Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1966 WISTERIA ST, SARASOTA, FL 34239
$3,400,000173 Days on yellowkey MLS ID: A4668324
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3934 Built: 2026 Tax: $9,291 (2025)Community: Desota ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,291
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
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)
4332 MARSEILLES AVE #3236, SARASOTA, FL 34233
$314,70079 Days on yellowkey MLS ID: A4677424
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1318 Built: 2001Monthly Fee: $475 Tax: $3,241 (2025)Community: Casa Del Sol Sec ViVilla
Taxes:$3,241
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Look no further. This villa thinks it's a house. Make it your Home. This wonderful villa in Casa del Sol with 2-bedroom, 2-bath, plus den, comes fully furnished. Lovingly cared for by its snowbird owners, boasts a reasonable HOA fee and no CDD. Updated, handsome kitchen with sunny eat-in area, inside laundry area, an attractive lanai, and a one-car garage, all add to the charm. Kitchen & baths have quartz counters. Den has pocket doors for privacy when needed. Casa del Sol is convenient to shopping, eateries, Doctor's Hospital. and Bee Ridge Road which serves as an east-west access between I-75 and US41 bringing you to the north bridge of Siesta Key and its beautiful beaches. Casa del Sol is family friendly, no age restrictions. Enjoy the amenities: the clubhouse, fitness center, heated swimming pool, tennis & pickle ball courts. This unit was never rented by the present owners and only occupied during the winter months. Call to schedule your viewing appointment soon!
Listing is courtesy of: SUNSET REALTY (941-923-3351)
Listing Agent: Shirley Dabringhaus (941-587-9288)
860 S BENEVA RD, SARASOTA, FL 34232
$765,000195 Days on yellowkey MLS ID: A4665949
Bed: 4 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3177 Built: 1950 Tax: $3,030 (2024)Community: Not Part Of A SubdivisionSingle Family
Taxes:$3,030
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Rare waterfront footage on over 1.4 acres of tropical landscape.This unique property includes a 2 story, 3 bedroom/ 5 bath house, a 1 bed/1 bath guest house, and a 1900 square foot detached garage. It is ideal for storage, a workshop or recreational equipment. Legacy Trail less than 2 miles away. Bring your e bike business and set up shop here. ( Subject to zoning). The property is located on Phillippi Creek , offering direct access and a unique opportunity for a kayak or paddleboard business in a highly desirable recreational area. ( Subject to zoning) While the property has experienced flooding and requires major renovations, the potential returns make it best suited for investors, builders or buyers ready to undertake a significant project.Bring your vision and tools to transform this into a standout asset in a great location. Close to resturants & shopping.Property sold AS-IS.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Renee Tope (941-376-1472)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$665,000Listed 04/06/2026 11:35AM MLS ID: A4688618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Elevated Penthouse Living With Breath Taking Views: Skip the renovations and some carrying costs?1 Year of Condo Fees will be paid by the Seller. This 11th-floor Penthouse-level gem at Regency House is officially "The One." Spanning 1,424 sq. ft. of bright, open space, this 2-bedroom, 2-bathroom residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. The interior experience aesthetic is a clean neutral palette and move-in ready, a décor style that will easily adapt to a range of styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a large primary suite designed to entice you with tranquil water views, complemented by gorgeous, updated bathrooms and the convenience of a new in-unit washer and dryer. Total Maintenance-Free living: 24-hour concierge service, dedicated parking, and additional storage closet within the unit included. Enjoy a World-Class Lifestyle where you are perfectly positioned at the quiet edge of downtown Sarasota. Enjoy immediate proximity to Marina Jack and a short stroll to the boutiques of Palm Avenue, the Opera, Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and Peace of Mind; In an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection / SIR Study and maintains healthy reserves. To make your transition entirely frictionless; 1 Year of Condo Fees and Special Assessment for the Upgraded Pool will be paid in full by the seller with acceptable offer.
Listing Agent: Dave Hall (646-256-6524)
1876 MAGNOLIA ST, SARASOTA, FL 34239
$2,650,000119 Days on yellowkey MLS ID: A4674004
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3292 Built: 2025 Tax: $9,262 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$9,262
Remarks: Construction now complete! Move in to this stunning 2-story “Palonia IV Coastal” floor plan is one of the newest additions to the Allegra Homes collection of exquisite luxury residences and is located in the sought after West of Trail area near Siesta Drive, your direct pathway to Siesta Key. The cornerstone of the Allegra Homes’ vision is a dedication to excellence in custom home building and providing the very best in quality and design offered in today’s new home market. With 4 bedrooms, a den, a bonus room and 4 baths, the fabulous open living plan of 3,292 sq. ft. has been tastefully and thoughtfully designed with artistry, beauty and functionality. Upon entry into this upscale residence, you will first notice the great room with 16-ft. enhanced tray ceiling illuminated by natural light and a wall of pocketing sliders opening wide to a covered lanai. The full width of the back of the home has been dedicated to exceptional Florida living with a pool/spa, a covered dining area with detailed ceiling, and a fully-equipped outdoor kitchen … all screen enclosed and paver decking. Inside, the formal dining room features a wall of windows with fabulous views of your very own tropical oasis. The family chef will savor the ultimate kitchen set-up with large stone-topped island, abundant counter space and storage including a pantry, and premium appliance package such as Sub-Zero fridge and wine cooler, Wolf 36” gas cooktop and matching oven, drop-down microwave, ASKO quiet dishwasher, and even a Delta pot filler. The owner’s wing is a serene place of rest and rejuvenation. Bypassing the dual walk-in closets is the luxurious bath that’s absolutely delightful with its spacious glass shower and rain head, double vanities, large soaking tub and water closet. A den is also a part of the owner’s wing for added convenience for work or study. Guest accommodations are purposefully situated at the opposite end of the house for the utmost in privacy with access to a full bath and the gorgeous outdoor living area. Upstairs, there are 2 bedrooms, a bath and a bonus room for kid hangouts and family time. Additional amenities include a front porch, paver drive and entry, professionally landscaped and irrigation well, 2-car garage with epoxy finished floor, hurricane impact Low-E windows and sliding doors, crown molding, tray ceilings, natural gas water heater, and pool and house alarms. The prime location within Southside School District, celebrating 120 years of distinguished achievements awards, is ideal for families. And just about a mile from Southside Village and 2 miles south of downtown’s exciting smorgasbord of arts, entertainment, shopping, and dining is 1876 Magnolia Street, where people walk their dogs, neighbors greet one another, and families enjoy bike rides along tree-lined streets. This home creates a beautiful backdrop for a beautiful life.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
800 HUDSON AVE #106, SARASOTA, FL 34236
$650,000119 Days on yellowkey MLS ID: A4673881
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1562 Built: 1984 Tax: $3,605 (2024)Community: Hudson HarbourCondo
Taxes:$3,605
Remarks: Unbeatable value and location in downtown Sarasota. This 3-bedroom,3 full bath residence lives more like a townhome than a condo. No elevators, park right in front of your front door and walk out to the pool. Ideally located across from Selby Gardens and only one block from Sarasota Bay. Hudson Harbour is not in the AE flood zone, has covered parking and is pet-friendly, allowing one small dog and multiple cats. The three versatile bedrooms in this residence provide exceptional flexibility. The first-floor bedroom & bath can serve as a convenient primary suite, while the second-floor option offers additional privacy—ideal for guests, family, hobbies, or a home office. Enjoy two private balcony lanais overlooking a lush tropical garden and tranquil fountain, creating the perfect setting for morning coffee or relaxing evenings. Inside, the home features light soft neutral tones complemented by neutral tile flooring and elegant crown molding throughout. The thoughtfully designed kitchen includes a spacious eat-in dining area and breakfast bar that opens seamlessly to the living and dining spaces—perfect for everyday living and entertaining. Numerous updates have been completed over the years, including: Brand-new AC (2024), New windows and sliding glass doors, renovated bathrooms, updated kitchen appliances, New washer and dryer, Water heater replacement and fresh interior paint. Hudson Harbour offers a private downtown, intimate tropical setting with only 18 units centered around a heated community pool. Living here places you within walking distance to the Sarasota Bayfront Park for nightly sunsets, a boat cruise or waterfront dining and of course all of Sarasota’s downtown restaurant and theater options. Outdoor lovers will appreciate easy access to Legacy Trail, Payne Park and Lido Beach. Take the free downtown trolley to St. Armands Circle and Lido Beach. Schedule a showing and don’t miss this best priced Downtown Sarasota residence on the market today !
Listing Agent: Maureen Doherty (941-993-3159)
4512 OTTAWA TRL #229, SARASOTA, FL 34233
$172,8003 Days on yellowkey MLS ID: A4688722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973 Tax: $1,373 (2025)Community: Lake TippecanoeVilla
Taxes:$1,373
Remarks: Unlock the potential of this inviting 2-bedroom, 2-bath end-unit villa located in the sought-after 55+ community of Lake Tippecanoe. Recently refreshed with new interior paint and brand-new carpeting, this home offers a clean starting point while still leaving room for your personal style and enhancements. The spacious floor plan includes an eat-in kitchen, a generously sized living area, and a private primary suite designed for comfort. Impact rated front door and windows were replaced in 2020 (sliders excluded). While some updates may still be desired, the competitive price reflects an excellent opportunity to create value in a desirable Sarasota location. Residents of Lake Tippecanoe enjoy a tranquil setting, an active clubhouse, and a community pool—all just moments from shopping, dining, and the area’s beautiful Gulf beaches. The community has its own well, so no additional fees for water or sewer! The low fees also include basic cable, garbage pickup, exterior building & grounds maintenance. Bring your vision and make this charming villa your own!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
1769 PARAKEET WAY #603, SARASOTA, FL 34232
$175,00023 Days on yellowkey MLS ID: A4686240
REDUCED by $14,000 (7.4%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1970 Tax: $946 (2025)Community: Vistas On BenevaCondo
Taxes:$946
Elementary School: Wilkinson Elementary
Remarks: MAJOR PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 2-bath second-floor condominium located in the desirable Vistas on Beneva community. This light and bright unit features granite countertops, updated finishes, and a comfortable split-bedroom floor plan. Enjoy peaceful golf course views from your private back patio, ideal for morning coffee or relaxing evenings. The community offers well-maintained grounds and amenities including a pool, clubhouse, and fitness room. This unit also includes a covered carport parking space, a rare convenience within the community. Conveniently located between Bahia Vista and Webber, Vistas on Beneva offers quick access to Siesta Key Beach, downtown Sarasota, Lido Key, St. Armands Circle, Sarasota Memorial Hospital, shopping, dining, and The Legacy Trail. Ideal for seasonal use, full-time residence, or investment.
Listing Agent: Vanessa Van Den Berg (941-999-1179)
8425 NANDINA DR, SARASOTA, FL 34240
$525,00011 Days on yellowkey MLS ID: A4686573
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2359 Built: 2013Monthly Fee: $206 Tax: $3,919 (2025)Community: Palmer LakeSpa: NoSingle Family
Taxes:$3,919
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to Palmer Lake and this beautifully maintained 4-bedroom, 2.5 bath, two-story lakefront home offering 2,371 square feet of comfortable living space in a superb Sarasota location. Built in 2013 featuring a recently replaced roof along with the added security of roll-down storm shutters, providing move-in ready peace of mind. This residence blends modern convenience with peaceful waterfront views. Step inside the foyer and be captivated by the 25-ft ceiling entry leading to a spacious great room floor plan, perfect for both everyday living and entertaining. The open-concept design flows seamlessly into a generous kitchen area with abundant prep space, ideal for cooking and gathering. A convenient half bath is located just off the great room, along with a den and a practical storage room tucked underneath the stairs. Upstairs, you’ll find a large master suite retreat with ample space to unwind, along with three additional bedrooms to accommodate family, guests, or a home office. The front bedroom even has a murphy bed for added comfort and convenience. Enjoy Florida living at its best within the fenced backyard overlooking the lake, complete with covered patio – perfect for relaxing or hosting outdoor get-togethers. This home also features a paver driveway and walkway, adding to its curb appeal. Located in an A+ school district and just minutes from popular Rothenbach Park and the scenic trails of The Celery Fields. A superb Sarasota location and just a short drive to downtown Sarasota and its beautiful Gulf beaches. This home offers both convenience and lifestyle as lawn maintenance is included in the reasonable HOA fee, and there is NO CDD fee – making ownership even more appealing. The Palmer Lake community also offers a peaceful lakeside gazebo for its residents. For those hobby arborists, the back yard of this home even has a fruit-bearing lemon tree. This is a rare opportunity to own a move-in ready lakefront home in one of Sarasota’s most desirable areas. Schedule your private showing today and envision the lifestyle that awaits.
Listing Agent: Roger Clyne (941-468-0644)
6548 SABAL DR, SARASOTA, FL 34242
$6,295,000Listed 04/06/2026 10:32AM MLS ID: A4688728
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
Elementary School: Phillippi Shores Elementary
Middle School: None
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)
9397 MIDNIGHT PASS RD #901, SARASOTA, FL 34242
$896,50039 Days on yellowkey MLS ID: A4683506
0 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1630 Built: 1975Monthly Fee: $1,433 Tax: $7,721 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$7,721
Remarks: Under contract-accepting backup offers. Absolutely stunning, furnished, and truly one-of-a-kind THREE-BEDROOM residence at The Pointe at Midnight Pass — the only 3-bedroom currently available in this highly sought-after community. Positioned on the 9th floor at the southern tip of Siesta Key, this impeccably renovated corner unit sits at a rare coastal convergence where the Gulf, Little Sarasota Bay, and Blind Pass Lagoon meet. Enjoy panoramic sunrise views across the Intracoastal waters, glowing Gulf sunsets, and protected preserve vistas — all from one extraordinary setting. High-end finishes define the interior, including solid wood cabinetry, granite countertops, stainless appliances, and thoughtfully curated details throughout. The spacious primary suite features a beautifully updated en-suite bath with a jetted shower and a custom walk-in closet designed for optimal storage. Two additional bedrooms function seamlessly as guest suites, office, or den. The Gulf side bedroom is equipped with a custom Murphy bed and built-ins, offering flexibility without sacrificing style. The second bath features a Jacuzzi tub for relaxed coastal living. The expansive, air-conditioned lanai invites year-round enjoyment, offering a serene vantage point overlooking the Jim Neville Preserve and surrounding waterways. A pass-through utility room with washer, dryer, laundry sink, and folding counter adds everyday practicality. New hurricane-impact windows and sliding glass doors, along with an energy-efficient HVAC system, provide comfort and peace of mind. A rare double parking space under the building further distinguishes this offering. The Pointe is a gated, pet-friendly, five-acre waterfront community featuring boat and kayak docks, resort-style pool, tennis and pickleball courts, fitness center, saunas, clubhouse amenities, and a private island gazebo. More than a condominium, this is a private waterfront retreat positioned in one of Siesta Key’s most iconic locations.
Listing is courtesy of: CAPITAL REAL ESTATE ENTERPRISE (941-921-1000)
Listing Agent: Andrea Eck (941-704-7222)
2334 PROSPECT ST, SARASOTA, FL 34239
$355,00011 Days on yellowkey MLS ID: A4686588
5 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 846 Built: 1952 Tax: $3,003 (2025)Community: Arlington ParkSingle Family
Taxes:$3,003
Remarks: Under contract-accepting backup offers. Positioned along a quiet loop in the heart of Arlington Park, this property presents a rare opportunity for redevelopment in one of Sarasota’s most active and desirable in-town neighborhoods. With no through traffic, Prospect Street offers a more private, residential feel, while still surrounded by a growing mix of new construction and high-end renovations that continue to elevate the area. The existing structure is best suited for removal, allowing for a fresh start and the ability to design a custom home that takes full advantage of the setting. For those with a longer-term approach, the home may also offer the option to renovate and generate interim rental income while plans for future redevelopment take shape. Whether you are a builder seeking your next project or an end user ready to bring a vision to life, this is the kind of opportunity that rarely stays available for long. Buyers are drawn to this area for its unmatched convenience, with easy access to downtown Sarasota, Sarasota Memorial Hospital, Southside Village, and the region’s top dining and cultural destinations, all just minutes away. The nearby Arlington Park and Aquatic Complex adds to the appeal, offering green space, walking trails, and recreational amenities. At the same time, the beaches of Siesta Key are just a short drive away. With no HOA and city rental regulations allowing for short-term leasing, the property also offers flexibility for income-producing use without added restrictions. Secure your place in one of Sarasota’s most dynamic areas and build something that reflects the full potential of this location.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1275 SIESTA BAYSIDE DR #1275, SARASOTA, FL 34242
$999,00027 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)
234 COSMOPOLITAN CT, SARASOTA, FL 34236
$935,00098 Days on yellowkey MLS ID: A4675896
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2015Monthly Fee: $565 Tax: $10,906 (2025)Community: QSpa: NoTownhouse
Taxes:$10,906
Remarks: Discover contemporary luxury at its finest in this impeccably designed downtown Sarasota townhome—a sanctuary just steps from the vibrant energy of Main Street and serene Bayfront Park.This stunning two-bedroom, two-and-a-half-bath residence seamlessly blends refined elegance with effortless modern living. Enter to be greeted by exquisite finishes: sleek Lube Italian cabinetry, Caesarstone quartz countertops and backsplash, soaring eight-foot imported Rosewood doors, and premium Bosch appliances anchored by a gas 5-burner cooktop. Hansgrohe fixtures, a whole-home Culligan filtration system, and tankless hot water elevate every moment to spa-like indulgence. Thoughtful luxury extends throughout: a private two-car garage, custom California closets, and your own two-stop elevator for effortless access between levels. Two generous terraces—one with a gas hookup—invite al fresco dining, sunset gatherings, or quiet evenings beneath the stars, with custom retractable screens enhancing the flawless indoor-outdoor connection. Bathed in natural light, the open-concept layout is ideal for both grand entertaining and peaceful retreats. Location is everything, and this home delivers. Stroll to world-class dining, boutique shopping, and cultural venues, or drive mere minutes to the powdery sands of Lido Beach, Longboat Key, and legendary Siesta Key—consistently ranked America’s #1 beach. Sarasota-Bradenton International Airport is only 15 minutes away for easy travel. More than a home, this is an elevated Sarasota lifestyle, convenient, and undeniably captivating. Schedule your private showing today and step into the life you deserve.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Perry Corneau (941-650-4626)
2417 PARSON LN, SARASOTA, FL 34239
$395,000108 Days on yellowkey MLS ID: A4675748
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1957Monthly Fee: $17 Tax: $5,426 (2025)Community: South GateSingle Family
Taxes:$5,426
Remarks: Don’t miss this adorable South Gate gem! The location could not be more convenient – walk to the Crossings at Siesta Key Mall and less than a mile to the north bridge to Siesta Key itself! For those with school-age children, the close proximity to Brookside Middle School and Southside Elementary zoning are great perks. Completely updated inside with an elegant kitchen (granite, pretty backsplash, stainless appliances), chic wood-look flooring throughout, a charming fireplace, and recently renovated baths, it is move-in ready! Ideally positioned for ultimate convenience to the many amenities of Sarasota, with wonderful possibilities from a full-time or seasonal abode to a prime investment opportunity. The space inside is used really well, with nice spacious bedrooms and a split-bedroom plan, and outside you’ll enjoy a covered screened patio and HUGE fully fenced backyard! There is currently a fun fire pit and open land, so the large yard can be a blank canvas for your outdoor Florida dreams. There is plenty of space for a pool, if that is your desire, or maybe you prefer to plant an edible garden? The choice is yours and this lot can accommodate it all! An oversized 1-car garage with separated extra storage space and laundry completes the package. Easy to show, schedule your visit today!
Listing Agent: Allison Werner (941-961-3212)
1035 SIRUS TRL, SARASOTA, FL 34232
$832,00061 Days on yellowkey MLS ID: A4680284
REDUCED by $17,400 (2.0%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2535 Built: 1986Monthly Fee: $48 Tax: $3,832 (2025)Community: Hidden Oaks NorthSingle Family
Taxes:$3,832
Elementary School: Fruitville Elementary
Remarks: One or more photo(s) has been virtually staged. **Private Estate Living in Hidden Oaks North** Welcome to Hidden Oaks North, a highly sought-after deed-restricted community known for its low HOA fees, custom-built homes, and expansive wooded homesites. Situated on Lot 5, this beautifully landscaped half-acre property showcases Florida foliage at its finest. Surrounded by mature orchids, citrus and fruit trees (Mango Trees, Star Fruit Tree, 2 Brazilian Cherry Trees, Torch Ginger, Galangal Tree, Mayan Tree Spinach, Yuzu Japanese Tree, Sweet Lemon Tree and many more) towering palms, and lush tropical landscaping (too many varieties to list), this home offers exceptional privacy in a serene, natural setting. The well-updated custom residence features 4 bedrooms and 3 full baths, highlighted by soaring ceilings throughout and abundant natural light. Quality upgrades include a commercial-grade metal roof, hurricane-rated sliding doors, high-impact storm windows, and generous storage space. Upstairs, you’ll find beautiful flooring and fully renovated bathrooms designed with both style and function in mind. Step outside to truly appreciate the lifestyle this home offers. Enjoy morning coffee from your private primary bedroom balcony as hummingbirds gather around the dramatic Traveler’s Palms. Or unwind on the expansive composite-decked lanai that spans the entire rear of the home—ideal for entertaining or simply relaxing in peaceful seclusion. If privacy, space, and quality craftsmanship are what you’re looking for, you’ll find it here in Hidden Oaks North. Schedule your private showing today and experience everything this exceptional property has to provide.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,695,00094 Days on yellowkey MLS ID: A4676686
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
375 N WASHINGTON DR, SARASOTA, FL 34236
$2,900,00014 Days on yellowkey MLS ID: A4687248
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2904 Built: 1952 Tax: $19,898 (2025)Community: Saint Armands Div John RiSpa: NoSingle Family
Taxes:$19,898
Remarks: One or more photo(s) has been virtually staged. Embrace the coveted lifestyle of St. Armands Key, where morning strolls lead you to St. Armands Circle for coffee, boutique shopping, and some of Sarasota’s finest dining. From vibrant art festivals to classic car shows and year-round events, this premier location offers an unmatched coastal experience just two blocks from your home. Nestled in this highly desirable enclave is a beautifully reimagined 1952 ranch-style home offering 4 bedrooms and 4 bathrooms. Thoughtfully redesigned, the home blends timeless character with modern luxury. A welcoming front porch overlooks a circular paver driveway, setting the tone for what awaits inside—starting with a stunning antique front door that hints at the home’s rich history. Inside, a spacious living room centers around a wood-burning fireplace framed by custom, lighted built-ins, while luxury-grade vinyl flooring flows seamlessly throughout. The heart of the home is a show-stopping gourmet kitchen, perfectly positioned to overlook both the formal dining room and an expansive family room. Featuring new custom cabinetry, marble countertops, stainless steel appliances, and elegant gold accents, this space is designed to impress and inspire. Three of the four bedrooms feature en-suite baths, offering privacy and comfort, while the fourth bedroom boasts French doors leading to the pool area with convenient access to a full hall bath—ideal for guests or a home office. Every inch of this home has been meticulously rebuilt following Hurricane Helene, with a complete down-to-the-studs renovation completed in 2026. Enjoy total peace of mind with all-new systems and finishes, including HVAC, electrical, appliances, flooring, walls, and beautifully appointed bathrooms. Step outside to your private oasis, where a brand-new 14’ x 22’ Gunite saltwater pool with a tanning ledge is currently being completed, with completion scheduled for mid-May 2026. Surrounded by an expansive paver deck and fresh landscaping, the outdoor space is designed for effortless entertaining and relaxation. With no HOA restrictions, this exceptional property is only 4-minutes to Lido Beach, and offers the freedom to truly enjoy the Florida lifestyle—whether as a full-time residence or a seasonal retreat. Schedule your private showing today and discover why this remarkable home—and this unbeatable location—capture the very best of Sarasota living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
3052 WEBBER ST, SARASOTA, FL 34239
$535,00019 Days on yellowkey MLS ID: A4685956
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2141 Built: 1964Monthly Fee: $17 Tax: $5,101 (2025)Community: South GateSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter. Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility for everyday living. The home feels like a step back in time—in the best way—full of warmth, nostalgia, and the kind of solid construction you just don’t see anymore. Important updates provide confidence where it matters most, including a whole-house re-pipe in 2018, A/C replaced in 2020, and a roof from 2011. Connected to central sewer, this home combines classic appeal with essential modern improvements. Enjoy relaxing mornings or quiet evenings on the back porch, and take advantage of the oversized two-car garage with plenty of room for storage, hobbies, or extra space. Whether you’re looking to preserve its vintage charm or update it to your own style, this South Gate beauty is a rare opportunity to create something truly special in a centrally located, established neighborhood. Homes like this don’t come along often—schedule your private showing today and imagine the possibilities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,00038 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: One or more photo(s) has been virtually staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing Agent: Barbara May (404-822-9264)
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