Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000480 Days on yellowkey MLS ID: A4640938
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2168 Built: 1990 Tax: $10,150 (2024)Community: Roberts Point 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,150
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
119 WHISPERING SANDS CIR #V36, SARASOTA, FL 34242
$495,000302 Days on yellowkey MLS ID: A4656278
REDUCED by $30,000 (5.7%) on 06/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1160 Built: 1968Monthly Fee: $1,400 Tax: $6,617 (2024)Community: Whispering SandsVilla
Taxes:$6,617
Remarks: One or more photo(s) has been virtually staged. BEST PRICED VILLA IN WHISPERING SANDS! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
6285 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$643,000408 Days on yellowkey MLS ID: A4651246
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1981 Tax: $6,349 (2024)Community: Excelsior Beach To Bay 5Spa: YesCondo
Taxes:$6,349
Remarks: Tremendous value for this 4th-floor condo at the Excelsior Beach to Bay complex on Siesta Key. Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It is lovely as-is,with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. This south-facing unit is filled with natural light and enhanced by clerestory windows. Owned by the same family since construction, the condo has been smoke-free, pet-free, and extremely well maintained. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seassonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum an onsite Rental Manager. Absolutely one of the best values and opportunities at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Joan Winters (941-536-1714)
915 SEASIDE DR #611, SARASOTA, FL 34242
$2,950,000Listed 06/19/2026 12:27PM MLS ID: A4697522
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2625 Built: 2009 Tax: $33,482 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$33,482
Tax Year: 2025
Remarks: Experience elevated Gulf-front living from the 6th floor of this exceptional four-bedroom, four-bath residence at The Residences on Siesta Key Beach. Perfectly positioned to capture breathtaking, unobstructed views of the Gulf of Mexico, this luxury condominium offers a front-row seat to Sarasota's legendary sunsets, the soothing sounds of the waves, and the ultimate beachfront lifestyle. Spanning more than 2,600 square feet, the thoughtfully designed interior blends sophisticated coastal elegance with effortless comfort. High-end finishes, designer furnishings, premium appliances, spa-inspired baths, and an expansive open-concept floor plan create an ideal setting for both everyday living and entertaining. What truly sets this residence apart is the unparalleled ownership experience. Residents enjoy exclusive access to the world-class amenities and services associated with the neighboring Hyatt Residence Club, including concierge services, a beachfront pool and spa, valet parking, an owners' lounge, daily breakfast service, fitness facilities, towel and chair service, and attentive resort-style hospitality. For those seeking flexibility and income potential, the property benefits from an established onsite management and rental program, making ownership as effortless as it is rewarding. Whether enjoyed as a primary residence, seasonal retreat, or luxury investment property, this residence offers a rare opportunity to combine personal enjoyment with strong rental appeal. Located on the highly sought-after south end of Siesta Key, you're just moments from waterfront dining, shopping, entertainment, the marina, and all the charm of island living, while still enjoying a private beachfront setting. Offered turnkey furnished, this is a seamless opportunity to step into one of Siesta Key's most prestigious Gulf-front addresses and begin enjoying the luxury resort lifestyle.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
440 S LIME AVE, SARASOTA, FL 34237
$2,250,000259 Days on yellowkey MLS ID: A4666533
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3434 Built: 2026 Tax: $6,011 (2023)Community: Terrace Gardens BSpa: YesSingle Family
Taxes:$6,011
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
2529 MARBLEHEAD DR, SARASOTA, FL 34231
$625,000169 Days on yellowkey MLS ID: A4676671
REDUCED by $20,000 (3.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2003Monthly Fee: $83 Tax: $4,212 (2025)Community: MarbleheadSpa: NoSingle Family
Taxes:$4,212
High School: Riverview High
Remarks: Welcome to 2529 Marblehead Drive, a beautifully maintained 3 bedrooms 2 baths and a den home located in the heart of Sarasota, Florida. This inviting property features a bright, open layout with spacious living areas perfect for both everyday living and entertaining. The home offers generously sized bedrooms, a functional kitchen that flows into the main living space, and plenty of natural light throughout. Step outside to enjoy a private outdoor screened in area ideal for relaxing or hosting guests. This home was built with many extra storage areas throughout. You will love the additional 12 feet added to the A/C garage with its own split unit for your needs. The seller has just replaced the roof with a wonderful new metal product union steel. The paver driveway and lanai add to the charm of this beautiful home. AI says that you could add a Plunge pool on the back lanai. Conveniently situated near shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this home offers comfort, convenience, and Florida living at its best.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Janet Trefry (941-954-5454)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000141 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,695,000110 Days on yellowkey MLS ID: A4683758
REDUCED by $205,000 (7.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
2373 PROSPECT ST, SARASOTA, FL 34239
$1,120,00010 Days on yellowkey MLS ID: A4696568
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1917 Built: 2019 Tax: $13,907 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$13,907
Remarks: CUSTOM-BUILT by Milano Homes in 2019, this CONTEMPORARY POOL HOME combines modern design, exceptional construction, and an unbeatable Arlington Park location. Situated on a private corner lot just blocks from Sarasota Memorial Hospital and minutes to Downtown Sarasota, Southside Village, Bayfront Park, the Legacy Trail, and Siesta Key Beach, this residence offers the ultimate Sarasota lifestyle. Inside, SOARING CEILINGS and an open-concept floor plan create a bright, airy living space designed for both everyday comfort and entertaining. The sleek EUROPEAN-STYLE KITCHEN showcases quartz countertops, glossy cabinetry, NATURAL GAS cooking, a large center island, pantry, and smart pull-out storage solutions. The spacious primary suite includes custom closet built-ins and an en suite bathroom featuring dual sinks and a walk-in shower. Enjoy seamless indoor-outdoor living with a SCREENED LANAI overlooking the PRIVATE POOL, mature landscaping, and privacy wall. A natural gas connection for grilling makes outdoor entertaining effortless year-round. Built for efficiency and peace of mind with CONCRETE BLOCK CONSTRUCTION, IMPACT WINDOWS AND SLIDERS, SMART HOME FEATURES, NATURAL GAS SERVICE, WHOLE-HOUSE GENERATOR, and an attached two-car garage. An incredible opportunity to own a newer custom-built home in sought-after Arlington Park, offering lock-and-leave convenience, contemporary style, and close proximity to Sarasota's best dining, shopping, healthcare, cultural attractions, and world-renowned beaches.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Meagan Jones (941-402-7012)
300 GARDEN LN, SARASOTA, FL 34242
$2,790,000288 Days on yellowkey MLS ID: A4662830
REDUCED by $209,000 (7.0%) on 05/21/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
4820 KESTRAL PARK CIR #18, SARASOTA, FL 34231
$499,00029 Days on yellowkey MLS ID: A4694438
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982 Tax: $5,710 (2025)Community: Landings Carriagehouse IiCondo
Taxes:$5,710
Remarks: Welcome to one of The Landings' best-kept secrets. Tucked inside the intimate Carriage House community, this 2-bedroom, 2-bath plus spacious den residence delivers the feel of a single-family home wrapped in the ease of maintenance-free living and its move-in ready. Inside, tile flooring flows throughout, anchoring a bright, open layout that feels larger than its footprint suggests. The updated kitchen impresses with a modern aesthetic, solid surface counters, and finishes that feel fresh and intentional, not dated. Both bathrooms have been thoughtfully remodeled, featuring solid surface counters and elegant tile enclosures. A wood-burning fireplace adds warmth and character, making this home as livable as it is lovely. The very spacious den offers the flexibility to serve as a home office, guest room, or hobby space, whatever your lifestyle calls for. An additional den space provides even more room to spread out, work, or create. Your private one-car garage sits just beyond a charming paver driveway shared with only one neighbor — a quiet, neighborly setup that feels nothing like a typical condo. When it comes to outdoor living, this home truly delivers: an expansive screened-in patio sets the stage for year-round enjoyment, while a separate open-air patio offers a sun-drenched spot to relax, garden, or simply soak in the Florida lifestyle. Peace of mind comes standard: a brand-new 2026 roof means this home is as solid as it is stylish. Offered unfurnished and ready for immediate occupancy. Residents of Carriage House II enjoy access to a beautiful pool and clubhouse, all set amid lush, manicured grounds surrounding a tranquil lake with fountains, turtles, and ducks. Membership to The Landings Racquet Club is available but not included or required — a wonderful option for those who want the full lifestyle package. The Landings' coveted location west of the Trail puts everything within easy reach.
Listing Agent: Judy Greene (941-350-0451)
6470 HOLLYWOOD BLVD #208, SARASOTA, FL 34231
$320,00011 Days on yellowkey MLS ID: A4696425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 910 Built: 1978 Tax: $3,022 (2025)Community: Almeria On The BayCondo
Taxes:$3,022
Elementary School: Gulf Gate Elementary
Remarks: Updated waterfront condo just a short stroll to Crescent Beach and the fun and funky South Siesta Key Village! A Five-minute drive or trolley ride to the main Siesta Village. Lounge by the heated pool or pull your boat up to this nicely remodeled 2 bedroom/2 bath Almeria by the Bay unit. Located on the 2nd floor (with an elevator) , this unit boasts a coastal kitchen with a convenient breakfast bar, new luxury vinyl floors (2026), and amazing Intercoastal water views from the primary bedroom and screened lanai. Both bathrooms have been thoughtfully updated, and this unit is being offered turn-key furnished. It features a Beachy décor throughout. Fish or Kayak right from your own complex ! Monthly rentals are allowed and sought after. There's also a large, private storage area. Whether it is a forever home, vacation get-away or investment property, this is one of the most affordable move-in ready units located so close to the beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Donna Portale (716-308-8189)
2746 HIBISCUS ST, SARASOTA, FL 34239
$475,00046 Days on yellowkey MLS ID: O6404525
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1819 Built: 1959 Tax: $8,555 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,555
Elementary School: Southside Elementary
Remarks: Virtually Staged. Fully renovated Southgate home, set on a spacious, tree-lined corner lot. Ideally located just minutes from Siesta Key Beach, St. Armands Circle, and vibrant downtown Sarasota. Step inside to an open, light-filled layout designed for both comfort and entertaining. This 3-bedroom, 3-bathroom home features a desirable split floor plan, providing privacy for family and guests alike, along with a fenced backyard perfect for relaxing or hosting gatherings. The main bedroom is a true retreat, complete with a walk-in closet and a beautifully updated en-suite bathroom featuring a modern walk-in shower. Two additional bedrooms and full bathrooms complement the home—offering flexibility and convenience for family and guests. The interior showcases brand-new flooring and a beautifully updated kitchen equipped with sleek stainless steel appliances, elegant stone countertops, and a striking island with a suspended exhaust hood—perfect for those who love to cook and entertain. Designer lighting throughout adds a refined, modern touch. The spacious living area centers around a cozy wood-burning fireplace, creating a warm and inviting atmosphere that truly feels like home. This is a rare opportunity to own a move-in-ready home in one of Sarasota’s most desirable locations.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,00016 Days on yellowkey MLS ID: A4696046
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3356 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$20,326
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. with 5 bedrooms and 5 full bathrooms, home in the heart of Sarasota. *Pool installation is in progress. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1717 JOYCE ST, SARASOTA, FL 34231
$379,00044 Days on yellowkey MLS ID: A4691080
REDUCED by $20,000 (5.0%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1382 Built: 1966 Tax: $3,784 (2025)Community: Tropical ShoresSingle Family
Taxes:$3,784
Remarks: Tropical Shores Community is Sarasota’s most budget-friendly boating spot with no HOA or deed restrictions! This charming 2-bedroom, 2-bath home, on a great lot, was recently painted, boasts a newer A/C system from 2022, a newer roof (2021), and septic tank replaced in 2021. It also features updated sewer lining and a stack replacement (2021). You’ll be just a short stroll from the community’s private marina and clubhouse. This affordable membership is voluntary and gives you access to the boat ramp, kayak/canoe launch, and slip rentals for easy access to the bay. Plus, you’re just a few minutes away from the nation's top beach, Siesta Key, and some great restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
1959 WISTERIA ST, SARASOTA, FL 34239
$3,150,000120 Days on yellowkey MLS ID: A4683340
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2844 Built: 2026 Tax: $10,143 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$10,143
Remarks: Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches. Designed and built with Majestik Homes' signature strength and style, this 3 bedroom plus office, 4 bath home blends architectural elegance with energy efficiency and storm-ready construction. You will be awestruck as you open the home’s large glass-paneled double doors and step into a spacious foyer that flows seamlessly into an expansive great room filled with natural light and a striking entertainment wall — perfect for relaxed living and stylish entertaining. Panoramic sliding glass doors open to a private backyard oasis featuring a sparkling pool and spa, and a fully appointed outdoor BBQ area designed for effortless Florida entertaining. The chef’s kitchen features high-end gas appliances, and the dining room is ideal for intimate dinners and larger gatherings alike. The Primary Suite is spacious and luxurious with its own private lanai. The spa-inspired primary bath offers both an indoor shower and a private outdoor shower for a true resort-style experience. Bedroom 3 includes an en-suite bath. Situated on a generous homesite with large side yards and enhanced privacy, the property is complemented by a circular driveway and an oversized 3-car garage — providing ample space for guests, storage, and everyday functionality. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show — you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,560,000169 Days on yellowkey MLS ID: A4676686
REDUCED by $15,000 (0.3%) on 06/10/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000503 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
2306 VALENCIA DR, SARASOTA, FL 34239
$1,210,00058 Days on yellowkey MLS ID: A4691100
REDUCED by $35,000 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Tax Year: 2026
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
2627 DUEBY ST, SARASOTA, FL 34231
$375,000Listed 06/19/2026 1:50PM MLS ID: A4697585
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1951 Built: 1961 Tax: $4,579 (2025)Community: Sarasota Manor Vacating PlatSingle Family
Taxes:$4,579
Remarks: Rarely does a property offer this much flexibility, privacy, and future potential. This unique 3-bedroom, 3-bathroom home combines a traditional Florida ranch layout with a studio suite, creating endless possibilities for multi-generational living, rental income, a private guest retreat, or a home office. Add in no deed restrictions and room for all your toys, and you've found a truly rare opportunity. The main residence features 3 bedrooms and 2 bathrooms, while the studio suite offers its own bathroom, private deck, and plumbing already stubbed for a future kitchenette. Thoughtfully designed to balance connection and privacy, the layout is ideal for extended family, guests, a home office, or additional income opportunities. Throughout the home, you'll find an updated kitchen, a renovated primary bathroom, low-maintenance travertine and terrazzo floors, a spacious one-car garage, and an oversized laundry room with built-in storage. Major improvements have already been completed, including impact-rated Energy Star windows installed in 2021, a brand-new HVAC system, a sewer lateral replacement completed shortly before ownership, additional drain and supply line plumbing updates in 2022, underground utilities by FPL, and a new garage door opener installed in 2022. Beyond the living spaces, the expansive backyard unlocks endless possibilities. There's ample room for a pool, playground, garden, orchard, boat and RV parking, or simply enjoying the extra space and privacy that are becoming increasingly difficult to find. Situated on county water and sewer along a quiet single-lane road in an established neighborhood, this property also offers strong long-term upside as surrounding homes continue to be remodeled and rebuilt. Best of all, you're less than 3 miles from Siesta Key Public Beach, placing world-famous beaches and Gulf Coast sunsets just minutes from your doorstep, while everyday convenience is equally strong with The Landings just 1.5 miles away offering fitness facilities, grocery stores, shopping, and dining. Outdoor recreation is close at hand with Red Bug Slough Preserve and Phillippi Estate Park both only 2 miles away, the latter featuring a waterfront setting, playground, kayak launch, and scenic green space, while Lido Key Beach is approximately 8 miles from home. Sarasota-Bradenton International Airport is a convenient 9-mile drive, premier shopping, dining, and entertainment at University Town Center are just 12 miles away, Sarasota Memorial Hospital is approximately 3 miles away providing quick access to top-tier healthcare, and vibrant downtown Sarasota is just 4 miles away offering arts, dining, waterfront parks, and cultural attractions. With its versatile floor plan, extensive updates, oversized lot, and exceptional location, this is a rare opportunity to enjoy the flexibility and freedom that today's buyers are seeking. Schedule your private showing today.
Listing Agent: Rachel Tritschler (941-993-5892)
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