Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
6821 CHLOE CT, SARASOTA, FL 34241
$664,99038 Days on yellowkey MLS ID: TB8486434
REDUCED by $35,000 (5.0%) on 04/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,217
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
3314 CHARLES MACDONALD DR, SARASOTA, FL 34240
$1,850,00073 Days on yellowkey MLS ID: A4681339
1 Days Off yellowkey (back on 4/15/2026)
REDUCED by $100,000 (5.1%) on 04/04/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3221 Built: 1999Monthly Fee: $369 Tax: $8,486 (2025)Community: Laurel Oak Estates Sec 01Spa: YesSingle Family
Taxes:$8,486
Elementary School: Tatum Ridge Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to this exceptional custom Arthur Rutenberg residence, thoughtfully updated with luxurious finishes throughout. This rare offering blends timeless architectural design, quality craftsmanship, privacy, and breathtaking golf course views—creating a serene setting for elevated Florida living. Perfectly positioned along the 8th hole of the Jones Golf Course, the home offers a tranquil backdrop for everyday living and entertaining. A dramatic arrival begins with a complete landscape redesign, professional lighting for privacy and evening ambiance, a pavered driveway and walkways, and modernized entry pillars. Enter through grand African mahogany doors into a striking interior featuring rich luxury wood flooring, wood beam accents, and an open flowing floor plan. A dramatic stone accent wall and custom niches define the main hallway, while redesigned living spaces throughout offer both elegance and versatility. The formal dining room showcases a dedicated wine cellar accented by a distinctive antique door. The game room provides flexibility and can also serve as a formal living room. The chef’s kitchen is the heart of the home, featuring custom Magnolia cabinetry with quartz counters, a striking custom copper hood, an oversized six-burner gas range with double ovens and griddle, and two expansive islands with both main and prep sinks. High-end built-in appliances complete this incredible kitchen and include an integrated refrigerator, refrigerator drawers, warming drawer, two Bosch dishwashers, and an under-counter microwave drawer. The adjacent living area features a custom wood entertainment wall designed to accommodate a large television—ideal for hosting gatherings. The spacious primary suite offers a peaceful retreat with his-and-hers walk-in closets and a generously sized bath with dual vanities ready for personal customization. Two additional guest bedrooms are equally well-appointed plus a 4th bedroom currently being used as a den providing ideal living for family or guests. All guest bathrooms plus powder room have been completely updated with designer tile and custom vanities. Step outside to the stunning outdoor living area, where the pool and lanai were completely remodeled in 2023. Updated pool/lanai highlights include marble decking, a sun shelf, pool water features, a clear-view pool cage enclosure and a saltwater pool system including new equipment/gas heater. A decorative tile accent wall and wood-paneled ceiling complete this outdoor private oasis, offering unmatched tranquility with panoramic golf course views. Additional upgrades of this stunning home include hurricane-impact windows (2022), plantation shutters throughout, a new slate tile roof (2022), new AC (2024), hot water heater (2025), interior and exterior paint (2025), and a whole-house Kinetico water treatment system. Residents of Laurel Oak Estates enjoy the option to join the Laurel Oak Country Club, featuring two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, a junior Olympic-size heated pool, a beautifully updated clubhouse, and an active social calendar. Reciprocal privileges with Bird Key Yacht Club, along with close proximity to I-75, downtown Sarasota, UTC Mall, medical facilities, dining, entertainment, and world-famous Siesta Key Beach, complete this lifestyle. This is resort-style living at its finest—offering privacy, serenity, and an unparalleled setting within one of Sarasota’s premier gated communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lori Lockhart, Pa (941-724-0595)
3281 BENEVA RD #104, SARASOTA, FL 34232
$209,9506 Days on yellowkey MLS ID: A4690039
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979 Tax: $874 (2025)Community: Village Brooke Sec 3Condo
Taxes:$874
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Nicely appointed and recently updated condominium awaits those looking for the Florida Lifestyle in an adorable package. Village Brooke is located minutes to gulf beaches, downtown, restaurants, shops...very convenient. The community itself features an active clubhouse, multiple pools for easy walking access from any home, tennis courts and a park like setting. Notice the monthly fees...very reasonable to include building insurance, water and sewer in addition to the onsite manager. This corner first floor unit has been occupied by the current owner since 2010...never rented and it shows! Warm color ceramic tile and waterproof luxury vinyl plank, new granite, custom shaker cabinets, upgraded appliances and so much more. The bathrooms have been updated as well...and last not least...a brand new permitted eletrical panel for that insurance discount and peace of mind. Call today for a private tour.
Listing is courtesy of: SARASOTA REAL ESTATE LIVE (941-232-5672)
Listing Agent: Cor Donovan (941-232-5672)
546 FREELING DR, SARASOTA, FL 34242
$12,500,0006 Days on yellowkey MLS ID: A4687147
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Elementary School: Phillippi Shores Elementary
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4650 10TH ST, SARASOTA, FL 34232
$1,875,0006 Days on yellowkey MLS ID: A4689601
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 2915 Built: 2017 Tax: $11,533 (2025)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$11,533
Elementary School: Brentwood Elementary
Remarks: Welcome to your dream oasis in the heart of Sarasota, close to I-75 just North of Fruitville. This stunning, newer build boasts a prime location that perfectly couples lifestyle with tranquility. Situated on just under 1 acre, this coastal contemporary offers the perfect blend of modern luxury and serene natural beauty. As you drive onto the property, you'll be greeted by a private setting that instantly puts you at ease; providing a retreat-like atmosphere that's hard to find West of I-75.The main residence showcases simplistic yet thoughtful design, with every detail carefully curated to create an atmosphere of elegance and comfort. The open layout with polished concrete floors allow for seamless flow between living spaces, making it ideal for both entertaining and everyday living. At the heart of the home is the beautifully appointed kitchen, featuring top-of-the-line Thermador appliances that cater to the needs of any chef or baker. The fine craftsman styling with transom windows and custom millwork are a real treat. As you step out to your lanai, you'll discover a private outdoor haven that invites relaxation and leisure. Lounge on your spacious patio, complete with outdoor kitchen perfect for al fresco dining or simply enjoying the Florida sunshine in the gorgeous pool. With a nod to versatility, this property also includes a secondary building that offers endless opportunity. Compete with a rare and highly desirable upstairs guest apartment boasting 266 sqft of space. This brand new, never lived in studio, comes complete with a full bath and washer/dryer. Whether you envision a home office, a personal gym, or an art studio this space can adapt to your desires with ease. The 28’ x 48’ garage is large enough to house your offshore boat, RV, car collection or equipment. Don't miss the chance to own this exceptional property, where newer construction, prime location, and coastal contemporary design come together in perfect harmony. Experience the best of Sarasota living in your own private sanctuary. Schedule your private showing!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
1740 S ORANGE AVE, SARASOTA, FL 34239
$1,500,00084 Days on yellowkey MLS ID: A4679755
REDUCED by $100,000 (6.3%) on 04/15/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3168 Built: 1967 Tax: $11,676 (2025)Community: Harbor Acres Sec 2Single Family
Taxes:$11,676
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
2529 GOLDEN POINCIANA PL, SARASOTA, FL 34232
$324,90015 Days on yellowkey MLS ID: A4688911
1 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1302 Built: 1977 Tax: $3,199 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,199
Remarks: Under contract-accepting backup offers. 3D VIRTUAL TOUR AVAILABLE: CLICK ON VIRTUAL TOUR LINK #1. Very nice 3 bedroom, 2 bath home with a spacious yard and room to park an RV on the side of the home (or a trailer, box truck, boat, etc). This home has a roof from June 2022, and a wonderful back yard with plenty of eureka palms, providing a lush garden feel and additional privacy from the neighbors. Welcome to this charming single-story home offering a blend of comfort, functionality, and opportunity. Featuring a durable shingle roof and a spacious driveway with a one-car garage, this property sits on a generously sized lot with mature trees that provide shade and privacy. Inside, you’ll find an open-concept living and dining area with tile flooring throughout, making for easy maintenance and a clean, cohesive look. The kitchen offers ample cabinet space, formica countertops, and a practical layout that flows seamlessly into the main living areas—ideal for everyday living and entertaining. The home includes three bedrooms with ceiling fans, good natural light, and closet storage. The bathrooms have been updated with modern vanities, fixtures, and a walk-in shower design for a fresh, functional feel. Additional highlights include: Spacious laundry/utility area with extra storage, Attached garage with shelving and workspace potential, Large backyard with room for outdoor living, gardening, or future improvements. This property presents a great opportunity for buyers looking to personalize a home or invest in a well-located property with solid fundamentals. Conveniently situated near local amenities, shopping, dining, and major roadways. Don’t miss the chance to make this versatile property your own—schedule your showing today!
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Maciek Zaremba (941-400-7084)
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950368 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
1275 SIESTA BAYSIDE DR #1275, SARASOTA, FL 34242
$999,00041 Days on yellowkey MLS ID: A4684885
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1645 Built: 1988 Tax: $9,421 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$9,421
Remarks: An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts full height solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. The spacious primary suite opens to a Florida room with tongue and groove wood ceiling overlooking a serene pond and wildlife, with a renovated ensuite featuring dual sinks, walk-in shower, abundant storage, and a large closet. Upstairs includes a versatile loft, two guest bedrooms, and a full bath. Relax on the inviting front porch with views of Siesta’s iconic sunrises and sunsets. Additional perks include a one-car garage, private driveway, and in-unit laundry. Unit has all brand new screens. Located in Gulf & Bay Club Bayside, a gated community with resort-style amenities: two pools, tennis/pickleball courts, clubhouse, fitness center, sauna, fishing pier, walking paths, and BBQ areas. On-site management and a one-week rental minimum make this a standout investment property with income potential of $80k plus. Spend your days enjoying effortless beach access for sunrise coffee, long shoreline walks, and unforgettable Gulf sunsets. When it’s time to explore, Siesta Key Village is just minutes away with favorite restaurants, local shops, and live music—an unbeatable setting to experience Siesta Key at its finest.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
3135 ALTA VISTA ST, SARASOTA, FL 34237
$419,900222 Days on yellowkey MLS ID: A4664729
2 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1502 Built: 1956 Tax: $310 (2025)Community: Bellevue TerraceSingle Family
Taxes:$310
Elementary School: Alta Vista Elementary
Remarks: LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Brett Decklever (248-766-7571)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000160 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
19 WHISPERING SANDS DR #1104, SARASOTA, FL 34242
$1,000,00086 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
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 Agent: Harriet Stopher (404-316-8944)
111 S PINEAPPLE AVE #1021, SARASOTA, FL 34236
$1,299,00012 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
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 Agent: Mairead Smialek (847-334-4848)
4530 ATWOOD CAY CIR #13, SARASOTA, FL 34233
$299,00019 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
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
1600 KENILWORTH ST, SARASOTA, FL 34231
$795,000249 Days on yellowkey MLS ID: A4661230
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.
101 S GULFSTREAM AVE #12C, SARASOTA, FL 34236
$449,000173 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 Agent: Laura Rode (941-724-9957)
3787 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$940,00087 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.
5316 ALTOONA ST, SARASOTA, FL 34232
$499,900193 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
$7,900,000151 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)
1444 HARBOR DR, SARASOTA, FL 34239
$6,999,95066 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)
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