Location: Sarasota
Do Not Show Listings
116 VISTA HERMOSA CIR #108C, SARASOTA, FL 34242
$418,000230 Days on yellowkey MLS ID: N6140823
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1971 Tax: $4,272 (2024)Community: Vista HermosaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,272
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Your Siesta Key Lifestyle Awaits… and the Time to Own is Now. Welcome to one of the most sought-after destinations in all of Sarasota—just moments from world-famous Siesta Key Beach, consistently recognized as one of America’s most beautiful beaches. This completely updated ground-floor residence captures the essence of coastal living with a soft neutral palette, designer finishes, and a relaxed vibe that truly feels like the coast… because you’re just that close. Inside, you’ll find spacious bedrooms, including an oversized guest retreat large enough to comfortably accommodate two full beds, easily sleeping four—perfect for family and seasonal guests. The beautifully updated kitchen showcases new appliances, quartz countertops, refreshed cabinetry, and a stylish tile backsplash that complements the home’s serene coastal design. Enjoy year-round comfort in your private enclosed lanai, with the added possibility of extending your outdoor living space with a paver patio extension, creating even more room to relax or entertain. Another added convenience is the in-unit laundry closet complete with washer and dryer. Storm-rated windows and doors provide both peace of mind and energy efficiency. Offered with the possibility of coming furnished, this residence could make your transition to island living that much easier. Beyond your doorstep, enjoy the very best of Sarasota—from the botanical beauty of Marie Selby Botanical Gardens, to the shopping and dining of St. Armands Circle, to the culture, waterfront dining, and arts scene of Downtown Sarasota. The time is now to own, settle in, and be ready for the highly anticipated 2027 season. Whether as your full-time residence, coastal getaway, or investment opportunity, this is your chance to secure a piece of paradise in one of Florida’s most desirable coastal communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Tracy Pierce (941-275-1570)
1705 FIELD RD, SARASOTA, FL 34231
$2,295,000210 Days on yellowkey MLS ID: A4671008
1 Days Off yellowkey (back on 5/11/2026)
REDUCED by $204,000 (8.2%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2409 Built: 2020 Tax: $9,575 (2024)Community: Oyster Bay EstatesSingle Family
Taxes:$9,575
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to this stunning, fully reimagined residence in Oyster Bay Estates, one of Sarasota’s most coveted West of the Trail neighborhoods. Renovated down to the studs with an effective build date of 2020, this exceptional home blends timeless coastal elegance with modern sophistication, showcasing the level of craftsmanship and finish quality typically found in five million dollar plus luxury properties. Thoughtfully designed throughout, the home features wide-plank wood flooring, custom millwork, and an open-concept floor plan designed for both everyday living and effortless entertaining. The gourmet kitchen serves as the centerpiece of the home, offering designer cabinetry, quartz countertops, an oversized island, Sub-Zero and Wolf appliances, and luxury Perrin & Rowe fixtures. The residence includes four spacious bedrooms, three full bathrooms, and two half baths, each beautifully finished with premium materials and spa-inspired details. The beachy character continues with an outdoor shower. Major systems and components have all been replaced, including the electrical, plumbing, HVAC systems, roof, siding, and hurricane-impact windows and doors, including the garage door, providing both comfort and peace of mind. Located in Flood Zone X, flood insurance is not required. Privately set back from the street, the property offers a quiet, resort-like setting with lush new tropical landscaping featuring coconut palms, cabbage palms, orchid trees, pitch apple hedges, and bougainvillea to name a few. The outdoor spaces have been completely transformed with shell-finished hardscape, new patios, elegant walkways, and a private irrigation well. Offered fully furnished, this move-in-ready home is ideally located just moments from downtown Sarasota, St. Armands Circle, world-renowned beaches, shopping, dining, top-rated schools, and less than a block from the historic The Field Club. Buyer and Buyer’s Agent to verify all room dimensions.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Albert Joerger (941-685-6145)
3328 TOBERO LN, SARASOTA, FL 34235
$729,00035 Days on yellowkey MLS ID: A4691639
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2438 Built: 1982 Tax: $2,976 (2025)Community: Tobero WoodsSpa: YesSingle Family
Taxes:$2,976
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to your private country retreat—where comfort, charm, and space come together to create the perfect place to call home. Nestled on a quiet dead-end road and set on over half an acre, this inviting two-story residence offers the peace and privacy you’ve been searching for, surrounded by lush greenery and natural beauty. A warm and welcoming front porch sets the tone, ideal for morning coffee or unwinding at sunset. Inside, you’ll find a thoughtfully designed layout featuring three spacious bedrooms upstairs and the primary suite with separate rooms which could be converted to create an ideal private space for family. There is an additional office or den space on the first level which could easily accommodate a 4th bedroom with large closet and storage. The home is perfectly suited for both everyday living and entertaining. The beautifully updated kitchen is the heart of the home, showcasing granite countertops, stainless steel appliances, and crisp white cabinetry with convenient pull-out drawers. It flows seamlessly into the family and dining areas, highlighted by rich engineered oak wood flooring that adds both style and durability. Practical touches like an upstairs laundry chute leading to the lower-level laundry room make daily living effortless, while major updates—including a new roof (2023), hot water heater (2025), and dual A/C units (2019)—offer peace of mind for years to come. Step outside and discover your own fenced backyard oasis with ample space and lighting. Designed for entertaining, the expansive brick-paver patio and soaring screened lanai create the perfect setting for gatherings. The private heated pool—with a new heat pump, outdoor hot/cold shower, fire pit, and fully fenced yard—delivers a true resort-style experience right at home. Additional highlights include a spacious garage with a hurricane-rated door, ample storage, a whole-house attic fan, and on the opposite side of the home a private outdoor area complete with its own porch with dedicated power for future self-contained spa and shell deck. The well on the property has a new tank and services 6 water bibs around the exterior. Lovingly maintained by its original owners, this home combines tranquil country living with everyday convenience—just minutes from shopping, dining, an organic farm, and walking distance to Gocio Elementary School. Don’t miss the opportunity to experience this exceptional property—be sure to explore the 3D and aerial tours.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Joyce Sacco (941-445-3937)
2816 MICHIGAN ST, SARASOTA, FL 34237
$399,50050 Days on yellowkey MLS ID: A4689787
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1380 Built: 1956 Tax: $872 (2025)Community: Glen RidgeSingle Family
Taxes:$872
Elementary School: Alta Vista Elementary
High School: Sarasota High
Remarks: SAY HELLO TO A GOOD BUY * This home has been LOVINGLY RENOVATED * NEW Kitchen with NEW Cabinets & Countertops & NEW Appliances * NEW Bathroom with NEW Vanity & NEW Shower * NEW Tile Flooring * NO Carpet * NEW Paint * Metal Roof * Solar Panels so you have a very low electric bill * LARGE Carport & Storage Room * This house is beautiful with a very large Living Room & Dining Room - there's a lot of A/C Living Space * Spacious Front Yard * Paver Park area is located in a great school district * You are minutes to Payne Park and a few blocks to The Legacy Trail * Short bike ride to Downtown and the Bay Front * Short car ride to Selby Botanical Gardens, Siesta Key, St Armand's Circle & Lido Beach * This is an EXCELLENT year round home OR winter getaway * One look & you'll fall in love * Run, don't walk to this INCREDIBLE VALUE *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
2852 CAPTIVA DR, SARASOTA, FL 34231
$559,000295 Days on yellowkey MLS ID: A4661671
REDUCED by $16,000 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2033 Built: 1975Monthly Fee: $4 Tax: $5,128 (2025)Community: Gulf Gate WoodsSpa: NoSingle Family
Taxes:$5,128
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. NEW PRICE ON THIS BEAUTIFULLY UPDATED AND MOVE-IN READY GULF GATE POOL HOME WITH 2025 TILE ROOF! ADDITIONAL 2025/26 UPDATES INCLUDE UPGRADED ELECTRICAL SERVICE, NEW DUCTWORK, CARPET, BATHS, EXTERIOR/INTERIOR PAINT, DISHWASHER, DRIVEWAY, FENCE, LANDSCAPING AND MORE! Located in the sought-after Gulf Gate Woods community, this beautifully refreshed 3-bedroom, 2 full bathroom residence blends timeless design with modern upgrades, all nestled just minutes from world-renowned Siesta Key Beach. The bright and spacious living room welcomes you with natural light and new neutral tone plush carpet. The open-concept kitchen features a just completed raised ceiling with recessed lighting and additional 2017 improvements including stainless steel appliances, soft close cabinetry, and granite countertop, and flows seamlessly into a generous breakfast room and separate dining room too! The thoughtful split-bedroom floor plan ensures privacy, with the primary suite positioned separately from the guest bedrooms. The primary bedroom features a renovated en-suite bath with sleek subway tile shower enclosure, on-trend black fixtures, new floating vanity and modern finishes. Two additional bedrooms are located on the opposite wing and share an updated full bath with a granite topped vanity. The additional 24x10 bonus room is a great space for entertaining or relaxation, with windows out to your own private oasis which includes the sparkling pool and screened lanai. A 2023 water heater ensures energy efficiency, while the spacious interior laundry room adds everyday convenience. The prior owner replumbed the home with PVC pipes. The attached two-car garage includes abundant cabinetry, ideal for storage and organization. This home is in the X flood zone and is high and dry. Gulf Gate Woods is a well-established neighborhood known for its sidewalks, streetlights, and friendly sense of community. Zoned for A-rated schools, this prime Sarasota location places you within 10 minutes of Siesta Key Beach, downtown Sarasota, the Legacy Trail, golf courses, fitness centers, Sarasota Memorial Hospital, fine dining, UTC and the charming shops and restaurants of Gulf Gate Village. Whether you're seeking a full-time residence, seasonal getaway, or a smart investment, this home offers flexibility and would also make an excellent option for a long or short-term rental.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
2544 ORSOVA WAY, SARASOTA, FL 34231
$495,00027 Days on yellowkey MLS ID: A4692439
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,594 (2025)Community: Phillippi Gardens 14Spa: NoSingle Family
Taxes:$4,594
Remarks: Tucked away in one of South Sarasota's most coveted neighborhoods, this exceptional property offers the rare combination of tranquil privacy and unbeatable convenience. Nestled just off Constitution Boulevard south of Phillippi Creek, the setting feels like a retreat — yet world-class dining, boutique shopping, and the pristine shores of Siesta Key's award-winning beach are all within a mile from your front door. Inside, every detail has been thoughtfully curated for effortless, modern living. Sleek wall-to-wall ceramic tile flows throughout the home, while a fully upgraded second bathroom showcases premium finishes with no detail overlooked. The master bath has also been beautifully refreshed with new tile and cabinetry, delivering a spa-like feel you'll love coming home to. Step outside to your own private oasis — a spacious heated pool, recently resurfaced and encased in a brand-new screen enclosure, perfect for year-round entertaining. Host effortlessly, unwind completely, and create lasting memories in a backyard built for both. Peace of mind comes standard here. A brand-new roof (Fall 2025) backed by a 15-year warranty, new hurricane-impact windows (Fall 2025), fresh exterior paint, and manicured landscaping mean this home is truly move-in ready from day one. An oversized two-car garage rounds out the package with the storage and functionality today's buyers demand. BEST OF ALL— NO HOA, NO DEED RESTICTIONS, and NO CDD. This is the freedom to live on your terms, in a home that has it all.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
800 N TAMIAMI TRL #103, SARASOTA, FL 34236
$620,000104 Days on yellowkey MLS ID: A4682840
Bed: 1 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2007 Tax: $7,240 (2025)Community: AlinariSpa: YesCondo
Taxes:$7,240
Remarks: Welcome to Unit 103 at Alinari at Rosemary Place, a distinguished residence within one of downtown Sarasota’s premier luxury condominium addresses. Positioned in the vibrant Rosemary District, this spacious first-floor garden-style home offers the rare combination of elegant design, generous scale and desirable ground-level access, delivering comfort of a private residence with the ease of maintenance-free condominium living. Encompassing 1,684 square feet of heated living space and 1,936 total square feet including the outdoor patio, this one-bedroom plus loft residence with three full baths lives exceptionally large. High volume ceilings, expansive glass windows, and sliding doors flood the interiors with natural light, creating an airy ambiance and seamless indoor-outdoor flow. The open and flexible floor plan offers well-proportioned living and dining areas ideal for everyday living and effortless entertaining. The thoughtfully designed layout allows versatility to suit your lifestyle, whether designing a refined lounge, home office, guest retreat or creative loft space. The kitchen integrates beautifully with the main living areas, encouraging intimate evenings and casual gatherings. Multiple full baths provide exceptional convenience and privacy for residents and visitors alike. With building no stairs or elevators required to access your residence, this distinctive residence delivers accessibility and discretion. Alinari elevates daily living with an exceptional suite of resort-style amenities, including 24-hour concierge and security, a heated pool and spa, state-of-the-art fitness center, club room, theater, wine room, business center, library, grilling area, and guest suites for visiting family and friends. The 18-story reinforced concrete high-rise features refined plazas, fountains, a private recreational parcel, redesigned lobby and full front-desk services. Recent 2025 enhancements include upgrades to the pool area, planters, theater, game room and catering kitchen. In Flood Zone X and outside the floodplain, Alinari’s lobby and guest parking are elevated approximately 17 feet above base sea level, with residential garage parking positioned more than 30 feet above sea level. This residence includes a secured garage parking space and a climate-controlled assigned storage unit. The association maintains strong reserves with no current or upcoming assessments. Moments from Bayfront Park, Sarasota’s waterfront promenade, world-class dining, cultural venues, boutiques and evolving Sarasota Bay Park project, this residence captures the essence of downtown Sarasota luxury living with coastal accessibility. Unit 103 represents a rare opportunity for refined ground-level living in one of Sarasota’s established and architecturally distinguished condominium communities, where comfort, convenience and elevated Florida living converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
1186 WESTWAY DR, SARASOTA, FL 34236
$1,700,000140 Days on yellowkey MLS ID: A4678121
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $150,000 (8.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2984 Built: 1957 Tax: $21,576 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$21,576
Elementary School: Southside Elementary
Remarks: An idyllic island getaway in a coveted Lido Shores location with unobstructed Gulf views and nearby access to the residents-only private beach, this chic contemporary home offers a spacious open layout and excellent indoor-outdoor flow with the convenience of single-level living. With the feel of a private resort, the home boasts thoughtful design features that are both elevated and relaxed, from the dramatic covered double-door entrance to the wood-beamed ceiling in the living room, wide plank floors throughout, louvered window coverings, and walls of glass that showcase exotic foliage. Meticulously renovated in 2025, nearly 3,000 square feet of brightly lit interior space opens seamlessly to a fully enclosed rear terrace with a pool, creating an open-air extension of the living space while preserving privacy. Glass doors and oversized windows showcase a connection to the tropical landscape at every angle. The front living room, with warm-toned wood accents and a cozy electric fireplace, enjoys sight lines to the rear terrace and pool on one side and through the glass front doors to the beach on the other side. Past the front living room, a linear kitchen provides plentiful counter and storage space, with premium stainless-steel appliances and counter seating adjacent to the central spacious dining area. Opposite the kitchen, a second living room overlooks the pool through a full wall of sliding glass doors, and beyond it, yet more shared living space extends the terrace access and offers flex space as a game room, media den, and more. Poised for full-time or seasonal living, this home is an exceptional opportunity to acquire a family vacation retreat or investment property where the sense of chic island comfort cannot be overstated. Lido Shores is enviably located between the bustling hub of St. Armands Circle and the southern end of Longboat Key, with ready access to the Longboat Key Club, shopping, dining, and the cosmopolitan amenities of Downtown Sarasota. Beyond its natural beauty, this island enclave is renowned for its concentration of mid-century and modern homes from acclaimed architects including Paul Rudolph and Ralph Twitchell. Residents of Lido Shores enjoy exclusive access to a private beach through a secure gate, with a covered pavilion for entertaining and resident-only events that strengthen the close-knit nature of the community.
Listing Agent: Lisa Morris, Pa (941-544-3332)
5476 SWIFT RD #19, SARASOTA, FL 34231
$147,90049 Days on yellowkey MLS ID: A4689984
REDUCED by $7,000 (4.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1095 Built: 1981 Tax: $2,164 (2025)Community: Imperial PlaceCondo
Taxes:$2,164
Middle School: Sarasota Middle
Remarks: Live the Florida lifestyle you’ve been dreaming of—just minutes from the powdery white sands of Siesta Key Beach. This rarely available ground-floor, two-bedroom, two-bath end-unit condo combines location, upgrades, and effortless living in one exceptional package. From the moment you step inside, you’ll notice the light-filled, airy feel enhanced by extra windows—an exclusive perk of end-unit living—and a desirable south-facing position. This home features newer luxury vinyl flooring, newer appliances, impact windows (2019), AC (2020), and a brand-new roof (2025), offering true peace of mind. The open-concept layout seamlessly connects the living, dining, and kitchen areas—perfect for entertaining or simply relaxing after a day at the beach. Step outside through sliding glass doors to your oversized screened-in patio, where morning coffee and evening breezes become part of your daily routine. Located in Imperial Place, residents enjoy a community pool and convenient access to nearby attractions all while being just minutes from shopping, dining, and everyday essentials at Detwiler's Farm Market and the nearby Costco. Plus, you’re within easy reach of Downtown Sarasota, Venice, Sarasota-Bradenton International Airport, The Mall at University Town Center, and the natural beauty of Myakka River State Park. Whether you’re searching for a full-time residence, seasonal escape, or income-producing investment, this is the kind of opportunity that doesn’t last.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniel Jasmer (941-284-9893)
1350 MAIN ST #1501, SARASOTA, FL 34236
$899,000231 Days on yellowkey MLS ID: A4668214
REDUCED by $40,000 (4.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 2007Monthly Fee: $1,424 Tax: $11,511 (2024)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$11,511
Remarks: NEW PRICE Experience luxury living in the heart of downtown Sarasota at 1350 Main Street. This stunning 15th-floor residence offers sweeping views of the city skyline and Sarasota Bay, all just steps from world-class dining, shopping, and cultural attractions. This end unit is being sold turnkey, with high end finishes throughout. The open-concept layout is filled with natural light, featuring floor-to-ceiling impact windows, 2 balconies, a modern kitchen with premium finishes, and spacious living areas perfect for entertaining. Enjoy resort-style amenities including a rooftop pool on level 6, fitness center, club room, 24-hour concierge, and secure parking garage. Embrace the vibrant urban lifestyle with the elegance and comfort you deserve.
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Bill Trier (941-586-6372)
1240 SOLITUDE LN, SARASOTA, FL 34242
$2,999,900350 Days on yellowkey MLS ID: A4655955
2 Days Off yellowkey (back on 5/11/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4700 Built: 1965 Tax: $18,208 (2025)Community: Secluded Harbour 02Spa: YesSingle Family
Taxes:$18,208
Remarks: Under contract-accepting backup offers. Two Canal Front Unrivaled Coastal Homes Just Steps from Siesta Key Beach! This rare gem features a meticulously remodeled Main house with stunning partial views of the bay. And a charming guest cottage serves as an ideal retreat or rental for additional cash flow. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,000116 Days on yellowkey MLS ID: A4681704
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Remarks: Under contract-accepting backup offers. Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties available. Boasting 4 bedrooms and 3 bathrooms with soaring 10-foot ceilings, 8-foot doors, and walls of hurricane-rated impact glass, the open-concept layout flows effortlessly from the chef’s kitchen (quartz counters, soft-close cabinetry, Sub-Zero refrigerator, induction cooktop, and premium appliances) into the expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite opens directly to the patio via sliding glass doors and features dual custom walk-in closets plus a spa-like bath. Three additional bedrooms offer high-end custom closets (two separated by a stylish barn door), while both guest baths are impeccably finished with frameless glass showers and elegant tilework. Premium upgrades include a new 16 SEER AC system, epoxy garage floors with built-in cabinetry, Tesla charging station, natural gas with generator hookup, auto drapes, architectural uplighting, and a private well for irrigation. The true showstopper is the jaw-dropping resort-style backyard on this rare double lot. Your own private Florida oasis awaits: a huge saltwater infinity-edge pool with integrated gas-heated hot tub — fully self-cleaning and self-draining for effortless year-round enjoyment. The expansive Shellock paver deck (cool-to-the-touch, slip-resistant, and ultra-durable) seamlessly connects to a spectacular just-installed (April 2026) custom outdoor kitchen by Paradise Professional Grills. Step into resort-style living with premium Paradise Professional stainless steel appliances—including a powerful built-in multi-burner grill, 3 outdoor refrigerators, and large stainless sink with protective cover. Finished with elegant Avellaero Stone Italian-engineered countertops, the expansive island offers ample prep and serving space, stainless drawers and cabinets, bar seating with footrest, and is perfectly positioned under the covered pergola with ceiling fan and large screen mounted TV. Overlooking the sparkling infinity pool and lush backyard, this entertainer’s dream is ideal for year-round Florida entertaining and al fresco dining. The entire oasis is fully enclosed by premium 6’ white vinyl privacy fencing and framed by mature tropical landscaping and palms for complete seclusion. A dedicated kids’ play area and large chicken coop add family-friendly charm. The second lot is the ultimate game-changer. With its own separate entrance off Hyde Park, this rare extra parcel offers endless possibilities: build a second garage, casita, home gym, pickleball court, expanded outdoor living area, RV/boat storage — whatever your vision demands. No HOA restrictions means total freedom to create your dream compound. Smartly scaled for low-maintenance living yet delivering an enormous, resort-caliber backyard with unmatched privacy and versatility. Just 1 minute to Sarasota Memorial Hospital, 5 minutes to downtown Sarasota, 10 minutes to Siesta Key, and minutes from top schools, beaches, shopping, and I-75. This is a rare opportunity to own a modern luxury home on a double lot!
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00075 Days on yellowkey MLS ID: A4686188
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $184,274 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$184,274
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000364 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $238,008 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$238,008
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
3648 BENEVA OAKS BLVD, SARASOTA, FL 34238
$949,000448 Days on yellowkey MLS ID: A4643238
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2747 Built: 1980Monthly Fee: $96 Tax: $4,995 (2025)Community: Beneva OaksSpa: NoSingle Family
Taxes:$4,995
Remarks: One or more photo(s) has been virtually staged. In the gated, exclusive community of Beneva Oaks, this two-story residence is a Sarasota gem that offers a rare combination of privacy, space and convenience. One of Sarasota’s sought-after neighborhoods, Beneva Oaks is an enclave of just 49 uniquely designed custom homes, each on spacious half-acre to one-acre homesites, creating an atmosphere of tranquility, safety and prestige. With majestic 100-year-old oaks and towering palms, this community is one of Sarasota’s hidden treasures, offering an abundance of space and a park-like setting while being just minutes from the heart of town. On the northern edge of Palmer Ranch, this home provides easy access to Interstate 75, Siesta Key Beach, Gulf Gate’s vibrant restaurant and shopping district, and a new Publix. A great place for a growing family, it also sits in the highly rated school districts of Gulf Gate Elementary, Sarasota Middle School, and Riverview High School, and the top high school in Florida, Pine View School for the Gifted, is 15 minutes away. Inside, the first floor offers a spacious living room, kitchen, dining area and half bath. The attached office and bedroom with adjacent full pool bath are ideal for use as an in-law or au pair suite. Upstairs, the expansive primary bedroom boasts a sitting area, walk-in shower, soaking tub and dual pedestal sinks, creating a serene retreat. Three additional guest bedrooms and a full bath complete the second level. The outdoor living space is a private oasis as French doors lead to an elevated deck with new railings illuminated by solar lights, stepping down to a sparkling blue pool surrounded by pavers. The backyard enjoys scenic, serene views, backing up to Matheny Creek and a green space easement for added privacy. Energy efficiency meets sustainability with environmentally friendly solar panels, keeping electric costs low. County water and septic ensure predictable utility expenses, and a buried 120-gallon propane tank fuels the gas stove. Additional features include a speaker system, fiber-optic high-speed internet, original Spanish tile and luxury vinyl plank flooring, and charming stained-glass accents in the front entry and stairwell. This is a rare opportunity to own in one of Sarasota’s distinguished neighborhoods, where estate-sized properties, lush landscapes and an unbeatable location create a special place to call home. Zillow flood information is incorrect, and per FEMA and the Sarasota GIS flood maps no buildings intersect flood zones. Flood insurance is NOT required. The structure is entirely within zone X, with a finished floor elevation of 23 feet. The edge of the lot bordering the creek is in Zone AE with a base flood elevation of 16.4 feet.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
540 N TAMIAMI TRL #1201, SARASOTA, FL 34236
$3,626,000240 Days on yellowkey MLS ID: A4667550
REDUCED by $373,000 (9.3%) on 04/13/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3630 Built: 2020 Tax: $48,401 (2025)Community: The Blvd SarasotaCondo
Taxes:$48,401
Remarks: Welcome to BLVD Sarasota, a stunning downtown sanctuary in the sky where luxury living meets extraordinary views from every room. Perched in the desired corner stack of the building, this exclusive residence offers uninterrupted, floor-to-ceiling panoramas of Sarasota Bay and the vibrant city skyline — all from the comfort of each space in the home. Whether you're waking up in the primary suite, preparing a meal in the chef’s kitchen, or hosting guests in the expansive living and dining areas, you're surrounded by natural beauty at every turn. Exit your private elevator into over 5,000 square feet of exquisitely designed indoor-outdoor living. The open floor plan is drenched in natural light from walls of PGT impact-rated glass, ensuring every room becomes a front-row seat to Sarasota’s spectacular sunsets, coastal waters and sparkling city lights. The oversized, wrap-around terrace extends your living experience outdoors, offering multiple seating, lounging and dining areas — all designed to showcase the unrivaled, wrap-around water and city views. Offered turnkey furnished, this residence includes three spacious bedrooms with en-suite baths, a private office and two additional half baths, blending the space and comfort of a single-family home with the ease of elevated condominium living. Interior features include soaring 11-foot ceilings, Lutron-controlled lighting, motorized window shades, premium finishes, and designer-selected furnishings that elevate the elegance throughout. The gourmet kitchen is a showpiece with custom gray Irpinia cabinetry, quartz countertops and top-of-the-line appliances — all positioned to ensure you never miss a moment of the view. Entertain effortlessly with two oversized pantries, dual sinks and generous storage. The primary suite is a retreat, offering breathtaking vistas right from bed, along with dual custom walk-in closets and a spa-inspired bath with a soaking tub, frameless glass shower, and refined Kohler fixtures. BLVD Sarasota is a lifestyle unlike any other, offering residents top-tier amenities such as a rooftop infinity-edge pool, outdoor kitchen, wine cellar, state-of-the-art fitness center, golf simulator and a fifth-floor pet lawn with a grooming station. Enjoy two premium parking spaces, a private elevator entrance and a humidity-controlled storage locker. Just a short distance from the 53-acre Bay Park and Sarasota’s world-class dining, arts and marina scene, this is more than a home — it’s your front-row seat to the best of the Gulf Coast. Residence 1201 is not just a place to live — it’s a window to the world, where every room frames an unforgettable view.
5478 KELLY DR #7, SARASOTA, FL 34233
$279,50099 Days on yellowkey MLS ID: A4683736
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1803 Built: 1990 Tax: $3,117 (2025)Community: Crestwood Village Of Sara 3Villa
Taxes:$3,117
Elementary School: Ashton Elementary
Remarks: This home is special. Take a peek at this spacious home in Crestwood Villas. It has outstanding features at a reasonable price. This squeaky-clean villa has 3 large bedrooms, 2 full baths, 2 car garage, and 1803 sf of living space. Your screened lanai has a water view right out the back door. Crestwood villas in within 2 miles of several restaurants, shops, Doctor's Hospital, Publix locations, parks, and golf courses. Crestwood also includes a clubhouse, large pool, and tennis court. Exterior and grounds maintenance are included, along with cable, deed restrictions, and full-time management. What is one of the very hot topics in real estate these days? It is your roof. The owner of this outstanding property has already paid for your new roof, and it is expected to be installed in the next 30 to 60 days. When you call for your showing appointment we can also show you this exact, same roof on many of the neighbor's homes right down the street. The clubhouse is large and hosts many functions. It has a kitchen, restrooms, library, and it is large enough to host several card or board game table simultaneously. Sarasota's area attractions include the ambiance and recreational shopping in downtown Sarasota, the beautiful beaches of Siesta Key, and the sparkling water of the Gulf. Within a 15–20-minute drive is the UTC Mall, and many more local attractions and outstanding golf courses. Sarasota offers something for everyone in the family who loves sports, education, fine arts, or history. Your pro-active family and friends will love this villa with both a formal dining room and an eat in kitchen. The home also provides a clear view from the kitchen through the great room and the lanai to the water beyond. The primary bedroom has dual walk-in closets and dual vanities in the en-suite bathroom. There is also an American Home Shield home warranty. Come and see this great home today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: B.J. Ratigan (941-932-6040)
5420 EAGLES POINT CIR #106, SARASOTA, FL 34231
$625,00086 Days on yellowkey MLS ID: A4684787
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2021 Built: 1993 Tax: $3,692 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$3,692
Remarks: One or more photo(s) has been virtually staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking sunsets create a lifestyle that feels like a year-round retreat. Positioned to capture colorful nightly skies and holiday fireworks, this first-floor corner residence invites you to enjoy the view from the comfort of your enclosed Florida Room, complete with hurricane-rated sliders and a western-exposure balcony. Just outside, an open terrace offers additional space for outdoor lounging, morning coffee, or evening gatherings. Inside, the 3-bedroom residence feels light, airy, and inviting, offering spacious living areas and a thoughtfully designed layout. The open dining and living areas flow seamlessly together, creating an ideal setting for entertaining or relaxed everyday living. Elegant touches elevate the space, including Brazilian cherry wood flooring, crown molding, plantation shutters, Luminette drapes, and a striking Swarovski crystal chandelier in the dining room. The well-appointed kitchen blends style and function with a granite-topped island, stainless steel appliances, white raised-panel cabinetry, abundant storage, a reverse osmosis water system, and a cozy eat-in area for casual dining. A convenient pass-through keeps the kitchen connected to the dining space. Privately situated off the living room, the owner's retreat also opens to the Florida Room, allowing you to wake up to peaceful views each morning. The spacious suite includes a walk-in fitted closet, dual-sink vanity, garden tub, and separate shower. Two additional guest bedrooms offer eastern exposures, welcoming the warm glow of the morning sun. Additional conveniences include a spacious laundry room with utility sink and extra storage, an assigned parking space in the secure garage, and a private storage room. Pets up to 25 pounds are welcome. Life in Eagles Point offers more than a beautiful home —it’s a lifestyle. Residents enjoy a private community pool and grilling area, perfect for relaxed afternoons with neighbors and friends. Beyond Eagles Point, The Landings is a gated community known for its vibrant social atmosphere and exceptional amenities. Residents enjoy membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball, a resort-style pool and spa, fitness center, library, and community room. Nature lovers will appreciate the scenic trail leading to the fishing pier on the Intracoastal Waterway, along with kayak storage and launch access. Whether you’re seeking a full-time residence or the perfect winter retreat, this home offers the opportunity to embrace The Landings lifestyle—where sunsets, recreation, and coastal serenity become part of everyday living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5830 MIDNIGHT PASS ROAD #86, SARASOTA, FL 34242
$675,00039 Days on yellowkey MLS ID: A4691019
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 921 Built: 1970 Tax: $4,122 (2025)Community: Jamaica RoyaleCondo
Taxes:$4,122
Remarks: Under contract-accepting backup offers. This stunning 2-bedroom, 2-bath retreat is steps from Siesta Key’s renowned powdery white sand. Fully renovated with premium, top-to-bottom upgrades (new plumbing, electrical, HVAC, and high-end appliances), this turnkey property is rental-ready. This unit has been completely redone with quality everything and no expenses spared! Enjoy immediate income and income potential with easy access to Village dining and shopping via walking or a free trolley. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and beach good times!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
4034 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$425,00030 Days on yellowkey MLS ID: A4692264
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1368 Built: 1987 Tax: $3,303 (2025)Community: Flora-Villa SubSingle Family
Taxes:$3,303
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Directly across from a peaceful pond and walking path, this beautifully updated home offers a rare combination of openness, functionality and flexible living space in a prime Sarasota location. Inside, vaulted ceilings and a thoughtfully designed layout create a bright, airy feel with seamless flow between the main living areas. The updated kitchen features all new stainless-steel appliances and opens naturally to both the great room and family room, making the home feel larger and more connected than expected. The primary suite offers two closets and an updated bath with a walk-in shower, while the additional bedrooms are well-sized with generous storage. Step outside and you’ll find where this home truly stands out. The fully fenced backyard has been transformed into a private retreat with low-maintenance turf, a paver patio and a covered screened lanai that functions as an extension of the living space, perfect for relaxing or entertaining year-round. A standout feature is the detached, air-conditioned shed with electricity, offering incredible flexibility as a home office, gym, studio or bonus space. Major updates provide peace of mind, including a new roof (2026), impact windows, newer HVAC, a new water heater, new screens, updated electrical panel and fresh exterior paint. Complete with a two-car garage, an oversized driveway and a central Sarasota location just minutes to downtown, Siesta Key and Interstate 75, this home offers convenience and lifestyle.
Listing Agent: Mike Warm, Llc (941-525-2740)
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