 Days on yellowkey MLS ID: A4669772
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3200 Built: 2027 Tax: $5,916 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$5,916
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4922 COMMONWEALTH DR, SARASOTA, FL 34242
$1,795,000203 Days on yellowkey MLS ID: A4666313
4 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2767 Built: 1995 Tax: $6,523 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$6,523
Remarks: Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of pool deck with saltwater canal in the background. The open living areas on the main level feature hardwood flooring, a gas built-in fireplace, built-in shelving, and lots of windows to enjoy the view. The primary suite features lots of space, dual walk-in and an upper level balcony with incredible views. There’s a second larger suite with sitting area to make guests feel at home, and two more bedrooms for the ultimate in flexibility. This home is truly all about the location- want to go paddleboarding or out on your kayaks? Right in the back yard. The beach is just a few blocks away and the northern Siesta Key location gives easy access to downtown Sarasota and beyond. If you’re looking for the perfect combination of space, privacy, convenience, and of course a little sand between your toes- this may be the perfect home for you. Boaters will also love this Grand Canal location, with only one large fixed bridge and easy access to Sarasota Bay. Don’t hesitate, schedule your showing of this fine home today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
800 HUDSON AVE #106, SARASOTA, FL 34236
$625,000130 Days on yellowkey MLS ID: A4673881
REDUCED by $25,000 (3.8%) on 04/14/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1562 Built: 1984 Tax: $3,605 (2024)Community: Hudson HarbourCondo
Taxes:$3,605
Remarks: Unbeatable value and location in downtown Sarasota. This 3-bedroom,3 full bath residence lives more like a townhome than a condo. No elevators, park right in front of your front door and walk out to the pool. Ideally located across from Selby Gardens and only one block from Sarasota Bay. Hudson Harbour is not in the AE flood zone, has covered parking and is pet-friendly, allowing one small dog and multiple cats. The three versatile bedrooms in this residence provide exceptional flexibility. The first-floor bedroom & bath can serve as a convenient primary suite, while the second-floor option offers additional privacy—ideal for guests, family, hobbies, or a home office. Enjoy two private balcony lanais overlooking a lush tropical garden and tranquil fountain, creating the perfect setting for morning coffee or relaxing evenings. Inside, the home features light soft neutral tones complemented by neutral tile flooring and elegant crown molding throughout. The thoughtfully designed kitchen includes a spacious eat-in dining area and breakfast bar that opens seamlessly to the living and dining spaces—perfect for everyday living and entertaining. Numerous updates have been completed over the years, including: Brand-new AC (2024), New windows and sliding glass doors, renovated bathrooms, updated kitchen appliances, New washer and dryer, Water heater replacement and fresh interior paint. Hudson Harbour offers a private downtown, intimate tropical setting with only 18 units centered around a heated community pool. Living here places you within walking distance to the Sarasota Bayfront Park for nightly sunsets, a boat cruise or waterfront dining and of course all of Sarasota’s downtown restaurant and theater options. Outdoor lovers will appreciate easy access to Legacy Trail, Payne Park and Lido Beach. Take the free downtown trolley to St. Armands Circle and Lido Beach. Schedule a showing and don’t miss this best priced Downtown Sarasota residence on the market today !
Listing Agent: Maureen Doherty (941-993-3159)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,00098 Days on yellowkey MLS ID: A4676979
REDUCED by $4,000 (0.5%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing Agent: Christine Green (941-914-2463)
4512 OTTAWA TRL #229, SARASOTA, FL 34233
$172,80014 Days on yellowkey MLS ID: A4688722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973 Tax: $1,373 (2025)Community: Lake TippecanoeVilla
Taxes:$1,373
Remarks: Unlock the potential of this inviting 2-bedroom, 2-bath end-unit villa located in the sought-after 55+ community of Lake Tippecanoe. Recently refreshed with new interior paint and brand-new carpeting, this home offers a clean starting point while still leaving room for your personal style and enhancements. The spacious floor plan includes an eat-in kitchen, a generously sized living area, and a private primary suite designed for comfort. Impact rated front door and windows were replaced in 2020 (sliders excluded). While some updates may still be desired, the competitive price reflects an excellent opportunity to create value in a desirable Sarasota location. Residents of Lake Tippecanoe enjoy a tranquil setting, an active clubhouse, and a community pool—all just moments from shopping, dining, and the area’s beautiful Gulf beaches. The community has its own well, so no additional fees for water or sewer! The low fees also include basic cable, garbage pickup, exterior building & grounds maintenance. Bring your vision and make this charming villa your own!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,00044 Days on yellowkey MLS ID: A4684866
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1968 Tax: $5,871 (2025)Community: Crescent ArmsCondo
Taxes:$5,871
Remarks: Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that can help offset ownership costs while providing their own beachfront retreat. Inside, tile flooring throughout creates an easy-care coastal interior designed for high-traffic vacation use, while the split layout with two en-suite bedrooms provides privacy and comfort for guests. A large storage closet dedicated to beach gear and recreational “toys” makes it simple to keep everything needed for effortless days on the sand. From the residence, enjoy views of the Gulf of Mexico and the convenience of direct walk-out access to Siesta Key’s powdery white beach, where beach chairs are available for guests, perfect for owners and vacation renters alike. The location places you in one of the most desirable areas of the island, within walking distance to nearby restaurants, shops, and local favorites, or simply hop on the Siesta Key trolley for easy access up and down the island. With its prime beachfront setting, turnkey furnishings, and established rental performance, this property presents a compelling opportunity to own a slice of Siesta Key that can generate income while serving as your personal coastal escape.
Listing Agent: Ryndie Brusco (941-809-6913)
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