Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
7732 DONALD ROSS RD W, SARASOTA, FL 34240
$2,250,00030 Days on yellowkey MLS ID: A4692026
REDUCED by $250,000 (10.0%) on 06/01/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 1993Monthly Fee: $369 Tax: $15,084 (2025)Community: Laurel Oak Estates Sec 05Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,084
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Don’t miss this unique opportunity to own an "outstanding" 4-bedroom, 3.5-bath residence located within the gates of Laurel Oak. This home is ideally positioned on a ½ acre plus premium lake lot with exceptional "natural" privacy, serene water and preserve views from your picture framed lanai. Every home has a story, and this one began in 2020 when it was taken down to the studs and thoughtfully reimagined through a custom renovation—blending timeless design with modern functionality, and delivering a move-in ready experience with lasting peace of mind. The architectural details include crown molding, tray and volume ceilings that highlight the sense of openness and elegance throughout the living spaces. The kitchen has been meticulously designed with expansive counter space and custom cabinetry, creating a natural balance between everyday comfort and functionality. It’s a space that supports daily living with ease while also accommodating those moments that call for gathering and celebration, it is open, practical, and tailored to the flow of everyday life. The transition from the interior living spaces to the exterior spaces creates a true indoor-outdoor lifestyle: inviting, open, and designed for everyday living. Multiple access points from room to room including the Primary & Secondary en-suites extend the living space outward, connecting naturally to the expansive under-cover lanai and pool area showcasing postcard-worthy views with peaceful sightlines. It’s a layout that offers flexibility. Schedule your private showing today to experience this rare Laurel Oak Estates property. Residents have the option to join Laurel Oak Country Club, offering two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, and an active social calendar. Ownership includes moving to the top of the waitlist and (next spot) priority placement on the country club waiting list. Beyond the gates, the location places you near shopping, dining, entertainment, medical facilities, major roadways, and Sarasota’s renowned beaches.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: William Kelly (941-685-4224)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,99961 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
117 TUCKER AVE, SARASOTA, FL 34232
$470,00024 Days on yellowkey MLS ID: A4692983
REDUCED by $29,000 (5.8%) on 06/01/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2102 Built: 1930 Tax: $4,991 (2025)Community: Tuckers SubSingle Family
Taxes:$4,991
Elementary School: Fruitville Elementary
Remarks: Step into Sarasota charm with this 1930s character-filled home, where vintage appeal meets everyday flexibility...and no HOA restrictions. This unique 3-bedroom, 3-bath property offers the freedom to truly live your lifestyle: bring your boat, RV, and all your toys with plenty of space to park and play. As you enter, you're welcomed by a screened front porch, leading into a warm and inviting living room featuring a centerpiece fireplace and stunning exposed wood beams. The flexible floor plan includes two bedrooms, a bath, and a loft area upstairs, giving you the option to choose your primary suite on either the first or second floor. The kitchen opens to a backyard deck where a blooming jasmine canopy creates a beautiful setting for morning sunrises. The partially fenced yard offers ample space to create your own private retreat, complete with a garden area, fire pit for cozy evenings, and an additional shed for storage, hobbies, or a workshop. Tucked away on a quiet street, this home feels like a peaceful escape while being just minutes from downtown Sarasota, world-class beaches, and with easy access to I-75. Blending timeless 1930s character with functional living space, this home offers flexibility for guests, multi-generational living, or even rental potential. If you’ve been searching for a property with personality, space, and freedom—this is it.
Listing Agent: Nikki Weiss (941-468-9551)
4536 WEBBER ST, SARASOTA, FL 34232
$324,9503 Days on yellowkey MLS ID: A4695314
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1979 Tax: $4,006 (2025)Community: Sarasota SpgsSingle Family
Taxes:$4,006
Elementary School: Brentwood Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Opportunity, location, and potential all come together at 4536 Webber Street. Offering 3 bedrooms and an attractive entry point into the Sarasota market, this home is perfect for buyers looking to personalize a property while already benefiting from major upgrades like a metal roof installed in 2021, hurricane impact windows, and an expanded paver driveway. Inside, the home offers a clean canvas with original character and endless possibilities to update at your own pace. Whether you're a first-time buyer, seasonal resident, investor, or someone looking to create their ideal Florida home, the layout and location make this a standout opportunity. In this location of Sarasota, you'll enjoy convenient access to downtown dining and entertainment, Sarasota Memorial Hospital, shopping, parks, golf courses, and some of the area's most beautiful Gulf Coast beaches. Spend your weekends exploring, enjoying local restaurants, visiting farmers markets, or taking in Sarasota's vibrant arts and cultural scene. Homes at this price point with major exterior improvements already completed are becoming increasingly difficult to find. Move in now, update over time, and enjoy the flexibility to create a space that fits your vision while investing in one of Sarasota's most desirable areas.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Vincent Diorides (941-720-5717)
2609 DARWIN AVE, SARASOTA, FL 34239
$488,5004 Days on yellowkey MLS ID: A4695205
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1962 Tax: $1,922 (2025)Community: South GateSingle Family
Taxes:$1,922
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Experience elevated Sarasota living at 2609 Darwin Ave., Sarasota in this exquisitely updated 3-bedroom, 2-bath pool home with a 1-car garage, ideally located just minutes from renowned Siesta Key Beach, upscale dining, boutique shopping, and vibrant entertainment. Thoughtfully designed for both luxurious everyday living and effortless entertaining, this exceptional residence showcases an expansive open-concept layout with seamless indoor-outdoor flow to a private resort-style setting featuring a sparkling pool with Travertine Pavers, screened patio and elegant firepit lounge area. The designer gourmet kitchen is beautifully appointed with custom cabinetry, luxurious quartz countertops, a farmhouse sink, and newer stainless steel appliances. High-end improvements include a newer roof, newer AC system, hurricane windows and fully owned solar panels providing remarkable energy efficiency with electric costing $46 monthly regardless of usage. The spacious family room with beamed ceiling and hurricane proof skylights overlooking the outdoor oasis, creates the perfect backdrop for relaxing or entertaining guests. Combining modern upgrades, exceptional comfort, and an unbeatable Sarasota location, this move-in-ready residence embodies the finest in Florida luxury living. Don't Miss The Awesome Video.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$267,50075 Days on yellowkey MLS ID: A4686344
REDUCED by $7,500 (2.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Elementary School: Ashton Elementary
Remarks: RARELY AVAILABLE END-UNIT VILLA WITH PRESERVE VIEWS, OVERSIZED COURTYARD, AND TRUE 2-CAR GARAGE IN HIGHLY DESIRABLE CASA DEL SOL! Positioned in one of the MOST PRIVATE AND SOUGHT-AFTER locations within Casa Del Sol, this exceptional end-unit villa immediately stands apart with tranquil PRESERVE VIEWS, additional green space, and a setting that offers both privacy and serenity. Unlike many homes in the community that overlook neighboring properties, this residence enjoys a peaceful natural backdrop that creates a far more desirable living experience. Inside, the bright and open floor plan offers multiple living spaces designed for both comfort and flexibility. An additional sitting room with WOOD FLOORING and a SKYLIGHT fills the home with natural light and opens directly to the patio, seamlessly blending indoor and outdoor living. The layout features an open living and dining area, kitchen with breakfast bar, and a MAIN-LEVEL PRIMARY SUITE complete with walk-in closet and en-suite bath. This villa also benefits from EXTRA OUTDOOR SPACE rarely found in neighboring units, enhancing both privacy and functionality. The OVERSIZED PRIVATE COURTYARD is ideal for entertaining, relaxing, or enjoying the Florida lifestyle—with no A/C equipment taking up valuable outdoor space. Additional highlights include a TRUE 2-CAR GARAGE, minimal traffic due to its location at the far end of the community, only ONE SHARED WALL, and the added natural light and openness that come with end-unit living. From a long-term ownership perspective, this property delivers exceptional value. Casa Del Sol has actually LOWERED HOA DUES for certain sections in 2026, including this one—an uncommon advantage that reflects strong financial and community management. The A/C is a Rheem and under warranty until 11/15/2028 and the ROOFS were proactively replaced by the HOA approximately 10 years ago for added peace of mind .Hot water heater: Rheem, installed 5/2023>Dishwasher: Frigidaire installed 2023>Hurricane shutters: Mostly metal, some plastic to allow for light into the home. All Screws have been drilled in exterior walls. Upgraded whole-house plumbing system to flow guard gold pipe and fittings. Sunroom was remodeled 2005 with Wood flooring. Residents enjoy access to a community featuring a CLUBHOUSE, FITNESS CENTER, POOL, and TENNIS COURTS, all within a beautifully maintained setting. LOCATION IS EVERYTHING—and this home places you minutes from Sarasota’s most desirable destinations. Conveniently located off Cattlemen Road between US-41 and I-75, you are close to Downtown Sarasota, Siesta Key Beach, Lido Beach, Legacy Trail, Payne Park, Sarasota Art Museum, Colonial Oaks Park, YMCA, Yoder’s Fresh Market, Big Olaf Ice Cream, and more. OPPORTUNITIES LIKE THIS RARELY COME AVAILABLE IN CASA DEL SOL. Plus a 1 year home warranty offered by Seller! Schedule your private showing today and experience the privacy, views and lifestyle this exceptional villa has to offer before it’s gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
5830 MIDNIGHT PASS RD #32, SARASOTA, FL 34242
$499,9005 Days on yellowkey MLS ID: A4694962
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 392 Built: 1962 Tax: $2,441 (2025)Community: Jamaica RoyaleSpa: NoCondo
Taxes:$2,441
Remarks: Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000143 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)
1100 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$550,000Listed 06/01/2026 1:35PM MLS ID: A4695506
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 918 Built: 1976 Tax: $5,481 (2025)Community: Lido Surf & SandCondo
Taxes:$5,481
Elementary School: Pine View School
Middle School: Booker Middle
Remarks: Rare private open-air courtyard patio with breathtaking Gulf and beach views! One of only a select handful of residences within Lido Surf & Sand to offer this highly sought-after outdoor living space, this furnished 1-bedroom, 1.5-bath beachfront condominium delivers a lifestyle opportunity rarely available on Lido Key. Whether enjoying your morning coffee while watching the waves roll in or relaxing at sunset with the sound of the Gulf in the background, the expansive patio creates an outdoor experience that few condominium residences can match. Inside, the residence features a bright and inviting floor plan with updated flooring, spacious living and dining areas, abundant natural light, and beautiful water views. Offered furnished, the condo is ready to enjoy immediately as a primary residence, seasonal retreat, or investment property. Offered furnished and with a history of seasonal rental demand, the property also presents an attractive opportunity for buyers seeking a beachside investment, seasonal residence, or personal coastal retreat. Lido Surf & Sand is a premier Gulf-front community offering residents an exceptional collection of amenities, including private beach access, a beachfront heated pool and spa overlooking the Gulf, fitness center, covered parking, private storage, bicycle storage, elevators, grilling areas, shuffleboard courts, beautifully maintained walking paths and sidewalks, multiple gathering and entertaining spaces, on-site property management, and secure building access. The location is equally impressive. Situated just moments from world-famous St. Armands Circle, residents enjoy convenient access to an incredible selection of restaurants, boutique shopping, cafes, galleries, and year-round events. Downtown Sarasota, Marina Jack, cultural attractions, and Sarasota-Bradenton International Airport are all within easy reach. Opportunities to own one of the community's rare patio residences are exceptionally limited. Combining beachfront living, spectacular Gulf views, resort-style amenities, strong rental appeal, and an unbeatable location near St. Armands Circle, this is coastal Florida living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Dillon Hegarty (443-534-1666)
5108 SANDY SHORE AVE, SARASOTA, FL 34242
$1,050,00010 Days on yellowkey MLS ID: A4694309
1 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1681 Built: 1960 Tax: $4,305 (2025)Community: Sara SandsSpa: NoSingle Family
Taxes:$4,305
Remarks: Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
3424 TANGLEWOOD DR, SARASOTA, FL 34239
$899,00010 Days on yellowkey MLS ID: A4694194
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 1962Monthly Fee: $17 Tax: $8,708 (2025)Community: South GateSingle Family
Taxes:$8,708
Remarks: Welcome to this lakefront retreat with a private guest suite with direct access to Phillippi Creek located in Southgate! This is a rare opportunity to own private waterfront with access to scenic Phillippi Creek and the Intracoastal Waterway. This exceptional property combines timeless design, modern upgrades and Florida indoor-outdoor living, all with no history of hurricane water intrusion, according to the owner. From the moment you arrive, the home’s curb appeal impresses with a circular driveway, paver walkways, an additional paver parking pad, mango and avocado trees and a fully fenced setting surrounded by lush, mature landscape. Enter through stunning French doors with stained glass into a bright, tropical-inspired entry. Inside, the open-concept living space is expansive and inviting, anchored by a gas fireplace and enhanced by updated windows that fill the home with natural light. The chef’s kitchen is functional and stylish, featuring a curved stone countertop and bistro-height seating, Murano glass pendants and recessed lighting, a six-burner natural gas cooktop and stainless-steel appliances, including a Bosch dishwasher. Designed for entertaining, the outdoor living area is exceptional. Enjoy an expansive paver patio with a tranquil wall-mounted fountain and a summer kitchen with a gas grill, refrigerator, sink, single gas burner and an exterior-vented commercial-grade hood. The backyard overlooks serene views of Lake Seclusion and the dock. Watch the ducks, herons, egrets, cormorants and leaping fish. The primary suite is a private sanctuary, spacious, light-filled and surrounded by glass sliders opening to the patio with peaceful water views. Features include dual oversized walk-through closets, an elegant en suite bath with split vanities, granite countertops, a jetted soaking tub on an elevated platform and a walk-in shower with glass block detail and water closet. Further highlights in this wing are two more large bedrooms with a shared bath, walk-in shower and pedestal sink. Another standout feature of this home is the fully equipped multigenerational living suite/home office/artist studio complete with a private entrance and courtyard, separate air-conditioning system and kitchen with appliances. The suite has a living room/bedroom combo and a full bath with a new tile shower and linen closet. Connecting the guest suite with the three bedrooms and two baths is a spacious butler's pantry with a full-size refrigerator and wine chiller as well as a washer, dryer, utility sink and extensive storage. The oversized attached garage has an updated automatic door opener motor, cabinets and shelving. In the backyard are the Rinnai tankless gas water heater, a well-fed irrigation system, exterior lighting, a private outdoor shower and a small storage shed. The roof was replaced in 2022 and one of two AC units was replaced the same year. This is more than a home; it’s a private retreat offering flexibility, functionality and exceptional waterfront living plus the option of income production. It is minutes from downtown, the beach and shopping without the inconvenience of bridges or seasonal traffic. The desirable neighborhood is quiet and stable with mature trees lining the gently curving street. Remarkably, this house has had only three owners, a sign of how special it is to live there.
Listing Agent: Cindy Taliaferro (941-894-7269)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,000119 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Elementary School: Southside Elementary
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
4576 BLISS RD, SARASOTA, FL 34233
$395,00076 Days on yellowkey MLS ID: A4685762
REDUCED by $15,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Remarks: Welcome to 4576 Bliss Road a beautifully updated home blending classic Sarasota charm with modern comforts. This inviting 3-bedroom, 2-bathroom residence features a smart split floor plan that offers both privacy and an open flow. Step inside to discover brand new plumbing and stunning luxury vinyl plank flooring throughout, providing durability and style. The bathrooms have been thoughtfully remodeled, combining elegance and functionality to create a spa-like retreat. Outside, enjoy the privacy and security of a fully fenced yard, perfect for outdoor living, entertaining, or play. This home is a wonderful opportunity to experience the timeless character of old Sarasota with contemporary updates that meet today's lifestyle needs. Don't miss out on making 4576 Bliss Road your new sanctuary!
Listing Agent: Robert Krasow (941-363-6507)
2531 WISTERIA ST, SARASOTA, FL 34239
$2,497,0004 Days on yellowkey MLS ID: A4694903
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026 Tax: $4,502 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,502
Remarks: Perfectly positioned in the heart of the highly sought-after South Gate neighborhood, this exceptional new construction residence by Park Residences LLC masterfully blends timeless architecture, designer-curated finishes, and state-of-the-art functionality to create an extraordinary family retreat. Offering 5 bedrooms, 5 bathrooms, and an uncompromising level of craftsmanship throughout, every detail of this luxury home has been thoughtfully designed for elevated everyday living. From the moment you enter, you are welcomed by refined interiors highlighted by 7 1/4-inch white oak engineered hardwood flooring flowing throughout, complemented by level 4 drywall finishes, custom feature walls, and stunning Visual Comfort lighting and ceiling fans, hand-selected by our interior designer. A dramatic living area showcases a sleek horizontal fireplace flanked by custom shelving creating a warm yet elegant focal point ideal for entertaining or relaxing with family. The gourmet chef’s kitchen is both elegant and functional, featuring custom white oak soft-close cabinetry, exquisite quartzite surfaces, a custom-built pantry, and a premium suite of luxury appliances. Culinary enthusiasts will appreciate the Thermador 48-inch built-in smart French door refrigerator/freezer with integrated custom paneling, Thermador dishwasher with custom cabinetry front, Fisher & Paykel 48-inch induction range with convection oven, and Sharp smart microwave drawer. Every element has been selected to combine beauty, innovation, and performance seamlessly. A custom staircase with 1 1/4-inch solid wood stair treads, beautifully stained and brushed, adds architectural character while leading to spacious secondary living areas and bedrooms. Custom closets throughout the home provide exceptional organization and storage, while pre-wiring for sound allows for effortless integration of modern smart-home living. Built with superior quality and efficiency in mind, the residence features PGT impact windows and Thermatru doors, spray foam insulation in the roof deck, garage, and lanai ceilings, and a durable steel tile roof with a lifetime warranty. Two Daikin 15 Seer heat pump air conditioning systems with Nest thermostats provide year-round comfort, while two water heating systems — including a tankless instant hot water heater and a 55-gallon Rheem Gladiator with leak detection — ensure convenience and peace of mind. Outdoor living is equally impressive with a resort-inspired heated saltwater pool and spa featuring a gunite finish, elegant waterline tile, sun shelf, autofill system, and expansive marble pool decking. A 6ft fully fenced creates a private oasis perfect for entertaining, pets, or family gatherings. Combining luxury finishes, advanced construction quality, and impeccable design in one of the area’s most desirable family neighborhoods, this remarkable South Gate residence offers a rare opportunity to own a truly remarkable new construction home where sophistication, comfort, and functionality come together effortlessly.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
2121 CLEMATIS CT, SARASOTA, FL 34239
$2,775,00012 Days on yellowkey MLS ID: A4692569
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3881 Built: 2026 Tax: $3,632 (2024)Community: Arlington ParkSpa: YesSingle Family
Taxes:$3,632
Tax Year: 2024
Remarks: Not just another house but a carefully curated masterpiece by Segatto Property Solutions Inc. Come experience a blend of modern luxury, sophisticated design, and effortless Florida living in this stunning, newly completed custom residence. This move-in-ready, two-story block home offers four bedrooms and 4.5 baths plus an office, thoughtfully designed with impeccable attention to detail, soaring ceilings, and an open-concept layout ideal for everyday living and elevated entertaining. From the moment you enter, you’re greeted by 10-foot ceilings throughout, with dramatic 22-foot ceilings in the great room that create a grand, light-filled space. The office and primary suite also feature 12-foot ceilings, adding an extra layer of refinement and comfort. The designer kitchen is the heart of the home, showcasing quartz countertops, all Moen fixtures in bronze gold, and matte black, a premium KitchenAid appliance package, custom cabinetry, walk-in pantry, and an oversized island that flows seamlessly into the great room and dining areas. Expansive sliders open to the outdoor living space, delivering the ultimate indoor-outdoor lifestyle. Go outside to your fully fenced, private oasis featuring a heated saltwater pool, a fully equipped covered outdoor kitchen with grill and refrigerator, and an outdoor shower, ideal for entertaining or unwinding in total privacy. The first floor primary suite offers a spa-like retreat with luxurious finishes, generous space and a beautifully appointed bath, featuring dual shower heads, free-standing tub and an oversized walk-in closet. Upstairs, two additional en suites and a versatile loft area with a wet bar provide the ideal setting for a media room, lounge or guest retreat. Practicality meets luxury with a well-appointed first-floor laundry room featuring LG smart washer and dryer, additional built-in storage and a utility sink. Every detail of this home reflects quality craftsmanship and modern elegance, delivering the feel of a high-end model home without the wait. Ideally in Arlington Park, near shopping, dining, beaches and everything Sarasota has to offer, this exceptional home is ready for its first owners. Schedule your private showing today. Homes of this caliber, completed and move-in ready, are a rare opportunity.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
401 S PALM AVE #1102, SARASOTA, FL 34236
$5,675,00052 Days on yellowkey MLS ID: A4689269
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4385 Built: 2006 Tax: $44,993 (2025)Community: The Savoy On PalmSpa: YesCondo
Taxes:$44,993
Remarks: Welcome to the premier offering at the Savoy—an extraordinary, one-of-a-kind penthouse with sweeping Sarasota Bay views, set along coveted, tree-lined South Palm Avenue and rising 11 stories above downtown, where elevated design meets refined living. Fully renovated and expertly designed by the current owner, this remarkable 4,385 sf home offers 4 private terraces and an unmatched indoor-outdoor living experience, all enhanced by seamless smart home integration. From the moment you arrive at your private elevator foyer, you are welcomed by custom glass double doors with genuine leather handles, set against a striking backdrop for the owner’s curated Chihuly glass collection. At the heart of the residence, the chef's kitchen is both striking and functional, appointed with Poggenpohl push-and-pull cabinetry, Wolf double ovens, Subzero refrigerator, Miele induction cooktop with gas burner, Miele hood, an impressive 5-inch granite island with breakfast bar, a matching granite dining table, and beautiful bar with Subzero wine refrigerator. Imported Italian porcelain tile flows throughout, creating a cohesive and sophisticated backdrop for everyday living and entertaining. Rich suede finishes, bespoke lighting throughout, custom wall coverings, and expansive walls of glass define the interiors, bathing the home in natural light while framing breathtaking panoramic Bay and City views from every angle. Designed for effortless entertaining, the top-level expansive newly tiled terrace is the perfect spot for cooking on your gas grill and enjoying all fresco dining and the sweeping skyline vistas. The serene and spacious primary suite features a spa-like bath with his and her vanities with integrated smart mirror TV displays, custom mosaic tile, tile and glass shower, and free-form 2 person Jacuzzi tub with air jets where you can relax and take in the incredible view. Guests enjoy a private and sumptuous guest suite with en-suite bath which easily functions as a second primary suite. The 3rd bedroom is currently used as an office with high-end custom built-ins perfect for productivity. The spacious living and family rooms both feature media centers with rich piano-gloss wood paneling. The smart-home residence features modern conveniences which elevate daily living such as custom walk-in closets with sensor-activated lighting, integrated motorized window treatments, automatic lighting and whole home Sonos audio, and is equipped with three A/C units, new digital Essency water heater, and Aquasana whole house water filtration system, ensuring comfort and peace of mind. Rare private 3 car garage with EV charger with 1 section that has been enclosed and air conditioned. Residents of the 24-unit Savoy enjoy an array of upscale amenities, including heated lap pool and spa, concierge and full time on-site manager, guest suite, towel service, locker rooms with sauna, a dog run, grilling area and catering kitchen, building water softener, secure parking, and elegant gathering spaces designed for hosting and connection. Located just steps from Sarasota's Main Street, Burns Court, the Bayfront, and Selby Gardens, this exceptional penthouse offering simply cannot be replicated.
Listing Agent: Lenore Treiman (941-356-9642)
2442 WOOD ST, SARASOTA, FL 34237
$449,000137 Days on yellowkey MLS ID: A4678152
REDUCED by $23,000 (4.9%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1951 Tax: $5,715 (2025)Community: Hudson ParkSingle Family
Taxes:$5,715
Elementary School: Alta Vista Elementary
Remarks: Live in one of Sarasota’s most desirable neighborhoods! Priced to sell. This charming home offers two generously sized bedrooms plus a versatile third space that can serve as a sunroom, office, or private in-law suite/studio. This additional area includes its own bathroom, kitchenette, closet, and separate rear entrance—perfect for guests or rental potential. Inside, you’ll find a cozy layout with a welcoming kitchen nook and comfortable living area, ideal for relaxing and unwinding. The home has been thoughtfully updated with a remodeled kitchen, a newer roof (2018), granite vanity top and sink with brushed nickel fixtures (2020), a brand-new water heater (2025), upgraded lighting (2025), and numerous additional improvements throughout. Enjoy your morning coffee on the inviting front porch or entertain and relax on the back patio. The backyard features a two-car carport, storage sheds, and a newly completed, eye-catching stone fence that adds both ambiance and privacy. Conveniently located just minutes from downtown Sarasota, shopping, dining, and the world-famous Siesta Key Beach, as well as other nearby beaches, this home offers both comfort and accessibility. Additional highlights include RV parking and multi-family zoning, providing excellent flexibility and investment potential. Schedule your private showing today and experience everything this beautiful home has to offer!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
5389 FOXWOOD DR, SARASOTA, FL 34232
$369,00046 Days on yellowkey MLS ID: A4689846
3 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1978 Tax: $3,266 (2025)Community: Ridgewood Estates 19Th AddSpa: NoSingle Family
Taxes:$3,266
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath single-family home ideally located in the heart of Sarasota. This home features a spacious and functional layout designed for comfortable everyday living. Enjoy tile flooring throughout, providing durability and easy maintenance. The generous living areas create plenty of space for relaxing or entertaining, while the covered and screened porch is perfect for enjoying Florida living year-round. The large, fully fenced backyard provides ample room to add a pool, garden, or outdoor entertaining area. Additional features include a 2-car garage and an oversized driveway with plenty of parking. Recent updates include a newer refrigerator and stove. No HOA, providing added flexibility and fewer restrictions. Conveniently located near shopping, dining, and major roadways. This property is not located in a flood zone.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Fidan Ghoulami, Pa (305-336-5423)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000284 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing Agent: Halie Monde (941-735-4707)
2632 SUNNYSIDE ST, SARASOTA, FL 34239
$395,00039 Days on yellowkey MLS ID: A4690325
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1957Monthly Fee: $17 Tax: $4,699 (2025)Community: South GateSingle Family
Taxes:$4,699
Remarks: Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
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