Location: Sarasota
Do Not Show Listings
1155 N GULFSTREAM AVE #802, SARASOTA, FL 34236
$2,250,00088 Days on yellowkey MLS ID: A4684831
REDUCED by $50,000 (2.2%) on 05/16/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2040 Built: 2016 Tax: $25,314 (2025)Community: Vue Sarasota BaySpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$25,314
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Indulge in Bayfront Luxury at The VUE, a landmark of modern luxury where worldly architecture meets the vibrant cultural allure of downtown Sarasota. Poised for effortless walkability, this home places you near fine dining, upscale boutiques, art galleries, performing arts venues, and the renowned Saturday farmers market. Savor sweeping, unobstructed vistas of Sarasota Bay, Marina Jack and the Gulf of Mexico. Upon arrival, the elevator opens directly into your residence's private, dedicated foyer. As you then continue through the front entry door, you are immediately drawn to the dramatic expanse of 10-foot, floor-to-ceiling impact-rated glass that frames breathtaking water views and floods the open-concept interior with abundant natural light. This exquisitely refined residence features two bedrooms and two and a half baths, among 2,040 heated square feet and 2,250 total square feet. Designed with grand entertaining and quiet retreat in mind, the spacious living and dining areas flow gracefully onto a generous private terrace with mesmerizing water views, an ideal setting for evening cocktails as the sun dips into the horizon. The chef’s kitchen is a masterclass in contemporary elegance, featuring quartz countertops, a waterfall island with breakfast bar, premium stainless-steel appliances, induction cooktop and bespoke Nolte Kitchen European cabinetry, crafted to inspire culinary creativity and conversation alike. The owner’s suite is a tranquil sanctuary, complete with breathtaking bay views, custom-designed closets and a spa-like en-suite bath with dual vanities, soaking tub and glass enclosed walk-in shower. A split-bedroom layout ensures the utmost privacy for guests, with a secondary en-suite bedroom positioned thoughtfully on the opposite side. Additionally, a den/office with a built- in pocket door, may also be used as a third bedroom or other flexible living options, such as a library or media lounge. With abundant natural light, it can even serve as an inspiring artist’s studio. Additional features include LED lighting, premium designer finishes and fixtures, and motorized shades ensure seamless comfort. A dedicated, spacious walk-in laundry room with ample storage and cabinetry and a side-by-side washer and dryer. There are two secure garage parking spaces, one is premium plaza level, near entry/exit gate to parking, two is valet level EV personalized/dedicated to unit and climate-controlled storage unit. Residents will enjoy a collection of exceptional lifestyle amenities. Indulge in the elevated resort-style pool and spa with private cabanas, unwind at one of two rooftop dog parks with a grooming station, or maintain your wellness regimen at the state-of-the-art fitness center overlooking the pool. The residents’ club lounge, complete with a catering kitchen and entertainment bar, sets the stage for elegant gatherings, while the boardroom and social lounges provide thoughtful spaces to work or unwind. Additional offerings include a fire pit with dual gas grills, valet parking, 24-hour concierge service, exceptional onsite management and attentive on-site staff devoted to providing a seamless living experience. Positioned just moments from Sarasota’s world-class beaches, including Lido Key. This iconic residence offers a rare blend of urban sophistication and coastal tranquility. Whether you’re seeking a seasonal escape or a full-time waterfront haven, delivering a lifestyle of elegance and convenience without parallel.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
5880 MIDNIGHT PASS RD #511, SARASOTA, FL 34242
$2,490,00093 Days on yellowkey MLS ID: A4684184
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2481 Built: 1982 Tax: $13,010 (2025)Community: CasarinaCondo
Taxes:$13,010
Elementary School: None
High School: None
Middle School: None
Remarks: You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
2149 WASON RD, SARASOTA, FL 34231
$577,000110 Days on yellowkey MLS ID: A4682139
REDUCED by $20,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
1685 LAUREL ST #3, SARASOTA, FL 34236
$849,500152 Days on yellowkey MLS ID: A4676566
REDUCED by $25,490 (2.9%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. Just one block from Burns Court and 2 more blocks to Main Street, this beautifully updated three-bedroom, three-bath townhome with loft offers a rare combination of privacy, sophistication, and truly walkable downtown living. Thoughtfully positioned within an intimate community of 9 units, this residence enjoys views of the pool and lush greenery through tall impact casement windows from nearly every room—creating a far more private and serene setting than typically found in downtown living. Spanning two thoughtfully designed levels, the home blends architectural character with modern comfort and functionality. Recent improvements include new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof, offering both style and peace of mind. The kitchen is designed for everyday ease and entertaining alike, featuring a gas range and complemented by the efficiency of a tankless water heater. The first floor features a private guest bedroom with a full bath just across the hall—ideal for visitors, a home office, or flexible living needs. Upstairs, the spacious primary suite and additional guest suite each offer ensuite baths, while the loft provides the perfect flex space for a media room, office, fitness area, or reading retreat. Located within a pet-friendly community, residents enjoy effortless access to acclaimed restaurants, boutiques, galleries, theaters, waterfront parks, marinas and directly adjacent to Laurel Community Park. The association has recently completed an extensive capital improvement program, significantly enhancing the long-term value and stability of the community while maintaining comparatively low HOA dues. Major completed projects include roof replacement, exterior painting, pool resurfacing with pebble quartz finish, asphalt paving, updated landscaping and irrigation systems, outdoor lighting improvements, garbage enclosure replacement, and continued preventative maintenance. A comprehensive property assessment completed in 2025 confirmed the property’s well-maintained condition and long-life asset profile, with most major systems recently renewed or significantly extended through capital investment. Additional conveniences include two dedicated parking spaces, access to a community storage room ideal for beach gear and bicycles, and shared outdoor space with room for grilling and entertaining. Elegant yet comfortable, private yet connected, this impeccably maintained residence captures the essence of refined downtown living in one of Sarasota’s most desirable neighborhoods, Historic Laurel Park.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
8779 MIDNIGHT PASS RD #502H, SARASOTA, FL 34242
$735,000172 Days on yellowkey MLS ID: A4673776
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1980 Tax: $5,825 (2024)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$5,825
Tax Year: 2024
Remarks: A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
1538 S ORANGE AVE, SARASOTA, FL 34239
$1,950,000196 Days on yellowkey MLS ID: A4672485
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1954 Tax: $11,061 (2024)Community: Harbor AcresSingle Family
Taxes:$11,061
Remarks: This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Nancy Mackenzie (941-330-4814)
2767 HORSESHOE CT #Q-3, SARASOTA, FL 34235
$209,000208 Days on yellowkey MLS ID: A4670247
REDUCED by $10,000 (4.6%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1979 Tax: $2,967 (2024)Community: Meadowlake VSpa: NoCondo
Taxes:$2,967
Remarks: Welcome to The Meadows in Sarasota! This 3-bedroom and 2-bath bright and spacious two-story condominium features an open layout with cathedral ceilings and abundant natural light. The primary bedroom is conveniently located on the ground floor, while the two upstairs bedrooms provide great extra space for guests, a home office, fitness, or hobbies. Enjoy two spacious patios — a screened front patio for morning coffee and a relaxing garden-style patio in the back to unwind at sunset. This unit offers plenty of storage, including a walk-in attic, under-stair storage, and a covered carport with its own storage area. Living in The Meadows feels like being at a resort all year long — with miles of walking and bike trails, lakes, lush mature landscaping, tennis courts, a pickleball complex featuring 8 new courts, a clubhouse, a fitness center, a playground, and a golf course throughout the community. The heated community pool is a few steps from the back porch. Take a short drive to UTC Mall, Benderson Park, Whole Foods, I-75, restaurants, shopping, Downtown Sarasota, St. Armand’s Circle, Siesta Key, or the stunning Gulf beaches. Country Club membership is optional. This is Sarasota living at its best — comfortable, stylish, and ready for you to enjoy.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Tetyana Hanna (970-765-5107)
5880 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$1,285,000254 Days on yellowkey MLS ID: A4665591
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $8,594 (2025)Community: CasarinaCondo
Taxes:$8,594
Remarks: Welcome to Your Siesta Key Sanctuary. Step into paradise with this turnkey furnished condo in the highly sought-after Casarina complex, offering 200 feet of private beach access on the world-renowned Crescent Beach. Nestled on a lush 7-acre property, Casarina features beautifully landscaped gardens, tennis and pickleball courts, a beachside pool and spa, an elevated beach deck, and a welcoming clubhouse—all just steps from the famous crystal sands of Siesta Key Beach. Located on the third floor, this residence boasts a newly updated kitchen, luxury vinyl flooring, an updated guest bath, and a new AC unit. Enjoy serene garden views from your 17-foot screened balcony, with a peek-a-boo view of the Gulf and pool areas. Need extra space? The flexible 8’ x 8’ breakfast nook can easily be transformed into a home office or additional sleeping area. Casarina is a well-maintained 89-unit complex with fully funded reserves and recent complex renovations. Owners can bring one small pet, and enjoy the convenience of a covered carport and access to the free Siesta Key Trolley for dining, shopping, and entertainment. Whether you're paddle boarding, kayaking, biking, or simply relaxing on the beach, this condo offers the perfect blend of island lifestyle and resort-style amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
8779 MIDNIGHT PASS RD #401H, SARASOTA, FL 34242
$595,000298 Days on yellowkey MLS ID: A4661131
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1485 Built: 1980 Tax: $4,969 (2025)Community: Island Reef Ii Ph 1 2 & 3Spa: NoCondo
Taxes:$4,969
Remarks: ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week!
430 KUMQUAT CT #202, SARASOTA, FL 34236
$1,030,600403 Days on yellowkey MLS ID: A4650002
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 2025Monthly Fee: $634 Tax: $10,500 (2024)Community: Villa BalladaCondo
Taxes:$10,500
Remarks: Under Construction. ***NEW CONSTRUCTION SPECIAL!!!**** Introducing Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group – Zahrada and Zahrada 2, just a half block away. There are 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its unique feel, and desirable to many with a lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #202 condominium, there are two covered balconies facing west from the owner’s suite and living areas which look down over the streetscape below. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound.**Extra parking available to Buyer via optional Luxury parking lift.** ***AWARD WINNING ARCHITECTURE*** But in the end, it’s about the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rules the day. You must experience Villa Ballada as you won't be disappointed. Remember we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $1,030,000 to $2,264,000 with two-, three- and four-bedroom designs. Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control. Contact us for your private tour.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
5290 DESCANSO CT #201B19, SARASOTA, FL 34238
$459,90011 Days on yellowkey MLS ID: A4694500
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1969 Built: 2005Monthly Fee: $758 Tax: $5,097 (2025)Community: Parisienne GardensCondo
Taxes:$5,097
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Nestled behind the gates of the highly sought-after Botanica on Palmer Ranch community, this beautifully updated, furnished residence offers the perfect blend of comfort, style, and effortless Florida living. Located at 5290 Descanso Court, this spacious 3-bedroom, 2-bath home is ideal as a primary residence, seasonal retreat, or income-producing property. Step inside and immediately appreciate the bright, open layout enhanced by new tile flooring, new carpet, and an abundance of natural light. The eat-in kitchen overlooks a peaceful water view and features new appliances, making it as functional as it is inviting. Relax and unwind on the screened lanai while enjoying tranquil lakefront scenery and Sarasota’s year-round sunshine. Additional upgrades include a new WiFi-controlled thermostat, overhead garage storage and cabinetry, and an installed elevator room for future elevator capability. The community itself has been thoughtfully maintained with a new roof, fresh exterior paint, newly paved streets, gated entry, two resort-style pools with grilling stations, and a beautifully appointed clubhouse complete with a fitness center, meeting rooms, and a kitchen. The HOA fee is a bargain because it includes: landscaping, roof and exterior maintenance, trash pickup, water, common area and gate maintenance, and cable and Wi-Fi are discounted to $25/month. Conveniently located near world-famous Siesta Key Beach, shopping, dining, golf, and top-rated schools, this move-in-ready Palmer Ranch gem delivers the ultimate Sarasota lifestyle buyers are searching for.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: David Mills (770-572-9444)
5240 HYLAND HILLS AVE #1426, SARASOTA, FL 34241
$275,000230 Days on yellowkey MLS ID: A4668470
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,323 (2024)Community: Veranda 4 At Heritage OaksCondo
Taxes:$3,323
Remarks: Welcome to Heritage Oaks Golf & Country Club—this beautifully appointed second-floor end unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find updated luxury flooring throughout the living areas, bedrooms, and den. The bright, open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an inviting setting for both everyday living and entertaining. The spacious primary suite features two walk-in closets and an en-suite bath complete with a soaking tub, walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a walk-in closet, while the den/office provides flexible use as a third bedroom or dedicated workspace. Step out to the screened lanai and take in peaceful lake views overlooking the 14th hole of the championship golf course—an ideal spot to unwind and enjoy the Florida lifestyle. A private one-car garage with storage adds convenience and value. Heritage Oaks is a premier private, gated golf community spanning over 500 acres and featuring a redesigned championship golf course, pro shop, and practice facilities. Residents enjoy five heated pools, a state-of-the-art fitness center with a full-time director, four tennis courts, and scenic walking trails. The full-service clubhouse offers both fine and casual dining, along with convenient takeout options. Perfectly located near I-75 and University Town Center, and just a short drive to world-class beaches, downtown Sarasota, Lakewood Ranch, and more—this home offers the best of resort-style living in an unbeatable location.
Listing Agent: Rick Trapp (605-728-8521)
1966 WISTERIA ST, SARASOTA, FL 34239
$3,349,000230 Days on yellowkey MLS ID: A4668324
REDUCED by $51,000 (1.5%) on 05/15/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3934 Built: 2026 Tax: $9,291 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$9,291
Remarks: Set within the coveted West of the Trail enclave, this newly constructed estate is a striking statement of contemporary design and quality craftsmanship. Thoughtfully designed with clean architectural lines and seamless indoor-outdoor flow. Exceptional attention to detail throughout the residence with 4-bedrooms + office/den + bonus loft and 6-bathrooms. European engineered hardwood and porcelain tile flooring, 9-foot interior doors, recessed ceilings and lighting, and a Level 5 wall finish. PGT impact-resistant, Low-E windows and expansive sliding glass doors flood the interiors with natural light. The open-concept great room is a dramatic focal point, featuring a soaring double-height ceiling and a striking slatted wood accent wall. State-of-the-art kitchen with premium Thermador appliance package, custom Studio Luxe cabinetry by Miralis, quartz countertops, and a waterfall island with designer breakfast bar seating. Opening seamlessly to the dining area and covered lanai, creating an ideal setting for entertaining. Large walk-in pantry, dedicated laundry room with Electrolux washer and dryer, elevator-ready storage space, and private office ensure everyday convenience is met with elegance. The main-level primary suite serves as a private retreat, featuring a spa-inspired bathroom and professionally designed, boutique-style custom closet. The second level offers three en-suite bedrooms, each with beautifully finished bathrooms and walk-in closets. Bathrooms are appointed with quartz countertops, LED mirrors, frameless glass shower enclosures, designer tilework, multiple shower heads, built-in niches, and integrated bench seating. A spacious loft lounge includes a wet bar with beverage refrigerator. Two expansive balconies provide additional space for relaxation or entertaining. Enjoy serene moments by the heated saltwater pool and integrated spa, covered lanai with summer kitchen, including grill, sink and refrigerator, and a dedicated poolside half bath. The backyard is fully enclosed with a six-foot privacy fence and includes green space suitable for pets or gardening. The pool area is screen-enclosure ready for year-round enjoyment. Ideally located just minutes from downtown Sarasota, top-rated schools, dining, shopping, and cultural attractions, this exceptional residence offers a rare opportunity to enjoy sophisticated West of Trail living with uncompromising design integrity and quality. Offering a one-year full developer warranty.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
3825 WILSHIRE CIR #1, SARASOTA, FL 34238
$335,00012 Days on yellowkey MLS ID: A4693723
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2223 Built: 1985 Tax: $2,233 (2025)Community: Lakeshore Village SouthVilla
Taxes:$2,233
Remarks: Exceptional value in Sarasota with a NEW TILE ROOF recently installed. Located in Lakeshore Village South, with over 2,223 square feet of air-conditioned living space, this 3-bedroom, 2-bath, 2-car garage, attached villa, offers an incredible opportunity for buyers seeking space, location, and potential at an affordable price point. Lakeshore Village South is a 55+, PET FRIENDLY section of the community with its own heated pool for community enjoyment. Featuring concrete block construction, a spacious great room floor plan, with vaulted ceilings, galley kitchen, enclosed screened lanai, mature landscaping, and peaceful greenbelt view. The home provides strong fundamentals for future customization and personal design updates. The property has been meticulously maintained and is ready to move in while personal choice upgrades and improvements could be added over time. Quarterly fees include lawn service, cable and internet and exterior maintenance, adding additional value and convenience. Ideal for year-round residents, seasonal owners, or buyers looking to personalize a spacious Sarasota home without paying premium prices for someone else’s renovations. Additional OPTIONAL community opportunity to enjoy amenities: tennis courts, pickleball courts, an additional heated saltwater pool, horseshoe pits, clubhouse with a kitchen, library, table tennis, bocce ball, billiard room and countless community events for only $200/yr, see listing agent for details. When location, price and community come together, bring your vision and enjoy the lifestyle of ease, the home offers comfort, space, and privacy in a highly convenient location, close to area restaurants, the beautiful SIESTA KEY BEACH, shopping, airports and so much more. This home is also conveniently positioned near the communities private ( homeowners only) rear entrance, for easy access in and out to Beneva RD.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Maggie Nasser (941-780-1006)
214 GAINES AVE, SARASOTA, FL 34243
$660,00057 Days on yellowkey MLS ID: A4688411
REDUCED by $20,000 (2.9%) on 05/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing Agent: Christine Pope (941-685-5565)
6415 MIDNIGHT PASS RD #705, SARASOTA, FL 34242
$584,500104 Days on yellowkey MLS ID: A4683086
REDUCED by $15,300 (2.6%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1975 Tax: $3,669 (2025)Community: AnchorageSpa: NoCondo
Taxes:$3,669
Remarks: Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor plan with living room/dining room combo. All three rooms have hurricane sliding doors. The main bedroom is very large and the master bath has a walk-in shower. The guest bedroom has 2 double beds with a tub/shower! You also have one covered parking space underneath the main building valued at $25,000.00. We have a beach easement to Siesta Key beach! Our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
1001 BENJAMIN FRANKLIN DR #503, SARASOTA, FL 34236
$499,00099 Days on yellowkey MLS ID: A4680281
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1980Monthly Fee: $980 Tax: $6,110 (2025)Community: Lido TowersSpa: NoCondo
Taxes:$6,110
Remarks: HIGH & DRY! Renovated Coastal Retreat with Private Beach Access on Lido Key. Indulge in the ultimate island lifestyle with deeded private access to the pristine shores of Lido Beach, just steps from your doorstep. This beautifully improved 5th-floor residence in the very well-maintained Lido Towers offers the perfect blend of comfort, convenience, and relaxed waterfront living. Ideal for both full-time residents and seasonal owners. The condo has been recently renovated, including new flooring throughout, creating a fresh and elevated coastal aesthetic. The updated kitchen features solid wood cabinetry, quartz countertops, and modern appliances, blending functionality with timeless style. Enjoy peaceful mornings on your covered, screened-in balcony before heading out for a day on the sand. This residence offers 1 bedroom and 1.5 bathrooms, including a spacious owner’s suite with an ensuite bath and tub/shower combination. Additional highlights include covered parking, ample guest parking, a private storage closet, and access to exceptional community amenities such as a large resort-style pool, jacuzzi, and club room with a kitchen and seating area. Laundry facilities are conveniently located on each floor and feature brand-new flooring. The building itself has undergone significant updates, including a new roof, modernized elevators, renovated mailroom, and updated laundry room flooring, enhancing both value and peace of mind. Living on the south end of Lido Key provides an unparalleled coastal experience surrounded by world-class beaches, scenic parks, and endless outdoor recreation. Enjoy effortless sunrise walks along Lido Beach and South Lido Beach, paddleboard through the mangrove tunnels at Ted Sperling Park, or explore nature trails and kayaking at South Lido Park. Residents can stroll to St. Armands Circle for fine dining and boutique shopping, or take a short drive over the iconic John Ringling Causeway into downtown Sarasota for farmers markets, waterfront festivals, boat shows, and a vibrant arts scene. One of the few rental-friendly buildings on Lido Key, Lido Towers allows one-month minimum rentals up to twelve times a year, which offers excellent flexibility for personal use or investment potential. All milestone inspections have been completed, reserves are fully funded, and there are no assessments or dues increases currently anticipated. Whether you’re soaking up the Florida sunshine, enjoying turquoise Gulf waters, or embracing Sarasota’s cultural energy, this residence delivers the very best of Lido Key living. Don’t miss your opportunity to own a piece of paradise in one of Sarasota’s most desirable island communities. Call us today! HURRICANE WINDOWS & DOORS (2021). NEWER AC (2023).
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
4516 TUSCANA DR, SARASOTA, FL 34241
$1,150,00019 Days on yellowkey MLS ID: A4693430
1 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3489 Built: 2006Monthly Fee: $169 Tax: $6,785 (2025)Community: TuscanaSpa: YesSingle Family
Taxes:$6,785
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Built by renowned LEE WETHERINGTON HOMES and tucked behind the gates of the highly sought-after community of Tuscana, this exceptional residence offers the perfect blend of quality craftsmanship, timeless design, and elevated Florida living. Situated on a PREMIUM AND OVERSIZED LOT NESTLED IN A CUL-DE-SAC, surrounded by preserve and lush landscaping, the property offers exceptional privacy and peacefulness. From the moment you arrive, the home makes a striking impression with its long paver driveway, lush tropical landscaping, landscape lighting, tile roof, and stunning heavy impact-rated front doors. Freshly painted inside and out, the home has been thoughtfully updated and meticulously maintained throughout. Designed for both everyday comfort and entertaining, the spacious floor plan features 4 bedrooms, 3 bathrooms, a private den/office, and a versatile upstairs bonus room, ideal for a media room, fitness space, playroom, or additional bedroom/guest retreat. Elegant formal living and dining spaces are complemented by open-concept gathering areas filled with natural light and seamless indoor-outdoor flow through dramatic disappearing sliders. TWO BEAUTIFUL FIREPLACES anchor the main living areas, adding warmth and character to the home. At the center of the home is the gourmet kitchen featuring STUNNING NEW WHITE DOLOMITE COUNTERTOPS, natural gas cooking, paneled refrigerator, stainless appliances, custom cabinetry, oversized island seating, walk-in pantry, and reverse osmosis drinking water at kitchen sink, and an inviting breakfast area overlooking the pool and preserve through aquarium glass windows. The expansive screened lanai was designed to embrace the Florida lifestyle with multiple covered seating and entertaining spaces, outdoor kitchen, saltwater pool and spa, newer pool heater, and tranquil preserve views that create your own private outdoor oasis. The fenced backyard offers additional flexibility for pets and play, and there is a raised garden area perfect for growing vegetables, herbs, or flowers. Additional highlights include a NEW TILE ROOF completed in 11/2025, NATURAL GAS COMMUNITY, tankless water heater, newer Trane A/C in Zone 1, newer Rheem A/C in Zone 2, WHOLE-HOUSE GENERATOR powered by natural gas that also operates the air conditioning systems, WHOLE HOUSE WATER FILTRATION SYSTEM, tray and coffered ceilings, crown molding, oversized 3-car garage, and numerous quality upgrades throughout. Tuscana is an intimate gated community of only 99 homes featuring charming gas lantern-lined streets, no CDD fees, and a prime Sarasota location close to top-rated schools, golf, dining, shopping, UTC, Waterside, downtown Sarasota, and world-famous Siesta Key Beach. Rarely does a home with this combination of lot, privacy, upgrades, and location become available in Tuscana.
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Leigh Ann Grooms (941-527-8700)
8951 VERANDA WAY #623, SARASOTA, FL 34238
$409,00026 Days on yellowkey MLS ID: A4692512
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1321 Built: 1995 Tax: $4,384 (2025)Community: Stoneybrook Verandas 2Condo
Taxes:$4,384
Remarks: Country club living at its finest awaits in Stoneybrook Golf & Country Club, a gated, 550-acre community known for its lush surroundings and exceptional lifestyle. This beautifully maintained Barrington model offers over 1,300 square feet of thoughtfully designed interior living space and more than 1,600 square feet of gross living area, featuring two covered lanais, 3 bedrooms—with the flexibility to use the third as a den—2 bathrooms, and a spacious open-concept living and dining area. The home has been enhanced with brand-new luxury vinyl plank flooring (09/2025), soaring cathedral ceilings, and abundant natural light. Glass sliders open seamlessly to the rear lanai, while additional sliders in the dinette further accentuate the bright, airy ambiance. The kitchen and bathrooms feature granite countertops, complemented by newer appliances, updated HVAC, water heater (2025), ceiling fans, and more. Take in tranquil views of the 7th hole, pond, and preserve from your private rear lanai—perfect for morning coffee at sunrise. The front screened lanai offers a peaceful setting to unwind in the evening with sunset views. Additional highlights include a detached one-car garage with extra storage space and convenient proximity to the community pool and tennis courts. Residents of Stoneybrook enjoy an exceptional array of resort-style amenities, including a newly renovated Arthur Hills–designed 18-hole golf course, lighted Har-Tru tennis courts, a heated pool and spa, fitness center, bocce courts, and a full-service restaurant with indoor and outdoor dining, along with a grill room, bar, and pro shop. Ideally located adjacent to the Legacy Trail and just minutes from shopping, dining, and the world-renowned beaches of Siesta Beach and Nokomis Beach.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
1558 4TH ST #216, SARASOTA, FL 34236
$750,000245 Days on yellowkey MLS ID: A4665163
REDUCED by $25,000 (3.2%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 2024Monthly Fee: $994 Tax: $8,489 (2025)Community: Zahrada 2Condo
Taxes:$8,489
Remarks: **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Ian Schmitzerle (734-664-5466)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.