Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2170 ROBINHOOD ST #C1-203, SARASOTA, FL 34231
$999,00022 Days on yellowkey MLS ID: A4687938
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1434 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under Construction. Condominium Unit C1-203. This 3rd Floor, Single Level FLAT, offers 1,434sf of Outstanding Views with 2 Huge Double Balconies!!! Large Kitchen & Living Area overlooking Massive Amounts of Greenery!!! The Kitchen offers Custom Cabinetry with Bosch Built-in Appliances providing Eating/Entertaining/Cooking Options Galore! The Primary Suite includes Walk-in Closet & Glamour Bath. A 2nd Ensuite Bedroom/Bath also has a Walk-in Closet & Glamour Bath providing a 2nd "Primary Suite". Then add an additional Guest Bedroom and Large Laundry Room. You’ll find peace of mind in the Rock Solid Construction, Impact Glass Windows & Doors, Extraordinary Architectural Design & Superb Finishes!!! ____________________________________________________________________________________________________________________ABOUT SARASOTA BATH + RACQUET RESIDENCES & CLUB . . . An Icon Reimagined!!! For Half a Century, the original Sarasota Bath & Racquet Club stood as a social & athletic cornerstone to Sarasota & the Gulf Coast. Built in 1969, just off Bee Ridge Road, the private tennis club quickly became Sarasota’s heartbeat. Lifelong friendships were forged across clay courts. Laughter echoed over the pool deck. Championship tennis drew the eyes of the world on Sarasota! During the 1970s, the Bath & Racquet hosted the Virginia Slims of Sarasota, bringing icons like Chris Evert & Martina Navratilova to our local courts. Through the decades that followed, the club expanded to nearly 30 courts, added racquetball and squash courts, a sprawling 40,000 square foot fitness center, and a social scene that reflected Sarasota’s golden era of recreation and community. Generations grew up here. They learned the game, celebrated milestones, and found a second home under the banyan trees. The reputation got out and notable, ranked players from all over the world would show up for a visit while vacationing in Florida. But, without a housing element, time took its toll. By the late 2010s, age and the pause of the Covid-19 pandemic left the storied facility shuttered; its once-bustling courts silent. Then came a vision!!! In 2022, after careful planning and a spirit of preservation, The Bath & Racquet Icon was Reimagined! The Plan ... a contemporary upscale community honoring its legendary past while expanding Sarasota’s current style of modern downtown living. Legacy, meet Urban Contemporary Lifestyle! 256 luxury condominiums were approved on the same lush, walkable setting while requiring the perfect balance of Architecture, Landscaping & Preservation. The housing component is now in place to assure the New Club a vibrant future! The new Bath + Racquet Club is being built on the exact site, but is independent from the condominiums, allowing each owner the freedom of choice to join the Bath + Racquet or simply to live in Urban Luxury and enjoy nearby Siesta Key, Lido Key and downtown Sarasota. The new club will feature INDOOR Tennis, Pickleball & Padel Courts PLUS OUTDOOR Tennis, Pickleball & Padel Courts. The Club will also serve its Elite Membership with a massive Members Private Pool, Restaurant & Lounge, Fitness Center equipped by world leader TechnoGym, Spa, Sauna, Massage Room, Cold Plunge, Childrens Rec Area, Juice Bar, Pro Store & now...In-Resident Dining; Chef's staff will deliver dinner to your Residence! Today, we live in such a "Disposable World", it's truly refreshing that the Developers Reimagined and Rebuilt a local ICON to the Extraordinaire!
Listing is courtesy of: WILLIAM RAVEIS FLORIDA LLC (941-867-3901)
Listing Agent: Bill Creekbaum, Jr. (941-302-5735)
1613 SHELBURNE LN, SARASOTA, FL 34231
$1,200,000244 Days on yellowkey MLS ID: D6143044
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1834 Built: 1970 Tax: $15,185 (2024)Community: Aqualane Estates 2NdSingle Family
Taxes:$15,185
Elementary School: Brentwood Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. TIME TO SELL!! -SARASOTA COUNTY - LOCATED NORTH OF THE STICKNEY POINT BRIDGE AND WEST OF THE TRAIL - AQUALANE ESTATES CHARMER - THIS NEWLY RENOVATED HOME IS LOCATED ON AQUALANE CANAL PROVIDING UNOBSTRUCTED DEEP- WATER ACCESS TO LITTLE SARASOTA BAY, ROBERTS BAY AND THE INTRACOASTAL WATERWAY WITH GULF ACCESS. AQUALANE ESTATES IS COMPRISED OF ONLY 4 DEAD END STREETS ALONG THE CANALS. PRIVATE DOCK WITH 10,000 LB LIFT, EQUIPPED WITH UTILITIES. POOL AND COVERED LANAI. Lovely Florida home with vaulted ceilings. All new flooring, interior paint, new stainless kitchen appliances, kitchen cabinets and countertops, all bathrooms were also updated. On the outside, a beautiful landscape refresh. All windows and sliders are rated impact glass for your peace of mind and protection. Split floor plan offers a primary ensuite on one side and an additional private guest ensuite on the other side of the home. With 3 bedrooms you have great options for a home office - library - craft room - nursery - or mother-in-law suite. This property provides that waterfront retreat you are looking for or maybe just use as a local weekend getaway for your boating pleasure. Enjoy the expansive views through the wall of sliding glass doors out to the screen covered lanai and inviting pool area - overlooking the canal. This favorable neighborhood was developed in the early 1950's by Searcy Koen and is a popular choice for its location and features a variety of architectural styles from the beloved 60's ranch to luxury waterfront homes. Many buyers like to purchase these vintage homes now to position themselves for future development in this quaint neighborhood. Close to downtown (5 miles) Siesta Key Beach (2.5 miles) Sarasota International Airport (10 miles). Sarasota Florida offers a blend of warm weather, beautiful beaches, world class fishing, and vibrant surroundings. This property shines and is move-in ready. WHAT A DEAL - WHAT ARE YOU WAITING FOR?
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Judy Canero, Llc (941-915-4377)
777 BEACH RD #1B, SARASOTA, FL 34242
$649,995362 Days on yellowkey MLS ID: A4649455
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1174 Built: 1970Monthly Fee: $1,098 Tax: $8,125 (2024)Community: Crescent Royale 3Condo
Taxes:$8,125
High School: Sarasota High
Remarks: PRICED TO SELL! 100K PRICE IMPROVEMENT!! THE SEASON IS HERE! Don't miss your chance to secure a great investment with this consistently rented condo. Welcome home to the GOOD LIFE in Siesta Key Beach! This turn-key condo is ready for you to experience the epitome of beachside living year 'round as you awaken to the scent of salt air and the sound of waves rolling in, all from the comfort of your living room! This fully furnished, OPEN FLOOR PLAN, two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and laid-back coastal elegance combined with smart investment potential, this prime, first-floor, turnkey condominium offers the ideal combination of luxury, convenience and relaxation. There is no need to take the stairs or search for beach parking when you live steps from the beach with an assigned parking space. Wake to panoramic views of turquoise water and unwind on your private lanai with stunning gulf sunsets. Inside, you’ll be greeted by bright, light-filled spaces with floor-to-ceiling sliders that invite in ocean breezes. The tastefully renovated home has newly installed white oak (LVP) floors throughout. A stylish kitchen complete with granite countertops, newer appliances, and a breakfast/wine bar that flows into the dining and living area creates a space for hosting with ease. Each bedroom is a serene retreat complete with a walk-in closet and a sophisticated en-suite bath, ideal for guests and owners alike. Crescent Royale pampers their residents and guests with resort-style amenities including a sparkling heated pool, fully equipped fitness center, game room, shuffleboard court, and a picnic/barbecue area. Just minutes away, Sarasota adds a cultural heartbeat with art galleries, theaters and gourmet dining. The pace here is relaxed but vibrant! Farmer’s markets, waterfront cafes and year-round sunshine create the ideal blend of sophisticated living and coastal charm. Living near Siesta Key and Sarasota means every day feels like a vacation, and every moment feels like home. Whether you're looking for a personal retreat, a seasonal escape or an income-generating asset, this property delivers because it works while you relax. Beyond its beauty, this residence is a savvy investment, offering strong rental income potential, friendly leasing policies and on-site management, creating a rare opportunity for a passive income stream in one of Florida’s most desirable beach communities. No pets or smoking allowed in this community! Location, luxury and income potential! Live the dream, earn while you’re away and invest in a lifestyle that pays you back. This condominium delivers the lifestyle you’ve been dreaming of, just across from Siesta Key Beach so don’t miss this rare chance to own a slice of Siesta Key’s desirable beachfront real estate, with income potential to match. Call us today to schedule your private showing and begin living the Florida Lifestyle you have dreamed of.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-907-9541)
Listing Agent: Trish Chandler (941-306-9533)
1800 WEBBER ST, SARASOTA, FL 34239
$5,200,00051 Days on yellowkey MLS ID: A4684082
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Single Family
Taxes:$12,950
Elementary School: Southside Elementary
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000101 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSingle Family
Taxes:$42,511
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
3727 TANGIER TER, SARASOTA, FL 34239
$2,490,000117 Days on yellowkey MLS ID: A4675992
0 Days Off yellowkey (back on 12/29/2025)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2696 Built: 1959Monthly Fee: $13 Tax: $12,434 (2025)Community: San Remo EstatesSingle Family
Taxes:$12,434
Remarks: Under contract-accepting backup offers. Welcome to a rare opportunity to own a spacious and beautiful home in the coveted San Remo Estates neighborhood, just before the North Siesta Key Bridge. This 4-bedroom, 3-bath residence offers 2,696 square feet of living space and features a huge bonus room ideal for a media room, home office, gym, or guest suite. The living room's wood-burning fireplace adds warmth and character, while the screened-in pool deck patio and fenced backyard provide the perfect setting for relaxing or entertaining. The home can be customized to your personal preferences. It is currently in the remodel permit process through the City of Sarasota Building Department, offering a unique opportunity for buyers to work directly with our design team. You may select your own cabinetry, flooring, paint colors, lighting, appliances, kitchen island details, hardware, exterior colors, and even choose to add a hot tub spa. While many buyers love the charm of a ranch-style home, this property allows you to transform it into your own vision. Situated on a generous 12,395 sq. ft. lot, the property features beautifully maintained landscaping, a spacious green backyard, and includes a 2-car garage. Whether your dream style is British West Indies, Mid-Century Modern, Cottage, or something entirely custom, the design direction is completely up to you. This is a special opportunity to create a personalized home in one of Sarasota’s most desirable neighborhoods, just minutes from Siesta Key, beaches, dining, and shopping.
2202 HYDE PARK ST, SARASOTA, FL 34239
$529,50046 Days on yellowkey MLS ID: A4684803
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1952 Tax: $6,720 (2025)Community: GreenwichSingle Family
Taxes:$6,720
Remarks: Under contract-accepting backup offers. Charming Southside Sarasota home in the highly desirable hospital district. This adorable bungalow style three-bedroom, two-bath residence offers bright living spaces, an open floor plan, and the convenience of an indoor laundry room. The home opens to a private backyard retreat perfect for relaxing or entertaining while enjoying Florida’s year-round sunshine. Located within Sarasota city limits and with no HOA, this property offers flexibility for full-time living, a seasonal getaway, or potential short-term rental income when not in use. Just minutes from Arlington Park, featuring a community pool, tennis and basketball courts, playground, and walking paths. Enjoy the convenience of being close to Southside Village shops and restaurants, Sarasota Memorial Hospital, downtown Sarasota, St. Armands Circle, and the world-famous beaches of Siesta Key. A rare opportunity to own in one of Sarasota’s most sought-after neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$474,900118 Days on yellowkey MLS ID: A4675147
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2295 Built: 1956 Tax: $2,167 (2025)Community: Weslo WillowsSingle Family
Taxes:$2,167
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath residence ideally located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. 2452 Whipporwill Cirle, offers 2,300 square feet of thoughtfully designed living space, this home features a desirable split floor plan that provides both comfort and functionality for everyday living and entertaining. Step inside to a bright, open layout highlighted by timeless terrazzo flooring and a spacious living room accented with gorgeous exposed beams that add character and warmth. The well-appointed kitchen and multiple gathering areas create an inviting flow, perfect for family living or hosting guests. Enjoy Florida living year-round from the comforting screened lanai, an ideal space to relax and unwind. Situated on a quiet street, the home offers a sense of privacy while remaining moments from Sarasota’s vibrant dining scene, shopping, and everyday conveniences. Restaurants, cultural attractions, and everything Sarasota has to offer are right at your doorstep. Additional benefits include no CDD fees, no HOA costs, and zoning for top-rated schools including Phillippi Shores Elementary, Brookside Middle, and Riverview High School. With easy access to major roadways, beaches, and downtown Sarasota, this property presents an exceptional opportunity to enjoy space, location, and value. Be sure to experience the 3D interactive walkthrough tour. Pre-listing inspections have been completed and are available upon request, including General Inspection, 4-Point, Wind Mitigation, Sewer Inspection, and WDO Inspection. This home is priced to sell, make a private appointment today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
3751 S SCHOOL AVE #29, SARASOTA, FL 34239
$124,999170 Days on yellowkey MLS ID: A4670178
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,874 (2025)Community: Sunland AptsCondo
Taxes:$1,874
Remarks: Recently updated with a new roof in August and no assessments! Prime location! Welcome to Sunland Garden Apartments, a charming 55+ condo community nestled behind The Crossings at Siesta Key Mall, which is currently undergoing redevelopment into a vibrant mixed-use development featuring retail shops, restaurants, and offices. Notably, Connors Steak & Seafood and Cinebistro are expected to remain! Ideally situated in central Sarasota, just a short drive to our stunning beaches. This third-floor unit offers two bedrooms with en-suite baths, walk-in closets, and the largest screened porch in the community equipped with hurricane roll shutters. Enjoy peaceful courtyard views, along with access to the community pool, BBQ area, and shuffleboard court. Being on the top floor means there are no neighbors above. Both bedrooms and the living room have sliding glass door access to the spacious, covered porch. The unit features a new front storm door, replaced A/C and hot water heater (both in 2019) with biannual maintenance, and a brand-new garbage disposal. The laundry room and a large storage cage are just steps from your front door, near the elevator and stairs for easy access. Your assigned parking spot and adjacent guest parking are conveniently located right in front of the unit. Enjoy proximity to Sarasota’s vibrant downtown scene, less than 3 miles away, with numerous entertainment venues, dining, theaters, and art galleries. Numerous parks and golf courses are also just minutes from the community. This property is perfect as a part-time escape or full-time residence!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Angie Unzicker (941-809-9119)
850 S TAMIAMI TRL #831, SARASOTA, FL 34236
$319,90024 Days on yellowkey MLS ID: A4687444
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $4,340 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$4,340
Remarks: AS PROMISED! Townhome so close to downtown, but priced considerably less! This 2BR/2.5BA second floor "Fiji" model condo has newer laminate flooring throughout except for the staris and hallway, and is offered totally turnkey furnished with a couple of exceptions. Air Conditioner, Water Heater & Washer/Dryer stack unit replaced in 2023. 2 screened lanais (1 downstairs and 1 upstairs) and 2 separate master suites each with an ensuite bath. Great room downstairs, in-unit laundry and a powder room. kitchen with breatfast bar, plus a large closet under the stairs which could be used as a small office if needed. Each lanai has a small storage room too. Unit overlooks the tennis court (which is mainly used now for pickleball) and is just a short distance to the heated pool and spa, and clubhouse with small fitness center. Active friendly community with kayak launch available to residents. Property is currently leased until September 30, 2025, so could be ready for you to spend the next winter season here. Monthly fee includes cable, internet, water, sewer, trash removal, use of the community recreational facilities, professional management along with exterior maintenance and insurance. Right across the street is a Publix supermarket for your convenience. Close to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and just minutes away from St. Armand's Circle shopping and world-famous Siesta Key Public Beach. Sarasota'a active and cultural downtown is less than a mile away, offering fine dining and the best of the arts with the Sarasota Ballet, Van Wezel Performing Arts Center, the Sarasota Orchestra and much more live entertainment, along with a welcoming night life with something for everyone. Easy access to Sarasota International Airport. Perfect for year-round living, rental, or just for seasonal use. Pet friendly for owners.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
1846 LINCOLN DR, SARASOTA, FL 34236
$2,095,000201 Days on yellowkey MLS ID: A4666374
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2618 Built: 1941 Tax: $17,701 (2024)Community: Avondale RepSingle Family
Taxes:$17,701
Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
814 PARADISE WAY, SARASOTA, FL 34242
$1,995,00044 Days on yellowkey MLS ID: TB8483961
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1996 Built: 1962Monthly Fee: $17 Tax: $14,830 (2025)Community: Siesta IslesSingle Family
Taxes:$14,830
Remarks: Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, the property provides privacy, scenic water views, and easy boating access to the Bay with only one higher bridge to navigate. A standout feature is the expansive Florida room, a light-filled living space designed for year-round comfort with floor-to-ceiling windows and seamless views of the water and surrounding greenery—ideal for relaxing or entertaining. The home has been thoughtfully maintained and is in excellent condition, allowing for immediate occupancy or rental income potential. Additional highlights include a heated pool, open and functional layout, and spacious living areas. Located just minutes from Siesta Key Beach and Siesta Key Village, this property combines prime location, generous living space, and waterfront charm, making it ideal as a primary residence, vacation home, or investment property. The house did not get flooded from the recent 2024 storms, a new roof was replaced in 2024, A/C was replaced in 2023, a pool heat pump was installed in 2023, re-piped and remodeled in 2022.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,00067 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing Agent: Natalie Gutwein (941-993-2660)
450 BEACH RD #3, SARASOTA, FL 34242
$1,685,00060 Days on yellowkey MLS ID: A4682792
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1386 Built: 1977 Tax: $10,325 (2025)Community: Place 450Condo
Taxes:$10,325
Remarks: NEW 3-Day RENTAL APPROVED INVESTOR ALERT! SELLER MOTIVATED RECENT BUILDING IMPROVEMENTS! Experience refined Gulf-front living in this exquisitely renovated and fully furnished 3-bedroom, 2-bath coastal residence just steps from the powdery-quartz sand of world-renowned Siesta Key Beach. With deeded beach access and sweeping Gulf panoramas, this boutique retreat captures the essence of cosmopolitan island living. Professionally managed with flexible weekly rentals and proven year-round income potential, this property offers both lifestyle and investment appeal. A short stroll leads to the vibrant dining, live music, and charming boutiques of Siesta Key Village, while a peaceful path through the coastal preserve brings you directly to the shoreline and its mesmerizing turquoise waters. Located within an intimate five-residence enclave, the condominium has been thoughtfully renovated to reflect effortless coastal elegance. The open-concept interior showcases warm wood finishes, stainless steel appliances, and a beautifully designed kitchen that flows seamlessly into the living and dining spaces. Gulf views from the kitchen and a private balcony for sunset evenings elevate the experience even further. This charming boutique building, perfectly located for convenience, has been fully upgraded with major safety and community improvements! A new grill and lounge area are underway, alongside exciting game and entertainment spaces making it the ultimate spot to relax, socialize, and have fun. Additional features include an enclosed one-car garage, an assigned open parking space, and access to a beautifully maintained community pool and outdoor entertainment area complete with grilling space, lawn games, and a convenient private storage unit. Whether as a private seaside sanctuary, legacy family retreat, or high-performing investment, this exceptional property blends prestige, privacy, and prime location on coveted Siesta Key. An extraordinary coastal jewel exclusively presented.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Anne Schneider (310-562-9710)
1630 STICKNEY POINT RD #101, SARASOTA, FL 34231
$269,90026 Days on yellowkey MLS ID: A4687288
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975 Tax: $2,758 (2025)Community: Castle Del MareCondo
Taxes:$2,758
Elementary School: Gulf Gate Elementary
Remarks: Fantastic opportunity to own a beautifully updated 1BR/1BA first-floor unit in highly desirable Castel Del Mare! This light and bright residence features a tiled entry and kitchen, with attractive laminate flooring throughout the remaining living areas. The spacious kitchen is equipped with white cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining. The generously sized primary suite offers a private, updated en-suite bath complete with granite counters and a walk-in shower. What truly sets this unit apart is the in-unit washer and dryer—a rare convenience—along with an expansive double, oversized lanai just steps from the pool, creating the perfect space to relax and enjoy the Florida lifestyle. Castel Del Mare is a sought-after waterfront community ideally located just steps from the South Bridge to Siesta Key—offering the best of both worlds with easy access to the beach while enjoying the convenience of mainland living.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
1700 COVE II PL #324, SARASOTA, FL 34242
$849,90030 Days on yellowkey MLS ID: A4686403
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1720 Built: 1979 Tax: $7,965 (2025)Community: Midnight Cove IiTownhouse
Taxes:$7,965
Remarks: 3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
1894 LOMA LINDA ST, SARASOTA, FL 34239
$2,500,00034 Days on yellowkey MLS ID: A4685717
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1867 Built: 1954 Tax: $11,627 (2025)Community: Floyd & Cameron SubSingle Family
Taxes:$11,627
Remarks: Discover this UNIQUELY RARE OPPORTUNITY in the Coveted West of the Trail Neighborhood, amongst other very beautiful multi-million-dollar homes (two back-to-back lots, 1894 Loma Linda with frontage of 78’ and 1891 Prospect with frontage of 88’ with depth of 296’ for a total of both properties). The property on Loma Linda side is located on a quiet cul de sac at the end of the street. The two properties situated over half an acre have sewer and electric ready at the property and mature grand palms. Explore the potential opportunities this unique property offers! In combining these two lots you will have endless opportunities to customize the property to your vision. Whether you're seeking a family compound, multi-family development, or a dream home with additional income potential, this property delivers unmatched flexibility. Generate immediate income with existing rentals—Loma Linda is currently rented at $5,500 annually, and the adjacent lot is listed at $2,600 for annual rental—or live in one home while you plan and build on the other. With no flood zone concerns and established electrical and sewer connections, the property is ready to bring your vision to life. Location is exceptional with “A” rated Southside Elementary School, minutes to Southside Village shops and dining options, minutes to Sarasota Memorial Hospital, Downtown Sarasota and all the cultural amenities, Siesta Key beach and St. Armand’s Circle. Don’t miss this rare opportunity to create your perfect Sarasota retreat! Sold "as is."
Listing Agent: Beth Harris (941-321-7148)
1891 PROSPECT ST, SARASOTA, FL 34239
$2,500,00034 Days on yellowkey MLS ID: A4685965
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1091 Built: 1950 Tax: $10,285 (2025)Community: Floyd & Cameron SubSingle Family
Taxes:$10,285
3234 RESTFUL LN, SARASOTA, FL 34231
$399,000276 Days on yellowkey MLS ID: A4658946
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1985 Built: 1957 Tax: $3,115 (2024)Community: Restful PinesSingle Family
Taxes:$3,115
Remarks: Under contract-accepting backup offers. NEW PRICE! MOTIVATED SELLER! Welcome to this beautifully remodeled 4-bedroom, 3-bath home located in the desirable Restful Pines neighborhood in South Sarasota’s 34231 zip code. Offering nearly 2,000 square feet of modern living space, this home features two spacious living areas, generously sized bedrooms, and a flexible layout perfect for families or entertaining. Enjoy peace of mind with a brand-new roof and air conditioning system, both installed in 2024. The home has been upgraded throughout with new windows and stylish modern doors that enhance both energy efficiency and curb appeal. The kitchen shines with sleek quartz countertops, stainless steel appliances, and a contemporary design that flows seamlessly into the main living spaces. All three bathrooms have been beautifully updated with new vanities, glass-enclosed showers, and modern tile finishes. Set on a quarter-acre lot in Flood Zone X, this home has never flooded and offers a large backyard with plenty of room to add a pool, detached garage, or storage building. Best of all, there are no HOA or CDD fees, giving you the freedom to enjoy your property without added restrictions or costs. Enjoy the convenience of walking to A+ rated Riverview High School and nearby Red Bug Slough Preserve with scenic trails and nature views. You're also just minutes from Siesta Key’s world-famous beaches, Detwiler’s Farm Market, and the vibrant Gulf Gate dining and shopping district. With a motivated seller, this move-in ready home is a fantastic opportunity in one of Sarasota’s most convenient and sought-after locations!
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,595,000627 Days on yellowkey MLS ID: A4618421
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSingle Family
Taxes:$19,884
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
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