Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4256 KING RICHARD LN, SARASOTA, FL 34232
$399,000221 Days on yellowkey MLS ID: A4659665
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 1984Monthly Fee: $49 Tax: $4,735 (2025)Community: NottinghamSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,735
Elementary School: Fruitville Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Motivated seller and a huge price adjustment! Rarely available in Nottingham! Tucked away on a quiet cul-de-sac with 140 feet of sparkling lake frontage, this 3-bedroom home is perfectly designed for enjoying Florida’s outdoor lifestyle. The living room, kitchen/family room, and primary suite all open to the expansive screened lanai, featuring a 22’ x 42’ open area plus a 12’ x 32’ covered space—ideal for entertaining or simply relaxing by the pool. The first-floor primary suite offers a 10’ x 5’ walk-in closet and an en suite bath, while two additional bedrooms are located upstairs for added privacy. The kitchen flows into the family room with its cozy corner fireplace and soaring vaulted ceiling leading to a second-floor loft. Recent updates include fresh interior paint, reinforced and leveled pool decking with a 5-year warranty, and a new pool pump and filter. While some finishing touches remain—such as resurfacing the pool deck and replacing the skimmer—this home presents a fantastic opportunity to create your own retreat in one of the area’s most desirable neighborhoods. Don’t miss the chance to make this Nottingham gem your own!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
3360 S OSPREY AVE #201B, SARASOTA, FL 34239
$249,000170 Days on yellowkey MLS ID: A4671792
3 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,282 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,282
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,600,000199 Days on yellowkey MLS ID: A4668258
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Middle School: Booker Middle
Remarks: Discover the pinnacle of direct bayfront excellence blending sculptural modern form with water views. Full-floor residence at AQUA is one of only eight in Sarasota’s most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers , Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00022 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Middle School: Sarasota Middle
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
3641 STOKES DR, SARASOTA, FL 34232
$499,90019 Days on yellowkey MLS ID: A4689591
REDUCED by $10,100 (2.0%) on 04/23/2026
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1960 Tax: $4,614 (2025)Community: Ridgewood Estates Add 04 Resub 01Single Family
Taxes:$4,614
Elementary School: Brentwood Elementary
Remarks: Spacious and beautifully updated 5-bedroom, 2-bath pool home in the heart of Sarasota—offering no deed restrictions, no HOA, and no flood insurance required. This fully rehabbed home welcomes you with a bright living room featuring stunning designer metallic flooring. The flexible 5th bedroom is currently used as a home office, perfect for today’s lifestyle. Major updates include a metal roof (2012) and new HVAC system (2025) for peace of mind. The kitchen shines with new appliances, designer-added storage units, and a striking palm frond tile backsplash, creating both style and functionality. The dining room features a built-in closet with a charming barn door closure. Enjoy added convenience with an indoor laundry room equipped with a tankless water heater. The home is fully fenced for privacy and includes ample outdoor storage, along with new shutters throughout for enhanced curb appeal. Step outside to your private pool area—ideal for relaxing or entertaining. This home is being sold partially furnished, making it move-in ready or a great investment opportunity. Centrally located near the interstate, hospitals, medical facilities, shopping, and a wide variety of dining options. A rare opportunity to own a 5-bedroom pool home in Sarasota priced below market—don’t miss it!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
5770 MIDNIGHT PASS RD #C601, SARASOTA, FL 34242
$1,395,000148 Days on yellowkey MLS ID: A4674063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1337 Built: 1980 Tax: $11,117 (2024)Community: Gulf & Bay ClubSpa: YesCondo
Taxes:$11,117
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and on site car wash. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sylvia Wilk (630-863-1825)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$1,000,000191 Days on yellowkey MLS ID: A4669063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
111 S PINEAPPLE AVE #1013, SARASOTA, FL 34236
$1,499,5008 Days on yellowkey MLS ID: A4690816
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1577 Built: 2019 Tax: $17,592 (2025)Community: Mark Sarasota CondominiumSpa: YesCondo
Taxes:$17,592
Remarks: Residence 1013 at The Mark Sarasota offers a rare combination of comfort, convenience, and newer construction in the heart of downtown. Built in 2019, this residence provides modern peace of mind with impact hurricane glass and exterior doors, along with soaring 10-foot ceilings and a bright, open feel throughout. The home includes two deeded side-by-side covered parking spaces located just 20 feet from the elevator, an exceptional convenience rarely found downtown. Positioned on the quiet and highly desirable side of the building, the residence enjoys southern exposure and beautiful views overlooking the pool, with sightlines extending toward Sarasota Bay and the Gulf of Mexico. Set on the 10th floor, this thoughtfully designed layout features two bedrooms plus a den and two-and-a-half baths across 1,577 square feet, along with a covered terrace that extends the living space outdoors. The split-bedroom floor plan provides privacy while maintaining an open, functional flow ideal for both everyday living and entertaining. Walls of glass fill the home with natural light and frame tranquil views over the treetops toward Paul Thorpe Park and the Mermaid Fountain. The kitchen blends style and function with imported cabinetry, stone countertops, designer backsplash, stainless steel appliances, and an upgraded induction cooktop. It connects seamlessly to the main living and dining areas, creating an inviting space to gather. A full-size utility room with additional storage adds everyday practicality. The primary suite opens directly to the terrace and features a spacious walk-in closet and a well-appointed bath with illuminated mirrors and refined finishes. The guest bedroom is privately situated, while the den offers flexibility as a home office or additional lounge space. A climate-controlled storage unit located just down the hall provides added convenience. Residents enjoy The Mark’s resort-style amenities, including a heated saltwater pool and spa, outdoor seating and grilling areas, club room with catering kitchen, billiards, fitness center, yoga studio, and spin room. The building also offers a pet-friendly environment, 24/7 front desk staffing, secure lobby access, and overnight roving security. Located in the center of downtown Sarasota, the residence places you just steps from the renowned Sarasota Farmers Market and only two blocks from Whole Foods Market. Cultural attractions including the Sarasota Opera House, Florida Studio Theatre, and Selby Public Library are all within easy reach, along with dining, galleries, and the waterfront. Surrounded by exciting new luxury developments, including the nearby Waldorf Astoria Residences Sarasota, this location continues to elevate as one of downtown’s most sought-after areas. Don’t miss the opportunity to own a newer-built residence in one of Sarasota’s most vibrant and walkable neighborhoods.
6457 SAMOA DR, SARASOTA, FL 34241
$485,00044 Days on yellowkey MLS ID: A4669743
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 1975 Tax: $1,760 (2025)Community: Lake SarasotaSingle Family
Taxes:$1,760
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Beautiful Home in LAKE SARASOTA 4/2/2 with POOL ~ A gathering home for any occasion. It is ready for grilling and chilling or whatever your heart desires. This home has a long history of comfy, cozy welcoming energy full of fun and happiness that has lasted generations. It is now ready for new memories to be made. Truly a home to grow into and entertain. Enjoy the split ranch style layout of this 4-bedroom, 2 bath home with living, dining, and family rooms that include patio/pool area, 2 car garage and an ample sized shed. This home is move in ready and has the opportunity for the new owners to make decorating touches to suit. Envision a beautiful weekend or holiday with 3 large sliding glass doors that open out to an expansive 28’ x 13’ patio with a cedar wood ceiling and fully enclosed pool. This home goes from regular daily routines to weekend fun, to festive evening swims with glow sticks and then onto peaceful, tranquil evenings relaxing by the pool. It offers flexibility that still promotes togetherness when needed and adds separation for quiet days. It has perfect adaptability for fostering continued growth for all phases of life. It features a new roof, upgraded electrical panel, as well as a code-compliant water heater and a hurricane garage door. Located in excellent neighborhood with great neighbors. The moment is here to share this home’s legacy and be the host of its next adventure. Public Dog Park Close by and a Lake Available for Canoeing - Easy Access to I-75 Short Ride to UTC MALL Area!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
4060 WEBBER ST, SARASOTA, FL 34232
$360,0008 Days on yellowkey MLS ID: A4691042
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
8897 MIDNIGHT PASS RD #105, SARASOTA, FL 34242
$515,00079 Days on yellowkey MLS ID: A4681513
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1973 Tax: $5,776 (2025)Community: Sunrise Cove Sec 1Condo
Taxes:$5,776
Remarks: Luxury waterfront living on Little Sarasota Bay in the highly sought-after Sunrise Cove, located on the peaceful southern end of Siesta Key. This direct bayfront, ground-floor condo offers 2 bedrooms, 2 bathrooms, in-unit laundry, and 1,233 square feet of thoughtfully designed living space with pool and expansive water views. Residents enjoy resort-style amenities including two heated pools, boat docks, tennis and pickleball courts, kayak and bike storage, and a community center featuring a fitness facility, billiards, and ping pong. Conveniently located just minutes from Turtle Beach, local dining, and the trolley stop for easy access to Siesta Beach and Siesta Village—providing the ultimate island lifestyle with boating, shopping, and dining nearby. (No flooding from the 2024 storms.)
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,00022 Days on yellowkey MLS ID: A4689084
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Remarks: Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
5316 ALTOONA ST, SARASOTA, FL 34232
$499,900203 Days on yellowkey MLS ID: O6349173
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 2025 Tax: $901 (2024)Community: BroadwaySingle Family
Taxes:$901
Remarks: One of the most impressive homes in the neighborhood, built by Endura Construction, this home features impact-resistant windows and doors, a storm-ready structure built to current codes, and a builder’s warranty, providing superior protection and peace of mind. Inside, you’ll find three spacious bedrooms and two elegantly designed bathrooms, including a bright and sophisticated primary suite with a large walk-in closet. The open-concept layout connects the kitchen, dining, and living areas, offering a stylish and functional setting for everyday living or entertaining. Sliding glass doors lead to a generous covered lanai, perfect for enjoying Florida’s indoor-outdoor lifestyle. A rare perk: no HOA. This means no monthly dues, no surprise assessments, more predictable costs, and no evolving community rules that could impact your lifestyle—a level of freedom that many buyers value highly. Ideally situated just minutes from University Town Center (UTC Mall), Nathan Benderson Park, Whole Foods, SRQ Airport, and an array of upscale dining and shopping, this home offers unmatched convenience in a premier Sarasota location. Closing cost assistance is available with the preferred lender. Don’t miss your chance to own this stunning, storm-ready modern home in the heart of Sarasota’s most vibrant area. Schedule your private tour today.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000178 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with a 20,000-pound boat lift, dual jet ski lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000111 Days on yellowkey MLS ID: A4676979
REDUCED by $4,000 (0.5%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000171 Days on yellowkey MLS ID: A4671593
1 Days Off yellowkey (back on 4/12/2026)
REDUCED by $46,000 (2.3%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 2657 Built: 1982 Tax: $8,709 (2025)Community: Lake RittwoodSpa: YesSingle Family
Taxes:$8,709
Remarks: Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.
Listing Agent: Gerard Healy (941-961-2240)
33 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$349,900168 Days on yellowkey MLS ID: A4671717
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1964Monthly Fee: $1,203 Tax: $4,177 (2023)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,177
Tax Year: 2023
Remarks: 33 Gulfstream Towers #307—Updated 1BR/1BA, third floor. Across from Marina Jack, the bayfront park, and downtown dining, this turnkey condo blends city convenience with coastal living. The renovated kitchen features new stainless-steel appliances and contemporary finishes, while custom blinds and an open layout keep the living area bright and airy. The bath offers a relaxing tub/shower combo. Building amenities include a recently refurbished heated 30’×50’ pool with a large sun deck, a club room with a full kitchen, a fitness center, and on-site laundry. Location: steps to restaurants, shops, cultural venues, and events, minutes to Sarasota’s renowned beaches.“One or more photo(s) were virtually staged.”April 31, 2026. Disclosure: photos and rooms are virtually staged to illustrate furniture placement; furnishings do not convey.
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Bruce Famiglio (941-773-0510)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,00021 Days on yellowkey MLS ID: A4689015
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,016 (2025)Community: Whispering SandsCondo
Taxes:$5,016
Remarks: Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!
Listing Agent: Harriet Stopher (404-316-8944)
6281 MIDNIGHT PASS RD #6281, SARASOTA, FL 34242
$1,195,000272 Days on yellowkey MLS ID: A4654454
0 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1981 Tax: $12,490 (2024)Community: Excelsior Beach To Bay 4Condo
Taxes:$12,490
Remarks: Under contract-accepting backup offers. Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system and water heater (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.
Listing Agent: Jackie De Manio Eberley (201-233-1959)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$665,00024 Days on yellowkey 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
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? ONE 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 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design 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 spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and 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 and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay one year of Condo Fees and the Special Assessment for the upgraded pool with an acceptable offer.
Listing Agent: Dana Cook Westmark (941-356-5091)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.