Location: Sarasota
Do Not Show Listings
8152 LONGBAY BLVD, SARASOTA, FL 34243
$3,250,00060 Days on yellowkey MLS ID: A4695175
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4383 Built: 2001Community: Benatovich-DitomasoSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Tax Year: 2025
Middle School: Electa Arcotte Lee Magnet
Remarks: Discover timeless European elegance and exceptional gated waterfront living at this meticulously remodeled bay-front residence. This 4-bedroom, 3.5-bath home offers 4,383 square feet of refined living space on a spacious 37,800-square-foot lot with 100 feet of direct Sarasota Bay frontage. Enjoy breathtaking water views in a private, natural setting protected by mangroves, mature landscaping, and specimen plantings. The property sustained no flood damage during the 2024 storm season. Built in 2001 and fully transformed in 2016, the home features exceptional craftsmanship, handsome millwork, and thoughtful custom updates throughout. Soaring ceilings, an impressive entryway, engineered scraped maple and porcelain tile flooring, and abundant natural light create an open, inviting atmosphere ideal for both grand entertaining and relaxed everyday living. On the main floor, the home features a spacious living room with electric fireplace, a separate dining room which could double as an office, the kitchen and breakfast area, and a well-designed laundry room, plus 2 generous bedrooms that connect to a den/sitting area and a wet bar. The gourmet kitchen is a chef’s masterpiece, boasting quartz countertops, two islands, a pot filler, a large walk-in pantry, and premium appliances including a Sub-Zero refrigerator, Bosch dishwasher and gas range with custom hood, Samsung Duo-zone oven, microwave, and under-counter wine/beverage cooler. It also features solid wood custom cabinetry and a beautiful farmhouse double sink. A generous laundry room offers LG front-loading washer and dryer, solid wood cabinetry, a custom drying rack, and a built-in ironing board. The upstairs primary suite is a true retreat, complete with its own entry gallery and a private sitting room featuring a cathedral ceiling. Step out onto the large private balcony overlooking the pool, lush gardens, and sailboats on Sarasota Bay. The luxurious primary bath includes a large shower, double vanity, a separate built-in dressing table, and a spacious 13’ x 16’ his-and-her's walk-in closet with custom organization and display features. The versatile fourth bedroom functions as a garage apartment, offering a main-floor living room and kitchenette, plus a large second-floor bedroom and bath with its own private balcony—perfect for guests, a caregiver, or extended family. Outside, resort-style living awaits on the expansive covered patio overlooking a 45’ x 15’ private pool, beautiful landscaping, and panoramic Sarasota Bay views. Additional highlights include a full irrigation system with well, a 2018 standing seam metal roof, tankless water heater, updated HVAC systems, and a well-positioned outdoor kitchen with a Blaze grill. Perfectly located just three miles north of downtown Sarasota, this exceptional bay-front home is minutes from the Ringling Museum, Ringling College of Art and Design, SRQ International Airport, fine dining, cultural venues, St. Armands Circle, and the pristine Gulf Coast beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
4631 SUMMERWIND DR #16, SARASOTA, FL 34234
$149,90068 Days on yellowkey MLS ID: A4694419
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1983Monthly Fee: $575 Tax: $2,257 (2025)Community: Summer WindCondo
Taxes:$2,257
Elementary School: None
High School: None
Middle School: None
Remarks: The best value in Summer Wind is here and it won't last long. This 2 bedroom 2 bathroom condo is move-in ready and perfectly situated on the quiet West end of the community with immediate access to a private park. Summer Wind is conveniently located just 5 minutes from the SRQ Airport and 10 minutes from downtown Sarasota and area amenities. Recent HOA improvements, include new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Exterior Maintenance, Grounds Maintenance, Pest Control, Water, Sewer, and Trash.
Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)
Listing Agent: Adam Kabinoff (941-554-4896)
161 GOLDEN GATE PT, SARASOTA, FL 34236
$3,995,00047 Days on yellowkey MLS ID: A4696009
Bed: 4 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 2752 Built: 1949Monthly Fee: $2 Tax: $21,915 (2025)Community: Golden Gate PointSpa: YesApartment
Taxes:$21,915
Elementary School: Southside Elementary
Remarks: One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.
Listing is courtesy of: AMY ROBINSON REAL ESTATE LLC (941-346-7000)
Listing Agent: Amy Robinson (941-928-2044)
5855 MIDNIGHT PASS RD #420, SARASOTA, FL 34242
$745,000258 Days on yellowkey MLS ID: A4671788
REDUCED by $20,000 (2.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $4,975 (2024)Community: Harbor Towers Y & RCondo
Taxes:$4,975
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mihaela Dragan (630-330-8903)
4268 LAS PALMAS WAY, SARASOTA, FL 34238
$1,695,00069 Days on yellowkey MLS ID: A4692954
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4242 Built: 1989Monthly Fee: $250 Tax: $12,245 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$12,245
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Behind the gates of Prestancia's coveted Estates section, this fully renovated Sarasota residence captures the kind of Florida living buyers move here hoping to find: private, peaceful, and effortlessly refined. Set on an oversized homesite overlooking the manicured fairways of TPC Prestancia, the home blends timeless architecture with a fresh, modern interior designed for the way people live today. Inside, soaring ceilings, oversized windows, and expansive living spaces create an immediate sense of openness and light. The redesigned kitchen anchors the home with clean contemporary finishes, generous prep space, and seamless connection to the surrounding living and dining areas, all oriented toward the outdoor entertaining spaces and golf course views beyond. Designed for effortless single-level living, the floor plan offers a rare combination of scale and livability. The private primary suite, dedicated office, guest accommodations, and expansive living spaces are thoughtfully positioned to maximize comfort, functionality, and privacy. Large windows and multiple access points to the lanai blur the line between indoors and out, allowing the home to live as beautifully outside as it does inside. Outside, the resort-style pool and expansive deck are framed by lush landscaping and wide golf course vistas, offering exceptional privacy and space to entertain, unwind, or simply enjoy Sarasota's year-round sunshine. Located within one of Sarasota's most established gated communities, Prestancia offers 24/7 guarded entry, mature tree-lined streets, Audubon-sanctioned surroundings, and optional access to championship golf, dining, and social amenities. Just minutes from Siesta Key Beach, downtown Sarasota, The Legacy Trail, shopping, dining, and the area's renowned arts and cultural attractions, this is a rare opportunity to own a move-in ready estate in one of Palmer Ranch's most desirable luxury communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90060 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)
1375 MYRTLE ST, SARASOTA, FL 34234
$397,77748 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
High School: Booker High
Middle School: Booker Middle
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
$2,050,000256 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)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$169,000108 Days on yellowkey MLS ID: A4689629
REDUCED by $10,000 (5.6%) on 06/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
2424 WOOD ST, SARASOTA, FL 34237
$958,00079 Days on yellowkey MLS ID: TB8507065
REDUCED by $40,000 (4.0%) on 06/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2015 Tax: $9,947 (2025)Community: Hudson ParkSingle Family
Taxes:$9,947
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Welcome to this beautifully designed 4-bedroom, 3.5-bathroom two-story home located in the desirable Hudson Park community in Sarasota — with no HOA fees or restrictions. Built in 2015, this thoughtfully crafted home features modern finishes and an open-concept layout, offering the perfect blend of comfort, style, and functionality. To provide additional peace of mind, thoughtful upgrades include a new HVAC system (replaced in 2026), water softener, and newer water heater (2021). Step inside to discover ceramic tile flooring throughout the entire lower-level living spaces, designed to mimic the warmth and elegance of natural wood. High ceilings and expansive windows fill the living room and dining room combination with abundant natural light, creating a bright and airy atmosphere. Sliding glass doors seamlessly connect the indoor living space to the screened-in patio - which has been pre-wired for a hot tub installation- providing a perfect location for relaxing or entertaining guests. The spacious primary suite is conveniently located on the first floor and features a luxurious ensuite bathroom complete with a modern walk-in shower, dual-sink vanity, and a custom walk-in closet with built-in organization and exceptional storage space. A conveniently located half bathroom on the lower level provides added comfort for guests. At the heart of the home is the stunning modern kitchen, showcasing warm gray wood cabinetry, beautiful granite countertops, stainless steel appliances including a built-in oven, microwave, refrigerator, dishwasher, range hood, and an electric cooktop. The oversized kitchen island offers generous seating options, while the mosaic tile backsplash and recessed lighting add stylish finishing touches. Enjoy filtered water (filtered by reverse osmosis) directly from the kitchen sink. Just off the kitchen, the laundry room includes washer and dryer hookups for everyday convenience. Upstairs, a large loft provides flexible living space ideal for a media room, office, or play area. The second level also includes three generously sized bedrooms, all featuring plush carpeting, along with two full bathrooms designed to accommodate family and guests with ease. Enjoy Florida living year-round from the screened rear porch overlooking the fenced backyard — offering privacy and plenty of room for outdoor enjoyment. Conveniently located near restaurants, Sarasota Memorial, Legacy Trail, Pompano Trailhead, Pickleball Courts and shopping, this home also places you just minutes from Marie Selby Botanical Gardens, Bayfront Park, and several area golf courses. Spend your weekends enjoying the beautiful Gulf Coast beaches with South Lido Key Beach Park and other stunning Gulf of Mexico beaches just a short drive away. This exceptional home combines modern design, spacious living, an unbeatable location, and the added benefit of no HOA, making it the perfect place to call home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Golf Phuphanich (813-299-3320)
3823 GLEN OAKS DR E #83, SARASOTA, FL 34232
$210,000241 Days on yellowkey MLS ID: A4673532
REDUCED by $10,000 (4.5%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1974 Tax: $964 (2024)Community: Glen Oaks Ridge Villas 1Condo
Taxes:$964
Remarks: Virtually Staged. New reduction! Location, Location, Location! You can change paint colors & decor, but you can't change location. This large villa offers a lake view & is the best spot in Glen Oaks. You will love watching the Florida wildlife visiting right outside your door. The windows have been replaced & plantation shutters on most windows. These villas are only attached by the laundry rooms so they really feel like single family homes. The condo fee includes Water, Sewage & outside maintenance of the grounds. An active community, there are plenty of fun things to do or just kick back. Glen Oaks has a wonderful location. The neighborhood is right across from the Bobby Jones complex. Even if golf is not your forte', the Nature Trail is well planned & easy walking. Newly opened is lawn bowling in the complex, an easy walk. Time for shopping, about a 10 minute ride to UTC a whole shopping experience. Location is everything, you can be talking about Glen Oaks!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Patricia Emmett (941-685-0343)
7808 34TH CT E, SARASOTA, FL 34243
$2,451,48877 Days on yellowkey MLS ID: A4693237
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2587 Built: 1962 Tax: $2,711 (2025)Community: Maple LksSingle Family
Taxes:$2,711
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Pre-Construction. To be built. Bring your dream home to life with this upcoming custom-built estate by E/M Custom Homes, ideally located on a spacious, non-deed-restricted two acre property, giving you the freedom to live your way, with no HOA rules or limitations. Thoughtfully designed for luxury and everyday comfort, this home features an expansive open-concept layout with a stunning great room highlighted by coffered ceiling beams. The gourmet kitchen is the heart of the home, showcasing a large center island, elegant quartz countertops and premium wood cabinetry ideal for entertaining and daily living alike. With three bedrooms, a dedicated den and a versatile bonus room, there's ample space to tailor the home to your lifestyle whether you need a home office, gym or media room. A spacious three-car garage offers plenty of room for vehicles, storage or recreational gear. Outside, enjoy the covered lanai perfect for creating your own outdoor oasis. With no deed restrictions, the possibilities for your backyard are endless. E/M Custom Homes is known for design-build, quality craftsmanship and personalized design, and there's still time to customize this home to fit your exact vision before construction begins. Photos are of a recently completed model and are for illustrative purposes only. Opportunities like this are becoming increasingly scarce. Set in a peaceful residential location in South Manatee County, this approximately two-acre vacant parcel offers the space, setting and versatility today's buyers are searching for, paired with the natural beauty of serene pond views that elevate the land beyond the ordinary. This is a property that invites imagination. Picture a custom-designed estate with sweeping outdoor living spaces, a private family compound or a thoughtfully planned residential project, all surrounded by open skies, mature natural surroundings and the calming presence of water just beyond your doorstep. The generous acreage allows for privacy, flexibility and creative freedom rarely found so close to Sarasota's urban conveniences. Based on the county zoning code, this property has the potential to be rezoned to build up to eight single-family residences with easy access to nearby utilities. Currently, the property has an amazing variety of mature trees and plants, an irrigation well, a small storage building and a tennis court. The property being sold is private, fully fenced and gated on a cul-de-sac and is approximately 311 by 257 feet with an access road estimated at 152 by 30 feet. See MLS ID A4678520 for more information. Buyer to verify all zoning, land use and development potential with Manatee County. Property showings by appointment only.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Reid Gerletti (941-376-1159)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,000125 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
9726 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$1,028,81982 Days on yellowkey MLS ID: R4911234
INCREASED by $139,820 (15.7%) on 05/28/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3608 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Pre-Construction. To be built. *****WEKIVA MODEL A ELEVATION AVAILABLE TO CUSTOMIZE WITH YOUR SELECTED DESIGN OPTIONS. PRICE ONLY REFLECTS BASE PRICE OF HOME AND STRUCTURAL OPTIONS, DESIGN SELECTIONS WILL NEED TO BE MADE AT AN ADDITIONAL COST. $75,000 IN FLEX CASH AVAILABLE TO USE TOWARD THOSE SELECTIONS***** The Wekiva A includes 5 bedrooms, 4 bathrooms, flex room, upstairs bonus room and three car garage. Structural Options include extended lanai, gourmet kitchen, impact windows, tray ceilings and upgraded owner's bath with Paloma tub. Conveniently located in Sarasota, Grand Park is a beautiful community of new construction homes within one of the region’s most thoughtfully designed master-planned communities. Here, scenic lakes, wide open green spaces, and walkable trails meet a lifestyle of convenience and connection.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
6505 BIG LAGOON AVE, SARASOTA, FL 34241
$869,99984 Days on yellowkey MLS ID: R4911210
REDUCED by $70,000 (7.4%) on 06/01/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3282 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Remarks: Pre-Construction. To be built. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Estero, a two-story home featuring five bedrooms, four bathrooms, and a two-car garage. Encompassing 3,282 square feet of versatile living space, the main floor offers an open-concept design, with the great room flowing into the café and kitchen. As you step inside, you'll first be greeted by a flex room to one side of the foyer and the laundry room on the other. The foyer leads you directly into the main living space. The kitchen is equipped with a walk-in pantry and a large island. Windows from the café look out onto to a covered lanai, perfect for outdoor relaxation or entertaining. The first floor also includes a convenient guest bedroom with access to a full bath. Upstairs, the owner's suite serves as a luxurious retreat with dual walk-in closets and an expansive owner's bath featuring dual vanities and a separate shower. Two bedrooms upstairs include built-in closets and share a full bath, while a fourth bed and bath sit at the top of the stairs. A large bonus room offers endless possibilities, whether as a game room, media room, or additional living space. This thoughtfully designed home combines ample storage, flexible spaces, and an open layout.
9706 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$819,99970 Days on yellowkey MLS ID: R4911294
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2628 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Remarks: Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Magnolia floorplan brings together thoughtful design, effortless livability, and beautifully connected spaces across 2,628 square feet. With 4 bedrooms, 3 bathrooms, an open, first-floor layout, and an inviting upstairs retreat, this home is crafted for modern living. Step through the foyer and into the heart of the home, where the open-concept kitchen, café, and great room create a bright and welcoming gathering space. The kitchen features a spacious island and walk-in pantry, making everyday meals and entertaining easier than ever. Sliding glass doors and open sightlines to the covered lanai extend the living space outdoors. The first floor also includes a private secondary bedroom with a nearby full bath as well as a den that can adapt as a home office or hobby space. The owner’s suite is tucked in its own corner of the main level, offering a peaceful retreat with a generous walk-in closet and a well-appointed bath. Upstairs, a spacious loft anchors 2 additional bedrooms and a third full bathroom. This added living area is perfect for a playroom, media lounge, or homework zone, giving everyone space to unwind. Rounding out the design is a 2-car garage, a dedicated laundry room, and plenty of thoughtful storage throughout. The Magnolia balances comfort and versatility in a layout that truly feels like home.
800 S BLVD OF THE PRESIDENTS #19, SARASOTA, FL 34236
$599,000181 Days on yellowkey MLS ID: A4675312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972 Tax: $7,430 (2024)Community: Embassy VillasCondo
Taxes:$7,430
Remarks: Experience the perfect blend of modern design and an unbeatable location in this meticulously renovated 2-bedroom, 2-bathroom, 2-story townhome at Embassy Villas on Lido Key. Just two blocks from the pristine sands of Lido Beach and a short stroll to the shops and dining options of St. Armands Circle, this home offers both convenience and style. Spanning over 1,090 sq. ft., this residence feels exceptionally spacious thanks to its soaring ceilings, large windows, and sleek contemporary exterior. Natural light pours in from every direction, highlighting the airy, open layout and creating a bright, welcoming atmosphere throughout. Inside, the living space is designed for both beauty and functionality. The stylish galley kitchen features all-white cabinetry, engineered stone countertops, a modern tile backsplash, stainless steel appliances, dual sinks, and under-cabinet lighting, all accented by a breakfast bar that opens to the main living area. The first-floor primary suite offers a serene retreat, surrounded by windows for an abundance of natural light, and includes a chic en suite bath with dual vanities and contemporary finishes. Upstairs, the loft-style second bedroom provides a private getaway with striking angles, abundant light, and its own well-appointed en suite bath. Embassy Villas is a boutique community offering relaxed living in one of the Suncoast’s most desirable, walkable areas. Residents enjoy easy access to the public heated pool at Lido Beach, and the home’s generous rental policy allows for two-week minimum stays up to 26 times per year. Pets are welcome, with a limit of two (up to 20 lbs. each). This townhome is an ideal seasonal retreat, full-time residence, or investment property.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Bruce Myer (941-376-5311)
35 WATERGATE DR #502, SARASOTA, FL 34236
$2,875,00076 Days on yellowkey MLS ID: A4693470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3751 Built: 2003 Tax: $29,890 (2025)Community: The Tower ResidencesSpa: NoCondo
Taxes:$29,890
Remarks: Cosmopolitan excitement mingled with casual coastal living on the celebrated shores of The Gulf. At the Ritz-Carlton Tower Residences a lifestyle rich with comfort, services and numerous amenities. This Tower Residence 502 is nestled on top of the treetops providing for tropical beauty and privacy. The spacious floor plan offers 4 bedrooms, 4 baths and gorgeous marble flooring throughout the entire Residence. Two generous size terraces allow for extended living space with spectacular views of the Marina, Sarasota City scape and John Ringling Bridge. Everyday life offers a bit of magic complete with private elevators and impeccable 24 hour services provided by the Ladies and Gentlemen of The Ritz-Carlton. Just steps away from the vibrant downtown featuring theatre, dining, shopping, art galleries and much more. As always, you will recognize and appreciate touches that say - "only at The Ritz". A MUST SEE!!!!!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Joan Dickinson (941-951-6660)
315 LONDONDERRY DR, SARASOTA, FL 34240
$449,00062 Days on yellowkey MLS ID: A4694891
1 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1936 Built: 2002Monthly Fee: $295 Tax: $3,036 (2025)Community: Tatum RidgeSingle Family
Taxes:$3,036
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: A delightful sanctuary awaits you in the Legends, a gated community in the bustling Fruitville Road corridor. This 3BR/2B home is surrounded by beautiful gardens, and overlooking a lakefront panorama, a place to retreat to gardening, reading and painting...an open floor plan is designed for casually elegant living, with an open kitchen, high ceilings, crown molding, a private office, and an oversized lanai overlooking the lake. The primary bedroom offers a nice view of the lake to wake up to. The kitchen has everything a chef needs. The Legends neighborhood is a maintenance-free community, which includes lawn service for each home. Roof replaced 2024, A/C 2011. Tatum Ridge golf course is open to the public and adjoins the Legends community, for a quick round of golf. A new Publix, medical care center, and several top restaurants, and the Interstate, are a few minutes away. If you are searching for a convenient suburban home in a gated community, please come by today-
Listing Agent: Rogers Moore (941-400-9852)
6548 SABAL DR, SARASOTA, FL 34242
$6,195,000113 Days on yellowkey MLS ID: A4688728
REDUCED by $100,000 (1.6%) on 06/11/2026
Bed: 9 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 4944 Built: 2024 Tax: $40,057 (2025)Community: Sabal PalmsSpa: YesSingle Family
Taxes:$40,057
Remarks: Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for memorable gatherings. A private elevator provides seamless access to all levels, while the 3-car garage adds convenience and storage flexibility. On the third floor of the home find an additional open family living room space with a wet bar and separate outdoor patio. No detail has been missed including an incredible game room. Every inch of this turnkey furnished home is finished with high-end materials and thoughtful craftsmanship. With nine spacious en-suite bedrooms, this property is ideal for multigenerational living, hosting guests, or maximizing income potential as a luxury rental investment. Outdoor living reaches new heights with a resort-style pool and covered spa, a super fun waterslide, and a putt-putt green are all within the interior of lush tropical landscaping. There are also plenty of outdoor dining and lounging options throughout with several patios and porches including an impressive rooftop deck which offers a panoramic view of the famous Siesta sunsets. Top rated Siesta beach is just a short stroll away as well as shops, the marina and dining. Whether you’re seeking a full-time residence, a second home, or a premier investment opportunity, this Siesta Key BEACH HOUSE delivers an unparalleled blend of luxury, versatility, and island living at its finest.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
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